306 | I Love Older Women: Casino Jack on Woo
- Luna Robbie
- Apr 23
- 66 min read
Updated: Jun 26
55 straight man, he/him pronouns, non-monogamous, married for 25 years to a woman 15 years his senior, dating girlfriend of eight years, athlete, lover California-based, into: living in the moment, older women, pleasing, worshiping, lingerie, role play, outdoor sex, communication, sharing fantasies, hands-on sex education, learning languages, traveling the world, moving his body.
[00:00:00] Luna: Our guest today is a 55-year-old straight gentleman who loves to live in the moment and is not big on identifying labels married for 25 years to a wife who is 15 years older. He also has a current girlfriend of eight years and a previous relationship that lasted 12 years with partners who were all consensually aware of one another.
He loves older women pleasing, worshiping, lingerie, role play, especially out in public and is into outdoor sex or sex, wherever it might naturally evolve. Values communication, sharing fantasies and hands-on sex education. And at one point had had sex in every hotel on the Vegas strip. A California dude who loves learning languages, traveling the world, and moving his body as both an athlete and lover.
Welcome Casino, Jack.
[00:00:44] Casino Jack: Well, thank you. I really appreciate you, uh, having me on your show.
[00:00:47] Luna: I am so excited to have you here today. Could you start off by telling us. If you had to rate yourself on a sexual shame ome with 10 being the most full of shame and zero being like, I got no shame, baby. Um, where do you fall today?
Right now, in this moment?
[00:01:04] Casino Jack: Obviously no shame.
[00:01:06] Luna: Zero.
[00:01:06] Casino Jack: Are you like a full zero? I I'm pretty right now. You know what? I've gotten no shame until you, you shame me with something. I'm not
[00:01:12] Luna: shame you.
[00:01:12] Casino Jack: No, no. I, on this
[00:01:13] Luna: podcast, if it's legal and consensual, I will not yuck your yum. And if it's illegal or non-consensual, we just have to have a conversation about it.
[00:01:20] Casino Jack: Oh, you know what? I really appreciate that being called to the principal's office and like, we need to talk to you.
[00:01:25] Luna: Okay. So have you always been a zero or has your shame will coaster squiggled over the years? Like take us through your personal history of, of any sort of sex related, like, did you ever have a moment where you're like, or have you always been just like a lot?
[00:01:39] Casino Jack: Boy, I, I think, I think when I'm actually in the moment, I, I, I don't. Think that my energy matches up with theirs. So I'm always, because I in effects
[00:01:47] Luna: moment
[00:01:48] Casino Jack: y it Yeah. With, with certain people because I'm not quite sure that they're right there at the where I'm at. Mm-hmm. And, and I don't, I don't mind the rejection myself.
I just don't want them to have to reject me. I don't want to Yeah. Feel that I'm so clueless and I'm not reading the room where I'm not, like, I'm more excited than them and vice versa. So
[00:02:07] Luna: That makes sense. So if I'm hearing you, it sounds more like, almost like a fear of disconnection or like a, you know, um, more so than like.
I don't know. Do you have like performance anxiety or,
[00:02:18] Casino Jack: oh no.
[00:02:18] Luna: Sex is bad.
[00:02:19] Casino Jack: No, there's no performance. I, I'm the kind of guy who likes like, let's do it, let's have, but again, I'm not quite sure I wanna have the respect for the woman, so I'm not quite sure unless she's taken the initiative, it's not gonna happen.
[00:02:30] Luna: Okay. Okay. Okay. And then was it from a young age, like did you ever get taught sexual shame? My
[00:02:36] Casino Jack: mom, no. No shame. No. No shame. My parents, my parents were always open about it. My father would always be showing us at the magazine at Thrifty's and getting ice cream. And dad and I would sneak off to the magazine rack and he would show me the Playboy and we'd put like another, like auto, 'cause he'd race cars, so we'd have racing cars on the backside.
And my mom and dad's like, are you showing me? He's like, no, it's race cars. You know? So my mom and dad were both open about sex and my mom really kind of showed me the respect and of, of how to treat a woman. And my father always was there to back her up and showed me. In their marriage. They're still married for 60 years to this day.
Yeah, right. Incredible. They just had their 60th anniversary.
[00:03:15] Luna: It seems like. They like each other.
[00:03:16] Casino Jack: They love each other, you know, and they love all their like flaws and, and they ebb and flow. Oh. Like other people would, would judge them, but what works for them works for them. Yeah. Right.
[00:03:26] Luna: Totally. I would love to hear if you had to just give your own personal definition, what is sexy?
[00:03:35] Casino Jack: Sexy is when someone makes you feel sexy and that they're allowing you to be vulnerable and they're accepting as sexy, as trust. Sexy is being able to be open with your and be uninhibited.
[00:03:51] Luna: Yeah. I love sexy is trust, does that equate for you with a feeling of safety?
[00:04:00] Casino Jack: Absolutely, because when you are feeling safe and you trust somebody.
You can bend over and show 'em the worst out of yourself and they'll be in the moment and they'll love it as much as you love it.
[00:04:13] Luna: I love that. Okay. Is there anything else that is sexy that we need to mention?
[00:04:17] Casino Jack: Well, there's tons of sexy roses. A roses on a woman, a naked body, sexy. Just, just so on. Listen, think.
Listen. You know, I mean, just seeing them in high heels and nothing else is sexy. Playing games is sexy.
[00:04:30] Luna: Yeah.
[00:04:30] Casino Jack: Roleplaying is sexy.
[00:04:33] Luna: Okay. What counts as sex for casino Jack?
[00:04:36] Casino Jack: What counts for sex? Actually, it's not just intercourse. Yeah, it's touch. It's a kiss. That's to me is, is and sex. Sure. I, I have sex while I'm making love.
Yeah. So
[00:04:48] Luna: what kind of connection do you need to feel with another human being? To take the connection from like friendly, maybe crush energy into actual physical intimacy. Like what drew you?
[00:04:58] Casino Jack: Communication.
[00:04:59] Luna: Okay. Tell us what kind of communication, what specifically do you need?
[00:05:01] Casino Jack: Open openness and actual specifics.
I want the details. I don't wanna re misread the room. So I wanna wait for them to make the cues so obvious they have to actually almost write it down for me so I can be confirmed with, I mean, metaphorically speaking of course,
[00:05:17] Luna: but still I can have my literal fantasy. Oh, oh, no, no. I have my literal fantasies too, and
[00:05:21] Casino Jack: they're my
[00:05:22] Luna: wrote down like what they want for the evening, and I could just play with that.
That would be ideal for me,
[00:05:27] Casino Jack: right? Yeah. And what she wants is what I want. Wait, so
[00:05:30] Luna: do you make people chase you? No,
[00:05:32] Casino Jack: I don't want the chase. I just, I'm, I'm, you don't have to chase me. I'm you like me, you just need a great clear signal. I need the clear signal. Like, like, like
[00:05:40] Luna: what exactly?
[00:05:40] Casino Jack: Oh, take off your top.
Like, is this enough signal? No, like they say it to you. I'm just being sarcastic, but again,
[00:05:47] Luna: oh, I never get sarcasm. Oh. Oh. Well it surprises me every time.
[00:05:50] Casino Jack: There you go. Um, but no, uh, you know, just a signal where, where the fact that I'm not, I'm not going to make a fool out of myself, you know, in the sense the fact that I want something that they don't.
Okay. And what I want is exactly what they want.
[00:06:04] Luna: Yeah. Okay. So you have to find out if you're on the same page.
[00:06:08] Casino Jack: I do.
[00:06:08] Luna: Okay.
[00:06:09] Casino Jack: And I do have to, you know, like Michelangelo got a chip at that conversation and, and you know, what's, what's, okay. Like you and I, we already have established there's, these are the boundaries.
So I don't feel limited. I don't feel right. I don't feel boxed in. I don't,
[00:06:24] Luna: you do feel free
[00:06:26] Casino Jack: to
[00:06:26] Luna: play in the zone we create.
[00:06:28] Casino Jack: Absolutely. Because this is the zone, the fact that most of us want and feel morning, day, and night.
[00:06:33] Luna: Okay. So you need conversation, but like, what are the like attractiveness qualities that get you, like, interested in someone?
[00:06:41] Casino Jack: Somebody could just bend over, cleavage, um, the shoulder. You have a shoulder showing. Oh my God, right? The neck. The ear.
[00:06:51] Luna: Yeah. Is it mostly visual for you or do you need No, vin
[00:06:54] Casino Jack: I mean, I don't even have to see it. I just have to feel it. I have to touch it. I have to smell it. Smell over. Smell so
[00:06:59] Luna: good. Yeah. Oh,
[00:07:00] Casino Jack: I mean it, my first attraction of kind of that look, so obviously
[00:07:03] Luna: Yeah.
[00:07:04] Casino Jack: But then I've, it's not all about looks obviously when I look back. Totally, totally. See like, wow. I was with her. Okay. But I learned something from her.
[00:07:12] Luna: Yeah. Yeah. So, well, I like to say that all of our lovers are our growth partners too, right? To learn, hopefully learning sexy things and connection things.
Okay. So. When do you remember first hearing about sex?
[00:07:25] Casino Jack: From my, as my parents. I think they, you know, my mom maybe like, shut your eyes and like, they weren't really like, okay, you can watch it because it, it learned It was for two of you. Absolutely. And then of course, through my mom and my dad, and they were both, they both sat me down and said, it's all about respect.
I don't care if you're about to be having, making love. And she says, stop. No, it means stop. And no, it doesn't mean that you get to continue. Or, or, you know. So I, I think all that and, and even in, I remember I had a girlfriend in fourth grade for two years. I'd walk home from school every day. Right. But again, until she wasn't gonna kiss me, I wasn't gonna kiss her.
So I don't, you know, I think we ended up kissing later and then, uh, I remember going on my, uh, this has taken us back, you know, at 10 years old getting a whale at one of the Marine World Africa USAs for, for my. This girl I thought was cute, and we ended up making out on top of the bathroom, across the school.
Okay. Near, near Audubon.
[00:08:26] Luna: Okay. You
[00:08:26] Casino Jack: know, and, uh, and it was one of my, my favorite moments. And then, and then of course, sixth grade was like that first kiss. Yeah. Where it was sloppy, where she did the French kids. And that tongue was wild. And it just like, literally was like a, a bubble gum machine in my mouth.
And the bubble gums were just keep coming out. I was like, I'm like, oh my God, what is that? And uh, then another famous one was I had to girlfriend for 10 minutes, so maybe I shouldn't say this, but, uh, actually it was my fault. I, uh, literally I asked this girl up to go study and it was like his. Party and then the pizza was delivered.
We had pizza and then I was making out with her on the stairs and I'm like, oh my God, this is disgusting. She has pizza breath. I know. And then I told her like, literally, if I miss, I need to break up with her. And then my friend asked me, why'd you break up with her? And I told her she has pizza breath. So of course all that news is going back and forth.
And then she responded that she never had the pizza.
[00:09:24] Luna: Oh my gosh. That was your breath.
[00:09:26] Casino Jack: It was my own pizza breath. So I never take a girl out on a date to eat pizza unless I do not want to kiss her or get laid. So anti pizza on this. That's
[00:09:36] Luna: so funny. I'm always like, I'm fine with dinner ahead of time. I do think dinner should come after sex, or maybe it should be like sex, dinner, sex, because I hate, oh
[00:09:45] Casino Jack: no,
[00:09:45] Luna: I hate using up all my energy and then getting full and sleepy.
Like I wanna have like all the energy for sex. I'm
[00:09:50] Casino Jack: gonna, I'm gonna confirm that because as a casino, Jack and, uh, taking care of my clients, I have so many clients who spend thousands of dollars on these women. Take 'em out to dinner, get 'em drunk, and we're eating these like 17 course meals. Yeah. And what's gonna happen to me when I eat a seven course meal, the same thing that she's gonna happen.
She's gonna go home and have to take a shit, and next thing you know, she's going to get tired and she's had four, four drinks. Okay. Because he drinks like five. So he, she's trying to keep up with him. Oh my gosh. And there's a drinking rule with women,
[00:10:24] Luna: is there?
[00:10:25] Casino Jack: Yes.
[00:10:25] Luna: I don't, I can't drink anymore. So what's the rule?
[00:10:27] Casino Jack: The rule is the fact that you take the woman home after one drink.
[00:10:30] Luna: Oh, okay.
[00:10:31] Casino Jack: Immediately when she's asking for the two drinks, you're asking for trouble. Three drinks, you're, you're done.
[00:10:36] Luna: I feel like it makes the sex worse. I mean, I, it does, I get really sick now if I have like sugar or alcohol. So I am like healthy by default, but like it has given me so much literal fucking energy that I'm like, oh, this is the way to do it.
Absolutely. Literally. Okay, so you had a sex talk from each parent separately or together? No,
[00:10:55] Casino Jack: together. The thing we, even my sister, it was a family thing. I mean like when we got on family trips, we would talk about sex, we would talk about everything. Yeah.
[00:11:02] Luna: That's awesome. We were open. So you felt
[00:11:03] Casino Jack: comfortable.
So was a Oh, and my, and my grandmother, I think she trained me to give women compliments. She would tell me, tell me how beautiful I am. You are so beautiful, grandma. So gave me no. Shame or no embarrassment to tell a woman how beautiful they're,
[00:11:21] Luna: that's amazing.
[00:11:21] Casino Jack: And I will tell you, and I've got a nail fetish and a foot fetish and this fetish and nail Wait,
[00:11:26] Luna: go on.
A
[00:11:27] Casino Jack: nail fetish. I just know like nice shoes. I wanna make sure their shoes are nice. I wanna make sure their nails are nice. I wanna make sure they're put together because if their nails are nice, something else is gonna be nice. I'm
[00:11:35] Luna: sorry. Oh my gosh. Now I'm so self-conscious about my nails.
[00:11:37] Casino Jack: Oh, your nails are nice.
Well,
[00:11:38] Luna: I just leave them natural, but I'm like, they're a little dirty, natural, a farm girl. But I keep natural. Um, I do paint my toes. Wait, so is it any kind of, is it finger and toe nails?
[00:11:48] Casino Jack: No, no, no. It's just like little observations on a woman when, when you first glance at 'em.
[00:11:53] Luna: So you're giving compliments that are actual compliments?
Oh,
[00:11:56] Casino Jack: I absolutely, I can see the fact that they have spent time on their hair. I want to compliment that. Okay. Their outfit, that one belt. You know what, when you could actually point out the thing that they've paid attention to that whole night that they were so worried about.
[00:12:10] Luna: Yeah.
[00:12:11] Casino Jack: That are, people are gonna like, and when you notice it, it brightens up their day
[00:12:14] Luna: and specificity is hot.
Like to pay attention to another person. I feel like when I have an experience with a lover and I, or someone who's a potential, like someone who I'm like, maybe I will, maybe I won't. If they don't pay attention to details, I'm like, that's not gonna be a good lover. Yeah, exactly. So, okay, so you got taught to be, it sounds like, it sounds like you were primed to be a worshiper.
Like do you identify as a worshiper?
[00:12:37] Casino Jack: No, no, no, no. My my, my mom would joke. Joke is I, I should have been a gigolo. So I kind of identify as a gigolo. So if anybody's watching this and are interested, call me at this.
[00:12:47] Luna: I hear this fantasy from a lot of gentlemen. You know, when I share more with them about the work that I do, in all capacities, there are lots of dudes that are like, oh, I wanna be a, I wish, I wish I could get paid for sex.
Is that something like, is that a fantasy that you have? Like, I, I
[00:13:00] Casino Jack: don't, I, I, I, I think of fantasy is a, is almost a reality because if you think and you, you imagine it, it happened. Yeah.
[00:13:08] Luna: And I've had that happen a lot lately. I'm like, woo.
[00:13:11] Casino Jack: Yeah. So you should see the data going in my head.
[00:13:14] Luna: Yeah.
[00:13:15] Casino Jack: Yeah.
[00:13:15] Luna: Okay.
[00:13:15] Casino Jack: And,
[00:13:16] Luna: okay.
So,
[00:13:17] Casino Jack: but no, I, I mean, and, and I think it's not about me, as you said, it was not about the sex. Yeah. It's actually about having somebody feel good.
[00:13:26] Luna: Yeah. Yeah.
[00:13:27] Casino Jack: And, and making them feel good. And not making them, but just hopefully doing the right thing. Yeah. Doing the right things for them to feel better together.
Yeah.
[00:13:34] Luna: When did you discover your own self?
[00:13:38] Casino Jack: I always. Had been interested in older women, 15, 20. It doesn't matter. 30 years actually, I don't even care. Yeah. I like younger women. I like older women. Again, I'm just more attracted to the older women because there's no games. Okay. And I don't like to play games, you know, in the sense of manipulation and, you know, when we were talking about games earlier and having good intentions while we're playing sexual games or we're playing games where we're both on the same level, then that's the game I, I like to play because games are fun.
Yeah. And, and when you're having fun, then everybody's in the, on the right page.
[00:14:15] Luna: It sounds like older women are, or women that you're attracted to have. It's like, here's the game we're going to play. Not the secret guessing game. Exactly. Guessing games are not
[00:14:25] Casino Jack: fun for me. And, and, and that's maybe why the fact that, you know, um, I've had quality lovers as opposed to quantity of
[00:14:31] Luna: lovers.
Mm, yes. Quality over quantity. Okay. So when you had your first like, sexual experience with a partner, had you already discovered your own body and how it worked? Or was it
[00:14:41] Casino Jack: not one bit really? I had no, I mean, I tried to masturbate, but I could not masturbate. I mean, I, I, I try to, I, I thought the soap, the shampoo, but nothing too ejaculation.
Right. I never had a wet dream.
[00:14:54] Luna: Do you remember how old you were when you, when you started trying?
[00:14:57] Casino Jack: Oh God, probably that was a, hitting that thing at like eight years old probably. Okay,
[00:15:00] Luna: okay. Your body was like, I'm not ready.
[00:15:03] Casino Jack: Like my little sword, you know, Uhhuh, I walked through the room showing everybody, you know, it's the, is this big, you know?
So, uh, um, you know, and, and I think my first experience was a little later in life and. The total antithesis of what I imagined I, a woman I would be with. I thought, well, I'd be with this perfect 10, and instead it was a bigger, uh, woman.
[00:15:28] Luna: Okay.
[00:15:28] Casino Jack: Um, and she taught me that it was about love. Oh, not about
[00:15:32] Luna: wait, slow down.
Set the scene for us. How did it happen? And you had, you were brand new. You had, you had tried with yourself, but now you're, oh,
[00:15:39] Casino Jack: I've been trying for myself all the time, but I never, like, I never knew what the surprise in the box of, uh, jacks or what are this Jack Box? Jack Jacks in the box. Yeah. Let me back this up.
Yeah. I had my favorite surf shirt on. Okay. Ah, man. 'cause I remember it to this day, and I wish I had it. And I was young. She was gonna gimme a, she started giving a blow job.
[00:16:01] Luna: Okay.
[00:16:02] Casino Jack: She goes, just tell me when you're gonna come. Right. Okay. Now I, the coming thing was like,
[00:16:07] Luna: like, how are you supposed to know?
[00:16:08] Casino Jack: I'm not even quite sure what's gonna happen.
[00:16:09] Luna: Yeah.
[00:16:11] Casino Jack: So literally she was going at it and I'm like, I started not breathing. Next thing you know, I came and right in her mouth. Next year she started spitting all over on my, my shirt and stuff. And, and of course I thought that. I thought that cu this is how ignorant I was. I thought the cum would ruin my whole shirt and I had a throwaways shirt and I threw away my favorite shirt
[00:16:30] Luna: ever.
You don't have it?
[00:16:31] Casino Jack: Yeah. No, no. I was, plus I wouldn't, I I couldn't have it now because it would be 45-year-old rag by now, but so cool. And it would be a total comfort shirt, but, um, not good. And literally after that she jumped on me in, in my van and, uh, I got dive virginized in my dad's van that we would do family trips.
That's, yeah. And so it was so great when they, when the whole family was in that van again, and I just knew what I just did there. Like the night before dad yelled at me, ah, was that a bong? I'm like, no, dad, that's a condom. So didn't even use a condom actually.
[00:17:06] Luna: Okay.
[00:17:07] Casino Jack: Yeah. Okay. So, and then she told me that was the first time that she ever had come.
At the same time I came, all I knew is it was all I was drenched down there. Right. Oh. And so I just always remembered that and making sure the fact that I took care of it, I had no idea what I did. She basically did it all. She was
[00:17:25] Luna: doing okay. But she, you said that she also taught you that it has more to do with like love than just physical work.
I don't think
[00:17:30] Casino Jack: she taught me. I think I was in the moment where I was, I realized that my superficiality was, was not what it's all about.
[00:17:38] Luna: Oh
[00:17:39] Casino Jack: yeah.
[00:17:39] Luna: Oh, I love that. Yeah. Superficiality is not hot. Or like, rather it, it creates, in my experience in really boring sexual experiences.
[00:17:50] Casino Jack: Absolutely.
[00:17:51] Luna: Like I've had some of the most boring sex when people are like trying to be cool.
[00:17:54] Casino Jack: Yeah. Trying too hard. My first experience with, with an older lady pretty much taught me who the lover I was. She would call me, um, Energizer bunny Rabbit. Right. And basically she was the one who pointed out, stop. Slow down. Nope. And it was kind of like a, she made me go to a speed that was instead of
[00:18:22] Luna: Yeah,
[00:18:22] Casino Jack: she goes, stop.
Go a little slow. Go to the left. Perfect. Stay right there. Don't move. Keep doing that. And so that was what I shared with all my other lovers is the communication. Yeah. I don't know. I don't own one of those. Yeah. I own one of these.
[00:18:38] Luna: I own a pussy. But still, when I'm with other lovers who have pussies, I'm like, tell me how yours is.
'cause nerve endings end up in different places on different people
[00:18:46] Casino Jack: and you speak of nerve endings. And of course I love the idea of the fact that men have about 400 nerve endings while women have like 8,000 Oh,
[00:18:54] Luna: yep, yep. You
[00:18:55] Casino Jack: know, nerve endings. So again, that's why they're more sensitive and we're like trying to think the fact that because we do that, that's what they want, which is completely opposite.
No. And so I think, um, you know, and she was 22 years older than me.
[00:19:08] Luna: How old were you at the time?
[00:19:10] Casino Jack: Oh gosh, I think I was 24. Oh, so she was, yeah.
[00:19:13] Luna: Okay. She
[00:19:14] Casino Jack: was like 40. No, she was actually 48, so I was 24. So she was 24 years older. And Miss Arkansas, she was gorgeous. Right. So I did like, I still like the superficiality, but she wasn't your normal two or four.
She was an eight.
[00:19:27] Luna: Yeah.
[00:19:27] Casino Jack: Right. And that eight knew how to work it, you know, and she just literally, I think she was the catalyst to my Pandora's box.
[00:19:39] Luna: Tell us about your Pandora's box. Well, I think
[00:19:42] Casino Jack: once she opened up that Pandora's box, I, you know, and we, and. You go through, of course, um, discrimination when you got to dinner.
Oh. So you and your son would like to order dinner. Like, holy shit, you're calling this my mom, and I'm out thinking I'm gonna, you know, fuck her tonight. Yeah. And you're already calling her my mom. That's sick.
[00:20:00] Luna: Yeah.
[00:20:01] Casino Jack: Right. And then she, and then of course she gets insulted because now she's thinking she's old, she's had a drink, so now she's like, her insecurities are now popping up.
Mm. So I have to reassure her the fact that it's not about what's on, on the outer shell. Yeah. And that's what was from my first experience, that it's not on the outer shell. It's what's inside you and what, what touch, what makes you Yeah. Move. What makes you. Wanting to be inviting to, to another lover's.
[00:20:27] Luna: So your Pandora's box of, is it fair to say that you're attracted to older women? I mean, you said
[00:20:33] Casino Jack: all age. Oh gosh. I am at Attract, I'm attracted to the older woman because they're just, there's something about mysterious a about 'em and, and I like the fact that they're intelligence and their experience, because you could talk to a younger woman, it could be beautiful, and it could be like this marble fillet, it's, it's warm, it's cold.
[00:20:50] Luna: Yeah.
[00:20:50] Casino Jack: And I don't want a cold lever. Mm. And then you feel w some good wood, it's a little warm. Right. It's like a fine wood that I, I compare it to like a fine wine. You want it to be aged.
[00:21:00] Luna: Yeah. Yeah.
[00:21:01] Casino Jack: You know, I mean,
[00:21:02] Luna: what are your favorite things about being with someone who's older? Like it sounds like you like to receive clear direction, like that's your favorite type of communication.
I
[00:21:09] Casino Jack: think clear direction is just. Sets the boundaries of what you're able to do and what you're not to do.
[00:21:14] Luna: Yeah.
[00:21:14] Casino Jack: So you don't cross a line which is gonna make them uncomfortable.
[00:21:18] Luna: Yes.
[00:21:18] Casino Jack: Yes. Because I think that's the most important is, is am I doing it right?
[00:21:22] Luna: Well it's like you said, I wanna, I wanna know the whole playing field so that then I can like have a party with the game that we have agreed to play the Absolutely.
[00:21:28] Casino Jack: Yeah. And once everyone looks for, we're on the same team with same uniforms.
[00:21:33] Luna: Yeah. And what I've really enjoyed about older lovers is they, not always, but typically they have more experience with themselves. They know themselves better and so they are more comfortable communicating needs and desires better, or they're at least willing to try 'cause they're like.
I'm X, y, z, age, like I'm only, you know, we're be getting older, not younger. And so like, they're more willing I think to, and
[00:21:53] Casino Jack: I think what you just saying that is, is a lot of my friends like, oh, you're probably with an older woman because you wanna, you know, you, you've learned from them. Well actually every older woman I've been with have they've learned something from me.
[00:22:06] Luna: Yeah. Well, I hope that I'm learning. I don't wanna be my lover's teacher.
[00:22:09] Casino Jack: No,
[00:22:10] Luna: they should pay me for that. We learn, but I wanna learn back and forth with them. And that's,
[00:22:13] Casino Jack: that
[00:22:13] Luna: was like, you're growing together
[00:22:15] Casino Jack: and that was just, it is like, I'm teaching them as much as they're teaching me. That's so good. And uh, what really attracts me about an older woman is their confidence and their security.
'cause once they're secure with themselves. It's, it's on, I mean, you could have a beautiful woman who's insecure and she's gonna feel like, oh my God, I can't bend over. I can't show you my asshole. Yeah, I can't squirt on you. I can't do anything. And, and the older, the first one, uh, the older woman experienced, she was on her period still, and, and I wanted to have sex.
And she's like, you've never had, you never, we call it throw down the towel. I'm like, Nope. Never threw down the towel. You never did Well until I did it with her. And I was probably in my twenties, you know. Okay. In my twenties. Well, that makes sense. And so when I threw down the towel, um, and I thought it would be gross and disgust and Yeah.
And I'm just doing it and my curiosity was like, I wanna look at this bloody mess. Yeah. And she's like, just look. And I'm like, oh my God. So, so I knew that we were on the same page and I looked down, I'm like, ah, that's awesome.
[00:23:11] Luna: It's kind of cool to see the bloody sword
[00:23:13] Casino Jack: always so great. Yeah. You know? Yeah.
[00:23:14] Luna: Okay. So here's a question. Are you the type that, like, do you like to go down? Like do you like to worship? Um, do would you do it during period?
[00:23:20] Casino Jack: Oh my God, I, I, I have. Okay. Yeah. Okay. Yeah. You know, and, and of course, I mean, there's, there's different types of flow. So, I mean, again, totally we're, but no, um, that sulfur taste doesn't bother me.
[00:23:33] Luna: Yeah. A little, little iron little
[00:23:34] Casino Jack: a little iron. Yeah. Maybe iron. I, I've got my own. Ized rock. I,
[00:23:38] Luna: I love that. And I also, you know, so I used to be like really squeamish about anything that seems like slimy or squishy, just like food. Like that was que ha. But then, you know, but, and that's why initially when I was like, I think I like women too.
One of my friends was like, but would you lick a pussy? And I was like, Hmm, I don't know. Like, I don't, you know, and then I didn't wanna like make someone a test subject, but at some point you gotta find out somehow. And it's funny 'cause I've come so far, you know? 'cause now I will go down on a bloody pussy and I will like sug a cock after it's fucked me if I'm in my period, like, yeah, there.
And I sort of like, again, I'm not into the taste of blood. I don't identify no vampire or anything like that. But it's kind of hot when it's just like, we just get in the moment, man. Filthy, filthy. Someone you're confident and comfortable with.
[00:24:23] Casino Jack: And when you have that sex, Mel. The whole room, you know, and you, it smells like sex.
Oh yeah. And you're all sex up. Primal. Primal. And you're all, it is primal. Exactly. And you're just istic. But I don't think, you know, I mean, I think as you said, when you do things that you imagine that are squeamish Yeah. And you actually experience that squeamish, you have a choice. You're either gonna like it or you continue with it.
[00:24:45] Luna: And I'm so curious. I gotta just like, at least find out at least once, but then definitely twice, but three times just to make sure. That's kind of how I go. You gotta confirm it. You gotta confirm it. Um, not a session unless you get three good infer, confirmations. Okay. So with this. Woman who opened your Pandora's box mm-hmm.
Of appreciating people of a certain age, like you were 24 at the time. Did you see her again? Was it an ongoing connection? Oh gosh, yeah. Yeah. Oh,
[00:25:08] Casino Jack: wow. Yeah. Okay. It was quite, you know, quite an experience. And so like when I talked, I said I wanted to hear dirty talk. So again, women talk dirty and totally different.
So she's started talking dirty, like, I like it Dusty. She looked mud, so she'd like all, she would like start talking dirt, like, dirty doctor, dirty dog. Is it, was it a joke or She full on joke, you know, and like, I'm like, really? I wanted to hear, I want your cock in my mouth or Zoe. And now you're telling me like my, my backboard is dusty.
I'm like, wait, you think I'm gonna be turn it on? 'cause I'm gonna take the dust off your backboard. You knows.
[00:25:44] Luna: Silly. That's so silly.
[00:25:45] Casino Jack: So very silly.
[00:25:46] Luna: Was that your main person for a while? Were you dating?
[00:25:49] Casino Jack: No, no, no. Not at all. What were your funny, like. Uh, well my twenties were, um, just trying to find myself and trying to find whoever was interested in me.
[00:25:59] Luna: Okay. When do you feel like you got good at sex
[00:26:02] Casino Jack: with her? With her at 20. So in your twenties? Yeah. 2020. It's fucking awesome. Yeah. No, I found one once I, I was with her. And then being able to practice it with the other women that you've experienced with it, it, it just only got better. And, and, and again, I, I've always wanted to reach for goals to try certain things.
Uh, escorting to make a woman squirt who's never squirted.
[00:26:25] Luna: Can you not make any woman squirt or does it play I can
[00:26:27] Casino Jack: make any woman squirt if they're open to, um, trusting me.
[00:26:31] Luna: Yeah.
[00:26:31] Casino Jack: Letting go and, and letting go because again, they, it they've got to be completely uninhibited. Yeah. And relaxed.
[00:26:38] Luna: It's an intense feeling.
And they're like, I could, there's like a switch in my head and I really have to feel comfortable with the person to be like, okay.
[00:26:45] Casino Jack: Yeah. Because it's gonna, it's gonna, and, and again, it, it's, as I said, it's not about the score itself. It's about the idea of, of going to a, a place where they're gonna feel ultimate.
Out. Control. Control,
[00:26:58] Luna: yeah.
[00:26:58] Casino Jack: And pure ecstasy.
[00:27:00] Luna: Tell us favorites. I I also have a list of
[00:27:02] Casino Jack: highlight. We talked about my favorites Favorite. My favorites are just being, playing, playing fun games.
[00:27:06] Luna: Like what?
[00:27:07] Casino Jack: Like, like liar's dice. Right. We each have six six dice. Right. And real
[00:27:11] Luna: dice.
[00:27:12] Casino Jack: Real dice. Do you have six? I have six.
Right. And you put in like a yosey thing. So you roll 'em out to Well, you literally are playing yacht. Oh, you're playing, not yai, but just the six dice. Mm-hmm. And so basically what it is, is like, okay, we'll make like a wild card, like we'll play, make one's wild. So you, you roll and you've got two fives. 1, 3, 1, 1 and two sixes.
Right? So with that one, in those two sixes, you're gonna have three sixes. You might have a couple sixes. So I go, I've got two twos. You've got, and then you've got three threes. I've got five fives. I call you out, and if you're bullshitting and I don't have the five fives, and you win, you get the minutes.
So the minutes goes. The fact that for, and you have established the minutes, so if you could do five minutes of win, so you'll get five minutes of anything you desire, you can, you can pleasure me or have me pleasure you. And most of the time when I win, I'm 100% pleasuring her. You know, I don't ask for the massage on my back or my ass licked.
You know,
[00:28:11] Luna: you might be a person who needs a game where every so often you have to switch. Like I would probably make it go back and forth.
[00:28:16] Casino Jack: Oh no, it does. It goes to every, for me it's all, it's all it intertwined because again, with the lovers that I've chosen, they're all givers as well.
[00:28:24] Luna: That's givers should only be with other givers.
[00:28:26] Casino Jack: Yep.
[00:28:27] Luna: And the takers and mattress can have each other. Yeah.
[00:28:28] Casino Jack: Yeah. Because me, I, I, I, I won't I, I don't need for myself, I can actually satisfy myself. Yeah. And I think that's really important. If you don't know how to satisfy yourself, you'll never. I know how to tell somebody else how to satisfy you.
[00:28:41] Luna: Totally.
So what do you specifically like about partnered sex versus self pleasure and satisfaction?
[00:28:47] Casino Jack: Having somebody else touch you?
[00:28:49] Luna: That's me too.
[00:28:50] Casino Jack: I mean, a, a kiss. A kiss here and a and a touch, you know, just even around my genitals is, is a whole nother feeling without even that, that will arouse me more than just doing the natural fucking from behind.
Yeah. Or, you know, I mean, that's not, I,
[00:29:06] Luna: I want all of it. I want, I want all the, the same time leading up to it.
[00:29:09] Casino Jack: And that's what leads up to, because again, if it's, it's if it's forced or you're trying too hard, I mean it, you know, be yourself. Yeah. You know, and if you're not yourself, you know, then you're already cheating your, your other partner if you're not communicating with what you want, how do they know?
[00:29:23] Luna: Yeah. Yeah. What are your favorite ways to touch a partner? And then I. You're gonna tell me what are your favorite ways to get touched? But first, how do you like to touch someone else?
[00:29:34] Casino Jack: I, I like to touch 'em Right in the pussy. Yeah. Right. I want to touch everything. I wanna say, oh my God, I haven't touched that.
I haven't seen it in a while. I wanna look at it there. Well, you know what, actually, do I start there? Do I start there? I am a little aggressive at times. And again, that's why they have to say slow down. Mm-hmm. You know? And I of course do it with their permission. Same because again, at like the same time, I get excited, I get excited, just want, and
[00:29:58] Luna: it's like a magnet.
I'm like, ah, I
[00:29:59] Casino Jack: just want to feel it. I just, it's like, that's just give me out because it, because what's okay for a woman to do is not necessarily okay for a man to do. What do you mean? Is this
[00:30:09] Luna: why I've been called a man? What do you mean?
[00:30:10] Casino Jack: Ooh, that's a good one. Uh, I think more like, like if a woman goes down and grabs a crotch, doesn't mean that you get to go grab her crotch.
Right? Right off the bat. But now for me, is
[00:30:20] Luna: this why I'm always having to be like, pull it in here.
[00:30:22] Casino Jack: There you go. Absolutely. There you go. So
[00:30:26] Luna: wait. Really?
[00:30:27] Casino Jack: Yeah.
[00:30:28] Luna: Is that contextual. But once you're in a relationship with someone and you have, oh my God, the boundaries established,
[00:30:33] Casino Jack: of course I would then fondling
[00:30:34] Luna: each other is like the point, right?
Well,
[00:30:36] Casino Jack: that's the whole point is because in fact you can't just go up and grab some dude's ass, even though every guy would not mind a woman stranger touching his ass. But you can never go up to a woman and touch her ass without her just going, what the fuck? That's true. But if you knew her, she doesn't care if you touch her in the ass.
And that's the strangest thing is that when you make that transition to friends to now, I could just touch you, trust you. Yeah. Anytime.
[00:31:00] Luna: Yeah.
[00:31:01] Casino Jack: Trust the intimacy and there you go. If
[00:31:02] Luna: you're actually a good friend, the one exception to that, so, or in my early twenties, as soon as I turned 21, I became a cocktail server and then was a bartender.
But I loved working at a crowded bar because it's the place where you can touch everyone's hips and asses. As I'm moving through the crowd, I'm like, excuse me, excuse me, excuse me. So that was how I got a lot of touches in my early twenties. Before, before figure out.
[00:31:23] Casino Jack: You got a lot of just tips.
[00:31:26] Luna: Well, and And nobody minded that.
I was touching them, of course. No, and that's, I even tried for a week to be creepy, like, and it didn't work
[00:31:34] Casino Jack: Well. It was funny. I was at a restaurant and, and this lady walks up while her husband was getting a, a drink and she touched him. I said, just imagine me, you know, a, a stranger doing that to, to a woman.
We would've gotten her ass beat. But any guy loves it. Yeah. So,
[00:31:49] Luna: yeah.
[00:31:49] Casino Jack: Anyway.
[00:31:50] Luna: Oh, don't encourage me now I'm gonna go out and be like, bing, bing.
[00:31:52] Casino Jack: Oh no. We love it. Oh,
[00:31:53] Luna: sorry. You're welcome.
[00:31:54] Casino Jack: My, my friend told you, we told me you like that.
[00:31:57] Luna: Maybe I should be like, okay. Uh, you four gentlemen, you look like friends here.
Lemme take a picture of you. Line up lineup.
[00:32:03] Casino Jack: That's it. That's like where my
[00:32:04] Luna: brain goes
[00:32:05] Casino Jack: off, but I have to keep a lid on it. See, I have 14 in my head.
[00:32:07] Luna: Me too. Yeah. Yeah. I will always de at heart. Mm-hmm. I wanna play patty cake. No,
[00:32:11] Casino Jack: seriously. My boom boom. My, my experience and my fantasy that I, I shared with all my lovers is that I wanna a shitload of women just all bent over.
I don't wanna see anything in your face. I want to literally look at their asshole, look at their vagina, look at their shape, look at their hips. Look at their skin. Ooh,
[00:32:27] Luna: I like
[00:32:28] Casino Jack: that. And just to, and just touch solidly and lick it and smell it and be in it.
[00:32:32] Luna: Yeah.
[00:32:33] Casino Jack: You know? And so yeah, I'm a little, little.
Little much when it comes to that.
[00:32:36] Luna: That's great. No. So, okay. So when it comes to touching, um, being magnetized to the pussy, like how do you like to worship? Like, give us some specific Well, you know,
[00:32:45] Casino Jack: as we were saying, playing the game
[00:32:46] Luna: mm-hmm.
[00:32:47] Casino Jack: I call called mannequins and flashlights. Right.
[00:32:50] Luna: I'm so excited right now.
What am I about to hear?
[00:32:52] Casino Jack: So the mannequin, what, what are you, do You get to move them arms, you get to dress 'em, you get to undress them. But when you're playing, you're my mannequin. I get to shape you and put you and you know, like how you did with your little Barbie or Kendall or you get
[00:33:05] Luna: my Barbie just did this.
Oh. Like I would just line them all. They'd have a wedding and then they would all just scissor.
[00:33:10] Casino Jack: I like the
[00:33:10] Luna: scissor and that's how I thought sex was for a long,
[00:33:12] Casino Jack: well the scissors good. That's, um, so, so basically I literally put them into positions and I will take the flashlight because it's pitch dark. So when you have the flashlight, you know, you get the, it, it's a very vulnerable when you're bent over and somebody's having a flash up.
Right. And it's great though. So, because again, when it does is when you're open up your vulnerability. Yeah. It's gonna make the sex making love.
[00:33:38] Luna: Yes.
[00:33:39] Casino Jack: So different. And I do believe there's difference between sex and making love.
[00:33:43] Luna: Tell us now
[00:33:44] Casino Jack: I'm making love, but I, I can't have sex with him if I'm not making love to him.
[00:33:49] Luna: Okay.
[00:33:49] Casino Jack: So while I'm having sex with 'em, it's because of I'm, I love them in, in that sense. I love the moment. Yeah. I love the way that they're making me feel. I love the way that I get to make them feel.
[00:33:58] Luna: Yeah. Which is only possible when you, when you do share your actual self, your moment, your presence, your, all of that.
Like, that's, that's beautiful. Okay, so what do you do with it? You, you're looking at everything. Yeah. You look at it and
[00:34:10] Casino Jack: you get to, you get to change the body, and then you get to, to, to kiss it. You get to hold it. You get to, you know, and they don't get to say a word of course, unless they're Yeah, yeah, yeah.
Uncomfortable gotta change my thing. I'm having to cramp and they gotta change their position or something like that. But again, what it does is, is it, you get the control.
[00:34:28] Luna: Oh, love
[00:34:28] Casino Jack: without disrespect. And then they, and then you give them that chance of they get to control and
[00:34:32] Luna: to relax and like,
[00:34:33] Casino Jack: and, and then they get their turn.
Yeah. Then they get to control you and do the same.
[00:34:37] Luna: Oh my God. I wanna be a mannequin. I've had like, Dolly fan, well, I finished a statue. I, I made one of my friends fuck me from, I was like, I'm a statue and you have to fuck me to life. Like, I you fuck that too. Um, and it was a little bit, you know, like, I would love to hear your thoughts on role play.
'cause it sounds like you do. Oh, the
[00:34:53] Casino Jack: Cinderella story is great too.
[00:34:54] Luna: Tell is more because like, you have to have the person who's really into it with you, right? Oh, you have to like, you have to both be willing to like fully play that, be
[00:35:00] Casino Jack: creative.
[00:35:01] Luna: Wait, so Cinderella do you mean? What do you mean? Uh,
[00:35:03] Casino Jack: snow White actually, Chris, or No, not Cinderella.
Who's, no, no. Um. Oh wait, so,
[00:35:07] Luna: um, what is sleep? Sleeping beauty. Sleeping beauty.
[00:35:09] Casino Jack: There you go.
[00:35:10] Luna: Let's just say all the print those names.
[00:35:11] Casino Jack: I'm a little, I'm a little dopey on that one. Dumb.
[00:35:15] Luna: Okay, so you have to wait. Sleeping beauty up from the,
[00:35:17] Casino Jack: yeah, from the, from the dead. And so we'll play like, like okay, she's in bed and asleep.
'cause like how many people have sex all night and then when they go to bed, that's when they get horny again. Oh yeah. She's tired. So what I do is I will start sometimes with pretend you're tired. Yes. So I can do what I do.
[00:35:35] Luna: Sleepy sex sounds so fun. Sleepy
[00:35:37] Casino Jack: sex and just falling to sleep. Yeah. While you're inside somebody is just a phenomenal, I always wanted,
[00:35:43] Luna: I had a friend who had sexsomnia sex.
So Ophelia, whatever the, those people, people who like start having sex while they're still asleep. I'm like, will you please spend the night with me so I can experience that? No,
[00:35:52] Casino Jack: no. Like when a woman has Ambien or something. 'cause a lot of people have sleep in it, so Really? Okay. Just do it to me. I've heard
[00:35:57] Luna: sleep, sex.
Yeah. I've never been in the circumstances where it's been, yeah.
[00:36:01] Casino Jack: When you literally so tired and you are horry and you, you insert and then you just stop and it just fall and it, and you fall asleep and it's great. Do you ever wake up? Like, do you wake up and keep going? Oh, of course. No. No, no. Well, sometimes, sometimes it all depends.
Yeah. You know, and I, and I, and I think what's really sexy? You were talking about sexy. Yeah. What just sparked my memory. It is one of woman wakes you up in the middle of the night Yeah. To have sex. Oh my gosh. And I,
[00:36:25] Luna: I know that now, younger me was always like, I just wanna put my mouth on his cock, but I, oh, he's sleepy.
I don't wanna bother him. And then when I finally asked a partner, he was like. Anytime. Anytime. Just put yes, always put your mouth on it, you know? Yeah. I was like,
[00:36:37] Casino Jack: and that's it. Exactly. I told, you know, told, told my partners the fact that I like you to touch me anytime. So you, it's like a woman does not, sometimes they don't though.
So it all depends, like, okay, why is that? You know? And when they're, you gotta read the room, you know? And even that, that's with partners. When they're in it, they're in it. When they're not, they're not. Yeah. And so it's like, you know, I had a partner who, when she wasn't in it, I didn't have to worry the fact that she wasn't gonna be in it for weeks.
Right. Where I knew 24 hours. She's gonna be right back person.
[00:37:04] Luna: Is that something that you can tell by looking at them or do not at all? Verbal communicate? Could me neither. I can't
[00:37:08] Casino Jack: read those. And I need verbal. You've gotta be, you've gotta be with somebody in their, in the rhythm for, and you can understand what, when their cycle.
Everybody's in a cycle.
[00:37:17] Luna: Yeah. Yeah. Men, women, everyone. We all go through our, our cyclical phases. Oh my gosh. Okay. So how else do you like to touch and or be touched?
[00:37:25] Casino Jack: Um, to be touched? Um, as I said, softly, gently. Um, everywhere. You know. Everywhere. Yeah. Anywhere.
[00:37:32] Luna: Where are your sensitive
[00:37:33] Casino Jack: spots that aren't just right in my, on my ass cheek, like top of my ass and my ass Cracking my right around my balls.
Right on the side of my pelvic, my legs Love my legs. Love. Yeah. Love my ankles. I'm really, I'm a, I I like to be touched. Yeah. I'm a touchy feely guy. Control human. Is
[00:37:50] Luna: your, like, are your balls sensitive? Like what are they Yeah, there's, they could be
[00:37:54] Casino Jack: sensitive. Yeah. I don't want them to be like, like, I don't want them be,
[00:37:58] Luna: I did meet a guy once that was like, hold him like this and, oh.
[00:38:01] Casino Jack: Yeah, I've, I've like, okay. And I've tried that. I'm like, oh,
[00:38:04] Luna: no. Oh, yeah. Well, everyone, me endings are in different places for every
[00:38:08] Casino Jack: person. Absolutely. I've just been, you know, a soccer player and I don't wanna be kicking the ball, so,
[00:38:11] Luna: for sure, for sure. Wait, did, did that happen during soccer? Is that like a
[00:38:14] Casino Jack: No ball kicked in the balls.
Yeah. And it just happens. Ooh, not so fun when you have your nuts up in your throat. No,
[00:38:21] Luna: thanks.
[00:38:21] Casino Jack: Yeah, I don't wanna, and no, I went, so after I got hit in the balls with a so bought, I wanted to buy a cup.
[00:38:26] Luna: Yeah.
[00:38:26] Casino Jack: Try to run with a cup. Nope. Got rid of that cup right after. Oh,
[00:38:29] Luna: really? Yeah. Bad.
[00:38:30] Casino Jack: No, it's horrible.
Does
[00:38:31] Luna: it? Like,
[00:38:32] Casino Jack: it's just, no, it just starts ripping on your jaw. I was, Ooh. And then plus I got one too big. Of course. Sorry. Even getting the smaller one that just, right. It still didn't work. It didn't work. Okay. No.
[00:38:41] Luna: Damn.
[00:38:41] Casino Jack: Yeah, cups don't work.
[00:38:42] Luna: Oh, okay. What about, um, your cock itself? Like where are the most sensitive parts?
[00:38:48] Casino Jack: Wow. You know, I, I, I, I guess at the top of the shaft.
[00:38:52] Luna: Okay.
[00:38:52] Casino Jack: Um, I. In the bottom of the shaft, actually. Mm-hmm. Mm-hmm. Mm-hmm. Like, like with, with cock rings, I definitely love cock rings. I like vibrator rings where, you know, that kind of touch, touch your, your anus. Um, and, and yes, I've had, um, prostate.
[00:39:07] Luna: Oh, you have?
Okay.
[00:39:09] Casino Jack: Yeah. Tell it just because there's a, there's because it's a sensitive spot when the woman hits it, prostate. Make sure they definitely had a manicure before that
[00:39:17] Luna: manicures loo. We wanna check our hands. Yeah. Make sure that there are no open wounds. Yeah. No nail
[00:39:23] Casino Jack: open wounds, you know? Yeah. I didn't even consider the open wounds always, Steve.
[00:39:27] Luna: Shit. I'm, I'm, except the next level, like health and safety inspector now, you know, and it makes, I've had partners reflecting me lately that they feel very safe with me because I'm like, okay, and let me see your hands. Okay. Oh, okay. This is a hangnail. We gotta be careful about this. Yeah. You know, and I read, we're using barriers and,
[00:39:42] Casino Jack: and I play guitar, so sometimes I get these, um, calluses on my fingers and sometimes it's a little rough inside.
Exactly. And so I have to, I have to go down and I, and sometimes shaving, you know. Oh yeah. You know, going down when you're not shaving, you got that five o'clock shadow, it comes painful. It's not fair. Yeah. It definitely caught a lot of chafing. So she's like, why don't you take sand sandpaper to your face and start rubbing it on you?
How does that feel? Good. You enjoying it?
[00:40:07] Luna: It's a very specific type of sensory experience
[00:40:09] Casino Jack: for sure. Yeah, exactly.
[00:40:10] Luna: So you just like to get touched everywhere. Um, what about your neck and ears? Oh my god. Or like, okay. No,
[00:40:16] Casino Jack: no, there's no nose. Wow. I don't have any. No-no. Ooh, you kiss lick. I've had a woman that just lick me.
I'm like, what the fuck was that? That was so disgusting. But I loved it. I'm like, okay, you can do it again. Me? Yeah. Yeah. And then she would like, like put her. Finger my fingers in her mouth. Oh, yeah. Yeah. And she liked it because she felt like it was another cock.
[00:40:36] Luna: I love that.
[00:40:37] Casino Jack: Yeah. So it's like, all right, whatever.
Yeah. If you like that, you go for it.
[00:40:40] Luna: I've been putting fingers in my mouth a lot
[00:40:41] Casino Jack: lately. Yeah. That I, I, I sometimes, you know, I sometimes just shove my fingers in their mouth. No, I'm just kidding. A lot. Oh, I,
[00:40:47] Luna: I mean, if you have somebody put the right amount breast,
[00:40:49] Casino Jack: no. When it, when it's in the moment and that's the rule and that's the game or that's the, the kind of thing that we're playing.
Yeah, sure. Go that, but, but you don't, so like, hey, you don't get,
[00:40:57] Luna: yeah, yeah, yeah. No, no. Not out of blue. I mean, I usually like, I'll go slow. I'll put their hand on my face. I'll put it here. I'll try to suck water.
[00:41:05] Casino Jack: I gotta ask for two, you know, something. See women just leave it so much better and No, no,
[00:41:09] Luna: no, no.
I had to spend a lot of time learning explicitly be like, how do you have sex? How do you have sex? How do you do? Okay. Okay. You know, there you
[00:41:15] Casino Jack: go.
[00:41:15] Luna: Having my data. I'm seven years in, so you. Have a wife and a girlfriend.
[00:41:21] Casino Jack: I do.
[00:41:21] Luna: Tell us about that. Tell us. Um, you know
[00:41:23] Casino Jack: what, basically the wife and I, you know, with the commitment, I love her and I wanna make sure she, I was, she was taken care of.
And of course, as everybody changes and evolves into themselves, some people like to continue to play tennis, some don't. And I like to make, use the metaphor as sex is tennis. So it's not gross, or it's not talking down, or it's not making anybody uncomfortable and saying that I'm better, or she's better or she's not.
Or one one's less or more. And, uh, again, when you're into skydiving, you're into skydiving. When you're not, you're not. And so, you know, and one day you could just stop doing the things you don't wanna do and you gotta respect your partner. So what I did, instead of running around, I could, I, I. Had to be honest and communicate the fact that I need to be taken care of.
And, uh, so I'm the kind of guy at Thanksgiving, I share all my happy ending stories with everybody. It's quite inappropriate, but whatever.
[00:42:13] Luna: Oh, guys love that. Come to my Thanksgiving. I wanna go to your Thanksgiving. Seriously,
[00:42:16] Casino Jack: don't
[00:42:17] Luna: tell my
[00:42:17] Casino Jack: family three happy endings in, in like two or three hours in, in Hong Kong.
I got my like full thing for 25 bucks. I was like, what? It was crazy. They put you up in this elevator. I went into this one spa and there's all these like gentlemen, all this soup. And then they change 'em and they put 'em in. Now, now we're all in robes. And then they take us to like what looks like, like a factory of rooms.
And the wound comes in and does what? Well, you've got on the list. You've got these five items and let me take care of these five items for you. You know? And I was like, this is the best, you know, after your dinner drink I could ever have asked for. That's
[00:42:54] Luna: so cool. Yeah,
[00:42:55] Casino Jack: Hong Kong is Hong Kong. I, I suggest Hong Kong.
[00:42:58] Luna: I was gonna say also, now, if I ever meet someone who's like, oh yeah, so I've been with a sex worker in Hong Kong. I'll be like, okay,
[00:43:05] Casino Jack: what are you saying budget wise? Just budget. Oh, I was so excited. I got the $10, $15 and $25 menu. It was great. And I stuck with, I would stick with just the $10 menu because you get everything else for it anyway.
No,
[00:43:17] Luna: no. Okay. Well, so that brings us to an interesting theme that you and I were talking about before we started recording, which is value. Yes. Tell us a little bit about your kind of like philosophy around value as it pertains to sex and I, I think this is so interesting.
[00:43:30] Casino Jack: Well, I think, again, my upbringing of, of having, having my parents.
Teach me the value of, of making love as opposed to just having sex. Yeah. Uh, the value of a woman, if you don't value that, if you don't value yourself, you can't value them. And what do we do with things? We value? We shine it. We take good care of it. We make sure nobody dent it or anything, or scratches it or hurts it or like this little puppy.
We're valuing it. Valuing it. God forbid everybody hurts our puppy. That's value. And if you can't treat your partner, like the things that you value it, you're, you're treated, cheat, cheat, cheating yourself.
[00:44:10] Luna: Yeah. Well, and you also pointed out that it starts with your actual self always, you know, valuing yourself, loving yourself.
How do you, how do you show yourself self love
[00:44:21] Casino Jack: by good habits? By being honest and not having cheating. Hurting and having cruel intentions and manipulating. And when you're in the moment, what you wanna do is serve. That's all I wanna do, is I wanna serve. And again, when you serve, it will come back. When they say things come back in 10 folds, well great, when I give, it comes back in 10 folds.
And I don't have any expectations of, oh, they're gonna be able to gimme this back. They might not be able to give it back in the same way, but what they're giving back is, is making me enough, feeling enough valued,
[00:44:57] Luna: almost like a mutual reciprocity, Luke. But it's not tit for tat, it's not matching, it's just like absolutely.
Just a mutual generosity. Ooh.
[00:45:06] Casino Jack: Mutual generosity. I think that's the, the key pattern. Yeah, absolutely.
[00:45:10] Luna: Okay, so you are in, so you have a wife and you also have a line of heart. Yeah, I've,
[00:45:14] Casino Jack: I've had a, you know, a few girlfriends point and, and, and so forth. And, um, and yeah, I, I value everyone while I'm in the moment.
Yeah. And, um, and that's, that's where it is. And, and. I, I communicate, you know, just to share the fact that what am I doing? What am I not doing? And if I have to change things, I'll, I'll make adjustments.
[00:45:36] Luna: Do you prefer to have one like lover at a time? Yes. Or do okay? Yes. Ooh, tell us what,
[00:45:41] Casino Jack: yes. Tell us about, um, you know, I'm, I'm monogamous, but you know, my fantasy was the fact that, you know, I want to experience another woman with that woman.
[00:45:48] Luna: Yeah.
[00:45:49] Casino Jack: And it happened and it was great. It was phenomenal.
[00:45:51] Luna: Wait, rose, let's slow down to those details.
[00:45:53] Casino Jack: Oh gosh. Well, you know what, again, we all want our fantasies. And so of course when I knew that I was gonna have another woman involved, I started looking at all these porn, I started making sticky notes.
Right. The things I want to hit and I don't want not do. So I like literally did a study session to research is the fact that what the things turn me on while I'm watching porn and so forth. And my thing is the fact if I'm asking her to do this, I have to be reciprocal and say, I will allow her to tell me what she wants.
[00:46:24] Luna: Yeah.
[00:46:24] Casino Jack: And that's. Value, and that's the communication. And if she's not being honest to tell me what her fantasy is, if I want a dick in my mouth and if I say, oh, I'm too, I don't want a dick in no way you're on, on that. Well then I'm not being honest and cool. Yeah. And so it's like, if that's what she wants, that's what she wants.
And if I want something and she's being so open to gimme what I want, then I have to give her what she wants and that's how I am. Yeah. And that's, you know, and I've heard a lot of my friends have conversations like, dude, I would never be with another man and with my girl, but I'd be with my girl with another woman.
[00:46:57] Luna: Right, right.
[00:46:58] Casino Jack: For me, they already lost it for me because they're already ignorant.
[00:47:03] Luna: I mean, I think it's just so hot when someone is. At the level of attraction, commitment, acceptance, where it's like, even if you're straight, being in a situation where there is another cock around to pleasure, your partner is so hot to me.
Like that is the epitome of worship
[00:47:17] Casino Jack: for, and, and so with the communication it's like, look, we've all been there, we've all done that in the sense at this, at my age. So there, I don't wanna play the games and the fact that yes, I want to be with another I, when I'm with that person, I'm like, that is not the last pussy I wanna see.
So how do we, how do we see it together? And if you don't wanna see it with me, well then I want to continue to see it. And if it's okay for me, then cool. And if I don't communicate that with her, then I'm not being honest with myself.
[00:47:44] Luna: Yeah, yeah. Were you always able to be honest with yourself or was that something you cultivated and how?
[00:47:49] Casino Jack: I think I cultivated by, by with experience and by with age and, and being with an older woman allowing me to express how I feel and how she makes me feel. And then of course when I'm with a woman who doesn't communicate like that, guess what happens to me? I clam up. And I duplicate her, her level. And that's where sometimes I, I'm trying to elevate myself and, and learn from my own extent of how can I take her out of that level.
But again, I think it's time and it's trust building that trust between that partner, because again, if she can't communicate or hug me or kiss me on the cheek when I'm just, you know, seeing her saying goodbye and she's a little frigid or a little cold, well, you've gotta be aware of that and can't just like, oh, I'm not gonna date her because she's, you know, cold fish.
But again, maybe you can tap into something where it can open up and if it doesn't, well then move on, but, right, right. There has to be like gonna stream connection at some point. Exactly. But when there is, and you know it, but then you don't wanna disrespect her boundaries. But yet you're both thinking about at the end game that you wanna fuck.
But I'm not going to even attempt or even go there unless she's like, would you like to go back to the bedroom?
[00:49:02] Luna: Okay, so you wait for her to say that first signal. Absolutely
[00:49:04] Casino Jack: everything, any signal,
[00:49:05] Luna: but you give yes signals and
[00:49:07] Casino Jack: I'm giving like, holy shitless, fucking do this already. But you wait. And then that's why, that's where I tell myself, you know, I have a motto of trying too hard.
You know, let's say you're trying your a casino jack. I have to pull myself back. Yeah. You know, and I was like, pull yourself back, Jack. Yep. Exactly. You know, can't do that, Jack.
[00:49:25] Luna: Gosh. Okay. What do you switch into? 'cause I always like to put a positive, like a do this instead of a don't do that. So when you're like, don't try too hard, what do you say to yourself instead?
Or what do you kind of like
[00:49:36] Casino Jack: Actually what it is, I'll drop back of like, take a breath.
[00:49:39] Luna: Okay. Step
[00:49:40] Casino Jack: back. Yeah. Just take a, just take one back and shut your mouth for a minute and just, and let her take the leaves, you know? And uh, and, and, and when, when I find myself not being too, like, holy shit, I want just jump your bones, rip off your clothes and see it and look at it and have you touch me and feel me.
Just, it's gonna happen. Just, just wait 15 minutes, wait 20 minutes. Because for, for us, as with the, with our. Nerve endings or whatever it is, we're ready and go. And, and there women minute, it takes them a while, you know, it takes them also, it's
[00:50:14] Luna: more fun. And when someone makes me take longer Exactly. And 'cause I'm eager too.
Yeah. And then blowing through it is a,
[00:50:21] Casino Jack: a bummer. I'm, I'm bad at quickies. I'm bad at quickies. I'm good in the sense of a, if we're getting ready for a party, she looks all hot and she says, lift up her skirts and bend, bend me. I can fuck her. Yeah. Can I come most of the time Nah. But most of my time is what I'm having love with.
It's two, three hours. Yeah. You know, three, four hours. And I, and then I'll, I'll come three, three times.
[00:50:46] Luna: That's hot. Yeah. For me, two hours is a quickie. I mean, like, I can do a quick quickie, but it's like, oh, it's just not the same. Yeah.
[00:50:53] Casino Jack: I mean, there's terms where you're just actually, oh my God, we gotta get off and get off.
And there's many times when I'm, when I start with most of my women, okay, just get me off.
[00:51:02] Luna: Mm. And
[00:51:02] Casino Jack: they'll tell me. At the point, instead of me just playing around and trying to, trying to cook up the oven and preheat it.
[00:51:09] Luna: Yeah.
[00:51:10] Casino Jack: You know, she just says, okay, the oven's hot, let's take care of it. And then, you know, and that's when once I take care of her, then I could feel more relaxed about taking care of myself
[00:51:21] Luna: For sure.
[00:51:21] Casino Jack: Because I do not want to take care of myself unless she's taken care of. Mm. And until she says, okay, look, I'm not into it. Well then cool. I'm not into it.
[00:51:28] Luna: Mm.
[00:51:29] Casino Jack: So, and then that's one of my rules as well, is communicating. You know, we all have our own bio rhythms. Yeah. So when you're into it, we're both gonna get something out of it, you know?
Yeah. And just the old famous Dr. Ruth said, we can't time it. We can't say, oh, we're going to have sex tonight after the kids go bullshit. When you're in the mood in the afternoon and you're both in it, have it right then and there
[00:51:51] Luna: if you can. For sure. If you can. I'm like, yes. If
[00:51:53] Casino Jack: situation is, yeah. You agreed with that thought.
Finally, doggie that go home. One good thought I had. So anyway,
[00:51:58] Luna: so also I wanna say quick use, don't have to be defined by coming. I think just sticking it in for a few seconds is really hot. One, one, um, or just like fingering me under the table or 100% like that, that can count as a quick use. Full. And you said before we started recording that you also will have sex pretty much anywhere possible, like assuming that it's like allowed, but Yeah.
[00:52:21] Casino Jack: Yeah, absolutely.
[00:52:22] Luna: Palace locations, like God, some of 'em are quick and conducive, right?
[00:52:25] Casino Jack: Like, uh, beaches outside in public spaces where nobody's gonna see you, but yet they could come around the corner. And in, uh, any moment I get
[00:52:34] Luna: so nervous about possibly being
[00:52:35] Casino Jack: caught, I, I love it behind the rocks, you know?
Behind, you know, places and, and yeah. And I think, uh, I think it could have come back from my first experience when I was 10 years old looking at this. Girls. She touched mine and I touched hers. And of course my mom got a call.
[00:52:50] Luna: Wait, where were you? I was in like fourth grade or something. But like Were you in a
[00:52:54] Casino Jack: location, mark?
I was even, actually, no, I'm sorry. I was in kindergarten. Oh, this is funny. I remember my kindergarten experience with this girl. So I was like five years old and we're in a park and literally behind the bushes. And she showed me hers. I showed me her, I showed her mine and literally she told her mom. And so her mom called my mom and my mom told me that's not, not appropriate, but my dad was like giving me a high five or something about, and I was like, so wrong.
[00:53:21] Luna: Well, I mean it's, it's weird, right? 'cause it's one of those things that is so normal. Like most of us have stories about being curious when we're younger and like, especially when we don't have, you know, it's like we don't wanna go looking at child pornography, but Exactly. We have friends, like you said, with our
[00:53:38] Casino Jack: friends.
Well, even as so, I mean, it's like I knew at five, six years old, you know, I was. Attracted to, wait a minute. And, um, I'm, I'm definitely straight. I'm, uh, you know, I, again, I've been in, in situations where a, a. Is having sex with a woman and I'm close to the situation, but I don't want to touch it or grab it or suck it.
No, it's not interesting. But having that interaction with, with, uh, another woman, with another guy or another woman doesn't bother me.
[00:54:06] Luna: What if
[00:54:06] Casino Jack: his respect,
[00:54:07] Luna: what if you were like at the opposite end, like an Eiffel Tower situation? If
[00:54:10] Casino Jack: towers are lovely.
[00:54:11] Luna: Have you done that?
[00:54:12] Casino Jack: I've done Eiffel Tower. Oh, I love that.
I've done 69 with a guy fucking above my head. That's they fucking above her head. It was a woman sucking my balls while and fucking another woman. One of my best experiences was, uh, when I got two women off at the same time and I made him squirt at the same time. And then of course, her text message, uh, later was, that was like the best evening I had with one person, let alone too.
And that move that you do on that one. And so I I've I've done it before and Right. So paint the picture. Where were you basically? Um, you're laying down, they were both laying down. Nope. They're standing up on their knees. Oh. Um, in a pi. And I'm just kind of like this and I basically the, no, it's kinda like I was starting a lawnmower and found two lawnmowers.
[00:54:52] Luna: That's so hot. Was it a threesome? Were there other people around or was it me? One, two more. Two. Oh,
[00:54:57] Casino Jack: that, is that what we call threesome
[00:54:59] Luna: for sure. Yeah. That's three total. That's good. Yeah. So you've had a lot of group sex, it sounds like
[00:55:04] Casino Jack: I've had, yes, definitely, definitely experiences with. My friend who experienced that Yeah.
And kind of introduced me to it and, and I wasn't opposed to it.
[00:55:15] Luna: Okay. Which one of you, like, how did you procure additional partners? Like what were your kind of methods? Was there a network? Um,
[00:55:21] Casino Jack: well there was one woman who just attracted other women, so she was no problem with that. I knew you had a
[00:55:27] Luna: girlfriend like that.
[00:55:28] Casino Jack: Yes, exactly. And then so, but my friend, you know, once he got his, his two women, he would get jealous of the, of the way that they would interact. And so jealousy is definitely an important thing and you've gotta respect the boundaries. And when people do not feel comfortable, it's a stop.
[00:55:43] Luna: Yeah.
[00:55:43] Casino Jack: It's a stop.
'cause if not everybody's feeling good, then it's not working. Yeah. If two are feeling good and one's not, Nope. That's not it. And so my whole thing is never leaving anyone out. Okay. When I travel. Yeah. I definitely want to have sex in the places I travel. Yeah. You know, where have you done it? Where I like from.
From everywhere I go from Africa to Peru to, um, oh, I was getting a massage in Africa, which is kind of fun. And this lady, basically, she just took off my butt and started wiping my butt and it sounded like she was getting me off. And everybody could hear it and they're like, wow. It sounded like you had a good massage.
And it sounded like, I'm like, fuck. Like, no dude. I'm like, did everybody else like, have, you know, my towel wasn't like on the top of my ass. It was like underneath my ass. So it was all exposed. And like, when she flipped me over, she didn't like put the towel, like, so she, she blocked it. She put it the other way.
So I'm like, whipping it over. I'm like, I had to think of like bad thoughts to like get this thing down. 'cause my pop 10 was like, but no, she turned me on just because the touch.
[00:56:44] Luna: Wow.
[00:56:44] Casino Jack: And you know, so I don't, I'm not, I don't discriminate from color size. You know, um, you know, I think Latin lovers are amazing.
[00:56:52] Luna: Mm.
[00:56:53] Casino Jack: Um, I think they are amazing, um, south American lovers and, and I told my dad, I go, you know, dad, you need, you need to take me to a brothel. And, uh, I'm a little upset with that. You know, you could have taught me what to do, what not to do, because I think that's a really important, because they've got experience and they're, they're teaching you what, what You don't learn from
[00:57:13] Luna: fumbling, fumbling with a apart.
I mean, I, I've definitely talked to some people who learned a lot with an early partner they had communication with when they were young. Like, I've heard some of those stories, but mostly I hear people being like, uh, I didn't know for a long time what I was doing. You know? And I, I wish I had had a sex, a sexual teacher.
And I love, I love teaching. Yeah. Other people. And I, I've now gotten to be, I mean, I'm 35, but like I've gotten to be the older woman to some,
[00:57:38] Casino Jack: there
[00:57:38] Luna: you go. In their twenties. And I'm like, you go, let me, let me show you. Let me show
[00:57:42] Casino Jack: you. And, and you know, I think that's important because when, when they show you, then you're aware.
[00:57:47] Luna: And confident. And then it grows the confident, because I, in my early mid twenties, like, like, I was so enthusiastic, but I was like unsettled. Like I didn't know what I was, I just had a lot of sexual energy. Yes. And I was like, I must be bad at sex because all of my partners seemed kind of terrified, you know?
And when I finally found a partner that was like, oh, okay. And channeled me, and then I was like, oh, now I know what to do. Now I know how to like, have sex without scaring the pipe.
[00:58:14] Casino Jack: And you know what, and that's the difficulty is like when you, when you're growing up and you're being taught that this is what you should love and this is what you should like, but yet you're not.
And, and again, I, I feel that everybody should have their own choice. Yeah. Um, especially when it comes to their sexuality, because I don't know how you feel.
[00:58:31] Luna: Yeah. And we have to all discover our own erotic creatures somehow. You know, so with other all of it
[00:58:37] Casino Jack: and certain people help you
[00:58:38] Luna: Yeah. Navigate
[00:58:39] Casino Jack: through that journey.
I, yeah. It sounds like
[00:58:41] Luna: you had a lot of lovers that were like formative,
[00:58:44] Casino Jack: you know what, yes and no, you know, I mean, a again. I think when you relax somebody and you allow them to share that, they open up into a whole new area of that they already knew that they didn't, things that they knew that they didn't know.
[00:59:01] Luna: Yeah. Are there things that you haven't tried yet that you wanna try?
[00:59:06] Casino Jack: Funny you said that. No.
[00:59:08] Luna: Really?
[00:59:08] Casino Jack: No, I have not. They're pretty much all my fantasies. I've, I've done, I haven't, nothing has come up new or I have not like, oh, I want to try that still. Okay.
[00:59:20] Luna: Wow. So, so far. But you could still discover.
[00:59:22] Casino Jack: I could discover, yeah.
So I mean, again, maybe just repeat what
[00:59:25] Luna: more about role plays, because you said you've done plays, role plays, role plays, what? Playing this games and role plays also did, yeah.
[00:59:30] Casino Jack: Meeting, meeting your girlfriend at the bar and coming up and picking up with her and like pretending the fact that you don't even know her and next thing you know, she makes out with you.
And so this turn on to see everybody else, watch you work it and you have to do it in a special bar or something busy where she's just sitting there for, you know, good 15 minutes. So she looks like she's alone. And then you sit like four seats down, like in between people, but yet you keep looking at each other.
And then, right. And then she'll, the, the eye contact, like blinking twice is my code to walk over to her. So we have codes, you know, and so we understand that like what time, you know. So it's a role plan.
[01:00:10] Luna: Do you make all of it up as you go? Or do like
[01:00:13] Casino Jack: we'll have a scenario kind of like a kind of structure.
[01:00:16] Luna: Yeah.
[01:00:16] Casino Jack: And then everything else is extemporaneous because you gotta be in the moment. Yes. Because if you're not in the moment and you're plotting, you're, you're already running whole, it's a point. Yeah. Yeah. As you're trying too hard, you
[01:00:24] Luna: give it a little structure and then play.
[01:00:26] Casino Jack: There you go.
[01:00:27] Luna: Do you, does it, I mean, sure there's different options, but like, do you like, fuck there?
Do you go home and fuck?
[01:00:33] Casino Jack: Do you, you know what? Like, fuck in the bathroom.
[01:00:34] Luna: I've never done that.
[01:00:35] Casino Jack: I haven't. Okay. Oh gosh, no. This is horrible. So I'm literally at a soccer game and there's a bathroom and everybody's sitting down and walking into the stadium. And so I'm like, there's a handicap stall. And so we both go in, well, I did not lock the door.
And what she does is immediately bend over and. Pulls down her pants and I'm trying to get hard. She sucks it to get hard and get wet. And so now I'm, I'm having sex with her and now I'm like getting nervous. And so I've like pull up my pants and literally I'm about to walk out and this guy walks into the door and it was not locked.
[01:01:10] Luna: Oh my gosh.
[01:01:11] Casino Jack: It was. And it was a kid. And you
[01:01:12] Luna: have her pants up yet? Oh
[01:01:13] Casino Jack: yeah. She would hold good by the time I was walking out. Oh my God. And I'm thinking, oh my God. Oh yeah, I was a kid with this, you know, I'm thinking, oh God, that would've been just horrible. He would've just like screamed because I'm thinking, oh gosh.
But yeah, just, just in the moment, as you were saying, the touchy, the feely while we're in public or, and sometimes. I'll be embarrassed. I'll be like, oh my God. Stop. Stop. And come on, you keep asking for this stuff. Now it's happening. And now I'm chicken shitting, you know? I'm like, ah, this is horrible. You know, like I'm embarrassed.
Stop. I gotta beat the adults here. You know? Put your tits back on. So, you know, I love that. It's like when you're walking with your lover and she's like a hundred feet in flashes you and people could see Yeah. 'cause everybody's looking at everybody and she's pretty, so she's definitely being looked at.
Oh my god. Yeah.
[01:01:58] Luna: You said that you love lingerie,
[01:02:01] Casino Jack: love linger. It's
[01:02:02] Luna: like lingerie shoes. Like tell us details. What are you about?
[01:02:04] Casino Jack: Okay, here's one thing as I was looking at lingerie and it looked like this green really sexy, like little, you know, cutout thing where everything's cut out on show. Well, when I got it, it was white and I'm like, oh man, I was so bummed and I just didn't want to like return it on Amazon, right?
So next thing you know, I put it in one of my rooms and the lights were on and then I turned off all the lights and I went, I walked by the room. This thing was glowing glow. And I'm like thinking, oh my God, is this a UFO in my damn room? And I'm thinking, what is it? And I'm like, freaking out. I looked at it and I, I, I got closer to it.
I thought like I, there was something glowing and I'm gonna be like, like, oh my God, this is the emerald that's glowing. And I looked at it like, what the hell's in my room? I did. My heart all started like, so I was, I was kinda like scared 'cause everything was there and it. It's the lingerie that literally when you put it to the light in Charles's lights is all green.
And I'm telling you, it was phenomenal. And then so what I finally realized, and we tried that on, you know, we put on a neck tie around the cock around her day. And so we just, and walk around naked. So all you see is it's like lowing cock.
[01:03:09] Luna: That's so, okay. That's so hot and so funny. 'cause I recently had a very similar.
Glowing experiment. 'cause I, or experience, because I had these two, I was like, oh, I need some glass dildos. Like, I have like one and I, and they came with like, the inside has like glow in the dark bubbles that go inside. And so it was like in my drawer that was open. And I was like, I like went to sleep and I opened my As and I was like, holy shit.
Like same. I was like, Hey, look in
[01:03:34] Casino Jack: my drawers, I love this. Now put this in your pussy. We will control you. Come tour. I'm
[01:03:40] Luna: like, what? Who made that? For what? Like, is that for, especially for like a lin break? No, because
[01:03:43] Casino Jack: when you argue you're down there and you keep light. It's just nice. Lights are good. Okay.
And I love lights. I love dark with, with like Christmas lights. As a Jew, I love Christmas lights.
[01:03:53] Luna: I love a good red light too, to keep that
[01:03:55] Casino Jack: nice. And that's like the red light. Just red light. I've been there. Have you been there?
[01:03:59] Luna: Yeah, but it's been a minute.
[01:04:00] Casino Jack: I go, it's been a minute. I do too. I do too. My sister and I were walking down there and uh, like, come on, come on out.
Like, I know we're, we're. We're family. Oh, we got family deals.
[01:04:12] Luna: Oh, no, no, no, no.
[01:04:13] Casino Jack: Holy shit. And so we're watching, we're watching these guys like walk out. Now the best thing about the Red light district is just sit at one. Like where, where all the lights are on. Yeah. Like they're busy. Yeah. And just sit there and wait in an hour when you, when they walk away.
And, and you would see the guy like shuffling his tie and it's like, oh God, I gotta get back to work. And you're thinking, oh my God, that guy just had sex with my sister. And I would like giggle like kids. Oh my, oh my God. He just had sex. I love it. So yeah, it was really kind of cool. It was love, it was, it was really neat.
[01:04:41] Luna: I dream of a world where everything is legalized and people could just go on their lung lunch breaks and come back, you know, re renewed and rejuvenated.
[01:04:49] Casino Jack: I think that would be phenomenal. 'cause sooner know, Jack, it's, it's your lunch break and then, uh, at two o'clock it's your sex break. Lovely.
[01:04:58] Luna: We talked about you being open to your butt getting played with, but do you like butts the other direction?
No, really? I mean, hers. Yeah, hers. Yeah, hers. Yeah. Yeah, for sure. Okay. Oh, but you're good with prostate stuff? Oh yeah. Okay. Okay. Yeah. But for, but you like
[01:05:12] Casino Jack: I like licking. I like renting. I like both. I mean, I, as I said, there's no, there's no limits.
[01:05:17] Luna: Yeah.
[01:05:18] Casino Jack: Okay. No, I don't want a big deal to, I have no, just, no, no, no.
It's a little thing, but do you like
[01:05:22] Luna: fucking a partner's ass?
[01:05:24] Casino Jack: Oh, fuck yeah.
[01:05:25] Luna: Yeah. What? You can feel the difference or is it
[01:05:27] Casino Jack: like to it on, you know what, both. Just the look.
[01:05:30] Luna: Yeah,
[01:05:30] Casino Jack: just the look of it is different.
[01:05:32] Luna: Totally.
[01:05:32] Casino Jack: You know, having go, I, I'm definitely visual. I like to go, I like to look at inside, outside.
Mm-hmm. I like positions. I like definitely, I like openness. That's why
[01:05:43] Luna: You like the light too?
[01:05:44] Casino Jack: I love light and I like dark.
[01:05:45] Luna: And you were talking about water before we started recording too. And do you feel like that like wa 'cause we are water woozy.
[01:05:53] Casino Jack: Yeah. And you know what's so funny with jacuzzis, my experiences, if you like the girl, she'll be wet in the water.
Her pussy will be literally wet in the water. Sometimes people, and when they're not into it, they're not gonna be wet.
[01:06:05] Luna: Yeah.
[01:06:05] Casino Jack: And that's the, that's the big difference. I don't care. Water, I don't care This, I don't care where you're at. You know, we, we had in cold plunges, cold plunges having sex in a, in a cold plunge.
Amazing. What? Yes. Wait, you've done that? Yes. And I thought I wanted to do CFI two. Oh. Cold. Like 50 50. Oh yeah. That's quite okay. And so I wanted see if I would get really Dick, you, I wanted to see if I could dick t shrinkage. And it's not true. Not true at all. Because we were
[01:06:30] Luna: able to get hard.
[01:06:31] Casino Jack: Oh, God wasn't hard.
And it was just, yeah. And, and
[01:06:33] Luna: where were you? How did this come about? Were you, okay, so this is, this is, this is the
[01:06:37] Casino Jack: spa, um, a um, a spa place where you go where couples can go and you have your own little private room with your own jacuzzi, shower bed. And then you say, oh, so they know
[01:06:48] Luna: you're gonna fuck.
[01:06:48] Casino Jack: Oh yeah.
You're in there for an hour. And then they call you for your couple's massage and you go out. It's pretty, pretty effective. I need to
[01:06:55] Luna: go there.
[01:06:55] Casino Jack: It was pretty nice.
[01:06:56] Luna: Oh my God, that's amazing.
[01:06:58] Casino Jack: Yeah, and I'm sure people had sex in that jacuzzi like we had too, so that was probably disgusting. But anyway.
[01:07:04] Luna: Probably, probably, hopefully they clean it.
[01:07:07] Casino Jack: Yeah.
[01:07:08] Luna: Occasionally
[01:07:08] Casino Jack: I had like some, some like some mysterious food. Is this, what's this? Did they Yeah, it was gross. Oh, well wipe it off.
[01:07:16] Luna: You kind of share my dreams of educational erotic stuff.
[01:07:20] Casino Jack: I, I think it's really important for, for men and women to be in two separate rooms to literally learn of what they like and what they don't like.
And at least when you identify what you like and then when other partner identifies what they like, and I don't care if it's male or female, I think males, males, female, whatever it is, when you're with a partner, you've got to share and be able to, to learn how to communicate and open up and a lot want to respect and a lot of what is like, oh my God, I'm embarrassed to say that.
Well, you gotta learn how to love the uncomfortableness.
[01:07:50] Luna: Mm-hmm.
[01:07:51] Casino Jack: You know, you gotta, you gotta be uncomfortable for a second. Not everything's comfortable, you know? And then when you learn the fact that your intentions are good, it all, it all works out.
[01:08:01] Luna: Like allow it to get less uncomfortable.
[01:08:03] Casino Jack: Yeah. Allow it, get less uncomfortable.
[01:08:06] Luna: I'm so here for that. Yeah. What other sexy things stand out to you? Can be best sex, it can be Favorite things about sex.
[01:08:15] Casino Jack: Oh, sex. I had sex in each and every casino. That was one of my goals. What? Yeah.
[01:08:20] Luna: Wait, wait. How did you, how long did it take you also, are you keeping up with it now? 'cause there's
[01:08:25] Casino Jack: new No, no.
I, I hit all the casinos so I pretty much, um, and yeah, I kept up with the new casinos too. But basically I wanted to have sex in each different casinos and facing the strip facing this and, yeah. That was one of my things. I've had sex in each and every hotel up and down the strip.
[01:08:41] Luna: Well, did you have a favorite or a couple favorites?
[01:08:43] Casino Jack: Uh, Venetia was phenomenal. Ooh. Because they have the step down bed and it's like a two different living rooms, so it's kind of Oh, so you
[01:08:50] Luna: also doing it in like the nicest
[01:08:52] Casino Jack: Oh, yeah. I was doing it. I'm gonna tell you straight up, but at the Venetian, you could have wonderful sex in the vignette. Cosmo was great because you have outdoor, uh, window, you got balconies.
Mm-hmm. Bellagio, just because you could see the fountains blowing when you're below. That's so good. And, uh. Of course you got Planet Hollywood where they've got all the famous people looking. You've got Hard Rock, you've got the Palms, you've got the Rio. Yeah. I even did the, the Tropicana before it blew up.
Oh my God. Excalibur was a little seedy. New York. New York. You gotta roller, gotta do the rollercoaster and then go, fuck yeah, you gotta go. Fuck that. The rollercoaster
[01:09:28] Luna: L's like this? Yeah.
[01:09:28] Casino Jack: Alexa. No, that was the, that was the actual, um, I did it in that one and the Mandalay, but um, I definitely did it in the pyramid.
Pyramid was a definite trip because they have jacuzzis in the actual room, so that was actually fun.
[01:09:38] Luna: Oh, that's so good.
[01:09:39] Casino Jack: Yeah, it was actually, it was fun. It was actually good except for the. Fact that we put too much bubbles. Okay. In the thing. So there was bubbles all literally over the whole room? Oh no.
Oh no. Yeah, it was bad. But bubbles are good.
[01:09:52] Luna: Wait, so are there any locations, not Vegas, but like anywhere that you haven't done it, that you wanna do it?
[01:09:57] Casino Jack: Not that I could think of it right now. I mean, I did it on the car, on Pacific Coast Highway was one of my most favorites. Just because it's just like, I love the highway one.
Yeah. Um, other than that, no. I did it with my ski years on my skiing. And the What
[01:10:10] Luna: about. Have you ever done it in a car wash?
[01:10:14] Casino Jack: Oh, yes, we did do it in the car wash. I wanted to make sure that I went to the car wash and see if I can get her off before the car wash was finished and I was successful. Wow. Yes.
I couldn't do it. She could not get me off in that, in that minute of time from paying the guy and, and being hand toweled afterwards. No, we, we, we definitely didn't do that. So,
[01:10:36] Luna: and then I believe you also have a story related to Paris.
[01:10:39] Casino Jack: Oh, Paris. We, we, yes. I was so stupid that, uh, again, experience when you're inexperienced, the, and you have partners.
To teach you. Yeah. She w she had about, um, I gave her 35 continuous organa orga orgasms, and she kept saying, wewe, we, we, we, we, well, I had no idea. I thought she was like, she was just breathing strange. She knows. She just, she, she, and she just said words while she was breathing heavily like that. And, uh, and, and then, and then, you know, after the weekend, I, I was with her and I was watching some, some French show and they said, oh, would you like some bread, sir Hu?
I'm like, oh my God, that's yes. She was saying yes, yes, yes,
[01:11:25] Luna: yes, yes, yes, yes.
[01:11:27] Casino Jack: And, and, and, and talking about knowing your partner. 'cause guys are more excited than women at times.
[01:11:34] Luna: This is what I hear. This is what I hear.
[01:11:36] Casino Jack: And, and, and, and again, we all have to work up. So of course I'm taking her out to dinner and I'm just like, I'm like, she looks at me, she goes, are you late for the train?
I'm like, what? She goes, you're late for the train. I go, what do you mean you're eating so fast? Like we'll slow down and we're gonna go, well, trust me, after we eat and we'll go have sex,
[01:11:57] Luna: that's
[01:11:57] Casino Jack: so, isn't that gonna be late for train? Wait for the
[01:11:59] Luna: train. I do remember when I was studying abroad in France, it was like, enjoy your meal.
You know, but I'm like, I want to eat the food as fast as possible when it comes out. 'cause it's fresh and hot, like before it gets cold. I don't
[01:12:12] Casino Jack: want to be done with my meal so I can enjoy my day again. I don't wanna be bothered by eating, but you know, I've, I've learned to slow down.
[01:12:18] Luna: Oh yeah. That's so good.
[01:12:20] Casino Jack: Because slowing down is key as well. And when I watch porn, what I watch is I watch for the techniques I watch for those unknown messages that you'll see from those levers. Like what are they doing where that makes that lever. I. Yes. Say yes. You know? And that's really important to me.
[01:12:40] Luna: Oof. I love that so much.
[01:12:42] Casino Jack: I, I think what's relevant, you know, to, to really summarize everything is, is really to, to be honest with yourself and once you're honest with yourself and, and learn how to communicate with that, with your partner or with any future partners, it, it's, it's something you have to practice. And just like what we do, drink water every day.
We need sex every day. Yeah. While we eat, every day we need it. And so, and when you and I do believe you stop using it, you lose it. And, uh, you know, I'm very sensual and it's not about the sex for me, it's about the, the connection. Yeah. And, and I can make, I could have sex without having intercourse. Does that makes any sense?
[01:13:23] Luna: Totally. Oh yeah. Okay. On that note, my mission for this podcast is to make a world a sexier, more loving place. One ripple of love at a time. What do you think we need in general? To make the world a sexier, more loving clothes,
[01:13:36] Casino Jack: I think. I think we should all wear. A certain color of wristband saying, I am available to be fucked and I have no limits.
And, and I think literally if you're wearing this band and you're wearing, it's like, are you wearing it? It's like you can't say no. And I feel the fact that you have two people and like you fear let's do it in the car, is we found each other. Because I think there's a lot of people that feel this way, but they can't communicate because their so society's their job.
We don't
[01:14:05] Luna: have social norms that make it appropriate.
[01:14:07] Casino Jack: It's social norms. Yeah. And what's normal in this situation isn't normal here or whatever. But I, I think to make it easy on everybody say yes, I'm available to touch, to be groped. Yeah. Appropriately. Yeah. And properly.
[01:14:18] Luna: Yeah. I want like a setup, like I want like phrases back and forth.
I would want that to come with like sexual health, like, and my testing is current or something like that. Yeah.
[01:14:27] Casino Jack: Well, I've got to live. I'm vaccinated. Yeah. I'm clean.
[01:14:31] Luna: Here's the you're false things. I love that. Okay. And lastly, how do you like to spread ripples of love?
[01:14:38] Casino Jack: By doing kind gestures for people, by always thinking about them before myself.
[01:14:43] Luna: Mm. I fucking love that. Wow. Well, thank you so much for coming on this podcast and sharing the depth and breadth of your sexual wisdom. Thanks for, um, teaching us how to Woo.
[01:14:54] Casino Jack: Wow. I love to Woo woo. Woo
[01:14:57] Luna: woo.
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