UPDATE: My friend Kayley (23F) met Mark (57M) and they hit it off. She said he asked her to keep her heels on when she fucked him on their second date. [MF]

I wrote last week about how I sorta pimped out my friend Kayley to the friend of this much older guy I’m seeing/sleeping with. The whole backstory here ([https://www.reddit.com/r/stupidslutsclub/comments/vcrra9/i_think_i_24f_just_pimped_out_one_of_my_friends/](https://www.reddit.com/r/stupidslutsclub/comments/vcrra9/i_think_i_24f_just_pimped_out_one_of_my_friends/)), but tl;dr: I’m sleeping with a married guy who’s 53, and he asked me to set up his newly divorced friend (Mark) with one of my friends.

Kayley and I have FULLY DEBRIEFED now, so here’s what happened.

Mark and Kayley met at this bar downtown the other week. She told me later she was a little nervous – she actually saw him at the bar, and before going to meet him, got a tequila shot. But he was apparently super nice, and very handsome too. She told me they got a little handsy walking around after their first date, but nothing else happened.

So the next day, he texts to say hey. She replies and sends just your basic mirror pic of her outfit for the office. (She works as a business analyst and hates it, lol.) That turned into trading pics. Eventually, he asked for something “sexy.” She showed me what she sent him – basically just her blouse a little unbuttoned and showing some a lot of cleavage. (Kayley is super cute. Pretty petite, 5’3, slim, light brown hair, beautiful green eyes. Total girl crush material.)

I think I (24F) just pimped out one of my friends (23F) for the older guy (53M) I’m sleeping with. [MF]

Background: I’ve been hooking up with this much older, married man (Robert) for about a month. (Backstory here if you wanna read it: [https://www.reddit.com/r/stupidslutsclub/comments/utrjj2/update_im_24f_a_much_older_mans_53m_side_piece/](https://www.reddit.com/r/stupidslutsclub/comments/utrjj2/update_im_24f_a_much_older_mans_53m_side_piece/)) It’s kind of great. He’s a lot of fun and I actually really like him.

So last week, I’m grunting and moaning my way through a pretty intense anal session. I’m flat on my belly and Robert is on top, plowing me hard, with one fist full of my hair, pulling my head back to kiss him. I can barely make out words, when he groans and cums deep in my ass. I almost came again (for the third time), because it feels so fucking good.

Then, he rolls off of me and we talk. (I have to stay on my belly or his cum drips all over the motel bed – as it is, I eventually start to feel it dripping down my crack. I kinda like it.) I say something stupid like, *”I’m so glad I gave you my number,”* because I’m legit developing a crush on him. He said something like *”Me too, princess”* and gave me a kiss.

Update: I’m (24F) a much older man’s (53M) side piece now. And I’m loving it. [FM]

So I wrote before about how I met Robert, this married guy twice my age who picked me up at the bar I work at. On our first date, I sucked on his tongue and he slipped a hand under my skirt. He left me wanting more, and well… now I’ve got it. And loving it. 🥰 🥰 💦

Our second date: Robert planned our second date for an early evening, and after a short drink we wound up at a hotel. We both knew what he had planned. I sucked his cock (he has a gorgeous cock) on my knees while he finished a beer in our room, and then he pulled me up, tossed me down on the bed and spread my legs. (I’d mentioned before that I was on the pill and he winked and said “Good, I’ll keep that in mind.”) He mounted me right away. I was so fucking wet that he slipped right in. He’s got a decent-sized cock, but really knows how to use it.

I (24F) went on a date with a 53 year old married man and I loved it. I’m going to give him anything he wants next time. [MF]

So last week, there was a guy at the bar where I work who was meeting some kind of business partner or something. (Both older guys with white dress shirts and sport jackets, I just assume they’re all Important Business People.) They had papers and pens and stuff all over the booth, and I just came over occasionally to see if they wanted anything. Eventually one guy left and the first guy settled up the tab. I’d noticed him checking me out all afternoon, but that wasn’t anything remarkable.
When I was running his card he asked “Hey honey, what’s your name?”
I told him, and he gave me another very obvious up-and-down. I didn’t mind – he’s tall, hair is going silver, very handsome. “So what do I have to do to get your number?”
I swear, I blushed. When I gave him his receipt, I wrote my number on it. What can I say, I’m a pleaser.
He texts the next day and asks if he can see me again. There’s a wine bar nearby with a nice patio. I said sure. Then he texted and said, “I liked the pigtails. You should wear your hair like that more often.”
(Aside, I actually posted something about how I feel when I wear my hair up in braided pigtails over the weekend. Welp, this is what inspired that…)
So obviously it was SUPER presumptuous of him but like… I was also into it? A handsome older man giving me orders? Um, yes daddy.
Fast forward, we’re at the wine bar roof patio. I wore a nice skirt, with a pretty skimpy top made appropriate with a jacket, cute heels. Pigtails like he asked, of course. I’m two glasses of rose in and feeling gooooood. Robert (his name) is super charming, funny, still very handsome. Tells me about his business and where he’s been and stuff.
He’s also MARRIED – he didn’t even bother taking off his ring. Asked me straight up, is that a problem? And I was like… as far as I’m concerned, that’s your business, just don’t get me involved in it.
After about two hours he has to go. He pulls me into the alleyway next to the wine bar and I make out with him for a while. Sucking on his tongue while he slips a hand under my skirt to fondle my bare ass cheek. I was NOT expecting it when he then slipped a finger into my thong and ran it across my (extremely wet) lips.
“Shaved? Good girl. I like that.”
I said the only thing I could think of. “Thanks daddy.”
I swear I would’ve done anything with him right there but he had to go. He said he’d see me soon.
So… next time, I’m going to pounce on Robert’s cock the first chance I get. He can do pretty much anything he wants to me. I hope he likes spanking.

So… I (24F) got face-fucked last weekend. Just got on my knees, opened wide and let him use my mouth to cum. And I loved it. [MF]

So I tend bar at this little neighborhood suburban place a few nights a week. A few weeks ago, I started sucking the manager’s cock before or after each shift so that he’ll schedule me for good nights (and also because I hate his wife). [I posted about it before.](https://www.reddit.com/r/stupidslutsclub/comments/taa1vu/i_24f_suck_a_married_guys_cock_every_week_at_work/?utm_source=share&utm_medium=web2x&context=3)

I worked last weekend (Sunday). Started off good then got really slow and by the time we closed, it was dead. Jeff (the manager) gave me “the look” and told me to come back to the little office… and I knew he was ready for a blowjob. I was totally down to give him one, of course (I love sucking cock), but honestly I was also really tired.

So when we got in there, we got right down to business. I got down on my knees and unzipped his cock (he really has a gorgeous cock), started stroking him, and then looked up and said… *”hey, do you just wanna, like, fuck my mouth tonight?”*

He was kinda speechless for a second. “Sure, if you’re cool with that.”

I gave him a sweet little smile. “Totally. I’m just really tired. Just hold my head and use it.” Then I opened wide and stuck out my tongue for show.

I (24F) let him (32M) fuck me in the ass on Sunday morning after church [MF]

So I tend bar and agreed to take this other girl’s shift on Friday. Now, I am terrible at bartending. Seriously. But I’m cute, have a nice rack and wear something to show it off, and that’s what really counts, right? So even when I mess up some drinks, the guys let it pass and tip me well. It’s a win-win.

I messed up this guy’s manhattan, which got us talking, and then we chatted as I worked for the next hour or two. Slow night, and he was tipping, plus nice looking and funny. Older than me (32) and seemed successful. (I didn’t see a ring either.) When he was taking off, he asked if he could have my number and I said sure.

He called the next day. Skipping to the good part: we wound up making out behind a tree in this park. It was incredibly hot. I was ready to drop to my knees and blow him right there, but he was late to something and had to go before I could offer. But I think he knew I was down.

I’ve (24F) been giving my friend’s little brother (19M) secret handjobs for about a month on the condition he keep it between us [MF]

I decided a while back that I should get better at giving handjobs. I’ve never had a huge need for them – I’m very good with my mouth – but hey, you can always learn new stuff, right? But I wasn’t sure how to get more practice until I thought of Matt.

So Matt is a college freshman. We’ve known each other since we were kids – his older sister and I were in the same grade, and we’re friends (though not super close). He happens to go to school not far from where I live now. I’ve known he had a crush on me for a long time. He’s just started to come out of his shell in the last few years and I’m super proud of him. I’m not that attracted to him, but he’s a clean, nice-looking guy.

So over his winter break, we found ourselves back at his parents’ house at their annual Xmas party. I noticed he’d really cleaned up at college, and that’s when I got this idea. He was very obviously oggling me in the cocktail dress I had on, and I was like… ah ha. He would be the perfect test subject.

I (24F) sucked this guy’s cock and then his father creampied me later the same day. I still send the dad nudes whenever he asks. [MF]

**Boring backstory if you care:** My senior year of college (was 22 then), I was hooking up with this guy totally casually. I’ll call him Adam. He was sweet and super nice, not very smart, but had an incredible cock. So one day, he asks if I want to come with him to some kind of event happening on campus that he’s invited to that evening. There will be free wine, so I was like… sure!

I put on a cute little cocktail dress and met him at his place. Adam looked nice, and so I asked if he’d like to fuck me before we left. He did – bent right over the side of their couch with my dress hiked up around my waist and my thong down by my ankles. He told me he wanted to bust in my mouth, so I jumped down to my knees and swallowed him. (I’m a good girl.) Minimum of cleanup. Then we left.

The best threesome of my (24F) life was where I learned to lick up cum off my friend’s tummy. The guy we just picked up randomly in a bar. [MFF]

So last summer, I had the best threesome of my life. I’d done a few of them already, but I still think about this one and how it felt.
**Boring backstory:** My friend Whitney and I hook up every now and then, usually when we’re both between boyfriends. (Or, you know, just… flexible. 😆) We’re both basically bi, but mostly just date guys. I went into the city one weekend to see her and we had some amazing sex that Friday night. Afterwards we were talking, and we both talked about how we both wanted a cock to play with. (Side note – hanging out, naked and with wine, with one of your besties after 69ing is pretty awesome.) So she was like… “uh, we’re in [southeastern city], there are literally thousands of cocks available. Why not go shopping for one tomorrow?”
So we did!
The next night (Saturday), we got dolled up and went out. COVID cases were really down and it was warm out, so things were perfect. We surveyed the guys available and eventually found one, Zach, who was out at a bachelor party thing with his friends. He and Whitney got to talking, and eventually she was eventually like… hey, want to come back to my place and have a threesome with us? Shocker, he said yes. 😂
**Okay the good stuff:** We took him back to Whitney’s place and had some more to drink. We got him naked first, and he looked tasty. I started sucking his cock while Whitney did a little striptease, and then he went down on her while I got naked too. Then Whit and I started making out. Eventually I got on top of her on my hands and knees, and told Zach to fuck me from behind.
He fucked me doggy like that for a while with Whit below me, and we made out. She massaged his balls and played with my clit with both hands and mostly enjoyed the view. (She says I look hot getting fucked). I came pretty hard on his cock. Then we switched positions. Zach had to slow down at some parts or take a break so he didn’t cum. (We’d made it clear he was expected to hold out, haha. He was a good boy toy.) I told Zach to slap Whit’s ass – like spank her really good and hard – because I know she’s super into that. He called her his good little girl while he fucked her, and she came pretty hard while panting in my ear.
Then, we flipped Whit around on her back and told Zach to fuck her that way. She and I both loved to watch his cock disappear inside her, and occasionally I’d pull him out so I could lean down and suck him for a minute before slipping him back inside. He told me soon that he wasn’t gonna be able to stand that much longer. We’d agreed that he wasn’t allowed to cum inside either of us, so when he was about to blow, I slipped him out and jerked him off all over Whitney’s belly. WOW did he cum a lot.
It was pretty messy, and the whole thing was so fucking hot, I leaned down and licked up all his cum off Whitney’s belly. (She said it tickled!) I wiped up some on my fingers and let him watch me suck it off. They both thought it was incredibly hot. So much so that Zach actually started getting hard again. I slipped down on my knees and started sucking him, but he couldn’t cum again (bummer). It was really cute, he was so apologetic about it but it was okay.
After that, we kicked him out and went to bed.
He’s texted Whitney a bunch of times since then, but apparently he lives in another state and isn’t down our way often. Next time he is, I’ll probably go in and we’ll do it again.

I (24F) gave a really world-class blowjob to a guy I’d just met in a bar bathroom on New Year’s Eve [MF]

I have a boring day job, but several evenings a week I tend bar. It’s nothing fancy, just a nice-ish neighborhood joint where no one asks for super fancy drinks. That’s good, because I barely know how to make any. I’m training but not trying that hard at it.

The reason I was hired despite not knowing anything about tending bar is because I’m pretty and don’t mind wearing a low-cut top that shows off my boobs. I have actually tested this: more modest tops = fewer tips, low cut tops = more tips. It really is that simple. Men are coin machines. (Women don’t tip as much but I love flirting with them too.)

**BORING BACKSTORY:** So I worked NYE, because obviously you can make great money. There were these guys in our bar having a party that night, and as I chatted with them, I found out that they were having a “divorce party” for one of their friends. I guess his divorce finally came through. He was cute, a little older (mid-30s), total dad bod type, really nice and kinda shy in that “I haven’t flirted with a girl in years” way. But they were all cool, funny and tipped well.