Dating as a couple has been interesting. While I’m sure there are plenty of people who really enjoy going to sex clubs and swingers parties, Emily and I prefer meeting people on dating apps. I prefer it, because it’s much easier to screen for what you’re looking for in a couple or unicorn. She prefers it as it allows her to be lazy and have me do most of the legwork. And before you ask, she definitely pulls her weights once we actually meet up, but before that, not really.

It’s kind of a slog keeping up with everything, and so I appreciate it when an app allows you to put outside contact information inside your profile. Sure, there’s always the possibility that a bad actor does some shady shit, but it’s worth it when you randomly have cool people who introduce themselves.

That was exactly what happened with Bill and Leslie.

They introduced themselves and immediately sent over a bunch of pictures, both of the G and X rated variety. Bill looked to be about 5’8 with auburn hair and a very nice dick. Leslie was several inches shorter, busty, curvy with these adorable cat eye glasses. I wouldn’t say I had a type per se, but if I did, it would be a lot like Leslie. Emily is more along the line of a sapiosexual. Sure, she likes people who are classically beautiful, but cares much more about the chemistry, intelligence and vibe.

The one catch was that they lived out of state. And that’s not to say that distance is a deal breaker, but we prefer meeting people in the city. There’s a certain level of expectation when folks travel several hours just to see you. It can lead to a situation that has built-in pressure, and that’s not what we’re about. What if they’re not as hot as the pictures they sent? What if it’s a bad vibe? Sorry, go drive a bunch of hours home? It’s an awkward position.

Because of this, I kind of mentally put them on the back burner. But Bill did occasionally chat me up, and was always very friendly, very sweet. There are some dudes in the lifestyle that are pushy or just ghost when things don’t go exactly as they planned. But this wasn’t the case at all, and it was a very pleasant chat.

This went on for a few weeks, where I realized that Emily and my anniversary was in about a month – it was then that I hatched a plan… I wanted to do something fun to celebrate, and wanted Bill and Leslie were to be the icing on the cake. They were totally down. Wheels were set in motion. Hotel room booked. Dinner reservations made. Plan for cocktails arranged.

During the month prior, Bill would occasionally check in about our visit and share a few pictures that he’d taken with Leslie. Never pushy, but his tendency to be an exhibitionist was definitely on display. The day that Emily and I were going to be heading out of town, I got a message of “Happy anniversary!” in the morning. So sweet!

The trip up was pretty uneventful, which was good. And the hotel room was nice – top floor, king size bed, private terrace. Emily and I resisted the urge to have a quickie when we arrived, and freshened up for dinner. We went out for sushi, which went a bit longer than expected, and definitely messed with the part of my head that prefers being punctual. I was texting with Bill though, and he was understanding.

Finally, we get to the bar, where they’re both waiting for us. Pleasantries are exchanged. Drinks are ordered. Bill and I had a brief chat about the deliciousness of a whiskey sour. He and Emily got one. Leslie preferred girlier drinks, and while I can’t remember what she ordered, let’s pretend it was a Chocolate Choo-Choo, or something similarly sweet. Initially, I was going to stay with the group and get a sour, but the bar had a pretty good selection of Scotch, so I went with that.

Something Emily has mentioned to me is that she enjoys feeling wanting. And we’ve been on a bunch of couples dates and found that some people are very good at communicating their desire, and others are not. But interestingly, many of the people who have not done a good job at communicating their desire end up fucking the shit out of her. Sometimes very well. Why they wouldn’t express this is another topic completely, but suffice to say, Bill and Leslie were great here.

We all drank our drinks. Bill hit his one-hitter a few times, and everybody was in a pretty good mood. They spoke about a recent trip to Boston they took, we spoke about our dinner. Leslie lived in Brooklyn for a few years before deciding she wanted to be closer to nature. Brooklyn has many things, but wide swaths of untouched land is not one of them.

It seemed to me that they were slightly anxious to get back to our hotel room, and I was worried that this would turn Emily off as it sometimes takes a bit of time for her to feel comfortable with new people. But she was game, and so we paid the check and we were out of there.

Once back at our room, we all hung out on the bed and couch. Bill produced a few airplane bottles of whiskey from his man purse, and we each had a few drinks. It felt a little bit ghetto, but hey, it worked and it’s not like we brought anything. Not too long after this, it occurred to me that between whatever kind of pre-gaming they did without us, the one-hitter and the whiskey, Bill was kind of fucked up. I can sometimes be oblivious to what may seem obvious, but his bloodshot eyes and the fact that he was kind of snuggling down into me on the couch was a dead give away.

Emily had to go to the bathroom, and upon her return, Bill unpacked the rest of his man purse. Its contents were a bunch of condoms, lube, and a little pocket vibrator. Sometimes it can be slightly awkward moving from everybody being in one place but not knowing how to get things started to making out, but this was an interesting way to bridge the gap. And it totally worked. Emily and Leslie immediately started kissing, which was super hot. Bill and I went over to the bed with them. I started kissing Emily on the neck while she was making out with Leslie, and Bill starting taking his clothes off.

Turns out that he had a nice body! Always a good thing to find out. He got down to his underwear, which was a small pair of shiny lavender briefs. They made his cute little butt look adorable. He also got all of Leslie’s clothing off as well. As Emily and I were hoping, her boobs were lovely. Surprisingly large, dark areola, probably 3-4” in diameter. And she had a pretty, shaved pussy that seemed to be rather wet too.

This, in turn, caused us to take off our clothes. As expected, because it happens every time, they immediately went for Emily’s boobs. She wears a 36E bra, and despite being in her late 30s, they are unusually perky. I’ve spent a considerable amount of time playing with them, and Bill and Leslie did too. While this was happening, I took the opportunity to move around behind Leslie and start caressing her tits from behind while kissing her neck. She responded by arching her back and moaning, and then turning around to face me. We started making out while she kept a hand on Emilys chest, while the other went for my crotch. I was already ragingly hard from everything going on, and it was very welcome when Leslie started stroking my cock while it was in my boxer briefs.

I glanced over to find Bill’s shiny panties off and his cock halfway down Emily’s throat. It looked to be about 8” and nicely thick. He’d sent me a few pictures before, but seeing it in person is obviously much better. Emily seemed to be enjoying herself. And I know I was enjoying watching her head bob up and down on it.

Leslie took notice as well, took my boxer briefs off, and ran her tongue from balls to cock head. She was met with a nice drop of pre-cum which she happily sucked down. This commotion caused Bill to swivel his body around; they then took turns sucking my cock. It was fucking hot watching one of them suck it for a moment, then pass it off to the other. Emily took the opportunity to jerk Bill off while he struggled with my dick. I had to instruct him to watch the teeth a few times, but I’ll forgive him, as he was thoroughly distracted. Leslie was a consummate professional and was able to consistently get about 6” of me down without issue. I threw my head back and moaned in appreciation.

Bill then diverted his attention to Emily’s sopping wet pussy, which had been neglected up until now. She leaned back, smiled, and enjoyed his tongue work. At this point, both of us were being serviced by the other couple, which felt extremely decadent. We locked eyes for a quick moment, and while I’m not psychic, I’m pretty sure both were thinking “Aww yeah!”

This went on for a bit, and when Bill came up for air, he gave Emily a sloppy kiss and said that he wanted to fuck her. She thought this was a great idea, and he grabbed one of the condoms he brought. This sounded like a good idea to me too, but I was still enjoying Leslie swirling her tongue on my cock too much to have her stop what she was doing. Bill then started fucking Emily. Hard and fast. He may have been skinny, but it certainly looked like he knew how to lay wood.

After not too long, Leslie brought her head up, kissed me so that I could taste all my precum mixed with her saliva and said that she wanted me to fuck her. You don’t have to ask me twice. I grabbed a condom (big thanks to Reddit for turning me on to MySize), rolled it on, and got on top of her.

Oh fuck you feel good.

You do too.

So fucking wet. Damn.

Mmmm.

Do you want more?

Unfff, yes.

More?

Yessssss.

At this point, Leslie was on her back with her legs spread, and back. I took the opportunity to push them back further, as I kept going deeper.

Fuck I think that’s as deep as you go.

Don’t stop.

So I kept fucking her and knocking into her cervix. She was able to get about 8” into her. Both of us were getting lost in the feeling. Meanwhile, Bill was still plowing Emily. I smacked her ass for good measure, and she let out a yelp. They both laughed.

I want you on top of me. Grab my wrists.

She does, and I flip her up mid fuck. She liked that. I really wanted her to ride my cock. I wanted to put her tits in my face and I wanted to grab her fat ass. I wanted her cum all over me. I wanted to be dirty with it.

I got the notion from when I was on top of her that she liked clitoral stimulation, so while she was riding me, I kept my left hand on her ass, but moved my right thumb to her clit. And I was right, because about a minute or two later, she came. A fucking lot. I hoped that wasn’t the side of the bed I was going to sleep on.

Leslie tapped out at this point, and I think in the middle of all the fun, Bill came too, as he was off the bed at this point. Emily hadn’t cum yet, and so she wanted to change that as well, and hopped on.

There are a few tricks I’ve learned to getting Emily to cum a bunch. Her left nipple went between my teeth. I alternated grabbing the hair on the back of her head and spanking her. I told her what a dirty slut she was for taking all these dicks. I told her that I wanted to feel her cum roll down my cock onto my balls. I told her to do it. Do it now.

She did.

Her whole body shook in orgasm, and I could feel her legs clench on me. God it felt amazing.

By this time, Bill and Leslie had retreated to the couch and were watching us while playing with each other. Emily and I aren’t really performative, but we do like when there are sexy people watching us. We couldn’t hear what they were saying unfortunately, but in our minds it was the filthiest stuff you could imagine.

At this point I also knew that I had to cum relatively soon, or I’d be taking care of myself with my right hand. Luckily I knew just the thing, and it was Emily on her hands and knees, arching her back, ready to be completely reamed by my cock. I grabbed her wide hips (I do so love them) and slammed into her. First thrust, balls deep. I grunted. She moaned. Bill and Leslie stared.

I knew this wouldn’t take me particularly long if I wanted, and decided that would be best, so I let myself get carried away. I have a thing for eye contact, and the entire time that I fucked Emily from behind, Leslie and I were locked in. And wouldn’t you know it, I went over the edge, and came what felt like an ocean into Emily. I was loud. It was a hotel, there were no neighbors. Sorry not sorry. Fuck it felt good.

And after that we were all pretty spent. I laid down on the bed, and Emily cuddled into me. The room smelled like cum, sweat, latex and exhaustion. This was novel for a moment, but then I realized that we had a private terrace and we should all retreat there, still naked. There were a couple chairs, and we all had a great post orgasmic cooling off period. The open air felt great, and kind of revitalized everybody for a hot minute. We chatted and everybody gushed about what a good time we just had. Bill mentioned that it was nice that for once he wasn’t the biggest guy in the room (see /r/bigdickproblems post). They then packed up their stuff and got out of there, as Leslie had to work in about six hours.

At this point, Emily and I were pretty exhausted, and got the room ready for sleep. I ended up sleeping in the wet spot, which was in a way cold, but in another way kind of appealed to my slutty side that just adores cum.