u/badboyy8777

I’ve been married for years, but once upon a time I was a bachelor living alone in a big city. I had been a serial monogamist most of my youth, but by my late 20s I decided to play the game a bit and allow myself to slut around a bit. Tinder and bumble were great providers of similar women. I was always up front about what I was after and although it wasn’t always a match, I had well more than my fair share of fun. And I absolutely loved asking, and hearing them say yes to me pulling my camera out and recording. I’ve deleted a lot over the years, plenty I wished I wouldn’t have, but still a solid library of hook ups. Almost every day I’m either getting off to porn on Reddit, or my own very hot collection of porn. Hoping one day I’ll add some more to that.

Our local NFL team was hosting a Monday night game which brought in travelers for both teams. One group checked in a few days early to check out the city and enjoy themselves. They were excited, loud, and as a fairly laid back guy, I always enjoyed the guests who talked you to like you’d already known each other a while. I also noticed the petite brunette wife of the biggest and loudest guy.

I had a girlfriend. But I still let myself look. And I had fantasies. But I never expected or intended to initiate anything beyond the scope of my job description. Did I know there was a small niche kink revolving around hotels and their staff? Sure I did. But again, never expected anything like that for *me*.

I had a thing for older women. MILFS. Cougars. And I was also very aware of the likelihood (or lack thereof) of that happening. Nonetheless, I looked at her. I looked at her a lot. She was barely 5’ and maybe 120lbs. Brown hair down to her shoulders. Great frame. Great ass. They were there for a few days, and she kept managing to cross my path. Way more than any other member of the group. I noticed.

The night before the game the group had gone out to dinner. It must’ve been a wild dinner, because these folks came back in rough shape. The woman (I’ll call her M) was in the first wave getting back and she nearly needed to be physically carried in. She hung on her friends as I’m aiding them navigate out of the cab and through the heavy hotel doors, and through glossy eyes makes a very obvious comment to me which catches us all a little off guard. Fortunately her friends were immediately privy to the humor of either whatever it was she said, or my own deer-in-the-headlights look. They sweep her away and I’m nearly sweating bullets thinking I may have somehow overstepped and made my gawking at her a bit too obvious. And, maybe there actually *is* a chance this lady has been toying with me.

The guys get back shortly after, with big guy rolling past me pretty quickly, only for me to find out later that he’d gotten word of his wife making a pass at the bellman. Great, I thought. I’ll definitely get some flack about this from my manager. Additionally, that assured me of no more flirting before my shift is over.

The next day was the game, and I knew the group was going out for dinner before the game, and expecting this would be their last day before checking out I imagined it would be a boring shift with them gone to the game until late. I clock in just in time to watch them all climb into cabs and head out for the evening. Suspicion confirmed.

Just as the game is about to kick off, a cab pulls up to the front door, and per the scope of my job, I’m there to open the cab door and see … M. Alone. I was genuinely shocked. She gives me a line about her husband giving her ticket away to another friend that showed up and she wasn’t as interested in going after the night they had before.

She heads off to her room for which I expect might be the last time I see her. Only to be proven wrong again. She comes back down to the hotel bar. There’s no way for her to go from the bar to the rooms without passing through the lobby. She comes back out shortly later and walks directly up to me. She asks if I’d like to go get a drink with her. I’m beside myself. This feels an alternate reality. I try to keep myself together, foolishly saying, “well staff aren’t supposed to get drinks at the bar.” And she replies “how about my room?”

I tell her I’ll have to wait until the end of my shift, but I’d try to make it happen. I legitimately don’t know what to think. Do I cheat on my girlfriend? Do I risk my job? How stupid am I?

Ultimately I decide that as long as I don’t end up in a big scene, I’ll be safe until the game is over. But the way the rail runs on Mondays I knew I didn’t have a huge window before it shut down for the night and I was going to have to come up with an excuse to tell my girlfriend why I needed a ride home.

About twenty minutes before I am to clock out, I take my chance. I get to her room, and she’s relaxing with a few drinks from the bar. The football game is on the TV. And the first few minutes I think neither of us could believe we were both there alone. I have a drink and we start exchanging our thoughts on each other. On what we want to happen. I make it known I don’t have a ton of time to waste, and that escalates our intentions a bit. I tell her I’m ready to go as far as she’ll let me, when she tells me she won’t let me fuck Herr unless her husband could be there to watch. I realize my naïveté to that point, but happily oblige to her request to suck my dick.

She takes it out of my pants and starts enjoying it in her mouth with such passion it makes me so turned on. And although she’s so sexy and doing all the right things, I’m overstimulated and paranoid to the point I have to admit I can’t finish in the time we have left. I am forced to shamefully tuck myself back in and get together to walk out of work. Laughing at myself the entire way home for my underwhelming performance.

A couple of weeks pass by and I am notified of a letter I’ve received upon arriving to work. A handwritten envelope addressed to me. It’s from M. Inside is a thank you, $500 cash, and her phone number. Should I share part two?

Bored husband here with the house to myself for the weekend. There’s a bedroom here that hasn’t seen sex in months, and I’m reminiscing about what a good time feels like. Looking forward to chatting if you’re bored, neglected, married, single, younger, older, intelligent, respectful, and looking for the rush of doing something you shouldn’t 😈

This will probably get mod removed or buried by OF bots but giving it a shot. Married and bored with a dead bedroom and hoping to find a bit of a spark elsewhere. Not going into too much detail here but somewhat hopeful in seeking an intelligent partner that understands the situation and isn’t overly demanding of constant communication and attention that I am not able to provide. I am looking forward to texting and chatting, sharing fantasies, finding opportunities to meet and experience some risk and thrill within our limits. Not interested or seeking a particular age or relationship status as much as a mutual understanding and respect. If you’ve read this far and think we’d be a good fit, send a dm with your favorite restaurant in town so I know you’re a real one 🥴😙