My [F] 22 only one night stand [M] 30’s at a weekend conference

Just figured out how to properly add flair and remembered another relevant hotel story.

So I used to work at a hotel that had quarterly conferences for managers and sales to share info references, brand changes etc. This was my first time going and I was excited to go with the GM. She is my dad’s are with 4 teenage + boys and taught me so many things. In short she is awesome and we get along great. We had landed a new ink supplier ( lots of bill printing, directions, menus and such) and we got a free jumbo bag of M&Ms with each order. Tons of peanut bags for me and a decent discount was awesome! We signed up our new supplier to present at the conference. He was the owner/ president and flew from FL to attend.

We met him the first night and I made a point to include him in the conversations and get to know our new friend! He was about my height 5’5 in good shape with short blonde hair and blue eyes. I’m naturally outgoing and having fun mingling with the group of people who have hospitality as a career. I’d heard crazy stories from these events in the past as the group is a bunch of drinkers.

This is close to 10 years ago now so my timeline is fuzzy. Friday night there is only dinner on the agenda. The group is shuttled out to a restaurant and the group completely takes over the bar area once dinner is over. Always a second tab for expense reports ? I had sat next to my new friend during dinner, let’s call him Greg. There was a bit of tension, we talked about things we like, participating in the group convo when possible. I was caught up with my phone and trying to convince the regular guest from my hotel to come see me this weekend since it was near him. Let’s call him Jeff and we had fucked secretly once a month or so ago.

The next day we have our boring work stuff, Greg did his presentation and we were done around 4/5 with happy hour for the group to start off our evening. We were going to a fancy dinner and I had plans to meet up with Jeff, our regular guest, at a bar afterwards. I got all dressed up and sent him a picture for anticipation. My boss knew we were planning on meeting him later. Well he chickened out and we drunkenly called him from the bar to tell him the fun he was missing. She had no idea I had hooked up with him once and that was my intention that night. Oh well, we wrapped up there and shuttled back. I’m buzzed and like making friends so I’m chatting up the cool driver and he tells us we have a bad seed in our conference group. We figure out it’s our supplier Greg who was trying and failing to get laid with some of the other girls on his way back earlier.

When we walked into the lobby there was the leftover beer and wine and a dozen from our group at a large table. We joined in and Greg was there trying and failing still to pick up the pretty ones in sales. We were a little loud and rowdy but it was the slow season and being hosted there so we had no flack from staff. Greg and I ended up sitting next to each other and I think we were playing drinking games. Well my boss called it quits and went to her room and without her there and the alcohol flowing I was in for a long night. Greg and I continued flirting and being touchy. Some others had retired and a few more joined as they came back in groups. Greg kept inching his chair closer to mine and soon our sides were touching.

He got bolder and would linger his arm on my leg, then lightly gliding his hand up and down my thigh. Sometimes changing to my back, side and back to my thigh getting closer and closer to my pussy. We were seated at a high top table and hopefully was somewhat discreet to the group. I was already worked up from my previous plan backfiring and the drinks didn’t help. I knew I shouldn’t be doing anything with him, but his touch felt so good. He grabbed my hand and placed it on top of his crotch for me to feel how hard he was. It wasn’t long after that I put my number in his phone, excused myself from the group and headed to my room with my heart pounding. I texted him my room number and THANKFULLY I was on a separate floor from my boss. He got to my door maybe 10 minutes later with more wine for us.

We were all over each other and immediately moved to the bed. He was very determined to fuck and overall more forceful than I was used to. It wasn’t anything over the top, just surprising how he would toss me around the bed to change positions. He had an average sized cock however, it was the thickest I had seen. I can’t recall if I had any trouble taking it all in my mouth but I did take breaks to sip down my wine. He stopped me and returned the favor by teasing and licking my clit. He stayed and continued to bury his face until I came. He laid back and I rode him for a while until he threw me down and climbed on top of me. He thrusted so quickly and vigorously until he came inside of me. He got up still rock hard and asked me to come shower with him. At this point I’m properly drunk and follow his lead. He got in before me and started washing the sex off. I joined him and he started washing me while pressing his cock into me. We weren’t a compatible hight to continue in the shower so we shortly made our way back to the bed still soaking wet.

This night lasted for at least another hour or so after that. He stayed passed out in my bed and I was a hot mess the next morning. We had 1/2 a days worth of agenda left and Greg decided to skip since he was tired, likely hungover and already presented. He went back to his room which come to find out had an adjoining door with my boss. He asked me to bring him some coffee and I slipped away during a break and when I got to his room he met me still naked and horny. We made out and I stroked his cock while realizing now why he didn’t just get it himself. I didn’t have much time so I had to leave him that way. He kept texting me to come back to his room while I pretended to be interested in what was being presented. I eventually asked my boss if I could go get some of her Tylenol for my headache and sneaked into his room from the adjoining door to kiss and stroke Greg for a few more minutes.

I never saw him again after that weekend, we got a new supplier and I mostly forget about this slutty weekend and my only one night stand.

Thanks to anyone who made it this far! It was quite long and I may not be the best at describing the erotic details. Alas, those days are behind me and I’m happily married now! ?

Source: reddit.com/r/gonewildstories/comments/khala2/my_f_22_only_one_night_stand_m_30s_at_a_weekend

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