This story happened on a business trip last spring. I work in the tourism/travel industry and attended a long-standing conference for the first time this year. I went with several members of my company most of which had attended for many years.

The conference was normal, learned some things, done panels were boring, others were insightful. But I was mainly tagging along for the free stay at a swanky resort and all expenses covered by work.

Among the attendees from my company was a sales exec, let’s call her K. K was known to be a bit of a bitch in her leadership style but brought good money into the company. She’s in her 50s, brunette, shorter, not a stand out MILF by any means but pretty and I have a soft spot for older women. She was recently divorced and I hadn’t interacted with her much.

The whole conference had almost a swingers vibe. All these execs and agents who party with each other every year at the event. The final night there was a retro 80s party. There were lots of sexy women so I wore a colorful button up, undone to show off my chest hair and pecs, and a gold chain. I was looking good if I say so myself. The party was awesome, drinks were flowing (for free) and there was a rocking 80s cover band.

I ended up dancing with the group from my company and K was there, energetic and tipsy on the dance floor. I hadn’t interacted with her much but when she saw me, chest hair out, young guy dancing with my hips, I could tell she was instantly attracted to me. She started touching my arms and chest, we were singing songs together just having fun. She introduced me to a few other old timers of the conference and was clearly stoked on my presence.

Fast forward to the end of the party, there was an after party just a short walk away at a bar. I bumped into K as we started to walk there and she was complimenting my dancing which I gladly returned in a flirtatious way, saying I was just trying to keep up with her. I asked her if she was going to the after party and she looked at me with puppydog eyes and said not sure, I could tell she wanted me to make a move and I was buzzed so I did. “I was thinking we could have our own after party” I said. She was shook, her mouth opened as she looked at me then she quickly gathered herself. “Oh yeah” she said, “what kind of after party?” “ the kind with just me and you, back at the hotel” “ I like that idea” she said. Game on.

We quickly diverted from the flow of people walking to the after party and jumped back on the hotel shuttle. We had to play it cool cause the shuttle was packed with people she knew. Once back to the hotel she told me her room number and told me to come knock in 10 minutes, longest 10 minutes of my life.

When I knocked, she cracked the door and pulled me in. Immediately she pressed herself against me and there was no small talk. We were already battling tongues by the time the door closed and u began to feel her up. She had put on a sexy bra and panties, and started to pull my clothes off. “I need this so bad” was the only words she said as her hands moved down and she started to unzip my pants. Moments later my cock flipped out and she was stunned. I’m rather big, see my profile for proof, and her jaw dropped to the floor. “You like that?” I asked. “I fucking love it” she said grasping it with both hands. “It’s all yours” I said and she looked at me with the innocence and shock that usually happens when ladies see me for the first time. I fucking love it.

We proceeded to fuck until the sun came up. Her pent up divorced energy paired with a 27 year old cock that could go all night was an insane combo. She sucked me so good, I ate her pussy, came inside her, in her tits, and in her mouth. She was such a slut for me and had tons of experience to show off. It was one of the best nights I’ve ever had, and I’m sure she’d say the same. I tried to fuck her ass which she really wanted, but I’m too big and by then I wasn’t as hard as I could be after multiple rounds and the drinking from before.

We didn’t sleep at all, and we both had to take a full shuttle to the airport at 9am with all of our coworkers. It was awkward for sure, we sat far away and her close work friend was asking “where did you get off to last night” in a way that insinuated she knew she had gotten lucky, just not who with.

Since this, we have fucked two more times at work, once in her office and once in the bathroom. Thank god we don’t work directly together because the sexual tension between us insane. I’ll share those follow up fucks I another story sometime.