This is one of my all-time favorite stories.
A week or so after meeting this one woman a few years older than me on Tinder, we went to a basketball game. We were talking all day, every day and it wasn’t just about sex. We had some great, intellectual conversations with some raunchy, dirty, steamy sexting sprinkled in, too.
Before we went to the game, I had a request: a maxi skirt with a thong. We met up at the arena before the game and, sure enough, she was wearing the skirt. I wasn’t sure what was under, though. Our seats were pretty high up and not many people were around us. We watched the game and had a beer. At one point, my arm was laying over her thighs and she was holding on to my arm, kind of snuggling with me. I let my hand drop in between her legs and she slowly spread them to my hand fall deeper. She took off her jean jacket and laid it over her lap. I hiked up her skirt and started rubbing her panties right at her slit. She was getting all wiggly so I knew she liked it and I got more daring. I slid her panties to the side and slid a finger in. She grabbed my arm so hard. But because of the angle, that was all we could do.
After the game, we were worked up. We left the arena looking for somewhere to just sit and make out. We knew a hotel was nearby and went searching for a quiet area, which led us to the pool. It was pretty late by this point and the pool deck was empty, so we went as far away from the doors as possible and sat on two loungers next to each other to make it look like we were talking. I should add that the pool at this hotel was surrounded by office buildings. Yeah, it was at night but if anyone was in their office they had a great vantage point to see us.
Anyways. We found some towels and laid them over our legs because it was legitimately chilly and they acted like a blanket. We started making out and then her hand started slowly working its way up my shorts. I slid over to the edge of the chair and she was able to move my boxer-briefs to fondle my balls and stroke my cock. And, let me tell you, I was throbbing. I told her to hold on and unbuttoned my shorts and took my cock out so it could breath – all while the towel was still draped over us so no one could see. She started to slowly stroke me as we continued having normal conversations, like nothing else was happening.
Then a big family showed up for a late-night swim. One of the dads waved to us and we waved back, but then he went back to his family and never paid us another second of attention. I asked her if we should stop and she whispered “Nope” and then sped up her strokes.
I was reaching the point of no return and we just sat there quietly, looking at each other. She was using one finger to play with my tip and the others glided up and down over my rock-solid cock. I told her I was about to cum and she sped up. I shot my load in her hand and she kept stroking me, which drove me wild. Luckily, we had the towels so we dried off and laid back on our chairs and talked for a few more minutes before heading home.
Source: reddit.com/r/gonewildstories/comments/lro41w/i_m_got_a_hand_job_at_a_hotel_pool