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I wouldn’t say I have a specific type, but generally hook up with pretty fit and charming guys who have the confidence to make a move on me. Last weekend I wanted to be generous and find a nice guy who was shy and would never hit on me haha 🫣
I found myself going to a local hotel bar that I frequent where I know a lot of conferences occur since it’s a convention center / hotel. I wore a very slutty red dress with lots of cleavage and a silhouette of my full body. I sat down and got a drink, and about twenty minutes later saw a man in his 40s with glasses and messy hair looking over at me. As soon as I noticed he darted his eyes away.
I stood up and walked over and asked if I could sit next to him. He was very nervous but said yes. I struck up conversation and he was extremely awkward, but was nice. We had two drinks and I started being very flirty, touching his leg and batting my eyes. I could tell he wanted me but had no idea what to do. I asked if he was staying at the hotel. He said yes. I asked if I could see his room. He nervously said sure.
We headed up to his room in silence. We walked in and he gave me a little tour which was so odd but endearing haha. Then I asked if I could kiss him and his eyes popped out of his head as he said yes.
We made out, then I pushed him on the bed and pulled his pants down. He was average sized and I started blowing him. He moaned loudly, starting to get into it. I then got on the bed with him and he hungrily took my dress off to reveal my g string and no bra. He played with my boobs and then I told him to eat me out. He was inexperienced but eager. I asked if he had a condom and he said no. I assumed the STI risk here was minimal lol so told him to enter me anyways. He started fucking me missionary and came on my belly within a minute.
We went another two rounds before I left. By the end, he was dirty talking and spanking me gently, building in confidence.
He asked for my number, but I politely declined. Definitely want to do this kind of thing again!
And you didn’t give him your number…?
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- 8 months ago
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