I was traveling for work, and none too thrilled about it. But my cousin lived in the city, so I was excited to visit her. She told me about her friend – “you should talk to her, she knows the city better than I do, she can show you around.” Anything was better than sitting in the hotel and watching whatever was on TV. I texted her, and we made plans to go to a bar. It wasn’t clear if it was a date, and I was fine with it either way. I was happy to spend time talking and drinking, and I didn’t want to get my hopes up.
She picked me up. I didn’t have a rental car or anything. And she was hot. Brown eyes and blonde hair, which is a combination that always seems to get me. She was wearing tight jeans and a white tank top. And a red thong, but I wouldn’t find that out until later.
We got to the bar, and conversation was flowing easily. She liked her job. I complimented her tattoos. We ordered a second round, and I still wasn’t sure if it was a date. I didn’t want to be presumptuous – so many guys think that anyone that shows human decency wants to fuck, and I try to be different. But by the time we ordered the third round on a Monday night, even I could tell something was up. The conversation got more flirty, and we got more touchy. In the car on the way back, I invited her to my hotel room. She said yes.
We started making out in the elevator. She was a really good kisser. She knew exactly how to pull me in with her hands and move me around with her lips. How to use her tongue in a way that was somehow both gentle and forceful. We got to the room, and some combination of the beers and my arousal obscures my memory. The next thing I remember we were on the bed. Both our pants were off. She was straddling me in that red thong. My dick was pressed against her pussy through our underwear.
She chose this moment to start being coy. “I don’t know if I want to have sex tonight.” She must have just been teasing me.
“Ok, that’s fine, whatever you want. Can you just grind on me a little bit?” I said, nearly pleading.
“But you’ll get blue balls.”
“That’s not a thing.”
“What?”
“That’s never happened to me – please, just grind on me a little bit.”
She slides her pussy up and down my shaft, slowly. “Better?” She asks, trying to sound sexy.
“Y-yes” I gasp out. I wanted her so badly, but I didn’t want to press the issue in case she wasn’t just teasing me.
“We’re not having sex if you don’t have condoms” she said, giving me a suspicious stare. But I had some, there are always some kicking around in the bottom of my bag. We made out with her grinding on top of me, and finally she whispered in my ear: “fuck me.”
I was so ready, but I love eating pussy, and didn’t want to miss a chance.
“I want to go down on you.”
“I won’t say no.” She said with a smirk.
I pulled off her thong, and she took off her shirt. I could see that she was ready to go – she was dripping. I started with my tongue, just softly on her lips. She raised her hips up to meet my mouth, clearly eager. I planted my mouth around her clit, and stroked it with my tongue and lower lip. She let out a long moan. “Finger me while you do that” she demanded and pleaded at the same time.
I wet a finger in my mouth and slid it all the way inside her in one motion. She groaned with pleasure. “More” was all she could say. I slid my hand out, wet another finger, and slid both back inside her. “Ohhhh yes” she moaned. I kept my fingers still, focusing on her clit, letting her anticipation build even more. Then I slowly stroked her from the inside, up toward her stomach. She let out a gasp that turned into a long moan, then another gasp as I curled my fingers up again. I continued fingering her and licking her clit for a few minutes. Her breathing and moaning was getting louder.
“Fuck me, please fuck me.” I jumped up, fumbled in my bag for a condom, and frantically tore it open. I put in on. Then I climbed on top of her and lined myself up against her entrance. We were looking into each other’s eyes as I slid inside her, expressions of pure desire on both of our faces. We moaned in unison. I started slowly, imagining she needed some time to get comfortable. “Deeper” she gasped. I guess not. I raised my hips and brought them down on her harder, our bodies clapping together.
“You feel…SO good” I managed to mutter between breaths. “So do you” she sighed back into my ear. I reached down for her hands, grabbing her wrists. I raised them up over her head and held her down, increasing the pace and force.
“Don’t stop” she moaned. “Oh, please don’t stop, I’m gonna cum.” Oh fuck. Ohh fuck. I was getting close too, and I couldn’t hold back my orgasm much longer. I tightened my grip on her wrists, hoping that would put her over the edge before me. I tried to clear my mind, to think about anything else but the way her pussy felt around my cock. Unsuccessfully. I could feel my orgasm starting. I squeezed my pelvic floor to try and buy myself a few seconds, but that was all I could do. Buy myself a few seconds. I came, pulsing and shuddering, and she cried out. I throbbed inside her for a few more moments, both of us gasping. When my orgasm subsided, I collapsed next to her on the bed.
“Did you cum?” I asked sheepishly.
“No, but it’s ok, I’m exhausted.” Then, reading the disappointment on my face, she added “But I think it’s really hot when guys can’t contain themselves. Don’t worry, I enjoyed it.” She kissed me on the cheek. “Let’s get to sleep.” She had to be up for work in 4 hours. I cleaned myself up, and we promptly fell asleep.
Her alarm woke us both up. I offered to walk her to her car but she said no, I should stay in bed. We kissed goodbye, and she told me to let her know next time I was in town. I went back to sleep for two more hours, then sat through a day of meetings, exhausted but still glowing. I didn’t know that having a one night stand in my work hotel was on my bucket list, but I decided to add it retroactively.
Source: reddit.com/r/gonewildstories/comments/11ssfha/set_up_on_a_business_trip_mf
Your cousin wins match maker of the year. How long ago was this and did you see her again?