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[M]y ex-girl[f]riend and I are done, so here's a story about the best sex we ever had/our first time with each other | 2016
Names have been changed and this is obviously a throwaway. A bit of a long lead-up, as well, since I describe the situations leading up to it and all the foreplay.
My ex-girlfriend, we'll call her Erin, and I had been best friends about a year or so before this, so this night was about two years ago total. She had just taken her GRE either that day or the day prior and we were having a party to celebrate that it was over and she no longer had that monkey on her back. It wasn't a particularly raucous party and we all dressed up in Halloween-quality graduation caps and gowns, to give you an idea of just how dorky this party was.
About halfway through the party, I have my arm around her and everyone else decides they're going to go on a beer run together. It is, in retrospect, stupidly obvious what they were doing, but at the time I just thought it was really weird that everyone had to go at once. So my friend and I start talking and I eventually admit I have feelings for her. She says "Of course you do," which was what we say when we found out one of us thought the same as the other about a video game or a movie or something.
We started kissing on the couch and, bit-by-bit, getting more in to the situation. She puts both her hands on my chest, which I initially took as a message to back-up a little, until she grabbed my shirt with both hands and pulled me closer on to her. I kissed her neck and nibbled on her earlobe as she writhed and moaned underneath me. She took one of my hands by the wrist and pressed it against her breast and I grabbed on by pure instinct.
I dotted a line of kisses around her neck and collar, undoing the front buttons on her dress and kissing the newly-exposed skin while she let out soft moans of my name. It was here I noticed that her dress was hiked up to expose her panties and our hips were pressed together. I could feel the heat coming from her and she could feel the bulge in my pants rubbing against her. I kissed her hard and suggested we go up the bedroom before we go any further and she very enthusiastically agreed.
We run up the stairs with me behind her and her dress still up, making it the longest run up the stairs I have ever been party to. My instinct said to just take her there, but we agreed on going to the bedroom, so my instinct (read: penis) had to shut up for a few seconds for slightly more rational thought to maintain control.
We got in to a bedroom, closed the door behind us, and she quickly disrobed, standing there in a black bra and striped-blue panties. My shirt and pants were off with a tent that Barnum & Bailey would be jealous of in my boxers. We return to kissing and I lay her down on the bed, dotting kisses along her shoulder and down her arm. She unhooks her bra and holds my head against her chest while I fondle and kiss her breasts, running my tongue around her nipple and clasping it between my lips. She had always told me she gets particular sensitivity from her breasts being played with, so I made sure to focus on them. She also used to tell me that she has never had an orgasm from vaginal sex and did not believe it was possible for her, so I wanted to make sure I gave her one through oral sex.
I pulled off her panties, kissed and licked along her inner-thighs, and ran my tongue along her slit. I started off very gently, barely touching her with my tongue, then barely entering her, then barely licking along her inner-walls before she began bucking her hips up against my face and telling me she's too far gone to be teased. I pressed my tongue against her clit, then voraciously licked her pussy until she was holding my head against her and shaking. Goal one: Accomplished.
She instructed me to take off my boxers and get on top of her. I think I said "Yes, ma'am" and quickly realized how stupidly dorky that was, but thankfully she let it go without comment. She layed back with her legs spread, still glowing from her orgasm, and I put on the condom I kept in my wallet. I climbed on top of her, kissing her, touching her, whispering in to her ear, and finally sliding my cock in to her as she lightly gasped and moaned.
We started off slow, just getting used to this feeling of each other. The initial intensity of just grabbing each other and fucking each other's brains out had faded a little and we were left with our newly-discovered feelings and that revelation enhanced everything. We weren't just having sex to cum, we were having sex because we wanted each other in every sense. Mindful of what she said about not having had an orgasm during vaginal sex, and realizing that she came hard when I was playing with her clit, I positioned myself so I'd be rubbing against her clit with each thrust.
As soon as I did this, her eyes widened and she wrapped her arms behind my neck and pulled me in to a kiss. I took this as a go sign and began thrusting faster and faster and she responded in kind. Before I knew it, our hips were crashing together at a ridiculous speed and she was telling me, warning me, basically, that I absolutely should not ever stop or slow down. My muscles were on fire but I figured it was do-or-die time and grabbed her ass with both hands, lifted it up slightly, and fucked her as hard as I could, making sure her clit was getting proper stimulation the entire time.
She pulled me in to a kiss again as her hips gyrated against me and we both came together. She told me it was the best sex she had ever had and we dated for two years after that. I didn't tell her at the time, but it was the best sex I ever had, too, because I realized it was the first time I had sex with someone I really loved.
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