Sabrina is a 28-year-old advertising copywriter who lives in the Annex. “I think that my friends and family would say I’m loyal, kind, and considerate,” she says. “A ‘girl next door’ type.” For fun, Sabrina takes spinning classes, travels, goes dancing with her friends, and tries out different extreme sports. She likes guys who are down-to-earth—regular good guys who aren’t too successful or artsy. After ending a long relationship, Sabrina was set up with Jonathan by a friend.
Jonathan and I had a few nice dates together: dinners, movies, and walks in the park. It was fun, but he never initiated any sexual activity except kissing, so I was getting impatient. On our sixth or seventh date, we went to Reposado on Ossington. Jonathan picked the location because he knew I liked tequila. I was excited to go, but I was expecting this date to be slightly more intimate than our previous dates, if you know what I mean.
We met up at the bar. We had great energy, and no shortage of things to say to each other. Jonathan was really affectionate while we had drinks and snacks, and I decided it was time to seal the deal by inviting him back to my place. I usually wait a while, but I’m human and can only “just hang out” with a guy I’m attracted to for so long.
We continued to drink at my apartment until we got more comfortable and started making out. It was nice, but I was concerned that our sexual chemistry was a bit off. Sometimes it just flows naturally and sometimes it doesn’t, but I was ready to do more. I found myself taking charge with Jonathan, which I don’t normally do. Eventually, we made it into my bedroom. “Finally!” I thought to myself. After a while longer, I decided to head south, as I’m big on giving to my partner.
As I slowly picked up the pace, I felt him flinch a few times. Silently, I gave myself a pat on the back—I took it as a good sign. Then, suddenly, he let out a cry of pain. “You’re hurting me,” he blurted out. It was extremely awkward. I continued to work my supposed magic in a softer way, but the mood was killed. He basically went limp in my mouth, and then told me that he was finished fooling around.
We lay side by side for a bit. To help ease the tension—and hopefully get back in the mood—I began inching closer to him, hoping we could resume making out. He didn’t feel the same way. After a few minutes of kissing, he stopped and pulled me in to snuggle.
It felt completely unnatural to me. Plus, I was horny! We just lay there like that for a few minutes before he said he had to leave. Sex is one area where I have no confidence issues; if he didn’t enjoy it, we were clearly not compatible. On to the next!
Sabrina rates her date (out of 10): 4
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