SexDiaries: 'We get to Fort Tilden; I take the plunge and go topless. He doesn’t mind, but I do wish he were a tad jealous! But he doesn’t flinch and I hope he likes when other people look at me.'
Photo-Illustration: James Gallagher This week, a woman gets jealous that her friend with benefits is seeing other people: 40, single, Brooklyn.7 a.m. My alarm goes off and I hit snooze. I’m too cozy in Freddy’s arms. He’s six-two, a Scorpio, and plays the drums; any of those alone would make me wet. He’s the first man I’ve ever met who asks me to be the big spoon. This morning I press my bare breasts against his warm, wide back. He’s still sleeping, but I find myself gently gyrating against him.
5:30 p.m. Finally, off the clock! I switch into some yoga pants to meet an old colleague for a walk in Prospect Park. I tell him about last week’s date with another hot musician. He went down on me on our second night together. I had an amazing orgasm but didn’t want to reciprocate and got ghosted. 7 p.m. He’s very complimentary of my body, but he’s looking for a relationship and struggles with NYC dating, saying all women are “on edge.” I can’t say he’s wrong.DAY THREE
As we work on his LinkedIn profile, out of nowhere a pair of beautiful round breasts pops up on his iPad screen. My heart drops into the bowels of my stomach. I’m high, so I overreact. I try not to be dramatic and maintain my cool, but … 7 p.m. Christopher arrives at my apartment, we get stoned, take edibles, and go for a run in Prospect Park. It is magical. We hang out on my deck a bit and he meets some close friends over a weekly Zoom call. When he leaves I peck him on the lips. I’m pretty sure I don’t want to hook up with him again. I’m just kind of over it. He tells me that if we aren’t going to “date” he needs to make time for other women. I get it, I’ve broken enough hearts in my day and don’t want to hurt him.
11:15 p.m. As soon as I get into bed I get a text: Freddy’s in for the beach tomorrow, but it would be a lot easier if I was at his place. Turns out he got stuck in the rain and lost track of time — I still assume he was on a date but I don’t know for sure. Usually he picks me up in his sexy sports car, but I desperately Uber over.12 p.m. We get to Fort Tilden; I take the plunge and go topless.
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