David & Jacob.
Two guys, one fuck.
My name is not Naomi. It’s a nom de plume to protect my identity. Though names have been changed, all the stories in Gen XXX are true. My anonymity means that I rely solely on word of mouth to grow my subscriber base, so if you’re enjoying what you’re reading, I encourage you to share with friends. And if you’re already subscribed, won’t you please consider a paid subscription?
I have sex with the Australian on Saturday. He’s visiting the U.S. on a work trip and we connect via the sex app a few weeks before his arrival. His name is David, and he’s muscular, and cute, and respectful and well-educated. In his profile, he also claims he’s well-hung.
David lands at LAX in the early afternoon then heads to his hotel to freshen up. I tell him to meet me at my house at 4:30pm and to text me when he’s outside. I have a plan for the evening: First, David and I will go on a walk in the park so I can pepper him with questions. Then it’s back to my house to change clothes and then onto dinner.
Our walk takes about 90 minutes. David tells me a little bit about his kids (two teenage boys), his marriage (they’re separated but living together for the time being), his work (he’s an engineer for a company I am not going to name here), and his success rate on the sex app. (He’s been on two dates so far, he says. Melbourne, where he lives, is not very popular with the sex app audience.)
The conversation isn’t totally one-sided. David asks me about my work, and what I do with my day-to-day. The subject of my marriage comes up, and the aftermath of my divorce. He asks me if I ever wanted kids. I tell him the truth. I say that I was never sure.
After our walk we head to my house to change out of our athletic gear. Then it’s onto Saffy’s. The last time I was at Saffy’s was with the French forensic investigator who embarrassed me by threatening to snap a selfie with Trevor Noah. This time there’s another celebrity in attendance: Lebron James. David has just finished asking me whether I see a lot of famous people in LA when I turn around on my bar stool and spot Lebron. He is with a woman and a young girl; his family, I assume.
The food is good, the conversation is fine, and the vibe is positive and vibrating with potential. During dinner, I decide that I want to have sex with David, and it appears that the feeling is mutual.
Back at my house, I take off my shoes and light a candle in front of my fireplace. David approaches me and we make out, standing up, for a few minutes, until I realize that my neighbors might be able to see us through my picture window.
I pull him away from the window.
“Come to my bedroom,” I say, grabbing the candle. He does.
David is not the greatest kisser. A little too much tongue, and it’s fat and limp, which is to say that he’s just sort of sticking it in my mouth without tensing it up or moving it around. I wonder if this is a preview of how he’ll be in bed; I have a theory that how a person kisses is indicative of how they fuck. But I keep thinking about David’s boast in his sex app profile that he’s hung, and I want to see it for myself.
He does not disappoint. I say something flattering to him about it, and he says something in return. Then I go down on him for 5 minutes and we begin to fuck.
Sex with David is a stop-and-start-and-stop-again affair. He has to keep holding himself back so that he doesn’t orgasm.
“Please don’t come yet,” I tell him. “I need this to go on for a while.”
I suspect that this is the first time in a while that David has had sex. After all, he’s only been on the sex app for a couple of weeks and I don’t get the sense that he hooked up with the other women with whom he’d been on dates.
David is a good lover, though not a great one. He’s a little passive. At one point, he asks me what I want him to do to me and I tell him I want him to turn me over and fuck me from behind and spank me.
His spankings are a little weak, and he keeps trying to touch my ass with his finger. Finally, I tell him to stop. I’m not into ass play. At least not with a stranger.
After David finishes, he collapses onto his back.
“I’m going to make myself come now,” I tell him. I remember what Lisa said about me owning my orgasms, and making sure that I prioritize my own pleasure when with a man. Since I can’t come from just penetrative sex, and I don’t always want a man to go down on me when I don’t know him, sometimes I have to take matters into my own hands.
I nestle my body up against David’s and try to make myself orgasm. But I’m feeling self-conscious, and the more self-conscious I get, the harder it is for me to work myself up. Five minutes go by. Then ten. Finally, after about 15-20 minutes I manage to eke one out.
“That took a long time,” I say sheepishly.
“I was asleep for most of it,” David admits. He sits up.
Jet-lag, I guess.
I go get a bathrobe and sit back down on the bed and David and I talk for a bit. I ask him about his sex life with his estranged wife and tell him about the sex party from a few weeks prior. He seems a little scandalized. After 10 or 15 minutes, he initiates a second go-round — I like that he can get hard again so easily. He moves in and out of me for a minute until I say something about loving to suck his cock and then he gets a weird look on his face.
“Did you just come?” I ask.
“I’m sorry,” he says. “I saw an opportunity and I couldn’t hold back.”
I start laughing.
“No harm, no foul,” I say.
He leaves to head back to his hotel about 20 minutes later.
David is the second date I’ve had in as many days, and the second guy I’ve fooled around with. Two days before I meet David, I have a second date — dinner — with Jacob, the guy from Edendale with the flat butt. Turns out his butt isn’t as flat as I thought it might be.
We meet at a Japanese restaurant in Virgil Village. Jacob is there at a table when I arrive, and he stands up to greet me when I enter the restaurant. Classy. I’m happy to see him, and he’s happy to see me. There is a warmth to him that I like, and an openness.
Dinner lasts a little over an hour. Jacob asks me lots of questions, which I like, until I don’t. I get tired of talking about myself and inquire as to how his day went. His expression changes a bit; I can tell he is stressed at his job, and it makes sense. There are a lot of changes taking place, he says, and he’s trying to keep everyone at his workplace happy. There are a lot of changes taking place in his personal life, too; he’s just opened up his marriage, and I can tell that he’s trying to figure out how to navigate that.
After dinner, Jacob walks me to my car and we make out on the sidewalk like teenagers. Jacob runs his hands along the side of my torso and up onto my breasts. I feel a shiver of excitement, and grab him by the upper arms. He’s making little sexy sounds and so am I.
Back at my place, we take off our shoes and, after I give him a little tour of my apartment we arrange ourselves on my couch. I have no intention of taking Jacob into my bedroom. I like him, and I don’t want to have sex with him because, even though I met him on the sex app, it feels like there is the potential for something more, something consistent and intimate. In situations like this, I am not in any rush to get naked.
Jacob and I chat for half an hour before he leans over to kiss me. I don’t remember what we talk about, because all I can think of is how much I want to be in his arms. After we make out a bit, he tries to take off my sweater.
“No,” I say. I unhook my bra and pull it out from under the sweater. “There you go.”
Jacob unbuttons his shirt and I explore his chest, then get on my back and pull him towards me. He lifts up my sweater and sucks on my left breast. After a while, we stop kissing and moving against one another and begin to start talking again. We lie on our sides, facing one another, as we talk. It feels close and warm. He feels close and warm. And I feel a little vulnerable because of it.
Jacob leaves at around 11:30. I’m sad to see him go, and, after he puts his shoes on, he moves towards me to kiss me goodbye.
“I had a great time,” he says. “A really, really great time.”
I move to kiss him again.
“So did I,” I say. I mean it, but inside I’m starting to feel sad. It feels like there’s so much potential, and yet, there’s only so far things can go. And that isn’t very far.
The next day, Jacob texts me to tell me that he’s thinking of me.
“Same,” I say.
“I want to see you again soon, but I don’t know when that will be,” he writes. “Things are complicated.”
That’s one way to put it. Another way to put it is that I’m a glutton for punishment. Isn’t it just like me to get involved with another unavailable guy. Another married man.



