The Anal Creampie Hookup I'll Never Forget

I’ve never told anyone this, not even my closest friends, but years later it still feels like the dirtiest, hottest thing I’ve ever done.

We’d been texting for maybe six or seven days. It started innocent enough—favorite movies, what we did for work—but it turned filthy fast. By day four we were trading nudes and voice notes that left nothing to the imagination. So we picked a bar roughly halfway between our towns and agreed: no pressure, just see if the vibe was real in person.

An hour in, we’re already making out in the corner booth like teenagers. Hands everywhere, her whispering exactly what she wanted to do to me. We barely finished our second drinks before I’m paying the tab and we’re in my car headed to my place.

The second the front door closes I scoop her up, carry her down the hall while she’s laughing and squealing, giving her ass a few playful smacks that make her moan into my neck. I drop her on her feet in the bedroom and she immediately disappears into my bathroom.

Thirty seconds later she walks out completely naked, hair down, eyes locked on me. No hesitation—she drops to her knees, pulls me out, and starts sucking me like she’s been starving for it. I’m losing my mind. After a minute I pull her up, spin her around, bend her over the edge of the bed and slide into her from behind. She’s soaked. I’m pounding her hard, one hand on her hip, the other thumb circling her asshole, just testing. She pushes back against it, moaning louder every time I press.

Then she looks over her shoulder, hair in her face, voice all breathy and wrecked:

“Wanna put it in my ass?”

I literally froze for half a second. “God yes.”

I practically sprint to the bathroom, grab the lube, come back, drizzle it over her, work a finger in first, then two. She’s begging by that point. I line up, go slow at the start, then deeper once she relaxes. She’s loud—really loud—and I can’t hold back. Maybe five minutes later I’m buried all the way and I cum hard inside her ass while she’s shaking and gripping the sheets.

We collapsed on the bed, both panting, laughing a little at how insane it was. I barely knew her last name and I’d just anal-creampied her less than two hours after meeting in person.

We actually dated for almost eight months after that. Good months too. But that first night… that’s still the one that replays in my head when I’m alone sometimes.