We’ve asked over 700 people and counting to open up their bedrooms (and wherever else they’re having sex) to us for our ever-popular “Sex Diaries” column. Every week, an anonymous city dweller divulges to writer Alyssa Shelasky — who has helmed the column since 2015 — every date, horny text, and orgasm (or lack thereof) to comic, tragic, often sexy, and always revealing results. These are the diaries (ranked in order from tamest to wildest) that blew up our group texts, inspired an internet conspiracy or two, and still make us blush all these years later. |
|
|
For the best reading experience on your iPhone, enjoy these most-read stories on our new App. Download today. |
|
|
The 69 Best Sex Diaries of All Time |
Photo-Illustration: Marylu E. Herrera |
5 p.m. We make plans for him to come over soon. “What about tonight?” he asks. Even though I’m horny, I hesitate, thinking about the fact that I’ve had guys over the past two nights. But then realize I’m slut-shaming myself. “Sure!” |
8:30 a.m. R we still meeting, the text reads. It’s my … well, not exactly sugar daddy. T is very religious and thankfully can’t consummate our “relationship.” He’s recently divorced and I predictably met him at the club. Sometimes he takes me shopping, pays for dental visits, and meets me at velvet-booth restaurants where I order diver scallops and glasses of $40 Riesling. Tonight I need money — a lot of it. Between manic spending sprees and slow nights at the club, I woke up to a low-balance notification. |
7:30 a.m. My morning text from Leslie is more sexual than normal. She’s feeling horny. Over the last eight months, she’s gotten to know my likes and dislikes and I hers. We like to play, and sexting has become part of our routine; she says something to get my motor running … we have dominant/submissive roles. She enjoys when I tell her I will spank her when we’re together, and she knows I love when she responds, “Yes, my master.” I always had this type of fantasy, but was never able to actually fulfill it; as Leslie and I started communicating, it came to light more and more. |
10 p.m. We go to my place because it happens to be about three blocks closer. We open the door to my apartment and fortunately feel drunk enough to start going at it. She’s an animal! She starts talking dirty right away. She wants to sit on my face. She wants me to bite her nipples. I’m actually struggling to keep up with her demands, but I can’t complain. |
12:45 p.m. Lizzie is coming over tonight. Almost all my dates happen at home — babysitters are expensive. Home dates mean a lot of fooling around in my bedroom. Which, fortunately, is on the opposite end of the apartment from my son. So far, it’s not an issue. I get the tingles (there’s really no other way to put it) when she texts me. |
|
|
More Sex & Relationships From the Cut |
|
|
“I definitely go back to him whenever I need an ego boost.” |
| There’s no ghosting these attention-demanding messages. |
|
|
“I thought about sex all the time and literally had to carry around my vibrator.” |
| Why do we cheat? These movies, from The First Wives Club to Challengers, might answer the age-old question. |
|
|
https://link.nymag.com/oc/56fef2e2487ccdd51a8b983cmpul1.4v1/bd7386d4 |
Vox Media, LLC
1701 Rhode Island Ave NW, Washington, DC 20036
Copyright © 2025, All rights reserved |
https://link.nymag.com/oc/56fef2e2487ccdd51a8b983cmpul1.4v1/bd7386d4 |
|
|
|
