Every week, The Cut’s ‘Sex Diaries’ column features a new sex and dating story from an anonymous city dweller. This week, a 31-year-old founder in Los Angeles gets ghosted by a famous comedian and teases her submissive about her dates.
Grab my phone to text Famous Comedian, hoping to confirm tonight’s date. We met two weeks ago at a show he headlined. After, I told him how funny he was. As I walked away, his friend yelled that he’s single, so I slid into his DMs later.
I wasn’t sure he’d see it since he has lots of followers, but he replied and asked me out. He later told me he was scouring his messages, hoping I’d write. We’ve only been out once, as he’s still on tour, but he calls me every day and we talk for hours. He asks lots of questions and seems genuinely interested in me.Decide to wait. I’m going to suggest he come over after I go to trivia at Soho House with friends. Typically, I’d go to a restaurant on a second date, but he has limited time to hang on tour, and I’m surprisingly desperate to see him. And excited! Not normal for me.Prepping for a Zoom. I’m the founder of a start-up and work from home. We’re fundraising and finishing our beta. My co-founders are on the East Coast, so I have lots of Zooms early in the day. M. texts asking if I enjoyed the wine he sent this weekend. M. is my sub. We’ve been in an on-again, off-again BDSM relationship for eight years. We’ve never had penetrative sex and never will. He likes to do things for me: drive me to my dates, clean my house and then eat me out, be my bath mat after I shower. Things like that. This weekend, I asked him to send me and my girls a bottle of wine at brunch. He worried he’d pick the wrong one, so he just sent me $100. In a different life, M. and I would be together. He’s smart, successful, and ridiculously handsome, but his needs are way higher than what I can meet. He sees dominatrixes to satisfy what I’m not interested in or willing to do. I’m very sexual, but I can’t be sexual all the time. That’s what M. needs. I’ll never be able to give that to him. Struggling to think about my work call now — I just want to tease M. He asks if I have any dates set up. Tell him I’m seeing Comedian tonight and that I have a third date with a guy in real estate on Wednesday. M. is a cuck and loves to hear about my sex life. If I feel generous, I’ll tell him what Comedian and I get up to. Leave him on read after saying so, knowing he’s fantasizing about me getting fucked by another guy.Call went well! It was with another founder who wants to introduce me to her investors. Send our deck over and hop on another Zoom.Soho House. Finally, Comedian asks when to come over. I’m relieved. I say I’ll text when I leave.Run downstairs to grab him. He’s so hot. I’m immediately turned on and imagining fucking him. Upstairs, he chats with my roommate, and I admire how easy he is to talk to. I suggest we go to my bedroom. We make out. He’s dominant, which is nice. I’m a switch, but recently I’ve been into submission. It’s nice to turn my brain off.He goes down on me. I have lots of mirrors in my bedroom, and he positions me so that I can watch myself get fucked, then picks me up and fucks me with my legs around him while he’s standing up. He asks if I have toys, and I get out my vibrator and use it while he’s inside me. We fuck for over an hour. I come multiple times, but he hasn’t once. It’s late, I’m tired, and it’s clear he’s not going to come tonight. We cuddle, and he says he could see himself falling in love with me. It’s clearly a line, but I have butterflies anyway. He asks to see me again, and I tell him he can take me on a proper date next time. He says he’ll come up with something and let me know. Before he leaves, he mimes a camera with his hands, saying I look perfect and he wants to remember me like this. It’s sweet.Book a sauna, throw on some sweats, and head to my wellness spa. It’s very L.A. of me, but I love it. It’s 15 minutes from my house and like a gym, just with wellness: saunas, cryo, sound baths, float pods, red-light beds — the works. Bring a book for the infrared:Text from Real Estate Guy confirming our date. This will be our third. We met after he messaged me on Instagram. I was concerned he’d show up and not look anything like the few pictures of himself on his account. We went to Jon & Vinny’s. When he arrived, I was floored. He was gorgeous. He’s very tall and has gray hair. He’s 40 but carries himself younger. We were the last people to leave the restaurant, but not before a steamy make-out session. He walked me home and kissed me good night but didn’t come up. He’s going to make me dinner tomorrow.Zoom with my co-founder. There’s a lot of work to do, and figuring out what’s most important feels overwhelming.At therapy talking about guys. I’ve been in therapy for six years and can confidently say it changed my life. We talk about how I’m not sure if I want kids. I’m leaning toward no, but I feel ready for a serious partner. A few sessions ago, I listed five nonnegotiable traits I’m looking for. If a guy checks all five boxes, I’ll go on five dates with him. Today, my therapist wants me to think of five traits that are important to my inner child, not adult me. I love this and can’t wait to figure them out from that perspective. I can tell she doesn’t think Comedian or Real Estate Guy are fulfilling my needs. She’s right.Scramble to get ready. Do hair and makeup and put on a tight black strapless top, flared black jeans, and a sleek boot. Cover my collarbones in so much oil, I’m literally glistening.Arrive at his place later than expected because I grabbed a bottle of wine. He meets me outside. He’s so handsome in an oversize shirt and baggy trousers. He pulls off the hot, artsy look. Inside, it smells wonderful. He set up cheese, crackers, and olives, and he’s making carbonara. He pours me a glass of wine and we chat in the kitchen while he cooks. I’m more physically attracted to him than Comedian, but … we run out of things to talk about. Honestly, he’s boring. We finish dinner, put on a movie, and cuddle. He reaches under my shirt and cups my breasts. Soon, we’re making out, then naked, and I’m begging him to fuck me. He carries me to his bedroom. I love watching him go down on me. He fingers me and makes me squirt — rare. After a lot of teasing, he fucks me, and it’s passionate and rough. He spanks me, pulls my hair, and positions me. At one point, he covers my eyes and mouth so I don’t know what he’s doing next — amazing. He comes in my mouth. After, he gives me a water bottle, we cuddle, and I tell him I need to head home.I’m feeling generous, so text M. that Real Estate Guy came in my mouth and made me squirt. This sends M. into a frenzy, so I call to tell him everything. He pleads with me to let him come and sends a picture of how hard he is. I laugh and tell him he’s pathetic and he can’t come. It’s part of his kink. Crawl into bed satisfied.M. asks if he can come this morning, saying he was a good boy and suffered. I say I’ll let him. He’s grateful.Back-to-back calls with my team. Still haven’t heard from Comedian. I’m a little sad. I’ll file him underMeeting a guy friend for dinner at Yamashiro, a gorgeous, kitschy restaurant with a view of L.A. He just moved back from London, and we’re celebrating. We met on Hinge a year and a half ago. He’s 27. It wasn’t a match, but we’ve stayed friends. As we catch up, I’m not crazy hungry, so we split a spicy tuna on crispy rice, salmon citrus roll, and chicken katsu. He pays, which is very nice.If anyone’s open to casual sex, it’s me. If Comedian been up-front, I’d have been so fine with that. It stings that I fell for the shtick.Frozen pizza and snacks because I don’t feel like cooking. Finally respond to Real Estate with my schedule for next week. Swipe on Raya while watching TV.Meet my friend at an overpriced Brentwood estate sale. A fake Celine bag is $300! My roommate gets two cute mugs.. My best friend invited me. She’s a new mom, and I love meeting some of her mom friends. They’re all so badass — it makes me excited about the future.Valet my car and walk up the driveway into Chateau Marmont for dinner with four girlfriends. I’m wearing a black corset and tight black pants, pieces of my bangs frame my face, and my hair is piled onto my head in a messy bun. I feel sexy and powerful. The air is buzzy, like anything could happen. Once we’re seated, we pick at oysters, tuna tartare, and steak-frites. Nurse a martini and gossip with my friends. An older man is staring at one of my friends. He comes over and asks if the two of us would like to join his friends for a drink. I sharply sayOne of my friend’s boyfriends joins us mid-dinner. When the check comes, he pays for our entire meal. He definitely earned some points.Text with M. and tell him to Uber from Venice to Chateau so he can drive me home in my car.Can’t sleep. M. apologizes, saying he fell asleep. I’m hung-over and annoyed. I tell him to stop texting me.Scroll on my phone for an hour, responding to texts and men in my DMs. I posted a selfie on my Instagram Story from the night before and I’m getting lots of responses. I check to see if Comedian has looked, and he hasn’t. It stings.Walk to a café that I’ve been dying to try and get an iced coffee. Post a photo of it on my Instagram to balance out my sexy pic.Oscars night! Watching the red carpet is so much fun. My roommate and I order sushi. Respond to a few guys on Instagram. One lives in New York but is in L.A. right now. He asks me to dinner. We make a date for Tuesday at the Polo Lounge.Real Estate Guy texts and asks what I think about the Oscars. He knows I was excited about them this year. He’s sweet, but something is missing.Curl up in bed and think about what my inner child needs in a partner. I’m still learning what that is, but I have a feeling there’s a man out there who’ll know how to take care of her.Are Repetto Ballet Shoes Worth It?could come back from this, but “they chose the wrong person. I didn’t think it ever should have been her.”From bartending at the Tunnel to starring in your home-décor Pinterest board, the interior designer and creative director has lived many lives.It’s Time for the ‘Me Too’ Campus Drama to Graduate You'll receive the next newsletter in your inbox.New York
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