sex diaries

The Lesbian Law-Firm Intern Hooking Up With Her Co-worker

Once a week, Daily Intel takes a peek behind doors left slightly ajar. This week, the Lesbian Law Firm Intern Hooking Up With Her Co-worker: Female, 26, Hell’s Kitchen, law student and law-firm summer intern, lesbian, single.


8:30 p.m. Blondie is at a happy hour in my neighborhood, so I stop by on my way home. We have hung out a few times, but I haven’t been making any moves. She’s the first person I’ve met since reactivating my OkCupid account for the summer. She is insanely pretty; maybe I’m a little intimidated.

9:30 p.m. We get frozen yogurt at Pinkberry and wander around, ending up sitting on my stoop.

10:30 p.m. We are still chatting and laughing on the stoop and switch from fro-yo to beer. I love people-watching in New York City. We make up stories about the interesting characters walking by.

11 p.m. We both have to get up for work tomorrow, and she has a long commute home. I kiss her good-bye. It’s our first kiss, and it’s very sweet. This whole evening feels like a scene from a Woody Allen movie.  


11 a.m. Sitting at work, texting with Long Distance Girl (LDG). We have been having sex for a few months but are now working in distant cities for the summer (she’s in Texas). It started out as a great no-strings-attached, friends-with-benefits situation. Now I’m pretty smitten, though. I usually don’t let that happen. My friends have been teasing me relentlessly about falling for someone who is as emotionally unavailable as I usually am.

3 p.m. Exchange a few cute texts with Blondie. We will see each other again sometime next weekend, when she gets back from vacation.


3 p.m. Late lunch with a co-worker, sharing a bottle of wine. Being a summer intern at a law firm is an exercise in gluttony and high-functioning alcoholism.

5 p.m. Caught in a torrential downpour on my way back in to the office. I am soaked to the bone and decide not to go back in. Send a few work e-mails from my phone and head home instead.

6 p.m. I need to change into dry clothes to meet Brunette for drinks, but am having a mini-dilemma about putting on casual clothes since we were supposed to be meeting after work. Whatever, jeans it is.

7 p.m. Brunette and I meet at Therapy, a gay bar in my neighborhood. We are the only women in here, and I am still a little tipsy from lunch. We met last week and had fun chemistry. I am trying to get my head in the game, instead of being hung up on LDG.

8 p.m. Another round? Sure!

9 p.m. We leave the bar, and I just start walking toward my place, assuming she will follow. She does.

9:25 p.m. I am on top of her on my couch. I throw her gauzy top on the floor. I make a path with my mouth down her neck and chest. She has great breasts.

9:27 p.m. I’m already caught up in my head about this. Why am I not more into it? She’s making all of these sexy noises and writhing all over the place underneath me. Normally this would be insanely hot. Am I too into LDG? A random hookup will be good for me, so I keep going.

9:40 p.m. After more making out and clothing removal, I suggest transitioning to the bedroom where there is air-conditioning. “I have AC” is the pickup line of the summer.

9:45 p.m. I unbutton her jeans and slide my hand in. She is already wet. We both take her pants the rest of the way off and mine, too. I alternate between rubbing her clit and fingering her until she comes. She immediately starts reaching for me, tracing her fingers over my clit. She pulls back, though, and says she wants to watch me. I rub my own clit until I’m 75 percent there and then bring her hand in to finish.

10:15 p.m. I get up, put on some clothes, and sit on the opposite side of the bed. She takes the hint and gets dressed, too. I kiss her good-bye and tell her to text me when she gets home safe. She does.

10:45 p.m. I Gchat one of my best friends to tell her about what just happened with Brunette. She says I probably wasn’t into it because I just wasn’t that into Brunette and that it didn’t have anything to do with LDG. I don’t know if she even believes that, but it’s nice of her to say.


9:45 a.m. Give my office mate an abbreviated recap of my evening. I worry that she judges my sexual dalliances.

1:15 p.m. I am so busy preparing for a hearing tomorrow. Barely time for a quick lunch.

8:30 p.m. At home, giving the date recap to my roommates. I’m debating whether I should contact her again. My roommates both think I shouldn’t since I wasn’t that into it. They say that it would just lead her on. I’m undecided, wondering if round two would be better. I also feel guilty about her feeling used. My roommates are both straight men in their early twenties. A lot of this kind of thing happens in our apartment.


8:30 a.m. In the office early, preparing for the hearing today.

3:50 p.m. Finally back in the office. I am famished from missing lunch, and everyone is leaving early for happy hour.

4:30 p.m. Trying to discreetly scarf down appetizers so I’m not embarrassingly wasted in two drinks. One of my co-workers is telling me about her romance troubles. She has recently gotten entangled in her first lady-on-lady relationship and it has been predictably drama-filled. Co-worker has been confiding in me about it for weeks now. I think she feels like she can’t talk to anyone about it since she’s not really out to many people about the relationship.

6:30 p.m. Share a cigarette with Co-worker while a group of us walk to the next bar. She’s giving me eyes.

8:30 p.m. Co-worker convinces me to come back to Brooklyn with her to a friend’s party. She puts her arm around me in the cab. I put my hand between her legs and slide it up her skirt. I do it because she had been flirting with me, but I’m not really committed to hooking up with her.

10 p.m. The party is low-key, and I am chatting with Co-worker’s law-school classmate friends. I’m getting bored and tired, so I decide to head out. I find Co-worker to say good-bye. She’s sitting on the floor in a corner with a guy, not clear if they are friends or more. When I tell her I’m leaving, she gets up and says she’s going with me.

10:03 p.m. In a cab back to her place nearby. Guy she left on the floor is already sending her sad-face text messages.

10:20 p.m. She is totally naked, and I’m still basically fully clothed. Her bedroom is not air-conditioned. I’m kissing her hard and running my hands up and down her thin and delicate frame. I slide two fingers in her, then three. I can tell that I could fist her, if she would let me. I keep my fingers moving in her, shimmy down and also start licking her clit. She doesn’t touch me; I wasn’t expecting her to, so I’m fine with that.

11:10 p.m. She wants me to stay the night. I know that will just make things more awkward later. She comes outside in just her underwear to kiss me good-bye on the stoop.

11:20 p.m. I hail a cab back to Manhattan, and the driver immediately compliments my hair. I get self-conscious that he can smell sex on me. He doesn’t try to continue the conversation, though, and I settle back in the seat to sext with LDG the whole ride home. She won’t always play along with me when I send her suggestive texts, but this time she does. It makes it extra hot that she doesn’t know what I was just doing (we have agreed not to ask about each other’s summer sexcapades while we are apart). That also just makes me miss her, though. I don’t want to be having all of these feelings.


6:45 a.m. So hung-over and so unhappy to be awake. I always wake up ungodly early when I drink too much. Pound some water and Advil and go back to sleep. Thank goodness I don’t have to work today.

9:30 a.m. Wake up again, still somewhat hung-over. An orgasm sounds like a good revitalizer. Pull out my Lelo vibrator and come within a few minutes. Already feeling better.

1:30 p.m. Drag myself out of the apartment to get soul food with one of my roommates.

4 p.m. Realize that I still haven’t texted Brunette. I guess I’m following the guys’ advice.


10:30 a.m. I am stressing out that things are going to be awkward with Co-worker. A big group of us have lunch plans today, so I will see her soon.

12:30 p.m. The lunch group is assembled. Co-worker is giving me knowing eyes, but otherwise things seem okay. We are making regular small talk. What a relief. Fingers crossed that normal interaction can continue.

6:30 p.m. Talk on the phone with LDG. We share some work stories, but mostly just joke around and tease each other. I’m having such a fun summer, but also can’t wait to see her again.

9 p.m. Watch an episode of Lip Service. A friend is trying to get me hooked on this Scottish lesbian drama TV series. It’s trashy and silly, but we have to take what we can get in terms of media representation.

11:30 p.m. Get a drunken “I like you”-type text message from one of my roommates. I hope this doesn’t make things awkward around the apartment. I don’t reply.

TOTALS: One sweet goodnight kiss; one mostly self-induced orgasm; one co-worker hookup; one sexting session; one entirely self-induced orgasm; one heterosexual liking confession.

Lesbian Law-Firm Intern Sex Diary