Sex Diary: Repeat Romps With A Not-Quite-Boyfriend

Introducing the first Frisky “Sex Diary,” in which an anonymous person shares the details of her sex life over the course of a few days. Sometimes these entries will be racy and filled with revealing romps, while other times there will be nary a naked moment in sight. Some of these diarists will be frequent contributors. Want to share a page from your sex diary? Email diary@thefrisky.com. All entries will be anonymous.

DIARIST: Female writer in her late 20s who lives in New York. Has been dating someone exclusively for two months.

THURSDAY NIGHT/FRIDAY MORNING: Have not seen Not Quite Boyfriend (NQB) since Monday morning, when we had sex right before we both left for work.

9:30 pm: I’ve met him at a music venue where his band is playing at 11:30 pm. After having a couple beers at the bar and smooching a bit (we’re not afraid of a little PDA in front of strangers), we go backstage. We entertain the notion of going in to the bathroom for a quickie, but as soon as we walk in, we can hear someone shuffling outside, waiting to use the loo when we’re done. NQB leaves, I pee, and then rejoin him to watch the show.

12 am (technically Friday morning): His band finally goes on, 30 minutes late. Even though the music itself isn’t my usual fare (it’s still good though), watching him is an insane turn-on. I feel a weird mix of horny and proud. I want to shout, “That’s my man!” but resist the urge to look like a crazy person.

2 am: We’re headed back to my place in a cab. I’ve unzipped his jeans and am giving NQB a little rub down while we make out. I suppose the cab driver must have an idea of what we’re doing, but I’m sure he’s seen worse. NQB undoes my jeans and puts his hands down my pants too. Why is there so much traffic at 2am?!

2:30 am: Despite being ready for a romp, we pop in a carton of frozen mac ‘n’ cheese and sit down to watch “The Office” as soon as we walk in. We finish the food, but not the episode. NQB goes down on me for a little while, before we have sex, first on the couch, with him on top and then from behind. My favorite.

NQB has voiced a little concern that, in the time we’ve been together, I’ve never come during sex and only once when he went down on me. The thing is, the sex is seriously awesome and I love every second of it, to the point where I want it, um, all the time. But orgasming with a partner has always been hard for me and the only person who I have ever come with was with my last serious relationship. I think I was able to with him because we were in love and I felt emotionally safe. NQB and I haven’t quite reached that point yet, though I’m getting close. I don’t want him to feel like I’m not having fun though.

3:30 am: Something tells me he’s not feeling insecure tonight, because we have sex two more times—to fruition!—before finally going to bed. This isn’t the first time we’ve had sex multiple times in one, er, sitting. Our record is five times. I seriously cannot keep my hands off him.

8 am: S**t! Forgot to set alarm, but cannot be late for work today! Managed to squeeze in a morning quickie before hopping in the shower. NQB is a sweetheart and walks my dog for me.

SATURDAY NIGHT: Halloween!

8 pm: Got to NQB’s apartment to get ready for the evening’s festivities. Was hoping to have a quick romp, but his friend is there. We have some sweet smooches in the bedroom though. He looks cute in his glasses.

SUNDAY:

10 am: Daylight savings time has messed up my dog’s schedule so I’m up a little earlier than I normally would be the morning after a debaucherous Halloween night that didn’t end until 4 am. We didn’t have sex last night—not since Friday morning actually—so he’s rarin’ to go, despite the hangover. I love morning sex. It feels so leisurely. Sunday is my favorite day of the week.

12 pm: Had a great brunch and talked a little bit about the whole lack of a label for what’s going on between us. The night before he introduced me to his friends as “my lady friend,” which I thought was sort of hilarious. I eventually conclude that for all intents and purposes we’re, you know, boyfriend/girlfriend, but it still feels sort of early to say. I tend to do things backward—fall in love first, declare relationships second.

4 pm: Laid around watching movies/TV and reading magazines on the couch. Had amazzzzzing sex twice, one after the other, in the mid-afternoon. Damn, he’s fun. We’re getting closer and thus I’m getting closer. Yay!