Skip to content, or skip to search.

Skip to content, or skip to search.

sex diary

The Nonprofit Worker in Her First Threesome

Once a week, Daily Intel peeks behind doors left slightly ajar. This week, the Nonprofit Worker in Her First Threesome: 25, female, Chinatown, bisexual, in a relationship.

DAY ONE
7:30 a.m.: Get out of bed with BF sleeping in late. Love seeing his morning wood, hate to leave it.
8:30 a.m.: Get to work early. While moving from PR to nonprofit increased the likelihood of working with straight men, it didn't really seem to increase the likelihood of hot co-workers.

10:30 a.m.: Chat with BF online. Tell him how much I liked sex last night. He's practicing being multi-orgasmic and I love to watch his face as he reins it in.
2 p.m.: Search online for burlesque shows. Looking for something with lots of feathers, pasties, and thematic costumes. No luck.
3:30 p.m.: Get message from Julia. She's a past girl hook-up: beautiful breasts and gorgeous naked; my first! We met while I was visiting home and my boyfriend was totally supportive of my exploration with her. Seems that she'll be visiting NYC and needs a place to crash for a night. BF and I immediately plan a threesome (we've wanted one for ages!). Excited, but nervous.
7 p.m.: Get home and watch trashy reality TV. Sometimes I just need to veg out.
9:45 p.m.: BF comes over and we decide the best way to deal with itchy bug bites on my legs is to cover them up with thigh-high socks. Underwear not allowed. Am I a walking American Apparel ad?
10:05 p.m.: Show him how I use my rabbit when he's not around.
10:25 p.m.: Have great sex both missionary and doggy; we've been dating three and half months and have yet to have bad sex. Some people have all the luck. :)
11 p.m.: Post-sex cleanup shower; cuddling in bed and then lights out.

DAY TWO
1:30 p.m.: Slow day at work. Pass the time reading gossip online, and xkcd.com.
3 p.m.: Heard back from Julia about this weekend! She's coming in Sunday; BF and I have planned dinner for the three of us.
4:30 p.m.: Having trouble sitting still at my desk; imagining making out with Julia on my BF's bed.
7 p.m.: Get home and hang out with the roomie. Watch fashion reality TV while drinking beer. Nothing like bitching about bitchy people.
11:15 p.m.: Early bedtime; fall asleep dreaming of a sexy Spanish girl on top of me. Too lazy to do anything about it.

DAY THREE
9 a.m.: Aunt e-mails me that she has two extra VIP tickets to NY Philharmonic! BF is thrilled we don't have to deal with crowds and lumpy lawn seats.
6:15 p.m.: Meet BF after work; grab some pizza, then head into Central Park. Get escorted through all barriers (remind me why I don't do VIP more often? Oh, right ... ) and sit just behind sponsor's section.
9 p.m.: Great music, bad weather. Damn thunderstorm.
9:20 p.m.: Riding the subway back to BF's apartment, soaked. He stands in front of where I sit on the subway. A few suggestive looks is all it takes to make a bulge in his pants. I love that I can get him hard without words.
10:30 p.m.: Back to BF's apartment; wet cloths turn into no clothes which turns into hot sex (with big steel cock ring). Take a fifteen-minute breather and then start in for more. Ice cream in bed tops a great night.

DAY FOUR
10 a.m.: Wake BF up with a blow job. Saturday mornings mean more time to be frisky.
10:20 a.m.: BF has to help his roommate move ... no sex for me. Decide to be athletic (once a week) and go on a run along South Street. It's easy to forget that Manhattan's an island.
11 a.m.: Shower. Decide rabbit won't make me that much more sweaty ... I was wrong.
11:15 a.m.: Shower again.
Noon: Meet friends for brunch. Sometimes I think I look cute ... then I run into five-foot-eleven models with perfect hair. Umpf.
10:30 p.m.: Meet girlfriends at an eighties-cover-band show. Turns into more karaoke than concert. Still tons of fun.
11:15 p.m.: Russell Brand sighting on Bleecker when I make a pizza break. Follow him down the street a block. Not cool enough to not stalk celebrities yet.
2 a.m.: At house party. Old high-school hook-up asks me if I've still got his "V-card" in my wallet. I think he's been waiting all night to use that line.
4:15 a.m.: Order McDonald's fries that I know I'll regret tomorrow.

DAY FIVE
12:30 p.m.: Wake up late, take a shower. Drink about a gallon of apple juice.
3:30 p.m.: Julia calls me; wants to meet up and walk around before dinner. She's not being very flirtatious ... worry about whether I've been reading her right
7 p.m.: Meet BF for dinner with Julia. They seem to get along pretty well. I don't think I would've liked her as much if she weren't so smart.
8:30 p.m.: Hit up hookah bar after dinner, with more wine. Many lingering stares all around. I'm starting to think this might work. I give my BF the death stare to let him know he should be picking up the tab if he wants this to happen. Works.
10 p.m.: BF invites us back to his place. A bottle of wine and some voyeuristic snooping at the neighbors somehow leads to all of us on his bed.
10:10 p.m.: After we all lie close together, I go for it. Get a good reaction, and I keep going because I'm worried if I pause things might stop. We all start kissing. Kiss, rub, finger, lick, grind, moan, fuck. Etc. For an hour.
1 a.m.: I think we all find things we like. My BF falls asleep with a girl on each shoulder. He must be feeling pretty good right now. I know I am.

DAY SIX
8:15 a.m.: Say good-bye to Julia on the way to work. I'm just super excited that we all seem to be happy about what happened the night before.
10:30 a.m.: Talk to BF online all day. We keep retelling what we did in order to make it more real.
4 p.m.: Drinking three cups of coffee in one afternoon is a healthy way to stay awake, right?
6 p.m.: We both head home to our respective apartments. Exhausted.
11 p.m.: Crash in bed.

DAY SEVEN
7:30 a.m.: Getting ready for work and have to consider which pair of underwear to wear as I might get my period. Ugly panties it is.
10 a.m.: Hate that my back faces out to a hallway so I have to monitor what I keep up on my screen. I'm really itching to peruse Babeland online.
3 p.m.: BF sends me a link to a sex club/party that we would have to apply to. It sounds like fun but I'm also not excited about getting rejected. Everyone here seems so exclusive.
7 p.m.: Meet BF for dinner. Recap again. Discuss how to get Julia to visit again.
10:30 p.m.: Stomachache after dinner leads to mild cuddling and a soothing back rub. I'm happy that we don't need sex in order to get along.
11:45 p.m.: Lights out and we continue talking for another half hour. My BF's voice is so soothing; I love listening to him talk as I drift away.

TOTALS: Two acts of masturbation, both with rabbit, one with boyfriend watching; three acts of intercourse, including toys; one amazing threesome.

0