What’s your gender? Man
How old are you? 30
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Ohio
Highest education received: College degree (eg., BA, BS)
What’s your occupation? Accounts Management
What’s your current relationship status? Dating casually
Religious affiliation: Christian
How religious are you? A little
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? >30
How many hookup stories have you here posted before? 0
Fun With Co-Worker
How long ago did this hookup happen? 1 week ago
What was your relationship status at the time? Same as current status
How would you best classify this hookup? Short fling
How long did you know the person before this hookup? For less than 6 months
Tell us about your PARTNER(S). What did they look like? How well did you know them, had you hooked up before? How/Where did you meet them? How did you feel about them before the hookup? L and I work together. We were hired at the same time and got to know each other during training. She’s a nice girl, nerdy, very polite and appears like she’s never had a wild experience in her life. The first thing I noticed was her booty. It’s the perfect shape! I love a firm ass with wide hips. Not too big, but still sexy. She has a slender flat waist, small tits, blue eyes, glasses and long black hair. She wears long tight skirts. I think she would make a nice ‘naughty librarian’ in the bedroom. She’s 27 and has been married for 3 years. Her husband is in his mid-40s, twice divorced and they met through a dating site. He’s always traveling for work.
Our workspace is small and we share one of the larger cubicles. I like checking her out and flirting a little. She likes the attention and told me she could tell I was a ‘player’. I didn’t deny it and told her I’m never looking for a relationship, just good hook-ups. She began wearing a little more make-up to work recently and has become more receptive to my flirting. I could tell she didn’t know how to flirt back but I enjoy her effort.
How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? A cold weather storm was coming across our area bringing snow and ice. The road conditions were getting worse and the local news began announcing closures. Our company told us to leave early and be safe driving home. L told me earlier her husband was stuck in Boston but found a hotel room. To make things worse, a neighbor called to tell her a bunch of trees had fallen on the road and knocked out the power. The road was closed and it might be the next morning before it got restored. L told me she was going to stay a little longer until she could get a hotel room. I told her she could stay with me. I have a gas fireplace so we didn’t have to worry if the electricity went out. She was hesitant at first but quickly grabbed her coat and left with me. I have a four-wheel drive truck and we stopped to pick up a few things on the way. The store was busy but we made it out with food, beer, and wine. The road to my place was bad but we made it.
My electricity was out, which was expected. I lit oil lamps, turned on the gas fireplace, and L opened a bottle of wine and sat on the couch to relax. She was wearing flat dress shoes with no socks. She wrapped up in a fleece blanket, took off her shoes and had them warming up in front of the fire. She had tiny feet and a bright red pedicure. I opened a beer and sat on the couch. She made the first move and sat next to me and put my hands around her tiny waist. We watched the fire as my cock began to get hard. She tried being flirty and made comments about how romantic it was.
What happened DURING the hookup? What sexual behaviors took place (e.g., oral, vaginal, anal, kinky stuff)? How did you feel during it? How did they behave toward you? Were they a good lover? What did you talk about? How did it end? I know she could feel my hard-on pressing into her back because I was starting to feel uncomfortable and needed to move a little but she kept holding on to me tight. She turned around and gave me a kiss and began undoing my pants. I asked if she was sure. She kissed me and said, ‘yes’. We took off our clothes and she wrapped her tiny cold hands around my cock, got on her knees and began sucking I told her I was close and I wanted to switch. She on the couch and placed her tiny legs and sexy feet over my shoulders as I went down on her. She was already wet and as I started, her eyes rolled back and she began to moan in pleasure. Her hands were grabbing the couch as I licked her clit fast. I felt her cum before she said, “Please fuck me.” Hearing her say those words almost made me blow my load. I asked about a condom and she told me that it didn’t matter because her husband doesn’t want kids and made her get implants. I rubbed my cock up and down her tiny wet entrance then went in slow. We did a few positions but neither of us could last long. She got off first then I did soon after.
The second time, I talked her into fucking doggy. She bent over and her naked ass was as sexy as I’d imagined. I grabbed her hips and went inside her. She was still wet from my first load so my cock went in easy. I started out fast and there was a loud sound of wet smacking with each thrust. Then I had to slow down so I could enjoy looking at her ass. I asked if I could try anal. She politely said no because she was enjoying vaginal sex. I kept pounding her from behind fast then slow. I could tell she was getting close to another orgasm and she asked me to go faster and harder. I grabbed her firm ass and picked up my pace until she had another orgasm. I pushed inside her as far as I could and came inside her. She spun around and straddled me and began kissing before I gave her feet a massage. We spent the evening and the next day fucking.
How sexually satisfying was this hookup? Very
Did you have an orgasm? Yes, more than one
Did your partner have an orgasm? Yes, multiple
What happened AFTER the hookup? How did you feel about it the next day? What are/were your expectations/hopes for the future with this person? How do you feel about them now? On the second day, the weather was better and her neighbor sent a text. The trees were clear and power was restored. I took her to get her car. So far, things are normal at work.
We got to know each other well while she was staying at my place. She loved having sex with me and really enjoyed the foot massages. Her husband prefers missionary and he can only stay hard for a short time. He takes heart medicine so she doesn’t push the issue. She’d never done anal because she’s only had two partners and neither asked.
What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Birth control pill / patch / ring / injection / implant
What were your motives for this hookup? Just happened, I don’t know why, just went along with it
How intoxicated were you? Not at all (no alcohol or drugs)
How intoxicated was your partner? Not at all (no alcohol or drugs)
How wanted was this hookup for you at the time? Very
Did you consent to this hookup at the time? I gave enthusiastic consent
How wanted was this hookup for your partner at the time? Very
Did your partner(s) consent to this hookup? They gave enthusiastic consent
To whom did you talk about the hookup? How did they react? No one yet
How would you best summarize people’s reactions about this hookup? I didn’t tell anyone
Did you get emotionally hurt as a result of this hookup? Not at all
Did your partner get emotionally hurt as a result of this hookup? Not at all
Do you regret this hookup? Not at all
What was the BEST thing about this hookup? Having sex and making a connection with a great person.
What was the WORST thing about this hookup? She’s married.
Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? I’m not the type to try relationships. People’s lives are so complex and full of drama. I’ve found it’s easier to have a casual hookup than find someone to date. I’ve had success with social apps and random pick-ups at a club but finding a girl willing to date is impossible.
If L were single, I’d change to be with her.
All things considered, how POSITIVE was this experience? Very positive
All things considered, how NEGATIVE was this experience? Not at all negative
Anything else you want to add about this hookup? L’s the first person I would love to ask out on a date but she’s married. I think she’s the perfect match for me. We love the same things and at the end of the day, we enjoy the calm seclusiveness of the outdoors. She’s always excited to have sex too.
She’s not happy and constantly argues with her husband. She feels stuck because was raised in a religious family and they gave her much grief for marrying an older man that’d been divorced twice. Her father’s advice is to stick it out because she made that decision. I wonder what they’d think if they knew she was having an affair.
I hope she stays with me again. It was nice having her at my place.
What are your thoughts on casual sex more generally, the role it has played in your life, and/or its role in society? What would you like to see changed in that regard? I know L’s married but hopefully, we can make something grow from our first casual sex experience.
What do you think about the Casual Sex Project? Good idea. I’ve had many hook-up experiences but after reading other stories and the purpose of this forum, it’s the only casual sex experience that I wanted to share.
You have a hookup story to share? Submit it here!