What’s your gender? Man
How old are you? 33
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
Highest education received: College degree (eg., BA, BS)
What’s your current relationship status? In a serious relationship (open)
Religious affiliation: Agnostic
How religious are you? Not at all
What’s your sexual orientation? Mostly heterosexual
Any other term(s) that describe your sexuality or sexual identity? Experimental
How many sexual partners have you had in your life (including oral sex)? 9
How many hookup stories have you here posted before? 0

Overnight Lock In

How long ago did this hookup happen? 4 weeks

What was your relationship status at the time? Same as current status

How would you best classify this hookup? Fuck-buddies / Booty call

How long did you know the person before this hookup? For 1 to 3 years

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? Three partners, though I only had sexual contact with two of them.
The first was my girlfriend, who is a curvy, sassy bombshell. She’s about 150 pounds, with big F-cup breasts, and just the right amount of padding on her rear. She’s pretty nerdy, but also confident and comfortable with herself, and tends to draw compliments and stares without really trying. She’s the drama teacher at a high school, and runs a small independent theater as a side project which is where this happened.
The second girl was one of my girlfriend’s students, but she’s in college now and is usually too busy for any theater stuff. She’s like my girlfriend, a body full of curves. However, she is a good deal taller and less ample in the chest. After she went off to college she became an occasional fuck buddy of ours, and though I’ve been with her a few times she leans more towards other ladies than men.
The last was a regular in the shows at the theater. She’s younger and still in high school, but legal where we live, thankfully. She is pretty much the opposite of my girlfriend in shape, a few inches taller but very slim and leggy, with not much going on in the chest area but a very nice ass. Very sporty and a killer dancer, and it shows.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? For the five year anniversary of my girlfriend’s theater, we arranged to have an overnight party with the regulars. It was a hell of a good time, but I was mostly there to make sure nothing got out of hand. My girlfriend, Katie, was playing DJ while most of the actors were dancing and having a good time. Her old student and our friend with benefits, Elle, spent most of the night with me while we talked about Marvel movies and played video games. Raina, the young actress, partied with the others most of the night.
We started crashing around 2 in the morning. Katie, Elle, and I set up in the office where there was a couch. We drank a little, and both of the ladies got a little turned on and handsy with each other.

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? Katie and Elle pretty much ignored me as they got going, which was fine since I know Elle leans primarily towards women, and I love to watch the two together. They’d both basically been wearing pajamas before this point. Katie was in one of my t-shirts that she gleefully stole from me and a pair of yoga pants, both of which were super snug and more or less glued to every curve of her bust, hips, and ass. Elle had stripped off her outter shirt and had on a tank top, and wore a pair of workout shorts that were really tight around her thick thighs.
As the girls started to get more into it, Elle really started groping my girlfriend’s tits. We’d been together more than a few times and she was always all over Katie’s rack. Before long Elle had stripped off my girlfriend’s shirt and gone to town, tonguing and tugging at her thick nipples, teasing one and then the other before grabbing both nubs in her mouth and sucking them together.
Katie always gets warmed up pretty fast when her tits get the right attention and Elle had her groaning and writhing about, trying not to make too much noise since there were at least a dozen other people within earshot. Katie fought back by shoving Elle over the couch and pulling down her shorts. She then shoved her face between Elle’s legs, eating her out from behind. My girlfriend has always had an exhibitionist streak and loved it when I or other people watched, but Elle was a bit more reserved and buried her face in the couch cushions to keep quiet as Katie lapped her tongue in and out of Elle’s pussy.
Elle always got ridiculously wet. I’d only had sex with her a few times and I always slid in nice and easy, and I was usually soaked from her juices after we fucked. Katie loved that about her and took the opportunity to start working her fingers inside Elle as she got lubed up. Three fingers went in easy, and she was so wet that the fourth and eventually Katie’s whole hand slipped inside. Elle was having a lot of trouble keeping quiet as my girlfriend fisted her, even before Katie doubled down and started attacking her clit. It was easy to tell when Elle had an orgasm because she always let out this long, stuttering moan that caused her whole body to jerk and twitch, so even with the cushions hiding her face I could tell when Katie finished her off.
Elle had a short breather while Katie stripped off her yoga pants before pullng Elle back to her chest, getting Elle to suck at her nipples again for a couple minutes to revive her. Katie then grabbed Elle by the hair and forced Elle’s head between her legs, grinding her smooth pussy into Elle’s face. I knew Elle liked it when Katie was rough with her, so I wasn’t really surprised by how forceful my girlfriend was with her. Katie always shaved religiously and I know how much I love going down on her, and Elle seems to enjoy my eating my girlfriend’s pussy as much as I do, especially with Katie grinding her snatch into Elle’s face.
Elle got into the rhythm that Katie liked being licked and I could tell that this was going to take a while. My girlfriend likes to have her pussy licked and sucked slowly to build up to a series of big orgasms. I was very turned on at this point and seriously considered lifting Elle’s ass up so I could slide into her, but I didn’t want to make a move without her expressed permission beforehand, and besides, I’m sure she was probably a bit tender after Katie fisted her as vigorously as she did. I considered offering my dick to Katie and having her suck me off, but she doesn’t like having to multitask during sex and needs to concentrate on her own orgasm if she wants to cum. One of my only sexual regrets with her is that we can’t enjoy a sixty nine.
Instead I decided to give them a bit of privacy for the time being and slipped out of the office. I figured I’d come back in a little while and fuck Katie while Elle watched. She always felt so much better after she cums nice and hard.
So I went out to wander around the theater and kill some time. Instead, I ran into Raina almost right away. She’d been sleeping in one of the dressing rooms near the office and had heard Katie and Elle going at it, and it was pretty clear that she’d been playing with herself while listening in. Raina knew about our relationship with Elle, but told me that this was the only time she’d actually witnessed us in any real sexual situation. I was also well aware that she had a bit of a thing for me for the past couple of years after I’d nearly put her abusive ex boyfriend in the hospital.
Given the liberal nature of mine and Katie’s relationship, the interest Raina had in me and her arousal, and the fact that I was still hard as a rock from watching my girlfriend’s lesbian tendencies, I opted to see if Raina was interested in having some fun. When she slipped off the little shorts she’d been wearing and waved me into the dressing room, I took that as a yes.
Raina was still wearing a light t-shirt so I couldn’t see her upper body, but her cute ass peeked out under the shirt and she was wearing some dark thigh high socks over her long legs. When she turned around I got my first view of her pretty little pussy with a little wisp of red hair above it. I helped her out of her top and saw her slim little body and her little tits. Her small rack was so unlike my girlfriend’s massive tits. Raina had those perky ski jump breasts with tiny little nipples that were just begging to be sucked.
We kissed pretty hard, with her tongue sneaking into my mouth. I’m not really used to French kissing as my girlfriend isn’t into it, but having this barely legal teen feeding me her tongue was a huge turn on. I groped at her perfect ass and lifted her off her feet as we made out. I planted her on one of the dressing room tables and started moving down her body, biting at her neck and kissing down her chest to those tiny, hard nipples, sucking on one and then the other. Raina moaned and held me tight to her chest, encouraging me to suckle more at her tits. I pulled back and moved down between her legs, kissing at her thighs as I made my way to her pussy.
Looking up at Raina, I saw that she was a bit apprehensive and asked if she’s ever had anyone go down on her before. She shook her head and bit her lower lip to try and keep from making noise as she pulled me between her legs. Almost immediately Raina started trembling as I ran my tongue along her lips, sucking each smooth fold into my mouth and working my way up and down her pussy. Her slender body was so different from my girlfriend’s. I’m so used to Katie’s thick thighs hugging my head as I eat her out. When Raina wrapped those toned legs around my head and pulled me tight to her snatch I knew I was hitting all the right spots. Without the extra padding around Raina’s pussy that I was accustomed to I was able to explore deeper inside of her than I could with Katie. What’s more, I didn’t have to come up for air as often, and though I always found that being practically smothered by Katie’s mound a huge turn on, I took advantage of the situation, tongue fucking her deeply and playing with those smooth little lips of hers, then working around her hard little clit.
Raina came without warning, clenching her thighs around my head and shoving my mouth harder against her snatch, slapping both hands over her mouth to keep from crying out. I wasn’t done, though, and I tightened my grip on that fine ass of hers and went to town on her clit, holding the little nub between my lips and using short, rapid burst of sucking with quick lashes of my tongue in between. She practically wrapped herself around me, folding her arms around my head and tightening her hold so that I couldn’t get away even if I wanted to. I kept working her clit over as Raina continued to orgasm, then went limp. When she relaxed I eased off, guiding her back on the dressing table since it seemed like she’d fall if left on her own.
I gave Raina a few minutes to recover in her afterglow during which I got to watch those small, shapely breasts move up and down in rhythm with her breath. I gingerly stroked her thighs and brushed back her hair, and she smiled lazily at me and thanked me. I didn’t know if Raina wanted any more, and though I certainly wanted to take a turn at fucking her, I wasn’t about to do so without her or Katie’s expressed permission. I told her to get some sleep, kissed her again, and left.
I went back to the office to find Katie relaxing in the couch. She told me that Elle had went to grab a shower in the bathroom and she’d been wondering where I got off to.
Sitting next to her, I told Katie about running into Raina and what had transpired. Though she’d never take advantage of one of her students and tried to keep it professional with the actors that came to the theater, Katie wasn’t above lusting after them once in a while, and as I told her about going down on Raina, how sweet her pussy was and how good it felt to have her long legs pulling me against her as she came, Katie was getting turned on again. She kissed me, getting a sample of Raina’s juices still on my lips. She enjoyed the secondhand taste of one of her students. I got pulled down on top of her, and since I’d been sporting a diamond hard dick for a while now, I was more than ready to slam home inside of her. Katie was still nice and lubed up from the lengthy pussy eating Elle had given her, so I slid in so easily it was like we made a perfect fit. We fucked fast and furiously, her moaning into my mouth as she made out with me the whole time, savoring the taste of Raina’s pussy juices as I thrust into her. I’d been so aroused for so long that I wasn’t going to last. Katie knew and started begging me to fill her up. She loved talking filthy to me during sex, calling me daddy, telling me she was my cum dumpster, and she knows that hearing her talk dirty is an easy way to get me off. I only lasted a few minutes before blowing my load inside of her, and after all the build up that night it felt like a huge one. Katie attacked her clit as she felt me pumping my sperm into her and rubbed her own orgasm out as I finished off inside of her. We both got a bit of a start when Elle, who had apparently finished her rinse, started clapping from the doorway.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, 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? We were all exhausted. Afterward, Katie and I took a quick shower in her office bathroom. Then the three of us called it a night. When morning came, Katie, Elle, and I were business as usual, as our night together wasn’t anything out of the ordinary. Katie hung around the dressing room waiting for Raina. Raina was sleeping in. When she got up Katie wanted to have a word. I’m not sure what was said, but Katie came back and gave me a big kiss, then told me to be sure to have condoms on hand because I was only allowed to cum inside her. I took that as her blessing and hooked up with Raina a few days later, with Katie waiting to hear about it when I got home. Since then she’s expressed interest in watching me and Raina together, but Katie refuses to have personal experiences with Raina until she’s off at college.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Birth control pill / patch / ring / injection / implant, No penetrative sex happened

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Emotional intimacy, closeness, connection, Just happened, I don’t know why, just went along with it

How intoxicated were you? Small amount of alcohol or drugs, not enough to feel it.

What substances did you consume? Alcohol

How intoxicated was your partner? Not at all (no alcohol or drugs)

How wanted was this hookup for you at the time? Somewhat

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? I told me girlfriend about it within five minutes of eating Raina out. Given that Katie lapped the leftover pussy juices from my face and had me fuck her raw, I’m guessing she was cool with it.

How would you best summarize people’s reactions about this hookup? Relatively positive

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 a good experience with a new partner. My ideal type of lady has always been curvy and voluptuous, but Raina was trim and athletic, and though I’m not about to stop enjoying my girlfriend’s plump body I can definitely see the appeal of a partner I can lift with one arm.

What was the WORST thing about this hookup? Nothing comes to mind. Everyone was satisfied, and no one got hurt.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Not in particular. I’ve always been fairly open minded and since getting together with my girlfriend I’ve came around to having a more open relationship than I had before.

All things considered, how POSITIVE was this experience? Very positive

All things considered, how NEGATIVE was this experience? Not at all negative

What do you think about the Casual Sex Project? I’ve read occasionally for a couple years but haven’t posted a story until this one. I’ve had a couple more experiences that I wouldn’t mind sharing.

You have a hookup story to share? Submit it here!