What’s your gender? Woman
How old are you? 27
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? Engaged/Married (monogamous)
How religious are you? Not at all
What’s your sexual orientation? Bisexual
How many sexual partners have you had in your life (including oral sex)? More than I care to admit
How many hookup stories have you here posted before? 2
Two Sweet College Boys Before My Fiancé Got Back
How long ago did this hookup happen? Almost a year ago
What was your relationship status at the time? Engaged/Married (monogamous)
How would you best classify this hookup? Group sex
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? They were both beautiful preppy blonde college boys. They were 21 and in great shape. Todd was average height, fit and very tan, he had brown eyes and blonde hair and was pretty big down there. Chris was of average height and also very fit. He had blonde hair and blue eyes. He had fairer skin and was average down there. I’m a petite brunette with a fit, lean dancers body. I have long legs, a cute ass, and small perky breasts.
How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? My fiancé was away on business for a few days and was due back in the afternoon the next day. When two of my girlfriends called to go out for drinks, I jumped at the opportunity. We went to a local bar that was moderately crowded. It was a good crowd filled with very attractive people. I had on a cute dress that showed plenty of leg and I could feel eyes on me and my friends right away. We got some drinks and found a table near the bar. Stacy is single and was quick to leave us to hang out with a guy. Becky is also engaged but she cuckolds her fiancé, a secret I only know, so I knew she would be looking for a sexy stud. I’m not above cheating but I let everyone think that I’m a good little girl so I had no intentions of meeting anyone. Soon, Becky was off with a guy. I sat alone for a little bit with my drink figuring that they would bring the guys back to the table and we would chat and hang out, but Stacy was in deep conversation with her guy and Becky was kissing and being fondled by her guy. Seeing that turned me on. Then, two cute guys approached and asked if they could sit. I said sure and we began to chat. I kept my hand on the table so they could see my engagement ring and I clinched my crossed legs as tight as I could. But the truth was, I was very turned on. As we talked my phone vibrated and I saw it was a text from Stacy, she had already left with that guy and soon after Becky came over with her guy and said she was leaving. I was fine though. I was enjoying talking with Todd and Chris. They had gradually moved their stools closer and were sitting close on either side. I had a buzz now and was loosening up but I had to pee. I excused myself and told them “don’t leave me, guys.” When I got there, I realized I was soaked. I told myself I would be a good girl and get going soon, even though I wanted these guys badly.
I got back to the table to find two big smiles and a new drink. I sat down but didn’t cross my legs. As we talked, Todd’s hand brushed my thigh. I wasn’t sure if it was an accident or not but it sent shivers up and down my body. I opened my legs a little wider to see what would happen and sure enough, his hand brushed it again but this time stayed there softly caressing the side of my thigh. Chris inched closer and Todd’s hand went over the top to my inner thigh. Chris was being shy so I tried to engage him more in the conversation as Todd touched my thighs. Then Chris leaned in to kiss me. It was good and Todd’s fingers began to rub me through my panties.
Soon Chris got up to pee and Todd pulled me to him and began to kiss me. Chris got back and suggested we get out of the bar. We all thought that was a good idea. Todd went to the bathroom and Chris kissed me and touched my ass as he settled the tab. We got a cab and the three of us were off to my apartment…
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?
The cab ride was quick and G rated. But as soon as we got to the elevator in my building, they cornered me, kissing my neck and groping my ass and breasts. When we got to my floor I told them to wait here to make sure the coast was clear. It was and we were in my apartment in a flash. I lead them to the bedroom where I seductively slipped out of my dress revealing my perky bra-less tits and my soaked panties.
I stood between them, kissing Todd as he touched my breasts. Chris was behind me kissing the back of my neck and touching my ass. His finger finding its way to the center. I could feel it push through my panties putting amazing pressure on my back door. After a few minutes of this, I slipped away and lay on my stomach across the bed. “You guys have too much clothing on,” I whispered and they quickly tore off their pants and boxers. Both of them were rock hard. Chris’ cock looked to be about six inches and was somewhat thick. Even though it wasn’t huge it was still bigger than my fiance’s. Then I saw Todd’s. It was at least eight inches and thick. Chris stepped to me first and I began to softly suck his cock. Todd began stroking but I waved him over and switched. I went back and forth, but then I pulled them closer and attempted to suck them both simultaneously. They were very comfortable with each other and didn’t seem to mind incidental contact. I enjoyed sucking them at the same time and when my jaw got tired I even rubbed their tips together.
Soon, I needed to be pleased and I pulled away laying in my back with my legs up in the air and I slid my panties off. Todd quickly kissed his way up my leg until he got to my silky smooth pussy, which was bare but for a tiny little landing strip that I had recently grown. His tongue was amazing and I knew I would cum soon. Chris began kissing my chest and nibbling and sucking my nipples. I cried out as I came. But they didn’t stop. And just as my second orgasm began to build they switched and I came from Chris’s tongue. Now I needed to fuck. Chris positioned himself and I spread my legs wide and he entered me. Todd knelt next to my head and I softly sucked his big dick as Chris slid in and out. Then they flipped me over and switched. They took turns fucking my mouth and pussy. I lost track of how many times I came and how many times they switched, but Todd was in me when he began to tense up. I stopped sucking Chris so I could give Todd’s pending orgasm my full attention. We switched to missionary and I wrapped my legs around him and held him so he couldn’t pull out. He emptied his load inside me. I released him from my leg lock and he brought his cock to my mouth to clean it off. The mix of our juices was yummy. Then Chris took me from behind, pumping as hard as he could. We came together and he too emptied his load in me. We lay on the bed out of breath and very satisfied. I played with their flaccid sticky penises as we talked about sex and my fiancé who was no doubt sleeping in a hotel room while his “innocent” girl of three years was being ravaged in his bed. Soon, Chris began to swell again and I sucked him until he was fully hard. Then I climbed on to ride him. Todd began to stroke himself as he watched me ride his friend. Todd got hard again and they switched. I lay on my back with my head over the edge of the mattress so Chris could fuck my mouth. Soon Chris was ready to cum he pulled out of my mouth and began rubbing his cock on my right breast and he came on my tits. Then it was Todd’s turn again and he once again came inside me. I passed out for over an hour and woke to find Todd forcing his cock back into my pussy. Chris watched as Todd pounded me as hard as he could. Then we moved to me on top and I rode him until he came for the third time. Chris was hard again and I got on top and began to ride him. I felt his hands wander until they got to my ass and he inserted a finger into my asshole.
“You want to fuck my ass don’t you?” I inquired.
“Yes!” Chris begged. “Do you have KY?
I got off and got on all fours. “No just use the cum.” He slid his shaft up against my leaking pussy then entered my ass slowly. It was amazing, a hint of pain with a ton of naughty pleasure. He steadily fucked my ass and brought me to orgasm. It was so hot I sucked Todd’s soft floppy cock but he was tired and couldn’t get hard again but it was still sexy. Soon I was orgasming again and so was Chris. He came in my ass and I was done. They got dressed and left. I passed out above the messy covers.
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? I woke in the morning to the sound of the bathroom door closing. It was James, my fiancé. He was home early. I was shocked. He had to have seen my laying naked with dried cum all over my tits and thighs and fresh cum still oozing out of my pussy and ass. I grabbed a tissue and wiped off as much as I could and threw the bed sheet over me. When he came out I nervously asked why he was home early.
“I got an earlier flight I wanted to surprise you.”
“That’s so sweet,” I replied he hadn’t noticed I was a human cum rag.
“I couldn’t wait to get back to see you. Wanna be naughty?” He grinned as he unbuttoned his shirt.
“Mmm yes, I do” I crawled to him keeping the sheets on me and unzipped his pants and took out his semi-hard penis. I began sucking it softly and he got hard. It wasn’t as big as the two that had rampaged me just a few hours ago. I pulled him to me and we kissed as he entered me. He slowly and gently made love to me as he kissed me. After a minute of soft lovemaking, I began to gyrate my hips and he went as hard as he could and after a minute he came inside me. I didn’t cum for my fiancé. He rolled over and fell asleep. I rubbed my clit until I came and went back to sleep as well.
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? Fun, pleasure, horniness, Attraction to partner(s)
How intoxicated were you? A little tipsy/high
What substances did you consume? Alcohol
How intoxicated was your partner? A little tipsy/high
What substances did your partner(s) consume? Alcohol
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? I told Becky who was so proud of me. That night she hooked up too as her fiancé watched.
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? I lost track of how many orgasms I had. And that my fiancé didn’t notice all the cum on and in me.
What was the WORST thing about this hookup? My fiancé only lasted two minutes when he came home.
Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Now I tell Becky about any of my naughty experiences and she tells me all about hers.
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? I never saw those guys again.
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 always loved casual sex. I’m just a sexual being.
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