My first time as the "guest star" in a threesome was in college. There was a girl named Tara who I had met and flirted with for weeks β she was always hanging around the frat house where I was a pledge, and I wasn't sure if she had a boyfriend in the frat, or was looking for one. She was really cute, had a wicked smile, a gleam in her eye, and a fat, round ass that was absolutely firm. It was the kind of ass I dreamed of, and I had beat off to thoughts if fucking Tara's sweet ass from the first day I met her.
One day, Tara caught me reading a copy of Penthouse Letters, while I was waiting for an appointment to meet one of the upperclassmen, and she asked me what letters I liked. She picked up the magazine, and it turned to the section about anal sex.
She laughed, licked her lips, and said "I knew you were my kind of guy." Then she turned the page and said β "But these are the ones I like the best." β they were all about guys sharing their wives or girlfriends. "By the way," she told me, "Kevin, the guy you are waiting to see, is my boyfriend."
Now I was really nervous, because upperclassmen had to sign a recommendation for each of the pledges before initiation, and I was hoping that I hadn't made an enemy by flirting with this guy's girlfriend.
"Don't worry about it,", she told me, "I think that everyone is going to end up very happy today."
When her boyfriend arrived, he asked if I would go to dinner with the two of them, so he could do the assessment interview. At dinner, she kept whispering to him, giggling, and sending me flirtatious glances, and touching my hand when she talked to me. She also kept brushing her big round ass against my cock, seemingly by accident as we walked to our table, then out of the restaurant and back to the car. As I held the passenger door for her, she ran her hand along my cock, and whispered "Did I get you all hot and bothered like that?", with a smile and a wink. She then kissed my cheek and said, in a normal volume "Thank you for being a gentleman and holding the door for me."
They invited me over to Tara's apartment, to watch some movies, so we stopped at the video store to pick some out. She chose a film that was known as an "sexy" romantic thriller, and then said "Since this is kind of a chick-flick, let's also get an action movie for you guys to enjoy β maybe you can pick one out that we'll all enjoy?" I headed to the "Action/Adventure" aisle, but they didn't follow immediately, since they stopped to kiss each other passionately. When they hadn't caught up a minute or two later, I looked around for them, and saw her peeking out from the curtain that divided the "adult movies" from the rest of the store. She gestured for me to come in, so I did.
"Ooh, these look good!" she cooed, as she started picking up video boxes with titles like "Two guys for every girl" and "cheating wife threesome", "This is the kind of 'action' I like." she said with a wink.
Kevin looked at me and said "She did say you could pick an action movie, but make sure you pick one where we can all enjoy the action together." I wasn't sure if they were serious, or if ths was the build up to some kind of practical joke, but felt compelled to play along and see where it ended up.
I numbly took the threesome video from her hand and said "This one looks like it will be a lot of fun." They smiled in agreement, and she brushed her hand over my cock, checking that I was still hard, pursed her lips and licked her tongue across them, slowly and sensuously.
I was still not sure if this was all some kind of practical joke, or if there was going to be a point where they would expect me to do something "gay" with Kevin, but I was hot for Tara, and thought that teasing me was probably just a form of foreplay for them.
As we watched the movie, with Tara sitting between Kevin and me on the couch, the two of them started doing some "petting" and making out. I tried to politely focus on the movie, but my eyes kept being drawn to Tara's hands furtively rubbing Kevin's cock through his jeans, and Kevin cupping Tara's large breasts and running his thumbs across her nipples, which were pointing out through her blouse like erasers.
Then Tara told me she needed to stretch out, and asked if I would be a gentleman and rub her feet while she relaxed. I agreed, and she put her feet in my lap. For the next few minutes, my focus shifted between the movie, and rubbing her feet, but then I heard a zipper slide down, and a moan from Kevin. I glanced over to see Tara taking Kevin's hard cock into her mouth.
Stunned, I froze for a moment, then felt pressure against my cock β Tara was rubbing her feet across my hard cock! She pulled her mouth off of Kevin's organ, stroking it with her hand and said "Oh honey, I think we're making the pledge uncomfortable. Why don't I make him more comfortable β okay?" and she wiggled around on the couch, unzipped my pants, and gave my cock a long lick from base to tip, pursing her lips to suck up the precum that was already pooling at the head.
"Well" said Kevin, "Tara has been telling me how you've been hitting on her for the past two weeks. It looks like you want her... You do want to fuck my girlfriend, don't you?"