Study Break Surprise

My girlfriend and I take a study break and find my roommate and a friend in a compromising position.

I think I hit all the themes so, if you don’t like any of them, don’t read this and don’t flame me. Keep your negative comments to yourselves, please.


My girlfriend, Cathy, and I had been studying hard in the library of our small, Midwestern college when we decided it was time for a study break. Little did we know, as we headed back to my dorm for some privacy, my roommate Jason had the same idea – with his hot friend Mark.

I’d met Cathy, a petite, 17-year-old freshman with fiery red hair, during an orientation mixer the month before. We’d hit it off right away, her tight, tiny body with amazing b-cup tits and a tight ass to die for drawing my interest from the first time I saw her. She admitted her surprise that a senior was interested in a freshman.

We’d fooled around some, but I had yet to bury my rock-hard 7-inch cock in her tight, tiny pussy. She was a virgin when we met (I know, surprising at 17 in this day and age) and wanted to wait for the “right guy.”

Laughing, we entered my dormitory and headed up the stairs with Cathy in the lead, me playing with her ass and tickling her as we went. Out of breath, we stopped at the door to my room, panting as I fumbled with the key and opened the door.

Cathy was already pulling her shirt off as we burst into the room. She stopped suddenly, shirt in hand and beautiful, firm tits glowing in the half light of the room. Her mouth fell open as I rounded the corner, hearing a gasp and an “Oh, shit!” coming from the bed against the far wall.

There, on the bed, was Jason. He was buck naked, his 6-inch cock rock hard and buried inside what at first appeared to be a hot, young girl wearing what could only be described as a slutty Catholic school girl outfit – tiny plaid skirt, white blouse and matching plaid necktie. As Cathy and I watched, the “girl” rolled off to the side, letting Jason’s cock slip from “her” ass and revealing the face – and a rock-hard 5-inch cock and tiny, tight nut sack.

Shit, I thought. That’s Mark.

“Um, hey, dude,” I said. “Sorry.”

Cathy, meanwhile, had a look on her face which was difficult to describe. It was definitely part shock but, if pressed, I’d have to say there was more than a little bit of arousal in there, too. Glancing down at her still-naked breasts capped with rock-hard nipples only added to the feeling she liked what she was seeing.

“That’s really hot,” she whispered.

She dropped her shirt on the floor, leaving her in just her tiny black miniskirt and low heels, and reached out for my hand. Her eyes never left the two boys on the bed as she pulled my hand up, around her body, and placed it over her right tit. Instinct took over and I squeezed her tit and pinched her nipple. Cathy moaned and leaned back into my body.

“Dude!” Jason said. “What are you doing home? I thought you’d be in the library for hours yet.”

“We thought it was time for a study break,” I said, as I brought my other hand up to cup and fondle Cathy’s starboard tit. “Looks like you, um, guys had the same idea.”

“You’re not going to tell anyone,” Mark said. He sounded close to tears at getting caught out.

“No, dude,” I said. “I don’t care what you guys do. More power to ya.”

Mark visibly relaxed. It was quiet in the room for a second. Then Cathy shocked us by asking the question which would drastically change all our relationships.

“You guys like girls, too?” she said.

Mark’s and Jason’s mouths both dropped open. I looked down at her, my hands still cupping her b-cups, my eyebrows raised in a silent question.

“What?” she said, looking up at me. “You’re still going to get my cherry tonight. I’ve just always thought guys doing guys was really hot.”

Little did she know, I did, too. I’m very strongly – and very secretly – bisexual. I’d shared oral pleasure with a number of friends back home, beginning in about sixth grade. Most boys that age experiment with some form of homo-erotic pleasure, I believe. Most also leave it behind as they graduate to girls. I didn’t.

Nothing had ever happened with Jason in the two years we’d been roommates.