College is usually the best time of your life. Sure, the workload is a lot more than you ever had to deal with in high school, but that's usually overshadowed by the new friends you make, the things you learn to prepare you for real life, and of course the parties. It was at one of the many college parties I attended in my sophomore year where I met Kim. We were introduced through a mutual friend and hit it off almost immediately. Pretty soon we were inseparable, spending as much of our spare time as we could together. Unlike me, Kim lived off-campus, in an apartment complex that rented almost exclusively to college students, although there were a few long term tenants there. As long as the parties didn't get too out of hand, there were no problems.
Kim had two roommates, Madison and Annie, that she had been living with since freshman year. Madison (or Maddy as she preferred to be called) was a petite brunette (although her hair was more of a deep black than a dark brown) with a tight athletic body, pale blue eyes that a man could drown in, and a smile that could light up a room. Annie was also a brunette, but was a little on the heavy side. Don't get me wrong, she wasn't fat by any means, but she wasn't exactly slim and trim like Maddy or Kim. She was a little shy because of it. However, I could see past that to see that when she smiled she also lit up the room, and once she got to know you and opened up she revealed a wicked sense of humor, and a sharp sarcastic wit that caught most people off guard.
Of course Kim was the focus of my attention. Stunning in every respect, a brunette as well (I've always had a weakness for them), her eyes kept me entranced when she looked at me, she had the perfect body, she was smart as a whip, and much like Annie, had a sharp wit and never was at a loss for words, whether she was talking about something serious or silly. She was also an animal in the sack.
Maddy had met her boyfriend Eddie at the same party where I met Kim (in fact I think they were introduced by the same friend), but unlike Kim and I, Maddy didn't click with Eddie right away, and there were almost always problems between them. Their relationship lasted only three months, and Maddy had jokingly sworn off all men after they broke up. Annie didn't date much due to the fact I mentioned earlier about her being a little self conscious about her weight. In fact, I think I only saw her with a guy once, but she never talked much about him, so if there was anything between them it wasn't serious. I spent a lot of time at Kim's place (since I couldn't have her over at my dorm all the time), so I got to know Maddy and Annie pretty well.
Which is how the whole situation I'm about to describe came about.
Kim and I weren't trying to hide the fact that one of the main reasons I came over all the time was to have sex with her. And Kim wasn't exactly quiet while we were getting it on. Now, I'm not saying I'm the world's greatest lover or anything, but I knew what she liked and made sure to do what she liked every time we fucked. One Friday night as we lay in bed basking in the afterglow she turned to me.
"Scott?"
"Hmm...?" I said, asked turning to face her.
"You'd do anything for me, right?"
"Within reason, sure." I said, "Why, what's up?"
"Well... I don't know how else to put this, so I'll just say it. I want you to fuck my roommates."
I blinked and raised an eyebrow. "Do what now?"
"I want you to fuck Maddy and Annie." she said matter-of-factly.
I waited for her to start laughing, I checked her face to see if I could see the serious look she was giving me start to crack, anything to tell me she was joking, but she remained serious.
"You're serious? You want me to fuck your roommates?" I asked, "You're seriously telling me I can go and fuck Maddy and Annie? No strings attached?"
"Yes, I'm serious." she said, "Look, I've seen the way you look at them, and I've seen the way they look at you, and I've overheard some of the things they've said about you when they thought I wasn't listening."
"What exactly have they been saying?" I asked pushing myself up to a sitting position.
"Well, since we're not exactly shy about the fact that the main reason you come over here is to fuck my brains out, they've been wondering what they're missing out on, and have both said they'd love to get you alone to see what all the fuss is about." she sat up as well, the blanket falling down around her waist, exposing her perfect tits. "The only reason they haven't is because of they're worried about what it would do to our friendship. But I've noticed they act differently when you come over. They bend over more... a lot more to give you cleavage shots and Maddy loves showing off that ass of hers."
Maddy did have a nice ass. I don't think I mentioned that earlier.
"So what, you want us to just march over to Maddy's bedroom and have me fuck her while you watch or something?" I asked, "I mean, I'm not opposed to the idea, I'm just trying to figure out the logistics of it here."
"Well..." she said, and I could see a look creeping onto her face, a look that said she was planning something devious. "I want them to think they're getting away with something."
"Okay, before I get all excited," I said, "This is your last chance to tell me you're joking."
"Not joking." she said reaching under the covers and grabbing my cock, "Besides, I can tell you like the idea."
I was hard as a rock and she was right. I did like the idea, and now that Kim had pointed it out, I did realize I saw a lot of cleavage when I came over to visit. Maddy seemed very fond of tank tops whenever I was over to visit, and while Annie wasn't one for skimpy clothes, she almost always had a v-neck t-shirt on.
"One last question. Again, not that I'm opposed to the idea, but why me? Why not find guys who are interested and try getting them together? One of our unattached friends?"
"Because that would make me feel like I'm pimping them out, and that's not what I'm looking to do here. They've both pretty much come out and said 'I just need to get laid', and I know and trust you." Kim said.
"So you'll pimp me out instead?" I asked.
"Well no," she said, chuckling which made her tits bounce. "It's not like there's money involved. I prefer to think of it as lending my friends my favorite toy."
"So what's this idea of yours?"
Fucking Madison:
Maddy was already home, we could music playing in her room as Kim and I ran upstairs to get it on. So, now we were just biding our time until she came out of her room. Eventually she was going leave her room to either head downstairs to get something to eat or go to the bathroom. Soon enough we heard the telltale squeaking of her bedroom door and then the sound of the bathroom door closing.
"Okay loverboy," Kim said smiling "That's your cue."
I got up, pulled on my boxers and waited by the door until we heard the toilet flush. I heard the sink run next as Maddy presumably washed her hands. Then I opened the bedroom door just as she exited the bathroom. I faked being tired, I let out a fake yawn, half closed my eyes and scratched my head and basically acted like I had just gotten out of bed.
"Oh! Hey, Scott." she said, jumping a bit. "You startled me."
