My name is Brett. I was a shy kid growing up, basically from birth right through high school. I was terrified of approaching girls. But I started to gain some confidence in junior and senior year when I went through a growth spurt and started working out, and all of a sudden I wasn't a thin, scrawny kid anymore. I started getting noticed by girls and told that I was cute.
I am white, 5'11", brown hair and blue eyes, with a fairly athletic build and an outgoing personality. I started making more friends, and those friends tended to be girls. I was the "nice guy". And as the saying goes, nice guys finish last. Girls loved being friends with me but I was always afraid to make a move due to lack of confidence and experience. That all started to change after high school when I had my first real relationship with a red headed girl named Molly. She had a pretty smile and nice tits with awesome nipples. She also helped my confidence by telling me I was well endowed. My cock is 9 inches long, and i was unaware that this was above average. But Molly held it in her hands and literally said "Oh my God. You have one...big...dick." We had been dating over a year when I decided to go away to college. We had our problems but decided to try and make a long distance relationship work. Little did I know how hard that was going to be once I got on campus.
I came from a small town so when I arrived at college and saw all the beautiful girls it was like walking out of the desert and seeing an oasis. Girls of all shapes and sizes, races and types. And they were gorgeous. I love a pretty face and a girl next door type of cuteness. I'm not into the skinny, rail thin, supermodel type. I like girls with some curves and an hourglass figure. A girl with some nice hips and ass always got my attention.
However, my real weakness has always been for a nice set of tits. I'm a definite boob guy. They didn't necessarily need to be big, but that definitely was a bonus. And by the time I started watching porn and some of the big tit models, including classic porn with Christy Canyon getting tittyfucked, I fantasized constantly about being able to fuck a girl's tits until I came all over her. I was able to fuck Molly's tits, but just barely. She had to shrug her shoulders in to get her C cup breasts to wrap around my cock, but she made it work and was the first girl to make me cum that way.
I made friends quickly in college. Some girls were interested in being more than just friends but they all knew I had a girlfriend back home. But during freshman orientation I met Cheryl, and instantly I had a connection with her. We got along great, and I loved her personality and sense of humor. We saw most things the same and came from similar family backgrounds so we could relate well to one another. Cheryl was white but she's Italian so her skin had a slight olive complexion to it. She had a beautiful smile and pretty green eyes and long sandy blonde hair down to the small of her back. She was shorter than most of the other girls at just over 5 feet tall, which gave her a girlish quality and you might not guess that she was 18.
Although Cheryl was not tall, she was very voluptuous but not heavy by any means. She had a nicely toned body, with muscular legs from cheerleading in high school. She had this tiny little waist that flared out into really nice hips and an ass that looked great in a pair of tight jeans. The kind of hips that made you just want to grab them with both hands and bang her really hard. She told me that she always got plenty of attention from guys because of her ass. But what really got your attention were her great tits. They were 34D or DD depending on the bra, and those massive jugs on that little frame made them seem even more enormous. Although I had a girlfriend and Cheryl and I were just friends, I found her breasts to be very distracting and often masturbated thinking about her and what those tits must look like.
Cheryl always gave me plenty of material to fantasize about, too, because she often wore tight tops with plunging necklines that showed plenty of cleavage, which also made it very difficult for me to maintain eye contact with her without staring down at her ample chest. And since I am almost a foot taller than her I would always have a perfect view down her shirts, which would often result in me walking around semi-hard the whole time we were together. I suspected that she caught me looking more than once but she hadn't confronted me on it. But it wasn't just me. Whenever we would go I would catch guys checking her out as we passed by.
Cheryl's breasts were not only big but I could tell they were firm and perky for their size because many times I would go to her dorm room at night to hang out and she'd be wearing a T shirt with no bra and her boobs didn't seem to sag at all. That was always a turn on too, especially if it was a thin shirt and she walked in front of the desk light. Oh how I wanted to get my mouth and my cock on those amazing tits. Every time I would leave her room I would get a hug. Since I was so much taller her head only came up to my chest and I would usually squeeze her extra tight because I liked the feel of her tits against my stomach and I could feel that they were super firm and that just make me go home and jack off thinking about fucking her and blowing my load all over her.
I sometimes masturbated two or three times a night thinking about that amazing rack. So yeah, by the end of the first semester we were spending at least part of almost every day together and I had a major crush on her. It also didn't help that I hadn't been home to see my girlfriend in months, so I was constantly walking around with a semi-hard on dying for sexual release.
All that being said, she was single and I had a girlfriend, so we were just friends..
Until one fateful night.
We had one class together that semester and we had an exam coming up. We planned to meet after classes, pick up dinner from the campus center and take it back to her room to eat and study. Her roommate Kim, who was also smoking hot, was gone for a few days so we would have the room to ourselves. Cheryl had recently gotten into theatre, and opening night was coming soon and they were rehearsing in full costume. Between being a full-time student and working two jobs to put herself through college and doing theatre, Cheryl was really stressing out. I offered to pick us up dinner so she could just head straight to the dorm. I also told her that I already knew the material for the exam pretty well and I would help her study so she'd be ready for the exam. She was so grateful and hugged me kissed me on the cheek and ran off to class. I remember watching her ass as she walked away in those tight jeans. So hot. I hated to see her go, but loved to watch her leave!
I got our dinners and managed to get into her dorm and waited outside her locked dorm room. After about 15 minutes the door down the hallway opened and Cheryl came through the door. As always her good looks stopped me in my tracks and I just watched her walk down the hallway towards me in her low cut top and tight jeans that hugged her hips. Knowing she was late, she was walking fast, and her boobs were bouncing with each step underneath her shirt and I was helpless to keep myself from staring. Watching them bounce like that just made me think about what they would look like if I had her on her back fucking her hard and I knew I made a mental note to remember that image for a future jerk off session. My eyes just zeroed in on her tits as she approached me.
"Hi Brett. Sorry I'm late." Her cute, bubbly voice snapped me out of my boob-induced trance and I looked up and made eye contact.
"Hi. That's OK no problem. I haven't been waiting long." I was sweating, partly because she makes me so horny and partially because I was hoping she hadn't caught me staring at her chest. I lowered the "to go" boxes I was holding to waist level, hoping that she wouldn't see the erection that I was sporting.
She unlocked the door and we went inside. She put her bags down and took her shoes off while I got dinner out. She went to her drawers and pulled out a t shirt and shorts and turned to me.
"Do you mind if I change real quick before we eat? It's been a long day and I just want to get comfortable."
"Sure, I don't mind. Go ahead I'll....I'll turn around."