"Cheryl's Big Tits"
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"Cheryl's Big Tits"
Stories Hub / Fetish / Cheryl's Big Tits Ch. 01
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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."
"OK thanks."
This was a new thing she had been doing with me recently. Changing while I was in the room. A new form of sexual torture but like a moth to a flame I couldn't resist it. I often wondered if she knew what effect it had on me? The first couple of times I didn't look but recently I had been peeking. And this time was no exception.
I turned around pretended to look at my textbook while I listened to her rustling around in her closet behind me. After 10 or 15 seconds I quietly looked over my shoulder at her. She had her back to me so I couldn't see anything, but I watched her pull her tight tank top off revealing her toned back and a white bra that she wore underneath. It had three clasps in the back, which I'm sure was necessary if that bra was to have any chance of supporting those huge tits. I watched intently as she unhooked each clasp, one, two, and three, then grabbed the front of her bra and shrugged her shoulders forward as the bra straps fell from her shoulders. God I wish I could see those tits but her back was to me, and all I could see was the rounded sides of her breasts protruding out from the side of her frame.
She put on a white loose fitting shirt over her head that hung below her waist. Then she pulled her jeans down, shifting her weight back and forth a little to get her jeans past those nice hips, then leaning forward as she pulled them off. Her long t-shirt unfortunately covered much of her ass as she pulled her jeans down but I did get to see the bottom of her ass as she leaned over to step out of them. She was wearing a matching white thong and I could just barely see the fabric protruding from her lower ass cheeks. She put on the pair of orange shorts she had picked out and as she pulled them up over her ample ass I saw the back of her shorts get stuck on her lower ass cheeks and she had to pull the waistband out a little to navigate them over her ass. This partial strip tease had made my cock as hard as a rock and I wanted to keep staring but at this point I turned back towards the wall, knowing that the show was over and not wanting to get caught.
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After we established that having sex in Cheryl's dorm while her roommate, Kim, was in the room was ok, Cheryl and I no longer had any issues having sex. We no longer had to time it when Kim wasn't in the room, or go fuck in one of our secret yet all too public places. We had sex in her dorm room when we wanted and how we wanted.
Granted, I think Cheryl still thought it was a little weird at first having intercourse while Kim was on the other side of the room, so most of that time it was when Kim was away or asleep. But the important thing is that it wasn't a show stopper anymore. If we were in the middle of fucking and she came home, we didn't stop. We just kept at it. Sometimes Kim would watch, other times she would ignore us, and sometimes she would reach her hands under her clothes and play with herself as she watched. Still, most of the time we fucked when we were alone, and that was just fine by me. The more Cheryl and I had sex, the more my appetite for her increased. With those huge tits and tight ass and hourglass figure, all I could think about was getting my dick inside her tight pussy or her mouth or between those huge tits. We fucked pretty much every day at least once, at at any time of the day or night.
But after a few times of getting walked in on, including one time when Kim got a little too close, we decided to set some ground rules. That day I had Cheryl on her back fucking her missionary. I had been fucking Cheryl for the last 30 minutes and Kim walked in and I was too close to cumming to stop, not that I would stop anyway. After a brief pause she took a few steps closer to us to get a better look while I pulled out and shot a huge load all over her stomach and massive tits as Cheryl held her breasts together for me to shoot on them. Kim didn't touch us any anything. But she gasped and whispered "oh wow" and smiled just a foot away from us as my semen sprayed all over Cheryl and Cheryl rubbed it into her tit flesh like a moisturizer. We got dressed and headed out to grab some lunch, leaving Kim in an obvious state of heightened horniness.
We went to one of the campus lunch spots and sat together eating our sandwiches. I could tell that Cheryl was preoccupied with something.
"Hey, are you ok? You seem lost in thought."
"Yeah I'm ok. I wasn't expecting Kim to walk in on us and come up right next to us like that".
"I know. She doesn't usually do that. Usually she stays on her bed."
I was worried that she was having second thoughts about the arrangement and we were going to have to go back to finding other places to have sex, which was always a hassle. Plus I have a bit of an exhibitionist streak in me and although I love having sex alone with Cheryl immensely I was also really enjoying fucking her in front of Kim.
"I know. It's fine but I just wasn't expecting her to get so close. It's a little weird. Do you think it's weird?"
"We'll, a little I guess but I'm ok with it."
"You really like it when she watches us, don't you?"
I was nervous how to answer. Would she be mad if I said yes? But if I said no would she see right through me and be mad at me for not being truthful? I decided to be honest.
"Yes I do like it. I mean, most times we do it she is not around. But having her watch once in a while is kind of a turn on. Don't you think?"
She paused for a minute and looked distracted, almost like she was remembering one of our previous fuck sessions.
"I have to admit that I like it, too." I gasped a sigh of relief. All was good.
She continued. " I think you and I are both are pretty open sexually. That's one of the reasons we work so well together. And there's nothing wrong with showing our bodies as long as it's consensual to all parties."
"And Kim doesn't seem to mind," I smirked.
Cheryl smiles and rolled her eyes. "No she definitely doesn't. And you're right. A little kinky play every now and then does spice up our sex life a bit." She lowered her voice and leaned towards me so no one at the next table could hear. "Not that I have any complaints. I love your cock. But knowing she is watching does get me extra wet."
That made me feel good. I was really hoping that we were going to continue and it sounds like we were good.
Cheryl continued. "There is something really hot about being watched. I've never done it before we got together but I'm open to exploring it. But I think there should be some ground rules."
"Of course. I want you to feel comfortable. Anything you like."
"Well the main thing is that I just don't want her to join in with us. I'm just not ready for that."
"That's ok I understand. There's no reason that has to happen."
She let out a nervous giggle that was very cute.
"Ok. As long as we're clear on that."
I just couldn't stop looking at her She's so sexy and adorable at the same time.
"I just like what we have and I don't want anything to mess it up."
"Oh babe I understand," I replied. "You are the best thing that's ever happened to me. I don't want anything messing that up. Nothing is worth that."
"Aww," she said, and leaned across the table and gave me a quick kiss. I got an eyeful of her cleavage as she leaned, and I saw the guy at the next table noticed and his girl punched him in the shoulder.
She continued. "It's not that I'm saying we would never spice things up and have a threesome or something with another couple for your birthday someday or something."
"Really? You would really do that?"
She paused and thought she then replied. "Yeah maybe. Alcohol might be required. But maybe. It's every guy's fantasy, right?" she said with a smile. "But I just don't think it should be with Kim. She's my roommate and my close friend. It would make things even more weird and awkward, you know?"
"Yeah I totally get it." I paused, wanting to explore this further. "Have you ever been with a woman."
"No. But I'd be lying if I said I'd never fantasized about it."
"That's so hot,". I said, my boner starting to throb in my pants again.
"Ok calm down tiger. I'm not ready to do anything like that," she said. "Kim is really pretty and I trust her, which is really important to me. If we weren't roommates I'd probably think about it. She's very cute and has a nice body. But I don't want to do that with her. If anything changes I will let you know. But that's how I feel."
"Ok babe I'm totally fine with that. I love what we have. So you're ok now? Including with her walking up close to us this morning?"
She thought for a moment and said "Yeah. I'm ok. It was kind of hot, wasn't it?"
"It really was."
"She broke up with her boyfriend a couple months ago and she's probably really horny. She told me she hasn't fucked anyone since they broke up. Maybe this is helping her get through that? I just don't want her to overstep and ruin it."
"That's ok. I agree. We can go at whatever pace you want. You call the shots. I'm fine with whatever you're comfortable with. If you want her to just watch, or to come closer or back off, you make that call. I'll go along with whatever you say."
"Ok. And if you feel uncomfortable with anything you'll let me know, too?"
"I can't envision that happening but yes I'll let you know."
"You're such a pervert. But I love you anyway."
"I love you too, babe".
A few nights later at about 3 am I was in bed with Cheryl, snuggled up against the back of her. Cheryl often slept naked and tonight was no exception. Kim usually wore a nightshirt to bed with a pair of panties and she was asleep in her bed on the other side of the dark room, barely illuminated by the glow of a street light shining through the window. I was wearing boxers but my dick was hanging out of the front of them. I loved the feeling of the bare skin of Cheryl's ass against me.
I ground my cock into her her firm ass cheeks and cupped her enormous tits from behind her. She responded, half asleep, by grinding her ass back against me, in small circular motions. This only goaded me on further and I just had to look at her. I pulled back the covers to see her naked body. She was perfect. I loved the slope of her hip and her rounded ass. The look of my cock nuzzled in the crack of her firm cheeks. Her slender, toned legs. The curve of her back and her hair cascading down her shoulder as she lay on her side. Above her ribs I can see the swell of the side of her breast and the nipple, now rock hard as I played with it from behind.
I reached between her legs to see if her neatly trimmed pussy was wet. She was nice and moist, and my finger slid inside her easily. She moaned as
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