Charlenes First Affair
- 4 years ago
- 29
- 0
Charlene was dressed like a high-school girl, and a prudish one at that - white blouse buttoned up to her neck and tucked into a pleated gray skirt that came down almost to her knees. Not that the skirt length made much difference with her legs being totally covered by white stockings.
Tommy wasn’t even sure he wanted to admit knowing her. And such a shame too, he thought. Charlene was a pretty girl – not too short and not too tall, petite, but shapely, blond hair to her shoulders, blue eyes and a pixie face – but with the way she was dressed, she’d be lucky to even get a date.
Neither was saying much as Tommy helped Charlene load her stuff into the back of his truck. This was far from being the happiest day of his life. Tommy’s father and Charlene’s father were business partners and best of friends, and had decided that since both of the kids would be going to the same university, the families could save money if the kids were to share an apartment. Tommy was going to be a senior and Charlene was beginning as a freshman.
From the time their fathers had partnered the purchase of a clothing store, back when Tommy was eight and Charlene was five, their families had done just about everything together - backyard barbecues, night clubbing, even vacations. They lived in the same neighborhood and, at least during their grade school years, Tommy and Charlene had been practically inseparable.
Any joint activity, though, pretty much ended when Tommy entered junior high. Having a female playmate that was three years younger, would not be cool. Even when they had both been in grade-school, their relationship had been best described as Charlene worshiping Tommy and he tolerating her.
And during the last three years, Tommy and Charlene had grown even further apart - Tommy had been in Austin, at the University, while Charlene was finishing up high-school in Waco. Even when Tommy was home on breaks, he had done most everything he did, with his buddies – he was a college guy and didn’t have time for high-school girls.
Charlene’s parents came out of the house to wish her well and see them off. Her mother was in tears as they drove away. As they turned onto the interstate, heading out of town, nothing was being said by either Tommy or Charlene.
They’d been on the road for fifteen minutes or so before the ‘ice queen’, as Tommy had gotten to thinking of her, showed signs of melting a little. She slid down a way in the seat, the hem of her skirt riding a couple of inches up her legs. The movement caught Tommy’s attention and just as he looked over, Charlene shot him a brief glance, but hastily turned back to face forward.
After a few minutes, she shifted her position again, now leaning against the door. In doing so she allowed her skirt to ride even higher, the hem of which was now flirting with the tops of her white thigh-highs.
Tommy couldn’t help but notice the slivers of bare thigh being occasionally and briefly exposed by Charlene’s attempts to get comfortable. Seems to be fishing for a comment. Don’t want to disappoint her, but don’t want to spook her either. “Those white hose really do look good on you,” he lied. Course they’d look a lot better in a heap on the floor.
Charlene blushed appropriately, but recognized the lie when she heard it. “I appreciate you saying that, but I hope you understand,” Just accept the compliment and shut up... “the only reason I’m wearing them... in fact the only reason I’m wearing any of this...” She waved a hand down the front of her. “...is because I needed to keep Mom and Dad happy as they saw their only child off to college.”
“Understood,” Tommy confirmed while focusing on a threatening traffic situation.
Charlene looked at Tommy, squinting, wondering. He mentioned the hose. Would he like it better if I took them off? Why not? Parents aren’t here. I can do that. Charlene began peeling off the white thigh-highs. Yeah, and good chance to let the skirt ride up a little more too. “I’m going to have to get these off – getting too hot in here,” she lied.
“Yeah, been working on fixing up this old truck over a year now but haven’t gotten around to the a/c yet.” Tommy was watching Charlene from the corner of his eye. Wow, those legs sure do look good. Might be some hope yet. Just can’t have her knowing I’m even noticing.
Charlene was also talking to herself. He just said the air conditioning wasn’t working. Could he have been suggesting that I might feel hot, and offering me the opportunity to undo some more clothes? Well that is certainly okay with me... but I wouldn’t want him thinking I’m easy, either. Charlene silently held off for the next several minutes. Then breaking the silence and simultaneously pulling her blouse out of her skirt, mumbled, “Gotta get some air.”
Charlene shook the tail of the blouse in the breeze of the vent, letting the cool air flow over her torso. Then looking down, she undid the top two buttons on her blouse and pulled the top part of it open, even exposing a bit of her bra. Turning to Tommy she pasted a brief smile on her otherwise serious looking face. Charlene continued to stare in Tommy’s direction, expecting him to comment, but he did not.
Tommy had the truck’s radio tuned to a heavily sports talk-radio station coming out of Dallas, but as they drove further south it was fading in and out. Charlene knew how to get his attention. She pointed to the radio. “Do you mind?” she asked.
“No, go ahead,” Tommy allowed.
“Still like the country music?” Charlene quizzed.
“Sure, if you can find any.”
After some looking, Charlene located a C&W station coming out of Austin. From this distance they were still getting mostly interference, but as they got closer Charlene expected it would improve. Reasonably satisfied with the radio, Charlene set about to make herself more comfortable, but with the truck’s rigid bench seat, about all she could do was lean against the door.
Charlene stretched her bare legs out further, resting her feet on the tunnel. Could let the skirt ride up a little more… not like I was taking it off. As Charlene stretched out, her skirt did slide up, nearly to her crotch. Assessing the outcome she concluded, Further than I was thinking, but still okay.
Tommy’s cock was hardening, but he continued to feign disinterest. For the next few miles the only sound in the truck, other than a good bit of road and engine noise, was the music and static coming from the radio. Appraising his traveling companion, Tommy noted, Bare legs and nearly visible panties – might make it yet.
Charlene was encouraged by Tommy’s interest and gushed, “Mom and Dad just love this skirt, but I doubt it ever occurred to them I might wear it without the hose.”
Or with it hiked up that far, Tommy remarked to himself.
Charlene looked down at her bare legs. “And they would have never guessed how short I wish it was.” Charlene’s thighs were bare and almost entirely exposed. Even her panties were barely hidden. Tommy’s eyes flicked back and forth between the road and the enticing display.
While providing Tommy a generous look, Charlene, stole a quick look between Tommy’s legs. She raised her eyes to Tommy’s, and with a grin crossing her lips, commented “Daddy would expect me to pull the skirt down, but I’m guessing you like it the way it is.”
I certainly do. Tommy tried to focus on the road. “Not difficult to guess,” he began, looking again at Charlene’s legs, “why your mother and father prefer you to be all covered up.” His eyes darted toward the road, then back again. Tommy’s voice took on an ominous, warning type tone. “You know, if you wear your skirts that short, you’re likely to get a lot of attention, especially from me.”
Charlene had been forced to sit straighter in the seat in order to take the hose off. In response to Tommy's assessment, she turned to face him, tucking her left leg under. Exhibiting a somewhat animated look she enthused, “I think I could probably get used to that.” You didn’t really say that, did you?
From the corner of his eye Tommy could see Charlene's taunting display but he kept his eyes squarely on the road ahead, trying to pretend indifference. Charlene was leaned against the door, her bare legs deliciously angled in Tommy’s direction.
“You know,” she said softly, “My parents really do trust you... and I do appreciate how gentlemanly and protective you have always been.” At least the part about the parents isn’t a lie. Charlene hesitated, her thighs slowly opening and then closing again, and playfully added, “But I’m not going to be insulted if you show some interest once in a while.”
Tommy averted his eyes from the road and looked appraisingly at Charlene. Although they weren’t being done any justice by the blouse she was wearing, it was nevertheless obvious that her breasts perfectly complimented her petite frame. His eyes continued downward, along Charlene’s bare legs, from the hem of her skirt, all the way to her ankles.
A horn blast jerked him back to the business of driving. “Look out!” Charlene shouted. Tommy had allowed the car to drift across the centerline just as they were being passed. He eased the car quickly back into the right lane.
Embarrassed that he had almost caused a wreck, Tommy spent several seconds focusing on his driving before speaking again. He hesitated briefly, tending to his driving before offering in a warning type tone, “Oh you can definitely count on me showing some interest - it just might not be the kind of interest you want.”
Charlene grinned seductively. “And how do you know what kind of interest I might want?” Tommy’s eyebrows shot up. Charlene elaborated, “This is college and Daddy’s not around. I will be insulted if I can’t inspire at least a few lusty thoughts. I might even have some myself.”
Tommy forced his attention toward the road ahead. Looking over the top of his sunglasses, though, he remarked, “Lusty thoughts?”
“Thoughts, I said… doesn’t mean anything else,” Charlene retorted.
Sounds like a non-denial, denial to me, thought Tommy, and except for the radio, road and engine noise, the car became as still as a tomb. Although Tommy was paying more attention to Charlene’s bare legs, than as the driver of the car, he ought to, and although Charlene let her skirt remain just shy of her panties, there was no further mention of the less than appropriate thoughts each was having.
Upon arrival in Austin, Charlene grabbed a small travel bag from the back of the truck and started for the apartment. “You are going to help with the unloading aren’t you,” Tommy chided.
“Sure, I just need to tinkle and change first.”
“Well, you might need some keys,” Tommy warned, dangling a set of apartment keys in Charlene’s face.
“Right,” Charlene agreed, snatching the keys and running up the stairs. Tommy followed, deciding that he too needed a bathroom break before starting on the unloading.
-----
Charlene exited her room at the same time Tommy came out of the bathroom. He stopped abruptly, jolted by the transformation. T-shirt, short-shorts, bare legs – hot!
Charlene stopped too, giving Tommy the chance to comment, but he did not. Attempting to salvage the opportunity, she asked, “Is this going to be okay?” She shifted a little, side to side, encouraging him to look. “I was guessing you might like the shorts,” she suggested, smiling.
“Uh huh,” Tommy confirmed as his eyes drifted to their lower edge. Couldn’t get much shorter, either.
“And the t-shirt?” Oh come on. You know he’s got to like it.
“Oh yeah. It’s fine, but, uh...” Tommy put on a serious look. “Like you said on the way down, this is college and Daddy’s not here...” He left the sentence hanging, like he wanted to say more.”
Charlene squinted her eyes, attempting to read Tommy’s mind, “And...”
“Well, I don’t know how you feel about this, but...” Tommy hesitated, at a loss for words.
“Let me guess,” Charlene said, jumping in to rescue him, “You’d rather I didn’t wear the bra.”
Tommy was flustered. He and Charlene had known each other since they were children and what he was thinking seemed somehow, inappropriate. He attempted to extricate himself. “It really is up to you, whatever you decide is going to be okay with me.”
Charlene was smiling. “But I am thinking that you’d like it better, if I didn’t wear the bra... And I probably would like it better too, but I am concerned about how the neighbors might react.”
Tommy expressed shock. “The neighbors? Here?” he exclaimed. “They’re all college type dudes. I can assure you, there is no way they are going to complain!” Tommy licked his lips and asked cautiously, “But you are serious though - you’d rather go without?” Although actually a question, Tommy said it more as a statement of fact, or at least hope.
“Well I wouldn’t dare if Daddy was around, but the t-shirt is kinda thick, and Daddy isn’t here. So yes, I would rather go without.” Charlene’s nipples hardened at the prospect of being seen with so little on. “Give me a second to duck back into my room and uh… fix things.
-----
On their way down the stairs, they encountered their cross-the-hall neighbor coming up. Upon seeing Charlene, the neighbor stopped and made no secret of his interest in her body, particularly her braless nipples. Tommy spoke to him and suggested he might want to stop over for a beer later on. As soon as she and Tommy were out of earshot, she turned excitedly and asked, “Did you see the way that guy was checking me out?”
“Who could miss it. I thought he was going to trip over his tongue.”
“You obviously know him. He coming over later?”
“One of my good buds. Name’s Blake. Lives across the hall. I’m sure we’ll be seeing lots of him, especially so, once he figures out where you live.”
“Is that bad?”
“Not if you like attention.”
“Yeah, I could probably handle a little attention,” Charlene mumbled as they set about emptying the truck.
Tommy stopped what he was doing and studied his sexy roommate – bare legs ripe for stroking, breasts aching to be played with, and nipples begging to be sucked. Tommy looked up to find Charlene looking at him. There was a gleam in her eyes and a trace of a smile on her lips.
“You checking me out, Tommy?”
“Well yeah, I guess I was, but you don’t seem to mind getting ‘checked out’.”
Charlene grabbed onto a couple of the smaller boxes and started for the apartment. She turned her head and responded over her shoulder. “Did I sound like I was complaining?”
Tommy grabbed a couple of the bigger boxes and followed her up the stairs. It took a couple more trips to get it all. Blake continued to be the only one they had seen in person, although they did spot a couple of guys watching from one of the lower apartments.
-----
After getting their things moved in, Charlene announced she was in need of a shower. Although the apartment did have two bedrooms, it only had one bathroom. Finished with her shower and having donned fresh underwear, Charlene returned to the bathroom to apply makeup and fix her hair. Tommy, assuming her to have finished, opened the door to find Charlene still there, wearing only a bra and panties. She feigned annoyance as Tommy tried to take the blame. “Oh shit! I really am sorry. I should have knocked before opening the door.”
As Tommy reluctantly turned his head, Charlene tried to ease his concern, “Oh no, it was definitely my fault. I should have locked the door.”
“But I really should have knocked. If you will though, please try to remember to lock the hall door when you’re in here.” The bathroom had two doors, one opening directly into the bedroom Tommy had generously assigned to Charlene, the other, opening to the hall, would be used by Tommy, as well as any guests they might have.
Since opening the door, Tommy, although sneaking a few quick peeks, was mostly looking at the ceiling. “I’ll wait in my room. Just leave the door open when you’re done.” He snagged another quick peek as he closed the door behind himself.
Charlene hastily finished up, then opened the hall door and exited through the door to her bedroom. She pushed the door shut but stopped short of locking it. Charlene added a pair of white denim cutoffs and a purple t-shirt over the underwear she was already wearing. Although she wasn’t too pleased that the outline of the bra was so prominent, she lacked the energy to search though her things for one that wasn’t so structured. She found a romance novel she had been reading and headed for the living area.
The kitchen, eating and sitting areas were actually one L shaped room and since the landlord had provided the furnishings, they were sparse and apparently had been chosen more for their utility and price, than for style and comfort. The couch and chair had likely come from the same household sale, as they were at least, of the same style and color. Charlene chose the easy chair and opened her book.
Her eyes focused on the page as she began to read. As she flipped a page though, she realized that although she had read the page, she had no idea what she had read. Her mind was still focused on the scene in the bathroom – Tommy standing there in the doorway while she was at the sink in bra and panties. Charlene turned the book face-down on the arm of the chair. He had to have been looking. She tried to imagine what she might have done if Tommy hadn’t at least ‘pretended’ to look away. I would have had to make it look as if I was concerned… although, I’m not really sure I would have been...
As Charlene mulled it over, Tommy entered and flipped on the television. “So what has got you so deep in thought?” he asked as he plopped down on the couch.
“Uh… just something I was reading.”
“I am going to watch some basketball reruns, so if you want to continue reading, I can mute the sound.”
Charlene looked at her roommate. He had obviously just taken a shower – his hair was wet. She smiled and replied courteously, “That would be nice, if you don’t mind.” She continued staring as he picked up the remote and muted the sound. Those shorts sure do look good on him – bare chest and bare legs – nice! she thought.
Charlene picked up her book and pretended to read, but in actuality, she was still thinking about the scene in the bathroom. So he has now seen me in bra and panties. Tommy may have been watching the TV to some extent, but Charlene could not help but notice that he was also spending a good bit of his time, looking her way. “Something wrong?” She inquired.
Tommy spoke cautiously. “Not really. Just thinking is all.”
Charlene looked down, seeing the outline of her bra. “Is it the bra?”
“Well, yeah. This afternoon, you were outside without one. Now it’s just the two of us. Curious is all.”
Charlene responded somewhat defensively, “Didn’t really think about it. Just habit, I guess. But if you’re okay with it...”
Tommy answered slowly and carefully. “I know I shouldn’t even be talking about such things, but I got to say, your tits are so close to perfect, it’d be just fine with me if you never wore a bra.”
“Wow! You mean that? Like not even to class or nothing?”
Tommy sort of drawled out his continuing observation. “Yeah, well for class, you might want something a little heavier than the shirt you’re wearing right now.”
Charlene looked down at the t-shirt she was wearing. It is flimsy... and without a bra... oh, jesus, that would be pretty bold… being dressed like that in public... but in the apartment? Why not? She thought about how she might do it. Charlene smiled seductively. “If I were to take the bra off, and I would like to, you sure it’d be okay?” As if I had to ask.
Tommy choked. “Uh, you talking about right now?” Charlene nodded. “Well if you want,” Are you shitting? “you won’t get any objection from me.”
Charlene again put her book on the arm of the chair, reached under the back of her tee and unsnapped the bra. The sleeves of the shirt had been cut off and the sides split down an inch or two. If this doesn’t give him a hard-on, nothing will... Charlene pulled the straps out the side holes, then tugged the shoulder straps down her arms, until they were able to twist free. Pulling the bra out, she looked up. Tommy was staring, his mouth wide open. “You sure this is going to be okay?” She looked down. “This shirt is pretty thin.”
Tommy felt a stirring in his jeans. “Uh, yeah. Definitely okay,” Tommy allowed, “but I am still surprised.”
“At what? Me being okay with it? Daddy’s not here and as long as you don’t mind, I’d much rather.”
Tommy gave his crotch a little rub as he said, “Yeah, well it is just the two of us.”
“Right, but what if one of your friends shows up?” Charlene put her arms to either side, stretching the shirt over her bra-less breasts. Her nipples were hardening and threatened to poke right through the thread-bare shirt. “You still going to be okay with this?” Charlene challenged mischievously.
“Uh well...” Tommy was staring at his roommate’s unfettered breasts. They were not much more than a mouthful, probably only a b-cup, but in a thin t-shirt, with no bra, they looked mighty tempting. He continued to stare as he spoke. “I was thinking you might… I mean if there was anyone else here… that you might want to put something more on...”
There was a knock on the door. Tommy jumped up. Looking at Charlene he asked, “Speaking of which, you want to put on a blouse or something. I’m not sure who it might be.”
“But it is likely to be one of your friends,” Charlene countered, not showing any inclination to get up. Like maybe even the guy across the hall.
Tommy crossed to the door and looked through peep-hole. “It’s Blake, the one from the stairs this afternoon. You want to put something more on before I invite him in?”
“He did see me without a bra this afternoon. This shirt might be a little thinner, but unless you got a problem, I’m okay with it.”
And she doesn’t even care? Tommy shrugged his shoulders and opened the door. “Wondered how long it’d take you,” he said to the caller.
“How long it’d take me?” Blake was looking past Tommy, into the apartment, which so far looked pretty empty.
“My roommate, this afternoon, on the stairs. You seemed a little distracted.”
“Oh yeah, I’d forgotten about that,” Blake lied, still trying to see past Tommy. “Did you say roommate?”
“Uh, yeah. You mean I didn’t mention that this afternoon?”
“No. No you didn’t. I just figured her for a girlfriend, helping you get moved.”
“Nope, family friend. Going to be living with me while she’s going to school. But hey, come on in, have a beer and meet her.”
“Well, I am supposed to meet up with Josh and Leo but I still got time for a quick one.”
“Thought you’d say that,” Tommy quipped as he motioned Blake in. He led him to the couch, then continued to the kitchen for the beer.
At first, Blake and Charlene just stared at one another. He was quite clearly taken with her bare legs and unfettered breasts. The way he was looking her over was making Charlene wet. Blake spoke first, statements, not questions. “So you’re Tommy’s roommate – going to be my neighbor.”
Charlene assessed her inquisitor. His black hair was cut short, military style, and he looked as if he hadn’t shaved for a couple of days. He stared menacingly as he awaited her response. Charlene could tell he was dangerous but couldn’t deny her interest. She was anxious to clear up the relationship questions. Her pussy continued to ooze excitement as she attempted to explain. “Tommy and I have known each other since we were really little, but this weekend’s the first time we’ve even seen each other, probably in several years.”
“So you’re not like...”
“An item? Lovers? No, just friends and now, I guess, roommates.”
“So how is it you two even know each other?”
Charlene’s eyes flicked over Blake’s t-shirt covered torso but couldn’t help but notice the bulge in his skin-tight pants. And he likes to show it off too. She looked into his black eyes. “Uh well,” Charlene stammered, “Tommy’s father, and my father, they played football together in high-school… and they are business partners. We’ve spent so much time together, it’s almost like Tommy and I are related, but we really aren’t.”
“See you two already met,” Tommy commented as he handed a beer to Blake. “You want one too, Charlene?” he asked, offering the second one to her.
“Not tonight.” Charlene held up her hand to stop Tommy and Blake from interrupting. “Not saying I wouldn’t want to, but I am still seventeen and don’t want to get in the habit.”
Seventeen huh, good thing that’s legal in Texas, Blake said to himself. Then aloud, “And so…” Blake looked from one to the other. “Roommates?” Blake looked over to Tommy, then again at Charlene. “So how did you engineer that one, Bro?” Body like that, can’t blame him.
“Uh, actually, pretty much our fathers’ doings.” Tommy smiled.
Charlene had to insert, “And if it’d been up to Tommy, never would have happened.”
“Are you shitting me?” Blake exclaimed. “Always did think Tommy was a little goofy in the head, but I didn’t know he was blind too.”
Tommy was leery over the direction things were taking. “Didn’t you say something about meeting up with Josh and Leo?” Tommy wriggled his wrist, the one with his watch. “I mean, it’d be fun having you stay longer, but I know you need to be getting on.”
Blake understood the hint. “Right!” He stood, tipped the bottle up and poured the rest of its contents down his throat. Wiping his mouth on his shirt he said to Charlene, “Tommy don’t treat you good, I’m just across the hall.”
Blushing, Charlene responded, “Uh huh… right.”
When Blake was gone, Charlene addressed Tommy, “I was correct, wasn’t I?”
“About what?”
“About you not wanting this to happen.”
Tommy had been against it – their sharing an apartment – but that was before he knew what a ‘fox’ Charlene had become. Problem now was, he didn’t know how to say that without getting into a whole bunch of trouble. He attempted to dodge the question. “Our fathers didn’t ask me. Did they ask you?”
“Sort of. I mean Daddy did want to know if I thought you’d… well… you are a twenty-year-old guy and I am a seventeen-year-old girl and you can probably guess… he did think it was a good idea, and he does trust you, me too I guess… but he was still, let’s say, nervous.”
Charlene turned in her chair, nearly exposing a barely covered boob to Tommy. His thoughts burst aloud. “He’d be even more nervous, if he could see you right now.”
Charlene cracked a grin and hastily turned forward in her chair. “Pervert!” she blurted in a playful manner.
“Me?” Tommy questioned. “You’re the one running around with damn near no clothes on.”
“Yeah, but this was your idea,” Charlene added sheepishly, “It was, wasn’t it?”
“True,” Tommy enthused, “but I think you’re liking it too.”
“Maybe.” Charlene’s demeanor became serious, her tone – no nonsense. “So long as we’re agreed, what happens in Austin, stays in Austin.”
Tommy likewise turned serious as he replied, “We are agreed.”
Charlene opened up some. “So then, you okay with me as a roommate, or should I tell Daddy it isn’t going to work?”
Tommy gave Charlene a very thorough once-over, his eyes lingering over the bare legs and fixating on the bra-less nipples. He thought about the agreement they had just made, and what that might mean. “I do believe it’s going to work,” he conceded.
Charlene’s face lit up. “Long as I don’t wear a bra,” she added.
Tommy’s eyebrows went up, his eyes still focused on Charlene’s tits. “Yeah well that might help things along somewhat.”
“Figured as much. You guys are so easy.” Charlene might have continued in this vein for the rest of the night, but not ready for it to progress into something else, picked up her book and resumed reading.
Tommy, took the hint and turned to the television. After a minute or so of silence, emboldened by the direction taken by the earlier conversation, he offhandedly suggested, “You could take those shorts off too, if you wanted. You are wearing panties aren’t you?”
“Course I am,” Charlene shouted, grabbing the pillow from beside the chair and throwing it at Tommy. His arm went up blocking the throw. “Just a suggestion,” he protested.
“Yeah, you’d like that wouldn’t you?”
“Sure, but then you might too!” Charlene jumped up from her chair and started for Tommy. He jerked upward, his arms raised defensively.
Charlene grabbed Tommy’s arms and pushed him back against the couch. She jumped on top. “Not so easy to get rid of now, am I?”
Charlene was astride Tommy, her knees on either side of his shorts. She was bent over, pinning his arms behind his shoulders, her nearly exposed tits inches from Tommy’s bare chest. He tauntingly replied, “Who said I wanted to get rid of you?”
“Uh huh,” Charlene replied, staring into Tommy’s sparkling brown eyes. So much for pretending innocence. Couldn’t help it. Just the way I am. Charlene released her grip on Tommy’s arms and climbed off. Crossing back to her chair she picked up her abandoned bra and her book. Turning toward her room, she announced, “Enough for one night. I’ll be in my room, reading.”
Tommy was pretty sure this was not the end of Charlene’s antics. At least I hope it’s not, he thought.
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Alice and I were rolling around in the sheets of my dorm room. She and I had vibrators inside us and we were holding onto each other’s toy – pushing it in and out of soaked swollen pussy. Anyone who has ever felt the odd sensation of something so desired, so thought about, so hoped for, finally complete – anyone who has felt that, could know what I was feeling. My virginity was gone. I felt like a bird released from her cage, and I lavished everything on Alice. I wanted to give everything to...
Alice and I were rolling around in the sheets of my dorm room. She and I had vibrators inside us and we were holding onto each other's toy – pushing it in and out of soaked swollen pussy. Anyone who has ever felt the odd sensation of something so desired, so thought about, so hoped for, finally complete – anyone who has felt that, could know what I was feeling. My virginity was gone. I felt like a bird released from her cage, and I lavished everything on Alice. I wanted to give everything to...
LesbianAbout six months after my divorce, I decided to accept the company’s long-standing offer and transfer to New York. Being a small-town guy from the Midwest, I was a little intimidated about moving to such a big city, but I felt like the change would do me good. Most of my friends had been my ex-wife’s friends first, so I was beginning to feel isolated. If some woman had come along in those six months to pique my interest, I might have stayed longer to see if the relationship might go somewhere,...
Gay MaleCharlene was dressed like a high-school girl, and a prudish one at that - white blouse buttoned up to her neck and tucked into a pleated gray skirt that came down almost to her knees. Not that the skirt length made much difference with her legs being totally covered by white stockings.Tommy wasn’t even sure he wanted to admit knowing her. And such a shame too, he thought. Charlene was a pretty girl – not too short and not too tall, petite, but shapely, blond hair to her shoulders, blue eyes and...
College SexMy wife and I had been dating for about three months when I got a new roommate. Jason was decidedly gay, though he did a good job of covering it up. As far as roommates goes, he wasn't a bad one at all. Most weekends he was gone and didn't come back until late Sunday evening, so on those weekends that Laura and I were strapped for cash and couldn't afford a hotel off base, it was nice to know that we had some privacy in my room. Because it was a training command, having a guest of the opposite...
BisexualI wanted to share another story, about the first time I secretly recorded my roommate. By this point we had been living together for over a year. I had the pleasure of listening her have sex with various guys on a number of occasions. It still didn’t happen often as she often waited until I was out of the apartment (between that and the cleaning she really was a courteous roommate).On the few times she had come home with a guy for sex, I had taken to listening behind my door. I would bring a...
I swear he’s always like this. So worried about everything. I don’t know how the kid has survived this long. Probably because I’m always here to calm him down. It’s kind of funny, not many people can see Andrew and me as being friends. Him being a meek, petite, nerd who’s often confused as a girl and me a muscle-bound, jock who gets all the girls. We’re complete opposites from each other. And yet, Andrew and I have always been best friends. We grew up next door to each other, I’m always...
Eighteen-year-old Katherine Sparks moved into her dorm room to find gothic-looking posters up on the right side of the room. She planted her box of stuff on the single bed on the left. A busty pretty girl with long black hair in a black skirt and short cut top with heavy gothic makeup on walked in. She turned to her."Hi, you must be my roommate, I'm Nina Davis," she said and shook Katherine's hand. "Katherine," Katherine replied. Her blue eyes lingered down to her roommate's bust and...
LesbianChapter 1: Doin' The College Thing It's hard to believe you finally did it. You really made it to this point in your life. Have you actually gone away from home? Have you actually come to college? Are you actually standing in your own room at Western State College? You can't believe it. It seems like only yesterday that you started High School and suddenly you are out on your own and moving into your own Dorm room. You're not sure you are really ready for this. In fact, you aren't even sure you...
Brian looked down at Stacy. He couldn't believe he might be fucking these huge tits for the last time. The two of them had a good thing going on between them for these past three months. They both had decided not to put a label on their relationship. Instead, they just enjoyed each others company, as well as fucking each other to the point of exhaustion. All of that would have to was on hold for now. Stacy and her ex-husband had agreed to go on a long trip together. It was their last attempt...
InterracialBack in college I was dating this girl Shannon. She was on the school volleyball team so she was in incredible shape. The only problem was that, during the season, she was often busy, and when she wasn’t busy she was tired. This often left me lacking when it came to sex, and I would often be left to take care of myself. When she wasn’t in season, though, she could and would screw me until I couldn’t take it anymore. I think it was part of her off season training plan to stay in shape. After a...
College SexSomething happened to me not long ago that altered my life. I am not a gayman. I have never liked gay men. I could never imagine how a man could besexually attracted to another man. It's unnatural. I always believed thatit surely must be against God's will.When my son, Mike, moved into his dorm room at college during his Freshmanyear, his mother and I visited him to make sure he was comfortable and thatall arrangements were satisfactory. We met his roommate, Tom. He seemedvery nice, and...
As I approached the dormitories at the beginning of my sophomore year, I have to admit I wasn’t entirely happy. I’d had such a great roommate my freshman year that I wasn’t looking forward to a new one. No, it wasn’t what you’re probably thinking. My previous contentment had nothing to do with sex, since Gerry had been totally straight and not at all physically my type; but he was smart, funny, neat, and tolerant, and, in short, perfect to live with. When he decided, over the summer, to get an...
Foreword: This entry is a direct continuation from my previous stories. Basically I’m just telling all of the most interesting and exciting sexual stories of my life in chronological order. I will try and include enough back story for a new reader to be able to jump right in, however I apologize if I fail to provide enough. In short, if you want to get the full effect, you may want to read the entire thing from the beginning. Thanks and enjoy. The RoommateJune 2002In the summer of 2002, I was...
“Relax, Andrew. It’s just a party. Yeah, sure there will be girls there, but it’s not like they’re serial killers or something,” I tell my best friend as we make our way to the party. I swear he’s always like this. So worried about everything. I don’t know how the kid has survived this long. Probably because I’m always here to calm him down. It’s kind of funny, not many people can see Andrew and me as being friends. Him being a meek, petite, nerd who’s often confused as a girl and me a...
You hate your job. You hate the long hours you have to work. You hate your fat, sweaty, incompetent boss. You hate the work you do and your clients' demands which are equal parts incessant and annoying. You hate that your job pays too well for you to quit. However, despite all the bullshit you put up with, your week is finally over. And working there has paid off in at least two ways. The first comes in the form an apartment that qualifies as more than just "okay." The huge living room packed...
This incident happened when I was staying with my bachelor friends. It was a 2 BHK flat where there were 5 boys staying together including me. We used to have drinks almost on a daily basis and were enjoying our lives as roommates, but none of us were involved in sex with each other as there were no gays in the group.We had 3 spare keys for the main door and any of the 2 roommates would keep each of them, and last key, we normally keep in the nearby bakery to avoid any last minute confusion...
I arrived at my university in Colorado in late August for my freshmen year of college. Orientation and classes were starting and I was eager to meet my roommate. Lee had been on campus all summer prior to me arriving. He was a Linebacker on the football team and was also a true freshman like me. Lee was up early each morning and very busy each day but had time to help me with orientation, building locations, and introducing me to other guys on the football team. He seemed like a great roommate....
I was a forty-six year old trophy wife, even if I do say so myself. I work out three to five days a week to stay fit. I am five-feet-four inches tall and I have a 36D 28 34 body shape. My husband is a senior vice-president for a Fortune 500 company and he travels a lot.Recently he left on one of his week long trips. I decided to visit my son, Mike, at his college where he is a senior. I took a hotel room near his apartment. He and his roommate talked me into going drinking with them.His...
MILFHi this is Jeet from Mumbai. It was the end of my 12th boards and I had gotten admission in an engineering college in Pune. It was always my fantasy to be a sissy slut for a guy and so I began to find people online who were looking for roommates on planet Romeo a gay social website. I found a guy named Paras who had a flat in Pune which was near my college and he wanted a roommate to split the rent. He was a 23 year old dominant top and wanted a bottom as a roommate. We discussed the rent and...
Gay MaleI arrived at my university in Colorado in late August for my freshmen year of college. Orientation and classes were starting and I was eager to meet my roommate. Lee had been on campus all summer prior to me arriving. He was a Linebacker on the football team and was also a true freshman like me. Lee was up early each morning and very busy each day but had time to help me with orientation, building locations, and introducing me to other guys on the football team. He seemed like a great roommate....
Gay MaleKevin and Jenny were high-school sweethearts. They'd met in their small town in the suburbs, becoming friends at 12 before they started dating at 15. They had stayed a strong couple through all of high school, growing as people and developing together - they had stuck with each other through thick and thin. They were each other's firsts in everything - both had only ever slept with the other. College was the next big adventure - they'd made a point to apply and enroll at the same state...
When I returned to the states, in 1967, I spent a few years bouncing around in a few jobs; nothing that I would make a career out of but they supported me pretty well. I made new friends and had set up camp in the big city of Pittsburgh. I won’t go into all of the details but one of the friends and I wound up sharing an apartment for a while. Tom was a nice enough guy but straight; I was trying to get laid every chance I had and, if he wasn’t so straight, he would have made a nice fuck buddy.We...
This is a gay story about how I got in a sexual relationship with my roommate. I was studying in a college in Bangalore. As it was a long way from home, I stayed at the college hostel. I had a roommate. He and I were like buddies and we were in the same class. I never had a gay experience in college or hostel before. One day, after class, we went to our hostel. After getting into my room, we placed all bags and stuffs on the table on the side and he said he will go out and buy some snacks for...
Gay MaleHi, this is Vike back with another story. Theh heroine of this story is a 19 year old girl named Vidhi coming from a very conservative family belonging to a small town of India. Since her childhood, she has been studying in a girls’ school. And belonging to a conservative family, she was never allowed to talk to any guy apart from her younger brother. Vidhi was a studious girl, always scoring above 90% in every exam. She completed her 12th and now she had no choice but to move outside her city...
LesbianI been living with the same roommate for the past 4 years and were best friends, well now he got married and I have this townhome all to myself but I need a roommate to cover the cost of it. It’s a big place and I can’t afford it by myself, so I start asking around. A friend says her girlfriend is looking for a place since she just moved to the city. I didn’t hesitate and told her to come by.The following day she came over to see the place. Her name was Carmen, she was the sexiest girl I ever...
I just had graduated college with a 4.0 GPA and a degree in history, applied to the Smithsonian in D.C and got offered a job. I'm a twenty two year old virgin, but not because of my looks, I'm told I am a good looker, with a decent rack, 34 C, but because I have been programmed since childhood to excel in school. I did just that, all through my school life, studies came first, which left little or no time to party and here I was in Washington D.C. Apartment hunting, preferably with a roommate...
LesbianI’ve had half a dozen roommates in the last 15 years, some for months, some for years. Sean stayed with me for about 4 years. All my roommates were in recovery, and staying here provided a chance to start rebuilding their lives when they had to start from square one again (cheap rent and all utilities included). He was a good looking guy, 6’1”, good physique, beautiful blue eyes and the sexiest smile. He was friendly, courteous and gregarious. Because so many of the roommates had next to...
Gay MaleIntroduction: Coeds Swap Boyfriends as Graduation Present This is a true story. I met my wife, Mary, in college. She was a gorgeous, shoulder-length brunette with long, slender, curvy thighs and calves, 32-C tits just big enough to flap delightfully when she humped, and a very pretty, slightly freckled, pale Map of Ireland face. Although we didnt fuck on the first date, we did have a long and enthusiastic make-out session in which I got all the way to third base. It wasnt long before I raced...
THE WAYWARD ROOMMATE by Skip Part 1 By all rights Lisa McGrath should have been one oversexed 19-year-old slut.But to the contrary her propensities were such as to make her repulsive toher peers' of both sexes and especially to her 28-year-old roommate JeanineApplegate. Lisa and Jeanine were roommates in a single family home in a Delaware Countysuburb of Philadelphia each having their own bedroom but sharing the rest ofthe house. It was owned by Jeanine's elderly Grandmother who resided at a...
J got up. “I’m going to take a shower, I won’t be long, stay here,” she said, wrapping a towel around herself and walking out of the door. The door didn’t latch when she shut it. Instead, it opened just enough so that I could see into the hallway. Not long after the shower started, J’s roommate walked down the hall. She was wearing a different shirt, it was shorter. She had a thong on, and now I could see all of her ass. She had the most perfect ass I’d seen in a long time.I laid in J’s bed,...
Quickie SexWhen I was a young teenager, I had several experiences with an older man. I'm not necessary gay and am not sexually attracted to men, but this guy got me into cock and cum. Let me tell you, that no woman can suck a cock like a man. Men are simply better at it. But there is something about a nice hard cock with a big mushroom head that makes me hard. Hearing a man moan and feeling his cock pulse in your mouth as he's getting ready to shoot a nice creamy load into your mouth is incredible. The...
Here I m desiboy, back again with another story after fucked my teenage love. Thank you all for showing your support and I will work on the other aspects also to improve. Suggestions are welcome at [email protected] this story is about one of my encounters with a roommate. It happened when I was doing an internship in a Gurgaon firm. Commuting to Gurgaon from home was the hell of a task as most of my time was spent in traveling. So I decided to take a flat in Gurgaon. I did all the...
Jamike and Buchi had been friends since they were k**s. Once they got into college they decided to get this house out by the university so they wouldn't have to live in the dorms. Only problem was they wanted one more roommate so they could lower the cost of bills. After looking up other people needing a place to stay Jamike came across Zoba in an online search. She was moving to the university on a dance scholarship. From her picture he could tell she was pretty with brown hair to her...
You’ve heard the saying, everyone experiments in college. Well my first year away at college was no different. I spent it exploring my roommate.His name was Brandon – my new college roommate from Boston. Going back east to college was my first time away from L.A., and I was still surprisingly shy when meeting people considering I was pretty popular and adventurous in high school. Maybe it was because, disappointingly, I was still a virgin. I mean I’ve received blowjobs and the usual make out...
Here I m abhi, back again with another story after fucked my teenage love. Thank you all for showing your support and I will work on the other aspects also to improve. Suggestions are welcome at So this story is about one of my encounters with a roommate. It happened when I was doing an internship in a gurgaon firm. Commuting to gurgaon from home was the hell of a task as most of my time was spent in traveling. So I decided to take a flat in gurgaon. I did all the formalities with the owner...
My last roommate name was Adelphia. She was a nympho by the book. We had sex every day. One day I built a sybian out of a mailbox, a sander, and a vibrator. I also created an orgasm indicator, that could be placed on a nipple and when the nipple swells, a light came on. Last June I had Adelphia sit on the sybian blindfolded, knowing her expecting a big orgasm. Every time her nipples swell up, I turned the sybian off. She was craving for an orgasm, and my goal was to have it when I decided. The...
This is not necessarily fiction. I hope my friend girl never sees this story lol.The Roommate-I had recently moved to North Carolina by way of Atlanta GA. I had just got laid off of my job in Atlanta and one of my best friends Dametra was telling me of a place that was hiring and that if I got hired I could live with her and pay her a small amount for room and board until I get on my own.So I decided to drive there and visit for a weekend since its only a 4 hour drive. So when I arrived I...
It started as an average Friday night with my girlfriend Jennifer, and I relaxing in my dorm room. We sat on my bed pretending to play video games and making out. More accurately, Jennifer played the video games while I, far too distracted by her slim figure to play myself, interrupted her with kisses.At only 9pm my roommate Mitchell came back. As Mitchell took partying pretty seriously I was quite surprised by his early return on a Friday night. As soon as Mitchell sat down I was reminded of...
Note: ——I am NOT the author!so plz Don't ask me about part two,am simply sharing this lovely story with all of you because I have not seen it on here"You should put on a condom," I whispered. "No," Mike said firmly. "I want to feel you." I didn't say anything as Mike slid inside me easily in one quick stroke. I was wet and ready and wanted it just as bad as he did. Mike and I had been dating for almost a year and up until a couple months before I had been on the pill. Due to some bad side...
Hi all, my name is Zohan. I am a mechanical engineer and working as a production engineer in a company in Delhi. This story is about me and my roommate when i was in college. His name is Gaurav. I have done my graduation from Jaipur. I am a normal guy with average features. I have the same keenness and knowledge as anybody would have at my age. My age is 23 and i had taken admission 6 years back. At that time i was not that much open-minded but now i have so many experiences in my...
Gay Male“This might be a bad idea.” The words were spoken by Fred Turner, attending the 27th birthday party of his friend, Kate. Sitting on the couch in her apartment, surrounded by their friends, he was answering the offer of someone suggesting they use her newly opened gift: a Ouija board. “No, no, no, no! Do not mess around with that thing!” Kate’s older brother, Dave, warned. “Will you relax?” Tim, Kate’s boyfriend, asked. “It’s harmless, mostly a conversation piece.” As he pulled the board from...
My name is Bob and I'm an avid nudist. I have a great, three day a week job, which pays well. I go to the local gym regularly, I enjoy bicycling and going out with my friends. Since I broke up with my girlfriend Sue, I've been living alone in a large two bedroom apartment. I was at the local supermarket shopping when the rent ads on the bulletin board caught my eye. Reading them, I didn't find any that seemed promising, so I placed one of my own. Looking for roommate 21y to 35y, non...
Mom's RoommateDoug gave his wife a final kiss before boarding the military aircraft."I don't want you to go." She whimpered."Honey, I have to...I'm sorry."Kristen gazed up at him, her big green eyes full of tears. "What if you get hurt...or get killed?""Babe, that's not gonna happen...I promise you." Doug said confidently.As he boarded the plane with the rest his battalion Doug gave a final wave back at his family. Kristen forced a smile and waved back, her 6 year old daughter Cassie stood by...
It was well after midnight, and I tossed and turned, tormented by her presence in the next room. I was agitated, my mind racing with delicious yet agonizing images in my head - "sleep" not only seemed hopeless, there was a part of me that didn't want to fall asleep at all, as it would put an end to any possibilities, no matter how silly or remote. And in that state of mind, you can understand why I thought perhaps I *was* asleep, that I was dreaming, when the door slowly opened, and there...
About six years ago I was in university and living on campus during the summer along with a few other guys, including a guy I roomed with off campus during the school year. Jeff and I were in the same program and we were taking summer classes while working for our department. He and I were fairly big geeks and only occasionally would we do social things like going to the bars to drink and socialize with friends. There were several women also living in residence then, including one attractive...
THE ROOMMATE CHAPTER 1 Lynn and Tiffany were roommates in college. Lynn just turned 21 years oldlast month. She didn't go to college right away she wanted to explore the worldand visit some countries. Lynn was a freshman and just moved in with Tiffanyover the summer. Lynn has not been initiated to the college as of yet. Butby nature she will be initiated all year by the senior girls. Tiffany has beenShannon slave for last three years, but Lynn didn't know that she was her slave.One day...
I know I often wear a strap-on and there are indeed moments when I wished I had a cock, an actual cock with sensory nerve endings attached to my brain so I could feel their soft squishy pussy’s wrapping around me, but that didn’t mean I wanted to be a man. In fact being a woman has it’s clear advantages, look at my latest roommate for example, twenty two year old, terribly naive, she even brought her parents to the roommate interview. I’m pretty sure her dad wouldn’t be paying her rent...
Bobby shifted slightly in his seat on the sofa allowing his left hand to slip around Kelsi. His hand found what it was seeking, sliding into the sleeve of her shirt and he cupped her left breast, lightly pinching her nipple through her thin lace bra. “You naughty boy,” Kelsi whispered. “Your roommate will see.”“He can’t see anything,” Bobby whispered back. “We’re covered with the blanket. Besides, he’s watching the movie.” Spazzy did seem engrossed in the movie. Covered in his own blanket, he...
InterracialGuess I shouldn't have been surprised it would come to this. Jack always insisted he was getting better, but sure enough, he was up to his old tricks: Stealing shit to fund his 'kicked' dope habit. Now I'm sitting on my front porch as Detective Pindick goes through my shit. He probably thinks I'm in on it. I'm sure to him that anyone with tattoos and a mohawk is down for smoking meth and worshipping Satan. The only thing Pindick is going to find is my collection of BDSM toys. Probably give him...
BDSMYou are sat on the couch watching a day time game show on your TV whilst idly surfing the internet on your laptop your eyes regularly glancing at the clock in the corner of the screen. Your new roommate was moving in today you were forced to advertise online to find someone to live with wince in your first year of College you hadn't managed to make any friends, largely due to your own shyness, apart from the fact that it was a woman moving in you new little about the person who would soon be...
Teen"Fuck," Abbie shouted as she continued to surf the job websites, still finding nothing. "I cannot get kicked out of school. I just can't." Abbie had just two weeks ago been caught cheating on a test, and her scholarship had been revoked. She'd only managed to keep from getting expelled entirely by sucking off the dean of the Ethics Committee (not that she objected, she'd had a crush on Dr. Marvin for some time). There was no way, coming from as poor a family as she did, that she could afford to...
I had told my wife before we married that I had some experiences with a couple of guys, but I had never told her the full story. One night she was sucking my cock and I told her that I was going to cum if she kept sucking. She had never allowed a guy to cum in her mouth and she thought it was gross. After we were done, she asked if anyone had let me cum in their mouth. I replied, "Yes." She asked me more about who and where and if I liked it. I said, "you remember me telling you about I had...