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With the sole exception of Lucy, who had been her best friend for as long as she could remember, Annie had never really hit it off with girls her own age.
Fortunately, her relationship with boys had always been just the opposite. During her puberty, when her female high school classmates turned their backs on her, either out of jealousy or envy, it was the boys who accepted her willingly. For obvious reasons, most of them liked hanging out with Annie, but the feeling was mutual. If they seemed to be more than delighted to enjoy the company of a hottie like her, she loved being the center of attention and soaking up all the admiration they gave her.
During her senior year in high school, just turning eighteen, Annie managed to pass the tryouts and become a part of the cheerleading team. She had never been particularly interested in basketball or football, the most popular sports at her high school, but she thought that joining the cheerleading team might earn her the approval of her classmates.
However, her hopes were in vain. Not only did she fail to gain the approval of her peers, but her newfound popularity among the boys at school only fueled the envy and jealousy of the girls her age.
Pranks became a common occurrence within the cheerleading team, where Annie was systematically subjected to all sorts of tricks, from being summoned to non-existent practices on a Friday night to being made to wear skirts shorter than allowed and tops a couple of sizes too small.
Interestingly, these kinds of abuses didn’t have the desired effect. Far from diminishing Annie’s popularity among the boys, it only increased, making her the most cherished girl among her male classmates and the most disliked among her female peers.
It wasn’t unusual for the boys to invite her to watch American Football, Basketball, or any other sport, or even give her a call to join in for a game of pool and a few beers.
If her academic responsibilities didn’t get in the way, she always welcomed those invitations, like that Friday night when Jamal, the captain of the basketball team ran into Annie on the court. Dressed in her cheerleader uniform, she was alone and sad, on the verge of tears.
“What are you doing here today, Annie?” asked Jamal, “I didn’t know you girls had practice today.”
“And we don’t,” replied Annie sobbing, “I got played again.”
“Those bitches.” Jamal was a huge black boy that played on both the football and the basketball team. Like the rest of his teammates, he empathized with Annie’s situation and tried to help her whenever he could.
“Why don’t you come over to Dylan’s?” he asked her. “We’re going to watch the game and have a few beers.”
Annie looked up at Jamal with a worried expression. Dylan was one of the big guys on the football team, and he happened to be Debbie’s boyfriend, one of the cheerleaders who had picked on Annie the most. That’s probably why she hadn’t had much contact with him. They might have greeted each other a couple of times at most. Who knew what Debbie might have told him about her.
“Do you think it would be okay if I joined in?” She asked genuinely concerned.
“Of course,” Jam replied with a huge smile, “don’t be silly. The guys love you and will be more than thrilled to have you there.”
One of the reasons the boys were especially glad to have her in their parties was that they knew how hard Annie tried to keep them pleased. In fact, the worse the rest of the cheerleaders behaved toward her, the more likely she would try to keep the boys happy.
Most of the time that meant drinking with them, playing along with their jokes about her bountiful ass or her massive tits or even let them take pictures with her. This was especially appreciated when she was wearing her cheerleader dress. It drove them crazy.
Sometimes, when they would party and she would drink too much, she might even let them fondle her a little. On those occasions, they knew that if she was seriously intoxicated, she might even fondle them in return.
“Did I show you my new pickup truck?” Dylan asked with Annie sitting on his lap as the rest of the boys followed the game.
The two had been drinking and laughing together, and as the game began, he had insisted that she sit on his lap. The couch was too crowded with all those big guys.
“Your new pickup truck… not that I remember.” Annie replied confused, trying to recall. The beers she’d had didn’t help.
“No problem,” he replied with a mischievous grin, “finish your drink and I’ll take you home so you can see it.”
“But the game isn’t over yet,” she replied even more confused.
“Never mind,” he said downplaying it, “it’s boring as hell.”
It was not uncommon that if any of the boys drove Annie home they would stop in the lake area. They knew that if she had had too much to drink, she wouldn’t mind getting a little groped in the back seat of their cars.
Sometimes, if they played their cards right, she also didn’t sarıkamış escort mind having to give a blowjob or two to keep them pleased. Actually, it didn’t take a genius to convince her of that. They only had to highlight the importance that this small favor could have for them.
“Really?” Annie asked trying to focus on the subject even though she was a little dizzy. “You and Debbie haven’t spoken for two weeks?
“Totally.” Dylan replied, “she told me she doesn’t want to have sex until we’re married, can you believe that? That’ll be after college!”
“Wow,” Annie replied, not knowing what else to say.
“Anyway,” he continued, “I asked her if she could at least give me a blow job.”
“That usually works when you don’t want to get banged,” Annie remarked supportively. “What did she say?”
Dylan looked at her in bewilderment. “She said no way, that it would be unfair to her. Debbie says she’s never done it before and has no experience giving head at all. Thus, if she did it to me, I’d end up comparing her to others who’ve blown me before.”
Annie remained silent in thought. Maybe she had a point after all.
“Be that as it may,” he continued, looking at Annie with pleading eyes, “I’m going to go crazy. I even think I’m getting a real bad case of blue balls.”
Annie couldn’t help but feel sorry for him, so it wasn’t long before the car was filled with the sounds of illicit sucking. Annie had just started bobbing her head up and down, taking his cock into her hot wet mouth.
“Oh yeah baby,” sighed Dylan leaning back in his seat, his eyes half closed, “certainly you know how to suck off a big cock.”
Dylan had parked his new truck in one of the elevated lake areas from where he could make out the various cars parked there. With Annie bent over on his lap, he fondled her ass while she went down on him. That bitch had an absolutely stunning rear, worth mentioning.
That night was unusually hot, so he rolled down the window and rested his other arm there. He looked around, enjoying the view of that part of the lake, while Annie kept sucking him off.
“Fuck me,” he blurted out suddenly, “that’s Debbie’s car!”
For a moment Annie stopped what she was doing. She got up on her fours, her hair tousled, and looked confused in the direction Dylan was pointing.
There it was. Annie could easily recognize Debbie’s car. “Maybe you’re in luck after all and she gets some practice.”
He looked at her offended by her joke.
“Never mind,” he reacted at last, pressing her head down and pushing his hips up so that his cock met Annie’s lips again. “Hurry up. I don’t want her to see us.”
Not complaining at all, Annie parted her lips around his cock and continued sucking. She certainly didn’t want to get in trouble either, so she decided to speed up the suction pace, sucking him harder so they could finish as soon as possible.
Fortunately, it didn’t take too long.
“Oh, fuck,” Dylan blurted out pushing her head even lower as he thrust his hips upward again, deepthroating his cock all the way down her throat. Just then he cummed hard, emptying what felt like an incredible amount of cum down her throat. Annie had no choice but to try to swallow each heavy load of semen that he emptied into her mouth. After all, there was no toilet nearby and she didn’t want to end up with loads of jizz running down her face on her way home.
But no matter how much of that jizz she swallowed, he kept pumping hard. Unable to swallow any longer, Annie pulled back just enough to place the head of his throbbing cock on her tongue, letting it fill her mouth with all that cum that kept spurting out. Finally, when the last of the warm, heavy spurt spilled into her tongue, she closed her eyes and noisily swallowed all the cum in her mouth.
Certainly, there was no doubt that the guy hadn’t cum for quite a while.
“Holly shit,” Dylan exclaimed ecstatically, “you’re an amazing cocksucker.”
“Thank you,” Annie smiled absentmindedly looking for something to wipe herself with. Seeing none, she swiped her middle finger to collect some remaining semen that had been left at the corner of her lips.
Dylan watched in rapture as Annie gladly sucked on that finger covered with his cum.
Beyond the boys on the basketball and football teams, Annie started dating other guys, but things usually didn’t turn out very well. Most of them tried to take advantage of her from the very first date, blatantly grabbing her generous tits at the slightest opportunity, or even trying to get her to give them a blowjob anywhere, no matter how inappropriate the place might seem.
All of them, without exception, ended up dumping her when they finally achieved their goals, even if it was in the form of a quick fuck in the back seat of a grimy van.
At those times, Annie could feel terrible, and undoubtedly she would have spiraled into a deep depression if it weren’t for Ted and Jimmy. They were two twin sarıyer escort brothers who lived downtown and with whom Annie had developed a unique bond. Although they were somewhat known as geeks, Annie found them tremendously amusing and loved hanging out with them. But most important of all, they were always there to cheer her up and remind her of her self-worth.
At the right moment, they became invaluable sources of emotional support for Annie. This was especially important during a period in which she faced harassment from her female classmates, who subjected her to various hurtful pranks and even sent anonymous messages, each one more demeaning and offensive than the last.
Beyond that, they assisted her with many more practical, everyday matters. They could help her with her homework or even offer guidance on improving skills, like refining her technique in playing pool.
“Make sure to let the cue slide smoothly between your thumb and forefinger,” Ted advised her guiding her hand with his, as he rested his other hand on her hips, dangerously close to her butt.
She didn’t mind. Annie knew both Ted and Jimmy were always horny. They were young boys after all. Besides, neither of them seemed to have much luck picking up girls, so it was no wonder that, from time to time, they would try to fondle her, especially if the three of them had partied and drank too much. Anyway, their gropes were always gentle and harmless caresses, so they didn’t bother her at all. On the contrary, she liked being cared for and enjoyed the attention received.
In any case, most of the time they both prudently kept their distance and just stared at her. However, Annie was fully aware that beyond enjoying her company, both boys lusted after her and even thought of her when they jerked off. But far from finding it repulsive, as many girls her age did, Annie considered it a compliment. It was something perfectly natural, so Annie, far from avoiding exposing herself when she was with Ted and Jimmy, tried to make it easy for them to enjoy her body. She began to dress in skimpier and skimpier attire, pretending to be distracted most of the time so that they could ogle at her in total tranquility, without the fear of being caught sneaking a glance at her.
The perfect occasion for this was when the three of them went to play pool. At least once a week, they used to go to a bar downtown that was usually not too crowded and where Annie felt perfectly comfortable wearing her shortest shorts and her most generous cleavage. The game offered her the chance to focus on the pool table while Ted and Jimmy could devote their full attention to checking her out.
In a sense, this was the way Annie thanked them for all the support they had given her. She was convinced that the least she could do for her friends was to let them enjoy looking at her body or even fondling her from time to time. There was nothing wrong with that. All in all, the connection she shared with Ted and Jimmy wasn’t just about fun and games; it was a supportive friendship that extended into various aspects of life.
In any case, the close friendship that Annie had struck up with Ted and Jimmy did not prevent her from hanging out and partying with other guys. Even more so considering that Lucy had left for a year to study in Europe, leaving her without any other female companionship and support.
Fortunately, Annie had no shortage of offers from guys to hang out and have fun. During spring break, Ron, a boy she had just started dating, extended an invitation for a camping trip with him and his cousin, Jasper. Annie, despite not being a camping enthusiast, had a strong liking for Ron. Moreover, they had not yet had the chance to do anything beyond kissing, so she thought it might be a good opportunity to go a little further. That’s why she decided to accept his offer and join them for a few days in the great outdoors.
But the thing is that in the end the experience turned out to be quite different from what she had initially envisioned. While she didn’t enjoy the intimacy she had hoped for with Ron, she found Jasper to be a a rather peculiar guy, not just because the guy was a six-foot, three-hundred-pound giant, but because he couldn’t seem to take his eyes off her. As far as she could tell, the guy had spent most of the time ogling at her, not to mention his penchant for walking around half-naked every morning, displaying his morning wood in front of Annie while Ron was still asleep.
In his defense, though, it could be said that Ron hadn’t stopped teasing him about Annie’s charms.
“Fuck man, look at that piece of ass. I have to do something with her or I’ll get major blue balls.” She overheard Ron tell his cousin one morning while she was trying to talk to Lucy on the phone.
“Just looking at it is making me hard again.” Ron insisted at Jasper’s silence.
Ron continued teasing Jasper about Annie’s presence throughout their entire camping trip. Somehow, şarkışla escort it was as if Ron enjoyed showing her off to his cousin, so he encouraged her to wear all sorts of outfits, each one more skimpy than the next. Apparently, the only purpose of it all was to make his cousin horny because beyond that, Annie and Ron didn’t have the privacy she craved for.
“Do you really think this outfit is appropriate for hiking?” Annie asked somewhat concerned, considering that her outfit consisted only of her bikini top and a pair of skimpy shorts that Ron had bought her. In fact, they barely covered her buttocks.
“Are you kidding me?” Ron replied with a wicked grin, “This outfit is just perfect.”
“I’m not so sure about that,” she insisted, “I have a feeling I’m going to burn if I go out there so exposed.”
“I thought you wanted to get a tan.” He replied, amused.
She did want to get a tan but it was obvious that both her back and shoulders were at serious risk of burning under the scorching sun of those mountains. Not to mention her butt, barely covered by those brief shorts.
“Don’t worry,” he said checking her up and down with that smirk still on his face, “for the moment it is cloudy. If we see it necessary later, Jasper can put some sunscreen on you.”
Annie found it odd that Ron would have his cousin apply sunscreen to her instead of himself. In any case, the sun provided them with some respite that morning, so neither Ron nor Jasper needed to help her apply sunscreen. However, eventually, that’s exactly what happened.
It was one morning after a couple of days of long hikes. The boys thought it would be nice to take a day off, so they decided to stay at the camp to rest.
Annie, seizing the opportunity, decided to soak up the sun and try to get a bit of a tan.
The bikini she wore, though relatively modest, showed off her toned belly, ample cleavage and huge breasts. The bottoms were full coverage from her waist to about halfway down her butt, where they were cut off, exposing the lower half of her plump buttocks.
As she walked past the boys, Ron nudged Jasper. “Fuck man, you’ve already got wank material tonight.”
Annie tried to disregard Ron’s coarse comment and sat down on his towel. Under the watchful gaze of the two boys, she picked up her bottle of tanning lotion and started applying it to herself until she finally felt pleased and lay down on her back. After a while, Annie rolled over onto her stomach, while the two boys kept staring unabashedly at her bountiful butt.
No one said anything for a while, so the boys thought Annie had dozed off. Finally, Ron broke the silence. “Looks like you’re gonna need some sunscreen on your back.”
She raised herself on her elbows and gave him a wide smile. “Thank you,” she replied.
Then, to Annie’s surprise, Ron turned to his cousin. “Can you take care of it?” he asked. “This damn knee is killing me.”
“Sure,” Jasper replied with a mischievous grin on his face.
Confused, Annie handed Jasper the bottle. Then she laid back down on her stomach, using her crossed arms as a pillow. He poured a good squirt of lotion into the palm of his hand and knelt beside her.
Annie expected him to put the lotion on her back, but to her amazement, he took her ankle in his hands and slowly kneaded her calf muscle as he spread the lotion around. He then went up to the foot, massaging it thoroughly. Annie couldn’t help but moan in pleasure.
When finished, Annie could notice Jasper laying her foot on his lap, close to his package. Then, he switched legs and repeated the process.
He was definitely prolonging it and taking longer than was necessary, but Annie had to concede that the guy knew what he was doing. Perhaps he had received some training in massage techniques. Anyway, she had no complaints about unexpectedly enjoying this sudden pleasure.
Jasper finished with her second foot and laid them on the towel. Then he repositioned himself, sat on her calves and leaned forward to rub her lower thighs. Again, he took his time getting the lotion into her muscles. Under the energetic movement of his hands massaging her naked thighs, she couldn’t help but flex her calves, now situated just below Jasper’s crotch, who, noticing the rubbing of her bare skin against his scrotum, couldn’t help but let out a sigh.
After a while, Jasper spread Annie’s legs apart and knelt between them, tucking his knees between her thighs. She had to open them wider for him to fit, knowing that he was exposing her crotch, barely covered by a thin layer of cloth.
That thought made her hesitate. This was going too far and she had to stop it, but as he smeared a big blob of lotion across her upper thighs, she decided to enjoy the moment and focus on the pleasure she was receiving. ‘It’s not every day that you can get a proper massage,’ she tought with Jasper’s fingers dipped between her thighs. He worked them for a moment until she let out a soft sigh again.
Emboldened by Annie’s moans of pleasure and her complacency, Jasper got another squirt of oil, rubbed his hands together and then placed his palms squarely on her ass cheeks. Annie couldn’t help but gasp at the feel of his huge hands resting on her sensitive buttocks.
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