WARNING: This story depicts a gay man having sex with a straight woman, if that bothers you, leave now instead of leaving hateful comments. Story may contain language, fetishes, or ideals not shared with the author and not acceptable in today's society. All characters are fictional and for all intents and purposes 21 or older despite the setting. If none of this bothers you, please enjoy and feel free to leave constructive criticism. Thank you for reading.
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Clayton sat at his computer, staring out the window ignoring the instructions there A/V club lead was giving them. He'd been sighing the past half-hour, lamenting his most recent break-up. It was the latest in a string of many, but it still stung. It's not like he looked unappealing or anything like that. He stood at 6'4" and was a typical lanky, high school nerd. He had long, slightly wavy, red hair, green eyes, and wore thick-rimmed black glasses to help hide some of his freckles.
"Clayton, you didn't get any of that, did you?" said the girl next to him, touching his elbow.
"Huh? Oh, sorry, Lily, I guess I'm kind of out of it today..."
"The break-up again? Good thing I took notes then," she smiled brightly. She was a whole foot shorter than him at 5'4", but her looks made up for that. She had long, black hair that was pulled back, lending the focus on her deep-blue eyes. Her breasts fit her petite frame in her A-cup bra, and she couldn't have weight too much more than a hundred pounds.
She slid her notebook towards him, "I'm sorry Shane made you go through all that."
"Thanks, but I told you before, it's not your fault your brother broke up with me." Clayton and Lily had become friends when he and Shane started dating. Now he was an ex, but at least he got a really good friend out of it. He actually had more in common with her anyway. They were in the same grade, they liked a lot of the same hobbies, and they were in the A/V club together after all.
Their club leader had dismissed the club meeting, and everyone got up to gather their stuff.
"I know... Hey, you still haven't told me why you broke up yet. And he won't say a word, either."
Clayton heaved a sigh of relief. He really didn't want anyone to know why they broke up. It was embarrassing, and thankfully Shane hadn't blabbed about it. Not that all his exes didn't know about it already.
He quickly changed the subject, "Hey, we still on for tomorrow night?" Every Saturday night, they went to the clearing behind his house and drank some beer he stole from his dad's stash and just bitched about their week to each other.
"Of course! You know I'd never miss it!" she laughed.
"Awesome. I'll see you at the usual time then," he said smiling, gathering up the notes she'd loaned him, and they both left the classroom.
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He had just finished blow-drying his hair and was laying down for the night. He'd relaxed some since taking the time to jerk off for the second time that day in the shower. His hands had started to prune, his jerk sessions taking forever since he was slow to cum. And if he didn't do it twice a day, he'd wake up to a mess. He always had a high sex drive and made a copious amount, but he'd always thought of it as more of a curse than a gift.
It took everything in him to not think of Shane, but it would have frustrated him more than helped, and all he wanted to do was go to sleep and just forget. He laid back onto his pillow, feeling the warm spring air enter through the window and blow over him and it wasn't long until he passed out.
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It was Saturday night and their weekly hang-out had been underway for a while now. They'd sat under the stars, venting about the week, while drinking beer and smoking some pot Lily had brought. He usually didn't smoke, but with all that had happened, he figured he needed it. They talked circles around the week's events, and eventually they ended up back at his break-up.
"So... will you finally tell me why did you two broke up?" asked Lily.
Clayton sighed. He figured she wasn't going to give up, and finally told her.
"Well...apparently I'm too big," he said, matter-of-factly.
"What do yo mean?"
"Like down there."
"Down there? Really?? And that's a bad thing?" she said, bewildered.
"Yup, seems like it. So sadly, I'm still a virgin," he said, taking another drag off the joint.
"You mean my brother... That's why you broke up? He wouldn't tell me anything. What a dick!"
"Right? I mean porn stars take huge cocks, but apparently that's not as common in real life. Guys like to see it, but then they chicken out or don't know how to handle it." He felt he should be proud saying that, but it only made him miserable.
"Well...then maybe you should try women then, if you're not having any luck with guys." she offered.
"Haha, I'm probably too big for them, too," he chuckled.
"I'm sure not all of them, and you know, women were made to take them, too."
"Maybe so...but you don't know how big I am."
"Then show me."
"What? I can't do that."
"Why not? You showed my brother."
"Yeah, but that's different."
"Oh, come on. We're like best friends. Quit being a baby and put up or shut up!"
"Alright then, fine." He never would have normally, but will all they'd drank and smoked tonight, he wasn't really thinking straight.
He unbuttoned his tight jeans, unzipping them and fishing out his dick. His sizable package hung there, protruding from his waist that was clean-shaven except for a small patch of fiery red hair. It was already massive at six soft inches, resting on balls suiting a bull more than a man.
Her eyes widened when she saw it. It made her unconsciously lick her lips.
"Is that real? My brother had bragged that you were big, but he never said you were THAT big," she said, still not believing the proof in front of her.
"That asshole. But yeah, it's real," he said, shaking it some with his hand before sitting down on the stump he had been sitting on before.
"So...?"
"So what?"
"Why don't you try it with a woman once?"
"What?"
"Yeah, you might like it."
"Nah, you know girls don't do it for me, Lily."
"You never know until you try. What you're doing now isn't helping you any."
"Haha, maybe, but still no."
"What about just a blowjob?" she said, offering another alternative.
"I don't know about that either."
"But what if someone could take more than my brother could?"
"I don't know if I'd find someone who could. He's taken the most, and that was barely any really."
"Not all of my family is talentless," she chuckled.
"What's that mean?" he wondered out loud.
She reached out and touched his junk gingerly.
"What the hell? What are you doing, Lily?!" he said, taken aback.
"Just imagine it's a hot guy," she said, starting to stroke it up and down.
His dick didn't mind as much as he did though, and he found it hardening despite all the alcohol they'd drank.
It wasn't long before it had reached its full length. It jutting out almost comically, his cock a massive 9 1/2" long and roughly 2 1/2" thick, hanging at a slight downward curve from its weight. His foreskin was pulled back with every stroke, exposing the large, pink head, her fingers grazing the velvety veins that covered the shaft.
A large glob of precum formed at the head and dropped to the ground. Not wanting to let another go to waste, she leaned forward and licked it up, her soft tongue wrapping itself around his girth. She slowly worshiped his shaft, alternating between slathering the shaft with her tongue and kissing the head every time a new drop of precum formed, enjoying his taste.
He leaned his head back and moaned, enjoying the sensation dancing across his cock. He couldn't find the strength to fight her off, the beer and pot fogging his mind, and lowering his inhibitions.
She finally took his whole head into his mouth, stretching her mouth to take it in. She took her time enjoying the feeling of a full mouth. She'd always been jealous of her brother, getting to do things like this with Clayton, the friend she'd been secretly in love with. This was a once-in-a-lifetime opportunity, and she was going to make the most of it, bobbing up and down his shaft slowly.
She'd made her way almost half-way down the shaft and it made his knees weak.
Clayton could barely whisper, "No one's gotten this far down before. Where'd you learn to do this?"
"Science camp. I sucked more dick there than learning. Plus a couple toys," she offered quickly, returning to the job at hand.
He didn't bother to ask more. Instead, deciding to drunkenly enjoy the best blowjob he'd ever gotten. No one had worshiped his dick like she was doing and it wasn't long before he was getting close, something took him ages to do himself.
"Lily... I'm going to..." He barely had time to utter the words before he started to cum. Gripping the stump tightly, his heavy balls pulled close to his body, and his cock spasmed as shot after shot of semen shot into her mouth. She coughed, not expecting such a huge or forceful load to enter her throat. She swallowed what she could, the rest falling from her lips as his dick still, shooting the last couple of ropes into the cold air, bobbed up and down.
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It was Tuesday afternoon and their weekly A/V club was meeting after school again. He'd been avoiding Lily ever since Saturday night, when he woke up from passing out after she'd given him the best blowjob he'd ever experienced. He'd woken up in the grass later that night, covered in a blanket, his cock still sticking out of his jeans, cold in the night, with only a text on his phone to let him know she couldn't wake him up, so she went home, and they could talk about what happened later.
His sobering mind panicked and didn't know how to process what happened as he stuffed his junk back into his pants and made his way up the hill to his house and into his room, his older brother teasing him about staying out all night sucking cock again as he went up the stairs.
