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“What do you think sex feels like?”
It was a normal enough question for a sleepover, but it still caught Alannah off guard. She couldn’t help the small laugh that escaped.
“What’s so funny?” Natalie asked before gasping, her eyes wide. “Wait, have you had sex already?!”
“No!” Alannah lied easily. “You know I’d tell you about something like that.”
“Right,” Natalie said, laughing a little. “Dumb question. You don’t even have anyone to do it with.”
“It’s not my fault all the boys at school are total meatheads.”
“I guess. Doesn’t mean there aren’t some hotties though.”
Alannah snorted. “You mean like Tyler?”
“Yes, like Tyler! I don’t know how you don’t see it. Those dreamy eyes, his perfect smile, those muscles.”
“Careful Natalie, you’re drooling.”
“Oh, shut up!” Natalie’s pillow hit Alannah square in the face and they both started laughing.
“I know the real reason you like him so much,” Alannah teased as she returned the pillow by lobbing it as hard as she could. Her aim was good, but Natalie managed to dodge it.
“Oh yeah?” Natalie climbed out of bed to grab the pillow from the corner it had fallen in. “Why’s that?”
“Because of those rumors that he has a nine-inch cock.”
Natalie had been about to return fire, but she dropped the pillow on her bed to cover the impressive blush blooming on her cheeks. “You can’t just say things like that!”
Alannah laughed. “You’re the one who brought up sex!” It always amused her how Natalie could love talking about sex so much while still being such a prude.
“Also,” Natalie added quietly, “it’s not just a rumor.”
Alannah gasped. “No way! You’ve seen it?”
“That’s not what I said! But Amanda told me that Kristin told her that Riley said Tyler sent a pic of it to Lucy and she showed the whole soccer team.”
“You know that’s, like, the definition of a rumor, right?”
“Nuh uh. I trust Amanda.”
“You just want it to be true so you can imagine him slipping the whole thing in you.”
Natalie blushed even brighter, but instead of denying it, she said, “C’mon, like you’re not curious?”
“Not even a little bit. Even if it’s true—which it’s definitely not—cocks that big are just weird and gross.”
“Oh, I get it,” Natalie said with a sly grin on her face. “You have a thing for tiny ones, don’t you?”
Now it was Alannah’s turn to blush. “No! I just don’t like monster ones.”
Natalie ignored her. “I think I could set you up with Steven. I hear his is barely three inches.”
Alannah laughed, but her mouth was dry. “Now that one I’d believe. He looks like he should be in sixth grade, not eleventh.” Natalie burst out laughing, and Alannah hoped that meant she’d managed to move the subject to less dangerous territory.
No such luck.
“Maybe that’s the problem,” Natalie said between fits of giggles. “You don’t like anyone at our school, so maybe you should start thinking about the middle school instead. The average dick size there is closer to what you like.”
Alannah knew Natalie was just joking, but this was starting to hit a bit too close to home. Still, Alannah usually gave as good as she got, so she knew Natalie would be suspicious if she took it too personally. The only thing to do was play along with a barb of her own. “How would you know?” She widened her eyes in mock surprise. “Don’t tell me you’ve been looking at middle schoolers’ cocks.”
“That’s not what I—"
“Actually, knowing how much of a nerd you are, I bet you ran a whole study on it. Lined up all the boys, got them nice and hard, and took measurements.”
Natalie was shrieking with laughter. “Omigod Alannah. That’s messed up.”
Alannah stuck her tongue out. “You started it!”
Before Natalie could reply, the bedroom door opened, and they both quieted down immediately.
“Girls! It’s two in the morning!” Natalie’s mom said, looking pissed to have been woken up.
“Sorry, mom,” Natalie said. “We’ll go to sleep now.”
Alannah lay there awkwardly as Natalie got chewed out by her mom, and when she left, she turned to Natalie to apologize. “Sorry, I didn’t mean to get you in trouble.
“It’s not your fault,” Natalie said. “But we really should sleep now.”
They both settled into their spots, Natalie in the bed and Alannah in a sleeping bag on the floor.
“Good night, Alannah,” Natalie said as she turned off the light by her bed.
“Good night.” Unable to resist one last jab, she added, “Don’t let the monster cocks bite.”
“Shhh!” Natalie said, clearly trying not to laugh.
After that, the waiting began. Alannah’s heart was pounding, and there was a burning between her legs in anticipation of what came next, but first Natalie had to fall asleep. Alannah made a conscious effort to slow her breathing and keep as still as possible. If it was anything like their past sleepovers, Natalie still had something she had to do before she slept, and she wouldn’t do it until she was sure Alannah was asleep.
After about twenty minutes of waiting, Natalie finally broke the silence. “Alannah?” she whispered. “You awake?”
She must’ve been satisfied by Alannah’s faking, because a few moments later, Alannah heard her shifting in her bed as she stuck her hand down her pants. The mattress creaked in time with her movements, but not enough to cover up the other unmistakable sound.
Wow, Alannah thought. That conversation from earlier must’ve really gotten her going. It usually took Natalie a few minutes to get this wet. Hopefully that meant she’d finish sooner and fall asleep.
Alannah knew Natalie was close when her breath was coming in short, shuddering gasps. Sure enough, she soon heard the small moan that Natalie could never seem to hold back when she came. After a quick trip to the bathroom to clean up, it wasn’t long before Natalie was out cold.
Finally, it was Alannah’s turn for some fun. She had something better planned than just her fingers, though. Quietly as she could, she slipped out of the room and snuck to the door directly across the hall. She knew the hinges were a bit squeaky, so she opened it as slowly as possible before tiptoeing in and closing it gently behind her.
“Tommy,” she whispered. “I’m here.”
No response, though that was to be expected. Natalie’s brother was only seven, after all. Try as he might to stay awake for their rendezvous, there was no way he was going to make it past ten at the absolute latest.
Alannah waited for her eyes to adjust before making her way to his bed. He was fast asleep on his side, and she kneeled down to get a look at his sleeping face. His eyes were squeezed shut and his lips were slightly parted. She wondered what he was dreaming about as she watched his chest slowly rise and fall. Hopefully, she thought as she planted a soft kiss on his forehead, he was dreaming about her.
The dull burn between her legs was a roaring fire now. She gently rolled Tommy onto his back and smiled as she pulled off his covers. “Good boy,” she said when she saw the sight that awaited her.
Tommy had prepared. Underneath the covers, he was wearing nothing but a t-shirt, leaving his adorable little cock free for Alannah to admire.
Now this was a good-looking cock. Not like those gigantic, veiny things that were in all the porn videos. Alannah always gagged at the thought of one of those even going near her, but her panties were soaked already just from looking at this one soft.
She couldn’t wait any longer. She reached out and touched it. There was a slight hitch in Tommy’s breathing, but he remained fast asleep even as his cock began stirring to life under Alannah’s touch. It was much too small to get her whole hand around, so she only used a few fingers to slide the warm skin of his shaft up and down.
It didn’t take long to get Tommy’s cock to its full size of a bit under three inches. As he slept, Alannah got out her phone and took a few pictures. Her collection dated back years at this point, and she must’ve fingered herself to it over a thousand times by now. Tonight, though, she had the real thing to satisfy her.
Alannah put her phone away and leaned forward until his cock was right in front of her. She took a moment to just admire it, her gaze starting at the round head, traveling down the length of his thin shaft before ending at his adorable little ballsack. She gave it a kiss, savoring the feel of the wrinkly skin beneath her lips. She trailed a few more kisses up the shaft before planting a nice big wet one right on the tip.
With that, Alannah opened her mouth and slipped the head of his cock in. She’d had lollipops far bigger than this, but none could compare to the sweet taste of little boy cock. She loved the way it twitched as she swirled her tongue around. Tommy made a small noise in his sleep that made Alannah’s whole body quiver with desire.
She lowered her head down the shaft. One of the many perks of sucking off a seven-year-old was how easy it was to fit his entire cock in her mouth. His balls were pressed right up against her lips, but she didn’t have to worry about gagging at all. She focused on teasing the shaft with her tongue as she bobbed her head up and down.
Before long, Tommy woke up with a shuddering gasp. He was squirming beneath Alannah, and she knew he must be close. She focused all her attention on his favorite spot, the point where his head met his shaft. He ran his fingers encouragingly through her hair, and Alannah sped up her movements.
“I’m gonna—” Tommy started, but it was already happening. His fingers clenched in her hair as his legs stiffened and his cock started jumping in her mouth. There wasn’t even a drop of cum, but if his childish moans were any indication, that didn’t stop him from enjoying his orgasm all the same.
It certainly didn’t stop Alannah from enjoying it. She savored each twitch of his little cock, wishing it would never end. She knew how sensitive his head got after he came, though, so she reluctantly let it go and sat up.
“Good morning, sleepyhead,” she whispered. “Did you have good dreams?”
Tommy started giggling, and Alannah had to cover his mouth.
“Careful,” she warned, whispering directly in his ear. “We don’t want to wake anyone up.”
When it seemed like Tommy had himself under control, she gave him a kiss on the temple before releasing him. “Love you.”
“I love you too,” Tommy said. He still seemed a bit groggy, but not all of him was so sleepy. Even after his orgasm, his cock remained stiff as a board.
Alannah smiled at the sight. That was another perk of fucking a seven-year-old: basically no recharge time. She knew just the thing to wake the rest of him up, too.
Fast as she could, Alannah shimmied out of her clothes and climbed into bed with Tommy. He turned to face her as she wrapped her arms around him and pulled him close, his face pressed between her tits. She felt his boner poking her near her entrance, and she had to resist the urge to guide it in right away. There’d be time for that later, when Tommy was done with his snuggles.
“I missed you so much,” she whispered.
“I missed you more,” Tommy said, his breath sending goosebumps up Alannah’s skin. “I looked at your pictures every night and played with myself.”
“I did too. I’m never gonna get tired of looking at your sexy little cock.”
“That makes me happy.”
“Yeah,” Alannah said, gently pushing her hips forward to tease his boner. “You feel really happy right now.”
Tommy started giggling again, and this time he used Alannah’s tit to smother the sound. His hot breath caused her nipple to stiffen. He must’ve noticed the effect he was having on her, because he smiled and started sucking on her tit.
Alannah bit her lip to hold back a moan. She loved the feeling of his little mouth on her, his tongue teasing her nipple. Tommy brought his hand up to squeeze her other breast, and Alannah was in heaven. He’d gotten really good at this over the years. She still remembered the first time he’d touched her like this, how rough and unsure his hands were. It had still been amazing, for sure, but nothing compared to what he was capable of now. He knew all the right spots to focus on to make Alannah squirm and moan.
Still, Alannah’s body craved more. “Fuck me, Tommy,” she gasped between breaths. “I need your cock in me.”
Tommy pushed against her, and Alannah obliged by rolling onto her back. As Tommy positioned himself on his knees in front of her, Alannah spread her legs wide and reached down to part her pussy lips. Even she was shocked to feel just how wet she was. How wet Tommy had made her.
“It’s so hairy!” Tommy said, delight on his face.
“I’ve been growing it just for you.” Alannah usually preferred to keep her pussy bare, but she knew how sexy Tommy thought her pubes were. She figured that, just like she loved that she was being fucked by a small child, Tommy loved that he was fucking an (almost) adult. Pubic hair just drove that point even further home for him.
“Your pussy’s so sexy and fuckable,” Tommy said, making Alannah somehow even wetter. She never got tired of hearing his cute, innocent voice saying such dirty things.
“So hurry up and fuck me then. My pussy’s waiting just for you.”
Tommy took his time positioning himself over her. He rubbed the tip of his cock up and down her slit, gathering up her juices before plunging in.
Finally, Alannah felt complete. Tommy was inside her, his cock buried in her pussy up to the balls, and Alannah let herself get lost in the sensations.
Tommy knew what to do from there. He rocked his hips back and forth, stopping just shy of pulling out each time. At the same time, he reached down to give Alannah’s swollen clit some attention as well.
Each movement was bringing Alannah closer and closer to orgasm. Even after all this time, she could never last very long once Tommy got his cock inside her. She loved how natural it felt to have him there, the two of them joined as one. She loved the smell of his sweat, the sounds of his exertions. The signs that he was just as into this as she was.
She loved Tommy with all her heart.
When she came, it took everything in her not to scream out his name. Her pussy tightened its grip on Tommy’s cock, and then he was coming as well. It was just as dry as the last one, but it was a million times better feeling his cock jump around in her pussy than in her mouth.
With a grunt, Tommy collapsed on top of her, and Alannah wrapped her arms around him once more. “Great job,” she told him. “I haven’t come that good in a long time.”
“It feels so good ‘cuz we love each other.”
Alannah ruffled Tommy’s hair. “That’s right. No one else could make me feel this special.”
“I wish you lived here so we could fuck every night.”
“Maybe me and Natalie should trade. I live here with you, and she takes my spot at home with my brother.”
Tommy giggled. “Do you think they’d fuck too?”
Alannah had to laugh at that. “No way. She doesn’t appreciate little boys like I do.”
Her loss, Alannah thought as she and Tommy positioned themselves for another round. Natalie was welcome to keep dreaming about mythical nine-inch monster cocks, but Alannah was more than happy with what she had. After all, she doubted Tyler could even make a girl come once. By the time Alannah snuck back to Natalie’s room a few hours later, Tommy had managed five.
He was just special like that.
With a smile on her face and a sore pussy, Alannah drifted off to sleep, already looking forward to her next sleepover.