If You’re Pegging A Boy And He Holds His Own Ass Open For You Like A Little Slut, That’s Basically

el beso

She’d simply shook her head and laughed softly when she’d read his message that night on Tumblr as they chatted.

“Just once I’d love to know what it’s like to be teased by a woman. I mean, really teased…. you know, to the point where I can’t take it for another minute?”

How adorable……….

Not wanting to frighten him off she innocently played along, showing interest in his fantasy. “Hmm, that does sound kinda sexy. I bet that would be fun to try to do with a guy sometime.”

And with that, the hook was set.

For months they bantered back and forth, sharing fantasies… well, to be fair, it was mostly him. Expertly, with each passing week she drew a little more… and a little more… out of him.

His weaknesses. His fetishes. His vulnerabilities. Those hidden secrets of what drove him mad and made him ache with need. Information poured from him as if he’d longed for years to confess these secrets to someone. Someone who cared. Someone who was interested in them.

Perfect.

Eventually, she was ready. She had everything she needed. It was time to bring this man’s fantasy to life in a way that even his wildest imagination could not have possibly prepared him for.

The invitation was made, her offer sweet and simple. 48 hours in a hotel room. Her rules. All he needed to do was accept, agree to her terms and she promised to do her absolute best to bring his fantasy to life.

When he could barely return her message and agree quickly enough she smiled, sympathetically chuckling to herself, “Oh sweetheart, you poor thing…. you really have no idea…..”

As it turns out, there was one little aspect about herself she’d not yet shared with him. One obsessive kink of her own that she thought she’d keep to herself until he’d fallen in to her trap and was at her mercy. When it was too late for him to change his mind.

And that was…. that she was an insatiable, wicked, merciless cocktease.

Not the sort that simply made a man wait a little longer than normal before she’d let him cum. Not the sort that was content with hearing him beg for his orgasm. Not even the sort who would edge a man for hours before allowing him to explode in pleasure.

No, no… she was the sort who craved the sights and sounds of a man who was suffering exquisitely from an overload of sensual pleasure….. pleasure that was coupled with an unbearable amount of sexual frustration.

She would play a man’s body beautifully… masterfully…. ravishing helpless male flesh with sensual pleasures that made his mind reel and his body quiver.

But, her kink, her obsession… was to make his pleasure inescapable… to offer no release valve from it… to make it build far beyond the limits of what the male body was designed to withstand.

To watch him crumble and break from how impossibly aroused she’d made him… from how completely desperate he was for her.

Now, not quite four hours in to their adventure she had her Tumblr admirer’s wrists bound securely to the headboard, his senses reeling from the scent and heat of her dripping folds hovering above him. Already though, his pleas were becoming more desperate, his aching need for release more agonizing.

And, already she’d brought him near the edge of cumming more times than he’d ever experienced before in his life. Slowly but surely, she was reducing him to her own helpless, aching cum factory…. his balls becoming heavier, fuller, achier by the minute… his cock being being transformed into a mass of feverish, steely hardness that was utterly desperate for release.

But as his orgasm approached yet again her soft, skilled, cruel hand clamped down firmly around the base of his shaft, her own insurance policy of sorts…. just in case… to guarantee that the chance of even an accidental orgasm was hopeless. No, she was far too methodical… far too patient… far too skilled to risk a mistake like that.

She smiled when she heard a shaky male voice plead, “Ok, ok…. now…. please now…. y-you’ve done it.. I can’t… I can’t take any more…. please, please make me cum now??…..”

“Oh honey, don’t be silly,” she murmured. “I haven’t even started teasing you yet… I’m still just getting you warmed up sweetie. We’ve not yet played for even four hours….. you’ve got forty-four more to go.”

His anguished whimper provoked a purr of pure female lust from her. Her fingertips gently cradled his balls as if weighing them.

“We’ve barely started with these baby,” she said calmly, almost sweetly. “Wait til you feel how much fuller I can get them… how much heavier I can make them…. has a girl ever made them so full for you that it feels like you can feel the ache in every…. inch… of your body?”

At the first faint sound of his next plea she laughed softly, lowering her thighs just enough to silence him with the softness of her pussy that was ready to enjoy yet another orgasm.

“Shhhh, no talking sweetie…. just licking….”

She purred throatily at the feel of his tongue going back to work, her hand resuming coaxing him gently back toward the edge, just close enough where her firm grip would guarantee his denial once more…. forcing yet even more freshly made cum to recede helplessly back down in to his balls, making them just a bit fuller.

With lust written all over her face she purred, “Just relax baby, I’ll know when you can’t take any more…. I’ll be able to tell when we’ve got your balls so full you can’t even think, let alone beg….”

A wicked grin crossed her face as she softly added, “….. and that, is when your warm-up will come to an end baby…. and that is when I can start to give your poor, helpless cock the teasing that you’ve always fantasized about…..”

remixed

End of the Road

“Okay, sweetie, Jen just got here to babysit you so I’m gonna head out. You behave, okay? I don’t want to hear you misbehaved tonight.”

I give her my best puppy dog eyes, begging her to stay.

“Awwww, stop!” she giggles, “Not the puppy eyes! How can I resist my little cutie when he gives me the puppy eyes in his cutest onesie?”

I smile—maybe she won’t leave after all. “Y-ou don’ hafta weave!” I say through my paci, laying on my cutest voice, “You can thtay here wif’ me!”

“I wish, cutie! But Mommy needs to have some big girl fun tonight. I love spending time with my little guy, but I have my own needs, too.”

I feel my body deflate. I hate the idea of her dating someone else. “I…I can do that!” I say in my best big boy voice.

“I don’t think so, silly! You’re far too little for such things. You’re right where you belong!”

“Am not! I did it before!” I argue.

“Yes, when you were pretending to be a big boy. But you’re not, are you?”

“I…I wasn’t pretending!”

“Oh? You weren’t? Because you haven’t acted like a big boy in six months!”

“Because you won’t let me!” I squeal, desperate and feeling my argument slipping away.

She laughs. “Honey, I don’t force you to fill your diaper. I don’t force you to suckle on your paci. I don’t force you to wear onesies. But you do all of those anyway!”

“Cause…cause you’ll punish me if I don’t!”

“Duh, little one. Littles don’t get to do big kid things. Adults—real adults—don’t beg their wife to put them in diapers and baby them. But you did!”

“I-I…I didn’t want it full time!”

“Yes you did, silly! You just didn’t know it. But I did. Mommies always know what’s best for their little one. This is who you are!”

“Is not!” I whine, feeling smaller than ever.

“Then why did you let this happen? You never fought for your ever-shrinking adult time! Why did you so happily surrender every adult privilege if you wanted to be an adult?”

“T-Thats not fair! I didn’t know you’d start dating other men and I wouldn’t ever have sex anymore!”

“Baby, look at me. What did you expect? That I wouldn’t lose all sexual attraction to you the first time you squatted down and load your diaper?”

Tears well in my eyes. “B-but…I.”

“But what? The only “but” I’m concerned about now is the one I wrapped in a clean diaper five minutes ago.”

“I can stop wearing them,” I sob, “I don’t need them!”

“Oh, little one, please don’t make this any more difficult than it has to be. This is who you are! You are my little. You belong in diapers. Your place is your nursery.”

“Nuh uh!” I sob, abandoning any pretext of adulthood.

“Yes, honey. Besides, do you really think you could go without them anymore?”

I hesitate, not wanting to know the answer. It has been months since I tried to make stinkies. They just happened now.

“I didn’t think so, sweetie. Now, can you drop all these big boy sex fantasies? You’re still my husband. I’ll always love you. But our relationship is just different. I’m your Mommy first and foremost.”

“B-but I still want to have…you know.”

“What did I just say, baby? No sex. Never again. Mommies don’t have sex with babies. Especially when their little ones are breastfeeding! And you’re back on the breast, which means your off sex.”

“Hmpff.”

“Huff all you want, little one. But I’m going out tonight and you’ll be all safe and sound in your crib, dreaming of our special moments in your nursery.”

I open my mouth to argue. She puts a finger on my mouth before I have the chance.

“Don’t. I’ll tell you what, little one. I have to leave in a half hour. Would you like to eat before I leave?”

I know I should say no. I should try to be an adult.

But I can’t.

“Y-yes pwease.”

“Good boy,” she says, taking off her dress and sitting down, adjusting my body and guiding my head to her nipple. “You just eat little one.”

I let her guide me, latching on immediately. Her bare skin feels warm and inviting. She rubs my back as I feed, humming a sweet melody.

Her other hand grabs at my diaper, checking it. Her fingers linger on my manhood. She giggles when she realizes.

“Such a silly boy. See, you do need my body, but not for your pleasure. You need it for your num-nums.”

I’m too out of it to understand what she’s saying. I don’t remember her getting up and tucking me into bed. Or Jen changing my diaper later that night.

Maybe Mommy was right, after all.