Valentine's Bear NEW 4-20-2026

Stories about boys ending up in compromising situations, preferably naked and embarrassed, as the name suggests.
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Re: Valentine's Bear NEW 4-11-2026

Post by Jeepman89 »

Not sure what you had in mind, NudeBaG!
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Re: Valentine's Bear NEW 4-11-2026

Post by NudeBaG »

Jeepman89 wrote: Mon Apr 20, 2026 4:11 am Not sure what you had in mind, NudeBaG!
You will😈
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Re: Valentine's Bear NEW 4-11-2026

Post by NudeBaG »

Inspiration struck

Valentine’s Bear Sequel

My erection at least has subsided, so the bear is slumped forward, chin up looking at me.
“What are you looking at?” I say smugly.

Moments after Vicky set off on her task of getting condoms, an unexpected development unfolds.
Pulling up to the house on their own bikes is Vicky’s 12 year old sister, Brie, accompanied by her 2 friends, 13 year old Maxine and 12 year old Diana.

Just relaxing on the bed now (as much as I could with these bonds in place) I again looked around at all the pink.
I looked at Vicky’s open bedroom door.
In just a little bit, she’d be coming back.
Then, she’d be getting naked, like me!
I’d finally get to see everything!
I’d get to feel-
My penis twitched.
The soft fur of the teddy gently tickling it’s underside.
I wondered if Vicky’s pubic hair would be this soft.
I wondered if Vicky HAD pubic hair, or if she’d shaved, like I had.
Reflexively, I reached for my penis, only for my hand to be stopped.
I looked at my bonds.
“Right.” I shrugged.
Vicky was in control for now.
That’s what we’d discussed.
I looked back at the bear.
My penis twitched again.
I shuttered, feeling the soft, curly fur tickle the head and underside of my shaft!
I felt my penis begin to stiffen again beneath the teddy.
At least I’d be ready when Vicky got back.
It was silly, but I played back Vicky talking to it, telling it to ‘keep me safe’ and that he ‘had things covered’.
I watched the bear shift slightly as my penis twitched and stiffened further beneath it.
“Don’t you move.” I whispered. “You have ONE job.”

Meanwhile, outside…

“Thanks for letting us come over, Brie. Sorry mom changed plans last minute.” Maxine says as the 3 young girls pull up on their bikes.
“No worries. Mom will be home to make dinner later, and Vicky should be home soon, too.” Brie shrugged.
Diana adjusts her glasses as they dismount their bikes and walk them to the side of the garage.
“Do you think Jonah will be with her?” She blushes.
Brie and Maxine giggle at their timid friend.
They know how boy crazy she is, especially over Vicky’s boyfriend.
Heck, none of the 3 girls can deny, Jonah is a very attractive, older boy at 16.
Any young girl would think so.
“Mhm! They’re like, TOGETHER together.” Brie smirks.
“Ooooooo! Hehehe!” Maxine and Diana giggle.
Though not as outgoing as Brie or Maxine, Diana is still a ‘fun’ girl, despite her nerdy exterior.
Her glasses influence a lot about how she carries herself, as well as how she is percieved.
But she’s still a young girl, not immune to the whims of her hormones.
Vicky and Jonah have been left in charge of the 3 girls in the past as babysitters.
He’s always nice and fun, never brushing them off or being mean.
The 3 girls each separately have little crushes on Jonah.
Nothing they’d ever act on, of course, it was just the basic ‘little girl’ crushes.
The girls walk their bikes to the side of the garage.
“Can we look at that ‘art book’ again?” Maxine asks. “You know, the one Vicky has in her room?”
Brie smirks.
“You mean the one with all the pictures of naked guys? Haha!”
Maxine grins, bashfully.
The book in question is Vicky’s book on Greek art, which DOES include many works featuring nude males.
Other than the well muscled bodies, the girls enjoy giggling at the depictions of the illustrations of the mens’ genitalia.
Just seeing depictions of naked men is fun, not having any real context for size.
“Sure! I know where Vicky keeps it.” Brie smiles.
“Hmm.” Brie notices Jonah’s green bike, but where’s Vicky’s?
And it’s too early for them to be here.
She shrugs it off.
The girls make their way to the front door.
With one hand, Brie reaches for the door knob.
With the other, she reaches for her house key in her back pocket.
To her surprise, the door is unlocked.
“Oh!” She chirps as they enter the house.
It’s quiet.
The 3 girls take off their shoes and drop their backpacks by the door.

Back upstairs…

I lay there with my eyes closed.
I gently and slowly thrust my hips, enjoying the softness of the teddy.
My eyes snap open as I hear the front door open downstairs.
My first thought is Vicky.
Here we go!
I shiver with excitement and anticipation.
It hadn’t seemed like that long ago that she’d left, though.
Then again, I wasn’t really keeping track of time.
Being left strapped naked to a bed will do that, I guess.
I look at the bear.
He’s still flopped over my genitals, looking up at me.
“Good job keeping me hard, ‘Teddy’. Hm!” I chuckle.
I hear the front door close.
I close my eyes.
I bite my lip as I wait for the sound of Vicky’s footsteps coming up the stairs.
And sure enough, there they are.
Wait…
That’s more than one pair of footsteps!
My eyes snap open and look at Vicky’s open bedroom door.
“She keeps it in her-“ Brie’s voice catches as she enters the room!
My eyes meet the 12 year old girl’s as she freezes in the doorway.
Vicky’s little sister!
“Huh?!” She gasps as she’s jostled into the room by 2 more young girls!
“Whoa!” The girl with glasses gasps.
“Hehe!” The other, taller girl giggles.
I immediately recognize Brie and her 2 friends, Diana and Maxine!
Vicky and I have had to babysit them before!
Their wide eyes lock onto the stuffed bear.
In contrast to my naked body, it’s obviously the point of interest, considering what it’s hiding.
“J-Jonah?!” Brie gasps.
“Oh! Um, H-Hi, Brie.” I choke out.
What am I going to do?!
This CAN’T be happening!
This was supposed to be Vicky and I’s first time!
Brie wasn’t supposed to be here!
NO ONE was!
“Whoa!” Maxine gasps!
“Guys! I-“ What do even say?!
This is the most compromising position I’ve ever been in!
“V-Vicky-“ I stammer.
Vicky ‘WHAT?!’ How do I explain?!
I tug on my bonds.
The bear shifts.
I freeze.
The 3 young girls continue to stare.
After what feels like an agonizing life time, Maxine speaks.
“What happened?” She asks.
She steps closer, moving around Brie.
“I- We-“ I stammer.
Maxine continues moving cautiously to the foot of the bed.
Aware of my position, I need to make her stop, or she might see my balls!
“Max! Stop!” I use my ‘pet’ name for her.
My legs tremble.
Maxine, startled by my yelp, backs up again.
“Guys.” I gulp. “We didn’t know you were going to be here.”
I realize these girls probably have no idea what Vicky and I were up to.
They didn’t need to know.
I just had to get them out of here.
My penis twitches, shifting the bear, slightly!
I’d only just barely avoided Maxine catching a glimpse of my balls!
I see the girls examining my bonds.
“Why are you strapped down?” Brie asks.
I shiver.
“Um, it’s just-“ I struggle, trying to explain.
“L-Look, just go back downstairs, or to your room, or whatever until Vicky gets back.” I say, trying to sound authoritative.
“Oh!” Brie gasps.
Slowly, she starts to turn.
“Wait!” Maxine yelps.
She whispers in Brie’s ear.
Brie’s eyes go wide as she gasps.
Diana just stands, staring, tugging at the hem of her shirt.
She steps forward moving to the foot of the bed.
“D-Diana! Stop!” I scold.
But the girl with glasses continues forward until she stands at the foot of the bed.
She leans down.
I pull to try and squeeze my legs together, but the bonds hold!
“Hah!” Diana gasps, straightening up, becoming rigid.
“Balls!” She yelps.
Brie and Maxine are at her sides in an instant!
All 3 girls again lean over, looking between my spread legs!
“Oh!” Brie gasps.
“Woooooow!” Maxine beams.
“Guys! Get out!” I yell.
Maxine crosses her arms.
“No way!” She smiles.
She steps around to the side of the bed.
I shift, instinctively, willing the bear to stay in place.
Where is Vicky?!
What’s taking her so long?!
“This is WAY better than the book!” Maxine grins.
“Huh?” I gasp.
“Maxine, are you really-?” Brie bites her lip.
Maxine leans on the bed next to me.
“Let’s see what a REAL one looks like!” She grins.
In slow motion, the 13 year old girl pinches the bear by the ear.
“Max! Stop!” I yell.
My tone seems to have worked, as the 13 year old girl freezes, startled by my outburst.
Brie and Diana also seem startled.
“Guys. Please. I babysit you. This is just supposed be me and Vicky.” I say sincerely.
“Oh.” Brie gasps. “Where is Vicky?” She asks.
Without thinking, I continue to speak with sincerity.
“She went out to get condoms.”
The instant the words leave my mouth, I regret it.
Maxine and Brie look confused, but Diana suddenly perks up.
“You were going to have sex!” She gasps.
Maxine and Brie yelp, clasping their hands over their mouths.
In doing so, Maxine lets go of the bear.
But her slight tug also starts the bear slowly slipping to the side!
This is bad!
These 3 young girls are about to see me naked!
AND erect!
I hold my breath, willing the bear to stay in place!
Brie points.
“Max! The bear!”
Maxine looks back at the bear as it now slumps more to the side.
“Oh yeah.” She grins.
Slowly, she again pinches the bear’s ear.
“Max! Stop! Move it!” I say, implying for her to shift the bear back over.
Poor choice of words though.
“Okay!”
With that, she lifts the bear away!
Now, instead of a teddy bear stearing up at me, it’s my erect penis, fully exposed!
“Eep!” Maxine yelps as she hops off the bed, tossing the teddy bear next to me!
All 3 girls’ eyes go wide!
Diana immediately begins walking around the bed, examining me from every angle!
“That is NOT like the ones in the book!” Maxine gasps.
Maxine returns to leaning on the bed next to me, staring.
Brie remains frozen at the foot of the bed.
No longer trying to keep the bear from slipping, I resume my struggle against my bonds.
My erect penis wobbles as I squirm.
“Max! Put the bear back! Get out, you guys!” I beg.
Ignoring my demands, Diana now sits on the bed on my other side, opposite Maxine!
Maxine leans in closer, hovering her face about a foot away from my penis!
“Woooooow!” She whispers, exhaling warm breath across my genitals!
My penis stiffens even more as it begins to twitch!
“Why’s it so much bigger than the ones in the book?” Maxine asks.
“They get like that when a boy is going to have sex.” Diana says, leaning closer as well.
“Hehehe!” Maxine squirms.
“You and Vicky were going to have sex?!” Brie yelps.
“No!” I yelp.
How do I get out of this?!
Just a few moments ago, I let a girl see my naked for the first time!
My GIRLFRIEND, though!
Now, these 3 little girls were getting much MUCH closer than Vicky had so far!
These girls are seeing everything!
Maxine looks at Brie.
“Get the book!” She cheers.
“Oh! Yeah!” Brie walks over to Vicky’s bookshelf and pulls down a oversived hardback.
She plops it on the bed and opens it up.
The girls begin giggling as they turn the pages.
I do a double take when I realize it’s a Greek art book full of life-like paintings of nude men!
Maxine grins as she looks at each page, then at my own penis.
All the staring is keeping me rigid!
“Hehehe!” Brie giggles. “Some of these guys must be older than you, Jonah! They have hair on their things!”
I again got the feeling my decision to shave had been a mistake.
“But look how much bigger his is! And none of theirs stick up!” Maxine points out.
“It’s just because I shaved!” I yelp.
The girls gasp.
“Really?!” Maxine chirps, extending her hand.
Her fingertips gently trace the smooth skin next to the base of my penis!
“Max!” I yelp.
Maxine pulls her hand away like she’d touched a hot stove.
“Did you just touch it?!” Brie gasps.
“Huh? No!” Maxine shakes her head.
“I will.” Diana says, scooting closer.
“No!” I yelp, trying to shift away.
Vicky’s bonds hold me in place though.
Diana adjusts her glasses and extends her hand.
Her fingertips graze the inderside of my erect shaft!
I freeze.
The touch has me in shock.
Nothing happens for a moment.
Diana then gently runs her fingertips along my penis!
My whole body convulses!
“Oh gah-!” I moan.
“It’s really smooth.” Diana says, as though in a trance.
Maxine and Brie watch as Diana gently rubs my penis!
“I’ve never felt one before.” She sighs.
“I wanna feel!” Maxine gasps, suddenly emboldened by her bespectacled friend.
Diana moves her hand as Maxine gently begins tracing my shaft with her index finger!
This is bad!
“Wow! It IS smooth! Is that ‘cause you shaved here, too?” She asks.
“What?! No! Stop it!” I shake, trying to pull away.
In response to my squirming, Maxine wraps her whole fist around my penis!
“Hah!” Maxine and I gasp in unison.
She squeezes!
“Wow! It’s really stiff!” She beams.
She keeps squeezing, making me convulse!
“M-Max! N-No!” I gasp.
This is new!
This is too much!
Vicky hasn’t even gotten to touch me like this!
“Look at his muscles go!” Brie points.
My legs, abs, pecs, shoulders, neck and arms are indeed flexed as I go rigid from the sensation!
“Hehehe!” Maxine giggles.
She lets go.
My body relaxes as I pant.
“D-Don’t do-“ but I’m cut off as Diana again touches me, this time, grabbing my shaft like Maxine had!
Diana lifts my penis to point at the ceiling, still holding it in her fist!
Brie steps closer to the foot of the bed, then slowly crawls onto it, between my spread legs!
“Touch it, Brie. It feels neat!” Maxine encourages.
Diana lets my penis back down to hover over my abs again as my girlfriend’s little sister reaches out, kneeling between my legs!
She gently rests her hand on my penis and gasps!
“It’s smooth!”
“Hmhm! See?” Maxine chuckles.
“B-Brie! St-Stop!” I convulse.
Brie slowly, gently rubs her palm and fingers along the underside of my erect penis!
Her touch is so timid, yet agonizingly erotic!
I feel my balls tighten and a hot sting in my penis!
Brie wraps her hand around my penis and angles it towards the ceiling again!
She squeezes!
“Neat!” She grins. “It’s smooth AND stiff!”
“And look how big it is!” Maxine points.
“It looks like a mushroom! Haha!” She adds.
Diana leans in closer.
“Look how the skin moves. You can see his veins.” She gently traces a vein on the upper side of my shaft.
“Wow! It’s twitching!” Brie moves her hand up and down!
No!
My muscles strain!
My eyes roll back!
“Haha! Brie! Are you playing with it?!” Maxine laughs.
I look down.
Brie grins bashfully.
“I guess so! Hehehe!” She giggles as she moves a little faster!
“Ooooooooooooooh!” I moan as it happens.
A thick, white jet of cum shoots out, arching through the air before splattering my chin, neck and chest!
Brie lets go as my penis slaps my abs, haulting my orgasm!
“Whoa!” Maxine gasps standing up.
“What’s that?!” Diana points.
My body won’t stop shaking!
My orgasm isn’t complete!
Brie leans back in shock, watching as my penis twitches!
The agony!
My balls are on fire!
“D-Don’t st-stop!” I beg.
The girls all look at one another, scared and confused.
I buck my hips.
There’s no going back now-
No holding out for Vicky!
“PLEASE!” I tug at my bonds.
After another moment, Maxine leans over on the bed again.
Tentatively, she reaches forward.
Her hand stops-fingers inches from my twitching penis!
“What do I-?” She gulps.
“Just grab it!” I beg.
Maxine wraps her fist around my penis.
The instant her fingers close, I buck my hips!
I keep going for a few thrusts.
“Move your hand!” I pant.
“Oh!” Maxine squeezes and gives my penis 2 pumps.
Release begins again with renewed force.
“Oooooooooh YEEEEEESSSSSSSS!” I moan.
Maxine doesn’t let go this time.
Cum shoots from my penis, covering my chest and abs!
My body convulses!
I pant as my balls relax.
I feel my penis twitch, but start to soften.
I look down, panting.
Maxine is still holding my penis, wide eyed, staring at my cum covered torso.
Brie is still in shock, kneeling and leaning back between my legs.
Diana is now standing, staring in shock.
And in the doorway, holding a plastic bag is Vicky.
Vicky!
“What-?” She asks, dropping the bag on the floor.
Maxine lets go and quickly stands.
Brie hops up and off the bed in a hurry.
Diana adjusts her glasses and shifts, nervously.
All 3 girls quickly slip past Vicky and out if the room.
Vicky takes in the scene.
I’m still strapped to the bed.
The bear is now by my head.
The art book is still open to a spread of naked men.
I have no idea how to explain any of this.
One thing is certain-
Valentine’s Day is ruined.
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Re: Valentine's Bear NEW 4-20-2026

Post by Themarble »

I enjoyed both of these takes on continuing a lot! In both scenarios I don't think Jonah is getting laid, perhaps even after them lol!

I may add a chapter if my own but my idea does seem to be too close to NudeBaG's so I'll have to go back to the drawing board! Perhaps surprise both you and jeepman!
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Re: Valentine's Bear NEW 4-20-2026

Post by MaireadM »

Loving the scenarios so far
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Re: Valentine's Bear NEW 4-20-2026

Post by NudeBaG »

Themarble wrote: Mon Apr 20, 2026 2:59 pm I enjoyed both of these takes on continuing a lot! In both scenarios I don't think Jonah is getting laid, perhaps even after them lol!

I may add a chapter if my own but my idea does seem to be too close to NudeBaG's so I'll have to go back to the drawing board! Perhaps surprise both you and jeepman!
This is what I was afraid of😅
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Re: Valentine's Bear NEW 4-20-2026

Post by nebnyc »

Loved both versions. That he was shaved deprived the young girls of seeing what an older boy really looks like. To each his own, but the obsession with shaved pubes in most stories is a curiosity to me.🤔
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Re: Valentine's Bear NEW 4-20-2026

Post by NudeBaG »

nebnyc wrote: Wed Apr 22, 2026 12:55 am Loved both versions. That he was shaved deprived the young girls of seeing what an older boy really looks like. To each his own, but the obsession with shaved pubes in most stories is a curiosity to me.🤔
This!

This is the first story (I believe) where I specifically went with ‘shaved’.
Usually, I keep the character as having at least *some hair, though usually trimmed/maintained.
I gave into stereotypes on this one🤷🏻

But yeah, I don’t get the obsession with shaving.
If going the prepubescent route/sph, hairless can work as Enm, but going more than ‘trimmed’ is strangely ‘the standard’ it seems.

Hair/lack of hair can be used as both a positive and negative I guess.
You can be embarrassed by having hair, embarrassed by not having hair, or (less popular) having screwed up and having razor bumps🤷🏻
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