diaperednerd:

 

“Can you believe our Dad hired this fag to babysit us?”

“Yeah, we’re in fuckin’ college and they still think we need a sitter when they go away for few months.”

“And this dude is barely older than us!”

“He’s about to start crying, so keep spanking.  When your hand gets tired we’ll switch off.  We can’t stop till his butt is crimson.”

“I know that dude.  If we don’t show him we’re the ones in charge right off the bat he’ll actually think he has control over us, – but that’s just not the case, is it little Justin?”

“AAHH” *whiper* “Please stop – OWW – stop it guys” *whimper* “I’ll let you do whatev- AHHHH”

“Shut up! Just take your beating like a man, and remember if you cry we’re putting you in the nursery.”

“Haha, yeah, we take all the money Dad leaves for the babysitters and keep it stocked with adult diapers and big onesies and shit.”

“Yeah Justin, if you can’t handle your spanking, if we see you cry-”

“And we mean even one tear!

“You’ll be our little baby bitch until our parents get back..oh, look, he’s already tearing up!”

“I’ll go get the powder…”

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diaperednerd:

Carson sat in the back of the van, humiliated.  His brother’s two friends had insisted that if they were going to have Carson “tag along” he would have to wear a diaper.  Carson’s brother had told them about their last road trip when Carson had fallen asleep and pissed his car seat.  He was only nine at the time, but his brother lied and said it was when he was 13. Now it seemed Carson’s brother and his friends were all to eager to have a diaper boy tag along with them.  They had even ordered several cases of very special diapers just for the occasion.

Carson had been begging them to pull over so he could pee for the last twenty minutes, but he was ignored.  Finally the silent car was filled with the sound of the 18 year old pissing his diaper, a steaddy hiss muffled by padding.  The boys all eruppted into laughter while Carson hung his head in shame.  His brother even reached back and popped a pacifier into Carson’s mouth.

Carson didn’t fight it.  He knew asking to go on this road trip was a mistake, and he had a feeling he’d be stuck in diapers the whole trip.

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wittlesissybaby:

“Looks like someone’s gonna need one of these…” he said, grabbing one of the diapers from the table while i slurped on his cock.

He was referring to the puddle i was making on the floor. My caged cock had been leaking precum since i started, and it had only gotten worse in the 30 minutes i’d spent giving him a blowjob. I hated that my cock did that. Betraying me. Making me look like such a loser. Like i was actually enjoying taking this random stranger’s dick in my mouth.

“Put it on, but don’t stop.” He commanded, handing me the diaper. I kept his cock in my mouth and maintained my rhythm as i used my hands to open up the diaper and place it between my legs under my dress. Taping it on was like sealing my fate. Not only was i one of the sissies of the corrections facility, but now i had officially become one of the sissy BABIES…a much more humiliating role, you’d seen sissy babies get held down by 6+ men as they were forcefed the contents of their diapers.

You tried not to cry as you thought about what the future might hold. Finally, he pulled his cock from your mouth, snapping you out of your nightmares.

“Here, let me give you some more to clean up!” He said, jerking his cum all over the puddle you’d made, tripling its size. “Now lap it up, sissy bitch!”

You did, obediently. Knowing what was in it for you if you refused…

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wittlesissybaby:

“Look boys!! I got each of you a set of diapers today! Now you may notice one of them is this adorable wittle pink one! That’s because one of you is going to not just be a baby, but for one month you will be a SISSY baby! Now both of you will use your diapers appropriately, but the sissy baby also has to stay in chastity! Cause sissy babies can’t be jerking off now can they? And of course when it comes to taking it in the mouth or tushy, that will be the sissy baby’s job too! So how do we decide who gets to be the sissy baby?! Well eventually we’ll have some fun wittle games the two of you can play to decide. But i think this time we’ll just flip a coin! Watta you say?! Mikey you’ll be heads, Timmy you’re tails!”

*Flips*

“Awwww! Tails it is! Looks like Timmy’s gonna be the one wearing the pink Pampers and taking it up the tail all month! Hahaha! Come here Mikey let’s unlock you…awww don’t cry Timmy! Mikey, why don’t you go over there and make Timmy feel better by giving him a wittle pounding? Hold still Timmy! Mikey’s gonna make sure you REALLY need those diapers after he’s done loosening up your pooper!”

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embarrassedboys:

“mmmmmmoooooommmmm – he’s doing it again!”

“Oh quit your bellyaching little step bro, I made sure your mom had gone out to the store first so there’s no using trying to rat me out this time! Ever since my Dad married your Mom I’ve been watching you parade around here wearing practically nothing like a little kid, I’m just taking the next logical step…”

“You’ll find your wardrobe now full of diapers to replace those laughable things you used to call ‘underwear’… if you don’t want to be wandering around commando when dear little mommy gets back i suggest you quit bawling and put one on… and maybe now you’ll consider putting some actual clothes on to cover up your new shameful secret…”

“Things are going to be different from now on… We’re going to have so much fun together… well, I’m going to have the fun, whether a little crybaby like you enjoys yourself is really no concern of mine…”

Eeeek by ~skilaufenhase

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embarrassedboys:

“There we are my widdle guy, all baby soft ready for your diaper change – you’re going to make a very convincing little man for my friends at the party tonight, or at least you will once the 3rd babysitter arives with the clippers…

That’s right sweetie, we’re going to make you perfect once we remove all that nasty hair from your face and body… the widdle guys I babysit are baby soft all over… 

image via pennybarber

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fortheluvofdiapers:

HAHAHA! Omfg you actually thought that when mommy said that you were going to get to use your sissy peepee out of its cage that I meant on me?
Oh my no. Your mommy’s full time sissy baby now no more real pussy for you EVER! You will never feel the warm wetness of a female as long as you live, but not to worry mommy has thought of a way that you can fuck something that is wet warm and sissy friendly. That’s right your going to fuck your dirty shitty diaper. Don’t worry I have more planned for that diaper after you fuck it. Now let’s get you unlocked and inside that filthy thing.

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sausagewithgirth:

Dude, a bet is a bet, its too late to back out now. Smallest cock has to bend over and take care of the rest. That means six of us fucking your ass. I know you didn’t think that six and a half inches was small, but it’s small enough to lose the bet. Now you get to learn, firsthand, what a

difference a few inches makes. All of the cocks stretching out your virgin cunt will be bigger than yours.

I can’t even imagine how embarrassing it must be to have your friends use you like a bitch, because their manhood is superior to yours. You are going to know what your girlfriend feels every time you fuck her, except with bigger cocks doing the fucking. I can’t picture you trying to hang out with us after we have fucked you and filled you with cum. You are going to know what our cocks feel like inside of you. You will be our cum dump.

Fuck, just talking about it has me hard as a rock. Bend over, bitch, its time to pop your cherry.

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