wittlesissybaby

Roomies - Chapter 1

Published: May 14th 2023, 3:46:51 pm

Oh fuck! Oh FUCK! FUCK!

I overslept.

I was supposed to be at work over an hour ago. If I hurried, I could take a shower, throw on some clothes that still needed ironing, and make it there by 11 if there isn’t much traffic.

Or…I could just call in sick.

Having the day to myself would be nice. I’ve taken a day off each of the last 3 weeks and I have to say, I’ve really been enjoying the extra day of relaxation. Not that my job is too taxing, I sit at a desk all day and move numbers from one column to the other, but on days I’m home I get to be free. I get to be me.

My roommate Max is at work until 5. That’s at least 7 solid hours of play time. My mind races with all the possible things I could do. I’m already getting hard just thinking about it. I grab my phone and tune my voice as I dial, my other hand on my crotch, rubbing in excitement.

“HR, this is Kelly.”

“Hey K-Kelly” I say in a terrible excuse for a raspy voice, coughing unconvincingly. “I think I'm getting pretty sick…”

“Again? This is like the third week in a row.” She says.

“Yea, I dunno, some kind of weird viral thing I guess.”

Even through the phone she sounded skeptical. “Hmm…okay well go ahead and take the day off, and bring in a doctor’s note on Monday.”

“A doctor’s note?”

“Yea. You’ve already used all your PTO days for the year, so you’ll need a note from your doctor to have it count as a sick day. Otherwise we’ll have to dock your pay.”

America.

“Okay, well *ehem* I’ll get the note and bring it on Monday.” I say, knowing damn well I'm too lazy to do any of those things. Maybe they’ll forget, or shrug it off, I dunno, that’s future-Jake’s problem.

Today, I’m gonna pamper myself. Literally.

But first I have to shave my legs. I dunno why. For whatever reason it puts me in that mood. Having fresh, smooth legs makes me feel both feminine and infantile.

After I’ve removed any trace of body hair, it’s time to decide what to wear. I have a large divider in my closet that serves as a false wall. It effectively hides an entire section tucked back in the corner. That’s where I keep all my supplies.

I’ve accrued quite a lot over the years. Slowly adding to my wardrobe and repertoire of toys. I rake the hangars along the rod as I search for my outfit of the day, all of them in various shades of pink.

Frilly dress? Na. Too frumpy. Onesie? Too tame. I’m in a particularly slutty mood. I want something slutty.

I decide on my go-to: the sexy Schoolgirl outfit.

Sure, it’s cliche. But there's a reason it’s so common. Nothing makes me feel more fuckable than that skimpy skirt and the crop top. It’ll even show off my new belly button piercing!

I take some time putting it all on, pretending I’m getting ready for a hot date or something, or maybe just a gangbang.

The skirt can’t even hang properly because of how hard my cock is poking out. I stroke it a few times, fighting the urge to do it more. I have to control myself, I don’t want this to end too early.

Luckily, I’ve learned a great way to fix that.

I take a few seconds to decide on a diaper. I end up going with the pink BunnyHopps, for multiple reasons, but the main one being that they’re super cute.

I unfurl the diaper and lay it down on my bed, turning around to position myself over it. The crinkle as I lower myself onto it always gets me going. The shaky excitement from something so simple is something I will never understand about myself. But as I’m pulling the front of the diaper up to tape it shut, I realize I’ve forgotten something. Gotta get a plug. Oh! And powder…

After a bit of grunting and frustration, I work the plug into my ass. I love how full it makes me feel, having it inside and tickling my prostate gives me the heebie jeebies. I powder myself as best I can without getting it all over my skirt, then pull the front flap of the diaper over me and tape it snugly.

Mmmm the way it feels when I sit up, feeling the padding as the plug presses into me is such a high.

I stand up and look at myself in the mirror. Not bad, but it can be better.

I take my shaggyish hair and separate it into two tiny pigtails. I’m getting better at making them even, but I wish my hair was a bit longer. Two little bows attached to each do make it look super cute, though.

I close the door to my room…just in case. I don’t want Max to come home early and find me prancing around like a pretty sissy. I turn back around and get to what I was doing…

Creeeeakkk

I panic. Jumping around, caught in the act, attempting to cover myself as the door swings open.

Nothing.

No one’s on the other side, the door just…swung open on its own accord, and damn near gave me a heart attack. I push the door shut again but it doesn’t click, just slowly creaks back open. It takes me two more attempts to get it to stick and stay shut. I gotta fix that sometime soon. Maybe tomorrow. Or next week…

I spend the next hour in my computer chair watching make-up tutorials as I learn to apply my own. Trying to contour without making myself look like bozo the clown is something I’m still struggling to learn. I’m pretty happy with what I accomplished though. I bat my mascara’d eyelashes at myself and give a dainty smile to the mirror. I feel so pretty, but I could definitely use some lip gloss!

When I’m satisfied that I look like a proper, fuckable sissy slut. I prance around the room. Well, as much as I can with a plug and pamper between my bum. I love my new stockings and Mary Jane slippers! They really complete the look.

“Oh! Have I been a naughty girl today, Professor?” I say in as best of a sissy voice as I can muster. “Are you going to make me stay after class and be…punished?”

I giggle daintily at my little made up scenario. It’s silly and, admittedly, pathetic, but it’s the best I can muster under the circumstances. Judging by how hard I am in my pampers, it seems to be working just fine.

I go back to my secret stash and rustle around until I find the dildo I’m looking for. The big, fleshy 8-incher complete with balls and a suction cup, a favorite of mine lately.

“Oh Professor!” I say, twirling around with the cock so that my skirt swishes and my diaper crinkles. “Whatever could I do to make it up to you??”

“Well I think you should start by…sucking up to me a bit…” I mimic in a deeper voice, trying not to cringe at the awful line.

I place the dick to my glossy lips, batting my eyes up at the ceiling and putting on an innocent facade, “Like this Professor??”

“Yes you little whore. Now let’s see what you got!”

I close my eyes and take the fleshy dildo in my mouth. I hear myself let out a little moan. God it feels so good having something in there. I have several pacifiers to appease my oral fixation, but there’s nothing like a nice big cock, even if it’s a fake one…

I get down onto my knees, putting the dildo on the edge of the bed, pretending I’m servicing a real man. I suck and slurp and try to do all the things the blowjob tutorial videos told me to. I can’t help but rub the front of my diaper with my other hand. My dick is practically screaming at me to cum. I bring myself right up to the edge and–

Thonk!

Oh fuck! Was that a car door? Is Max home?? Oh shit. Shit shit shit shit! What if he sees me like this??

I toss the dildo to the side and bustle over to the window as fast as my plug and padding will allow. I peek through the blinds and heave a huge sigh of relief.

It’s just the neighbor. They must have forgotten something at work I guess.

Phew…close one.

My heart is still beating out of my chest, and my stomach is still in knots from the adrenaline. All of my horniness has evaporated.

Well, kind of. One quick look in the mirror gets me worked up again, but at least I'm not so close to cumming now!

Stopping to take the time to wet my diaper, I hold my skirt up as I watch myself make the padding swell and the tint of the diaper change to a darker shade.  I press the front inward, feeling the warmth against my skin. What kind of freak do I have to be to enjoy this shit?

I put that thought out of my mind.

Searching the room for the discarded dildo, I find it in the corner of the room before sitting down at my desk and plopping the rubber dick down on the surface in front of me.

It doesn’t take me long to find some porn to watch. I’ve recently discovered “FPOV” blowjob videos where, instead of it being from the male perspective looking down at someone sucking his dick, you get the girl’s perspective. Which means I get to watch the dick enter in and out of ‘my’ mouth. A front row seat to a big, sloppy blowjob.

I put my headphones on so I can get the real experience. Following the girl on screen as she moves back and forth over the big, black dick.

“You’re such a good little cocksucker!” a woman’s voice says.

Oh! This one has a voiceover. Someone degrading me and instructing me while I suck a dick? Yes please.

“Take it in your mouth! Deeper…deeper…”

I rub the front of my diaper, feeling my absolutely throbbing cock even through the pissy padding. ‘MMmphhing’ all over the dick in my mouth, making sure to keep it nice and wet.

“This is your purpose…this is what you were made for…”

I suck and slurp, the diaper crinkles and shifts. This is so hot!

“Men are going to use you…fuck your little whore mouth for their pleasure…”

“You are meant to worship perfect, huge, juicy cock!”

“Suck him sissy! Suck him faster!”

I moan with the rubber dick in my mouth as I follow the voice’s instructions. The woman on screen was ‘mmming’ and ‘mmmphing’, but I was doing it louder. She spat on the dick, so did I. She stroked it with her saliva. So did I.

“Do you feel like a little slut for him?”

I do.

“His little mouth whore?”

Yessss.

“He’s going to use your lips like a fleshlight.”

Whatever you sayy.

“You want his cum so fucking bad don’t you??”

The girl on the screen was moaning desperately, hungrily. Oh wait…that’s me.

“He’s going to cum! He’s going to cum!”

Oh god…I’m gonna cum. I need to stop–oh! Oh no…

I curse myself as I feel my body start to spasm. A new warmth fills the inside of my diaper. I can feel all my horniness leaving with it.

No! Not yet!! I whine at no one in particular. I had a whole day planned…and now it’s ruined.

I hate how easily it tends to happen. I can’t get far into my regime at all without immediately blowing it….literally.

I feel like crying, but I don’t want my mascara to run. The plug immediately loses all of its appeal. I huff and puff as I rip the tapes of the diaper off, seeing my immense and gooey load making strings when the front flap flops open. I sit up a bit and yank the plug out a little harder than I intended, tossing it across the room.

Plopping myself back down, the diaper feels cool and clammy now. Still, I reason, there’s no sense in wasting it, diapers are expensive, and the good thing about these BunnyHopps is they have the hook and loop tapes, which means I can put it right back on…even if it’s not nearly as fun now.

I check through the window again to make sure Max’s car isn’t out front before I head into the kitchen to make something to eat. I bring it back to my room, closing the door, and then closing it again after it doesn’t stay shut.

Firing up my rig, I pull up League of Legends and start playing a few matches. I feel like one of those E-girls, dressing kind of skimpy and playing video games for boys’ attention. I don’t even have to get up to pee between matches, just get to release it all into my diaper. This is the life.

At around 2 o’clock, I feel the urge to use the bathroom in a different way. I sigh, knowing it’s the end of my diaper time. I head to the restroom to do my business, but stop before I get to the door.

Actually, why don’t I just do it right here? Right now? After all, I am in a diaper. I don’t usually mess because Max is always here, but I have the house all to myself, and this diaper is on its last leg anyway. Why not? I’m allowed to treat myself, even if it's probably the weirdest way one would do so.

I’ve always found it a bit awkward to poop in a diaper. How does one do it? Do you stand? Surely not. Do you sit? That seems messy, but I guess that’s kinda the point…I decide to squat down and handle it that way.

It doesn’t happen immediately. I sit there awkwardly thinking about what someone would say if they saw me in this position.

“D’awwww!! Is the wittle baby making a pushy poo?? Hmm? Are joo making a big ‘ole mess for Mommy?”

The thought of that gives me a stirring in a different part of my diaper. I imagine myself surrounded by a group of beautiful women, forced to dirty my diaper in front of them while they all point and laugh.

“Stinky poo! Stinky poo! Now you’re going doo doo!!”

“Suck your thumb, loser!!”

I put my thumb in my mouth. I suck it while I grunt and push.

“A grown man dumping in a DIAPER!”

“Man? Looks like a sissy slut to me!”

I can actually see myself blushing in the mirror while the diaper sags under the weight of my warm mush that’s filling it.

“He did it! He did it!” the imaginary girls clap.

I can see my penis poking through the pampers.

“And he LIKED it!”

“Show us how much you like it, loser!”

“Sit in your stinky seat!!”

I sit back on my butt and feel the mush spread inside. It’s sickening and feels yucky, but the girls love it.

“Bouncy bouncy baby!!”

I bounce on the floor, squishing the mess even more, sucking my thumb and making pathetic little noises as I slip into little space.

“Goo goo ga ga sissy girl!!”

I’m drooling on my thumb while the other is rubbing the front of my mushy diaper. I’m glad Max isn’t home to hear the ridiculous sounds I'm making.

“I think he wants to MAKE a goo goo in his diapy!” The girls all laugh. Emma Watson, Kate Beckinsale, Natalie Portman, they’re all here. “On the floor! It’s time for dumpy humpies!!”

Someone also tells me to get my ‘big boi binky’. I grab the dildo off my desk and put it on the floor in front of me.

“Sucky sucky while you fucky fucky!!”

I’m a mess in every sense of the word. Drooling all over the dick, wiggling back and forth in my defiled diaper, grinding against the ground, skirt, hair, make-up all disheveled.

The girls are clapping their hands and chanting. Goo GOO! Goo GOO! Goo GOO!

It feels so good, being a dirty little diaper bitch…I’m gonna…I’m gonna…

Beep!

Panic. Was that a car horn? No, a truck horn. Max’s truck. The sound it makes when it’s locking. He’s here.

I rush to the window, my destroyed diaper plopping side to side with every step. I peek through the blinds again, scanning the yard.

Nothing. No one in the driveway, no sign of Max.

Another sigh of relief. It’s hard to enjoy myself when I’m constantly on edge that I'll be caught. Sure, I’m in my room, but the stench alone could probably alert the neighbors. I check to see if I even came.

Oh…yea..definitely did. But I don’t remember the orgasm. Shame. I’m overcome with shame and disgust again, and now I’m walking around in my own filth.

I carefully remove the diaper, trying to make sure the defecation doesn’t get on my skirt. In hindsight, I should have removed the skirt before opening the diaper, but I wasn’t thinking clearly. Now I've got a literal mess on my hands. I use one of my palms to cradle the diaper while using my other hand to keep my skirt from sticking to the filth on my backside. I carefully place the diaper down so I can use both of my hands to unzip my skirt safely and take it ,and my crop top, off, tossing them both out of harm’s way.

Now I have other shit to deal with. I carefully roll up the diaper and tape the biohazard up into a ball. The thing is massive and plump, but still has its pinkish hue. I want to take it out to the dumpster, but being naked with a muddy butt isn’t exactly the right attire to do so.

This is why I don’t make messy diapers. I’m so bad at dealing with the cleanup.

I decide to set it all down and go take a shower. I make sure to close my door behind me, and step across the hall into the bathroom. The warm water feels good on my clammy skin. I use the sprayer to hose the filth off my bum, finally feeling clean again. I put the nozzle back in its holster above, but it falls with a loud clunk. But even after I caught it, the sound persisted.

Someone was at the front door.

Not knocking. They just…walked in. I could tell by the clatter the screendoor makes when it shuts too hard, another thing I was supposed to fix…

Is that Max? Or is someone breaking in? Max shouldn’t be off of work yet, it’s only 3, and he always works until at least 5.

I listen to the footfalls, turning the water off so I can get a better listen. The steps are hard, like those of work boots. Max’s boots. They stomp down the hallway past the bathroom I’m in, past my door, and then to his.

I shut my door, right?

Yes. I did. I made sure of it.

But what if he smells my disgusting diaper?

In a bit of a panic, I hop out of the shower, grab a towel, and make my way out into the hall.

“Hey,” I say, unable to keep the panic from my voice.

Max turns, a weird look on his face, “Hey.” he replies.

“You’re home early.” I say, sounding like an unfaithful housewife.

He scratches his beard and sighs, “Yea, the guys got what they needed done and we should be good to pass inspection tomorrow so I sent ‘em home.”

“Oh, okay, cool.” It was awkward. We’ve lived together for almost two years now and it’s never been this awkward. Probably because I’m making it awkward.

“Well, I’m gonna go take a nap.” He rubbed his eyes, maybe a little too much.

“Alright then, see ya later.”

“Later.”

He went into his room and closed the door behind him. I hurried to mine, reaching for the handle.

But it wasn’t there. The door was open. Wide open. And all my stuff was splayed across it in full, easy view. The skimpy skirt, the crop top with the word ‘SISSY’ plastered across it, a realistic dildo with my drool still dripping down it and, right in the center of the floor, my big giant disgusting diaper.

…Is there any chance he didn’t see all of that?

To Be Continued