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wittlesissyb4by · 2 days

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Chapter 2

Chapter 1 Here

“I’m afraid we’re going to have to let you go.” Mr. Pennyworth says.

It feels like a dagger has been shoved into my stomach. I’m not sure what to say, so he just continues anyway.

“Your productivity is by far the lowest in the company, you’re not reliable to show up on time or even at all, and your long hair is unprofessional and not befitting of this company’s standards.” He clears his throat, sifting through some papers. “We also have reason to believe you called-in on Friday without actually being sick.”

“What makes you think that?” I say, finally speaking up for the first time.

He shrugs, “Let’s just say we got an anonymous tip.”

******

“Everything alright with you?” Max asks, moving his pawn forward to free up his bishop.

“I’m fine,” I say, half-heartedly moving my knight with no clear plan in place. “Lost my job today.”

Max frowns, moving his bishop out as I expected. “I’m really sorry, dude. That sucks to hear.”

“Yea…it’s fine, I guess,” I sigh, “Didn’t much like it there much anyway.”

He still hasn’t said anything about the other day. I’m not sure if he actually saw anything, or he did and just doesn’t want to bring it up. How do you talk about seeing a bunch of sissy toys and diapers in your roommate’s room? Is that even something to talk about?

I remember back in college when my roommate at the time had found a slew of sissy porn on my computer. I was there when he saw everything. That sick feeling in my stomach took forever to go away. It’s back now.

“Well if you start applying for jobs, you can always use me as a reference. Just say I’m an old manager or something.” He says, putting his Queen in a precarious position. I seize the opportunity and take it. I realize too late that it left my King open for an easy assault. An obvious trap I should have seen coming.

“Checkmate.” Max says, smiling.

******

As the weeks went by, so did the job opportunities and applications. I rarely received any callbacks, and even if I got an interview, I’d either get ghosted afterwards or they would call and say something to the degree of “after careful consideration, we’ve decided to go with another candidate.”

God, the job market is rough.

My bank account is dangerously low. I probably should have done a better job of saving for times like this, but I guess I was more excited about buying outfits and diapers. Still, I’m not going to make it through the next month without some sort of income. It’s time to have the awkward conversation with Max.

“Hey, man. Can I talk to you for a sec?” I say, shuffling my feet into the living room.

He pauses the hockey game and turns to me, “what’s up?”

It’s such a weird topic to bring up, but I have to bite the proverbial bullet. “I’m having trouble finding a job…” I say sheepishly, “I didn’t work long enough at my last one to get severance, so…I’m a little low on funds.”

He just sits there, always with that stoic expression, listening intently. He doesn’t say anything, just lets me continue.

“So…umm..I’m uh, gonna be short on rent this month.”

Again he continues to stare at me, as if deep in thought, stroking his beard. It almost seems a little exaggerated. Like he’s acting.

“I see,” he finally says. “So you need me to help you?”

As demoralizing as it is to admit, I have to. “Yes…”

He smiles. “Okay. No problem.”

“Really?”

“Yea.”

I don’t know what to say. A weight of anxiety and fear is lifted off my shoulders. I can feel it melt away as I start to relax. “Thanks man, I really do appreciate it. I’ll find a way to make it up to you, I promise. Anything you need, just let me know.”

His eyes have a strange glint to them. Like he was hoping I would say exactly that.

“I actually do have a job in mind for you,” He says, “You can start today.”

I sense a sudden shift in the air around the room. He leans back on the couch a bit, patting the seat next to him. I find myself sitting down beside him, not exactly sure what’s going on, but sensing something amiss.

Max puts his hand on my leg, “it’s okay, nothing to worry about.” he says softly. I feel myself release a breath, feeling comforted, but still a little uneasy.

It’s like he’s holding something back. Like he’s trying to find the words but doesn’t know how to say it. I wonder if he knows. If he saw the things in my room.

“I saw the things in your room.” He says.

Yea, I’d say he knows…

My stomach does that familiar churning. The shame of what I've done, or been caught doing coursing through me. “I-i can explain…”

“Don’t bother.” He says, waving it away. “I’ve always had my suspicions.”

I didn’t know what to say to that. I’ve always tried to be so reserved and secretive with my true desires. I didn’t think anyone else would notice.

He shifts on the couch again. When he does, something catches my eye, there’s a very large bulge in his shorts.

Noticing me looking at the log snaking down his leg, he starts running his hand over it and smiling. “Have you ever sucked a cock before?”

I realize my mouth is hanging open. I gulp, shaking my head. “Not a real one.”

He laughs at that, it breaks some of the tension, then he shrugs. “Well, there’s a first time for everything…” he gently pulls at his zipper, snaking it down ever so slowly. But he doesn’t pull it out, just leaves it open, letting my imagination run wild. “Do you want to suck it?” He asks.

Again I find myself dumbfounded, this is all happening so fast, but before I can think about it I find the word escaping my lips.

“Yes.”

He chuckles. “Good, because you were going to have to do it anyway. This place ain’t cheap.”

After our awkward laughter dies down, I’m left in the precarious position of what to do next. Luckily, he guides me after several seconds of silence.

“Open my pants.”

I reach a shaky hand to his button, it takes me a bit to get my fumbling fingers to work it free.

Again, I’m lost as to what to do next. Should we kiss? Do I close my eyes? What do I—

“Take it out.”

His direction helps. It’s easier for me to follow orders than it is to take initiative in such uncharted territory. I reach my hand into the waistband of his boxers, feeling around for it, my heart beating out of my chest. It doesn’t take me long at all to find the warm, fleshy member. I gently pull it back, it bends a bit before snapping out of the boxers to stare straight up at me.

It’s big. Very big. I can barely wrap my fingers around it. The veins are popping out the side, and I can even feel his own heart beating through it. Pulsing. Rapidly. He’s just as nervous as I am but he doesn’t show it.

“Well...it’s not gonna suck itself…”

I realize I’ve been staring at it for a while. I use my other hand to wipe the drool from my mouth. Maybe I shouldn’t have. Somehow my throat feels both dry and wet at the same time, it doesn’t even make sense. Finally, I push past the nervous excitement, and lean forward. His cock seems to grow as it gets closer to my face. I’ve imagined this moment over and over for years. I’ve watched countless videos through the lens of girls wearing a GoPro on their head taking big, giant dicks into their mouths. But somehow this is different. I’m the girl now. It’s my POV, and it’s what I've always dreamed of.

I open my mouth when I’m inches away and close my eyes, imagining I'm one of the girls in those videos.

The head of his dick already feels different than my dildos. It’s squishier, warmer, and tastes just a little bit salty, but in a good way. In a great way. This is what I've always wanted, and I’ve finally gotten it.

I hear a soft moan escape my lips just before they close around his cock. It sounds pathetic, but I don’t care. Things finally feel…right. Like this is what was supposed to be in my mouth all along. All those things they told me in sissy porn were true.

I take him deeper in my mouth. I find it easier to slide it down my throat than my dildo. I take it as far as I can until my eyes water, then go back up for a breath.

In the overwhelming rush of stimuli, I forgot all the techniques I’ve practiced for so long. I try to remember: swirl your tongue, suction on the way up, not down, and most importantly: keep it nice and wet.

I let the drool run from my mouth, using my hand to coat his cock with it, taking a breath before diving back down.

“Someone’s been practicing.” He breathes.

I melt at his praise. I always wanted to be a cocksucker, and I always hoped I’d be a good cocksucker. But you never really know, my dildo doesn’t make noises.

But him? He was breathing heavily, moaning, groaning, and doing all the things that told me I was doing something right. It ignited a fire in me. With every grunt he made I found myself getting more and more enthusiastic so as to make it happen again.

Leaning over across the couch next to him is a bit awkward, though.

He notices. “Get on your knees.”

I take him out of my mouth and scramble a little too eagerly onto the floor between his legs.

He looks down at me, almost victoriously, like his plan has come to fruition. I am in no way perturbed. In fact, my cock is screaming inside my pants. I don’t think I've ever been this hard in my life.

“Looks like you’re enjoying yourself.” He says, apparently noticing my penis poking prominently through my pants. “You can touch it.”

Is that his decision? I guess so…because as soon as he says it I find my hand going inside my pants.

“No no.” He says. “On the outside. Rub it like you’re a girl. A sissy girl.”

Just the sound of that word gives me a wave of pleasure. I’m so hot and bothered that my body is quaking. I love the way he’s dominating me. Taking my power away so I don’t have to make the decisions myself, and therefore making me more relaxed about doing something I may otherwise have chickened-out on. Would I be here, on my knees, about to suck his cock if he hadn’t made me? Is he making me? Or am I doing it on my own volition?

I knead the front of my crotch. Feeling my throbbing cock and nestling my aching balls. I feel a bit weird with him watching me, so I turn my attention back to his cock. Well, more specifically, his balls. I’ve learned that when worshipping a man—as I’m doing right now—maintaining eye contact while lapping at his balls is one of the perfect ways to show your submission. I also know (from being on the receiving end) that having your balls sucked does not feel nearly as good as porn makes it seem, it’s actually kind of painful.

So after licking his sack and stroking for several seconds, I spit on his dick and take it back into my mouth with renewed vigor. My own balls are aching at this point, I can feel them turning blue. I use two fingers and twirl them in circles over my pants while I bob up and down on Max’s dick.

“Fuck yea…” he moans. God it feels so good to make him make those noises. “I’m gonna cum.”

So am I.

Knowing he’s on the verge gets me insatiably hot. I want nothing more than to get him to bust in my mouth, like some sort of primal need.

I hear myself moaning again. I’m not sure if it’s from the pleasure I'm giving or receiving.

“You want it in your mouth?” He asks considerately.

“Mhmm!!” I swoon hungrily around his dick. My hand gyrates over my own. The thought of making a man cum in my mouth is too much to handle. I feel a warmth fill my pants as I shake and convulse, trying to keep my focus on his dick while I spasm in an intense orgasm.

I feel the desire begin to fade. The reality of what I'm doing seeping in. This is my roommate, and I’m on my knees in our living room slobbering all over his big dick like a girl he just met on Tinder.

“Ohh yea…” he twitches. I can feel the head of his penis swelling, even more than it was before. It gets me excited again. Eager. Desperate. “Right there, just like that! I’m almost there…”

I’ve never been on the receiving end of that statement. Guys saying they’re almost there but are actually a few minutes out.

My cheeks are starting to burn, my throat is getting sore, it burns from the bile of gagging, I need air, to take a break and a breath, but I don’t want to lose my progress. I need to power through and do what I need to do.

He grips the cushion of the couch. His legs flail and tense. The head of his cock is bigger than ever. His breathing becomes labored, syncopated, and then it stops.

That’s when I felt the first gush hit my tongue. Even though I was expecting it, I wasn’t exactly ready for it. Another pump, and then another. I worry I won’t be able to hold it all.

He gives a big exhale, and that’s when I know he’s spent. I hold his dick and his cum in my mouth a bit, not exactly sure what to do next. I suck a bit more to pull out any remaining drops, then take him out of my mouth.

The jizz is warmer than I expected it to be, saltier too, but it doesn’t taste bad. It’s my reward. A token of my accomplishment. I just sucked my first real dick, and it was everything I hoped it would be.

I gulp down the load, smiling gratefully like any good little slut would.

“Good job.” He says, patting me on the head like I’m a well-behaved puppy. “Now run along…”

That’s it. He doesn’t say anything else. Just pulls up his pants, zips them back up, grabs the remote, and resumes the Hockey game.

A little disheveled, I wipe the slobber from my mouth, get up, and head out of the room like a discarded toy. What did I expect to happen? For us to cuddle and whisper sweet nothings into each other’s ear? I don’t even think I would want that. But to be thrown away like that makes me feel…used.

Then I remember the wet, sticky stain in my pants. A reminder that I enjoyed myself, a lot.

So I guess it’s no surprise that when I got back to my room, I shut the door, locked it, and started enjoying myself two more times…

To Be Continued

#roomies

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wittlesissyb4by · 2 days

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"Okay, so remember, once we have them in their diaper, it's really important that we praise them. They're going to be very averse to their new lifestyle at first, but they have to get used to it.

So we want them to associate their diaper with good things, at least in the beginning. Tell them they're a good boy, that they look super cute in their wittle diapurrs. Pinch their cheeks, boop their nose, and talk to them in your little singsong voice. Guys aren’t used to getting compliments and affection as much, so if they receive that sort of praise and physical touch while they’re in a diaper, they’ll warm up to the idea a lot faster than you think.

Now, once we’ve got them pampered and praised, I like to put a pacifier in their mouth. I find it really helps them regress a few years, makes them more docile, and it keeps them quiet other than their adorable little whimpers. It’s hard for them to do much arguing or fussing when they’re suckling a binky!

After they’ve been praised and regressed a bit, it’s time to *really* get them enjoying their diapers. That means: we’re going to make them cum.

I know, I know, this whole thing is supposed to be a ‘punishment’, but trust me, the ends will justify the means. If it makes you feel any better, the only time they will get to cum from now on will be when they’re in a diaper. That means no sex, and constant supervision to prevent masturbation. You control their orgasms, just like you control where they go potty.

So when we make them cum in their diaper, we never want to reach into the actual diaper. That kind of defeats the purpose. We want them to feel the padding, hear the crinkles, all while changing the way they traditionally garner sexual stimulation.

So what I like to do is place my palm right here on the outside of the diaper, right between their legs, and feel around for their winky. Those of you that have hubbies with little nubbies may have a harder time finding it, but honestly, even if you’re not directly on it, that’s okay. You’ll find they’ll aim their hips the right way for you.

Once you’re on it, you’re just going to do a simple kneading motion back and forth just like this. Long, slow movements at first. Don’t start too fast. You want them to really take in the feelings and sensations. You’ll even see them get a little desperate for more, and it’s up to you if you want to speed up and go a bit harder, keep that same pace, or just take your hand away and watch them wiggle and whimper.

But the most important thing is that this entire stimulation process is never silent. In addition to the crinkling, you want to continue praising them. Really dial up the baybee talk here. You should be reminding them what a good little boi (or gurl!) they are. Remind them what they’re wearing. Obviously they know they are in a diaper, but you need to vocalize it.

‘Wook how cute the wittle baybee is in his diapee!’

‘Hubby wooks so adorwable in his Huggies!”

Things like that.

If they have an erection—which I’m sure they will from all the rubbing—point that out to them: ‘oh my goodness! I didn’t think these pampers could make your pee pee so pointy!’ or ‘somewon sure is getting hard in their Huggies!!’

If they have messes, praise them for that as well. Nothing like getting complimented for pissing or pooping in a pamper. Again, we’re just trying to emphasize the state at which they’re in.

Another way to do that is to have them tell you. Make them vocalize these things:

“Tell me what you’re wearing little boi!”

“Why is it so plump? Did you do something in there? Tell me what you did.”

“Is that something a big boi would do??”

Make them use their little baybee voice, make them lisp, make them make it high-pitched, and make them do all of it with that pacifier still in their mouth!

If they do it properly, reward them with rubbies, if they’re stubborn or not performing up to your standards, pull your hand away. You’ll have them babbling like a baybee in no time!

I know some Mommies that will only do the rubbies while their hubby is jiggling a rattle. If the rattling stops, so do they. Feel free to be creative, as long as they’re being patronized while they’re pampered, you’re doing the right thing!

Alright, so after a few minutes—or maybe even a few seconds—they’re going to be ready to cum. Make sure you emphasize that they have to tell you when they’re close, and they have to do it in baybee talk. I like to have them tell me they have to make a ‘goo goo’. But you can use whatever term you want.

At this point we’re gonna do what’s called a ‘ruined’ orgasm. For those that don’t know, that’s where you get them right up to the edge when they’re babbling and rattling and goo goo ga ga’ing, wait until you see them first start to spasm—then lift your hand away. If you do it right, they’ll be past the point of no return, and all their little stickies will leak out, but they’ll only have a fraction of a pleasurable orgasm.

This is important, because it puts them in this sort of limbo. Where they’re a little satisfied but also still a bit horny and desperate. Don’t be surprised if they whine and cry about it either—you know how men can be. But that’s when you tell them one of your most important lines:

‘Maybe next time!’

That will leave them literally cumming back for more. They’ll be desperate for their next diaper, their next rubbie, or the next stage of their training.

But another important step here is to make them sit in their shame. Keep them in their sticky diaper for a bit, at least an hour or two. Let them feel the warmth of their little load that they made—all while they were in a diaper. And the only way they get to make a load like that again is…in a diaper. We really want to drive this point home. They are not going to cum without the constant sound of crinkling coming with it. They don’t get the love, touch, and affection while they’re in silly boxers and big boy clothes. The only way they get pleasure is when they’re in their pampers.

Wives never believe me, but i promise you, eventually, they’ll actually beg you to put them in a diaper, just so you can make them cum again.

But what we’re not going to tell them is that we’re eventually going to wean them off. They’re not going to get to cum every time they put on a diaper. For the first dozen times or so, yes, they get an orgasm (even a full one) every single time. But then it becomes “well only if your diaper is wet”, which makes them feel good about wetting, cause then they get a rubbie reward. But then they’ll grow used to that as well, so we have to constantly find ways to push their limits.

Wait until you see their face when they push their first poop into their pamper. They’re sooo embarrassed, but they’re willing to do it, all because you said you would give them a goo goo if they make a poo poo. But of course, what you don’t tell them, is that they’re gonna have to cum while they’re still inside their messy diaper. Don’t worry girls, if you get too disgusted, just make them turn over and turn their rubbies into humpies!!

Ohh I just love helping wives turn their useless/ungrateful husbands into helpless and desperate diaper dumpers! I know some that have their husbands wearing huggies 24/7, and sometimes even in dresses too! Even the most homophobic, chauvinistic pig can be turned into a pamper packer, all it takes is a little TLC.

Men are so easy, you can literally control their whole life, as long as you control when and where their balls get emptied. Which reminds me: next week, our workshop is going to talk about a little thing called a ‘chastity device’!!

~~~~~~~~~~~~~~~~~~~~~~~

I wrote a caption very similar to this a while back on one of my old blogs, but it was lost in the purge. I tried to recreate it as best I could, but I may have missed the mark. If you like my captions, please consider supporting me so I can keep making more. Go to allmylinks.com to follow me on other sites!

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wittlesissyb4by · 3 days

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Chapter 1

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

#roomies

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wittlesissyb4by · 3 days

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Another great one that I couldn't find the source for :(

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wittlesissyb4by · 3 days

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Please Go Follow This Other Blog

My count on here is getting to the point where Tumblr seems to take notice. I will likely be getting the axe again soon. To ensure you’re still able to find me once that inevitably happens, go follow this completely unrelated blog that I am in no way affiliated with:

@wittle5i55ybaby

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wittlesissyb4by · 3 days

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Great caption! Unfortunately I don't know who made it :(

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wittlesissyb4by · 4 days

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I can't BELIEVE I took this job.

I should have known "looking for someone to treat me like a baby" would involve changing a poopy diaper. But i didn't think it would smell *this* bad...

I knew it was a grown man. I knew it was some sick little fetish. But i failed to grasp just how weird and disgusting it would be.

"$3,000 dollars...it's $3,000 dollars..." I kept telling myself as I smeared the shit off his ass with probably the 20th baby wipe, "That's enough for a down payment on a new car."

Oh my god! He’s cumming. He’s cumming! I barely even wiped him! Gross!!

One weekend. It was just one weekend. I could do this.

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wittlesissyb4by · 4 days

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Another great one from @dj-kinkster! Can you imagine your Mommy/wife singing this to you while she lays you down in the crib? Or playing this through your music box all night long??

Tinkle Tinkle

This song mimics a lullaby in the nursery but with the singer talking about your failures and descent into diaper dependancy.

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wittlesissyb4by · 5 days

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Normalcy

"I'm so sorry! This…this never happens!!”

She drew her lips in a line and nodded, like she’d heard it a thousand times before, then went back to smacking her gum as she balled up the soggy diaper with practiced precision.

“No! I’m serious! I’m a grown man!! It’s not like I walk around pissing myself all the time!”

She scoffed, then shrugged. “Well you weren’t doing much walking—first of all—more like waddling. But you mean to tell me you never wet yourself? You’ve never wet a diaper before?”

“No…i…”

She inclined her head to the corner of the room, where a big sack of loaded diapers sat in a blue see-through bag.

“Okay…fine, I do. But only after a very long time period!! You don’t understand! My wife will leave me in them for the whole day!”

“I’ve only been here for an hour…”

“Yes but…” i wanted to tell her that was because my wife had made me drink three entire baby bottles of nasty fluids before she left. I tried to hold it. I really did. I didn’t want her little ‘babysitter’ to see me in a soggy diaper. In hindsight, i should have just let it all out with my wife and begged her to change me before she went off with that other dude. “It’s not a regular thing!”

“She told me you wet the bed.” The girl said, hardly even blinking as she taped my plump padding into a ball.

It was hard to explain that one away. Sure, there were several drunken nights where I’d blacked out and woken up with wet sheets in our marital bed. My wife was none too happy, but somehow those incidents kept happening even when I was sober, until she finally grew sick of it.

“So how long have you been in diapers?” The girl asked, setting my old one to the side and grabbing a fresh pamper. She asked it so casually, like it was a common point of conversation.

“3 months…” I said, unable to deny it anymore. “For the last two weeks it’s been 24/7. She…threw out all my underwear.”

The girl nodded as if nothing were out of the ordinary, tapping my thighs, apparently signaling for me to lift. I did so without incident, allowing her to slide the new diaper underneath.

“Do you make poo poo’s in them too?”

“No!” I said instinctively, but again she looked at me like a rugrat attempting an obvious lie.

“So if I go put your head in that bag, you won’t suffocate under a cloud of your own shit?”

Her words were cold, I had a feeling she’d do it too.

“Okay…fine. I do…”

“Do what?”

“P-poop…”

“Poop where?” She grinned, still smacking her gum, “I want you to tell me.”

I scrunched up my nose, feeling my cheeks flush with embarrassment. “I poop in the diapers.”

But she wasn’t satisfied, “now tell me wike a baybee!”

She couldn’t be serious, but when her face turned stern with impatience, it told me that she probably wasn’t someone I should cross.

“Uh…i…” I felt my voice growing smaller, higher, “I make poo poo’s in my pampies!!”

She smiled wide at that. “How do you poop?”

“I…what?” I asked, voice returning to normal.

“How do you do it? Do you crouch? Get down on hour haunches and make a pushy? Or have you learned to go in any position already? All the men I babysit have a different method. It’s adorable. One of them even has to sit on the potty in order to go!“

“I just…do it…I guess. I dunno?” Usually squatting, it came out surprisingly easy that way, but I didn’t want to tell her that, and she didn’t press further, just seemed intent on making me blush.

“Well…I don’t feel like changing a poopy diaper today. So you’re going to get the plug, okay?”

P-plug?

She reached into her diaper bag that she brought herself, and pulled out a rather large silicon buttplug.

“Oh…i dunno…” I said, squirming on top of the diaper splayed out beneath me. “My wife and I don’t really do butt stuff…”

But she just smiled and squirted some lube on it, painting the glob over it with her fingers. “It’s cute that you think you have a say in the matter.” She giggled, “legs up!”

Before I knew it, my ankles were in the air. It was like she had some sort of power over me that I couldn’t resist.

I winced as she pressed the plug to my hole, gently working it in and out, in and out. I had to bite my lip to keep the squeals (and moans?) in. It felt…surprisingly good.

By the time she’d worked it all the way in, there was a little puddle leaking out of my chastity cage. It had spread onto my belly button while my legs were in the air.

“Sorry…” I said as she grabbed a baby wipe to clean up the sticky mess I’d made.

"Don't worry about it.” She smiled, amused. “It's...normal..."

“Is it?” I asked, feeling a sense of relief.

“Sure.” She shrugged, but it came off sarcastic. “Well…not normal to be a grown man in diapers. To poop said diapers. Not normal to have your wife go off and hire a babysitter to change your diapers. And definitely not normal to have another man fuck your wife. But leaking a little cum through your chastity cage while getting a plug shoved up your ass?” She tossed the sticky wipe down into my open diaper, lifting the front so she could tape it on, “yea, I guess that’s pretty ‘normal’…”

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