Bedwetter Ch. 01

I couldn't contain the noise that I made. The plug was inserted now and her hands began playing at my bum. Her hands spread the lubricant all over my ass as she circled her palms, massaging my rear end before she gave little slaps or spread my cheeks apart before gripping them and pressing them together which ever so slightly increased or reduced the pressure of the plug. I could feel the joy in my little ring as it clutched that rubber plug, the well lubed toy was angled perfectly, just touching that button and when Alli would squeeze my cheeks together or simply press the base of the plug, my cock would squirt and that electric jolt would make my body jump.

Alli would continue to humiliate me verbally. She teased me about how adorable I looked stuffed with a toy and cumming in a pink pullup. With one hand she would spank or grope my bare bottom while the other would slip back into my diaper where a thumb began to press and rub my taint. She often switched to her palm, her fingers brushing my cock or my coinpurse as her palm stroked and rubbed that special area between my ass and balls. Her fingers would cradle me, she knew just how to cup my marbles while stroking my shaft and I knew her fingers must be slick with my precum. The diaper crinkled, I closed my eyes and licked my lips and Alli was silent as she kneeled behind me, her hand under me, between my legs and in my diaper, so sensual, so tender as she pulled and tugged on me.

"That feels so good Mommy," I whimpered.

"Good, Princess, I want you to like it," she said before adding, "I have one more surprise for you, my sweet little Sissy."

I felt her ease the plug out, both hands now on whatever plan she had concocted. I turned my head in the pillow where I saw it: Alli pulled out a large, black dildo. My eyes widened. I didn't even know she had that thing. I estimated it at eight or nine inches, a thick, black rubber dildo that even included balls and a suction cup.

"Alli, I don't know about this," I muttered weakly.

She shushed me, paying no attention to my meek protests but focusing on her task. Her little white fist stroked a ridiculous amount of lube onto the shaft and tip of the black, rubber dick and I couldn't help but picture her stroking a big, black cock. I shook off the thought as she slapped my bottom with it. She giggled, "it's so big!"

It certainly felt big. And painful. She pressed my head back into the pillow and then leaned back on her knees. She seemed to enjoy looking at that big dildo just resting on my back because she would rub the fat tip up and down my cheeks before plopping it down on my back and remarking curiously about how hot that was. I couldn't help but wonder what she meant by that.

When it first slipped into my surprisingly limber hole, it felt like a planet had just inserted itself inside me. I sucked my teeth and grunted into my pillow, I gripped the sheets and my cock twitched violently in my pampers.

"Oh my god," I bellowed.

Alli once again just shushed me, her face wore an expression of fascination and stern concentration. She had only pressed the tip of the black dildo into my boi hole and, with both hands wrapped around the meaty girth of the shaft, she slowly and cautiously pumped the beast into my rear. After a moment I found the pain had faded from sharp and invasive to a dull, fullness but I still found myself struggling to loosen the grip from my sheets.

With one sudden movement, Alli bored into my ass with a long, deliberate press, she slipped half the length into me. My breathing was heavy, I exhaled and adjusted to my violator. Alli began to pump it again, short little jabs in and out; she paused for just a moment to add more lube and I could do nothing but cling to my sheets, whimper into my pillow and leak cum into my pink pullups as my hole had no choice but welcome the lengthy visitor buried in my ass.

"You're doing so good, Sissy," Alli said in a mixture of cruel sarcasm and cheerful mother.

Whether it was some final shred of defiance or the intrusion in my backside, I made the mistake of arguing "I'm not a Sissy, Mommy."

She laughed and she drove that black dildo home, stuffing it entirely up my ass in an instant. My cock immediately shot a blast of cum into my diaper and I wailed into my pillow. I felt so insanely full, I could feel it in my guts and I was scarily close to an explosive orgasm.

"I...I..." I couldn't form a sentence.

Alli laughed. "You were saying you're not a Sissy? You're wearing diapers and have a huge black dick stuffed balls deep in your ass, Babe."

At that moment I needed desperately to cum and my hand reached underneath me where Alli slapped it away. "No hands, Princess. You want to cum, you answer Mommy."

I quickly agreed.

She pressed the suction cup base with a finger, I could feel those big hard balls pressing on that lower half of my exposed bum, my boi pussy just gripping that big rubber cock and a nuclear explosion forming in the tip of my cock, the pressure was unbearable.

"Are you Mommy's little Sissy Slut?"

"Yes, Mommy!"

"You love this big, black dick in your tight little boi pussy, Sissy?" She asked maliciously.

Alli had started fucking my ass with long, slow strokes. She would occasionally pull that thick, rubber dildo out completely so she could giggle and comment on my gaping, pink hole. I wouldn't allow myself to beg but, in silent desperation, I secretly craved that big, bulbous head slipping back inside.

"Come on, Sissy, tell me how much you love being Mommy's little cock slut," she said as she thrust deep, my hole swallowing every inch effortlessly now.

"I love it, Mommy!" I squealed. I was shocked that despite her absent hand, just how close to meltdown she had me just from plunging that fat dick into my ass; those tingling waves that rang out through my belly. They started at my gaping hole, I could feel my ring stretching and welcoming that cock with every insertion sending those currents into my stomach before spreading out into my limbs. My diaper was soaked with my cum, some absorbed into the padding but most had formed an oily, slick puddle in the pocket of my pampers, the gauze waistband loose and barely clinging to my shaking thighs as Alli became a cackling monster and plunged harder and deeper and faster. She fucked my ass with vigor and satisfaction as she watched her "man's" slick, white bum take that unholy sex toy.

I couldn't help myself from thinking about it all but I would be lying if the humiliation my girlfriend was dishing out didn't have me ready to shoot.

"You're going to learn to cum like this," she said with no love in her voice. She was pumping that dildo deep, those balls pressing hard against me when she slammed it home.

"Yes, Mommy!" I agreed.

"Are you going to cum for Mommy, Sissy?" she hissed.

I gripped the bedsheets once again, my cock twitching and dribbling drop after drop into that puddle in my diaper, the ache of being so trapped, the cotton both comforting and painfully restrictive.

"Yes!"

She fucked me hard, I had to adjust my weight on my knees just to keep my ass level with her deep strokes.

"Good, Girl," she cooed as she made a final thrust into my asshole. I squealed and she wiggled the toy perfectly against that button, that beautiful little button deep inside me that sent me over. With a finger, poking and pressing into the suction cup base of that beautiful black cock, she sent wave after wave of explosive orgasm through me. I moaned into my pillow as I felt load after load leaving my tip, splattering and pumping the sticky pull-up diaper full of my cum. My balls twitched and emptied everything I had as my packed little hole gripped and tugged that black beast; I could feel my ring, stretched out and stuffed but sending cerebral impulses of pure heavenly bliss into my brain as I sunk deeper into the bed and my body convulsions dissipated. I was a mess. A sticky, confused mess.

Alli, with no concern for my personal preference, gave a quick pull and all eight inches slid right out of my bum; the loud pop made me squirm in shame as I felt my gaping hole gasping for the toy to come back home.

"Look at that cute little gape," she teased. "You miss Mommy's cock already, huh, Sissy?"

I ignored the question, my face still buried in my pillow, my sticky, wet pull-up clinging to my thighs, my bare, freshly used bottom crying out for mercy.

"Can you help, Babe, I came in my diaper," I whimpered.

She smiled and touched my red face. "Awww, my poor little Sissy," she beamed. "Of course...but first," I felt the size difference instantly but, strangely, I approved of the plug's installation when she slipped it in my waiting hole. She explained that, from now on, Mommy wanted me to always be ready for her cock. She gave the back of my pullup a quick tug and pulled it back up, reminding me just how much cum was in my pampers; the sticky padding enveloped me, the wetness clung everywhere from my shrinking cock to my taint and even around my hole.

Alli gave my padded rump a playful spank before she rolled over and cuddled up against me as we both settled into our spooning positions. When her breathing calmed and she closed her eyes, drifting in to sleep, I laid there wondering what I had allowed to just happen.

The following few days went by much like they had been. Alli had begun giving me chores to do while she was at work, washing dishes, mopping floors, doing laundry but she also had a list of "Mommy No-Nos" that accompanied my chores. I was to remain in my one pull-up until she returned home, I was to wear my plug all day and, under no circumstances, was I ever allowed to masturbate. Making me cum was her responsibility and her's alone but recently I found it difficult staying soft whenever I was wearing my training pants; I found myself constantly day dreaming about Alli's return, when she would pull off my soaked pampers, clean me up and violate me. The one thing that had been curiously absent from our now nightly bedroom activities was that magnificent black dildo. I was constantly berating myself whenever I caught myself craving it and yet, every night since the first, Alli never reintroduced it to our routine - it was Mommy's Magic Wand that had been the star of the show.

One day Mommy received a package. I had been cleaning up the kitchen when I heard that familiar bang of the front door opening, it was obnoxious but unmistakable and I knew it well since I had been eagerly awaiting that very noise waiting on Alli to come home and get me a fresh, dry diaper; she locked them away in the bathroom, a room I had once known so well had become a stranger to me. I unlocked the main door and immediately found the unremarkable package sitting between the storm door and the main one, staring up at me blankly. I scooped it up and couldn't stop myself from giving it an investigating shake. Whatever it was, it didn't weigh a whole lot. As if by supernatural forces, my phone sprang to life with a text message which had broken my trance of wonderment.

"Sweetie, I'm expecting a package," it read, "do not open it yet. Be home soon."

I responded with "yes, Mommy," and carried out the rest of my chores.

When the time got closer, I stripped off my pants and waited eagerly for that door. No bathroom all day usually meant one thing: a full diaper. The gauze-like waist, along with the heavy, damp cotton padding was straining from the burden and today had been a heavy day. The plug in my ass was beginning to ache quite a bit as well; while it was removed, cleaned and reinserted this morning when Mommy had slipped on a fresh pull-up, the whole day in my behind had made me feel more than just a little anxious. As with most days, there was certainly a bit of precum that had been added to my pampers by no fault of my own. When my thoughts drifted to our nightly adventures or to that big, black dildo or even sitting and feeling that plug sink deeper inside of me, I knew I was dripping with excitement.

My thoughts vanished when I heard that glorious, obnoxious storm door creak and bang open. Alli's key clicked into the door and suddenly my release from this soaked pull-up was pending ever closer.

"Hi, Sweetheart!" she beamed proudly. She looked me up and down as she stepped into the kitchen and shut the door behind her. "You poor thing, you're soaked!"

I nodded meekly as she moved forward and, with a hand, gave my sagging bottom a squeeze to gauge just how wet I was. She unlocked the bathroom door, disappearing for a moment before returning with a fresh package of baby wipes and a fresh pull-up. She usually changed me in the bedroom but on occasion she would simply kneel, yank my full diaper down and wipe me down wherever I stood; today it was right in our kitchen and she attended to me like a loving parent.

"Come on, Baby, step out," she said, watching me slowly pull one foot out of the painfully full pampers. "Good Girl," she said.

"I'm not a girl," I muttered.

Mommy smiled up at my pouting face, she tilted her head and her eyes opened wide with a look that simply said: "really? Do you really believe that?"

I hung my head and watched as she went to work with the wipes, meticulously cleaning every nook and cranny when, suddenly, my backdoor visitor slipped out of my exhausted ring. It landed on the tile floor with a cartoonish "plop" noise and my eyes widened and I felt the salty sting of a tear surfacing in my eye.

"Awww, Sweetie, your plug fell out. I bet that little boi pussy is nice and stretched, huh?" she asked genuinely as she scooped up the rubber cone and made her way to the sink where she gave it a wash before cleaning up her hands.

"Here you go, Princess," she said as she stretched open the fresh diaper and held it open for me to step into.

I absent mindedly stepped in and pulled up, the crinkle noises reminded me of my pathetic situation.

"Oops, hold on, Sweetie," she said, standing up quickly and moving to the sink. She snatched up the plug and made her way to the bedroom for the lube and when she returned, without a second thought, she used two fingers at it's base and simply pressed it back inside of me. My hole accepted it without the slightest of protest and, if I'm being totally honest, it's return brought back a fleeting moment of normalcy. I remember acknowledging that was a problem. My girlfriend has all but broken me and, by morning, whatever remained would soon be crushed.

"I have a surprise for you tonight!" she said proudly.

"You do?" I asked. I hadn't even thought of the package I'm ashamed to say, my thoughts immediately went to that black beast who had popped my cherry several nights earlier.

She scanned the kitchen and her eyes widened when she found it on the spotless marble countertop.

"Here! Open it!" she could barely contain herself.

I took the package and attempted the brute force method of pulling and yanking but that brown cardboard wasn't having any of it. I opened a drawer, removed a steak knife.

"Careful, Sweetheart. Don't cut yourself."

I hung my head and moved to the stubborn cardboard box before me. I cut back the tape and popped the folded sections apart to reveal... some kind of..belt?

"What is this?" I asked.

She giggled with delight and pulled out the odd contraption, bringing it to our kitchen table where she spread it all out, smiling at me as she watched me piece it all together. I saw straps and stainless steel rings, buckles and more straps...it was a strap on harness. Now, I'm not sure if you know this but it is entirely possible for the human mind and body to go two totally separate directions simultaneously. My mind had gone into the black area in my mind; a place of doubt, fear and a sinking feeling of anxiety. My body, however, responded by shooting blood to my cock and the snug, pink pullup became all the more snug. I felt my cock spring to life in the net of the cotton padding as I helplessly lost myself in thoughts of her bending me over and pounding me.

"I see you approve," she giggled as she reached between my legs to pat the bulge which had quickly formed in my pampers.

I nodded in quiet defeat. I cursed myself for not uttering a single word of resistance.

She spun me around and hugged me. Those soft little breasts against my chest reminded me just how little I had seen them these past few weeks.

"Honey, I see your face but you're looking at this all wrong," she said with that glint of love in her eyes. "You are a Sissy and that is totally perfect with me!"

While her words were reassuring, I couldn't help but feel the sting. She no longer saw me as a man but a whimpering, diaper wearing Sissy who wet herself and wore a plug up her ass - all day long.

"Baby," she said, "you're beautiful," giving me a soft kiss on the cheek before she licked my ear and, in a low growl finished her thought: "I'm going to stuff my big, black cock right up that little boi pussy tonight."

She turned with a bounce in her step and headed into the bathroom leaving me standing there, throbbing in my cupcake pull-up, a single bead of precum leaking into the fresh, still-stiff from the package diaper.

After dinner and a shower I couldn't help but linger on how tonight would play out. I was equally nervous and thrilled about the possibilities. I could see myself in my usual position: face in the pillow, ass in the air with my cute, blonde girlfriend, strapped in and strapped up in her harness, ruthlessly punishing my pink, overworked new sex organ. I laid in bed naked with the exception of my diaper which had become increasingly sticky since Alli's return home.

She stepped into the room fresh from a hot shower, dripping wet and gloriously naked. Her body was perfect, that tight little body, those small but perfect breasts, her wide hips and tiny waist were beyond pleasing to the eyes but I remember this as another massive change because, as I took her frame and body into my thoughts, I no longer lusted but envied.

"I have a wonderful idea for tonight," she said as she moved about the room busily. She went to a drawer where she shuffled around until she found what she was looking for, a pair of white lace panties and quickly stepped into them before pulling them up with just the slightest of bounce in those perky breasts.

"What's that?" I asked dryly. My body had submitted but my mind still clung to the fleeting masculinity within.

"I think it would be adorable," she paused. Her gaze left my own as she opened the closet and began to rummage through her clothes. "I think," she started again, "it would be absolutely adorable..."

She had me on the edge with frustrating curiosity.

Alli found something and sprung up from her knees, whatever she found kept playfully behind her back.

"What would be adorable?" I asked, attempting to hide my anxiousness.

"If you wore this for me," her hands moved quick and she tossed something pink and lacy to the bed.

I leaned over to inspect and found a pink babydoll slip with white lace trim. Again, my cock swelled with anticipation at the thought of wearing it when she tossed something else to the bed; a pair of crumpled, white nylons with pink lace trim.

"And those," she added.

I'm sure you don't need me to tell you how slick that cotton padding had become. I hated my body for betraying me.

"Oh my god!" she exclaimed. Her shock had alarmed me and when I looked to her for an answer, she was locked into my chest.

"What? What is it?" I asked.

"Your little nipples look so cute!"

I hadn't noticed until then but she was right, my chest had somehow developed ever so slightly. My bare chest had never been feminine but now, mysteriously, my nipples looked puffy and I swear they had grown just the smallest amount.

"What...?" I asked bewildered. "How...?"