Surprise!

[Baby Bobby]

Chapter Eight




The line of bank customers finally began to grow shorter and I glanced up at the clock on the far wall, only to see I still had three hours left to go.
I sighed heavily and looked down at the pile of work next to my computer.
I was bored as hell and wanted to go home, not take checks and dispense cash to people who didn't care if I lived or died.

Across the main room, I could see Denise talking with Mr. Jenkins, our manager. One couldn't help but notice that her blouse was super snug as always, and I could clearly make out the outlines of her sexy white push-up bra underneath.
I sighed with admiration.

Just last night, she had allowed me to nurse from her big nipples for a half hour before bed. She had even mashed my face between her massive breasts, practically suffocating me in her glorious, feminine embrace.
My pleasant memory was interrupted by the biting sensation in my groin as my little pen-is grew with arousal and began pressing urgently against the sharp spikes in the tube of my chastity device.

I winced painfully and shifted in place, trying in vain to alleviate the torture to my tender head.
I had to stop looking at her--everything about her screamed sex and that was the one thing I couldn't think about.

Ashley came over to drop off some checks and she looked at me strangely.

"Why does it always smell like baby powder over here?" she said accusingly.

"I dunno," I replied lamely as I blushed with shame.

I had pleaded with Denise to use less of the fragrant smelling powder when she chose to diaper me in the mornings but she always ignored me or worse, put even more on. I always smelled like a baby's nursery when I arrived at work and people were starting to get suspicious. I had bought some larger pants to wear but even those barely concealed the fact that I was wearing diapers and plastic pants underneath.

"Here," she said thrusting a stack of checks at me, "Sort these and Heather's before you go today."
"Why can't she sort her own checks?" I complained.
"Because I'm giving you that job," she quipped.
Ever since Ashley had been promoted to lead teller last week, she had been lording her authority over me at every opportunity.

I bit back the remark on my lips and accepted the additional workload in sullen silence. I also resented that it seemed that the women here were getting all the lucky breaks and being given positions that I should have been considered for. It wasn't fair, and I hated being ordered around all the time.

An hour later, I had to take some cash to the vault and I locked up my drawer before stepping away. I was required by our rules to notify Ashley but my ego prevented me from doing so and instead, I just walked away without saying anything.
Anyway, it was only for a few minutes and I figured the other tellers could handle the few people we had in line.

I went to the vault and sorted the cash, placing the notes in their appropriate sections.
Taking a moment to reach down into my diapers, I reflected that they weren't too wet and I knew from past experience I wouldn't have any difficulty getting through the last couple of hours of work.

My feelings of good nature were rudely shattered as I came back to see Ashley and Denise standing at my station, engaged in what sounded like a very serious discussion.

"Wha-what's going on?" I asked nervously.

"Didn't Mr. Jenkins tell you you weren't allowed to look at porn on these computers?" Ashley said bluntly.
I gasped as I looked down at the screen between them. Splashed across the face of the monitor was a picture of a feminine looking guy bent over and being forcibly humped from behind by some dominant, leather clad woman. The website's name was in big pink letters across the top which read PunishedSissies.com.
I blushed red and my mouth went dry.

"What do you have to say for yourself, Mr. Jones?" Denise said, her tone both accusing and overly formal with me.

"I-I didn't put that there!" I cried, "Somebody else must have put it on my screen."
The other tellers were starting to look at us and I felt a bead of sweat trickle down my temple.

"No one's been at your station since you left it," Ashley said pointedly, "which, by the way--you failed to inform me.
"This isn't the first time, Denise."

I felt the blood rushing to my head from indignant frustration.

"Is that true?" Denise asked.

While I knew I had nothing to do with the website on my computer, she did have me on the rule of notifying Ashley prior to leaving my station.

"Um...yes," I muttered.

"I think we are going to need to finish this discussion in my office," Denise said gravely.
My heart sank as the two of them turned and led the way, leaving me to face the stares of the rest of the staff who appeared anything but sympathetic.
It was customary during disciplinary situations to have a witness present, for reasons of liability. That way, the employee couldn't claim later that something was or wasn't said.

When we got to her office, Ashley closed the door behind me, her expression dead serious. Despite my innocence, I felt a shiver of fear go down my spine. This was all I needed.
Predictably, a stream of hot pee surged into my damp diapers before I could stop it.

"Have a seat," Denise told me curtly, indicating with her pen, a chair in front.
I slumped into the chair as the other two took their places across the desk from me.

"Viewing porn on company computers is a serious breach of the rules," Denise began dryly, "And you were warned about it by Mr. Jenkins himself, just two weeks ago."

"--But that wasn't me either!" I protested bitterly.
"Don't make this worse for you than it already is," she replied.

I couldn't believe the woman who had let me nurse from her boobs only 14 hours previous was lecturing me and putting my job in jeopardy.

"Who else could have put it there?" Ashley countered, her certainty apparent.

"I don't know, but it wasn't me," I complained, desperate now.
Denise dismissed me with a wave of her meticulously manicured hand.
"I'm afraid I have no choice but to doc-ument this and put it in your written record," she informed me.

My spirits sank and my shoulders sagged with defeat.
Now my job was really on the line.

Who was setting me up? And why? I knew I wasn't that popular, especially with the women at the bank, who viewed me with disdain or a mild contempt.
Was it Ashley? She was a logical choice, from a motive perspective. But somehow, I couldn't imagine her bothering with something like that. I doubted she even knew about kinky fetishes like sissies and spanking--she seemed too vanilla for that.
Still, she was the only one close enough to have had access to my computer...

"I'll need you to sign here," Denise indicated on the form with her long nailed finger.

It seemed so surreal and ironic--and not in a good way, that the woman of my dreams was being instrumental in the destruction of my job here at the bank.

With angry silence, I snatched up the pen and scribbled my signature on the doc-ument.

"You are being given your final warning, Mr. Jones," Denise told me, "if you are found with porn sites on your computer again, you will be terminated."
My face flushed with hot shame and anger.
"But I didn't do anything!" I whined.

"And I better not hear again that you are leaving your station without informing Ashley," she added, pouring more salt on the wound, "Do you understand me?"

"Yes, Ma'am," I answered, my head hung low.

"That is all. You are dismissed," she said as she signed below mine and handed the pen to Ashley.
I got up and looked over only long enough to see a look of smug satisfaction on the latter's face.

Even if my job wasn't ruined, I knew that by this time tomorrow, my reputation would be, thanks to Ashley. Everyone would be certain I was a closet sissy that couldn't even wait to get home to surf for the humiliating porn.
I felt tears threatening to erupt and I quickly made my exit, rushing to the bathroom to hide my face from the others.

There had to be some solution to stop my downward spiral, but what?

[Baby Bobby]

Chapter Nine


For the next several days, I felt strong feelings of anger and resentment toward Denise and I went out of my way to avoid her, for what I saw was her role in betraying me at work.
And yet, she seemed oblivious to my change of attitude. She kept sending me crude, dirty messages via text, like 'I want to c-um in your mouth', and 'I miss your lips around my coc-k'.
In my anger, I simply ignored them and went about my day.

To make matters worse, I was wetting the bed at home almost every night. I didn't want to wear diapers, because they were humiliating and reminded me of Denise, but my sheets were getting stained and my bedroom was starting to smell of stale pee. I couldn't understand why I was having such difficulty controlling my wetting and my shameful pre-teen years came back with a vengeance to haunt me.

At work, I felt conflicted and confused. The first few days after my write-up, I was too angry to think about Denise but at the same time,  it was also impossible to ignore her. She'd come over to my station, the key to my chastity device hanging on a small chain that dangled above the deep line of her cleavage, which, because I was so short, was nearly eye level for me.
And like every other male, I couldn't resist gazing lustfully at her big, proud breasts, barely contained within her silky white blouse. It was absolute torture!
From every angle, she was magnificent to behold.

And beyond my unrequited arousal, I felt, despite all my misgivings, that I was starting to fall in love with her. I knew my lack of previous relationships with women was a big weakness, because now that I had being shown some attention by someone as desirable as Denise, I was totally helpless to resist her.
Every time she winked at me or smiled when no one was looking, my heart skipped a beat and I was wracked by an intense longing for her.

I remained conflicted and in doubt until fate conspired to force my hand.

I was working at my station during the midmorning rush when, totally unexpectedly, I suddenly felt the front of my pants getting warm and wet. I gasped in horror as I looked down to see a big wet spot forming in my slacks. I was able to stop the flow, but to my dismay, the damage was done. There was no way I was going to be able to hide the accident--I was going to have to leave and go home to take care of it. And I knew the only person that was able to approve something like that, was Denise.

For the next ten minutes, I stood as close to the counter as I could to hide the evidence, cursing my lack of control and hating the fact that I was going to have to go crawling back to Denise and beg to be allowed to leave in the middle of my shift. Not only that, it was going to be tricky just to cover the distance to her office without anyone seeing the dark spot on the front of my pants.

Finally, marshaling my courage, I grabbed some papers, putting them in front of my groin, and asked Ashley if I could be excused to see Denise about a matter of importance. Did I mention that I hated suc-king up to her? Fortunately, she was busy with another customer, and she dismissed me curtly with hardly a glance.

I strode briskly over to Denise's office, relieved to see that her door was open and she wasn't with someone. I ducked inside and closed the door behind me.

"Denise--I had an accident!" I blurted out in a panic.

She looked up from her work and her gaze fell upon the dark patch in the front of my pants. Immediately, she burst out laughing, showing her perfect white teeth and I blushed hot red with shame.

"Aww, did Mommy's little baby wet his pants?" she asked in a syrupy voice reserved for children.
I fumed and shuffled my feet, unable to reply with anything dignified.

"I don't know what happened--I just...I mean...this has never happened before," I tried to explain.
Denise looked unconvinced and she smiled back at me.

"This is what happens when little sissies like you don't wear their diapers like they're supposed to," she told me.
I bite my lip and stared at the floor as my cheeks burned with humiliation. The last time this had happened, was when I was in the third grade, and I still cringed with shame when I recalled Ms. Taylor's condescending treatment of me.

"Um, do you think I could, um, leave to change my pants at home?" I asked tentatively.

Denise crossed her slim arms over her magnificent chest in a sign of doubt.
"I don't know Chrissey...who will fill in for you while you're gone? I can't give special treatment to just anyone--the others might think I'm showing favoritism towards you."

"I'll only be 20 minutes," I pleaded desperately, "and then I'll be right back."

Denise stood up from behind her desk and she slowly came around to stand before me. For some reason, the crisp click of her high heels on the hardwood floor seemed particularly loud in the quiet room.
I looked up into her pretty blue eyes, aware that I was totally at her mercy. I felt like I were standing before Ms. Taylor again, asking to be excused from class.
But there was no way I could go back out and work with my pants so obviously wet.

"Well..." she began, appearing to consider an option, "I think there might be a way we can come to an understanding..."

She smiled down on me coyly, as she reached down and began snaking her lacy panties down her firm, silky thighs.

"On your knees, Chrissey, I think we can make some sort of arrangement."
I felt her slim hand on my shoulder pushing me down to that all-too-familiar position of subservience and I looked around me in a panic.

"B-but, shouldn't we lo-lock the door or something?"

"I've always wanted you to suc-k my coc-k in my office," she replied with a chuckle as she began stroking herself, "and the excitement of possibly getting caught only adds spice to the situation."

"I don't think--I mean--" I stammered nervously.
"Better work quickly, Chrissey," she smirked as she looked down at me, her semi-hard coc-k in her hand, "before someone comes in for something."

In a frantic panic, I wrapped my lips around her massive tool, swirling my tongue over her warm, thick head as visions of one of our co-workers discovering us swam through my head. My cheeks flushed with shame as I imagined the look on their faces, were they to find me on my knees, slobbering on a big thick coc-k in my mouth. I would never live that down in a million years! I'd have to move out of town if that were to happen!

Like a demon possessed, I went to work on her coc-k, using my hands to stroke her big, meaty shaft while my mouth suc-ked and slurped on the fat head. Denise moaned deeply and I knew I was having an effect on her. If only I could get her to c-um quickly, I might avoid the catastrophe that she had so carelessly risked for us.

My head was bobbing up and down, my saliva working overtime as my heart beat wildly within my chest. At any moment, someone could come barging in!

Denise had moved her hands down to guide my head, and she slowed my frantic pace to a rhythm of her own choosing. I was impatient to get the job done, but on the other hand, experience dictated that she would c-um sooner if she, rather than I, controlled the way things went.

I heard voices outside the door and I nearly choked in panic. Was someone about to come in??
My cheeks blazed with flaming humiliation.

Denise heard it too, and she grasped my head firmly.

"Keep going coc-ksuc-ker...that's my little sissy...I'm going to make sure you get a big mouthful of c-um...show me what a good little coc-ksuc-ker you are..."

Her humiliating remarks made me blush with shame even deeper but I had little choice but to finish the job at hand.

Finally, I felt the familiar sensation of her mighty coc-k swelling in my mouth and and she soon erupted with a barely muffled moan, choking it back so as not to let everyone outside know what was happening. She filled my mouth with warm, creamy semen which I gulped down, only to be dwarfed with a second, even bigger load. That too, I swallowed but she pulled her coc-k out and proceeded to spray my face with the last of her milky ejaculation.

Reflexively, I moved my hands up to wipe it off but she pushed my hands away, and using her still hard coc-k head, she smeared her c-um across my lips and face.
"Lick that up, sissy boy," she told me breathlessly.
Obediently, I did as I was told and quickly rose to my feet, extremely humiliated, yet relieved we had gotten away without getting caught.

"Okay, I think we can allow you to leave for a quick break to take care of your pants," she said with a superior wink.

My cheeks still burning, I hastily cleaned my face up before heading out the door.

[Baby Bobby]

Chapter Ten


The next couple of days, I managed to keep from peeing my pants at work, although to my frustration, I was still wetting the bed at home every night. Being somewhat stubborn by nature, I refused to admit I had a problem and I simply ignored the growing smell of stale pee that greeted me every time I walked into the door of my apartment.

At work, my reputation, which had at one point, had risen me to the enviable status of a rock star, had now plummeted to below what it had been before I started going out with Denise. Whereas before, I had just been considered a geeky loner, now I was considered a diaper dependent sissy with a fetish for bizarre porn.

What few friends I had acquired now shunned me, and all the girls looked at me like I was some sort of freak.

I was still going over to Denise's house about three times a week but she never explained what the builders had been doing there, what they were working on, or the many packages that I saw arriving in the mail when I came over. The room they had been in remained locked whenever I was around and when I asked about it, Denise merely shrugged and replied with something vague, like "it's storage".

I was working at my teller station, anxious for the hours to pass so I could flee my humiliating work conditions when unexpectedly, I received a short and simple text message from Denise;

How would Mommy's little baby like to c-um tonight?

My heart skipped a beat and I snatched up my phone, punching the letters so frantically, I had to re-type it three times. After telling her of my enthusiastic agreement, she instructed me to show up at her place at 8.

For the rest of the afternoon, I willingly endured the pain of the spikes in my chastity device whenever Denise came by my station teasing me with her fabulous body. I reasoned that soon enough, my little pen-is would be free and I would finally, at last, get the relief I needed so badly. In the back of my mind, I hoped that Denise didn't have some trick up her sleeve but I could only hope for the best.

That night, I showed up at her place, dressed in my best clothes, a suit jacket, pressed slacks and crisp collared shirt. After giving me a long and affectionate kiss, she led me through the door and took me to her bedroom.
 
"Take off all of your clothes and fold them up neatly," she instructed me.

I was a little surprised, hoping that after having endured everything I had, that I could assume more of a conventional role with her tonight, but then, anything that got that accursed device off me sooner was fine by me.
In moments, I stood before her nude from head to toe, except for the emasculating pink chastity device securely locked around my genitals.

With great ceremony, Denise removed the small silver necklace she regularly wore and brought the key over to where I was waiting. I was giddy with anticipation as she bent down and undid the small titanium lock securing the device.

I exhaled with relief as she removed the spiked tube and worked the cuff ring out from around my sack. Looking down, I saw that my shriveled pen-is had numerous red indentations from where my head would repeatedly push up against the spikes.
Taking my tiny member between her fingers, she pinched it somewhat hard and giggled aloud.

"Do you ever wonder if the girls at the bank know just how small you are?" she asked with amusement.
I shifted my feet nervously, wondering in the back of my mind if she was subtly implying that she had already told them. I blushed crimson, the very notion that Denise would share such a humiliating and private detail of my life with them.

"You-you didn't tell them, did you?" I bleated.

Denise giggled, but didn't reply as she led me over to the bed and sat me on a  waiting stack of soft but very thick diapers.
"It's time I got my little baby dressed for this evening," she said with a devastating smile that washed over me like a tidal wave, "I have a few items that came in the mail I've been just dying to dress you in."

This wasn't really what I had in mind but as always when I was in her presence, I was helpless to deny her anything.

Taking some baby oil, she began slowly massaging my little member, which quickly responded to her ministrations by becoming stiff and erect. It was embarrassing to see just how small it was, even throbbing and hard, and her running commentary only served to dampen my arousal.

"Look at this tiny little baby stick," she giggled, "Its just exactly like a little toddler's... It's no wonder you're still a virgin...Did your girlfriends laugh at you when you pulled your pants down?"

I tried to fight the intense blushing of my cheeks as I listened to her humiliating comments. And yet, at the same time, her soft, steady caress of my pee-pee kept it rock hard and stiff. I was at once, extremely mortified and aroused all at the same time!
Dipping her middle finger into a nearby jar of Vasoline, she slowly pushed it up inside my anus, making me squeal like a little girl with surprise.

"Ever had a man take you here?" she asked with a knowing smirk as she plunged it in and swirled it around.

"No!" I replied hotly, angry and humiliated that she would imply such a thing.

"Hmm, well, we'll have to see about that," she said as she pulled her finger out. I fumed in silence and looked away as she wiped her hands on a baby wipe.
Taking the container of baby powder, she lifted me up by my ankles and powdered my bottom generously before lowering my legs and getting the front.
"I'm going to let my little baby girl c-um in her diapers tonight," she said with a playful wink, "which is entirely appropriate, given what a big sissy you are, don't you think?"

It was so humiliating to be treated by her like this, but I didn't want to give away my one good chance for relief by saying something that would anger her. I just had to do my best and go along with it, and besides, no one else was ever going to find out about how I had achieved my orgasm.
I nodded my head in shameful silence, wishing I had the backbone to stand up to her bossy personality.

Pulling the big, soft fluffy diaper up between my legs, she pinned it securely on either side of my hips.
"That's mommy's little baby," she praised me, "Such a good little baby girl you are."
My cheeks reddened all over again as she pulled out some nursery print, snap-on plastic pants, positioning them at my feet.

"Aren't these cute?" she asked in her syrupy voice, "They're perfect for when baby is taking his nap and mommy needs to check his diapers. I'm sure a chronic bedwetter like you can totally appreciate that feature."

I whimpered weakly as she snuck them up my ankles and over my smooth, hairless thighs.
Even though this had come to be something of a ritual for us, it was still mortifying as an adult to have her treat me like a helpless, incontinent little infant.
I bit my lip with embarrassment as she fitted them up over the fat, bulky diapers, working her long nails around the waistband to make sure all the soft cotton cloth was contained inside.
 
"What a good little girl you are," she said again as she beeped my nose and began putting some pink lacy anklets over my feet.

"Look what came in the mail for you today," she exclaimed as she held forth a pair of white glossy Mary Janes with buckles, "These will go perfectly with the cute little Sunday school dress I've been waiting to put on you."

I cringed and pouted fussily as she easily put the sissy style shoes on my feet and buckled them in place. I looked down at my babyish lower half, knowing my child-like pen-is was buried between layers of bunny soft cotton Birdseye.
Denise turned around and then brought over a pink gingham little girl's dress, with a built in petticoat that flared out the very short hem.

"Isn't this the cutest little thing you've ever seen?" she gushed proudly, "It's like it was made just for you."
I whined with protest as she forced my arms up and dropped the frilly confection down over my torso.
"It even smells wonderful," she beamed down at me, "I got that baby powder scent from a company called Eternal Essence--it's like the perfect perfume for diapered sissies like you."

My cheeks flushed as they attained an even deeper shade of red. True to her word, the powerful scent of a baby's nursery surrounded me and I squirmed in place with embarrassment.
As she zipped up the back, she slipped a small lock into the very top, snapping it shut.

"The seamstress was very thoughtful to have put a pair of eyes up here on the neckline so that it could be locked in place--that will make sure mommy's little sissy doesn't get any ideas about removing her dress until I say it's time," she said with another wink.

I bunched my fists in mute frustration, helpless to prevent her from dressing me up like a little baby girl.

"And last but not least," she said grinning as she held up a pair of lacy pink panties before me, "this little ensemble wouldn't be complete without the piece-de-resistance."

I whimpered impotently as she held them in place for me and brought them slowly up my legs, teasing me again as she did so.

"If only Ashley could see you now," she said with a chuckle, "Just think what she'd say!"

I felt the blood in my cheeks expand to my ears and chest as I imagined myself standing before my co-worker, dressed in all my little girly, babyish finery.
After easily slipping the stretchy panties over my fat, bulging diapers, Denise stood me up and led me over to the full length mirror against the far wall.

"Take a look at yourself," she insisted with a big smile of satisfaction on her beautiful face, "Aren't you the most precious little baby girl that ever lived!"
She stood behind me and reaching down, she squeezed the thick seat of my diapers making me squeal in my high pitched voice.

"This is the real you, Chrissey...not the boy that came over tonight masquerading as a man, but a diaper wetting sissy who belongs in baby dresses and lacy panties.
"We both know that's where you belong."

My blood felt hot on my face and chest and I bunched my fists in anger and frustration, petulantly stamping my foot on the ground.
"No!" I snapped, "I do not!"
Denise laughed but reached down and planted a big wet kiss on my cheek, leaving a red lipstick imprint.

"This is how you'll be dressed whenever you're at my house, so you better get used to it."
Giggling with amusement, she turned me around and swatted my bottom, sending me back like an errant little child to a seat next to her bed.

"Okay Babykins, here's your big chance," she said as she took a seat opposite me, "You have three minutes to c-um in your diapers before I pull them down and lock your little pen-is back up in your chastity device."
I gasped and looked around the room, as if expecting some other solution to inexplicably present itself.

"Ju-just like this?" I stammered uncertainly.
"Mm-hm, just like that--just imagine you're back at home and looking at sissy porn--do what comes natural," she told me.
"Bu-but I can't...not with you...you know...watching," I whined.
"Better make it quick, Chrissey--the clock's ticking," she smirked as she gazed down at her watch.

With a gulp of despair, I spread my legs and reached down and began tentatively rubbing the front of my thick diapers over the plastic panties. Secretly, I had to admit that the fluffy soft cloth felt wonderful against my newly freed pen-is, but it was still tremendously humiliating to fondle myself in front of Denise, who was not only my girlfriend but also my boss at work.
As I began rubbing myself, powerful sensations of arousal filled my being and my breathing soon became labored.

"Oh wait!" Denise said as she stood up and came over to me.
Taking my pink lace panties, she yanked them down around my ankles.
"There. Now you look just like the little sissy masturbator that I always knew you were."

My cheeks flushed with shame and I momentarily stopped playing myself.
"Better not stop now," she warned me, "you've only got two minutes left."
I gulped and renewed my efforts, rubbing the front of my plastic covered diapers with abandon. In no time, my heart was pounding in my chest and I was breathing heavily again. The soft, pillowy Birdseye material felt so incredibly wonderful against my little pencil, it was an entirely new sensation for me.

Denise giggled as she crossed her legs and sat back, enjoying the view of her diapered sissy baby, frantically masturbating like a horny adolescent school girl.

I looked down at the fat diapers I was rubbing, reveling in how deliciously erotic they felt, only to look up and receive the shock of my life.
Denise was sitting there, snapping pictures of me with her cell phone as she chuckled with glee!

"Stop that!" I cried as I rose to my feet and stormed over to her.

Denise tossed her long hair out of her face with a shake of her head while holding her cell phone out of arm's reach from me.

"Is my baby saying she's ready to be put back into her chastity device?" she asked.

I shook my fists with frustration, my little boner having shrunk back down from the fear of my being exposed with such incriminating pictures.

"Go ahead baby," she taunted me, "You can sit back down and play with yourself for another minute or I can pull your diapers down and put your chastity device back on--it's up to you."

Her smug, superior smile made me burn with resentment--I hated being so completely helpless to her will. But on the other hand, I had been so close to c-umming, I was desperate to finish the deal.
Sighing with defeat, I walked back over and sat down on the chair, my thick diapers forcing me to waddle.

"Go ahead sissy, show mommy how her little baby likes to play with herself."
No sooner did I begin fondling my diapers again when she pulled her phone out and began taking more pictures of me. And once more, my weak will prevented me from doing anything to stop her. Instead, I rubbed myself furiously, hoping to achieve that elusive orgasm before my minute was up.

I blushed with utter shame as I imagined the images she was taking of me, my panties tangled around my ankles as I spread my legs and rubbed the front of my diapers. At that moment, nothing was more important to me in the world than spraying my creamy load into the soft, welcome embrace of my babyish underwear.

I was panting like a dog, my head swimming with erotic abandon. My orgasm was bubbling up, ready to explode gloriously in a shattering climax like I had never experienced in my life. My eyelids became heavy and I felt filled with euphoria--this would make all the humiliation I had suffered and endured worth it.

Suddenly, Denise's voice cut through the air, abruptly derailing the freight train of my impending orgasm.

"Time's up!" she announced, "Looks like my little sissy didn't have to c-um that bad after all."

"NOOO!" I cried, "Please De-I mean, Mommy--please just give me thirty more seconds," I begged her piteously.

She stood towering over me, her hands on her curvy hips as she looked down at me, an unsympathetic look on her pretty face.

"Chrissey, I gave you more than a fair chance, and you blew it," she said firmly, "Now we're going to do things my way."

[Baby Bobby]

Chapter Eleven



"Chrissey, I gave you more than a fair chance, and you blew it," she said firmly, "Now we're going to do things my way."

Before I could respond, she grabbed a tuft of my hair and forcefully pushed me to my knees.
 
"Time to do what you do best," she ordered me roughly.
I whimpered and protested as she yanked her panties down and pulled her skirt up to reveal a big, thick hard-on staring me in the face.

Without hesitation, she shoved the fat head of her coc-k deep into my mouth, practically choking me.

"suc-k it, sissy," she hissed.

My cheeks bulged as I struggled with her titanic member filling my mouth and it muffled the panicked, girlish squeal I made.
Adjusting quickly to breathing through my nose, I began moving my head up and down her meaty shaft, caressing the underside with my tongue.

The tip of her head had a bead of pre-c-um on it, which served to awaken my saliva glands. In no time at all, I was bobbing up and down  like a cheap whore, her massive piston slick and wet with my juices.

"Ohhh...that's it...that's my little coc-ksuc-ker," Denise moaned, "This is right where you belong...on your knees with a big coc-k in your mouth..."
She emphasized her point by grabbing my head and slamming her fat hard-on all the way into my throat, gagging me on purpose.

"MFGHHHHH!!!" I squealed, before she relaxed her grip and let me resume my rhythm.

"Okay sissy," she said throatily, "Stand up, come on--stand up," she ordered me.
Momentarily confused, my mouth was still in the shape of a big 'O' as she popped her big coc-k out of my mouth and helped me back to my feet. My chin and lips were wet with saliva and I could still taste her pre-c-um coating my mouth. Leading me over to the bed, she turned me around and pushed me over it, none too gently.

"Stay right there," she commanded as she yanked my plastic pants open with a flurry of snaps.

"Wha-what are you gonna do?" I quivered.

Without answering me, Denise unpinned my diapers and let the back fall down between my legs, although bent over as I was, my little pen-is was still pressed up against the thick, soft, cotton cloth in front.
With her high heeled legs, she forcefully kicked my feet apart and my bare bottom was exposed and ready for punishment.

"Please don't spank me, Mommy!" I wailed pitifully, "I'll do better next time, just give me another chance."

"Don't worry baby, you're getting another chance, just not the kind you were hoping for."
I watched in horror as she dipped her tremendous coc-k into the jar of Vasoline and then took up a position behind me. Shaking my head violently, I pleaded with her to reconsider as she flipped up the back of my dress and using her hands, spread my cheeks wide.

"Oh no--oh no Mommy!" I squealed.

She pushed a big dollop of Vasoline into my hole, followed by another.

"Your virgin days are over, Chrissey--I'm going to pop your cherry tonight," she said with a wicked grin.

"NOO! No--please!" I wailed, "Please Mommy!"

I felt the fat, warm tip of her organ pressing urgently against my small sphincter and I pinched my cheeks shut in a desperate bid to prevent her entry.

"Noooo!" I cried.

Reaching over, Denise picked up the oval shaped paddle on her night stand and she brought it down hard, swatting the right side of my bare bottom harshly.

"OWWW!!" I howled.

Using my distraction as my bottom momentarily relaxed, she pushed with determination, hard against my hole and I felt her gigantic head push past and plunge deep inside me. My eyes went wide and I gasped again in shock. Gripping the bed sheets frantically in my hands, I sobbed with defeat.

Denise moved slower now, pushing her big monster deep up inside me, stretching my hole tightly like it had never been stretched in my life. It felt like she was shoving a baseball bat into my pouting rectum.

"OHHHHHH!!!!" I moaned.

"There..." she whispered breathlessly in my ear, "Mommy's little baby is getting just what she needs."

I struggled to try and get away but between being bent over the bed and having her weight upon me, I was completely helpless. I moaned weakly as she ground her giant coc-k against me, pushing it in as far as it would go until it bottomed out.

Looking up, I saw our reflection in the big mirror covering the opposite wall of her bedroom. I looked so weak and pathetic, whereas she looked powerful and strong, the very picture of feminine superiority. Here I was, wearing a little girl's frilly Sunday dress, holding onto the bed sheets for dear life as Denise stood imperious and proud, a smug smile on her face as she slowly pumped my aching hole.

"You see who's in charge in this relationship? Not you sissy boy--I am," she said firmly.

She emphasized her point by smacking my stinging bottom cheek again with the paddle and making me cry out in pain.

"OOUCHH!!"

A tear trickled down my face and I groaned as I felt her plunge deep inside again.

"Your job is to take my coc-k--however and whenever I want you to."

I let out a weak moan of defeat and acknowledgment. I couldn't believe I was a 22 year-old virgin who's first real sexual experience was being helplessly raped from behind.
I squirmed again with all my might but she slapped my bottom and forcefully rammed her phallus deep inside me again.

"UUUGHHH!" I sobbed.

"So if I snap my fingers at you at work, you better make haste to my office and get on your knees. You'll be my little bitch and suc-k my coc-k whenever it suits me."

My cheeks reddened as I pictured myself being at her beck and call, constantly at risk of being discovered I was a sissy coc-ksuc-ker.

Grasping my hips, she began humping me purposefully, in and out, the long thrusts of her gargantuan shaft making me whimper and moan like a weak little school girl.
Looking up at our reflection in the mirror, I saw the disparity of power between us. I would never be her equal, in or out of the bedroom. She would always be the one calling the shots while I was forced to do her bidding. She held all the cards and I held...nothing.

"This is what happens to weak sissies like you, Chrissey--they get bent over and ass fuc-ked like emasculated little boys. And you'll take it because it's the only sex you'll ever get," she explained in her bossy voice.
She slapped my right cheek again hard with the paddle.

I howled out and struggled against her but it was hopeless. As usual, Denise had complete control over the situation, like she did with everything in her life, and she was going to make sure I got what was coming to me.

Her paced changed and began to get more urgent as she dug her long nails into my bare hips and thrust her huge member harder and harder into me. I was moaning and crying, alternately slapping the bed mattress and gripping the sheets for comfort.

"Does baby Chrissey need his teddy bear?" she taunted me.
Her pretty face held a dark fire I'd never seen before--one of absolute power, like a lion that had cornered her prey and was about to lunge for the kill.

My poor hole was being stretched so wide from the battering ram of her coc-k and it ached like nobody's business. And yet, somehow, I was getting a sensation of fulfillment like I'd never had before. My own little pen-is was rubbing against the soft cotton cloth beneath me and the weeks of deprivation meant the stimulation in my punished anus was translating to stimulation for my pen-is. I was deeply ashamed to admit I was getting turned on but I couldn't help myself.

Denise pounded me relentlessly and I felt my own orgasm starting to become imminent too. I felt her big balls slapping my own as she fuc-ked me hard and relentlessly. Looking up at her in the mirror, she looked so powerful and beautiful, a patina of fine sweat on her brow which was creased with concentration.

At some point, the aching in my hole became transformed into pleasure and my head was swimming deliriously as I felt myself teetering on the edge of my climax. I looked up to see Denise closing her eyes and I felt her big tool swell inside me.

Shrieking like a banshee, she plunged it all the way until it bottomed out, filling me with a warm, gooey enema. At the same time, I toppled over the edge myself, squirting my little load into the welcoming folds of my baby soft diapers.
As Denise spent herself, she collapsed on top of me, her fat, hard-on still buried inside me.

Both of us were breathing heavily, and she leaned into me, kissing me gently on my ear.

"Well Chrissey, you're no longer a virgin," she whispered with a chuckle, "And you have a nice tight, sissy ass that I'm going to enjoy taking on a regular basis."

I blushed hotly and whimpered weakly in response.

Now that I had c-um, I became acutely aware of her shaft stretching my hole to the limit and I mewled painfully. Sensing my discomfort, Denise pulled out and I let out a tremendous sigh of relief as her slippery tool slid out of me.

Turning me over, Denise lay down next to me, her finger reaching over to gently describe a line from my ear to my chin.
"How did my baby like her orgasm?" she asked me sweetly.

I blushed to think of how my orgasm had been achieved, not something I was ever going to be able to brag about. I also became aware or a warm river of semen oozing out of my hole, reminding me of my new status.
"It-it felt good," I confessed ashamedly, my cheeks burning a hot shade of red.
It was true at least that I felt a strong sense of relief that I hadn't had since I last masturbated some four weeks ago.

Pushing me over on my back, she knelt down and gave me the most sensuous kiss I'd ever experienced in my life. I sighed happily, my feelings of affection and love for her impossible to ignore.

Bending down, Denise gathered the pieces of my pink chastity device and began working the cuff ring over my genitals.

"Couldn't we...you know...leave that off?" I asked timidly.

"I don't think so, Chrissey," she said firmly, "You'd be masturbating first thing tomorrow morning."

I gritted my teeth with resignation as she fitted the tube onto my shriveled pen-is and mated the pins into the corresponding holes. Slipping the lock through the central pin, she clicked it shut and put the necklace with the key back around her neck.

"And now, it's time to get my baby bedwetter dressed for beddie-bye."

[Baby Bobby]

Chapter Twelve



Grabbing my car keys and closing the door of my apartment behind me, I was struck by the difference in the air outside. Or rather, how different it smelled from the pungent air inside my single room dwelling being affected by my thoroughly pee-soaked and stained mattress.
My wetting hadn't abated and I was seriously thinking I would have to start wearing diapers full time for nights. I absolutely hated the idea that I had no control over something like that at the adult age of twenty-two but what was I to do?

I walked the far way around the building to my car, purposely avoiding my apartment manager's room so as to avoid her seeing me. Once again, I was late on my rent, and I was running out of excuses.

Nevertheless, I was in good spirits. I had received a text message from Denise that morning that was still making me swoon with desire;

I can't wait to have you nuzzling my cleavage again. ;o)

It was followed by two pink hearts.

I sighed with contentment. I think I was in love.
I knew Denise wasn't perfect--she had her flaws just like anyone. But I reasoned that her good points more than made up for her down side. Yes, she had taken part in my write-up at work, and to be sure, our sexual relationship was anything but conventional. But no one else knew about that side of her and besides, where I was I ever going to find a perfect woman like her? It would never happened again as long as I lived.
She was so pretty, and sexy, and awesome in every way. And when she smiled at me my heart sang with joy. I could easily forget about the many humiliations she had made me suffer through, if only to get that sign of approval from her when we were alone.

I pulled into the parking lot at work and locked my car, bringing my small sack lunch along with me.
I was just turning the corner of the building when I received a rude shock that froze me in place like a statue.

There, against the wall, I saw Jordan and Denise, locked in a wildly passionate embrace with their mouths eagerly pressed against each other's, French kissing amorously as if they were in a bedroom instead of a very public place.

I gasped and my mouth hung open as I stared at them in disbelief.

Jordan's back was against the wall and Denise had her hands pinned against it, as if she was forcing herself on her beautiful blond friend. However, that seemed highly doubtful--Jordan's hands soon began freely roaming over her boss's sexy body, exploring her shapely ass and cupping her big, heavy breasts.

I staggered back and tried to grapple with the enormity of what I was seeing. Obviously, the relationship between the two of them was far more developed than I had ever imagined. And just as obviously, it put my own relationship with Denise in a whole new light.

My entire being was blazing with an all consuming fire of jealousy, competing with alternating emotions of anger and anxiety.

How could she do this to me? I wanted to burst into tears and it was only with great difficulty that I pulled myself together.
As I staggered drunkenly into the bank, I walked in a daze, my heart turning somersaults. I ignored the usual disdainful stares of my co-workers and went to my station, trying desperately to focus my mind on my job.

About ten minutes later, I saw Jordan coming in, fixing her hair and makeup, her face still flushed from whatever they were doing out in the parking lot. Needless to say, she was very late by now for her shift, but I thought it extremely unlikely that anyone was going to hold her accountable for her tardiness.

I glared at her with unremitting hatred and envy. She had never given me the time of day ever since she first started working here and now I had a whole new reason to resent her.

For the rest of the morning, I was tormented with the vision of those two making out and it gnawed at me like tiger on my leg.  My emotions surged from despair to raging anger, back to despair again. It was just so unfair that finally, after finding someone that I thought was perfect, that I should discover that she had feelings for another person.

What was I to do? I wanted to break up with her, but deep down, I wasn't sure if I had the necessary emotional fortitude to do it. I felt helpless in the grip of her attraction, unable to stand up to her or demand she treat me with respect. The fact was, I felt weak in her presence and even now, I found her very intimidating.

All morning I could think of nothing else and my work suffered for it. Four times, customers complained I had given them the wrong change and once it even came to Ashley's attention. I knew I was on thin ice with her and I struggled with difficulty to concentrate on my job.

I was with an older lady and trying to deal with that transaction when I saw a previous customer come up to Ashley's station. An exchange followed in which the lady accused me of mishandling her funds and after taking care of it, Ashley turned to face me.

"Chris, what in hell are you doing today? That's the second mistake I've had to deal with just this morning alone. We don't hire people to play willy-nilly with our client's cash."
She was scolding me and my face was getting red as people were turning to look at us. Ashley was never one to turn away from making a spectacle and this one was turning into a doozie. I feared Denise or Mr. Jenkins would overhear and feel compelled to get involved.

"Don't you realize how important the funds are that we handle here? It's not just babysitting money to them..."

Her voice trailed off as I saw her gaze look past my shoulder to the computer screen behind me. Her mouth hung open in midsentence, registering the shock that was apparent on her face. I had no idea what she was looking at but her features darkened even further and her mouth tightened in a grim line.
With mounting trepidation, I slowly turned around to look at my computer. Due to inactivity, it had gone into screensaver mode except that instead of displaying the usual moving picture of the bank logo, I was now watching a slideshow presentation of pictures of myself. My mouth dropped open as I stared in horror at my image, dressed in the pink Sunday school dress, lacy panties tangled around my ankles as I was frantically rubbing the front of my bulging, fluffy diapers.

I gasped in shock as the image was replaced with a close up of the side of my face, Denise's monster coc-k buried to the hilt as my cheeks bulged to accommodate her.

"That-is-it!!" Ashley shrieked, "I am going to make sure you get your ass fired!"

My heart was in my throat and I was stammering out an incoherent response when Denise suddenly appeared behind Ashley.

"What's going on here?" she asked suspiciously.

The rest of the tellers were looking now too and several of them could plainly see the incriminating images on my screen.

In an instant, it all became crystal clear to me.

Denise had been behind this from the very beginning. I still wasn't sure how she'd accomplished it, but the first night I had been at her house and heard what I thought was a camera shutter, she had been secretly her taking pictures of me. And then the blatant cell phone photos she'd taken the other night of my masturbating had obviously been intended to supplement those.

I was so utterly mortified, I was on the verge of tears. My mouth was moving but I couldn't say a thing. That was until I saw Ashely's gaze drop down to focus on my pants. Looking down, I saw the dark wet patch increasing in size as I helplessly wet myself like an incontinent toddler.

Heather, one of the other tellers, had come over to see what all the commotion was about and she shook her head disdainfully.

"Looks like someone needs diapers," she muttered.

My heart was pounding wildly and I blushed red hot with shame. I would never live this down for as long as I lived! Tears tumbled down my face as Denise looked down on me like a little boy who had failed his potty training for the umpteenth time.

However, her expression hardened and she crossed her arms over her big, proud bosom to address me.

"Mr. Jones, it is clear that you are unprepared to handle the adult responsibilities required by this establishment. You've been given ample warning about your filthy porn habits and you've chosen to disregard them."

"--You put these on here, you bitch!" I shrieked bitterly as I wiped the tears streaming down my face.

Denise slowly shook her head patronizingly and Ashley angrily pointed her manicured finger at me.
"You are some kind of sick pervert and you should have been fired a long time ago!" she snapped.

I was tempted to argue that the coc-k shown in my mouth was actually  Denise's but I knew that would never fly, short of lifting her skirt up, which would probably get me arrested, on top of being fired. My shoulders sagged in defeat as she continued to dress me down.

"Effective immediately, you are terminated, Mr. Jones," she said in her no-nonsense tone, "Please take your things and leave the building at once."

Looking around me, I saw nothing but contempt and a total lack of sympathy for me on the faces of my co-workers. I snatched up my car keys and headed for the nearest door without bothering to gather up any of my other things.

The entire front of my pants were soaked and I tried to shut out the sniggering comments being made at me as I pushed through the crowd around my station. Everything was in a blur and I was going on instinct alone.

I ran to my car and started it, jamming the key in and mashing the gas pedal to the floor. Swerving wildly out of the parking lot, I only narrowly missed a soccer mom and her kids in a van that was heading down the street at that moment. I drove through the streets recklessly, not caring whether I ran through stop lights or crosswalks.

By some miracle, I got home without being arrested.

Getting out of my car, I violently slammed the door shut and strode across the parking lot to my apartment. My anger was soon replaced by grief and shame and I hung my head in despair as my pace slowed to walk up the steps.
Because I was looking at the ground, instead of where I was going, I failed to see my apartment manager waiting for me at my door.

"Well, looks like you've had quite a day," she sneered.

Looking up, I saw her standing defiantly in front of me, a slip of paper in her hands.
I had never really known Tasha, the woman who ran our apartment complex, although we had had a few brief exchanges. I knew she didn't think much of me and of course, I resented her for that.
She was about thirty-something, slim, with long brown hair and a very attractive face. In other circ-umstances, I might have tried flirting with her but putting aside her distaste for me, she was way out my league anyway. I was used to being treated like trash by beautiful women and Tasha was just one more example in a long line of females throughout my life.

"This is your written eviction notice to vacate the premises. You have five days to clear your stuff out before I call the sheriff," she said sternly.
Walking past me, she shoved the paper in my hands and strode off without another a word.

Looking down, I sighed heavily as I gazed at the harsh notification, so impersonal and final.
I fumbled with my keys and opened my door. This day had gone from good, to bad, to worse and now to disastrous. I honestly couldn't think of how things could possibly be any worse for me.
I had no job, no income, no savings, no girlfriend, and now, no place to live, with nowhere to go.

What in the world was I to do??

And that's when it hit me...

Denise was still holding the key to my chastity device!!

[Baby Bobby]

Chapter Thirteen



To say I was between a rock and a hard place, was a woefully inadequate understatement.

Denise was utterly and irrevocably out of my life now, and I still had no more access to my pen-is than I had when she was my girlfriend. My little member was still locked up tighter than Fort Knox and my chastity cage was going nowhere without getting possession of her key.
The obvious thing, would have been to simply go over to her house and demand she give it back to me but I wasn't so sure. What if she refused? Worse yet, what if she and Jordan met me at the door and simply laughed at me? I had already suffered more humiliation than a person should have to go through in one lifetime and I wasn't prepared to endure some more.

But the fact was, I had much bigger problems to deal with than that. I had one day left before I became homeless and I was no closer to being employed than I was when I had gotten sacked. Yes, I had applied at numerous places but due to the nature of my termination and the small size of our town, I was quickly finding out that I was persona non grata everywhere I tried to get a job.

That, combined with the fact that I would soon be without a roof over my head, made my situation increasingly dire. I was wracking my head for a solution and I honestly had no idea whatsoever as to how to proceed. I had 24 hours in which to come up with a solid plan and every hour made me increasingly desperate.

During this time, I found myself pondering what Denise was thinking about me, why she had conspired to get me fired, and why she had shown such an apparent interest in me in the first place.
What was she thinking now? Did she despise me? Did she still like me? In my heart of hearts, I hoped for the latter. But I had no way of knowing without communicating with her. It wasn't like I saw her any more on a regular basis and her texts had grown silent since I lost my job.

Then again, if I was ever going to c-um again, I had to face the fact that she was the only person who had the key I needed. As much as I loathed the idea, it seemed increasingly that I was going to have to make the first move and reach out to her.

After considerable deliberation and much soul searching, I finally took up my phone and punched the thread that had her name on it, typing the following message;

Can I call you?

I must have waited a half hour before getting the courage up to send it and then I finally hit the button.

The phone remained silent for several minutes.
It was infuriating, sitting there waiting for an answer. I kept turning my phone on to see if maybe I'd missed a notification, only to see that nothing at all had transpired.

Finally, after 56 minutes, my phone did its familiar 'bleep-ba-bleep'.

I scrambled to get it and I shakily scrolled the icon over to reveal the message.

Sure sissy

I wasn't sure how to take that response exactly but at least it wasn't a flat out rejection.
Nervously, I went over in my mind how I should conduct myself and what I should say. It wasn't made any easier by the fact that she held all the cards and I had none.

Finally, I tapped the icon to call her and listened to it ring. She answered after the first ring but said nothing into the phone.

"H-hi, Denise," I began uncertainly.

"Hi sissy Chrissey," she greeted me cheerfully.

I breathed a small sigh of relief. That was a positive sign, albeit a humiliating one.

"Umm, how-how's it going?" I asked, for lack of anything else to say.

"I've missed you, baby," she told me.

Despite myself, my heart surged. In that instant, I forgot all about the many things Denise had done to ruin my life and humiliate me. All I could think about was the spectacularly beautiful woman on the other end of the phone that I had fallen in love with.

Before I could say something in reply, she took the initiative.

"Have you missed suc-king my coc-k?" she asked with amusement in her voice. I thought I heard another woman's giggle in the background. Was that Jordan?
My heart skipped a beat.

"Are-are you with Jordan?" I asked, my voice quivering.
"Mm-hm," she replied. Although I couldn't see her, I knew she was smiling.

Once again, a massive surge of jealousy swept through me unchecked, my anger not far behind it.

"How could you do this to me?" I angrily demanded, "You got me fired and now you're cheating on me with that slut!"

Denise didn't reply immediately but her voice took on a bored tone.

"Was there a point to this call?" She sounded ready to hang up.

I had thought I would be able to keep my emotions in check but the presence of Jordan had unexpectedly pushed me over the edge. Nevertheless, I still had to resolve my living situation and this was my only chance, slim as it was.

"I'm sorry, I just...um...I mean..." all of a sudden, I felt my emotions getting out of control and I choked up, unable to speak.
"I don't have anywhere to go," I sobbed miserably.

"What do you mean?" she asked, her interest returning.

"I'm about to get evicted from my apartment!" I blubbered, barely coherent.

"Awww," she said in her honeyed voice, "You could stay with me, baby."

I wiped the tears off my face as I straightened up.

"I-I could? I mean--you'd let me...live with you?" I could hardly believe my ears.

"Mm-hm," she said pleasantly.

"As-as your b-boyfriend?" I stammered anxiously.

"Well...not exactly as my boyfriend," she giggled.
Again, I thought I heard Jordan giggling in the background.

"Wha-what do you mean?" I asked suspiciously.

"If you live in my house, you'll live by my rules," she said firmly, "You'll do as I say without question."

I bit my lip nervously.

"Li-like what?" I asked timidly.

"We can discuss the details when you get here. But first, I have to know that you will agree without question. Otherwise, we're through talking."
Her voice had taken on that bossy character that I knew all too well. There was zero room for discussion when she had her mind made up like this.

"Do you agree or not?" she demanded.

I looked around my mostly empty apartment at my ratty furniture and pee-soaked mattress.

"I-I agree," I replied. What choice did I have? Once again, she had me cornered and checkmated.

"Good. Then there's something you will have to do to show that you agree that I'm the one in charge here.
"Remember that outfit I sent you home with a few weeks ago?"

I cringed as I looked over at my couch and saw the white and pink ruffled fleece top laying on it.

"Ye-yes," I answered her.

"I want you to put that on, along with your anklets, Mary Janes, and the biggest, thickest diapers you have. That's how you will come over here. If I don't see you get out of your car and walk up the driveway in that outfit, I won't even answer the door," she explained to me.

I gulped hard as I tried to imagine how excruciatingly humiliating that would be.

"Bu-but couldn't I...couldn't I just put that on when I got there?" I whined.

"Those are my terms. Take it or leave it."

I bit my finger in angst, knowing I had little choice. It was either that, or become a homeless beggar in the streets. My mind raced as I tried to think of a way out but I couldn't see any. I was going to have to go crawling back to her on my hands and knees, and dressed in the most humiliating way possible.

I gulped in trepidation and then began trying to think of ways to justify doing it. After all, it would mean room and board, and an end to all my troubles, to say nothing of a life with a beautiful woman. The short ride over would be embarrassing, for sure, but on the other hand, I wouldn't be seeing anyone here again anyway, I reasoned.

"Okay," I agreed quietly.

"That's 'yes Mommy'," she corrected me.

"Yes Mommy," I quickly replied. I could hear Jordan giggling in the background.

"Good. Be here by 4, I want there to be plenty of light still outside."

"Yes Mommy," I responded submissively.

"See you then, sissy," she said before she hung up the phone.

I looked down at the phone and sighed heavily. It seemed that ever since I had met Denise, humiliation and degradation had become a normal part of my life.

With little else to do, I decided I might as well get this over with. I could come back for the rest of my stuff later.
Walking over to the couch, I laid out three of the soft Birdseye diapers Denise had given me, along with some pins and baby powder. She had only given me one pair of plastic panties, a white nursery print with babyish characters on it. It was going to be mortifying to go out in broad daylight wearing them but if this was the price for free rent, I was going to have to do it.

After arranging the cloth diapers in a thick, rectangular stack, I sat down upon them and proceeded to powder myself as I had seen Denise do so many times before. These particular diapers had an absorbent soaker section sewn down the middle and I was amazed as I pulled them up between my legs to see just how bulky they were. They spread my legs apart just like a baby's and I blushed with the familiar sensation.

Taking the pink headed diaper pins, I pushed them through the soft cloth awkwardly, unaccustomed to having to do this for myself. It took a few attempts before I got the right fit and then I was ready for the plastic panties. Holding them in my hands, I blushed again that I was willingly doing this to myself. What would people think if they were to see me? I tried not to think about it as I slid them up my legs like my usual underwear. I had to work them around the diapers which were so fat and bulky but eventually, all the fluffy, spongy cloth was contained inside the waterproof vinyl.

I put the top on next, a white and pink fleece garment with short, puffy sleeves and a frilly lace hem that came down to about my navel. A diapered teddy bear amongst some building blocks decorated the chest. Very mature indeed.

I went into my closet and found the white lacy anklets and glossy pink Mary Janes, idly wondering to myself where Denise found all this stuff. Sitting down, I slipped the socks and sissyish shoes on, standing up to look at myself in the mirror.

Of course, I had seen myself dressed like this at Denise's house many times, but this was the first time I had seen myself in my apartment, and more importantly, having agreed to dress in it myself.
I blushed a hot red as I beheld the thickly diapered sissy looking back at me in the mirror, looking like he needed his mommy and a bottle.

I swallowed hard, grabbed my car keys and headed for the door. Was I really going to do this? How many people would see me? I could only hope I would be able to run to the car and once inside, people wouldn't really be able to pick up on just how ridiculous I looked.

I was holding the doorknob in my hand, afraid to twist it open. With my heart pounding in my chest, I took a deep breath and opened the door. Looking down the second story balcony hallway, I didn't see anyone in either direction.
With my heart feeling like it was about ready to jump out of my chest, I tried to walk briskly toward the stairwell going down to the parking lot, only to discover that the extreme thickness of the diapers forced me to waddle like a baby. I went as fast as I could, bolting down the steps but then when I turned the corner, who should I find standing there before me, but Tasha!

Her mouth dropped open (as did mine) and she stared incredulously at me, her gaze taking in my pink Mary Janes, baby smooth thighs devoid of hair, my thick, bulging diapers with the shiny nursery print plastic panties, and lastly, the white and pink sissy baby top.

I nearly dropped my car keys but then I felt a familiar and childish sensation happening in my diapers as I suddenly flooded them in panic.

"Oh-my-god," she said in awestruck shock.

Completely at a loss for words, I tried to move around her but she stepped in my way.

"Whoa there, baby boy," she said with a smirk coming to her face, "I always suspected you were some kind of weird pervert but I had no idea..."

My face flushed a deep red and I felt another stream of hot pee saturate the cloth between my legs. I ducked around her and fled for my car, her raucous laughter ringing in my ears.

Once again, I was making a panic stricken escape, mindless of my surroundings. Driving like a maniac, I just wanted to get to Denise's house as fast as I could.
I took the on ramp to the freeway and floored it, accelerating into the left lane as quickly as I could. Keeping my eyes forward, I ignored the cars that were slowing down or speeding up to keep pace with me and see the strange sissy in the driver's seat.

I had almost reached the exit for Denise's street when the flashing red and blue lights suddenly caught my attention in the rear view mirror.

With a sinking realization, I knew my day was just about to get a whole lot more interesting.

[Baby Bobby]

Chapter Fourteen



As I looked with disbelief into the rear view mirror at the red and blue flashing lights closing in, my entire being surged with panic. How was I going to explain my appearance? How could my situation be any worse?
I bit my lip so hard, I almost drew blood.

With my heart beating wildly, I slowed the car and started pulling over to the right lanes of the freeway. Maybe, just maybe, he was after someone else.

But no, he followed right behind me as I made my way over and I knew with sinking certainty that it was me he was after.

My breathing was coming in short gasps and I thought I was going to hyperventilate.  What would he do when he saw my sissy top and diapers? I was already blushing a deep red and I hadn't even stopped the car.

At last, I pulled off the active lane and onto the wide shoulder, shutting off the engine. The policeman had been driving a suburban and he kept the lights flashing as he got out, which had the effect of calling attention to every motorist who should happen to drive by us.

I swallowed hard as I watched him walking toward me, his dark sunglasses making him look all the more menacing. The big cop rested his hand on his gun as he approached and I squirmed in my seat, only to realize I had just let out another stream of pee into my thick, fluffy diapers.

Rolling down the side window, I tried to get my erratic breathing under control. The cop came alongside and looked down at me, his expression darkening as he beheld the ridiculous image of the sissy baby behind the wheel. I couldn't read his eyes, but his look was that of contempt and displeasure.

Without a word, he put both his hands on his hips and his chiseled jaw hardened.

"What in god's name are you wearing, boy?" he demanded.

I swallowed hard and tried to say something but my mouth was so dry I could only stammer foolishly.

"Never mind," he cut me off in a curt tone, "Do you know why I pulled you over?"

I-I-I wa-was speeding?" I quaked, guessing the obvious.

"That's right sissy boy. Give me your license and registration."

My face flushed as I suddenly realized that in my haste to get over to Denise's house, I had left my driver's license in my pants pocket which was now lying on the floor of my apartment. With my hands visibly shaking, I fumbled for my car's registration from the glovebox and almost dropped it on the ground as I gave it to the stern officer.

"Driver's license," he barked at me.

I felt another stream of pee surge into my already wet diapers.

"I-I-I seem to have, um, uh, forgot it," I replied lamely.

He regarded me with a fierce expression that made me cringe in fear.

"Looks like your going to be taking a trip to jail today, young man," he told me simply.

I gasped in horror. There was no way I could go to jail dressed as I was--no way.

"Please! Wait--please, isn't there something--something we could do?" I was beside myself with panic. I tried to squeeze my thighs together to staunch yet another steam of terror-induced pee into my diapers.

The cop looked at me long and hard without saying a word as he appeared to consider the alternatives. At last, he put his ticket book into his breast pocket and stood back a step.

"Get out of the vehicle," he ordered.

With my heart threatening to jump out of my chest, I fumbled with the door handle and stepped out, the cars passing by enthusiastically honking at me as they caught sight of my babyish outfit. Looking around nervously, I followed him as he led me to the opposite side of his suburban from the traffic. He then made me face the oncoming traffic while he stood behind me. I wanted to hide behind the vehicle but he pushed me forward so I was next to the rear view bumper, ensuring everyone in the near lanes would get an unobstructed view of me as they drove by us.

I blushed hotly as I stood there, every fifth or sixth car honking at me as they whizzed by. I heard him him undoing his belt and unzipping his pants and wondered what exactly he had in mind.

Before long, I felt the waistband along with the back of my diapers being pulled back. I squealed with surprise but the worse was yet to come. I knew I had no choice but to submit to whatever he was going to do to me and in my naïveté, I thought maybe he'd just drop something down the back of my diapers.

It was with mortified shock that I felt a strong stream of hot pee suddenly splashing against my lower back and into the crack between my buns as began peeing into my diaper like it was his own personal urinal.
The cars passing us could probably see his head behind me but it was my full body that they saw as he slowly relieved himself into the thick, absorbent cloth inside my plastic panties.

My face went a bright shade of red and I bunched my fists, stamping my feet in frustration as I stood in place, letting him do his business without any sort of interference. He must have thought me a complete weakling to stand there and do nothing. Somehow, all my previous moments of spinelessness seemed to come back to haunt me, as if to say that all my cowardice in the past had led me to this ultimate of humiliating degradations. To be sure, I was showing absolutely no backbone now or doing anything to discourage this bully.

I could feel his hot pee acc-umulating in a deepening pool in my seat as the fluffy, soft cotton struggled to absorb it all as fast as it could. I felt the soggy warm wetness seeping in between my legs and up into the crotch of my diapers to surround my little balls and caged pen-is with his nasty urine.

The force behind his stream was very strong and as it splattered against my lower back, I pictured he must have had quite a big coc-k. He kept peeing freely, emptying what must have been a very full bladder until it trickled to a halt. And then, just when I thought he was finished, he started with another equally strong stream.

I sobbed with humiliation and felt my eyes filling with tears of shame. My diapers were sagging by now with the weight and I whimpered with helplessness. Who else was so totally lacking in dignity to let another man pee freely into the back of his diapers? But then, who else would have willingly put on diapers, plastic baby panties and a sissy outfit to drive around in public? Obviously, my shame had no bounds.

I waited until he was finally done, and then stood there submissively as he let go of my plastic panties and slapped my thickly diapered bottom roughly as a form of dismissal.

"Run along, sissy boy," he commanded me.

"Yes sir," I whimpered in defeat.

In my utter humiliation, I waddled back to my car, holding my diapers  on either side to prevent them from sliding down my smooth thighs from the weight of all that pee. With a humiliating squish, I sat in my seat, the warm pee seeming to surround me completely as my snug plastic panties ensured I felt every soaking square inch of my diapers.
 
I sniffed away the sob threatening to engulf me as I pulled back onto the freeway and slowly took the exit to Denise's house.
Needless to say, I could never tell anyone what just happened. If she asked--and I knew she would--Denise would have to be told I simply couldn't hold it anymore and I'd peed my diapers like any other incontinent toddler.