Notes from the Author: this story is the second in a two part (for now) series. It contains themes of female domination, feminization, pegging, diapers, cross-dressing and interracial sex. All characters of above legal age.
On the days Alli had off, it wasn't uncommon for her to spend the day making me try on outfits she had ordered online for me and, generally speaking, pounding my ass as often as she liked and today was no different. As usual, I woke up soaked. My pampers must have weighed five pounds, the warm, damp cotton was ridiculously swollen between my legs but my soggy bottom was even worse; as I laid in bed in my favorite pink babydoll, looking down at the bulging pull-up, I attempted to close my thighs and, while I could cross my feet over one another and touch my knees together, there was just no way my thighs would close with my full diaper. The pink pullup now had a light plum tint, my night time accidents refused to go away but, at this point and since Alli had me in diapers around the clock, I had long since given up; besides, if I'm being entirely honest, sometimes I wouldn't even realize I had gone.
It had been almost two months since I lost my job, another problem I didn't seem particularly worried about these days as Alli, or Mommy as I called her, had pretty much ruled that out as a possibility; "what? With you wearing diapers to work?" she had often reminded me. In public I still went out as "the man", my hair had grown out a bit and my chest was, for some insane reason, developing but it wasn't anything anyone seemed to pick up on. At home I was Mommy's Sissy all day, every day. She dressed me every morning before she left and my outfits were anything but masculine; pink dresses, yellow dresses...dresses, always a dress; Mommy figured, with the pull-ups and my frequent accidents, there was absolutely no point in anything else, plus it was easier to check and change me should the need arise. She had good taste, my clothes were never comically feminine but rather cute and in fashion. She dressed me like her own sister but we both knew I was her pathetic and helpless little Sissy Baby.
Let's see...what else has happened since my last journal entry? Well, I was still plugged every day. Not much has changed there, Mommy loves keeping me squirming and waiting for her but the plugs have changed a bit. First, Mommy had bought a Princess Plug for me, an adorable jeweled plug with a stainless steel body and shiny, pink jewel you would find pressed between my cheeks on any given day and at any given hour but that one would be replaced with a similar plug, the second being a much larger "plug". Going up in size wasn't much of a shock I'm proud to say, Mommy has definitely been training me with bigger, larger and wider toys, always testing my boi pussy and it's limitations and when the latest jeweled plug arrived, it slipped in with little resistance. Oh! I'm now caged as well. Sure, it's a bit of a hassle because Mommy has to clean it every time she changes me but I don't mind at all; Mommy says it doesn't need to get hard these days and, honestly, she's right, I've been having incredible orgasms with her cock buried in my ass or when she lets me ride her Magic Wand. She loves watching me hump away, straddling that bright pink vibrator like a desperate little slut and, as usual, I've always enjoyed riding it until I pump my diaper full of my cum. I've got to say, I've really come a long way since those early days and Alli has really helped me along.
"Baby?" Mommy groaned as she rolled over in bed, her big, black cock suddenly pressing against my swollen, diapered bottom; she had really grown to enjoy wearing that thing, even sleeping in it many nights. I felt a dribble of precum leak from my tiny, caged sissy-clit at just the thought of her using my pretty pussy this morning. I've noticed, since Mommy locked me away, I'm constantly in need; even that big, bulbous plug didn't seem to satisfy me these days.
"Yes, Mommy?" I said sweetly.
"Mommy needs a blowjob," she mumbled sleepily.
She loved to wake up to my warm mouth wrapped around her big cock - amongst other things.
"Yes, Mommy," I answered obediently.
I sat up and threw the covers off, my pink night dress had bunched up over my loaded pampers which wasn't an issue for me, I usually pulled it up around my hips anyway so Mommy could play with my plug while I sucked her. Plus, as she always said, "a sissy should always have her ass up."
I shifted and rolled between her legs, careful not to disturb her before I lifted the covers to find that gorgeous, black cock waiting for me in all it's veiny glory.
"Sissy Breakfast," I giggled as I gripped it's wide base and pulled it into my mouth tenderly. I loved this cock, it was after all my first but, as I lay there, kissing and licking that ebony warrior, I was craving her new one; she had recently bought a larger version which also included a mechanism that would actually pump edible, cum-flavored lube. She called it "Sissy Breaker", a twelve inch, black mammoth of a toy and Mommy loved flooding my ass with that warm, delicious treat. She had really loved "blowing her load" in my face or in my mouth, laughing as my eyes went wide and my throat filled with the artificial cream. While I had yet to try for myself, Alli insisted it tastes just like the real Mccoy.
"Mommy?" I asked, between playful sucks on her rubber dick.
"Yes, Sissy?" she responded hazily.
"I want cum," I said matter-of-factly before her hand went to my head and pressed, my mouth forced to take as much of the thick shaft into my throat before I gagged.
She held me there for a moment, my eyes watering, my mouth drooling around the black phallus, "later, Sweetie, just suck it. I'll give you cum in a bit."
Alli slowly came to life while my mouth worked her cock. She started to move her hips, humping my throat with that wonderful black cock, her hand glued to the back of my head as she worked my throat muscles; we're always working my gag reflex and I can proudly say, I can take more and more. I just wished she could fill my tummy with her delicious seed but that didn't stop me from giving her my best efforts. I loved our sex life, I loved the role reversal, I loved the lingerie and girl-clothes, I loved when she whispered in my ear when we're out in public and she leans in close and tells me how hard she's going to pound my boi pussy; I've even started to love the diapers which had initially started my descent into my new Sissy Life, now I just saw those padded pullups as underwear.
Alli watched me, sleep in her eyes and an expression of indifference as I teased and kissed her mushroom tip. My lips and tongue pulled her into my mouth where I sucked that fat head and lapped my tongue up and down it's length.
"Good, Girl," she said before clearing her throat. "You love sucking Mommy's cock, don't you, Darling?"
I giggled and swallowed her as far as I could. I stretched the muscles in my throat with her girth.
I felt her shifting besides me, as per usual, I was on my knees as I pleasured Mommy and with some clunky movements she positioned her foot between my legs where it found it's way to the front of my pampers and where she began to tease my useless, caged sissy-clit.
"You are soaked, Baby," she said. Her tone neither surprised nor overly concerned. Her foot pressing between my legs where my diaper hung, damp and heavy.