"Shhhh...I know, sweetheart! There there... Did the big, scary man spank your bottom?"
He sobbed into her shoulder, body shaking as she rocked him back and forth. He nodded his head, crying harder.
"Well are you going to listen to him next time?" she asked definitively.
He hesitated for a second, then his entire body cringed. "H-he...he wanted me to suck his dick."
"Then you get down on your knees and you suck his fucking dick." she said simply. "He is your Daddy now, honey. What he says goes. So if he wants a blowjob, you close your eyes and you suckle on his cock like it's your wittle ba ba until you get alllll the milkies to cum out! Can you do that for me? Can you be a good little cuck for mommy?"
He sniffled into her shoulder, wiping his tears and snot into her shirt. Then, after several seconds, he nodded.
"Theeerrrre's a good baby boy..." she cooed, patting his hot red bottom and rocking him back and forth. It probably wasn't the best time to bring it up, but might as well rip the band-aid off all at once, huh? "I should tell you though..." she said, shifting tones, "you're probably not going to be a boy for much longer..."
He lifted his head up to look at her, confused, but she pressed it back into her shoulder and continued to rock him. "You see...Daddy wants you to be a baby gurl from now on. He wants me to put you in a bunch of pink dresses and tutus and even some pretty pink pampers! He says you'll look much cuter as a little girl and, honestly, I agree."
He started crying harder, clutching her tight, convulsing at the new revelation. She bounced him on her knee, letting him get it all out.
"Awww!! It's okay baby!!" She said, almost feeling bad. "Think of it this way: if you're pretty enough, maybe Daddy will want to fuck your little asshole too! Maybe his dick can make you cum through your cage better than my strapon can! Won't that be nice? Getting to make cummies again??"
He let out a hefty sob, but nodded, grinding his cage into her subconsciously, the front of her shirt sticky from his constant leakage. She couldn't remember the last time she let him cum like a real man, but she knew it was before Brad was even in the picture. His only relief was during diaper changes when she fingered his prostate, and that one time he came from her strap. He really was making a mess of her shirt though, hopefully the sticky stains would come out.
"Come on..." she said, patting his raw bottom a little too hard, making him wince. "Let's get your diaper back on. Then we can go try on some of your new outfits! We'll do your hair and makeup and turn you into a pretty little sissy! Then you can go in and apologize to Daddy while batting your new eyelash extensions!"
He was blushing profusely as she taped up the diaper, looking not the least bit excited.
"Awww! Cheer up little one!" she said, pinching his cheek, "It'll be fun! Plus, the sluttier you look, the quicker Daddy will cum down your throat!"
He gulped as his bottom lip quivered, obviously wanting to protest, but quickly resigning to his fate. Then he cringed, and started looking away shyly.
"What is it?" she asked, noting something else was amiss.
He shrugged and winced again, staring off into space. She gently gripped his chin and forced him to look at her, crooking an eyebrow, expecting an answer.
He whimpered, finding his voice. "I...i have to go...poo poo..."
She sniggered, but shrugged. "I suggest you hold it then. As much as Daddy likes seeing you in diapers, you know he doesn't like to be around your poopy pampers. That blowjob will take a lot longer if you're stinking up the room."
He cringed once more, biting his bottom lip, not seeming confident in himself at all.
All she could do was smile, patting his padded bottom encouragingly. "Come on! Let's go get you a makeover and present you to Daddy before you have an accident! If you do a good job with your sucky suckies I’ll let you watch Bluey instead of Dora!”
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