Pearl snapped the leather strap against her son Billy’s bare bottom with a wicked grin. “That’s right, you little sissy. Wriggle that juicy booty as you jiggle around in momma’s red silk panties. Doesn’t that feel nice? So silky smooth on your pale cheeks.”
“Owww momma! Stop!” Billy whined pitifully, tears pricking at the corners of his eyes. He was only 19 but he’d been dressing up in his slutty mother’s clothes for years. He hated it but he couldn’t help getting hard.
“STOP? Oh no, baby. You’re going to take every smacking lick of that big strap, you bratty whelp!” She punctuated each word with a sharp CRACK of leather on tender flesh that made Billy yelp and the pink panties ride up between his quivering buttocks.
Pearl laughed darkly, giving his bright pink rump one more good smack before letting the whip drop to the floor. She reached out to grab a fistful of his hair, twisting the blond locks until he whimpered. “You like taking your momma’s spankings, don’t you? You like being treated like the little fuckdoll you are. Well, guess what? You’re in for the ride of your life today, my sissy boy.”
Billy trembled, knowing his mother’s wicked grin boded no good. But he was powerless to resist her. “Momma, please…” he gasped out, voice thin and nasal.
“Shut it!” She slapped him across the face hard enough to make his eyes water. “Hush now and watch the door, whore. Our guest will be here any second.”
Mr. Jackson strode through the door without knocking, his massive dark frame filling the entryway. “Mmm, is that my sweet pet I see prancing about in slutwear?”
“Yep, here he is! And helloooo to you too, Mr. Jackson!” Pearl cooed, sauntering over to press her big tits against his arm. “You’re just in time to see my boy’s cute lil culo get reamed but good!”
Billy let out a horrified moan that turned into a whimper as he felt a large, hot hand clamp down on his shoulder. “You’re a sight for sore eyes, Pearl. Damn, baby, you aging like a fine wine.” Jackson’s voice was a deep, sensual rumble.
“Ehehehe! I’ll handle the flattery later. Let’s get to the main event – you fucking my sissy like the bitch in heat he is!”
Before Billy could protest further, two sets of strong hands were peeling his panties down and spinning him around. He froze with his back arched and his red bottom thrust out as a huge black finger probed his puckered entrance.
“Big ole rump my son has, dontcha think? And look how slick and ready he is! He’s always been our special little girl, Mr. Jackson. Aren’t you, honey?”
“M-Momma…” Billy gasped helplessly as the thick digit sank into him to the knuckle. It burned so good, drilled into his guts until he thought he might burst.
“Beg!” Jackson growled, pumping the finger in and out. “Beg like the cum-hungry granny whore you are.”
“Please, Mr. Jackson!” Billy sobbed, voice wrecked. “Please fuck me! Ruin my boycunt with your big black cock!”
“That’s it, hussy. Fuckin’ know the magic words,” Jackson grunted, shoving a second finger in with the first. He flexed them in a scissor motion, working Billy’s hole wide open.
Pearl cackled and grabbed her son’s wrists, twisting them behind his back. “Bet you thought you’d never get to feel Mr. Jackson’s cock, didn’t ya? Bet you touch your slutty snatch every night wishing it was this big smelly black dick.”
Billy just babbled incoherently, too far gone on pleasure and shame. Then he shrieked as Jackson’s fingers vanished, only to be replaced by something much larger…
“Unnngh fuck, that’s it… Milk my cock, cunt,” Jackson grunted, meaty thighs smacking against Billy’s taint as he bottomed out in one brutal thrust.
Billy howled, legs nearly giving out from the sudden pressure. It was so huge, so massive that it felt like he was being split in half! He thrashed and writhed but his mother’s grip held him tight, forcing him to take it.
“Fuckin’ take it, bitch! Sissy makin’ my dick swell up so good!” Jackson reached around to fist his hand in Billy’s pretty hair, yanking his head back.
“Momma…hurts…” Billy whimpered. But his cock was diamond hard, dripping fluid on the sheets. He loved it. He loved being used like a worthless cumrag. He loved his mommy making him submit to Mr. Jackson’s fat cock.
“Good boy, honey! You want it harder?” Pearl purred in his ear.
“Yessss!” Billy hissed, trying to ride back on that vast black pole.
Jackson laughed and pistoled into him, each thrust rattling his brain. “Get ready to have this cock in yo’ throat too, whore. I’m gonna pump my seed in every hole you got.”
The wet squelch of Jackson’s cock punching into Billy’s hole filled the room, along with his mother’s gleeful cackles and his own raw, shameless moans. Billy writhed on Mr. Jackson’s pole, hole clenching and unclenching, tears of ecstasy running down his face.
“Momma! Momma, I’m cumming!” Billy shrieked. His cock gave one last twitch before exploding over the sheets, spattering his slutty panties and the comforter with pearly seed.
“Oh fuck yes, squirt it out, honey! Paint it in momma’s makeup and fur!” Pearl shouted. Then she was sucking the cum off his shuddering prick, slurping it down like champagne.
Jackson let out a guttural groan and buried to the hilt, his own release flooding Billy’s guts. “Fuggin’ TAKE IT! Gitcho ass STUFFED!”
Billy just shivered and gibbered, stuffed and seeded and so full. He’d never felt so good, so owned. Jackson’s cum sloshed inside him as his mother’s lips wrapped around his spent cock, sucking him clean.
She finally released him and turned to smirk at Jackson, wiping spit from her mouth. “Mmm, I’d say that went well! How’s the size of my boy, Mr. Jackson? His greedy little boypussy swallow you right up like it was made for that fat fuckmeat?”
“Oh you know I got my eye on this one,” Jackson rumbled, giving Billy’s quaking flank a possessive slap. “I’m collectin’ on this lil’ pussy owe me, yeah?”
“Of course, baby! My sissy’s home whenever you want him! Now, what do you say we break out the paddles and the piercings? Really christen his slutty bod like a good granny-fuck-toy?”
Billy just quivered between them, nipples and cock leaking at the words. He was so fucked out, he’d agree to anything. As long as they kept him stretched on Mr. Jackson’s cock and used like furniture, he’d been a good boy for Mommy…
Pearl laughed and reached for the crop. “Oh we’ve got plans for you, baby. Momma’s gonna mold you into the perfect fucktoy. Your cute lil body will be covered in marks and piercings before we’re done.”
Billy only whimpered, spreading himself open for more.
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