Mistress Pegs Sissy Boypussy

Watch this pathetic little femboy sissy slut named Riley get his greedy boypussy absolutely fucking demolished by his cruel Mistress in the most brutal POV femdom pegging session that’ll have your cock throbbing from the first second. Right off the bat, you’re staring down at this whimpering bitch on all fours, his smooth pale ass cheeks spread wide like the desperate cumdump he was born to be, those tiny black lace panties ripped aside to reveal that pink, puckered sissy hole winking up at you, already twitching and lubed up, begging for your massive strapon to stretch it into oblivion. He’s got that flawless femboy face turned back over his shoulder—huge innocent doe eyes lined with thick black eyeliner running from the tears of anticipation, plump glossy lips quivering as he moans ‘Please Mistress, fuck my sissy ass raw!’, and those long fluttery fake lashes blinking like the cock-teasing whore he is. His pathetic little clitty dangles uselessly between his thighs, already drooling sticky precum onto the floor in a shiny puddle, no touching allowed for this locked-up sissy bitch.

You grab that thick black strapon harnessed to your hips—12 inches of veiny girthy silicone monster, glistening with lube—and line it up against his virgin-tight boypussy. He gasps like a cheap slut as you slam the fat head in with one vicious thrust, popping past that resistant ring and burying half your length balls-deep into his guts. ‘Fuck yes, take it you worthless sissy faggot!’ you growl, watching his smooth back arch and his tiny waist twist in agony-ecstasy, his fishnet stockings ripping at the knees from how hard he’s pushing back like a heat-stricken bitch in rut. You don’t give him a second to adjust—pounding relentlessly, your hips slapping against his jiggling ass cheeks, turning them cherry red with handprints from your slaps that echo like thunder. His boypussy lips grip and suck that strapon like a velvet vice, stretching obscenely around it, prolapsing out with every pull-back, that ruined rosebud blooming pink and puffy, gaping wide enough to fit three fingers when you yank out to admire your work.

Flip this mewling femboy onto his back, legs hoisted over your shoulders, his frilly skirt bunched up around his waist exposing that leaking clitty bouncing with every brutal thrust. His glossy lips part in a constant stream of filthy begs—’Harder Mistress, breed my sissy womb, make me your cumrag toilet!’—while his eyes roll back, mascara streaking down his flushed cheeks. You drill down savagely, the strapon base grinding your clit as you use his hole like a fleshlight, churning his insides to mush, forcing wet queefing farts of lube and air from his battered boypussy. His clitty spasms untouched, balls tightening as you edge him mercilessly—’No cumming yet, you pig! Hold it like the chastity slave you are!’—until he can’t anymore, exploding in a hands-free sissy orgasm, ropes of watery femboy cum splattering his own flat tummy and chin, body convulsing like he’s possessed.

But you’re not done ruining him. Shove him face-down ass-up again, pile-driving that wrecked hole until it’s a cavernous wreck, prolapsed tube of pink meat hanging out, twitching and farting lube bubbles. You make him tongue your boots clean while you foot-fuck his clitty under your heel, grinding it into submission as he sobs in humiliated bliss. Pull out one last time for the money shot—his boypussy stays gaped open a solid minute, a dark tunnel pulsing hungrily, begging to be refilled. This sissy femboy’s ass is fucking destroyed, turned into a permanent cock sleeve for any domme who wants it. Stroke your cock to this total domination—Riley’s just the start of the femboy sluts waiting to be pegged into pussybroken oblivion on FemboyHeaven.com. Imagine it’s your strapon next, owning this bitch forever.