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Girlfriend's Panties Ignite Roommate's Sissy Lust

Roommate's secret panty try-on sparks his sissy submission to hot trans domme Jamie.

Transgender · 1,244 words · 5 min read · April 22, 2026

Alex had always been careful. In the cramped two-bedroom apartment he shared with Jamie, a stunning trans woman from his college psych class, secrecy was his survival skill. At 20, with a lean build, smooth skin from his obsessive shaving routine, and a hidden stash of women's clothes buried in the back of his closet, Alex harbored a filthy little secret: he was a crossdressing sissy at heart. Jamie, 22, with her long raven hair, piercing green eyes, full C-cup breasts from hormones, and a confident strut that turned heads, had no idea. Or so he thought.

They'd been roommates for six months, splitting rent to afford the off-campus spot near campus. Jamie was out most nights—partying, hooking up, owning every room she entered with her dominant vibe. Alex admired her from afar, jerking off to fantasies of kneeling at her feet. But he never crossed the line. Until laundry day.

The washer-dryer combo in their tiny utility closet hummed as Alex pulled out a mixed load. His boxers, her thongs, socks tangled together. He sorted mechanically until his fingers brushed something silky: a pair of Jamie's lacy black panties. High-cut, sheer mesh panels, a delicate bow at the front. The scent hit him—her musky perfume mixed with faint pussy juice and sweat. His cock twitched instantly.

"Fuck," he whispered, heart pounding. He glanced at her closed bedroom door, then stuffed the panties into his pocket. In his room, door locked, he stripped naked. His body was primed for this: slim hips, a pert ass from squats, five-inch dick already leaking pre-cum. He stepped into the panties, the lace hugging his smooth balls and shaft, the fabric riding up his crack like a promise. Mirror check: he looked slutty, feminine, his erection tenting the front obscenely.

Sissy fantasies flooded him. Jamie catching him, laughing, calling him her little bitch. Forcing him to wear more, to worship her thick girlcock. He stroked through the lace, moaning softly, hips bucking. "Oh god, Jamie, please... make me your sissy..."

That's when the door flew open.

Jamie stood there, gym bag slung over her shoulder, sports bra and shorts clinging to her sweat-slicked curves. Her eyes locked on him—panties on, hand pumping his bulge. Shock flashed, then a wicked grin spread across her plump lips.

"Well, well, roommate. Stealing my panties? And look at you, all hard and slutty in them." Her voice was low, commanding, dripping with amusement and heat. She dropped her bag, sauntering in, locking the door behind her. At 5'10" in sneakers, she towered over his 5'7" frame.

Alex froze, dick throbbing traitorously. "J-Jamie! I—I'm sorry, I found them in the laundry, I didn't mean—"

"Shut up, sissy." She stepped close, grabbing his chin, forcing his eyes up. Her touch sent sparks through him. Up close, her bulge was visible in those tight shorts—a reminder of her eight-inch cock, thick and veiny from what he'd glimpsed in the shower once. "You've been hiding this side? Fantasizing about me? Admit it."

He whimpered, nodding. "Y-yes... I... I want to be your sissy. Please, Jamie, don't be mad."

Her laugh was throaty, dominant. "Mad? Baby, this is hot. You've got potential. That ass in my panties? Perfection. But you're not just trying them on—you're begging for guidance. Say it."

"Please," he gasped, stroking again without thinking. "Guide me, Jamie. Make me your sissy slut."

She smirked, eyes gleaming with lust. "Strip them off. Slowly. Show me that needy hole."

Trembling, Alex peeled the panties down, kicking them aside. Naked, exposed, his cock bobbed. Jamie circled him like prey, slapping his ass lightly. "Good girl. Or should I say, good boy? No—sissy. My sissy. Now beg properly."

"Please, Jamie! Teach me to be your panty-wearing bitch. I need it!"

Her hand wrapped around his throat—not choking, just owning. "That's my slut. We're doing this right."

Jamie dragged him to her room, a feminine paradise of silk sheets, lingerie drawers, and a full-length mirror. She stripped efficiently, revealing her toned body: perky tits with hard pink nipples, smooth skin, and her cock—half-hard, swinging heavy between muscular thighs. Alex stared, mouth watering.

"First, full outfit." She rummaged in her drawer, tossing him items: pink lace thong, matching bra, thigh-high stockings, a short black babydoll nightie. "Put them on. Make it sexy for your domme."

He obeyed, fingers shaking. The thong cupped his balls snugly, lace teasing his hole. Bra stuffed with socks for fake tits. Stockings slid up his shaved legs. Nightie barely covered his ass. Jamie watched, stroking her now fully hard cock—eight inches of girthy perfection, mushroom head glistening.

"Fuck, you look delicious," she growled, stepping behind him in the mirror. Her cock pressed against his thong-clad ass. "Spin. Show off."

Alex twirled, blushing, cock leaking into the lace. "Like this, Mistress?"

"Mmm, yes. Now, on your knees." She pushed him down. He knelt, face inches from her throbbing dick. "Sissies worship. Lick."

He dove in, tongue flicking her balls first—salty, musky—then up the shaft. Jamie moaned, fisting his hair. "Good girl. Suck the tip."

Alex's lips stretched around her head, sucking greedily. She thrust shallowly, face-fucking him lightly. "That's it. My panty thief turned cocksucker."

Pulling out, she yanked him up. "Bed. Ass up, doggy. Time to claim that virgin hole."

Alex scrambled onto her king bed, knees spread, thong pulled aside. His pucker winked, lubed only by his spit from earlier strokes. Jamie grabbed lube from her nightstand—cherry-scented, warming. She slathered her cock, then fingered his ass: one digit, then two, scissoring. "Tight little sissy pussy. Beg for my strap? No—my real cock first."

"Peg me, Jamie! Fuck my sissy ass!" He was lost, humping air.

She chuckled. "Pegging later. This is my dick owning you." Lined up, she pressed in—slow, relentless. The burn made him cry out, but pleasure bloomed as she bottomed out, balls-deep. "Fuck, you're made for this."

She pounded doggy-style, hips slamming, nightie riding up. Alex gripped sheets, moaning like a whore. "Harder! Yes, Mistress!"

Jamie flipped him mid-thrust—effortless strength. Now 69, his face under her cock, ass impaled. "Suck while I rail you." He engulfed her dick, gagging as she throat-fucked downward. Her tits dangled, nipples brushing his stomach. She pegged—no, fucked—his ass mercilessly, prostate hammered. Slurps and wet smacks filled the room.

"Flip again," she commanded. She pulled out, spun atop him reverse. "Worship my ass now."

Straddling his face, she lowered her perfect cheeks—smooth, firm. Alex tongued her hole eagerly, rimming deep, tasting her sweat. "Yes, eat my ass, sissy!" She ground down, smothering him in bliss. His cock strained in the thong, untouched.

Rising, eyes wild, she spun to face-fuck him properly. "Mouth pussy time." Straddling his chest, she plunged balls-deep, skull-fucking with top energy. "Take it all! You're my cumdump!"

Alex gurgled, tears streaming, loving every degrading second. She rode his face earlier—now his throat. Her balls slapped his chin; he fingered his own ass, chasing the high.

"Close—swallow!" She erupted, thick ropes flooding his mouth. He gulped, some dribbling out. The taste—salty, thick—pushed him over. Hands-free, his sissy clit spurted into the thong, soaking lace as waves crashed.

Jamie collapsed beside him, both panting. She pulled him close. "That was intense, sissy. You're mine now. Live-in sissy boyfriend. Regular peggings, outfits, submission. Agreed?"

"Yes, Mistress," Alex whispered, spent.

She kissed him deep—tongues tangling, cum shared. "Tomorrow, we shop. More lingerie for my slut."

They curled together, bodies sticky, futures sealed.

Silence fell, heavy and satisfied.

crossdressing panty-sniffing panty-masturbation sissy-fantasy

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All characters are 18+. All stories are fiction.

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