Transitioning

You kissed your wife goodbye in the driveway, her soft lips lingering on yours as she held your face. Then you drove away, the mask already slipping as your itty bitty clitty leaked into your panties.

The first day at the rally was the usual grind shaking hands, selling merch, smiling for photos under red banners while talking family values. No one knew your ass was plugged and your tiny clitty was locked tight under your khakis. By evening you were buzzing with need.

That night Adam met you as Ava. You both transformed in the hotel room. You became Kylie blonde pigtails, heavy makeup, glossy pink lips, a tiny pleated schoolgirl skirt that barely covered your ass, white thigh-high stockings, and heels. Ava looked stunning in a tight red dress, but when she lifted it, you saw her own small, caged girl cock even smaller than yours, locked in a glittering pink cage just like yours. Below it hung her tiny grape-like balls, smooth, tight, and pulled up close to her body with almost no scrotum hang at all.

“Look at us,” Ava giggled, pressing her caged girl cock and tight little grape balls against yours. “Two married conservative boys with tiny princess clits, dressed like cheap sluts.”

Before you started playing, Ava sat you on the bed and gave you two fresh estradiol patches. She peeled the backing and pressed them firmly onto your smooth skin one on your lower abdomen, one just above your pubic mound. The adhesive felt cool at first, then warm as it bonded. Then she gave you a testosterone blocker shot in your ass cheek. The needle sting faded quickly, replaced by a familiar warm flush spreading through your body.“The estrogen is really starting to work,” Ava purred, pinching your already-sensitive nipples. They were swollen, puffy, and aching. She leaned down and sucked one into her mouth, tongue swirling around the tender bud. The pleasure shot straight to your caged clitty like lightning. You moaned loudly, knees buckling as she sucked harder, teeth grazing the sensitive flesh. Your nipples had grown so sensitive lately puffy, almost orgasmic when played with.

Ava switched to the other one, sucking and nibbling until you were whimpering and leaking into your panties.“Feel how puffy they’re getting? Soon you’ll have real little tits for me to play with,” she whispered, flicking the wet, swollen nipple with her tongue. “The hormones are making you such a sensitive little slut.”

After a day of conservative sales, your night started with each other. Ava pushed you onto the bed and sucked your caged clitty through the bars, her warm tongue teasing your leaking tip while she fingered your plugged ass. The vibrations from the plug mixed with her hot mouth made you whimper like a bitch. She unlocked you just long enough to compare your two pathetic little clits and tight grape-like balls both small, smooth, and pulled up close before locking you again.

She fucked you first.

Hard.

Deep.

She bent you over the desk and slammed her thick strap-on into your ass in one brutal thrust. The burn was intense, the stretch making your eyes water as every thick inch dragged against your sensitive walls. The heavy, rhythmic slap-slap-slap of her hips against your ass filled the room. Her heavy balls slapped your caged clitty with every thrust.

The musky scent of her perfume and sweat mixed with the smell of sex as she railed you mercilessly.“Take that dick, you pathetic married sissy,” she growled, gripping your hips hard. “This is what you really are.”

The constant hammering on your prostate pushed you over the edge fast. Your tiny clitty spasmed wildly in its cage, spurting weak, watery ropes onto the floor as you moaned like a broken whore, voice cracking. Ava laughed darkly and kept pounding you through your orgasm, her heavy balls slapping wetly against you until she finally buried herself deep and “came” with a loud moan, grinding the strap-on against your prostate.She pulled out slowly, watching her lube and your juices leak from your gaping hole. Then she made you suck the strap-on clean while she fingered your cum-filled ass.

You returned the favor, riding her strap-on reverse cowgirl while she stroked both your caged girl clits and sucked on your sensitive nipples again. The feeling of her thick shaft stretching you open, the wet sounds, the way her heavy breasts bounced against your back, and her mouth on your aching nipples it was pure bliss. You came again hands-free, leaking pathetically while she “filled” you a second time.You spent the rest of the night in a filthy 69, eating each other’s asses while sucking each other’s caged clits, then taking turns riding each other with thick dildos.

By 3 AM you were both cum-covered, gaping, and blissed out, kissing sloppily with lube and juices on your tongues.The second day was another long one selling at the rally. You smiled, shook hands, and talked traditional values while your ass still ached and leaked from the night before. The contrast made your caged clitty drip constantly.

That night Ava took you out dressed as two cheap whores. You picked up three hung men at a bar. They took you back to the suite and destroyed you both.

You and Ava were on your knees side by side, sucking their massive cocks, gagging and drooling while they face-fucked you. The salty, musky taste of their precum coated your tongue. They bent you over the bed next to each other and took turns railing your asses. The wet slap-slap-slap and your combined moans created a filthy symphony. They double-penetrated both of you, stretching your holes wide while you and Ava kissed messily, tongues tangled as you were used like toys.You came twice hands-free, spurting into your panties while they laughed and flooded your guts. The feeling of two thick cocks stretching you at once, the burn, the fullness, the heavy balls slapping you it broke you completely.

Finally the day of the rally. You sold well, but your mind was already on the last night. Your ass was sore, your clitty leaking nonstop in its cage.That final night Ava brought four men two black studs and two muscular white tops. They used you and Ava for nearly four hours.You were dressed as a slutty schoolgirl again. They passed you around like toys. You sucked all four cocks eagerly, gagging and drooling while they called you their “white sissy bitch.” You ate their asses deeply while they stroked themselves. Then they took turns destroying your hole. One fucked your throat while another railed your ass, the wet sounds obscene. They switched constantly. At one point all four took turns double- and triple-penetrating your ass, stretching you to your absolute limit. The burning fullness was overwhelming. Sweat poured down your body as they pounded you senseless, the thick scent of sex heavy in the air.

You came three times hands-free, each orgasm weaker and more pathetic, your tiny clitty spurting helplessly inside the cage while they laughed and mocked you.The night ended with all four of them standing over you, jerking their cocks until they painted your face, chest, and schoolgirl outfit with thick, heavy ropes of warm cum. The salty taste coated your tongue as you lay there, trembling and used, ass gaping and leaking profusely.

The Drive HomeOn the long drive home the next day, Ava’s words played on repeat in your head.“You’re doing so good with your wife,” she had told you that morning, pinching your sensitive nipples again. “Keep pushing her. But let’s think of new ways. Start sending her anonymous links to hotwife forums. Let her catch you watching cuckold porn on your ‘work phone.’ Tell her you’ve been having performance issues because you feel inadequate. Plant the idea that she deserves to be fucked by a real man while you watch and clean up. Make her start fantasizing about bigger cocks. Once she starts laughing at your tiny clitty in bed, she’ll be craving real cock. And you’ll be free to be Kylie full-time.”

You smiled, already planning the next steps for your wife’s transformation as you drove toward home.