The Grind

The next ten days blurred into a filthy, exhausting rhythm, during the day you were the clean-cut conservative salesman shaking hands at rallies, selling “Make America Great Again” flags and Trump-themed apparel, smiling for photos with families and donors. You talked tough on stage, defended traditional values, and laughed with fellow vendors about “woke insanity.” No one suspected a thing.

At night you were something else entirely.Almost every evening after the booths closed, you found yourself sneaking off to hotel rooms, Airbnbs, or discrete bars. Mark introduced you to more “friends” on Grindr conservative men by day, hungry tops by night. You sucked cock in bathroom stalls between events. You got fucked bent over hotel desks while still wearing your “TPUSA” polo.

One night in Ohio you took two married vendors at once one in your mouth, one in your ass while they called you their secret little conservative cumdump.

The trans hookups were even more intense. In Michigan you spent the night with a tall, dominant Latina trans woman who made you wear nothing but a MAGA hat while she railed you and made you thank her for “colonizing” your straight ass. In Indiana a petite Asian trans girl locked you in her personal chastity cage for the entire night and made you eat her ass for an hour before finally letting you cum hands-free while she fucked you.

Every morning you woke up sore, leaking, and ashamed. You showered, shaved your face, put on your conservative uniform, and went back to selling. The contrast made your tiny clitty leak constantly. You started wearing the pink panties under your work clothes just to feel the constant reminder.

The humiliation became addictive. Mark loved teasing you in private calling you “shrimp dick,” slapping your ass when no one was looking, showing you videos of his own conquests. One night he made you watch while he got fucked by a muscular black bull, then made you clean the bull’s cock afterward.You sold plenty of merch. You shook hands with politicians. You smiled for the cameras.And every single night you got used like a cheap sissy whore.

By day ten you were completely addicted. Your itty bitty clitty stayed locked more often than not. Your ass was rarely empty. You had become an expert at hiding the smell of lube and cum before calling your wife each night to tell her how much you missed her and your son.You pulled into the final hotel of the trip exhausted but buzzing. Two hot trans women, a tall brunette named Riley and a curvy redhead named Sapphire had been messaging you all day. They met you in the parking lot and didn’t waste time.They took you straight to their suite.

“Time for a full makeover, princess,” Riley purred.They stripped you naked and went to work. First came the full body wax. You lay on the bed while they spread hot wax across your chest, legs, balls, and ass. The pain was sharp but the humiliation made your caged clitty strain. They laughed as they ripped the strips off, leaving your skin smooth and pink.

Next they locked you in a smaller, more restrictive pink cage. Sapphire smirked as she clicked it shut. “Look at that tiny thing. This cage is actually too big for you, but it’ll do for now.”

They plugged you with a thick jeweled plug and dressed you in full sissy attire stockings, heels, a tiny maid outfit, and heavy makeup. For the next two hours they used you mercilessly. Riley fucked your throat while Sapphire destroyed your ass. They made you ride them, eat their asses, and beg for their loads like a **** slut. You came twice hands-free, pathetic spurts trapped in the cage, while they laughed and called you their perfect conservative sissy.

They didn’t unlock you when they were done.You drove home the next day with the cage still locked tight around your itty bitty clitty and the thick plug still buzzing in your ass.

Panic set in halfway through the drive. Your wife had been texting you all morning about how horny she was and how badly she needed her husband inside her tonight.You couldn’t let her see you like this.When you finally pulled into the driveway, you hugged her tightly and immediately launched into the lie.“Babe, the hotel had a massive bed bug outbreak. I’m so sorry, I had to leave early. I need to run everything through the laundromat and maybe sleep in the guest bedroom tonight until I’m sure I didn’t bring any home. I don’t want to risk you or our son.”

Your wife looked concerned but understanding. “Oh no… okay, babe. That’s smart. I’ll help you with the laundry.”

While she was distracted, you slipped out to a nearby adult store. The middle-aged woman behind the counter raised an eyebrow when you asked for the key to your cage in a hushed voice.She took one look at your tiny locked clitty and laughed.

“Oh honey… I think this cage is actually too big for you. That’s the smallest little pecker I’ve seen in a while.”

She unlocked you, still giggling. You drove home with your smooth, hairless body, caged-free but still plugged, heart racing.

Your wife noticed immediately when you undressed for a shower.

“Babe… why is all your body hair gone?” she asked, eyes wide.

You shrugged, trying to sound casual. “To make sure the bed bugs were off of me.”She stared at your smooth groin and tiny soft cock. “It looks… smaller somehow. Maybe it’s the lack of hair. Your penis and balls look so much tinier now.”

You pulled her into the bedroom anyway. She was incredibly horny after two weeks apart. You ate her pussy for a long time, making her cum twice on your tongue while she moaned sweetly. When you finally slid inside her, you lasted longer than you had in months slow, steady thrusts while she held you close.

But as she started getting close again, you felt yourself getting too sensitive. You whispered desperately, “Babe… finger my ass. Please.”

She hesitated, blushing, but did it for you. Her finger slid into your still-plugged hole.

The moment she brushed your prostate you groaned and came hard inside her pumping your load deep while whimpering like a slut. Your wife kissed you lovingly afterward, none the wiser.

You lay there holding her, heart pounding, knowing the double life was getting harder and harder to maintain. But you also knew you weren’t going to stop.