Rent Due (3/7)

Three weeks later, Josh emerged from the kitchen with a drink in hand, his five-inch heels clicking daintily against the floor. He moved with practiced ease—hips swaying with a girlish wiggle, short skirt bouncing just enough to flash the tops of his sheer thigh-highs. With a shy little smile, he handed the drink to Mark. “Here you go, Daddy,” he said in a soft, delicate voice.

Mark watched from the couch, a smug little grin tugging at the corner of his lips. “Good girl. So obedient.”

Josh blushed, brushing a strand of hair behind his ear. “Thank you, Daddy…”

Mark’s smile widened. “Speaking of obedient—do you have this month’s rent?”

Josh froze mid-step, the confident sway faltering. He turned, eyes wide, lips parting into a soft, helpless pout. “W-what do you mean, Daddy? I thought you said last month—”

“I let you off the hook last month,” Mark said, voice low and casual. “Two months? That’s just not gonna work, princess. I’ve got my own bills to pay too, you know?”

The color drained from Josh’s cheeks. “But—but I’ve been such a good sissy for you!” he gasped, rushing closer in a panic, heels clicking frantically. “I do everything you tell me to! I—I’ve been so sweet, haven’t I? Please, Daddy. I’ll do anything. I’ve got nowhere else to go…”

Mark pretended to consider, tilting his head like he was weighing his options. “I’m sorry, baby girl. But there’s nothing I can do.”

Josh’s shoulders slumped, heart pounding. This was it. He had nowhere else to go, no money, no job.

Then, Mark gave a faint, sympathetic smile. “I mean… I guess I could let you stay in the guest room,” he said slowly. “You’d have to help out around the house, of course…”

Josh couldn’t believe what he was hearing—but what choice did he have? His lips quivered, his hands wrung nervously in front of his skirt, and after a long, silent pause, he gave the tiniest nod.

“O-okay,” he whispered, eyes cast downward. “I’ll… I’ll move in with you, Daddy.”

Mark grinned. “That’s a good girl.” He rose from the couch slowly, looming just a little too close. “Now… just one last thing.”

He turned to the drawer, pulling out a tiny pink chastity cage with a smirk. “Strip.”

Josh froze, lips trembling. “Please, Daddy… a-anything but that…”

But Mark just smirked, holding out the cage in one hand while the other rested casually on his hip. He didn’t say a word. He didn’t have to. The look in his eyes made it clear: Josh was going to obey.

Josh bit his lip, eyes starting to sting, but after a moment of silence, his hands moved. He turned slightly, trembling fingers finding the hem of his skirt. Slowly, hesitantly, he pulled it down, letting it fall in a soft whisper around his ankles.

Mark knelt in front of him. He held the cage in one hand, then reached out with the other to gently cradle Josh’s soft little nub.

Josh whimpered at the touch, trembling as Mark guided his tiny little penis into the cage like it was right where it belonged.

“Seems you were never much of a man to begin with,” he murmured. “Being my cute little sissy suits you much better.”

With one final motion, he slipped the last part into place and turned the key.

Click.

Josh blushed, unsure how he’d let himself become his landlord’s personal sissy, just hoping things wouldn’t get any worse.