Rent Due (6/7)

After the party, things spiraled fast.

Each morning before class, Josh found himself pinned against the door, mewling helplessly into Mark’s mouth—soft, lingering kisses that left him trembling and breathless. Other mornings were worse: he'd be on his knees, glossy lips stretched wide around Mark’s thick cock, drooling mindlessly as Mark guided his head up and down with slow, teasing control. At first, he’d suck frantically, desperate to finish quickly so he could rush off to class—heels clicking, skirt swishing high around his thighs as he stumbled across campus, cheeks blazing.

But the longer it went on, the more he lost himself—kisses dragging out, his lips working slower, deeper, lingering around Mark’s cock like he couldn’t bear to let it go. He started showing up late. Then later. Sometimes, he’d miss an entire lecture altogether—lazily swallowing Mark’s delicious load, glancing at the clock only to realize too late that he’d missed the whole class... cheeks burning as the humiliation sank in.

He wasn’t even bothered by the outfits Mark made him wear now. Somewhere along the way, the shame had dulled into routine. Short skirts, lace panties, glossy stockings—it was just normal now. He slipped into whatever Mark had picked out without thinking. This Saturday, it was the usual maid outfit—cute, black, and barely covering anything—paired with sheer white stockings and a familiar pair of heels as he moved through the apartment, dusting, tidying... waiting.

The moment he heard the door unlock, Josh felt his stomach flutter. He scrambled over instinctively, heels clicking frantically on the floor as he minced to the entryway, already sinking down to his knees, lips slightly parted in silent expectation just as Mark stepped inside.

“W-welcome home, Daddy…” Josh mewled softly, voice shaky.

“Well, look at you,” Mark drawled, smirking as he shut the door behind him.

Mark’s fingers moved casually to his belt, then his zipper. Josh leaned forward without even thinking, kissing the head of Mark’s cock as it appeared, leaving a soft smear of gloss behind before eagerly gliding his lips down the thick shaft, bobbing back and forth in smooth, practiced strokes.

Mark watched him silently, eyes heavy with hunger as Josh worked, the soft, wet sounds of his lips gliding up and down filling the hallway.

Josh felt him twitch. Just a few more seconds. He knew Mark was close—he could taste it. He bobbed faster, greedier, desperate to finish, desperate for that thick, hot release down his throat.

Instead, Mark slipped his cock free with a slow, teasing pop from Josh’s lips.

Josh whimpered, confused, lips wet and pouting, eyes wide and hungry as he looked up helplessly.

“Not yet, princess,” Mark murmured, smirking as he spun Josh around without warning. “Daddy’s got something else in mind.”

Josh gasped, eyes widening in surprise as his tiny maid skirt flipped up, exposing his smooth, pantied ass. His confusion only lasted a moment. He felt Mark’s cock press against him, thick and hot, and he barely managed a breathless, “W-wait—” before the thick head pushed inside, stretching him open.

The first thrust stole Josh’s voice. A sharp, broken moan escaped him as his knees wobbled in his towering heels. His body betrayed him instantly—hips pushing back, heels clicking helplessly as he rocked into each savage thrust, his whole body shuddering.

“Fuck! Yes! Harder! Oh my god, don’t stop!” he cried, panting, voice ragged.

Mark’s grip tightened on his hips, dragging him back hard, bottoming out with a deep, satisfied grunt as he pumped thick, hot spurts deep into Josh—his cock twitching, load after load flooding his helpless little maid. Josh’s whole body jolted, nerves fried, his tiny, useless cock dribbling weakly down his thigh as he came, legs shaking in his heels as he sagged helplessly in Mark’s grasp.

His mind melted, his body trembling, as he gave himself up completely… nothing left but Daddy’s helpless, filled little sissy.