Day 04: Degradation / Omorashi


Disclaimer: This one was also saved from ye olde drafts. Might even be older than the last one. Same disclaimers apply here lol

“O-Olive, dear…I don't think I can hold it in much longer,” Bobby’s voice cracked as he pleaded with the woman.  He never thought he'd be in this position— bound by his own necktie to a chair in the bedroom of Prosecutor Olive Dixon-Cox after drinking what seemed like gallons of water.  A smirk spread across her face as she straddled his lap.

“That's the point, silly!” she said, shifting her weight to his groin.  He winced.  His bladder was painfully full and felt like it would burst at any second.  The normally sober prosecutor was really enjoying herself as she watched him grow more and more desperate for release.  At this point, it was taking one-hundred percent of his willpower to keep from soiling himself, and her grinding on his lap didn’t make matters any easier.  He loved this woman, but he still wasn't accustomed to her idea of foreplay.

“Just relax, baby,” said Olive as she unfastened the buttons of his shirt.  “You don't have to be so uptight…”

The cool air on his skin made the urge to go even stronger, though he didn't understand how that was even possible.  Her arms wrapped around his neck and her lips began to grace his face.  He tried… He tried so hard to ignore her advances and keep his mind on keeping himself together, but each kiss felt so good against him.  The second her mouth finally met his, he kissed back with as much force as he could, leaning in to chase her soft lips even as she rose to her knees.  Her fingers tangled in his dirty blonde hair, holding him in place to deepen the kiss.  Bobby was in absolute bliss.  Never had a woman made him feel the way she did.  He was so distracted by their kiss that he hadn't noticed her hand gently rubbing at his crotch.  He shuddered as relief came over him, accompanied by warmness spreading across his lap.  The moment his eyes blew open in realization, Olive abruptly ended the kiss and climbed off his lap.

“I-I…” Bobby stammered as his face grew red.  She plucked his sunglasses off his face so she could see the welling in his eyes— tears of embarrassment and arousal.  A haughty laugh dominated the room as she slid the sunglasses on her own face.

“Oh, my God.  You're a fucking mess, Bobby…  Look at you!  Look at that piss stain on your clean white pants,” Olive purred, running a hand through his hair before stealing another kiss.  She let her lips linger on his for a moment, then parted to push his sunglasses onto her head.  Her dark eyes stared directly into his wide ones and she whispered, “You look so fucking hot right now.”

Her lips roughly claimed his again before he could allow himself to process how a woman so hot could have preferences so unconventional.  It hardly mattered anymore.  In spite of his humiliation, his cock was hardening against the damp fabric.  This, too, did not go unnoticed by her.  Her hand cupped him and began stroking him through his soiled pants.

“Does this this turn you on?” she asked.

Bobby couldn't form a coherent answer, he just nodded eagerly.  That was good enough for Olive.  She sunk down onto her knees in front of the chair.

“You piss like a fucking racehorse,” she laughed as she saw the puddle dripping from the chair and pooling into the marble.  She began to undo his belt, planting kisses on his thighs as she did so.  She shimmied the soaked trousers down his legs and let them drop to his ankles.  “Hung like one too.  Goddamn.”

If wasn’t as red as his top before, he certainly was now.  The words she spoke, the way she looked at him as she traced his erection through his soaked boxers…  It was overwhelming.

“You're such a good boy.  Have I ever told you that, Bobert?”

He didn't reply, save for his breath hitching from her touch.

“Such a good, good boy…”  Her thumb rubbed the head of his clothed cock, coaxing a whimper from him.  “What on earth are you doing hanging around with dirty prosecutors like me?”

Olive tsked and freed him from his boxers without removing them completely.  She then sat back on her haunches, taking in the sight of her thoroughly debauched detective.  Messy hair, glossy eyes… Flushed cheeks covered in lipstick…  Sweating, soaked, and half-dressed.  He was a true work of art.

“You look so cute right now.”  She couldn’t help but laugh to herself at the wicked thoughts swimming in her head.  “What if I just left you like this?”

“No!” he blurted.  “P-Please, Olive!”

A devilish grin spread at his outburst.

“Please what, Bobby?” she asked.

“P-Please…  Please don't leave me like this,” he said.  “T-That's not… That's not just.”

“Aww… It wouldn’t be, would it?  Can’t have that.”

Olive shook her head and leaned forward to run her tongue down the length of his cock, savoring the salty tang before taking it into her mouth.  Bobby threw his head back and groaned in relief.  His wrists pulled against the tie binding them, wishing he could free himself for a chance to take hold of those silky scarlet waves and force her to take more of his length.  Instead, he just lifted his head to watch helplessly as she sucked him at her own leisure.  The pace she set was driving him mad.  Though he tried to control himself, he thrust into her mouth suddenly, causing her to gag on it.  Even with her mouth filled, he swore he could still see a smirk on her face as she looked up at him through her lashes and tried her best to take more of his length.

“O-Olive, I'm g-gonna,” he tried to stammer.  She rubbed his thighs and quickened the pace. 

With a thunderous moan, he released his hot white load in Olive’s mouth.  She did her best to swallow every spurt, but some excess still managed seep out the corners of her mouth.  She came off of his cock with a soft pop and wiped her mouth with her arm.

“Th-that was incredible…” he panted.  “You’re incredible.”

Olive huffed in amusement and rose to her feet.  He was greeted to an eyeful of her cleavage as she reached behind him to remove the tie from his wrists.

“Clean yourself and this up,” she said, gesturing at him and the floor before turning on her heel.  “I've got more plans for you tonight, Fulbright.”