Whitey Winn One Shots

Ma'am

Whitey was struggling, he had been since she arrived. Sherrif Mcnue had brought in this girl apparently she was wanted for some train robberies on the east line. But that wasn't what whitey was struggling with. God damn she was beautiful, a sexy little lady. The moment whitey saw her he was convinced she walked right out of his fantasy, and being the only young guy In a town full of old ladies and kids was... Making him more than a little desperate. Just looking at her in the cell he was struggling to think straight, keeping a hand under the desk as he rubbed his pants almost trying to jerk off through his pants as he looked at her.

Y/n didn't notice or at least didn't seem to care sitting on the bed in the small cell separated from the main sheriff's office by only the iron bars. She wore an off-the-shoulder blouse and a long blue skirt picking at her nails in boredom after the sheriff went home some hours ago leaving her just with the deputy whitey Winn. Who she noticed kept looking at her but tried ignoring it.

Whitey's eyes drifted back to Y/n, his gaze lingering on the curve of her neck. He shifted uncomfortably in his seat, trying to appear nonchalant despite the growing bulge in his pants. "So, Miss... uh... what's your name again?" he asked, attempting to sound suave but coming across as awkward instead. He stood up, walking over to the cell door and leaning against it, his arms crossed over his chest. His eyes roamed over her face, drinking in every detail.

She met his gaze noticing how he looked at her, "Y/F/N." She answered "Or just Y/n" she said her eyes briefly noticing his hard-on

Whitey's face flushed, and he quickly looked away, pretending to examine the lock on the cell door. His hands were shaking slightly as he tried to compose himself. "Oh, uh, nice to meet ya, Y/F/N," he stuttered, his voice barely above a whisper. "Or, uh, Y/n, yeah." He cleared his throat, trying to regain some semblance of composure. As he glanced back at her, their eyes met again, and Whitey felt a jolt run through his body. "I mean, can I get you somethin'? Water or maybe a blanket?"

"I'm fine thank you," She nodded,

Whitey's eyes lingered on her face, his mind racing with ways to get closer to her. He took a step back, trying to appear nonchalant, but his eyes betrayed him as they continued to drink in the sight of her. "Alright, well, I guess I'll just...check on things then," he muttered, turning away from the cell door and making his way towards the office area. As he walked, he couldn't help but sneak glances back at Y/n, his heart pounding in his chest. He knew he shouldn't be feeling this way about someone who was supposed to be locked up, but he couldn't help himself. When he reached the counter, he leaned against it, running a hand through his messy blond hair. His eyes drifted back to the cell, where Y/n was watching him with an unreadable expression. "Miss Y/n I uhh need to do a little check just uhh come up to the bars okay?" He told her quickly grabbing some handcuffs secretly,

She did as he asked coming up to the bars

Whitey quickly locked her hands into the cuffs leaving her unable to move from the bars

"What did you need to check?" She asked

Whitey's eyes locked onto hers, a sly grin spreading across his face, "Just makin' sure you're secure," he drawled, He leaned in close, his breath hot against her ear. "You know, for your own safety."His fingers brushed against her wrists, "I don't want anything happenin' to you while you're under my care," whitey couldn't resist any longer his hands moved inside the bars grabbing her ass,

"Hey!" She protests

But whitey was on another planet. His fingers dug deeper, squeezing her soft flesh as he moaned softly, his eyes rolling back in his head "Oh, God...you feel so good," he whispered, his lips inches from her ear. He pressed himself harder against her, his erection straining against his pants as he ground against her.