“Have you ever dated anyone you played with?”
“No.”
THWAP!
******
The creamy skin of Ellie’s ass was now a bright, burning red. She’d be feeling this whipping for days - which seemed to be what she liked, considering straps were her favorite impact toy. Michael looked forward to seeing her reaction to the rubber strap, which was much harsher. His cock, already rock hard, jerked at the thought of her screams.
She had easily fallen into a headspace to deal with the leather strap, even as he heard the tears in her voice with every answer she gave. Her pussy was soaking wet, swollen to his touch whenever he stroked her, and his cock throbbed every time he touched her, aching to be inside of her. The contrast of the pale skin of her back against the bright red of her ass was fucking gorgeous, and he could feel the heat coming off her skin whenever he moved forward to touch her.
“What’s your favorite color?”
Ellie’s giggle was effervescent, her answer coming in almost a sing-song manner. “I can’t say or you’ll stop whipping me.”
Michael chuckled. “You haven’t had enough?”
She shook her head, peeking over her shoulder at him, her eyes glazed over with lust. The eyeliner she’d been wearing earlier was running down her cheeks along with her tears, and her cheeks were flushed pink. The movement obviously made the chain tug on her nipples, and she squeaked as she whipped her head back around again, but the one look had been enough to tell him where she was mentally. Nearly at sub space and probably not going to say her safe word even if she was nearing her limits.
“Three more questions, Ellie.”
“Yes, Michael.” Her words were a little slurred, but she sounded so relaxed, so happy… pain and pleasure drunk probably.
“Did you ever think about me after high school?”
“All the time,” she admitted, her hips lifting slightly in anticipation of the strap. “You turned out even hotter than I imagined.”
He flicked his wrist, catching her on the underside of her ass and enjoying her sharp cry of pain in response. A shiver across her skin as she leaned forward, panting, told him she was probably close to cumming soon. It would only take a stroke of his finger… but not yet.
“Why did you ask me for a club contract?”
“Trust you,” she said, her words slurring again a bit.
Second to last stroke. Right across the center of her ass. He heard the sob in her voice as she whimpered and knew they were getting near his limit even if they weren’t approaching hers - although he was pretty sure she couldn’t take much more of a beating on her ass without regretting it tomorrow. But the stroke was definitely a reward, because he was touched, right down to the center of his heart…
“Why wouldn’t you talk to me before the chorus concert?”
“I…” She sucked in a breath. “Don’t know how to do relationships and…”
“And?” he prompted after a moment.
But she shook her head, pulling herself against the bars and away from him.
“It’s okay, Ellie,” he crooned, soothingly. He ran his hand over the flaming curve of her ass, feeling the heat pulsing against his palm. “You earned your reward.”
THWAP!
He aimed for the backs of her untouched thighs, and Ellie screamed as her head snapped back, a choked sob working its way out of her throat. The strap had left matching marks on her pristine skin, bright pink and painful. This welt would fade faster, but the initial pain was more.
“Ow.. ow…” she muttered, readjusting her position, taking deep shuddering breaths as the pain worked its ways through her system.
“What color are you, Ellie?”
“Green, Sir,” she said immediately, forgetting to call him Michael, but he wasn’t going to punish her for the infraction. She was so far gone into the scene, into the pain, she was on automatic. Her bright red bottom pushed out slightly; not much, but as much as she was able with her hands secured to the bars and her nipples clamped and holding her in predicament bondage. By now the pain would be sweet agony, keeping his little masochist’s orgasm right on edge. “Fuck me, please… please, fuck me, Sir.”
It was the sweetest plea he’d ever heard, and one he was happy to fulfill.
Finally.
