Tears ran down Talia's cheeks as she felt Alec's cock push against the back of her throat. She squirmed against him, feeling like she might be sick at any moment, but between the metal cuffs securing her hands behind her back and his hand held firmly against the back of her head she had nowhere to go. She shuddered, gagging on his length until he at last pulled his dick from her mouth, strings of cum and saliva bubbling from his head to her lips as she coughed and spluttered between trying to catch her breath.
"Better," he growled, with a grin.
"Fuck you," she gasped, blinking away her tears.
He snorted before slapping her across the face. "Manners," he hissed.
She sneered at him, her cheek stinging pleasantly where he had struck her. If this was the first session of their weekend away, she was fairly sure she was going to be bruised all over by the end of it.
He stood in front of her, stroking his cock as he looked down at her. She wondered how she must look, naked but for her white stockings and suspender belt, her makeup running down her cheeks and her lipstick smeared over her face. No doubt her hair was a mess as well. The thought of it made her lips twitch in a smile. So much for the beautiful and pure Princess of Everdale.
"Come here," he ordered.
She grunted as he tugged sharply on the chain attached to her collar, forcing her to shuffle on her knees across the hard stone floor to the mattress in the corner of the cell. When she was there he pulled a length of chain from one of the ring hooks near the ceiling and attached it to her cuffs, pulling the chain back through the ring to force her arms up over her head so that she had to arch her back and spread her legs to keep herself balanced on her knees.
"What are you?" he asked her.
She bit her tongue, aware that her ass was dangerously exposed in her current position, yet curious as to how far she could push him. "The Princess of Everdale," she said defiantly.
Something cracked against her ass and she realised, as she yelped in pain, that he was holding a riding crop.
"Try that again," he growled.
"Mmm," she moaned, burying her face in the mattress. "I'm the Princess."
He brought the crop down on her ass again, just as she had wanted him to. Pain spread across her cheek but though it made her cry out in pain there was pleasure there too.
"You're a slut," he told her. "Tell me you want me to fuck you."
"Yes," she moaned. "Yes I want you to fuck me."
The crop came down twice more, scoring burning welts on each of her cheeks in turn.
"Please," she cried, screwing her eyes shut. "Please fuck me, Sir!"
"Better," Alec muttered. "I'll fuck you, Princess. But the question is, where shall I fuck you?"
Her eyes snapped open as he ran the leather tip of the crop gently over the lips of her pussy.
"Shall I fuck you here?" he asked, before sliding the leather head between her cheeks, "Or shall I fuck this pretty little ass of yours?"
She whimpered at the thought. She had let Alec use butt plugs on her before and had enjoyed the experience but his cock was significantly bigger than any of the plugs they had used so far.
"I think we have a winner," he said as she whimpered beneath him.
"Wait!" she cried, struggling uselessly against her restraints. She flinched as she felt him splash lube onto her ass and begin to massage it between her cheeks, his finger circling her hole. For a moment she considered telling him to stop, knowing that if she asked him he would, but she couldn't deny that she wanted to know how it felt and her pussy was already insanely wet at the thought of being fucked in the ass.
She felt him kneel behind her, his cock resting between her cheeks as he held her ass in his hands, his fingers digging into her skin. She whimpered as he pulled her cheeks apart to expose her asshole and then inhaled sharply as she felt his head rest against it.
"What are you?" he asked her again.
"A slut," she said, her voice quiet.
"And what do you want me to do?"
She bit her lip, screwing her eyes shut once more. "I want you to fuck my ass."
He smiled, squeezing her ass reassuringly as he began to push his cock into her ass.
She breathed in sharply, her wrists straining against her cuffs as he inched into her. Her ass felt like it was on fire, her hole stretching reluctantly to let him in to the point that she felt it might tear. Her mouth opened in a cry but the only sound that came out was a little gasp of pleasure as he finally slid into her.
He held her steady, his hands on her hips as he allowed her to adjust to the new sensation. She felt full in a way that she never had before and though her ass hurt it also felt incredible. He gave her hip a squeeze, and she nodded to the unspoken question, gasping again as she felt his cock began to gently ease back and forth inside of her.
"Oh fuck," she breathed. "Oh fuck!"
Alec grunted, beginning to increase the pace of his thrusting. She felt him lean forwards to ball his hand in her blonde hair, dragging her head back off the mattress as he drove into her from behind. Tears rolled down her cheeks as she moaned at the ceiling, her ass feeling as though it was on fire with every thrust of his dick even as she felt an orgasm build within her.