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“Bend over.”
The way he was positioning her had her looking out the big tinted window down onto the club floor. They were far back enough that she couldn’t see everything, but she could see a good portion of the far side of the club. Someone was being whipped. Someone else was being spanked. Another someone was being tied up with ropes and lifted into the air.
Emily shivered as her body pressed against the cool, hard wood, drinking in the sights of the club. She was sure Daddy had positioned her facing this direction for exactly that reason. The flimsy skirt of her slip was flipped up and over her butt, baring it completely—not like the silky lingerie would have been much protection, but being totally naked from the waist down had a psychological effect that couldn’t be denied.
“I almost forgot this pretty little bottom was plugged right now,” Daddy said, tugging on the base. Emily squealed at the sensation as her ring stretched slightly, then clenched, her automatic reflex trying to hold it inside her. He twisted it, sending a pulse of pleasure through her, her pussy spasming emptily. “Good. As soon as I’m done spanking these cheeks a nice, hot pink, Daddy’s cock is going in this cute little ass.”
“Oh God…” She shivered at the thought. Even though it was exactly what she wanted, it was still scary.
“No… oh, Daddy,” Daddy corrected.
That was the worst Dad joke ever, and she would have said something, but his hand came down hard on her butt, and she shrieked at the sting.
“Ow!” She started to buck up, but his hand was already there, pushing her back down, flattening her breasts against the wood beneath her. It didn’t deter him one bit as he kept spanking her with crisp, firm swats that made her squirm desperately between the hand holding her down and the hard desk.
The hot pain flared across her senses as pleasure pulsed through her when she clenched around the plug. The spanking felt different with the plug inside her, big and intrusive, and feeling more so as her muscles reacted to the slaps raining down on her upturned cheeks. The heat and sting were growing with every swat, making her pant and whimper—though she didn’t squeal again now that she knew what to expect.
“Owie, owie, owie,” she started chanting as Daddy’s hand came down on already heated flesh, making her even hotter. When he moved his hand down to her sit spots, she squeaked in reaction. Those spots hurt so much more, the sting amplifying… yet when he ran his hand over her pussy, she could feel how swollen and wet she was.
“Next time you need help, are you going to ask for it?”
“Yes! I already learned that lesson!” She gripped the sides of the desk hard, panting as he stroked her wet folds, quivering from the switch in sensations from pain to pleasure. Her body was struggling to tell the two apart, the painful heat turning to a simmering stew of arousal as he played with her, teasing her.
“Just making sure to drive it home since you kept part of the story from me.” He gave her pussy a little spank, not nearly as hard as he’d been spanking her butt.
She cried out at the hot sensation. The area was much more sensitive, and the stinging burn made her dance in place, her clit throbbing from the impact of his fingers.
He spanked her pussy again, and she writhed in place against the table as she panted for breath, the erotic pain rippling through her in waves.
When he gripped the base of the plug and pulled, she moaned, her muscles automatically clenching to try to keep it inside even as her excitement rose. Freshly spanked, her pussy throbbing, and in the office of a real BDSM club… losing her anal virginity here would go far beyond any of her fantasies. It was hot as hell, as well as somewhat terrifying. The plug eased out of her, leaving her feeling so very empty.
“I’m going to fill this pretty little ass and make sure you know who you belong to.” Daddy’s words were accompanied by another swat to her already seared cheek.
Emily squealed at the unexpected sting. She panted, holding herself in position, able to see some of him in the reflection on the glass… like a shadowy figure moving behind her, working his hand over his cock before placing the tip at her entrance.
Emily’s breath caught in her throat. His tip was much bigger than the plug’s. No tapering here—just a thick, hard, blunt rod pushing into her, stretching her open.
Pressing her forehead against the cool wood of the desk, she shuddered, her toes curling as Daddy’s cock forced its way past the tight ring of her sphincter. The plug had gotten bigger and bigger until she’d finally gotten past the thickest part, and her ring had been able to close around the nook between the bulb and the base… but there was no nook now.
The mushroom head was as close as it got. She felt it push past her entrance, but his shaft was nearly as thick, giving her straining ring absolutely no quarter. He barely had the tip of his dick inside her, and she already felt full to the brim. She wasn’t sure if he’d put some extra lube on his cock or if she was still just slick from the plug, but he had no problem pushing past her clenching muscles.
“Good girl, that’s it. You feel so good around Daddy’s cock.” He groaned as he thrust in deeper, rocking his hips forward, his hands coming down on her hips to pin her to the desk as he slid inside her.
His words sent a tremor through her. The discomfort was nothing compared to the pleasure she knew she was giving him… in fact, it made it better.
She wanted to be held down, used, to whimper from the sting, and be ignored while Daddy took her ass hard. The pain, his dominance, was more than just physical. It danced around in her brain. Something about his cock sliding in where nothing was supposed to enter made her feel so acutely submissive, so completely helpless.
Then he rocked back, withdrawing to just the tip, and the sensation felt like nothing she’d ever experienced. Her fingernails clawed at the desk beneath her as she writhed, her breath stuttering. It felt like a wave receding, but inside her, and there was nothing she could do about it as it drew back while she remained pinned in place.
It only lasted for a moment before he was thrusting back in, sliding deeper this time. Emily cried out as her pussy spasmed in response. The rough stretch bordered on painful, even as pleasure throbbed through her.
“Daddy, it’s too big! It hurts!” She didn’t mean to say the words, but they came out anyway as she struggled on the edge of pleasure and pain. Deep down, what she wanted—what she really wanted—was to be denied.
And Daddy knew it.
“Take a deep breath, Sunshine. You can take it. Your ass was meant to take Daddy’s cock.”
Another withdrawal left her squirming and whining under his hands, then he thrust in again, this time sliding all the way home until his body was resting against her roasted cheeks. Emily moaned, shuddering and clenching around the thick cock that was now filling her completely. She felt so full, so submissive, so… possessed.
