Page 29 of A Man After Midnight

“It’s not just a fling, Caroline.”

“I know.” She bit her lip. The words “I don’t want this to end” echoed in her mind. She longed to say them.

But she didn’t.

He took her hand and led her from the piano bar. They didn’t say a word as they made their way back to his room. Once inside, he kissed her almost savagely, as if he couldn’t get enough of her. As if he wanted to devour her. His tongue swept in, meeting hers, dominating. He roamed his hands over her body, bringing it alive, sensitizing each nerve to a sizzle. The delicate material of her dress ripped as he hurried to bring her skin into contact with him. The buttons on his shirt flew as he tore it off his body.

Caroline became as frantic as he, helping him, not even minding that her dress turned into a puddle of disregarded silk. She pulled on his shoulders, nipped the skin on his neck. Licked each nipple until he turned the tables and threw her down upon the bed.

Wren pulled her hands over her head and then used one hand to hold them in place. Up and down his lips trailed her skin, taking each nipple with his teeth, biting just hard enough to elicit a gasp then sucking until she arched in pleasure. He repeated the same on the other nipple, back and forth until her head thrashed and her pelvis thrust upward to either throw him off or invite him closer.

While he played with her breasts, his other hand ran down her body to find her clit. He teased the small bundle of nerves while a finger found the entrance of her pussy, dipping in to tease the inside.

“Please,” she moaned.

Then he moved his fingers, dripping with her juices, to the tight opening of her anus. Caroline stiffened.

“Wren…”

“Do you trust me, Caroline?” He growled the question, gazing deep into her eyes.

Did she?

All the times he had asked her that question a part of her had hesitated. But as she stared into his eyes, she saw a glimpse of the same fears that troubled her reflecting back and she realized that for all his self-confidence, he was just as wary as she about giving into the emotion that arched between them. And then the answer came to her, simple and straightforward, and she finally understood why she had always hesitated before.

“Yes.”

If possible, the lust in his eyes darkened even more. He gently eased into her back hole, massaging and working the sphincter until she relaxed enough for him to push a third finger in.

“You’re so fucking tight, Caroline,” he groaned into her ear. “I want you in every way possible.”

Caroline felt her body swelter at his words. The splendid euphoria that had gripped her now evaporated as she tensed at the intrusion to her ass. No one had ever taken her there before, and she wasn’t quite sure what to feel about it now. She forced herself to relax, because he wanted this, and truth be told, it was something she could give him. A different part of her sexuality, one she had never thought to explore before, excited her now.

Then he withdrew from her body to flip her, and she tensed once more. He settled his lips on the back of her neck and started to kiss down her back. All the way down, until he reached her lower back. His hands pulled her onto her knees, keeping her head down.

He separated each cheek, but before embarrassment could engulf her, she felt his mouth on her asshole. The first lick made her squirm. The second lick felt like a tickle. But on the third, his fingers found her clit just as his tongue darted in. The double penetration sensation nearly made her fall apart. His fingers matched his tongue, both finding a rhythm that pitched her higher and higher until she cried out.

He withdrew and she heard the rustle of a condom wrapper before his rock hard cock pressed against her tender anus. She held her breath and waited.

“Relax,” he whispered. “I’m going to make sure I don’t hurt you.”

He pushed in a little at a time, taking his time as he sank past the tight ring and then further into her ass, until he had sheathed himself all the way. He took a moment, hunched over her back, to take in deep breaths as a shudder wracked his body.

Caroline moved a bit, discovering that far from feeling uncomfortable, she actually felt full in a completely different way than traditional sex provided. He moved, began to pump in and out, bringing his huge cock almost all the way out of her ass before shoving back in. She grunted with each thrust and his thumb found her clit again, rubbing it in time with his thrusts.

“Oh!” She moaned.

“Am I hurting you?” He paused as he waited for her reply.

“No, please!” She begged and wiggled her ass. “Keep going, please!”

She pushed back against him, the pain lessening with every thrust. It never fully went away, but it gradually subsided to a burning that actually intensified the clitoral stimulation. He traveled a hand up her back, fingers splayed across her spine as he pushed her further down on the bed. Her back arched as her ass went higher in the air. He left her clit, instead grabbing her hips and giving her a moment to adjust to the new submissive posture before notching up the pounding into her ass. She curled her fingers into the bed’s blankets as her forehead dropped down, submitting.

She panted, arching back into him as much as he leaned into her. He pulled her back hard onto his cock, using his hands to manipulate her movement. Each thrust slammed deep, his balls banging out a staccato rhythm against her clit. Deeper and deeper he went, harder and harder she took it, loving the way he was losing control.

“Rub your clit,” he grated in her ear. “Make yourself come, because I’m not going to last.”

She obliged, reaching between her thighs to touch herself. It didn’t take long for her own pleasure to spike.

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