One Night in New Haven

The thrusting slowed down, but Kira's mind continued to race.

She couldn't speak. She couldn't see. She couldn't move. Darren had taken care of all that. But she could still think. That hadn't been taken away from her.

Not yet, anyways.

Another thrust and, this time, Kira couldn't hold it in any longer. Moaning, she pushed against the ropes that held her in place. Her cock was as hard as his, but she knew she would get no relief.

Not this time.

She felt Darren's hand close around her throat. Breathing was a privilege, of course, and she had lost it. Kira struggled harder, but the bulging cock inside her ass just grew larger.

Another thrust, another moan, another attempted breath.

The ropes dug into her wrists and ankles. Darren had tied them too tight -- he probably meant to.

Darren removed his hand from her throat and wrapped it around her cock. He was teasing her. And it worked. She could feel the pre-cum leaking out; it was the only lube she would get for this hand job.

Darren stroked her cock in time with his thrusting. She could feel the tension building. Soon...if he would just keep going.

A slap across her face and twisted nipples signalled the hand job's sudden end. Kira moaned again, this time in pain. Her breasts, already tender from estrogen, seared from the twisting motion of Darren's finger.

She felt Darren's weight shift as he pressed himself against her ample body.

"Ass or mouth?," he whispered into her ear.

She couldn't answer. The choice was entirely up to him.

"Mouth, I think," came Darren's breathy reply.

She felt his cock fall out of her ass and his hands fiddle with the straps on her ball gag. As soon as the gag fell from her mouth, his cock slid in to take its place.

She could feel her throat tightening around his cock head. She gagged; Darren didn't pull back. Her lips closed around the shaft, carefully hiding her teeth, as Darren began to thrust.

Quickly, she felt his cock spasm as her mouth filled with cream. Darren kept going. Kira swallowed.

Her job was done, and she relaxed into her restraints.

***

They'd met online.

Kira's personals post had been simple and direct: "Dom Me."

She'd provided the usual details in the body of her listing, of course.

23 years old. White. 210lbs. 6" cock. 44B breasts. Experienced. Open to anything kinky.

She'd received a barrage of replies, most of them useless. The men who inhabited sites like that had plenty of fantasies, but typically little ability to make them come true. They wanted a fuck-toy. She was ready to be one. But only if her Dom knew what he was doing.

Darren's message stood out right away.

"I can add you to my stable," he began, "if you're up for the challenge."

"You wouldn't be the first trans woman I've trained. I know how to milk that little clit of yours until you're begging me to stop; how to reward you with the pain you crave; how to make you need my Dominant touch.

"If you're for real, meet me at The Ordinary speakeasy on Chapel Street, tonight at 7:30pm. Dress for the occasion. --Master Darren."

Kira felt her cock twinge as she read Darren's message. It was almost 4:00pm already. If she came now, she wouldn't have much in her for the night's performance. "Damn," she thought; "he's already started edging me."

Kira replied right away. A photo of her naked curves and hard dick, and a simple message: "Yes, Master."

As 7:30 drew nearer, Kira went to her closet and picked out her one black cocktail dress. Her wardrobe was sparse; the financial demands of her university education made sure of that. But she had this, and it was fire.

She slipped into a lacy black thong and matching bra. Her dress was short--too short for respectable company. So she pulled out a strappy girdle and a pair of back-seam thigh-high tights. These would drive him wild, she knew. And she wanted him undressing her with his eyes as soon as she walked in. That way he'd be undressing her with his hands soon enough...

She snapped her attention back to her clothes. If she thought about what she wanted to happen that night, what she needed to happen that night, she would be creaming her thong before long--and she needed it to stay clean, for now.

Kira slipped into the cocktail dress. It was aptly named, she thought--she would be offering Darren both cock and tail. Running her hands along her curves, Kira smoothed out her lines.

Kira took her time with her makeup. Putting extra effort into her eyeliner, she drew pronounced black lines across her lids and added subtle but distinctive wings to each side. For lipstick, Kira chose a bold red with staying power--she wouldn't want to leave bloodlike streaks on his cock when she inevitably went to town on it later.

She was ready. She hoped he was, too.

***

Kira sized Darren up immediately when he slid into the seat across from her at the bar. He was tall, dark haired, handsome, and some 20 years older than Kira was. Probably a professor, Kira surmised; he had a certain air of intellectualism about him, and of power.

They didn't skip the banter--a good sign, Kira supposed. If he was going to be the one to finally break her in, she wanted there to be a natural connection.

And within an hour of Darren buying her a drink, Kira was in the passenger seat of his car being driven back to his posh Victorian-style home in East Rock.

***

Kira lifted her arms as Darren wrapped a rope around her ample breasts. Moving quickly, he pulled the rope taut, not caring that it dragged across Kira's naked skin as he did so. The rough skin of Darren's hand contrasted with the silky feel of the ropes. Kira loved the feel of them both.

Around and around the rope wrapped, with Darren repositioning Kira roughly as often as he needed to. Soon her chest was bound in a pentagram harness, Kira's breasts bulging from the knots tied above and below them.

Kira made no effort to break her fall when Darren shoved her face-first onto the bed. Nor did she strain when Darren grabbed her arms and pulled them harshly behind her. But she did let out a little yelp when the ropes bit into her wrists as Darren tied them together.

Her head jerked backwards. His hands were deep in her hair and pulling hard. Kira moaned--a mixture of pain and delight.

She felt his knee push up against her already erect cock and press into her balls. With a little gyration of her hips, Kira ground herself into his still-clothed leg. She closed her eyes, losing herself in the moment, when a sudden pain between her legs brought her back to reality. Darren had thrust his knee into her balls, hard.

This was what she wanted, Kira reminded herself, as Daren pulled back before slamming his knee into her balls a second time. This was what she needed.

Eyes open, she caught a glimpse of the blindfold for a moment, and then her vision became nothing at all.

And as Darren grabbed her bound wrists from behind her and mounted them strappado-style to the hook hanging from the four-poster bed, Kira let herself drift into the current of the night.