'Nathan' sells out Sebastian

Sebastian was an average guy. However, he loved watching sissies having sex. So when his friend Nathan texted him to tell him that the hot new strip-club in town had a sissy he had to see to believe, he grabbed his keys and hit the door. When he got there a girl with a gorgeous face was waiting for him a beautiful smile painted across it.

“I’ve been waiting for you Sebastian, Nathan told me alll about you.” She brought her arms together clasping her hands between her legs and pushing he breasts up out of her tight top.

This couldn’t be the sissy, could it? Sebastian tried to sneak a peek at her groin. He was met full **** by her gaze, staring up into his eyes. He couldn’t look away, Natalie bit her lower lip and leaned in closer resting one hand on his chest as she pressed herself against him. Her other hand trailed up his leg before cupping his stiffening erection.

“I need you Sebastian. Right here, right now.”

She turned and started to grind her ass into his groin as she slipped the straps of her tight dress off her shoulders. She faced him again her generous bust swaying seductively as she shimmied from side to side her dress moving lower with each gyration. As the dress cleared her hips it fell to the floor exposing her tiny cock. Sebastian’s mouth fell open, one of the most beautiful women he’d ever seen was a sissy? Natalie’s lips curled into a perverted grin, she knew Sebastian had no chance of resisting her body. She turned on her heels bent over and started to shake her big firm ass in his face. “If you aren’t fucking me in 10 seconds I’m leaving...10” she threatened.

She had made it to 1.5 by the time Sebastian had disrobed and managed to slide his hard dick into her. “Mmmmm good boy, much better.” She lilted, placing her hands on her knees and curving her back. Then she let loose. She twerked her hole up and down his cock like a machine, tightening herself around his girth. Her tight hole milked the cum out of him in two minutes flat. She pulled herself off of him with an audible ‘pop’ and smiled at him kissing his lips tenderly resting her forehead against his. She walked away swaying her hips wide as his cum started to leak out of her and down her long legs. She turned to see him standing still dumbly and gestured him after her.

They stepped into the Mistresses office, Sebastian still naked from the waist down.

Mistress: So good to finally meet you Sebastian. I’ve heard you have a soft spot for sissies.

The mistress noticed cum seeping down Natalie’s leg, she stepped forward towards Sebastian a frown appearing on her beautiful face.

“Oh no no no Sebastian. Did you fuck one of my bitches?”

Sebastian panicked at the mistresses’ tone and weakly tried to shake his head, No. But Natalie stepped up proudly bending over and gaping her asshole to show the sticky evidence “He sure did Mistress!”, she pouted “But he didn’t get me off.”

The Mistress: Sebastian you come to my house, you fuck my gurl! You don’t even have the goddamned courtesy to make her cum! Now, what am I to do with you. A boy without manners...

Mistress unzipped her catsuit letting her erection free as she berated Sebastian, she walked up to him and slapped him across the face with her cock. He stood frozen by his fear of this woman and the oddly hypnotic quality of her cock. Mistress pulled him into a kiss sliding her tongue across his before pushing him back and spitting in his face. She placed her hands on him and turned him around “Now eat that ass and finish what you started.” Natalie’s smile beamed between her legs as she gripped her ankles and Sebastian walked over to obey.

Mistress: Now I’ll teach you how to behave.

She slid her cock across his back, then drew it back lining up against his asshole. She leaned in giving it to him inch by inch. His muffled moans drifted from Natalie’s ass. The Mistress fucked him good and deep, but slow. She waited until she saw Natalie’s tiny cock dribble a pathetic couple of drops of semen before she gave it to Sebastian proper. Hard, fast, and deep she thrust into Sebastian stimulating his prostate and filling him with hot cock. She pistoned into him until she’d had enough, until he was her bitch, and then she came. His legs became long and sexy. His ass expanded and turned into a bubble butt. His penis shrank. His belly slimmed down. His hair grew longer and turned blonde. Slutty permanent make-up appeared on his face. Samantha was born.

Samantha: Ohh my God! Thank you Mistress for making me so hot!

Mistress: No problem sissy, I made you smarter as well. You will work in marketing and accounting. It’ll be easy since we don't worry about money here. I have everything you need. Now show me that big ass of yours!

After mistress fucked Sam's brains out. She got her some clothes, red and black plaid professional, but still vaguely slutty. Sam also got a cute pink cockcage. Now Samantha works as a dancer and marketing manager at The Edge. She loves her new life and job!

Converted: 7