Shemale Mistress - Free Story #11!

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Shemale Mistress

Tony turns 21 and decides to go party with his friends. Tony, with Bob and Chuck, (his college roommates) want to try out a bar on the other side of town - a new bar called "Desires" that they had heard a lot about, but never visited. The bar was known for wild and crazy parties. They also heard that some of the most beautiful women in town hang out there.

So they decide to go and have some drinks and hang out for a little while there. Tony starts to really celebrate, and drinks as much as he can, and the three of them dance with some girls, and are really having a great time. Tony notices that the room is starting to spin, and he feels kind of numb. Bob and Chuck are ready to leave, but he says he'll take a taxi home, he is having such a great time, and it is his 21st birthday.

Then something incredible happens, he turns and there is the most stunningly beautiful woman he's ever seen before in his life. She's statuesque, about 30ish, with long red hair almost down to her perfectly shaped ass. She's wearing all black - a vest that pushes her beautiful breasts up into a cleavage he could lose himself in. Leather boots, a shiny leather mini skirt and fishnet stockings with spiked heels. He senses a strangely alluring quality about her. He steps towards her to introduce himself, her eyes lock with his and he feels weak in the knees. She says her name is Sasha.

They drink together in the dim lit bar, share a sensuous dance. Tony can't control himself - he finds his hands starting to roam, but is quickly put in check by Sasha. There is something about this girl, something forbidden, that makes her all the more enticing. There is certainly a strong attraction. Mustering up as much courage as he can, Tony asks Sasha to go home with him. Sasha looks him over and raises one eyebrow skeptically, and finally says, "I think you'll do, but let's go to my place, it's closer." Tony's excitement grows as he follows Sasha to her home.

When they get to Sasha's house.... which is a dark bungalow tucked away from the main traffic of the highway...Sasha leads him into a darkened room, and tells him to lay down on the bed. As he turns to do so, she adeptly slips a pair of shackles onto both of his wrists, then pulls on a rope, lifting his hands into the air, against the wall. Before Tony can even begin to struggle, Sasha secures the rope tightly, almost too tight, and then ties up his feet and legs as well. Tony is beginning to get nervous, and hopes that it's all a part of a joke that Bob and Chuck had worked out with her in the bar beforehand.

"What is this?" he asks her, "Is this a joke?" Sasha doesn't answer, she just smiles slightly and seductively at him. He struggles against his bonds. "What are you, crazy?" he shouts louder at her. She moves towards the bed slowly, moving her hands over her full breasts, then beginning to unbutton her vest. "No, and do not speak until you are spoken to." Sasha tells him sternly. His eyes widen as he begins to realize that this is serious. A small fear begins in his head, will she kill me? Yet he can't help but goggle at her as she releases her perfectly shaped breasts, the nipples hard. He swallows nervously. "What are you going to do to me?" He whispers. Suddenly he feels a sharp sting on his leg. She cracks the whip in the air above his head. "I told you not to speak!" She shouts. She moves closer to him and starts to undress him, her nipples brushing his face and body as she removes his clothes. "You must do what I tell you, or I will have to hurt you." She whispers to him, her lips brushing his ear. He nods, what else can he do? His leg still hurt from where she hit him. She places a hood over his head, and everything goes dark, yet he can still feel her soft body against him, smell her musky perfume, and in spite of his fear, his dick hardens. Sasha backs off immediately, "Did I say it was okay for your dick to get hard?" She asks him. Afraid to speak, he shakes his head. She slaps his dick hard, and he shouts out in pain. "Bad boy." She says, then moves back to him, and starts to caress him gently. He is helpless to anything she does.

Tony cannot help but to succumb to her gentle touch. Even though he's tied up, he still has a man's feelings, and it takes everything in him not to blow his wad while she caresses him and kisses him all over his body. Her lips are so soft, and her hands are cool and wonderful. Suddenly he feels a cock sliding across his exposed neck. "What the..???" he shouts, and for that she squeezes his own member painfully. "Shut up slave, and suck my fucking cock!" She yells. Wait a minute. HER cock??? His hood was roughly pulled off his head, and he saw Sasha, beautiful gorgeous Sasha, standing before him, a huge dick standing tall between her curvy legs. Tony is shocked. He had heard of shemales before, one of his buddies at school told him about them, but he had never seen one. At first he is shocked and not sure quite what to think. Yet he cant get over how great looking she is. His dick throbs even harder. Yeah, he is straight, but damn! Sasha moves closer to him, until her dick is touching his lips. "Suck me off slave." She purrs, pressing the head harder until he opens his mouth. At first he gags on it, it is so big that it is hard for him to breath. He feels her put her hand on the back of his head, to pull him further down the shaft of her cock, and he lets her. This is a new experience for Tony, and he starts enjoying the feel of her cock on his tongue and in his throat. She moans softly and slowly fucks his face. Everything starts moving faster. Sasha bucks her cock in and out of his mouth in a quicker pace. Suddenly, she cums. He feels her spunk shooting down his throat, and he swallows dutifully, actually liking the taste of it. She cums in gobs and Tony, well Tony was feeling pretty good.

Sasha backs away from Tony, he gasps for air, smiling to himself. She walks to his right hand and releases it from it's bonds. "Jack off for me." She says to him. "I want to see you cum." He obliges by grabbing his throbbing cock and stroking it quickly. He is so hot that it only takes a moment before he feels himself let go. His cum shooting almost to the ceiling. He is breathless. Sasha moves back to him, and kisses him roughly on the mouth, her tongue shooting in and out like her cock had, like she was fucking his mouth with her tongue. He kisses her back, sucking on her tongue roughly. She stands up and starts to untie him. "It's time for you to go slave." She tells him. "You did your job well." He doesn't answer her. He just leaves that dark room and walks back onto the street. He thinks about the experience, probably something he wouldn't repeat. Yet he often finds himself fantasizing about Sasha as he makes love to other girls that come along in his life.

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