Whores and Pimps
Chapter 3

Copyright© 2009 by Michele Nylons

Erotica Sex Story: Chapter 3 - Malcolm is the closet transvestite Michele who is yearning to come out of the closet and play. He organises the firm's fancy dress Xmas party using the theme "Whores & Pimps". The difference is that the men come as whores and the women as pimps. Michele gets blackmailed, seduced, raped and gang-banged as the night progresses. Then she goes home to tell her sister all about it only to find her sister has a penchant for trannys.

Caution: This Erotica Sex Story contains strong sexual content, including Ma/Fa   Fa/Fa   Ma/Ma   Consensual   NonConsensual   Reluctant   Rape   Coercion   Blackmail   Drunk/Drugged   BiSexual   Heterosexual   TransGender   CrossDressing   Incest   Brother   Sister   BDSM   DomSub   MaleDom   Spanking   Rough   Humiliation   Sadistic   Gang Bang   Group Sex   Oral Sex   Anal Sex   Masturbation   Petting   Sex Toys   Water Sports   Exhibitionism   Voyeurism   BBW   Foot Fetish   Leg Fetish   Prostitution  

Michele pulled at her bonds, struggling and wriggling on the bed trying to break free for a few minutes until she realised that she was securely tied and had no way of escaping. Ellie sauntered over to the bed and looked down at Michele,

"Well honey, looks like we have you just where we want you; I think we are going to start to really have some fun now," she sneered.

Michele opened her mouth to scream and Ellie slapped her face hard. Michele's face was jerked to one side with the force of the blow and her eyes watered with the pain.

"Look bitch, you can try to scream all you like, but if you do I'm going to invite my friends here to smack you around a bit as a prelude to whatever else they're going to do to you. And once they've done that we can gag you if you still insist on making a fracas, although I'm sure they have better ways of stuffing your mouth, so shut the fuck up or wear the consequences," Ellie threatened.

Realising that resistance was useless, Michele lay still and contemplated the circumstances in which she now found herself. She had already seen Ellie and the fat cop who she had encountered earlier in the evening; she wondered who else comprised "we" Ellie had spoken of; she looked around to see who else was in the room. There were three other men sitting at a table drinking. Their chairs were turned towards the bed and they had obviously been entertained by the performance provided by Ellie fellating the cop while they waited for Michele to come around.

They were rough looking types, dressed in jeans and T-shirts; solidly built and appeared to be in their middle forties. The men were talking amongst themselves in gruff voices; their language vile and littered with swearwords. Their eyes glistened as they looked hungrily at Michele tied to the bed.

"I won't worry too much about formal introductions Michele if you don't mind. You met my friend here from the local constabulary on your way to the party earlier in the evening, and I suppose it's fair to say you've known him only briefly but certainly intimately," Ellie smiled cruelly.

"These other three gentlemen are also aficionados of special ladies like ourselves; that is to say they have a penchant for attractive transvestites; and they particularly like a little bit of, shall we say, extremism when it comes to sexual encounters."

"They are very close friends of mine, and over the years I've been able to sacrifice quiet a few 'virgins' to the altar of their desires; if I might wax poetic," Ellie went on.

"Most of the girls I have lured into their clutches have left having eventually enjoyed the encounters; a few have not; but none have ever been a position to complain. So I suggest you just relax and enjoy what I am about to allow you to experience; if nothing else you will at least leave this room enlightened as to what two transvestites and four hungry mature men can accomplish in the way of sating their appetites." Ellie finished.

Ellie turned to the three men who had been eagerly watching and listening to her explain the situation to Michele, like a pride of lions watching their wounded prey. Their eyes glittered in the darkened room as they feasted with wanton lust on the bound transvestite. Michele's miniskirt had ridden up when she had struggled at her bonds and her luscious nylon sheathed legs were exposed right up to the tops of her thighs and her red satin panties peeked from under the hem of her skirt.

"Gentlemen, meet Michele. Michele, meet the gentlemen," Ellie introduced them sarcastically.

"As for you, my law enforcing accomplice; you can sit over there on the lounge and I will keep you suitably amused whilst Michele and our three comrades entertain us." Ellie sauntered over to an overstuffed lounge which had been positioned beside the bed.

The three men rose as one and sauntered over to the bed and they looked down and surveyed Michele tied to the bed. They stared at the middle aged whore; her black leather miniskirt rucked up around her waist from her struggles, her red lace garters clipped to her black stocking tops; legs spread wide and her ankles tied to the bed just above her black high-heeled sandals; her red painted toenails visible through the diaphanous nylon. Michele's leopard-skin print nylon blouse was opened at the top displaying her red satin brassiere.

Michele's face was framed by her brunette wig the lighter tints highlighted in the lamplight, her heavily mascaraed eyes peeked from under her fringe, emphasised by her blue and pink eyeshadow. Her rouged cheeks and ruby red lipsticked lips were accentuated by her pale foundation and face powder. Michele's earrings and necklace glittered in the dim light.

One of the men noticed her anklet glittering and reached out and caressed her ankle and then slowly ran his hand up her leg to her stocking top, stopping briefly to play with her garter strap and then continued up her thigh until his hand rested on the front of her panties.

"She's wearing pantyhose under her panties and stockings guys; looks like this whore will need to buy a new pair tomorrow," he chuckled to the others.

Michele wriggled as she felt the man's hands on her leg and panties.

"Hold still now honey; Michele is it? My friend is going to untie your legs and if you give us any trouble; well Ellie has already explained what we will do," he threatened.

Michele felt the bonds on her ankles loosen and then her ankles were free; she tried to close her legs but the man who had untied her legs now held them wide apart and pushed her ankles down on the bed.

"Keep her like that Joe; if she moves or makes a sound belt her one," said the man who had his hand on her thigh to the man holding her legs down.

Then he and the other man started to undress; they dropped their clothes where they stood and kicked them away into the centre of the room. One of the naked men then relieved Joe of his task and Joe shucked out of his clothes so that all three of them were now naked. Michele strained her neck up off the bed and saw the three men standing around the bed with their erections standing proud under their round bellies. She started to cry and the man named Joe slapped her once across the face.

"Keep quiet bitch; last warning! Next time you will get a proper belting," he growled.

"Fuck she looks good," said the man who had stroked her legs, "can I fuck her first?"

"I think that's only fair Steve," Joe replied, "I fucked the last trannie that Ellie got for us first. You ok with that Bill?"

"Sure," Bill answered, "I'd prefer a blow job before I fuck her anyway."

Michele's head was spinning; she knew that resistance was futile, maybe she could reason with them?

"Look, Bill, Joe, Steve; what about if you untie my wrists and just let me go? I won't tell anyone about this honest. You've had your fun now so the joke's over; come on guys let me go," Michele Begged.

All three of the men standing over Michele, the fat cop, and Ellie laughed in unison.

"You silly cunt; we ain't joking; and we ain't letting you go; and I'll let you into a little secret Michele; you won't be telling anyone about what happens here tonight."

"Are you really going to admit to being a transvestite? And anyway who you going to tell; the police? Our friend Bob over there is the police you dumb cunt!"

"And I gotta let you into a little secret; our real names aren't Bill, Joe, Steve and Bob. Sure you know that Ellie is Eddie but Ellie saved you when you got drunk and passed out at the party. She was your saviour and friend tonight in front of all those witnesses; do you really think anyone is going to believe that she took you up to her hotel room and gave you to four men to have their way with? It's just ludicrous!" Joe lectured Michele.

"Now shut the fuck up and you take what we give you and you won't get hurt; like Ellie said you might even enjoy it," he finished.

"I know how to shut her up," Bill said and bent down and began to kiss Michele on her painted red lips.

Michele felt Bill's tongue invade her mouth and attempted to move her head out of the way but it was useless, he continued to kiss her, the taste of whisky and cigarettes on his breath. She felt one of the men; Joe she figured as Steve had hold of her legs, untie her wrist and grip it firmly. He moved her hand down and then she felt her hand come into contact with his erect member and she tried to flinch it away.

"Don't you fucking well make me hurt you bitch; you take what I give you and don't even think of hurting me down there," Joe growled.

Michele wrapped her fingers lightly around the rubbery fat cock and placidly held it there. Joe held her wrist and began to slide his cock in and out of her loosely clenched fingers. He looked down at his thickening member wrapped in Michele's hand, her red painted fingernails accentuating her delicate fingers, and groaned. He swayed back and forth on his heels and fucked her hand.

"Oh yeah; wank that cock baby! Wank that cock!" he moaned.

Michele felt her other wrist being untied and when her right arm was freed it was placed over Bill's shoulder and she left it there, limp, so that she held him in a faux embrace. Bill sat on the bed as he continued to kiss Michele and he felt her start to respond. Gently at first, she tentatively slipped her tongue into his mouth and then when he pressed his lips harder against her lipstick painted mouth, she kissed him back passionately.

Michele was becoming aroused despite the fact that she was being forced to participate in their debased game. Bill's kisses were deep and exciting; she responded despite her feeling of abhorrence and used her free arm to embrace him. Instinctively her right hand clasped onto Joe's cock and started to slowly masturbate him. She felt her fingers slide along the sleek hard shaft and then over the spongy bulbous head; she manipulated the sensitive area at the bottom of glans and heard him sigh.

Bill lifted his face from hers and Michele reluctantly allowed him to escape her embrace. He bent down and kissed her lightly on her lips and then both eyelids.

"God you are one pretty whore," he whispered into her ear.

Michele became more excited and felt her own cock hardening inside her satin panties. Bill shifted position so that he was kneeling on the bed, his groin next to Michele's head. She offered scant resistance when he turned her head towards his erect member and rubbed it on her lips. Michele opened her lips and skimmed her tongue across the head of Bill's penis. Bill pushed forward and his glans slid over her lips and into her warm wet mouth; he rocked back and forward and pushed his cock in and out of her mouth; fucking Michele's oral cavity as her lipsticked lips clamped on his shaft and her tongue lashed at his cock-head.

Michele couldn't help herself; she was enjoying playing the role of a whore; sucking Bill's cock whilst she stroked Joe's cock with long slow strokes. She enjoyed the feeling and taste of the hard member in her mouth, unlike the fat stubby cock of the cop, this cock was long, sleek and the secretions that leaked from the eye of the penis were sweet. The cock in her hand was also long, but thick and veiny; she loved the silky feel of the skin of the shaft contrasting with the spongy feel of the head.

Then she felt Steve's hand under her skirt start to stroke her own cock through the layers of her satin panties and pantyhose. As the satin of her panties rubbed against her nylon encased cock it sent small shocks of pleasure shooting through her. Then she felt Steve move onto the bed between her legs as he continued to stimulate her through her underwear. She was startled when she felt Steve's other hand push aside the crotch of her panties and a finger probe at her anus through the nylon gusset of her pantyhose. She wriggled a little but she found the finger stimulating.

Michele could not believe that she was becoming an active participant in her own rape; she was enjoying it, she couldn't stop the raging desire that coursed through her. She sucked on Bill's cock and used her free hand to stroke the shaft as she slobbered over the head of his cock, alternately kissing, licking and sucking at the fat cock-head. Her other hand slid up and down Joe's member, varying between squeezing it and then running her red painted fingernails gently up and down the shaft and under his balls.

Steve was mesmerised by Michele's nylon sheathed legs; he manipulated and caressed Michele's hardening cock through her knickers and with his other hand he stroked her stockinged calves and thighs. Steve straddled Michele's right leg and began to hump her thigh. Then he lifted her leg and worked his cock into the silky furrow behind her knee; he groaned revelling in the soft sensations in his cock as he slowly worked his penis in the gossamer nyloned crevasse behind her knee and thigh.

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