#448 - Sissy Story 2 - Forced Entry

During the month of August i decided to post some interesting tails
about feminization, sissification and other erotic stories! this is the number 2
I hope you like it! ;)
enjoy!

Anna Malice

PS if english is not your own language try to translate the page by google language tools
inserting the address of this page!


Forced Entry

Danny sat at the bar of the Holiday Inn nursing his fourth double scotch, espousing to the man beside him the reasons why his company was the best designer and distributor of accounting software in the world.

Danny was a large man in his forties and was running to fat. He was dressed in a travel-weary navy-blue business suit, a crumpled white shirt now open at the neck, and a ratty tie. He was attending a convention for accounting software distributors at the hotel, and he mistakenly believed that the well-dressed black man to whom he was imparting his knowledge of software design and distribution was attending the same convention and that he gave a shit about what Danny had to say.

Danny was also complaining about his travelling companion and business associate Mike, who he said, spent most of his free time locked in his hotel room whenever they were on the road together.

"Unsocialable asshole!" Danny ranted on, "he hardly ever comes to the bar with me after we have finished for the day; he just heads for his hotel room and locks himself away for the night."

"Well screw him pal! Work hard and play hard I say!" Danny said through a cloud of boozy fumes.

Mike had his own reasons why he didn't like to socialise with Danny when they were on the road together. One reason was that in Mike's opinion, Danny was only a few drinks away from becoming a full blown alcoholic. The second reason was a closely kept secret.

Whilst Danny was in the bar getting drunk and boring to death the well dressed black man sitting beside him with stories of accounting software sales and criticising his travelling companion; Mike was sliding a pair of expensive sheer-to-the-waist pantyhose up his carefully shaved legs. Yes; Mike had a very good reason he didn't want to be anywhere else except inside his hotel room tonight. Mike was a closet crossdresser!

Mike; or Michele in his femme alter ego; liked to dress as a woman. She occasionally met with other crossdressers but this didn't happen very often, and Michele considered herself a virgin, as except for a little nervous foreplay with other crossdressers, she had not yet had a sexual experience whilst dressed as a woman.

When on the road Mike kept a travel bag hidden inside his suitcase. The small travel bag contained a skirt, blouse, high heels, lingerie, cosmetics, jewellery and a wig. Mike had become adept at packing the minimal requirements to transform into Michele inside the small soft travel bag and hiding it discretely inside his larger suitcase.

He sometimes had nightmares where one the 'Travel Nazis' who provided airport security screening inspected his suitcase and opened the travel bag and held up his female requisites for everyone in the airport to see whilst demanding to know why Mike had ladies clothing secreted in his suitcase.

Of course this had never happened, and it was highly unlikely to happen, but a little paranoia is common amongst most closet crossdressers.

So whilst Danny engaged the well-built black stranger in inane barroom prattle, Mike concentrated on transforming into Michele. She had already applied heavy makeup and fitted her favourite brunette bob wig. She smoothed out her nylons, carefully pushing her penis under her crotch so the gusset of the pantyhose would hold it there.



Michele stepped into a pair of red boy-leg satin panties and then pulled on a matching bra. Unable to bring her breastforms with her on the road, she stuffed the cups with balled up pantyhose; a poor substitute but adequate for the task. Next she slid a cream coloured nylon half-slip up her legs, exhilarating in the sensuous feel of the slip against her hosed legs, and adjusted it so that the hem rested about six inches above her knees.

She didn't really need to wear the slip as a foundation garment but she loved the feel of the slip against her hosiery and panties.

Michele buttoned up a teal coloured satin blouse, cursing under her breath because even after all this time dressing as a woman she still had difficulty with the buttons because they were on the opposite side to a man's shirt. She stepped into a navy-blue A-line skirt; closed the zip and adjusted the waist. She smoothed out the skirt so that the hem sat just below the hem of her half-slip. The skirt had a kick pleat in the rear and her slip would show but as she was spending the night alone that didn't really matter.

She slid her feet into a pair of black leather four-inch high-heeled pumps and opened up the small cosmetics bag and took out the small bottle of Poison; her favourite perfume. She sprayed herself liberally with the scent and giggled as she sprayed a couple of squirts under her skirt. There would be no one to appreciate it of course; but Michele liked to dress as feminine as she could.

She adjusted her makeup; applying another coat of plum-red lipstick. If she was at home she would use her favourite 'Estee Lauder Pure Color' two-coat long-lasting lipstick; but on the road, regular lipstick sufficed and was a hell of a lot easier to remove. She clipped on gold earrings and a matching necklace, bracelets, and rings on three fingers of each hand. Then she reached down and fastened a gold ankle-bracelet around her nylon-sheathed ankle.

Although Michele was dressing purely for her own pleasure, she liked to look as femme as possible and paid attention to detail. Of course at home she would wear a garter belt and stockings instead of pantyhose and paint two coats of nailpolish on her toe and fingernails, but on the road, with the ever-present chance of being disturbed, she made sacrifices so that she could quickly wash off her makeup and get out of her clothes if she had to. She was also limited by how much space she had in the travel bag.

Occasionally Michele had met up with other crossdressers whilst she was travelling; usually at their house or at a different hotel than the one she was staying in with Danny; but these occasions were very rare and mostly she just dressed, surfed the net for transgender websites and sometimes fired up her webcam for some online fun. The evening usually ended with her masturbating whilst fantasising about being with another crossdresser or; very rarely, she might jack off on the webcam at the request of another crossdresser.

Michele eyed the small bottle of nailpolish lying unused in the cosmetics bag with regret and then she reached in and grabbed it.

"Fuck it! I'm going to do my nails." She said to herself as she sat down on the bed and poured herself a gin and tonic from the minibar and prepared to paint her nails.

Michele rarely painted her nails when she was on the road as it was very risky if she had to leave the hotel room in hurry. Washing off her makeup and shucking out of her femme clothing could be done in a few minutes but removing nailpolish took time. She didn't have room for nailpolish remover in her small bag so she would have to clean off the nail polish with vodka from the minibar which could take quite some time to do properly.

Also Danny insisted they book adjoining hotel rooms and it was not unknown for him to return to his room late at night drunk and hammer on Mike's door insisting that Mike join him for a drink. A few times Mike, fully dressed as Michele, had had to shout some made up excuse through the closed door as to why he couldn't join Danny for a drink.

Michele sat on the bed and carefully painted her fingernails with a single coat of plum-red nailpolish. 'Important that a girl's nailpolish and lipstick match,' she thought to herself.

Half an hour later she was seated at her laptop computer, her body illuminated by lamplight in the darkened hotel room, chatting online with other crossdressers and transmitting her image via webcam to a Yahoo chatroom whilst also surfing transgender websites.

She didn't realise that events were about to unfold that would change her life forever.

At the same time that Michele made the decision to paint her nails, the well-built, well-dressed, black man decided he was going to rob Danny.

The black man's name was Ronnie and he was carefully dressed in the business suite so as to look like any other businessman at the hotel bar; but he was in fact an accomplished thief and robber. His accomplice, Jermain, waited outside in the car. Ronnie's modus operandi was to befriend a gullible businessman at a hotel bar, drug him, and then pretend to help the businessman to his room, where he and Jermain robbed the unconscious victim of everything worth stealing.

Ronnie looked around the bar, and certain that no one was watching, he emptied a small vial of powder into Danny's drink. The strong sedative instantly dissolved and within a few minutes of Danny returning from the toilet and gulping down his drink he was unsteady on his feet and feeling incredibly sleepy.

"Let me help you pal," Ronnie said, sliding a strong arm around the fat drunk and guiding from the noisy bar to the elevators in the foyer.

"What room are you in?" Ronnie asked Danny, and when Danny answered Ronnie flicked open his cell and called Jermain.

"We're on! Room two one four; see ya'" Ronnie said into his cell and snapped it shut and put it away.

Danny was now at the pint where he could hardly stand because of the combined effects of the booze and drugs and Ronnie struggled to hold him upright in the elevator while he rummaged through Danny's pockets until he located his hotel room key.

When the elevator door opened Ronnie struggled with Danny to room 214, he opened the door and then pushed Danny onto his bed where he immediately began to snore. Ronnie adjusted Danny's position on the bed to make sure he could breathe and then stole his wallet and cash from his pockets and took the expensive gold wristwatch off his wrist. There was a knock at the door and Ronnie went to the peep-hole, and seeing Jermain standing outside the hotel room, he opened the door and let him in.

Within fifteen minutes Ronnie and Jermain had bundled up everything of value that Danny had with him in the hotel room and had stuffed it all into Danny's expensive luggage, they were about to check that the coast was clear so they could leave the room when Danny began to recover.

Being a large man, Danny's tolerance for drugs and alcohol was a lot greater than Ronnie had estimated and now he was regaining consciousness. He sat up groggily on the bed, saw his room had been ransacked and his luggage packed and figured out what was happening.

"What now?" Jermain asked Ronnie.

"Fuck it! We gag him; tie him up and fuck off," Ronnie snarled.

Jermain pulled a small pistol from his pocket and pointed it at Danny as he sat up on the bed.

"Don't fucking move man or I'll shoot you full of holes!" Jermain barked at Danny.

"Help!! Mike; for fuck sake help me!!!!!" Danny screamed at the internal door adjoining his and Mike's rooms.

On the other side of the door Michele heard Danny's muffled cries and assumed that he was drunk and looking for Mike to join him for more booze. Michele walked over to the door carefully on her high heels and yelled through the door.

"Go to sleep Danny; I'm not interested in getting you any drunker!"

She then went over to her the minibar to pour herself another gin and tonic, cursing at Danny under her breath.

Jermain stuck his pistol in Danny's face.

"One more word mother-fucker and I'll blow your brains out!" he said.

Danny stopped yelling and sat morosely on the edge of the bed groggy with the effects of the booze and drugs.

Meanwhile Ronnie was thinking to himself that maybe he could turn the situation around to their advantage. Danny obviously had a travelling companion in the other room. Maybe they could get 'two for one'! By entering the other hotel room via the adjoining room door they would not have to draw any undue attention to themselves by going out into the corridor.

Ronnie walked over to where Jermain was guarding Danny.

"Who's in the other room?" he asked menacingly.

"It's Mike; you know, the guy I was telling you about. My business associate," Danny answered, his eyes locked on the pistol only inches from his face.

"Aw come on guys; you cleaned me out and I won't tell the police what happened; I'll say that someone broke into my hotel room while I slept and robbed me. I can claim all this shit back on my insurance but leave Mike alone man," Danny begged.

"Fuck that! Get over to the door and start knocking fat boy!" Ronnie ordered as Jermain waived the pistol indicating for Danny to get off the bed and get over to the door.

"It won't do any fucking good man; Mike won't open the door. He'll think I'm drunk and looking for a drinking partner," Danny whined.

"Just knock on the fucking door and tell your buddy that two guys have a gun in your face and will shoot you unless he opens the door. You tell him that if he doesn't open the door right now that we'll shoot you and then kick the fucking door down anyway!" Ronnie growled.

Danny wobbled over to the door and did as he was told.

Mike stood at the door adjoining rooms 214 and 216 in absolute terror and shock. He couldn't believe this was happening to him. He didn't want to open the door under any circumstances. The fact that he was about to robbed was inconsequential to the fact that he would be found dressed as a woman. But if he didn't open the door his friend could be killed and the robbers might kick the door down anyway.

"You got fifteen seconds to open the fucking door or your partner gets his brains blown out!" Ronnie hissed through the door impatiently.

Michele made a split decision and flicked the catch on the locked door and then rushed across the darkened room and stood flush against the wall quivering in fear.

Depressing scenes of humiliation flashed through Mike's head. The robbers, and even Danny, laughing when they found him dressed as a woman; the stares and sniggers of work colleagues back at the office; the secretaries knowing smiles and muffled giggles when he walked past. And then eventually the boss would call him in and fire him; saying: "Sorry Mike but we just can't employ a salesman who wear's skirts and makeup," and then breaking down into uncontrollable laughter.

The door opened and Danny entered the room with Jermain close behind him using him as a shield; the gun pressed into his back. Ronnie entered behind them and they stood just inside Mike's room looking around in the gloom.

They saw a mature, heavily made-up woman wearing a short skirt and high heels standing against the far fall; the scent of her perfume permeated the room.

"No wonder the fucker didn't want to let us in; he's got a fucking hooker up here!" Ronnie said.

"Where's Mike?" Danny asked incredulously, thinking that he knew now why Mike would never come out of room; because liked call girls!

The woman just stood there, dumbfounded.

"Where's Mike hiding; you cunt? You better tell us or Jermain here will put a cap in fat-boy here and then empty the rest into you!" Ronnie threatened.

Michele started to sob, her voice husky.

"I'm Mike," she whispered.

"I'm Mike but I'm also Michele," she mumbled.

"Jesus fucking Christ Jermain; she's a fucking trannie!" Ronnie exclaimed.

The three men stared incredulously at the sexy mature woman who was trying desperately to press herself into the wall. Ronnie kicked the door closed and locked it.

"Get your arse over here bitch!" he ordered.

Michele cautiously walked over to the middle of the room. Ronnie reached out and snapped on the ceiling lights so that he could get a good look at her. There was no doubt that the men were looking a transvestite and not a real woman; but she still looked hot!

Their eyes roamed brazenly over her face and body. Her pretty hazel eyes, heavily made-up with lashings of eyeliner, mascara and eyeshadow; her cheeks rouged and lips painted plum-red. Her mature but attractive face framed by the brunette bob. Her body, slim by male standards, was large but generously proportioned for a woman, she filled out her skirt and blouse nicely. Michele's insistence on attention to detail emphasised her feminine sensuality: the nailpolish, the jewellery, the way the hem of her skirt caressed her thighs. The men glared wantonly at her silken hosed legs; their eyes roamed from her firm thighs to her high heeled feet. The smell of her perfume wafted across the room.

"Fuck Mike I can't believe it's you under that makeup; you look......well..............sexy!" Danny blurted out.

"Fuck yeah!" both Ronnie and Jermain said at the same time in agreement.

Ronnie felt himself becoming aroused as he blatantly ogled Michele, his eyes devouring her body. Jermain was also becoming stimulated, an obvious bulge growing in the front of his jeans.

Michele was slowly becoming aware of the men's interest in her. On some visceral level she was thankful that the men had not burst out laughing and ridiculed her for being a crossdresser and was even flattered that they found her attractive but on a conscious level she was deeply disturbed.

"Are you thinking what I'm thinking Jermain?" Ronnie said smiling sinisterly.

"Fuck yeah," Jermain replied, "I've never fucked a trannie before but this bitch is hot."

Michele felt her herself becoming feint; she was now absolutely terrified by the bizarre situation developing right here in her hotel room.

Jermain poked Danny in the back with his pistol and led him over to a chair and sat him down. He used Danny's and Ronnie's neckties to tie his wrists to the arms of the chair and stuffed a pair of Mike's socks in his mouth to gag him. Danny was very confused; the cocktail of drugs and alcohol was wearing off but was still having an effect on him; and seeing Mike dressed as a woman was just absolutely astonishing. He sat there in silence, breathing around the gag, gob-smacked at what was happening as Jermain sat down beside him covering him with the gun.

Michele wasn't stupid; she knew that she had no chance of fighting off these men, they were armed and they were dangerous criminals. She was a software salesman dressed as a woman. She had no chance! She made up her mind then and there to capitulate and hopefully get this horrible nightmare over and done with.

"Get over here bitch!" Ronnie ordered and Michele capitulated.

"We can do this the easy way or the hard way," he said, tracing a finger slowly down her body, starting at her painted red lips and stopping at the hem of her skirt.

"I know that underneath that makeup and sexy clothes you ain't a real woman but damn you look hot! So this is how it's going to work."

"You're going to take good care of me and Jermain; you're going to do whatever we want without complaint and then if you've been a good girl we're going to leave you and fatso over there still breathing." Ronnie finished.

Michele realised that these men were obviously violent criminals used to getting exactly what they wanted; quite prepared to take it by force if necessary.

"Ok," she whispered.

"You bet your sweet sexy arse ok!" Ronnie said.

"Now get your arse here and get to work bitch; I we ain't got all night."

Michele felt trepidation as she was pulled into Ronnie's arms and he kissed her full on the lips, sliding his tongue into his mouth, encircling her in his arms. Michele forced herself to relax as he sucked on her tongue, pulling her body hard against his but she was filled with dread as she felt his cock begin to swell against her body. Ronnie took Michele's hand in his and moved it between their bodies down into his crotch and grunted into her mouth.

"Touch it bitch; you know you want to."

Michele reached out and tentatively stroked Ronnie's tumescent member through his suit pants. It felt big and hard and although she was sure it was her imagination, it appeared to radiate heat through the thin material of his trousers. Ronnie's cock tented the front of his trousers and he gave out a little moan as Michele cautiously fondled him, her ruby-red fingernails scratched at the thin trouser material as she slowly and excruciatingly traced the outline of his cock.

"Take it out bitch," Ronnie panted into her mouth and then crushed her lips with his.

He was pushing his groin against Michele's body, trapping her hand between them, as she stroked the bulge in his pants. His tongue wriggled in her mouth; the taste of her lipstick and scent of her perfume further arousing him. He pulled his groin back from Michele's body and took her hand off his tented trousers and guided her fingers to his zipper.

Michele gulped and swallowed saliva; gasping around the tongue invading her mouth; she resolved herself. She had done a little heavy petting, 'girl on girl', with other crossdressers on vary rare occasions but she had never had the desire to have a sexual encounter with man. On some sub-primal level she was again surprised and flattered that she could get a man so fiercely aroused; but on a conscious level she was revolted at what she knew have would have to do next.

Ronnie impatiently tugged at her hand until she capitulated and slowly started to unzip his fly. The chafing sound of Ronnie's zipper opening sounded ominous in the hotel room; silent except for Ronnie's groans of pleasure and Michele's ragged breathing.

"Hot damn man this bitch is hot; I gotta get me some of that!" Jermain exclaimed.

Michele's fingers hesitantly explored the opening in Ronnie's flies and soon found sleek, hard flesh. She controlled her revulsion and wrapped her fingers around Ronnie's long thick cock and felt him shudder against her. She began to stroke him inside his pants, in the futile hope that he would climax before he made her do anything more degrading.

Ronnie broke their kiss and took Michele by the shoulders and eased her body away from his a little.

"Take it out; I want to see you take it out," he whimpered, his lust evident.

Michele's painted fingernails plucked at Ronnie's belt and a single, mascara-stained, tear ran down her cheek.

"Please don't make me do this," she begged, her resolve overcome by her despondency.

"Take it out bitch! You know what to do; you got one of these yourself!" Ronnie sneered.

"But I bet it ain't as big as my man Ronnie's though," Jermain piped in, further humiliating Michele.

Michele opened the waistband of Ronnie's trousers and his pants fell down around his ankles. His cock sprang upright between them; the tip of his purple glans glistening with silvery pre-seminal fluid, peeked from the hood of his foreskin. Ronnie's cock was enormous, at least ten inches long, smoky black and thick. His foreskin stretched around the bulbous glans. The dark turkey-skin of his scrotal hung down between his legs; a musky odour floated up from his crotch and invaded Michele's nostrils.

Michele gasped but Ronnie had no time for her theatrics; he took her hand and placed it on his manhood and watched as Michele gently wrapped her fingers around it; her ruby-red fingernails contrasting with dark skin of his ebony shaft. She slowly eased her fingers down the shaft, pulling back the foreskin, and exposed Ronnie's glossy purple glans. The musky aroma intensified.

Ronnie pulled Michele back against him and smothered hers sobs with a passionate kiss. She resignedly stroked Ronnie's enormous phallus, it stuck out from his groin between their bodies, throbbing in her fingers.

Ronnie enjoyed the fact that Michele was reluctant to masturbate him, the feathery feel of her fingers loosely caressing his turgid member was about all he could stand without coming. Michele didn't realise it but she was prolonging her own torment. If she simply gripped his penis and gave it a few hard strokes Ronnie would be unable to control his orgasm.

He reached down and firmly disengaged Michele's fingers from around his shaft.

"Don't wanna come yet honey," he panted into her mouth and then pressed his lips against hers again.

Ronnie pulled Michele's body hard against his again, enjoying the feel of his cock against material of her skirt. He held her body against his with one hand and his other hand slid down her body and rested on her buttocks. Michele's sobs were muffled by Ronnie's savage kisses, his lips grinding against hers and his tongue invading her mouth. Tears ran down her face causing her heavy eye makeup to smudge; giving her a 'panda look'.

Ronnie roughly fondled Michele's buttocks and the material of her skirt slid effortlessly across her plump rear, her slip slithering against her satin panties. The sounds of rustling of nylon and satin, and the smacking of lips and slurping tongues and the smells of perfume and the musky smell of sexual arousal filled the hotel room.

Jermain had put down his pistol and was slowly improving an erection standing out proudly from the flies of his blue jeans. Danny's eyes were bulging and he breathed raggedly around the gag in his mouth; a growing protuberance at the front of his trousers gave away his state of arousal.

Michele made one final supplication for mercy.

"Please........" she pleaded.

"Oh there's no need to beg honey; you're going to get it alright!" Ronnie snarled sarcastically.

Ronnie put a hand around her throat and hissed menacingly into her face.

"Jermain; if this cunt whines or bitches one more time you bust one of old Danny's kneecaps!"

Michele realised that her protests had gone too far and with all the resolve she could muster she forced herself to stop sobbing and resigned herself to her fate. She rationalised to herself that she only had to get through the next hour or so and then these barbarians would leave. As long as she and Danny were left alive they could deal with the emotional fallout from the experience in their own way. She was almost certain that neither of them would want to discuss with anyone else the exact details of what was happening to them tonight in this hotel room.

Michele made her mind go blank and she totally capitulated; anything these hoodlums wanted they could have, as long as they left her and Danny alive and uninjured.

Sensing Michele's acceptance, Ronnie pulled her body back against his and began to kiss her again, this time he noticed there was no resistance and that she was reluctantly returning his kisses, her tongue flicking against his. Ronnie's erection returned to full tumescence as he humped up against the front of Michele's skirt and scrunched her buttocks through the layers of nylon and satin.

He reached down the rear of her skirt and put his hand inside the kick pleat and then slowly started to lift her skirt up. Michele tensed but forced herself not to resist. When Ronnie had the rear of Michele's skirt hiked up he reached between their bodies and grasped the front of her skirt and hiked it up as well so that her skirt was rucked up around her waist.

Michele stood on her tiptoes, raised up on her high-heels, leaning slightly forward, her arms around the large black man, she hesitantly returned his kisses, her skirt rucked up around her waist, the hem of her cream coloured soft satin slip whispered against her hosed thighs as Ronnie rubbed the delicate material of the slip against her; caressing her tight pantied buttocks.

Ronnie's cock was now rubbing against the front of Michele's satin half-slip; sending waves of pleasure through his body. He reached down and lifted the hem of Michele's slip and draped it over his long thick cock. Then he took Michele's hand and guided it to his silken-clad member.

"Slowly," he groaned into Michele's mouth.

She understood what he meant and took the satin sheathed cock in her hand and softly squeezed it until she felt Ronnie buck against her; she ever so slowly began to masturbate him. She was surprised by the girth of his member and the by heat radiating from it as it pulsed in her hand. She masturbated him with long slow strokes, establishing a steady rhythm. Jermain moved his groin back and forth in time with her strokes, fucking her hand.

After a few minutes of intense stimulation Ronnie slowly started to walk Michele backwards until she felt the edge of the bed against the back of her legs. He pushed her down so that she sat on the edge of the bed her hand still stroking his enormous member still wrapped in the material of her slip.

Ronnie removed Michele's fingers from around his cock and her slip slid off his phallus and it stood out from his body, proudly erect, quivering inches from her eyes. Pulsing veins encircled the meaty black shaft and a silvery thread of pre-cum oozed from the eye of his glossy purple knob down to her lap, soaking into the gauzy material of her half-slip.

Michele dreaded what was coming next but knew it was inevitable. Ronnie put out a hand and pulled Michele's face towards his erection and thrust his hip forward until his glans touched her lipstick smeared lips. Michele tentatively flicked out the tip of her tongue breaking the string of pre-seminal fluid that hung from Ronnie's cock.

Ronnie gasped as Michele began to slowly lick his cock. She worked her tongue around the bulbous head until it glistened with her saliva and then she ran her tongue up and down the shaft concentrating on the delicate frenulum where the glans joined the shaft of his penis. Ronnie watched the attractive mature transvestite; her face somehow sexier with her smeared makeup, attend to his phallus with her tongue. He stood this for a minute or two but then became impatient and pushed his cock against her lips signalling his need.

Michele understood and resignedly took a deep breath and opened her mouth as far as she could, and allowed Ronnie's massive penis to push over her lips and inside her warm moist mouth. She concentrated on her breathing as about six inches of the purple headed invader slid into her mouth and then she began to gag.

Ronnie eased himself out of her mouth a little until she had her gag reflex under control and then he began to leisurely fuck her face. Michele submitted and stretched her lips around his shaft and slavered at his glands with her tongue; her aim now was to induce Ronnie's orgasm as soon as possible and get the ordeal over with.

Ronnie was close to coming but he didn't want to come just yet. But he was very aware that despite the fact that he and Jermain were totally control of the situation; that the longer they remained in the hotel room, the more the chance that something go wrong and they could get caught. He decided to finish taking his pleasure with the mature transvestite and get out while the going was good.

Ronnie pulled his cock from Michele's mouth with audible plop and it wobbled menacingly in front of her eyes.

"You better get over here Jermain if you want some of this!" Ronnie said to his partner kicking off his pants and shoes.

Jermain kicked off his shoes but remained fully dressed, his long thin cock sticking proudly out the front of jeans; the black shaft and glans glistening from the saliva he had used to lubricate it whilst masturbating as he had watched Michele fellating Ronnie.

"I'll be right there Ronnie my man; just let me fix things over here," Jermain said.

He checked that the bindings on Danny's wrists were still secure and then he pushed Danny's chair up to the edge of the bed.

"I can see you diggin' this whole scene dude, so you might as well get a good view of the show," he laughed.

Danny, securely strapped into the chair was puffing into his gag and his face glowed red with both exertion and lust. Danny's cock was a large fat lump tenting the front of his trousers and a small wet patch was spreading from it.

Jermain made a quick diversion to the ensuite bathroom and then came over and climbed onto the bed; kneeling at the top of the bed he flicked a small tube to Ronnie who caught it and looked at it; a smile spread across his face as he read the label: 'body lotion'. An acceptable alternative to lubricant, provided courtesy of the hotel he thought.

Michele's hung her head down and her body spasmed, shivering uncontrollably as she realised that the culmination of her degradation was eminent. She was absolutely terrified but subliminally relieved that this ordeal would soon be over.

Jermain put his strong hands under Michele's armpits and pulled her up the bed and then Ronnie helped turn her over onto her knees so that she was kneeling upright on the bed.

"Gotta have me some of that!" Jermain said, and pushed his face onto hers and began to kiss her passionately.

Michele, dazed and degraded, allowed her survival instincts to kick in and she responded in kind, kissing Jermain and suckling his tongue.

Ronnie moved onto the bed behind Michele, her skirt still rucked up around her waist, and admired the view: Michele's buxom arse clad in the red satin boy-leg panties and covered by the creamy satin slip, her legs encased in diaphanous nylon and feet shod in the sexy black pumps. He lifted her slip up out of the way and stroked her buttocks through her panties.

Ronnie eased himself further up the bed, pushing Michele's knees apart so that he could position himself between her legs with his large black cock resting on her panty-clad buttocks. He lifted the panty material away from her crotch and slid his cock inside so that it rested in the crease of her buttocks; the top of his penis covered by her satin panties the base rubbing against her sheer-to-the-waist pantyhose. He slowly rocked back and forth, dry-humping her.

Michele felt Ronnie's huge penis rubbing against her rear and realised that soon Ronnie would no longer be happy to dry-hump her and would try to penetrate her. The thought of that monstrous cock invading her virgin rear passage was horrifying and she made one last attempt to induce his orgasm. She pushed her backside out and began to pump back and forth in time with Ronnie's thrusts.

Jermain felt Michele's movements and broke their kiss so that he could see what was going on.

"Hot damn!" He said and pushed down on Michele's shoulders, forcing her down on her hands and knees.

Michele allowed her upper body to be forced down on the bed so that she was kneeling on her hands and knees with Ronnie dry-fucking her pantied arse and Jermain's erection bobbing inches from her face. Jermain pushed forward and Michele had no choice but to open her mouth and allow his cock to slide into her mouth.

Jermain was careful not make Michele choke or gag; he could feel her lips close around the shaft of his cock and her tongue flutter against his glans. So long as she capitulated, he didn't want her to choke and try to spit him out. He was happy that this mature white piece of arse was sucking on his hard cock and didn't want to spoil the sensations he was receiving from her attentions. He humped Michele's face slowly back and forth letting his climax slowly build.

Michele's movements were contributing to Ronnie's pleasure as he enjoyed the feel of her soft nylon-encased buttocks pushing back and forth along the underside of his member but knew that he couldn't keep this up for much longer. He guessed correctly that Michele was trying to get him to come before he could fuck her but he had other plans.

He quickly pulled his cock out from between her buttocks and squeezed half of the contents of the small tube of body lotion over his phallus and then lifted the gusset of Michele's panties away from her buttocks. He positioned the head of his penis against her puckering anal bud and pushed hard. His cock pushed the diaphanous material of Michele's pantyhose inside the ring of her sphincter until the material stretched and broke and his cock slid unencumbered deep inside her anal passage.

Despite the lubrication Michele screamed as at first her sphincter and then the walls of her anus stretched to accommodate the huge phallus invading her back passage. When Ronnie had eight inches of his cock buried inside Michele he stopped pushing and rested, his hands gripping her wriggling hips as she tried to expel his invading member.

"Keep still bitch; relax!" he ordered and slapped Michele on the buttocks.

Through the searing pain Michele knew Ronnie was right. The only way that she would be able to accommodate the huge organ inside her without excruciating pain would be to force herself to relax her rectal muscles. She concentrated on doing just that.

Robbie felt the vice like grip of Michele's sphincter and then her bowel muscles slowly relax. He pulled his cock out of her arse until just his glans remained inside her and dribbled the remaining body lotion over his shaft and then slowly began to fuck her.

Michele felt Ronnie withdraw and then slowly fill her again; this time the passage of his member eased by the lubrication provided by the body lotion. 'Thank fuck hotels provided such requisites,' she thought; imaging what it would feel like had Ronnie used no lubrication at all! Her back passage still burned and ached as Ronnie's cock raped her but at least the pain was now tolerable.

Ronnie grasped the side panels of Michele's panties and began to ride her like a rodeo rider, his cock slamming in and out of her pantyhosed encased buttocks. The fucking had ripped a large hole in the gusset of her pantyhose and the crotch of her panties was stretched loose by the constant assault.

Ronnie got into a steady rhythm pounding in and out of Michele's back passage and she progressed through feelings of intense pain and numbness; until miraculously; a feeling of fullness that was not unpleasant combined with small waves of pleasure emitting from a source just inside her anus.

Michele had read enough of this experience online to understand what was happening; Ronnie's penis was stimulating her prostrate gland, his shaft was also stimulating the sensitive nerves of her sphincter. She never dreamed that such feelings of arousal could come from her back passage. She felt her own cock, now freed from the confines of her ruined pantyhose; thicken in the front of her satin panties.

As Ronnie pulled at the waistband on the sides of Michele's panties as he rode her, thrusting back and forth against her, he was unintentionally stimulating her. Her panty crotch rubbed back and forth across her penis and Michele let out an animal groan from deep within her throat.

Jermain watched his accomplice rape this sexy white transvestite. He knew that he wouldn't be able to contain himself much longer when he realised the bitch was not only letting his colleague fuck her; she was enjoying it!

He lifted Michele's face to his erect penis and without any encouragement; she engulfed it in her mouth, her lips sucking at the shaft and her tongue feathering along the sensitive glans. He would be coming soon he realised; and he held Michele's head by the ears and began to fuck her face.

The two black robbers and sexy mature white transvestite got into sync; their thrusts orchestrated with Ronnie pounding himself in and out of Michele's soft sexy arse and Jermain plunging his cock in and out Michele's heavily made-up face. Michele rocked on her hands and knees in time with her rapists' thrusts; except technically they were no longer her rapists. She was enjoying it; and her own cock pulsed inside her panties as rings of pleasure travelled out from her back passage.

Michele felt her panties tear as Ronnie pulled her buttocks back hard against his groin; he pushed forward with all his might forcing every last inch of cock deep inside her. Michele pushed back against him as she felt stream after stream of hot semen fill her rectum. At the same time Jermain groaned and his cock pulsed in her mouth ejaculating a flood of semen that she swallowed as best she could.

Some of Jermain's spend dribbled past her lipsticked lips and ran down her chin and she could feel some Ronnie's issue seep past her ravaged sphincter and run down her thighs and soak into her pantyhose. Michele's own orgasm rocked her and she ejaculated; flooding her panties with hot semen.

Michele moaned around Jermain's phallus as it squirted the last of his load in her mouth; Ronnie and Jermain both gasped and groaned as they emptied themselves inside the white transvestite whore impaled between them. Ronnie could feel Michele's anal muscles spasm and her sphincter contract, milking him of his seed; whilst Jermain felt her lips slither and slide up and down his shaft while her tongue slathered at his glans extracting every last drop of his spend.

Eventually all three of them began to descend from the pinnacle of their orgasms. Jermain recovered first and pulled his cock out Michele's mouth and rubbed it over her face in one last gesture of humiliation. A few droplets of sperm mixed in with Michele's makeup, her face now a mess of lipstick, rouge and mascara. A long gobbet of spunk was drying on her cheek. The humiliating gesture was lost on Michele as she greedily lapped at the slowly deflating member whenever it got near her lips.

Jermain pulled himself away from Michele and hopped off the bed.

"Shit bitch; you pretend you don't like it; but you are one cock-sucking whore!" he laughed as he zipped his flies and reached for his shoes.

Ronnie pulled his cock from Michele's arse with audible plop. Semen mixed with blood, body lotion and a small amount of faecal matter ran in a rivulet from Michele's anus down her thigh and soaked in the nylon of her tattered pantyhose. Ronnie wiped his cock on the remains of her ripped panties and then pushed Michele face-down on the bed.

"Ok bitch; you are one good fuck so we ain't going to rain down on you and Danny here. You just stay right where you are until you hear that door close, then you wait tem minutes before you even move," he said.

"I'm pretty sure neither of you will want tell the cops what just happened so I suggest you come up with another story. You smart white boys; you'll work something out!" he finished.

Michele lay down on bed panting, recovering from the throes of her orgasm. She had never experienced such pleasure before. As she listened to the robbers ransack her hotel room and pack up their loot she pondered what would be the best course of action for her. The insurance company would reimburse Danny and her for their losses provided they could both come up with a reasonable story.

But how would Danny take it? He might want vengeance. She would have to find a way to keep her crossdressing and her rape out of the story that they would have to tell the police.

After a while Michele became aware that the only sound she could hear in the hotel room was Danny's heavy breathing. She turned her head sideways and saw him looking at her intently.

She sat up gingerly, her stained and tattered underwear sticking to her body; her makeup ruined and her face stained with drying semen. She sat on the bed next to Danny and pulled the gag out his mouth and he gasped.

"That was fucking intense; I've never been so scared but so fucking turned on at the same time!" Danny wheezed.

"Fuck Mike; I never dreamed you would look so hot dressed as a woman!"

"Call me Michele," she corrected him.

She looked at Danny still tied to the chair and saw that he still had an erection tenting the front of his pants. Her mind clicked over as an idea struck her.

"Now Danny; we need to keep this a secret between us no matter what happens," Michele said as she unzipped his flies and his stubby erection sprang loose.

Danny groaned as Michele lowered her face into his lap...

In their haste to get out of Mike's hotel room, Ronnie and Jermain had not seen Michele's laptop computer set up on the desk in the corner; or the steady green light indicating that her webcam was transmitting real time video into the Yahoo chatroom.

In the darkened bedroom of house thousands of miles away, a man sat in front his computer screen logged into a Yahoo chatroom and stroked his cock as he watched a transvestite; her lingerie stained and tattered, her makeup ruined and her face smeared with semen, perform fellatio on a fat man tied to a chair in some distant hotel room.