The Captive Crossdresser Ch. 03

He tried going with transvestite prostitutes but he felt self-loathing every time afterwards. He chatted transvestites up in the bars around Canal Street, attracted to them by their feminine attractiveness but repelled by them when they became licentious. He was unable to resist their charms but afterwards he felt pity for them because they needed strangers to use them sexually to validate their femininity and after he had fucked them he felt disgusted with himself because he was unable to resist their charms. He wanted his own special woman; someone unsullied and unspoiled. It became his passion, his obsession, a compulsion.

He scoured the streets of Manchester looking for his perfect partner. Years of his life spent trying to find that special girl without success. He searched high and low looking for his own special girl to love him and worship him but she had to be unsullied. He needed to find transvestite who was new to the life. If he found her we would keep her all to himself and cherish her and worship her and she would worship him.

He confessed his predicament to his aunt who took pity on her nephew. Raised by prostitutes, abandoned by his father, orphaned by his mother, deceived by the woman he had unknowingly fallen in love with. His aunt had no problems with the transvestites and crossdressers who gathered in the Canal Street gay village; in fact she was supportive of them and was sympathetic. She just wished that Alex could find some sort of solace and contentment. If only she could help him.

Then Alex finally found Crystal.

Now

Throughout the story Crystal couldn't help but stare at the open door. She listened intently to what Alex was saying but the door was a distraction. It had been closed and locked for so long that seeing it wide open like this was perturbing.

As he told his story she pitied Alex, raised by toms, his mother addicted to alcohol and drugs, taken away by Child Services and placed with a relative, but when he told her about Miriam Tuttle she bristled. Yes, Alex was naïve enough to think that Miriam was a real woman, she must have been very convincing, but that didn't excuse his actions.

Crystal had seen fervent Admirers at the Black Sheep, the ones who were obsessed with her kind. Licking their wet fleshy lips, their eyes darting here and there, glaring at the pretty transvestites, nostrils flaring at a glimpse of thigh of a flash of knicker, Brittany had warned Crystal about them. They were fanatical and sometimes dangerous but also pathetic.

But Alex Prince was something else. A man dedicated to finding his perfect lover: a beautiful transvestite woman who was still morally chaste and had held onto her virtue. Crystal couldn't help but admire his resolve but at the same time wasn't it a form of madness?

He was handsome, fit and well-spoken and he adored her but he was also a kidnapper who kept her locked up in this gilded cage and demanded sexual favours from her. She wasn't stupid. His demand for her to dress how she was, his insistence on her toilet routine which included douching, his presence in her room; he was about to compel her to make the ultimate sacrifice, to surrender her virtue... he was going to fuck her!

When dinner was nearly over she considered her choices. She could bolt for the door and if she succeeded she could lock Alex in the cell but then what? She was dressed in lingerie and could hardly go out on the streets like that. She could remove her makeup and put on some of Alex's clothes but the thought of dressing like a man after all this time was anathema.

Even if she succeeded, where would she go? She no longer had a flat. She could go to Brittany's and tell her what? Who would believe her story and if they did what would they do? The police would likely not believe her and in any event would not be sympathetic; there had been no physical violence towards her. She certainly couldn't go to her parents; they would have no sympathy and her father would tell her she got what she deserved.

All this was moot. She wasn't going to run for the door. Did she want her freedom... yes! But she wanted a different type of freedom. Crystal wanted freedom on her own terms.

Alex Prince was both the villain and the hero in Crystal's own bodice-ripper story. He was the wicked man that she hated, who had captured her and held her hostage, but he was also the handsome hero and who had come to rescue her.

With dinner completed Crystal drank another glass of wine sitting on the little sofa while Alex pushed the trolley outside. He dimmed the lights and sat down beside her, drink in hand.

"Do you know how long I have wanted for us to be like this? To sit together and hold an intelligent conversation, to be able to look at you without the door between us, to see how wonderful and beautiful you really are?" Alex whispered.

"As opposed to sticking your cock through a hole in the door and demanding I suck it?" Crystal hissed and scooched away from him as much as the sofa would allow.

"Initially yes and I'm sorry but you must admit that once you overcame your revulsion, you liked it," he smiled at her, radiating his handsomeness at her.

He put his hand on her leg and Crystal froze. This was the moment of truth for her.

He circled his fingers, caressing her knee, his finger slipping underneath her leg and smoothing the little wrinkles in her stocking at the back of her knees. It felt surreal and frightening but also comforting: the feel of another human being touching her after being alone for so long in the cell.

He scooched over and she had nowhere to go; she was pinned between his body and the armrest. Alex slipped his arm along the back of the sofa and rested his hand lightly on her shoulder, stroking her softly.

It was terrifying and comforting at the same time as Alex circled his fingers on her knee whilst his other hand caressed her shoulder. His gown was slightly open and she could see his tanned muscular chest, his flat belly and also the protuberance in his lap.

She knew what it was. She'd stroked it often enough, she'd suckled it, she'd milked very drop of the nectar that flowed from the purple head.

But this was different. There was no door between them.

Alex stood up abruptly and put his arms under her knees and the small of her back and carried her to bed. She felt so tiny, petite and helpless but she found the warmth of his body comforting during the short journey.

He laid her on the bed and kicked off his sandals and lay down beside her.

Alex kissed his captive for the first time and it was wonderful. She lay passively chaste and unresponsive but the sensation of her soft lips against his, the smell of her, the taste of her was sublime. Her lips were soft and supple, her breath sweet, her perfume alluring, his cock was so hard that it was painful.

Crystal let him kiss her. The touch of a warm body was a palliative for the loneliness she had felt during her confinement. Alex was wearing cologne and it was manly and musky, his body seemed to radiate heat, his breath was masculine and he tasted of garlic, spices and red wine. It was not unpleasant but she refused to respond. She would not be the fey damsel who melted in his arms and clung to him adoringly.

Alex stroked her upper arm as he gently kissed her. Crystal half expected him to throw her on her back or bend her over and ravage her but he did no such thing. He was soft, kind and gentle, murmuring to Crystal how beautiful and feminine she was. His platitudes bounced off her armour. He was buttering her up before he violated her. How long before he either forced himself on her or turned out the lights and starved her like he did before when she refused to provide him with sexual favours?

Alex persevered and continued to kiss Crystal chastely, pressing his lips softly against hers, not in any way forceful; he also caressed her gently but chastely, stroking her arms, her shoulders, her cheek. He pressed his body against her but not hard or lewdly, as much as he wanted to, he ensured that his erection did not come into contact with Crystal's body.

This was how a paramour in her Mills and Boon would behave. There would be no written narrative of rutting passionate sex, just a description of soft caresses and kissing which slowly burned into unbridled passion but there would be no grubby vulgar portrayal of penetrative sex; that was all implied, the reader allowed to invent their own tableaux of the lovers copulating.

Alex put his hand on Crystal's trim waist and softly caressed her. The feel of the delicate fabric of her négligée on her flesh felt delightful, like soft kisses from a stranger. She supressed a gasp but couldn't repress a sigh. Alex heard it and kissed her a little harder, not much, not insistently. Crystal's lips opened just a little and Alex resisted the temptation to thrust his tongue into her mouth. He just continued kiss her softly and stroke her seductively.

Crystal was feeling confused. Alex was so handsome and since he had come through the door he had behaved like a gentleman. He bombarded her with compliments and held her chastely but adoringly, his kisses were soft and sweet and she yearned for human contact but it wasn't just that. She thought again of what she had read about Stockholm Syndrome. Was she simply experiencing an emotional response towards her abuser and captor?

Whatever it was it gnawed away at her. Part of her wanted to push him away and run to the door and part of her wanted to curl up in his arms.

The tip of his tongue slipped past her lips and she could have easily bitten it but she didn't. He didn't thrust his tongue roughly into her and forage in her mouth like the few men she had kissed before him had done. His tongue crept under her lips and tickled her palate. Nobody had ever done that before and it felt surprisingly erotic.

But Crystal refused to offer any response. She lay still while Alex kissed her softly and lovingly, while his fingers caressed her flesh through the gauzy négligée, while he whispered endearments into her ear, his lips tickling her earlobes.

She had to admit that she had never felt so feminine, so adored, so cherished. It was as if the roles had had been reversed and she held power over him, which she knew in a way she did. Crystal imagined that at this moment in time this man would do anything for her.

Alex was maddeningly frustrated. As much as he loved kissing and canoodling his cherished prize she was not responding to his advances. He would have preferred that she fought him, bit him, scratched him, yelled obscenities at him rather than just lie there passively.

She had won. Crystal had beaten him. He had no interest or intent on forcing himself on her; that would spoil things forever. He surrendered.

Crystal felt Alex take his hand from her waist and his lips stopped kissing her and caressing her ear. The whispered terms of endearment ceased and she felt him shift on the bed. He rolled away from her and she could feel him pivot and his weight shifted as he prepared to alight from the bed.

He said one word.

"Sorry," he whispered.

Crystal felt abandoned and forsaken. She missed the shape of his body pressing against her, the light touch of his fingers on her waist, the softness of his lips pressing gently on hers, the taste of his tongue, the scent of his flesh. She had defeated her enemy but she had also rebuffed her saviour.

Crystal reached out and crooked her little finger in his. Alex stopped moving and lay on the bed with his back to her, the space between them felt like an ocean but they were connected by the fragile link of their intertwined pinkie fingers. He lay still and cherished the ephemeral connection between them. He imagined he could feel the beating of her heart through her finger. She curled her pinkie and stroked his palm and Alex sighed.

Crystal scooted across the gap between them and pressed her body against his. She put her arm around him and this time he was certain that he could feel her beating heart.

"Kiss me again," Crystal whispered.

Alex rolled over and looked deeply into Crystal's green eyes and searched them. He saw fear and confusion but also affection.

He kissed her softly and stroked her cheek, his other hand gently stroking the arch of her back. Alex was aware that Crystal was returning his kiss, pressing her lips against his, her mouth open slightly. He sensed her longing as she snuggled up to him, the soft caress of her negligee against the bare skin of his chest, the suppleness of her trembling lips, the delicate kneading of her fingers on his upper arm.

Crystal slipped the tip of her tongue into Alex's mouth. She wanted to taste him, to draw his breath into her lungs and savour the essence of him. She pressed her soft body against his and put her leg over his and his hand went instinctively to the long limb and stroked the silky soft stocking. She couldn't help but smile and he felt it.

He kissed her a little firmer; his tongue found hers and tickled it. She pressed herself harder against him, feeling the manliness of him, feeling the hard bulge against her belly but she didn't feel repulsed by it.

They kissed for an eternity and Alex stroked her leg, starting at her ankle and then softly caressing her silken-hosed limb, slowly working his way upward; pausing at her knee to caress the tender flesh behind it and feeling her gasp into his mouth when he tickled her there. Then his hand continued its journey to the top of her thigh, exploring dark gauzy welt at the top her stocking, fingering the crease where her leg joined her torso but proceeding no further.

"A girl only ever has one first time. Make it special. Don't hurt me," Crystal whispered in his ear and Alex's cock uncoiled and distended in anticipation.

"Of course my precious. I love you," the words fell from his lips as softly and as easily as the tears that fell from Crystal's eyes when she heard them.

She thought him foolish but at the same time she adored him for saying it.

Crystal slipped her hand inside Alex's jacket and ran her fingers across his hard chest, her nails catching wisps of his chest hair. She undid the cincture and opened the robe and Alex lifted his arms so she could take it off him. He was naked expect for his underpants. Crystal cuddled up to him wanting to feel his warmth and the firmness of his body; he cradled her tiny form in his arms and kissed the top of her head.

The sheathlike gossamer négligée she was wearing felt sensually provocative against his flesh, her stocking-clad thigh a sensuous satiny graze on his leg. He was uncomfortably tumescent, his penis trapped in his underwear aching for freedom.

Crystal kissed him deeply and lovingly for the first time and his head swam as she pressed her lips against his and her tongue slithered around in his mouth. He felt her fingertips graze his manhood and then she surprised him and freed his organ from the confines of his briefs.

Alex gasped as Crystal took his steely organ in her fingers and softly stroked it.

Crystal felt demure and petite, nestled against Alex's body but she felt powerful and dominant when Alex mewled as she squeezed the spongy veiny mass and felt it throb in her fingers. Alex broke the kiss and lowered his head to her tiny breasts and lapped at the nipples poking out above the top of her bustier. She wished that she had real breasts for him to suckle but when he used his lips, his tongue and his teeth on her sensitive nubbins, it mattered not; it felt divine.

Crystal was tumescent and her testes had involuntary lowered into her scrotal sac and her penis was uncomfortably trapped against her perineum. She winced and Alex guessed why. He kissed her again and his hand slid along the bodice of her bustier and down between her legs and stroked the front of her satin panties. Crystal shot her hand down there and gripped Alex's wrist; she wasn't sure she was ready for this but he was persistent and he snaked his hand inside her knickers and tore away the tape keeping her tucked. He gripped her penis as his tongue wriggled in her mouth and she returned the gesture and squeezed his hard cock.

It was the first time Alex had ever touched a transvestite's penis and he wasn't sure that he was even going to do it but it was instinctive. He didn't find it repulsive, her penis was a part of her body, a sensitive organ that gave her pleasure and he didn't feel bad about stroking it. He delighted in giving her pleasure.

Crystal stroked Alex's erect penis and returned his kisses and rubbed her leg on his thigh and felt his organ throb and judder, she sensed that he was aching for release.

Alex gently rolled Crystal onto her back and he straddled her, her tiny body underneath his muscled physique. She looked up at him with both fear and adoration knowing what was soon to come. He looked down at her; his gaze expressing his devotion and need for her. He lowered his face to hers and she opened her mouth when he kissed her, she reached up and took his manhood in her hand and squeezed it. She rubbed the shank of it on her thighs, letting him feel the supple slinkiness of her nylon stockings on his aching flesh.

He lay on top of her and pressed his cock against her knickers, her cock trapped inside the silky garment, their cocks rubbing together with only the slippery satin of her knickers between them.

She felt him reach for something on the nightstand and do something to himself between her legs and then she felt his slippery appendage sneak inside her knickers, his finger following, finding her puckered sphincter, massaging cool slippery gel into the wrinkled gland.

Crystal froze. This was it. She was to be deflowered and she was scared.

It was nothing like she imagined and was it everything like she imagined. She yelped when Alex pushed his glans into the spongy furrow of her sphincter. It hurt a little as her tight bud opened to allow Alex's engorged phallus to enter her. She clung to him, her face screwed up in pain, gasping and mewing.

"Shh my darling, the worst is over; relax," Alex soothed her.

He kissed the tip of her nose and her fluttering eyelashes. She guided his mouth to hers; she wanted to feel his lips, she wanted to feel his tongue and to taste him. She put her arms around his neck and locked her legs around his, clinging to him, impaled on his cock, just the tip of it inside her, burning her like a red hot poker.

They lay like that until the pain slowly became something else, a deep sensuous pleasurable sensation that Crystal could hardly describe but knew that she liked. Her sphincter relaxed and suddenly she wanted more of Alex inside her. She surprised him when Crystal raised her buttocks off the bed and slid more of his cock inside her.

She winced as his bloated manhood stretched her sphincter and distended her anus but the pain soon dissipated and that lovely deep delightful feeling returned and intensified.

Alex kissed her passionately and Crystal returned his kisses. Her cock was tenting her knickers and Alex could feel it pressing on his belly. He slowly pushed the rest of his engorged member inside Crystal until his scrotum rested against her knickered buttocks. Crystal squirmed beneath him and he realised that she acclimatising herself to his cock.

She lifted her legs higher, clamping them around his waist and pressed her cock against his hard belly and began to fuck him. Crystal had never felt anything so decadent and delightful as Alex's big bloated penis filling her anus, stretching her sphincter and making it tingle, pressing on her prostate and wrenching delightful rings of pure pleasure from the sensitive gland. Her cock was dribbling pre-ejaculate, saturating the front of her knickers and Alex could feel it on his belly.