The Girl In The Blue Denim Skirt

Printer-friendly version
Denim Skirt Edited.jpg

Musings of a tights obsessed transvestite

Dennis and Steven sat on the wooden slatted bench, both still wet from the shower. They had worked the evening shift at the foundry from noon to 8pm and had just washed off the grime.

“Did you see the football last night?” Steven asked.

“Fucking Villa break my heart. Two up at half time, give away two goals in the second half and then fucking Giles gives away a penalty right on the whistle,” Dennis sighed.

“I watched it at the Holte,” Dennis added as an afterthought.

Dennis and Steven both had second jobs to supplement their income from the foundry which paid the minimum wage. In 1986 the steel industry was not doing well and jobs were scarce and wages low so Dennis worked four nights a week at the Holte public house.

“I saw the girl in the blue denim skirt again last night,” Dennis said, his voice a whisper even though they were alone.

“Oh aye,” Steven mumbled scratching his skinny chest absentmindedly.

Dennis was besotted with the girl in the blue denim skirt.

He saw her sitting on the low brick wall that ran along the laneway inside Aston Park. She was no fashion model by any means but there was something about her that intrigued Dennis. She probably got that little blue skirt at Tesco and the cheap fleshtoned tights she wore on those long shapely legs probably came six pair to a packet. Her blouse was mauve satin and she sometimes wore a denim jacket that matched her skirt.

The cheap high heels she was wearing were scuffed. Dennis's mother had told him when he was younger that only tarts and brides wore white high heels and she was no bride.

“That's where the brasses ply their trade Dennis, on the wall at Aston Park but you know that,” Steven interrupted Dennis's reverie

“Never saw you as the type to frequent prostitutes Dennis,” Steven sounded disapproving.

Dennis hardly heard. He was imaging the girl in the blue denim skirt swinging those legs as she sat on the wall. Those legs clad in cheap but sexy tights. The Americans call them pantyhose or pantihose which he preferred, with a little circle instead of a dot above the i. Dennis thought that the word pantihose sounded so much prettier and sexier than tights which sounded dowdy and well… British.


Dennis had always had a thing for girl’s legs in pantyhose for as long as he could remember. He’d sit on the doorstep and watch the girls in their short skirts walk down Summer Lane and ogle their legs. When he’d teased himself beyond restraint he’d race upstairs and open the locked drawer in his bedside table and pull out his collection of tights. They were mostly his mother’s and his older sister’s discarded hosiery although he’d nicked a couple of pairs from his Aunt Wendy’s washing basket.

Aunt Wendy was cuddly and pretty and had a nice round arse and long legs which were never bare. Dennis would slide a nylon over his engorged cock and lift the gusset of Aunt Wendy’s tights to his nose and begin to slowly masturbate, dreaming of Aunt Wendy’s fat arse and long legs.

His mum and his sister both wore cheap natural-coloured pantyhose in six-packs from Tesco to work at the hairdressers. The pantyhose were nothing fancy and didn’t have the sheen and glossiness of the more expensive nylons that they wore when they went out on the town. But there was something about the plain, lustreless pantyhose that Dennis preferred because they still felt delightfully soft and sensuous against his skin.


“I know she's a brass,” Dennis came out of his reverie.

“But there’s something about her. She’s not what most would call beautiful but she’s definitely attractive in that way that some middle-aged women have when they wear too much makeup but wear it right. She’s got that flaming red hair that I like and her skin is like ivory. Her clothes are cheap and she’s obviously been around the block a few times but I’m infatuated with her. And those fucking legs! Those long fucking legs!” Dennis sighed.

“Sounds to me like you’ve really got a thing for her,” Steven sniffed and reached into his locker and pulled out a packet of Consulate and offered one to Dennis.

Both men sat on the wooden bench quietly smoking.

“If Polly finds out she’ll kill me,” Dennis sighed wistfully breathing out a cloud of smoke.

“Oh aye,” Steven replied, studying the end of his cigarette.


Dennis was still a virgin when he met Polly. Polly had reputation for being easy but Dennis didn’t care because when Polly went down the pub she was always in full makeup, hair teased out, legs clad in sheer nylons, tits out and proud, short skirts, tight blouses and fuck-me-heels… everything Dennis dreamed of.

As it turned out and is often the case, Polly wasn't easy at all; her reputation was judged solely on her looks.

It took Dennis five dates to get a feel of her tits and another five before he got his hands in her sexy, satin knickers and that was as far as he got before their wedding night.

“Come on Poll. Look what you’ve done to me. You’ve got to help me out here,” Dennis would beg at the end of the night, both of them in the back seat of his Morris Minor with the windows fogged up.

“I told you I’m saving myself until we’re married,” Polly whined.

Dennis climbed back on top of Polly and kissed her again. Her tits were out, the nipples engorged. Her skirt was hiked up and the expanse of her nylon-sheathed thighs on display. She’d let Dennis stroke her through her transparent white nylon knickers but refused to let him go any further. Whenever he’d try to put her hand on his cock she’d shrug him off.

Dennis realised that his cock was still out of his flies and was rubbing on Polly’s pantyhosed leg and he took full advantage of the situation and humped away at her legs while he kissed her, leaning down now and then to suckle a tit. Polly didn’t seem to mind, in fact she was breathing heavily. The feel of the pretty girl under him, the smell of her cheap perfume, her creamy tits out and available for him to suckle, her long legs wrapped around him and his engorged cock rubbing on the inside of her silken-encased thighs was bliss.

Dennis stuck his tongue in Polly’s lipsticked mouth and wriggled it as a fluttery, delightful sensation radiated from his groin and he realised that he was about to orgasm. Ropes of hot creamy semen splashed onto Polly’s thighs and Dennis nearly passed out with ecstasy of it all.

Polly was laughing and grousing at the same time. Trying to push Dennis off her and scissoring her legs to assist her which did nothing but excite Dennis further as her nyloned thighs brushed against his pulsing, erupting penis.

“Go on yer dirty little bugger!” she whined when she finally managed to push Dennis off her.

He knelt between her legs with his pecker poking out of his trousers feeling a little ashamed of what he’d done but still in the afterglow of his orgasm. Polly would never tell him but she was rather proud of herself that she had managed to bring him off without surrendering her virtue.

“You’ve ruined me best sheers!” Polly whimpered as she dabbed a handkerchief at the puddle of cooling spunk on the top of her legs.

“Give em to me then,” Dennis blurted out and wished he hadn’t.

Polly gave him a strange look and Dennis blushed. Maybe he had gone too far.

“You want them? Well you can bloody well have em, you perv,” Polly teased him, kicking off her heels, rolling the nylons down her legs and dropping them in his lap.

“And don’t think you’re getting any slap and tickle like that anymore until we are married,” Polly snapped in a huff.

The reality was that Dennis kept those pantyhose in the glove box of his Morris and when things became too heated Polly would acquiesce and put the leg of one the nylons over his turgid pecker and bring him off. All the time complaining but secretly quite excited.

“Yer a strange, dirty little bugger Dennis,” she’s tide him as she ran her fingers up and down his erect cock encased in the silky slippery nylons.

It always thrilled her when she felt his cock became rigid and begin to quiver and pulse then the end of the nylon stocking would became dark and damp as Dennis began to ejaculate and suddenly a creamy bubble of jism would pop out of the gauzy fabric and run down her fingers.

Polly delighted Dennis on their weeding night in the hotel room in Blackpool when he helped her out of her wedding gown and found that she was wearing a white suspender belt clipped to tan, fully-fashioned stockings. He fucked her for the first time still dressed in her satin slip, suspender belt, nylons with her white high heels kicking in the air. Her squeals of delight as he rogered her repeatedly was music to his ears.

She knew what Dennis liked and Polly always wore nylons and would wear them to bed when she was in the mood. She’d lie on the sofa dressed in her short pink nylon nighty with tan pantyhose and pink satin knickers teasing him until he picked her up and carried her upstairs or if they couldn’t wait he’d shag her right there on the sofa.

But the years passed and Polly became more interested in Cadbury’s chocolate and Coronation Street than she did in slap and tickle as she called it. Sex became a chore for her and she’d lie back and let Dennis rut on top of her and then she’d roll off her nylons and toss them on the floor, pull up her knickers and roll over and pop a chocolate into her mouth and open her Mills and Boon.

Dennis lost interest in Polly as the short pink nylon nighty gave way to a woollen full-length dressing gown and the ‘naughty nylons’ as she used to call them gave way to bed-socks and the sexy satin knickers evolved into saggy cotton granny-panties and as her arse got wider and her legs got fuller.

They’d have a perfunctory shag on Friday nights just to prove to each other that was still romance in their marriage but Dennis knew that Polly’s heart wasn’t in it. With no kids to burden them they’d spend Saturday afternoon down the pub and holiday once a year in Spain. Dennis started nicking nylons from their friends’ laundry baskets when they went visiting and he’d get his jollies off imagining his mate’s wife wearing the nylons that he was masturbating into.

The reality of was that most of his friends were caught in the same rut.

Then one night after his shift at the Holte public house he decided to take a shortcut through Aston Park and he first saw the girl in the blue denim skirt.


“So this girl then… this brass… she’s hardly a girl the way you describe her,” Steven took another drag on his ciggie.

“Well no. She’s a grown woman of course; probably about the same age as me. But you know, if they're a good sort, you call them girls don’t you?” Dennis’s face burned with embarrassment when he uttered the term girl.

“Oh aye,” Steven voiced his agreement.


Dennis blushed because he knew the girl in the blue denim skirt’s secret.

He made a point of using the shortcut most nights as he walked home after his shift at the Holte Public House and she was usually sitting on the wall. He would look at her furtively and she always smiled back at him. Those perfect white teeth framed by red lipsticked lips, her pretty blue eyes embellished my black mascara and eye shadow, her attractive face framed by that flaming red hair made his heart flutter.

She was tall and skinny with not much of a bust. Most of her height came from her long shapely legs which was the first thing Dennis had noticed. That warm smile made Dennis’s heart skip and he remembered when Polly used to dress like that. Now she wore dowdy, shapeless house dresses, opaque winter tights and flat shoes and seldom bothered with ‘the slap’ unless they were going out.

After a late night lock-in at the Holte pub where he had partaken of four pints of Ansells best bitter and a couple of whisky chasers Dennis finally got the courage to talk to the girl in the blue denim skirt. She was swinging her legs and smiling at him as usual as he approached the low brick wall. A couple of other working girls were talking and smoking just up the road from her, their occupation apparent from their micro-mini skirts, high heels, black stockings, heavy makeup and teased-out hair.

The girl looked a little surprised when Dennis stopped on the path and turned towards her but she remained smiling.

“What you doin’ then?” Dennis felt awkward and stupid for saying what he’d said but the girl kept smiling at him.

“You know what I’m doing luv,” she grinned at him.

Up close Dennis could smell her cheap but exotic perfume and see that her makeup was particularly heavy. Her red hair was a little unruly, possibly because she’d been with a punter. Her handbag and cigarettes sat on the wall beside her and she was holding a hairbrush. He noticed that her long fingernails were ruby red just like her lipstick. They had to be false because they were perfectly manicured. She was wearing her usual mauve satin blouse, unbuttoned at her décolletage and he could just make out the red lace of her bra. Her breasts were very small and the blouse was tight fitting.

The blouse was tucked into her blue A-line miniskirt and he noticed that the hem was a little frayed. In his mind that was how he described her: a little frayed around the edges. Up close he could see that she was no beauty but there something compellingly appealing about her. Her clothes were cheap and well-worn, her heels scuffed, her lipstick smudged a little and she had a little hole in one leg of her pantyhose with a ladder running up her thigh. Her cheap nylons wrinkled at her knees.

If anything her tawdry appearance made Dennis want her even more.

“So how’s business?” Dennis felt like a right twat asking her that.

“You know how it goes luv. Now the pubs are turning out things will pick up,” she smiled lasciviously at him.

Her voice was dusky, her Brummy accent thick. She reminded him a little of Kay Parker, the Brummy girl who went to America to become a porn star, but without her tits.

It was then that it dawned on Dennis that there was something different about this woman: the deep pitch of her sexy voice, the subtle but noticeable Adam’s apple, her long frame and flat chest. She was a tranny!

Dennis turned away and hurried down the laneway out of the park and turned onto Fredrick Road heading for Clifton Road and the safety of his council house.

Once inside his two-up-two-down terrace house Dennis caught his breath and fell into the big easy chair and stared at the blank television set. Another easy chair sat beside his, the impression of Polly’s fat arse imprinted on the cushion. The place smelled of fish and chips, vinegar and Cadbury Bournville Cocoa. Polly had long ago turned in and he could hear her faint snores coming from upstairs.

Dennis tried but he couldn’t get the image of the girl in the blue denim skirt out of his head. The smell of her perfume, the image of her strangely compelling face in all that makeup and of course those long legs clad in cheap pantyhose.

He closed the door leading to the upstairs bedroom and unlocked the cabinet behind his cheap laminated vinyl-cladded bar and rummaged through his porn collection until he found what he was looking for: a video tape of Kay Parker in a film called Night On The Wild Side. In most of the scenes she was wearing stockings and having sex with both men and women.

Dennis had to put the telly on mute as he lay back in his easy chair with his trousers around his ankles with a pair of Pretty Polly nude tights held to his nose. He’d filched them from his sister’s washing basket when he’d gone to the loo in her house only two days ago and the pungent smell of her vaginal secretions and feminine hygiene spray were still fresh.

He watched a mature Kay Parker lying on her back with her long, stocking-sheathed limbs wrapped around a handsome young man who was vigorously rogering her. He wrapped the foot part of the pantyhose around his rigid cock and began to stroke it but immediately when he did so the face of the girl in the blue denim skirt leapt into his thoughts and try as he might to concentrate on the face of Kay Parker, head tilted back, eyes closed, and mouth wide open, strained with lust, he couldn’t stop thinking about the sexy tranny.

Despite his efforts Dennis couldn’t climax and he frustratingly tossed aside his sister’s pantyhose and waddled over to the bar with his trousers still around his ankles. He scattered his porn collection on the shag pile and picked over the boxes until he found what he was looking for: a copy of Tranny Streetwalkers. It was the only tranny porn in his extensive collection. He had bought the video on a whim, more out curiosity than anything else.

He fast forwarded past the foreplay and oral to a scene where a sexy transvestite was standing up facing a brick wall with her skirt hiked up, her knickers around her knees while a punter shagged her forcefully. Her overly-made up face was contorted in pleasure and pain as the man slammed his iron-hard rod in and out of her backside, causing her to rise up on her heels as he slammed her into the wall every time he thrust. The only disappointment was that the prosy was wearing fishnet stockings which didn’t really appeal to Dennis.

Not that it stopped him reaching for his sister’s nylons and rubbing them on his cock. He didn’t smell the crotch because he wanted to remember the smell of the perfume of the girl in the blue denim skirt.

Dennis timed it just right and when the man in porno pushed the tranny hard against the wall and jammed himself all the way inside her and filled her anus with his seed Dennis exploded into the pantyhose, his spunk bursting thought the nylon and spattering the two easy chairs with creamy dollops of semen.

Dennis lay back in the chair exhausted, lit by the glow of the television set. He hadn't noticed that the door to the staircase was opened just a crack and Polly’s beady eye was watching him.

He was suffering post-coital tristesse and felt ashamed of himself. He dabbed at the blobs of spunk with his sister’s nylons, wiped his cock and put it away. He took the tape out of the VCR and put it back in the box and carefully stacked his porn collection back onto the shelf in the cupboard behind his pathetic little bar. He took off his shoes and tiptoed upstairs and undressed in the dark and slipped into bed beside Polly dressed only in his underpants.

“How was work luv?” Polly mumbled, sounding half-asleep.

“The usual. I had to work the lock-in but a few extra quid always comes in handy,” Dennis whispered guiltily.

“You work hard at the foundry luv. I don’t know why you have to work at the pub too,” Polly muttered.

“Most of us work second jobs luv; that’s just how it is. Good night,” Dennis kissed the back of Polly’s hair which smelled faintly of cooking oil and cocoa.

They both drifted off to sleep.


“So this brass then… you ever been tempted? She sounds like she might be something you’d fancy,” Steven asked, lighting up another cigarette.

Steven was in no rush to go home because he lived alone.

“Tempted yes but I never intended to follow through with it,” Dennis lied.


Dennis started to take the long way home down Bevington Road to avoid Aston Park after his shifts at the Holte public house just so he wouldn’t have to see the girl in the blue denim skirt but she haunted his dreams. He found himself thinking of her at the most inopportune times and would have to sneak away to masturbate. Dennis would take out the tape of Tranny Streetwalkers whenever the opportunity arose and watch it to feed his masturbatory fantasies. He even thought about the girl in blue denim skirt whilst he was shagging Polly during their weekly leg-over.

Polly wore nylons and a silky nighty to bed and had put on makeup and perfume for their weekly love making session and seemed to be more enthusiastic. Her sudden interest in sex baffled Dennis but he didn’t know that Polly had caught him masturbating whilst he watched Tranny Streetwalkers on the night Dennis had spoken to the girl on the wall at Aston Park. She tolerated Dennis's fascination with stockings and tights and knew all about his porn video collection but she was alarmed by his new fascination with tranny porn and tried to make an effort in the bedroom.

But Dennis's compulsion to see the girl in the blue denim skirt would not go away and after a week he was back to taking his shortcut through Aston Park looking for her and he was disappointed if she wasn’t there. If she was there she would smile at him and he would wave at her and race home to his copy of Tranny Streetwalkers.

After another lock-in and more Dutch courage he felt emboldened and when the girl in the blue denim skirt beckoned him over, curling her long red fingernails, he went to her. She was sitting on the low brick wall as usual smoking a menthol cigarette.

“Do I scare you?” she asked smiling sweetly at him, her pretty mouth accentuated by her red lipstick.

Dennis studied her face again. There was no doubt that there was something alluringly attractive about her despite the fact that he knew what she was. She was wearing her usual ensemble and his eyes were drawn to the frayed hem of her denim skirt and those long legs. No ladders in her pantyhose tonight; they looked fresh out of packet, cheap mass-produced Tesco pantyhose that for some reason fascinated him.

“Do you like my legs? Most of the punters like my legs. And my arse of course,” she startled him a little by hopping down off the wall.

She turned in a circle in front of him illuminated by the dull streetlights and then hopped back on the wall, nestling her buttocks into the bricks to get comfortable.

For the brief moment that she was standing Dennis was able to appraise her. She was tall and statuesque, slim built but she had a nice behind accentuated by the short skirt and he guessed that’s why she wore it. Her flaming red hair framed her overly-made-up but intriguing face, she had budding breasts which Dennis guessed were really just the padding in her bra. And of course she had those legs that just went on forever.

Her mannerisms were very feminine and from a few feet away she could easily be mistaken for a real woman; it was only when scrutinised up close that her ruse was revealed.

“Yes and yes,” Dennis answered.

“Sorry,” she looked puzzled and lit a cigarette.

“Yes you scare me and yes I like your legs,” Dennis answered.

She patted the wall beside her and Dennis hopped up, feeling a little lightheaded to be sitting so close to her, inhaling her perfume. The first thought that ran through his mind was: ‘what if somebody sees me?’ but he knew he was being silly. Who did he know that knew him that would be out walking the streets this late at night, especially in this area?

“Want a fag?” she offered him her packet and he took one and lit it.

“You want to shag me don’t you?” the brass said with a whimsical smile on her face.

“Yes and no,” Dennis replied, staring at his shoes.

“Yes because you really fancy me and wonder what it would be like to shag a tranny and no because you’re worried about regretting it after,” she lifted his face and looked him the eyes.

Her eyes were beautiful; deep blue accentuated by her mascara and eyeliner and her lips were full and red and her hair fell around her face just right and Dennis wanted to shag her more than he had ever wanted to shag any other woman.

Dennis nodded.

“Come on then,” she spun around on her pert buttocks and dropped down on the other side of the wall.

Dennis caught a glimpse of the satin knickers that matched her brassiere and he wondered what was inside them. Whatever it was she did a good job of hiding it because she flashed him a perfect ‘V’ with no detectable bulge. If he’d seen the outline of a cock and balls in those knickers he would have made a run for it.

She stuffed her cigarettes in her purse and waited patiently for Dennis to make up his mind.

“How much?” Dennis asked meekly.

She laughed and her dusky voice sounded musical, almost like Bonny Tyler.

“They always ask how much, especially if they're comparing me to the other brasses,” she waved a hand at the three other prostitutes leaning against the wall further along the path.

“Well it’s a tenner for a blowjob and twenty for a shag but because it’s your first time and we are sort of friends I’ll let you go for free this time,” she was almost laughing as she said it.

“Do I have to wear a rubber?” Dennis blurted out and immediately felt stupid.

By asking her that he’d implied that he was up for it and he was far from convinced that he was going through with it. He really wanted to and was becoming concupiscent just thinking about it, the protuberance in his trousers a visible indication.

“You're married I take it?” she nodded at his left hand where his wedding band gleamed dully on his ring finger.

“And you haven’t been with any of the other brasses?” she nodded at the small gaggle of prostitutes further down the path.

They weren’t really questions, she was simply stating the obvious but Dennis nodded balefully, a little ashamed of himself.

She shrugged her shoulders.

“Up to you luv. I’m freshly douched and I go to the clinic for a check-up every month,” she was rummaging in her purse putting her cigarettes away.


“But you went back there,” Steven sounded interested in Dennis’s tale and seemed in no rush to leave the change room.

Everyone else on their shift had left the premises already but the battering and clanging sounds of the foundry could be heard through the walls of the change room.

Dennis had not revealed to Steven that the girl in the blue denim skirt was a transvestite and he had no intention of admitting it.

“Yeah I went back there. Just to chat her up you know. She seemed like a nice girl despite her occupation and we had this little, I don’t know, sort of like a kinship. I’d wave at her and she’s smile at me so yeah I stopped and spoke to her again after one of the lock-ins,” Dennis was comfortable telling the half-truth.

“So what happened? Did you shag her?” Steven was obviously engrossed in the tale that Dennis was telling.

“I chickened out,’ Dennis sighed.

“Oh aye,” Steven sighed, a little disappointed that the tale had come to naught.


When the girl told him that she douched and was a regular at the VD clinic Dennis lost his bottle and turned away and strode quickly down the pathway leaving the girl in the blue denim skirt standing on the other side of the wall a little gobsmacked.

“You’ll be back,” she called after him, her sultry voice ringing in his ears.

And he was.

A week later after another lock-in; this time determined to consummate their relationship.

But she wasn’t there and he was bitterly disappointed. He stood next to the wall where she usually sat, a small accumulation of menthol cigarette butts on the grass indicating her presence.

“You looking for a girl luv?” one of the other brasses had seen him and fancied her chances.

Dennis looked up to see a middle-aged woman, plump but pretty, her blonde hair teased, her makeup heavy. She was wearing the obligatory miniskirt and high heels, her legs sheathed in black seamed nylon stockings, the welts of her hosiery on display. She was smiling seductively at him and in different circumstances Dennis would have been tempted.

“No thanks,” Dennis replied a little bashful.

“You looking for Charmaine?” the woman’s smile suddenly disappeared, replaced by a look of reproach.

Dennis said nothing. He kept his head bowed and studied the white filter-tips in the grass stained by red lipstick.

“Perv!” she hissed and turned away.

“She’s shagging some old codger in the shed,” she called back at him snarkily.

Dennis sighed. He looked over the low wall to a group of low buildings lit only by a yellow pole light a little distance away. He knew that the prossies sometimes used it for ‘knee-tremblers’ if the punters didn’t have a car. He also knew that he should give up and go home but he had just enough booze inside him to embolden him.

He hopped over the wall and walked slowly over to the buildings belonging to the park’s greenkeepers. There was a toolshed, a workshop, a garage for motorised gardening implements and a tiny wooden building they used as a tea room and change room. A faint light was coming from the grime-caked window.

Nervously Dennis crept up to the window and peeked inside. What he saw both shocked and excited him.

The girl in the blue denim skirt was lying on her back on a mattress on a rickety cot. She was fully clothed but her blue denim skirt was hiked up and a man in a brown suit with his trousers down around his ankles was lying between her long legs which were wide open and elevated, her high heels jiggled as the man thrust himself in and out of her.

Dennis could just make out her face in the dim light of table lamp. Her face was blank but she was encouraging the man, her arms around him, rising to meet his thrusts and her beautiful red-lipsticked mouth mewled obscenities into his ear, coaxing him to finish.

Dennis began to shake with rage, jealousy and despondency which he knew was inappropriate. She was a prostitute doing what prostitutes do to earn a living but he couldn’t help the way he felt. He felt possessive of her. She was his!

But he couldn’t take his eyes off the tableaux and he was becoming engorged.

It was like watching a live-action performance of ‘Tranny Street Walkers’. There was a similar scene in the movie where one of the transvestite prostitutes fucked a punter on her back on a mattress in a transit van.

Dennis opened his flies and watched the man shag the girl with whom he was infatuated. The punter’s face was contorted with the intensity of his pleasure and he leaned down and tried to kiss the woman lying under him but she turned her face away but she wrapped her legs around his torso and held him close and wrapped her arms around his broad shoulders and continued to whisper encouragement as the man shuddered in a paroxysm of intense gratification. Dennis could hear the cot creaking as the man drove himself into her and began to moan.

Dennis knew that the man was climaxing and the sight of it was overwhelming. Dennis had taken out his bloated phallus and he hardly touched it as it erupted and his knees began to tremble and a tremendous orgasm ripped through him. His seed spattered against the side of the hut and splattered on the muddy ground. He held onto the windowsill with his free hand to stop himself collapsing.

The rage, jealousy and possessiveness intensified as he climaxed; his eyes glued to the stranger rutting the girl in the blue denim skirt.

It was over quickly. The man climbed off her, tucked his flaccid penis into his underpants and pulled up his trousers. He seemed ashamed and uncomfortable and couldn’t wait to leave. He ripped a twenty pound note from a roll of bank notes and threw it on the cot and reached for his jacket which was hanging on a peg next to some work clothes.

The girl Dennis now suspected was named Charmaine had kicked off her heels and removed her knickers and tights and was wiping between her legs with a wad of tissues. The man left through the door on the other side of the hut while Charmaine took a pair of cheap pantyhose from her purse, unrolled them and slipped up her legs and put her knickers on over them. The whole process seemed expertly done and as she kept her skirt on Dennis was spared the indignity of seeing her tuck her genitals.

Charmaine took her denim jacket off the peg and put it on, putting the money in one pocket and the wad of tissues and ripped tights in the other and then lit a cigarette. She put on her heels and doused the table lamp and the shed was plunged into darkness. Dennis put himself away and stood still waiting for his eyes to become accustomed to the dark.

He watched Charmaine walk slowly back to her spot on the wall, stopping briefly to drop the ripped tights and wad of cummy tissues in a bin beside the path. One of the other brasses was heading his way arm in arm with a punter, both of them laughing. When they stopped short of the cottage so the punter could kiss the brass and feel her up Dennis made his escape.

He stopped briefly at the path-side bin and retrieved the pantyhose and stuffed them in his pocket and then he turned away from the wall and strode across the lawn to the far exit. He was fuming with anger but raging with sexual excitement.

When he got home he closed the door to the staircase leading upstairs, extracted his copy of Tranny Streetwalkers from the cupboard behind the bar and loaded it into the VCR. He sat in his big easy chair and pulled out the pantyhose he had rescued from the bin. They were cheap tan nylon tights and smelled of Charmaine’s perfume. There was a hole in the gusset and they had laddered which was obviously why Charmaine had discarded them.

Dennis cued up the scene where the tranny was being fucked on her back in the back of the transit van, her legs high in the air, her face contorted with lechery. He draped a leg of Charmaine’s pantyhose over his rigid phallus and began to slowly stroke it whilst he watched the movie in the dark silent room.

Polly pressed her eye to the door which she had silently opened just a crack and watched her husband masturbate. She felt sorry for him but she felt sorrier for herself. She slipped her fingers inside the satin knickers that she was now wearing regularly and opened the folds of her sex and rubbed her engorged nubbin whilst her husband rubbed his cock and when his spend bubbled up through the taunt nylon she bit her lips to stifle a moan as she orgasmed along with him.


“Come on Dennis finish yer tale; it’s getting late and we've both got second jobs to go to. Did you shag the girl or didn’t you?” Steven encouraged his workmate, excited by his tale.

“I went back after working the pub last Friday night and she was sitting on the wall as usual wearing the same blue denim skirt and cheap tights,” Dennis sighed.

“I shouldn’t have done it because Villa were playing at home on Saturday and I was rostered on to work behind the bar at the Holte,” Dennis extrapolated.

He still hadn’t told Steven that the girl in the blue denim skirt was a transvestite and he had no intention of doing so.

“Villa got up over Reading four one. A great day for the claret and blue,” Steven grinned.

“But tell me about this lass you seem to have become infatuated with,” Steven leaned in to listen.


Dennis was sober; he hadn't touched a drop after the publican closed the Holte making up an excuse for not staying for the lock-in with the other bar staff and selected clientele.

The girl in the blue denim skirt was sitting on the wall swinging her legs as usual and her face broke into a brilliant smile as Dennis approached.

“I thought you’d lost your bottle,” she said to him when he stopped in front of her.

“Is your name Charmaine?” Dennis asked brazenly.

The girl’s smile widened.

“Who told you that?” she raised her brows inquisitively, brushing the fringe out of her eyes.

“One of the other brasses. You weren't here,” Dennis said in an accusatory tone.

“A lass has to make a living and besides, I thought you were no longer interested,” she teased him.

“You use the groundsman’s hut,” Dennis pointed is chin at the low buildings set back a little distance from the wall.

“I'm hardly the type you take back to the hotel and most punters don’t have a motor,” she shrugged her shoulders.

“You wanna come back there?” Charmaine nodded her head at the decrepit buildings.

“Is it still a free one?” Dennis whispered.

“Only because I like you. You pay for the next one,” Charmaine replied nonplussed.

“Who says there will be a next one?” Dennis replied a little churlishly.

The girl dropped down from the wall and approached Dennis. He breathed in her scent which was comingled with an undercurrent of menthol cigarettes. Charmaine stopped when she was inches from him and he gazed into her face and felt his heart racing.

She leaned into him pressed her lips on his and Dennis felt his heart thudding in his chest

“I never kiss punters but you're special. I like you,” Charmaine whispered.

“I like you too,” Dennis whispered also.

They were like two children in the playground, nervous and skittish.

Dennis kissed her again and this time it was better because he wasn’t so anxious. He pressed his lips against hers a little harder, tasting her lipstick and inhaling her scent. Her arms reached out and she steadied against him, tottering on her heels as she scootched into him. Dennis liked the feel of her fingers pressing into his biceps; he could feel her long nails digging into him a little through his shirt.

Charmaine took a half step forward so that finally their bodies were pressed together and Dennis sighed and pulled her close, wrapping his arms around her. She clung to him and slipped her tongue into his mouth which delighted Dennis. She tasted sweet with an undercurrent of menthol.

She was as tall as he was and their bodied melded. Charmaine didn’t have a big bust like Polly’s but he could feel the protuberances of her little breasts, which he suspected were false, through her blouse. Her denim jacket lay folded on the wall beside her purse. But Dennis had no interest in those silicone inserts and his hands drifted to her backside which was where his fascination dwelled. He finally put his hands on that little blue denim skirt, cupping her buttocks in his palms and Charmaine gasped as he did so.

Charmaine kissed him harder, encouraging him, her hands locked together behind Dennis’s neck as she pressed herself into him.

The skirt had softened with wear and when Dennis scrunched it in his hands the fabric slid easily over Charmaine’s satin-swathed buttocks, the hem of the skirt riding up her thighs. Dennis slipped his hands under the blue denim skirt and began to explore the wonders he had dreamed of.

She might be lean-framed but Charmaine had ample buttocks and Dennis enjoyed squeezing them through her satin full-cut knickers. Charmaine shivered a little both at the sudden rush of cold air on her nether regions and the feel of Dennis’s hands gently squeezing her bottom. She could feel his cock pressing into her and sensed his need but she was aware that despite the hour they were on a public pathway in a public park.

“Come with me,” Charmaine disengaged and Dennis was disappointed at first but when Charmaine made her intent known his excitement returned and intensified.

He helped her over the wall taking the opportunity to look up her skirt at her red satin knickers and her sleek thighs swathed in tan nylon. He leapt over it and reached for Charmaine as she snatched up her purse and her coat. Their route to the little shed that the groundskeepers used as their change room and tea room was frequently interrupted as they stopped to kiss and cuddle.

Inside the hut Charmaine scrambled to find the table lamp as Dennis clung to her, kissing her and feeling her up. She turned it on and they fell on the bed with Dennis lying on top of her.

They kissed and cuddled, tongues intertwined, Dennis caressing her legs and her bottom and Charmaine stroking his cock through his trousers. She could feel that he was rampant and sensed his need. She fumbled at his crotch and unzipped him and freed his stout manhood and took it in her hand.

“Oh my god that feels so good,” Dennis sighed and began to caress the front of Charmaine’s knickers.

“You don’t have to do that Dennis,” she said, aware that it was Dennis’s first time with a transvestite and what she had down there might repel him.

Dennis looked down at Charmaine’s fetching countenance framed by that fiery red hair: her blue eyes enhanced by black eyeliner and mascara, her cheekbones rouged, those soft sensuous lips, her lipstick smudged a little because of their kisses and he breathed in her scent. The feel of her beneath him and those long legs swathed in the soft pantyhose was heaven. This was just how he dreamed it would be.

“I know what you are and what you do and it doesn’t disgust me Charmaine. It fuels my desire and I want to experience every part of you and your body,” Dennis’s whispered and lowered his face to hers so the he could kiss her.

Charmaine was delighted and wrapped her legs around Dennis and squeezed his throbbing cock. Dennis stroked the front of Charmaine’s knickers, the sleek satin sliding over the gusset of her pantyhose. She did something like a kegel and suddenly the smooth V of her knickers was filled with what felt like a small snake, coiled and waiting to strike.

Dennis took the appendage in his fingers and stroked the smooth flesh over the layers of satin and nylon and felt it awaken. It was both fascinating and exhilarating. The two lovers kissed while they caressed each other’s genitals in the dim light of lamp.

Dennis wriggled out of his trousers but left the rest of his clothes on because the air was chilly. Charmaine was warmed by Dennis's body lying on top of her. Dennis wriggled again and Charmaine sensed his need and guided his cock to her crotch so that Dennis could rub his cock against hers through the layers of silky fabric.

Dennis was in heaven. The feel of Charmaine’s hard cock trapped inside her tights and knickers against his own throbbing manhood was delightfully decadent and sensuous. He pushed his cock into the valley between her legs and felt those soft cheap pantyhose on his bloated manhood. The feeling was overwhelming.

Charmaine felt the warm wetness between her legs as Dennis’s cock quivered and soaked her thighs with his issue.

“I’m sorry,” Dennis apologised, absolutely despondent that he had come so quickly.

“That’s ok. You’re a virile man I’m sure you have more than one shot in you,” Charmaine nibbled his earlobe and wrapped her legs around him.

Her own cock was throbbing and she too was close to extremis, feeling Dennis’s cock pulse and quiver between her legs as the last of his issue soaked into her tights and knickers.

They continued to kiss and hold each other tight and Dennis’s cock returned to full turgidity and Charmaine smiled.

“I told you,’ she smiled up at him cheekily.

“I want to fuck you,” Dennis looked down at her, filled with wanton desire.

Charmaine put a finger inside the gusset of her knickers and pressed it against the seam of her pantyhose and pushed it through the fabric making a cock-sized hole. She eased aside the gusset of her knickers and guided Dennis's cock to the hole.

“Are you sure? I don’t want you doing anything that you might regret,” she looked up at him with genuine affection.

Dennis kissed her and pushed his cock through the hole and nestled it in her puckered bud. She held him tight as he slid his turgid manhood past her sphincter into her snug anus. She scissored her calves against his flanks and Dennis relished the sensation of her velvety tights on his tender flesh.

Charmaine snuggled under him so that her buttocks were positioned perfectly so that Dennis could thrust his steely phallus in and out of her tight receptacle which he slowly began to do, clinging to her, kissing her passionately and delighting in the feel of her tight channel clinging to his throbbing cock. Being a working girl Charmaine had pre-lubricated herself and Dennis’s pre-ejaculatory secretions coalesced with the Vaseline inside her rectum and eased the way for his monster cock so that he could drive it all the way inside her tight channel.

Charmaine gasped with pleasure as the glans of Dennis's penis pressed on her prostate and her cock began to quiver inside her knickers. Dennis could feel it pressing into his belly and to his surprise; far from being disgusted he was delighted. He could feel the dampness of her pre-seminal fluid saturating the front of her knickers, warm and wet on his belly.

In a scene from the movie Tranny Streetwalkers one of ‘girls’ was leaning against the wall with her knickers and tights bunched around her knees whilst a punter rogered her from behind. He was sure that the actress was not just pretending to like what the man was doing to her and he was fascinated when the girl suddenly began to shake and moan and then with her penis still flaccid she spent herself, her issue dribbling from her soft cock into her knickers as the man fucking her from behind invoked her orgasm.

Dennis wanted Charmaine to do likewise, to climax without manual stimulation to her penis and he was rewarded accordingly when Charmaine buried her head in his shoulder and gasped, locking her legs around him and holding him close and she began to shake and quiver as she filled her knickers with hot steamy cream.

She was sobbing and moaning as her orgasm washed ever her and she triggered a likewise response in Dennis who thrust his hard phallus deep inside her and ejaculated.

He found her mouth with his and kissed her; the two lovers holding onto each other, quivering with lecherous desire as they climaxed. Dennis began to thrust again and Charmaine met him, rising her buttocks up off the bed to meet him and soon they established a steady rhythm and to the amazement of them both they climaxed again, this time Charmaine whimpered and held Dennis close, locking her legs and arms around him as he voided inside her for the second time.

They lay locked together like that for seemed like an eternity until the cold and the cramped conditions forced them apart.

Dennis helped Charmaine up off the bed, her skirt still rucked around her waist which was just as well as the front of knickers and tights were saturated with her spend and the seat of her knickers was also becoming damp as Dennis's issue dribbled from her anus.

She took off her heels and rolled down her tights and her knickers and wiped herself dry with them and took another pair of kickers and tights from her purse and sat on the cot to put them on. Dennis dressed himself and looked away while she did so, partly because he thought she deserved privacy but also because now that the coital bliss had dissipated he didn’t want to see Charmaine’s flaccid penis.

She gave him a cigarette and they smoked in silence sitting side by side on the cot.

“Any regrets?” Charmaine finally broke the silence.

“None. It was wonderful; everything I’d imagined it would be,” Dennis brushed a lock of hair out of her eyes and kissed her tenderly.

Charmaine crushed out her cigarette and took a compact form her purse and fixed her makeup and applied lipstick.

“It’s amazing what you can keep in the purse,” Dennis broke the awkward silence.

“I call it my Tardis,” she smiled up at him.

He helped her to her feet and held her jacket so she could put it on and then they walked hand in hand back to her place on the wall.

“See you again?” Charmaine stepped into him and softly kissed the side of his mouth.

“Tomorrow night,” Dennis whispered and then he slowly walked away.


“So you did finally fuck her after all that back and forth over the last few weeks,” Steven smiled lecherously.

“Yes I did and it was fucking marvellous,” Dennis replied smugly

Dennis had given a full rendition of his encounter with Charmaine. The only part that he had left out and would never admit to was that Charmaine was a transvestite. Best that Steven just think Charmaine was a common brass like the other women who plied their trade along the wall just inside Aston Park.

By now Dennis was dressed and ready to leave for his shift at the Holte public house, Steven still had his towel wrapped around his waist but he pulled his holdall from his locker so could begin to get dressed.

“And she threw you a free one? Are you going to see her again?” Steven asked placing his holdall on the slatted bench.

“I think I might just see her tonight after my shift at the Holte,” Dennis grinned.

“I bet you she won’t throw you a freebie this time,” Steven chuckled.

“I don’t know; she seems pretty sweet on me,” Dennis's grin widened.

“Away with ya! Fuck off and go to work,” Steven waved a hand at Dennis dismissively.

When Dennis left the change room Steven locked the door behind him and checked his freshly shaven face in the mirror then he opened his holdall. He would dress in the privacy of the now deserted change room and then go work his second job

He arranged his clothes on the wooden slatted bench beside his makeup bag: a pair of white high heels, a freshly laundered mauve satin blouse, a red satin brassiere and matching full-cut knickers and a six-pack of cheap Tesco tights from which two pairs had already been used. He brushed out the fiery-red long-haired wig and lay it down beside the faded and frayed blue denim skirt.

The end

41 users have voted.
If you liked this post, you can leave a comment and/or a kudos! Click the "Thumbs Up!" button above to leave a Kudos


Didn't Expect That!

joannebarbarella's picture

An unusual little story from you, Michele. Normally your posts are for multiple chapters. I'm not complaining, because your trademark steamy scenes are all here, and as enjoyable for me as usual.

I did get a chuckle from the twist at the end, and I'll say no more as I don't want to ruin it for others.