Based on a true episode, a degree of exageration has been included. I hope you enjoy this ?
Jill is a 40 year old TV living in south east England.
Jill's Photos
Jill had spent the evening dressing and undressing in her large collection of female clothes, she had worn everything in all combinations and felt the need to go out into the cool night air and be a girl in public. With a feeling of flirty, girlish abandon Jill hatched a plan to drive her estate car to a dark car park some miles from home where she would take photos of herself in various compromising positions that could be published in the free gallery section of her favourite website.
Wearing coordinating coloured lingerie set with black stockings, a silky lace trimmed camisole, under a gold satin blouse and a flower printed, wonderfully light and floaty silk, button through skirt. She overdid this with a waist slip of frothy satin lace, a string of pearls, with matching drop earrings as decoration and bracelets on both wrists. Jill wore a shoulder length wig and more than plenty of makeup.
The drive was tense, the sense of excitement and fear concentrating the mind, at traffic lights she was illuminated by the red stop lights so she was sure anyone could recognise her immediately (no one she knew would be out this late of course). She drove past the car park slowly, checking it out; there were no other cars there
(It was 2.00am). She turned back and drove over the speed hump and was alone in the car park. She parked in a distant corner, and rolled down the window, so she could see or hear anything and killed the engine.
There was silence her eyes became accustomed to the dark and she began to relax.
Her cock was rock hard and straining over the top of her panties, what to do now?
She carefully assembled her digital camera onto its tripod then opened the car door and positioned the camera so that it looked onto the drivers seat, set the auto timer and dived back into the car, it was the longest ten seconds, she arranged herself into a pose that might work and sat waiting, the sound of a car approaching on a nearby road caused her heart to beat faster, the tension built. Crack! The flash went off, anyone in the vicinity would see her. Slut!
It was over no one stopped no one saw, phew.
Another idea, use the estate area of the car. She opened the tailgate. Jill had blankets and laid them out, set the camera and positioned herself- ten seconds FLASH. Now how about skirt up, sets her skirt around her waist showing stocking and a bit of panty, FLASH. Great more like that, a glimpse of her underwear bit of bra bit of slip lots of lace. She was getting away with it and loosing her inhibition. Jill scrambled for her handbag and fished inside for her dildo and the KY. Knickers down to her knees she worked her rubber dildo into her tranny slut honey pot until it was properly lodged, then hobbled to the camera to reset the timer, back into position kneeling there with panties down, silk floating all around her, her blouse open, white satin bra glowing in the partial moonlight. Waiting for the ten seconds till the flash exploded again. But - a crackle on the gravel of her layby, the blood pumping through her head, she hadn't heard the other car arrive.
FLASH! The new arrivals had the scene blasted onto their retinas.
Fuck, Jill stumbled to grab the camera, to get herself into the car to get away. It was too late she had been seen.
The car sat still its lights illuminating the scene. She pulled up her knickers without removing the plastic cock and pulled down her skirt. She stood up at the back of the car and tidied her clothes, pretend (what?) to be a real girl, pack your things and drive away calmly but quickly. Shit how stupid she felt. She hobbled to the driver's door and climbed in, shaking. She tried to start the engine; it fired but not quickly enough..
The lights in the other car went out, it was in the way and she had to do a couple of manoeuvres to get clear.
A voice cried out "stop! There's no need to leave." she paused, there was a man stood maybe ten feet from her.
"Please don't leave, I like what I see." He didn't sound scary at all.
Jill kept the engine running and the man came closer, "My pal and I are just night prowlers like yourself, after a bit of kinky fun, you've made our night, can we play some more?" He came up to the window and looked in, are you alone? blimey you're a tranny aren't you? "John," he shouted, "Its a fucking tranny come and see." the drivers door opened and out stepped John," wow, does she want to play?"
"Do you?" asked the first man. Jill was shaking, moments before she had been in ecstasy and this was after all her favourite fantasy. "Yes, I do."
"Wow way to go" The first man jumped into the Jill's passenger seat and made himself comfy. "I'm Phil" he offered, "my mate and me do this once a week usually we just peep at couples, I can tell you this because you're a faggot too, but we often masturbate each other while we watch, tonight you can do it for us. What were you actually doing when we caught you?" he picked up Jill's camera and looked at the last picture still showing in the LCD. Even on the small screen, the dildo was clearly visible. "Christ, look what it's doing", and he passed the camera to John who had slipped into the back seat. "Where is it now?" asked John seeing it wasn't in the car, Jill was silent. "Shit! She's still got it up her".
"Show us you slutty bitch," hissed Phil (the other mans name I found out later) Jill lifted her self into the back seat and removed her panties to her knees again. John leaned over and gave the protruding but a gentle but firm shove with the palm of his hand, he humped her this way and Jill Giggled and gave a satisfied moan "I bet you'd rather have some of the real thing, eh?" Phil got the camera and snapped away as Jill wriggled on the dildo and then John gently removed it from her. The men were in heaven they never saw anything like this peeping through steamed up car windows. "Fuck I think I'm going to come, looking at this," said Phil sounding like a small boy in a toyshop. Jill placed her hand on his groin and felt a rock hard but not large cock, giggling John said "Don't waste it Jill, get it out for him", Jill undid his fly and he helped her to tug down his jeans, his cock was small but rock hard. Jill stroked it, and without further ado, kissed the tip, the cock jerked Phil had no control and shot straight in Jill's face, FLASH John captured the moment. Jill sucked now on the rigid little thing till it fell limp. His sperm ran down her nose and cheek there was enough of his juice remaining for Jill to get the special taste on her tongue and a dribble made its way into her gullet where its gooey presence would remain for a time even when both men were gone. Phil felt ashamed and asked to leave. "No" said john, "My turn now Jill. Jill here needs a man now, don't you my little slut? Film me while I give her what she needs." Jill was indeed ready, the removal of the toy leaving her feeling a little empty, she gave the tube of KY to John, he knew what to do, and shortly he was positioned ready to fuck her like a girl.
Phil took intimate close ups as the penetration began. John was skilled, even in the confines of the car he managed to guide his hot and stiff pole into the spot reserved for him in Jill's womanly body. John could last. He fucked hard and firmly for at least ten minutes, Phil gave up on the photography and brought his now re-stiffening cock back into Jill's face, he was a little clumsy and kept missing her lips, Jill had to grab the shaft with one hand and guide it into her own lips. John was considerate enough to stop his thrusting for a few seconds to allow Jill to get comfy in this new situation. Jill was now very happily being screwed from both ends by complete strangers in a dark car park in her own car, still fully dressed save for the panties that were now loosely hanging from her ankle. the men thrust alternatively and the motion settled to a steady rhythm of timed thrusts so that whilst Jill was rocked uncontrollably like a rag doll the men held their composure. The noises in the car were sexy too the seat springs developed a steady creak, Jill's buttocks slapped against John, sucking slurping noises from her loose grip on Phil's cock, her moans johns grunts and Phil's swearing.
Just as this mechanical joining of bodies settled completely into rhythm John started to come. "I'm going to come any moment Phil, give me her mouth" he was out of breath and frantic, Phil pulled out and there was a scuffle as the men changed places. Phil stuffed himself into my botty and John gently rubbed himself while Phil got settled. " Swallow me bitch!" John was possessed now gone was the gentleman that had fucked my pussy like I was a lady he held the back of my head firmly his cock sunk to the back of my throat, I was gagging but he wouldn't let me pull off, the tip of his cock was past my tonsils I was impaled and it wasn't really pleasant at the time but within what must have been one missed choking breath he pulsed and the first second and third Pump of cum was ejaculated directly down my gullet. I gould feel the glob slip down straight to my gut. The swallow reaction halted by the invader in my neck, I tried to breathe through my nose and couldn't, for a second I felt I might die at the end of this weapon. At the end of the third pump John slid out of me. I coughed, saliva and cum splattered out of my mouth I was gasping fro breath, "You bastard, that wasn't nice at all!"
Sorry, but you seemed to be enjoying it so much and I know you girls like it a bit rough sometimes, I bet you felt deliciously vulnerable like a proper girly didn't you?"
And Jill did too!
Phil was still pumping at her rear, he wasn't the best at doing anyone other than himself and was going as fast as he could in and out trying to come again. He was out of breath and stopped humping her properly. Jill turned to him and using her hand wanked him, sensing he was becoming sore she bent her head and swallowed him fully. He couldn't reach the back of her throat, which was nice for Jill because her throat now ached from Johns spirited attack. The camera flashed again and again. Phil was ready and managed to pull out and spunk onto Jills tongue for a final picture. The quantity was a dissapointment for Jill, but she was satified to have managed to make him come for her twice. His cock shrunk away immediatly
In the back seat both men tugged up their trousers and sat smiling at each other in a genuinely "satisfied with their lot" sort of way.
Jill climbed from the car andstraighten herself up, she pulled the panties back over her other high heeled shoe and slid them up her shiney stockinged legs and carefully arranged them over her still erect penis. Jill felt the mixture of her sweat and the sperm from her fucked pussy dampening the gusset, her face was sticky and messed up from the face fucking and there were pubic hairs in her mouth. Jill had not come herself yet and was in ecstasy and consumed with lust John noticed this. Phil don't you think she deserves a blowjob.Phil was obviously the follower in this duo, I suspect that in their usual sex play Phil is the bottom of the pair and on this occasion he subserviently got to his knees, Jill sat sideways in the drivers seat, stocking clad legs on the sill her skirt hitched, john pulled her sticky panties to the side to release her cock, Phil got on his knees on the gravel and silently swallowed it all till he gagged, john pressed the back of his head and made him 'bob' on the shemale cockclit he was laughing at Phil now. John used Phil's ears to bob his head on Jill's cock faster and faster. Jill came in a big hip thrusting spasm her cock grew, stiffened and disgorged a healthy glob of spunk into Phil's mouth, "Kiss him Jill" shouted John in absolute glee at his friends degradation Jill kissed and took her sperm from the young mans mouth, John fired off one last picture of Jill's tongue with the mixture of cum and saliva ringed with mussed up lipstick and stray pubic hair. Jill was truly a car park slut now.
They all hugged and the guys got in their car and raced off wheels skidding into the night. "Boys!" thought Jill
Jill tidied her car putting clothes into their bags and wiping sticky patches from the upholstery, she drove carefully home with the windows open, she felt this time confident enough to be read while stuck in traffic. What a confident young woman she had become.
At home Jill showered, changed and made herself up in a white negligee with matching wrap and white lace top stockings , she felt properly a woman now, but fresh and sexy in the clean silk, the sticky smelly clothes lay in a heap and would need careful laundering. Only the following day upon loading the photos into her PC did she realise what she had looked like, the pictures were fantastic it was her dreams in colour, there were the sweaty cocks, the cum, the shiny cocks bobbing close to her carefully made up face.....
As her sore throat bore testament It was not a dream!
e-mail me at; Jill_gossard at hotmaildotcom