The Private Transvestite Detective (or The Undercover Dick) free porn video

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Chapter 1

It was late Friday afternoon and I sat behind my desk smoking a cigarette, leaning back in my chair with my high-heels resting on yesterday's newspaper. I contemplated my red-painted toenails through the gauzy nylon of my fully-fashioned stockings. They were overdue for a touch-up, and so was I.

The fading light feebly outlined the sign painted on the glass panel of my office door. It read: ycnegA evitceteD etavirP- snolyN elehciM.

A shadow darkened the glass panel and I leaned forward and filled a glass with scotch.

It was Darleen my part-time secretary and receptionist. Darleen was supporting a five-year-old kid and a forty-year-old husband who drank more than she made. She spent four hours a day, three days a week typing, filing and answering my phone. She also spent five minutes a day, three days a week on her knees under my desk. It was a good arrangement; she needed the cash and I needed the relief.

"You have a visitor; it's a Mrs Silvia Fellatrix," Darleen announced as she opened the door.

"Pretty?" I asked.

"Prettier than me, but then I'm easier." Darleen relied.

I knew that Mrs Fellatrix was trouble as soon as she walked into my office. She was all class; she was the type of woman who could give a guy a hard-on with a flick of her skirt.

She flicked her skirt and I adjusted myself under my desk as I sat up and took a swig of my drink.

"Take a load off?" I motioned to the chair in front of my desk.

"No thanks, I just had this dress dry-cleaned," she replied and nestled her scrumptious buttocks into the offered seat.

"Is that a gun in your skirt or are you just happy to see me?" she asked, nodding in the direction of my crotch.

"Well both actually," I answered, pulling the derringer from where I had it hidden away in my garter.

Mrs Fellatrix reached out and took a smoke from the packet on my desk. She looked me in the eyes and flashed me a brilliant smile.

"Shall we get down to business?" she purred.

"I thought you just had your dress dry-cleaned," I retorted.

"I'm a woman who likes a man dressed like woman to behave like a gentleman," she sighed.

"I need your help; my husband is missing and so is my most valued family heirloom. It's a statuette called the Golden Cockerel," she stated.

"The bastard waited for me to go away before he absconded with it. He's off somewhere with some tranny whore living the high life and kicking up her heels!" she finished.

"Hang on doll; I resemble that remark; let's get to the facts. You've been away?" I inquired.

"The Islands," she replied.

"Virgin or Caribbean?"

"Let's just say I'm back from the Caribbean," she smiled.

"And this Golden Cockerel is worth a lot of dough?" I asked.

"Yeah; and I'll compensate you generously if you return it to me," she added.

"What about your husband?" I asked.

"I'm not giving him any compensation; that'll have to come out of your end," she retorted.

"I mean what do you want me to do about him?"

This woman was either very smart and playing dumb, or very dumb and playing smart, or she could be very smart whilst pretending to be very dumb and playing smart.

"If he gets in the way; do what you have to," Mrs Fellatrix smirked, "I just want my Cock back!"

"Ok," I said, "I know what that's like. I'll take the case.

"But why out of all the transvestite detective agencies in all the towns in all the world did you have to walk into mine? I asked.

"Because yours is the only one," she answered.

"And as I said, my husband has proclivity for transvestites; so you should be able to find him easily enough."

It made sense to me now. While she was away her husband had stolen the Golden Cockerel and taken it on the lam with some low-life tranny.

"Tell me, who was it he left you for? Was this his first tranny, or were there others in between? Or aren't you the kind who tells?" I asked.

"There have been plenty before this one; all tarts and harlots the lot. But this time he's taken up with a real sleaze-bag; she's had more pricks in her than a second-hand dartboard!" she spat.

"Her names Lizzie Swallows and she works in bar down near the docks; the kind that gets full of seamen. That's the bar, not Lizzie," she clarified her statement.

"I don't think I know it," I drawled, drawing on my cigarette and taking another pull at my drink.

"That's funny," said Mrs Fellatrix, "that's where I found your business card; also your name is scratched into the back of the men's-room door along with your home and office phone numbers," she countered.

"Ok, ok, I might have been there once or twice for a quick swallow err drink." I stumbled.

"Anyway the Cock. I'll get right on it." I said.

"I would prefer if it you took care of my case before attending to your own pleasure," she smiled.

She threw a fist full of fifties and a black and white photograph of Lizzie Swallows on my desk and stood up and walked to the door. Her ass wiggled like two ferrets trying to get out of a sack.

"Call me when you find the Golden Cockerel; as for my husband, I don't care if I never see him again; if you know what I mean," she finished and closed the door behind her.

Chapter 2

I had been home to change. I decided that if Mr Fellatrix had a fondness for slutty trannies, I would pander to his desires so that hopefully I could get close enough to him to get my hands on the Cock.

Of course it was difficult for a classy girl like me to find the type of slutty clothing that might attract a man such as Mr Fellatrix but after spending thirty seconds surveying my wardrobe I picked out something that might work.

I was dressed in a red leather micro-miniskirt, sheer white blouse, cherry-red five-inch high-heels, black seamed stockings and a blonde wig. My makeup was heavier than a doctor's wallet on payday.

I looked up at the sign hanging over the sleazy bar: 'The Tented Skirt'. It was not the sort of place that you would ever find me in.

"Hi Michele," the bartender and the dozen or so sailors sitting at the bar sang out as I entered.

I sauntered up to the bar and looked around.

"You got time for a stiff one?" the bartender asked.

"No thanks, I'll just have a drink," I replied.

At the end of the bar a cheap transvestite hooker held a cocktail in one hand and a sailor's cock in the other.

"I'll have what she's having," I gestured to the bartender.

"I don't think she's finished with it," he replied sarcastically.

"The drink you idiot!" I corrected him.

"One 'dirty cock-sucking cowboy' coming up," he smiled.

"Ever since 'Brokeback Mountain' us girls have to fight off competition from the closet cowboy queens," I retorted.

"Save the comedy Michele, as a comedienne, you make a great detective," he rejoined.

I took my drink and wiggled my pert ass over to a booth. As I walked to the booth I could feel a pair of eyes glued to my ass. Removing the fake novelty eyes from the rear of my skirt I vowed to remind Darleen that her practical jokes needed to cease forthwith.

Sitting down I took out the picture of Lizzie Swallows and scanned the gloomy bar looking for any sign of her and Mr Fellatrix.

I saw her sitting in a booth across from where I was sitting. You could tell she was a cheap slut by the way she dressed; she wore a red micro-miniskirt and matching red high-heels. Who else but a floozy would wear an outfit like that to an establishment like this.

She was arguing with a guy who was sitting in the corner of the booth. As I watched them, she suddenly stood up, slapped him across the face and stormed out. I knew that I wouldn't get another chance like this so I sauntered over to where Mr Fellatrix was seated nursing his drink.

"Hello," I said, batting my eyelashes at him.

"Won't you join me in a little drink? What's your pleasure?" he asked.

"What you have there looks good," I replied.

"I know ... but I thought we'd have a drink first," he responded.

I sat next to him in the booth, ensuring that my leg occasionally rubbed against his. I opened my purse and extracted a Virginia Slim; Darleen had commented only yesterday that I should switch to Camels, as they were more reflective of my figure.

"Aren't you going to light my fire?" I asked seductively.

"Certainly," he replied lighting my cigarette, "I was just looking over your kindling."

"I'm Michele," I offered my hand and he kissed it like a gentleman.

I actually prefer it when men kiss it like it was a ladies hand.

"I'm William Fellatrix; have we met before? Maybe in church?" he inquired.

"I don't go to church; kneeling wrinkles my nylons," I replied.

The waitress bought over two drinks and placed them on the table. Mr Fellatrix paid for the drinks and gave her a generous tip.

"Work hard and be kind to your mother," he said; and then turned away from the waitress and back to me.

"So what sort of a woman are you?" he asked me as he sipped his 'Tom Collins'.

"I'm a woman who likes talking to a man who likes to talk," I answered sucking on the cowboy (a situation very familiar to me).

"I should have ordered a 'salty dog'," I went on, "These cowboys are filling me up." (another situation very familiar to me).

"Funny you should bring up dogs; I have just split up with my girlfriend," he said sarcastically.

"What's the name of your dog?" I asked, going along with his sarcasm.

"Herpes; if she's good she'll heel," he chuckled.

"Anyway; what's a nice girl like you doing a place like this?" he went on.

"Maybe looking for destiny," I murmured seductively, looking deep into his eyes.

"You're too late toot's; Destiny finished her shift at five o'clock," he responded.

I decided to take things into my own hands and threw myself upon him in a fit of passion; taking his thing into my own hands. Mr Fellatrix's thing was throbbing like a sock full of grasshoppers. I knew now that I had him at my mercy.

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The job of a traveling salesman can be very lucrative but being a road warrior can also be exhausting. That type of job is usually handled better by younger men, but I have been very successful. It's hard to give up the commissions and bonuses for a mundane desk job back home at our Minneapolis headquarters. I have been on the road an average of four days a week for the last twenty-five years. My name is Ed, and now at forty-nine years old it has taken a toll on my marriage.With me being gone...

Trans
1 year ago
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My first time with a transvestite and my first gay

First of thanks for reading my story!Second of course this isn't my first sexual experience but it was my frist with a transvestite/maleIt was 5 years ago, i found her on a sex contact website. I kept looking at her profile for months, building up the courage to contact her. I finally did no answer. I hung up the phone my heart pounding out of my chest, i felt disappointed. I took it as a sign that it wasn't meant to be. However i decided to give one more try later that afternoon. She picked...

3 years ago
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Transvixen Transvestite Rick Band Chapter Five

Transvixen By Michele Nylons Chapter Five: Panti Pops Her Top Cherri had no intention of going to lunch. She read the contract on the bus on the way back to Debenhams and did some mental math. If Wendy was right about the band's success Michelle Murphy could set herself up in her own right. She could move out of home and live full time transgendered until she decided how far she intended to transition. It was early days but she knew she couldn't keep living a lie. Mike...

1 year ago
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Transvestite Bondage

"Please don`t make me beg for it…" he said,"…please." He knelt face down on the carpet, his hands tied behind his back, his ass jutting in the air; his pantied ass, clad in the shiny, smooth, black nylon, lace-trimmed women`s knickers. The high-heels of his shiny patent leather shoes pointed up towards his tormentor, their straps taught round his ankles, the smooth toe-caps polishing themselves on the thick, white pile carpet. The black nylon suspenders stretched across his soft, white, shaven...

Fetish
2 years ago
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The Undercover Paralegal

Cheryl goes undercover...and gets uncovered. The Undercover Paralegal by Deputy Duffy The sound of shuffling papers and dragging chairs signified the end of anotherFriday meeting. Cheryl Thomas sat nervously tapping her pencil on the mahoganytable and glancing up at Mr. Griswald, the firm's senior partner. He had askedher to remain after the meeting so they could "talk." Her head wasswirling as to what he might have meant by that, surprised he even knew hername. She had fidgeted throughout...

2 years ago
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Shimmer Undercover IGPT

Shimmer, Undercover IGPT By: Malissa Madison Crew List: Daisy Lightfeather, Owner, Driver/Navigator Co-Commander; Human Reno Demure; Commander; Terrellian Cord Shale; Co-Commander, Chief Investigator; Terrellian Tessa Yorre; Driver/Navigator, Chief Forensics Investigator; Lyconian Lexi Nior; Communications, Driver/Navigator; Demonian Sassi Treant; Medical; Orion Mahla Veer; Evidence Custodian; Orion Jarjar Creed; Prisoner...

3 years ago
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Undercover

UNDERCOVERJessica’s a five year veteran of the force.  Still young, attractive, she’s been assigned to a task force investigating the suspicious disappearances of young women from the downtown riverfront night spots.  The task force has been assigned teams, usually a couple or so undercover male officers in the background with a female officer, sometimes two, dressed as ‘Marks’ frequenting certain bars and clubs.  A couple months in without any further disappearances and the rumors are the...

3 years ago
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An Angie Story 4 Angie Goes Undercover

Deputy Sergeant Applegate pursed her full lips. She had to make a decision. Angie had been promoted to deputy sergeant from the outstanding work she had done while on temporary duty. She had been offered sergeant after successful completion of a voluntary undercover assignment. The job would require temporary duty with the vice squad in Los Angeles. It wasn't something she had been trained to do, but Lieutenant Frost told her that she was a natural. Angie was to report to the vice squad...

3 years ago
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Undercover

“This shouldn’t be happening” I kept telling myself as I hesitated. If I hesitated much longer then our psycho host would get pissed and probably kill us both ... just for the fun of it. He was impotent ... and he wanted a threesome involving me, his girlfriend and mine. He’d discovered that I was hung like a horse, and his perverted mind wanted to see me in action whilst he sat and watched. I had just fucked his equally psycho blonde bimbo girlfriend to a massive cum ... and there was an...

2 years ago
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My First Time with a Transvestite

The first time I was with a transvestite was only by happenstance. It was late at night, and I was in the parking lot of a porn shop, drinking a beer before I went in to watch porn in one of the booths. I saw a woman come out and get into her car. She looked at me and smiled when I tipped my bottle up for another drink.When she started her car, I turned on my own car, and then followed her down the road. As we drove, I was thinking that women do not usually go into a porn shop alone. Then at a...

3 years ago
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Transvixen Transvestite Rock Band Chapter One

Transvixen By Michele Nylons Chapter One: Panti and Cherri Pops Panti's red nailpolished finger lazily circled the glans of Cherri's erect penis through Cherri's gauzy nylon pantyhose gusset. Preseminal fluid seeped from Cherri's palpitating member and darkened the sheer nylon. Cherri's white satin panties were bunched around her thighs and she bucked and heaved as Panti gripped Cherri's engorged phallus and stroked it until creamy white semen erupted from the eye of her...

4 years ago
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Felix Driscoll Private Detective

A NOTE TO THE READER: This story takes place in 1949. **************** My answering service tracked me down just before midday. I had had a lunch date with Veronica, the beautiful new girl over at the bail bond place by the courthouse. When she agreed to go out with me I considered myself lucky. She’d come out west in hope of being in pictures and possessed both the looks and the proportions. Unfortunately she also possessed a prominent Bronx accent, a mountain too tall for dialect coaches...

2 years ago
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Tobias Tarakan Spectral Private Detective

The stifling heat had finally broken, and from the bar’s window, I could see a storm was descending on New York City. I winced, shook the water from my hat, dropped it on the table, and slipped into the snug. I looked at my bloodied hands. I knew I shouldn't have done it, not that way, but knowing something doesn't always help. Anyway, the old couple had to die. Period. I looked around, it was the usual, sad, 3 a.m. Friday fraternity. I could have a stake through my heart and no one would...

Hardcore
3 years ago
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The Undercover Slave

WESTHILL, ABERDEENSHIRE OUTSKIRTS OF ABERDEEN, SCOTLAND 1 MAY 2010The city of Aberdeen was one of the largest cities in Scotland, and the large community on the coast of the North Sea had a long and rich tradition of performing arts, something that translated to make the 2010 Aberdeen Renaissance Faire one of the greatest cultural expos in Scotland for the year. Thousands of volunteers from across the United Kingdom had helped effectively build from the bottom-up a recreation of a...

2 years ago
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The Undercover Superheroine

(I hope people enjoy a few of the ideas I've had kicking around in my head for a while. Feel free to add or write me with ideas...I definitely don't have any of this fully mapped out.) A superheroine's life is never dull, there's always some crook or villain to fight. In this case there are two new threats that have begun to pop up, unfortunately the biggest threats are just rumors on the streets and nothing more. Without something to stakeout or punch the only thing one can do is go undercover...

Lesbian
2 years ago
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Undercover Cop

This is my second attempt at writing a mystery thriller. The characters are a product of my imagination. The locations in Fort Lauderdale and in Coral Springs do exist. I do my own editing, but sometimes things get passed my spell check and proofreader programs, so please forgive any errors. Remember, it’s just a story with a happy ending. Undercover Cop By GatorRick September 2013 I awoke to an annoying beep…beep…beep. I couldn’t see a damn thing and when I tried to rub my eyes I realized...

3 years ago
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Deep Undercover

It was just a warehouse. It almost looked like it was falling down, and there was barely a single pane of glass left intact in the rotting window frames. This was it? Five years of investigation and deep, deep undercover work had led them to this moment, and neither Agent Lewis Hicks nor Agent Gabby Jones betrayed the slightest surprise as their contact unlocked the fragile looking door and led them into the derelict building. But when, after establishing their credentials and even their own...

BDSM
3 years ago
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Barbaras undercover night REPRISE

Barbara was a very ambitious career woman in the police force. As a university graduate she was fast tracked into her current role as a detective inspector in CID within a short space ofl time bypassing the lower ranks including uniformed officers. Because of this, she felt she needed to put a bit more work effort simply to earn the respect of colleagues where some were of the opinion she shouldn't be there due to her career jump. Eventually she gained the respect & trust of those...

3 years ago
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Undercover

I was asked to volunteer for an undercover assignment and I jumped at thechance. It involved an operation designed to break up a major pornoperation that was feeding stills and videos to several very successful web sites.So far, the agency had been unable to find anything i*****l about the group's operations. There was no chance of infiltrating anyone into theproduction side because it was too tightly controlled.The only way in would be to insert an agent posing as a bondage model.That's...

3 years ago
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Undercover Angel Ch 03

Undercover Angel Ch. 03 - Transvestite in hiding forced to fuck.Steve Marshall rolled into Wodonga and met with his contact; the manager of the Best Western Motel. The manager had spotted Michele's blue Ford and checked the guest register and discovered that the driver of the Ford, a 'Ms Mary Smith', was currently occupying room 113. The night clerk had described the woman to the manager; and then the manager had contacted Steve. By the time Steve Marshall arrived, things had taken an eventful...

2 years ago
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Undercover Angel Ch 01

Undercover Angel Ch. 01 - Mike goes undercover as a transvestite to escape crime boss.When Mike Harris stole two point seven million dollars in cash from his employer, he knew that his life had changed forever. It's one thing to steal that amount of money from your bosses' safe; it's quiet another to steal it from a ruthless gangster who is heavily involved in narcotics, prostitution, gambling and murder.Mike was Tony Leonardo's bookkeeper, accountant and financial adviser. Far removed from the...

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