That First Halloween free porn video

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Guy just sat there in his car wrestling with the decision to get out. Every time he reached for the door handle it caused his heart to beat harder in his chest so he stopped. He would occasionally check his make up in the mirror expecting that something changed since he last checked it.There was no change, he was still as stunning as ever.

He finally worked up enough courage to exit his vehicle and stand next to it. He watched as other party goers arrived and entered the club across the street. This club was not one of his preferred watering holes, it catered to those who embraced a different lifestyle and their Halloween parties were rumored to be the best in the city.

Every person he saw was in costume and make up and he felt a little better, but he was still afraid. His fear was well based. Guy was a cross dresser and this would be his first time out in public dressed as a female. It was a coming out party so to speak and he had waited and planned this night for along time.

Like many others he never knew where this desire to dress up had come from and he tried to ignore it at first. Maybe it was the fact that he had grown up with two attractive older sisters and that he was always in close contact with their clothing, especially during his week of doing the laundry.

Maybe he was envious of their soft silky clothing.Their bras, slips and panties were in a variety of styles and colors and just touching them caused a tingling in his balls. He remembered the day when he finally give into his urges and borrowed a pair of clean panties from the laundry basket and hid them in his room.

Later that evening after the household was asleep he removed the boxers he slept in and slid the tiny silken panties up his legs. The feeling of his cock and balls being cradled in this silken cocoon was beyond description, but it wasn't enough.

He recalled silently creeping back downstairs in the dead of night and removing a pair of black pantyhose from the line and hurrying back upstairs. Once in his room he slowly slid them on over the borrowed panties.

The sensation of his legs being encased in the black filmy material had him as hard as a rock. He stood in front of his mirror and ran his hands all over his legs and groin, he could not believe how good his legs and butt looked and felt in the borrowed finery.

That was how it started. Now detection of this habit by his family and friends would spell trouble, so he kept this habit a secret. He survived high school by borrowing his sisters lingerie or nighties and wearing them at night behind closed doors.

His desire to dress and look female changed the course of his life and led him to take cosmetology classes in college. Male hair dressers where the up coming thing and he excelled at makeup and hair design. He passed his state exam and was eventually offered a job at a high end hair salon after graduation.

His long lean frame and good looks made him very popular with his female clients and they brought their friends to see him. His popularity grew and so did his income, he was finally able to move out of his parents house and buy a condo. Now he could indulge in his fetish without fearing discovery. 

Guy soon set up a dozen accounts with on line make up and lingerie companies, his collection swelled with dozens of bras, slips, panties, garter belts, and nylons. At nights he dedicated a few hours practicing his makeup techniques and soon mastered the art of looking female.

He eventually purchased a pair of high heels and after a dozen falls mastered how to walk in them.

Now Guy had never considered venturing outside as a female until tonight, but it was Halloween and he needed to see just how passable he was. His Princess Jasmine costume had been custom made and it fit him like a glove, it drew many whistles from the passing cars as he walked across the street.

The turquoise colored harem pants were almost sheer and showed off the silhouette of his long and slender legs as he moved. The sensation of them rubbing his legs as he walked was indescribably sensual. The top was short exposing his arms and shoulders and it ended under his phony breasts.

With the harem pants hanging on his hips his flat and tanned midsection was exposed. He was glad that he had spent those extra hours doing crunches at the gym. The brief he wore underneath did a great job at hiding his manhood and hugging his butt.

The wig and jewelry were exact copies of those that the Disney character wore and he added a thin veil trimmed with lace worn across his nose and mouth. 

Based on the number of times he was complimented as he waited in the small line he knew that his makeup was perfect. Even the bouncer at the door was so taken with his looks that he was never asked for an ID. His hand was stamped and he was bade to have a good time as he entered the club.

The club was bigger than it looked and jammed with people. As he made his way to the bar he received more compliments and kisses of welcome on the cheek. There were even a few gentle caresses of his silk covered bottom from unseen hands as he moved through the throng of costumed party goers.

The bar was jammed so he found an unoccupied table and took a seat, a waitress appeared and took his drink order. Guy was so absorbed with watching the crowd that he did not see the tall dark figure approach his table.

"May I join you, Princess?" a soft voice asked.

When Guy looked up there was the masked bandit known as Zorro. He was well over six feet tall and his costume was a perfect replica from the old TV series.

Guy knew that this was bound to happen. An attractive female sitting alone was sure to attract the attention of some lonely male. Since this one looked safe and still sober Guy invited him to sit.

Though Guy's exterior was calm there was a storm brewing in his head. What was he doing? He wasn't gay so why was he smiling at this man? Why did you invite him to join you? What happens when this handsome stranger finds out he is not a real female?

Guy removed a pack of cigarettes from his tiny silver purse and placed it in his mouth. Zorro produced a small gold lighter from a hidden pocket in his cape and lit it. They chatted about their costumes and discovered that they had both used the same company.

Guy was asked to dance when the music slowed down and he accepted almost against his will. It seemed that the Princess was taking over his personality. Once on the dance floor Zorro gently embraced him and just the touch of his gloved hands turned Guy on.

He didn't press his body too close against his dance partner less the bandit feel his erection struggling against his nylon brief. As they danced Guy decided that he had better take his leave before things go too far.

Once again the female he had become resisted this notion and he allowed himself to be escorted back to their table.

"Have I told you how beautiful you are?" the bandit said sliding his chair closer to him.

"No you haven't. Did I mention how good you look?" Guy responded as Zorro placed an arms across Guy's shoulders.

"Leave now," his inner voice screamed.

"But you have not been totally honest with me," the masked bandit said as he removed one of his leather gloves.

Before Guy could react Zorro's hand moved toward the crotch of his harem pants and circled his cock that was hardening by the second. Zorro then placed a gentle kiss on Guy's cheek through his veil as his hand began to gently manipulate Guy's cock.

"Please stop," Guy said softly.

The bandit ignored his pleading and undid one end of the veil that was covering her nose and mouth and placed a gentle kiss on the now exposed red lips. Between the kissing and the non-stop movement of the bandit's hand Guy had become hard, harder than he had been in years.

"Please, what if someone sees?" Guy pleaded.

"No one is looking, now kiss me," Zorro said.

A force from within Guy moved his lips toward Zorro's. He started to gently kiss his lips and then inserted his tongue in his mouth, the bandit did the same. As they sucked each others tongues Guy's hand drifted to Zorro's crotch and began to manipulated the lump he found there.

"You have to stop. If I cum everyone will see the stain," Guy pleaded again.

"Well we can't have that," Zorro replied as he released Guy's swollen cock.

He stood up and took Guy's hand. Once again the Princess made Guy stand up and be led outside to the parking lot. They stopped by the side of a full size SUV.

"I want to fuck you so bad," Zorro stated.

Panic gripped Guy's brain, he never planned on this. He decided he would be compliant then deliver a blow to Zorro's balls when the opportunity presented itself and run like hell.

"You must not be so fearful, Princess. Things aren't always as they appear," Zorro said with a smile.

He kissed Guy a few more time before he stepped back and unbuttoned his silken shirt. He then grabbed one of Guys wrists and kissed his hand before pushing it through the opening of his shirt.

Once inside Guy's hand found a pair of breasts with swollen nipples that were almost flattened under a skin tight t-shirt. The Princess embraced Zorro again and allowed his hand to move under his cape as their lips met.

His hands felt a tight butt under the spandex pants and his fingers detected the outline of a thong underneath them. They sucked each other tongues as they ground themselves against each other.

"I still want to fuck you, Princess," the man in black admitted.

"Here in your car?"

"Of course not, that would ruin the illusion. I live in the Carrington Towers condos."

"I'm just down the street at the Carriage Hills," Guy replied.

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Full Circle Halloween

So, there I was, at a party going stag, a Halloween bash, of all things! Now, bear in mind that Halloween itself is my birthday and it happened to fall on a Saturday that year. I had just broken up with Selina, my girlfriend of two months, over something that I thought was petty, but she deemed a catastrophe. She had seriously overreacted and committed the unpardonable sin when dating me: physical violence. She had slapped me, I considered that to be abuse, and I told her so as I walked out on...

3 years ago
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Tanya Blows Halloween

A friend, our sometimes shy and always tiny Tanya, arrived at our post-Halloween brunch with her beau and two strangers, Chuck and Carol. After introductions, Mario asked how she met her new friends. The four of them burst out in giggles and blushing grins. “Oh, this should be interesting,” Mario smiled at his wife, Maria. Sue brought out a pitcher of frosty Marguerites and poured as Tanya hung a black trench coat and a black, long-feathered mask on a chair then began her embarrassing...

3 years ago
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My Best Halloween

I just love Halloween. To me it’s the time of year where grown-ups can play dress up, with masks. I love the idea of hiding my identity behind a mask, because my inhibitions seem to disappear and my whole body quivers with lust. I remember one Halloween where my husband and I were invited to a swingers costume party. This couple was close friends of ours, and even though the event was a month away, I could hardly wait. Nothing says Halloween like a costume with near nudity. So we went online...

3 years ago
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A Vampire on Halloween

The bobbing crowd momentarily obscured the tall blond man from my view. What I saw was enough to prick my interest. The tight-fitting leather pants hugged his lower body and when he turned around at a long table that served as a bar, I could see the bulging outline of his cock. He planted his black boots a few feet apart and thrust his pelvis forward for all to admire his tool. His white satin shirt was open to the navel and I could see his naked flesh daring me to touch it. My pussy responded...

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1 year ago
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Red White and Blue Halloween

This story is dedicated to the men and women who defend us all. And to the silent heroes, their families. Bless you all. *** ‘It’s a tradition,’ Esther reminded herself as she pulled the box from the top shelf. For twenty-five years, since her Tommy was just two, she had decorated their house from top to bottom with ghosts, vampires and ghouls of all shapes and sizes. She, herself, would dress as a gypsy and read the cards for children of all ages in the neighborhood. She spent days before...

2 years ago
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A Broken Halloween

Where to begin this story is perhaps the toughest part so maybe I should start with my background. An unwanted pregnancy, an accident, between a man looking for a rich girl and a naïve college student. By the time he tried to call off the wedding I was already on the way. Needless to say the marriage didn’t last and my mother ended up remarrying. Unfortunately this failed also and I got shuttled between father and grandparents till I was in the process of being sent to a group home. Because...

2 years ago
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My Los Angeles Halloween

My Los Angeles Halloween By Mellissa Lynn Dear Diary, Last night was Halloween. I was going out with Lana, Tim, and Phil, and decided to introduce my real self. Boy, am I glad I did! After a hard day at work, I started making preparations for the evening. The first thing I did was to go shopping for some last-minute things (hose, etc.), then headed back to my apartment. I immediately went into the back bathroom and went to work. I started by slathering myself with...

2 years ago
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My Strange Halloween

My Strange Halloween By Jennifer Adams I want to tell you something that happened to me last Halloween, just to warn others so that they do not suffer a similar fate. This is about the Halloween that changed my life, literally. After a party I attended with my wife, she talked me into going as a ballerina. She had said that this would be especially funny since I weigh over two hundred pounds. It turned out to be a rather dull evening all in all. I did win an Ouija board as door...

1 year ago
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Donnas Halloween

Donna Anne's Halloween by Lisa Elizabeth in conjunction with Donna Anne Any resemblance of characters or situations to those of real persons or situations is purely coincidence. This is a work of fiction. ********************************************************** I had done it! I had won the costume contest at my school. It had been wonderful and I was very happy when I had gone to sleep last night. Now it was morning and I woke up in my bed holding on to Raggedy Ann. Today...

2 years ago
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SRU Happy Halloween

SRU: Happy Halloween By Paul G Jutras Arriving in town the Philips Family pulled up in front of their new house. They had sent all their things ahead of time, so the house was already furnished by the time of their arrival. "I wish you two would stop fighting so." Mr. Philips said to his kids, Paul and Lesley. The next day at school everyone were dressed in Halloween costumes. Lesley had on her cheerleading uniform from her previous school and Paul his football uniform. He...

2 years ago
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Unhappy Halloween

Unhappy Halloween By Paul G. Jutras It all started when Jackie came out of the supermarket and saw a flyer on her windshield about a new costume shop that had just opened in time for Halloween. It had been years since she went out dressed for Halloween. The only time she did get dressed up was when she was making love to her live in boyfriend, Jack. "Why not," she thought, as she got into the car and took note of the address on the flyer. When she got to the address of the strip...

2 years ago
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HAPPY HALLOWEEN

It was a cool crisp Halloween evening and I had been giving out candy and treats to all the ghosts, witches and monsters in my neighborhood from my spookily decorated doorstep. After a few hours, my candy supply was running out and the trick-or-treaters were becoming fewer. As I extenguished the candle in my jack-o-lantern and began to bring in all my holiday props, I noticed two young women walking down the sidewalk toward my direction. I couldn't recognise them at first because of their...

2 years ago
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Jennifers Halloween

As fall came, I got more and more time as Jenn, as well as time with Lindsay. Halloween was approaching, and on October 27th, I went, as Joel, with Lindsay to the local costume shop. I followed her around as she looked at costumes, discreetly telling her whether or not I liked a certain costume. We eventually picked out two costumes. Lindsay picked a Little Red Riding Hood costume, and we grabbed a cute bunny costume for me. Lindsay handled paying and we left. My dad dropped Lindsay at...

2 years ago
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A Minnie Halloween

A Minnie Halloween My girlfriend's company was having a Halloween party and it was to be a Disney themed costume party so about one week before the party we went to the suggested store that was supposed to have a large variety of Disney themed costumes. Carla and I looked around at many costumes sleeping beauty and Prince Charming peter pan and tinker bell, Beauty and the beast and we finally came across Mickey and Minnie, Clara became excited with these costumes and told the...

3 years ago
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Halloween

Halloween costumes: Chapter One: Ladies who shop: Halloween had snuck on us again. It was 30th October. My girlfriend, Leanne, thrust a shopping list in my hand and sent me down to the shops. She was tired and angry and I thought I had better get what she wanted me to. I should perhaps introduce myself. I am Michael. I am older than I care to admit, let's just say forty something and I live with my girlfriend, Leanne, and our daughters, Amy and Rachel. I am very...

4 years ago
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Fraternity Brother to Sorority Sister Chapter 17 Halloween

Fraternity Brother to Sorority Sister Chapter 17 Halloween Fall was in full swing on the campus. Students and fans were flocking to the campus on weekends to watch their beloved Noles. The Seminole football team was enjoying one of their most successful seasons, eight games into the season they were undefeated. During the last weekend of October all of the Nole fans took a break from dressing in Garnett and Gold and dressed up for Halloween. Aaron and Beth had already decided to...

2 years ago
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Why I Hate Halloween

Why I Hate HalloweenBy ForkedbeardIt was Halloween. I was dressed in a red Devil's outfit. Red from head to toe. Red hood, Red top and red tights. I had my trusty pitchfork as I was on my way to the party.There was enough light to see but it wasn't bright since this was a residential area and they don't light them like downtown. A very pretty girl in a skimpy costume comes up to me and asks directions to an address that she says she knows is nearby but she can't find.Well I offered to help,...

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