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To his delight he discovered that there were literally hundreds of sites on the Internet that catered to those that shared his passion. He must have joined a dozen sites and spent hours on line reading the blogs, chatting and asking hundreds of questions. Kyle had obtained part time employment while still in high school that paid a great wage and it allowed him to order lingerie and makeup from various supply houses. That was after renting a box at one of the mailing services to ensure that there were no questions as to what it was that he got in the mail on any day.

He hid his collection in the back of his closet in an old hard sided Samsonite suitcase from the forties that still had a working lock. Kyle wasn't really worried as he never given his parents any reason to search his room. His collection and passion grew and he dressed up whenever the opportunity presented itself, but he still looked like a guy in lingerie.

Now years on the swim team had kept him lean and pumping iron in the school gym gave him great deal of lean muscle tone. One of the rites of passage for acceptance to the swim team was to have all his body hair shaved off by a group of cheerleaders, and he was required to keep it off. It was the Summer that he turned eighteen and had graduated high school that he finally summoned up the courage to attended his first weekend event. He had read about it on one of the sites he had joined and was assured it was for those that shared and supported this lifestyle.

It was being held at a beautiful and somewhat isolated hotel out of state. After chatting with a few of his new friends and being assured of learning new skills he registered on line. He packed up his collection and after giving the excuse of visiting some friends that he had made at a swim meet he left on Friday right after work. A three hour drive later he finally met all the wonderful people that he had been chatting with on line. They made him feel welcome and accepted, he no longer felt like an outcast. All were eager to assist him in learning the aspects of looking female.

Kyle was adopted by a stunning older attendee named Sylvia and he became her student. They spent hours together and she shared all her knowledge with him. The lessons included how to walk in high heels and the proper way to apply makeup. Kyle soon became a regular at these events and eventually conquered his fear of being seen in public as a female. He was finally able to walk from his room to the main salon in heels for the nightly gatherings without fear of falling. He was even able to sit in the bar and flirt with some of the men.

As time passed many of those he met at these events could not believe that he was not a GG (generic girl), his skill at makeup and dressing had become that good. It was at one of these weekends that he purchased a skirt and blouse combo that was not unlike a school girl's outfit seen in an erotic Anime feature and he couldn't wait to try it on.The house was going to be empty the next weekend as his parents were going camping and his sister was spending the weekend with her boyfriend. Kyle even waited an hour after they had departed in case they returned to pick up something they had forgotten...

A shower and shave were followed by two and a half hours of makeup before finally he was ready to dress. It started with a blue silk bra that already had breasts built in it. He then placed a matching garter belt around his hips and slowly slid up the sheer nylons and attached them to the ribbons.As he slid up the silky blue panties he was already as hard as a rock and the illusion was ruined by this pole straining against the silky material. Now he had learned dozens of ways to hide this protrusion, but tonight he settled for his favorite solution.

Kyle slid the panties down just enough so his cock could spring free and then he moved to the full length mirror on the wall. As he stared at the pretty girl staring back at him he began to stroke himself. He then leaned into the mirror and kissed the cold reflection and as soon as the head of his cock touched the cold surface he shot his wad on the mirror and the reflection of the pretty girl there.

Now totally limp he cleaned up and finished dressing. The outfit he had purchased had a very short blue pleated skirt and white blouse, white lacy ankle socks were thrown in as a bonus. He finally slipped on the heels and stood in front of the mirror again.

Perfect was the only word that came to mind. He was so busy admiring his reflection that he did not hear anyone enter the house.

"Who are you?"

Ky;e spun around and there stood his sister's boyfriend, Rusty. He stood there in the doorway just staring at him before he stepped into the room. Rusty was tall and tanned with the build of a wrestler, plus he was very handsome.

"Who are you?" he asked again as he approached.

It wasn't until he was inches from his face that he put two and two together.

"Kyle? Is that really you? Dammed if you aren't hotter looking than your sister," he stated as he continued to stare.

Then without warning he took Kyle in his massive arms and placed his lips on his and gave him a gentle kiss. He tasted like tobacco and alcohol and Kyle could feel his erection pressing against his nylon covered leg.

He couldn't believe how turned it got him and he kissed him back. The gentle kisses soon turned into a passionate tongue sucking frenzy.

He ran his hands all over Kyle's smooth body and then moved up under the skirt. He tried to stop him but was unsuccessful, soon his powerful hands were caressing his thighs and silk covered butt.

"Dammed if you don't even feel better than you sister," he commented.

"Where is Delilah?" he asked softly.

"Who knows, we had a fight and she took off. I thought she was heading back here," he answered as he moved toward the bed and sat down.

"What do you want from me?" Kyle asked.

"I want you to strip for me."

"No," he responded in a shocked whisper..

"No? You want everyone to find out about this?" he asked.

Kyle shook his head and slowly began to unbutton his blouse. Rusty unzipped his slacks and freed his rock hard cock and began to stroke it as he watched. Kyle was actually getting excited though he hid it.

Rusty stopped Kyle only once and ordered him not to move as he exited the room. He returned a minute later and told Kyle to continue, soon Kyle was down to his lingerie and heels. Rusty stopped stroking his large cock and called Kyle over to the bed and and asked him to sit. He then took Kyle's hand and placed it on his rigid member.

"Stroke me," he said in a husky whisper.

Kyle began to gently pump Rusty's cock as he kissed his neck, ears and lips. Again he could not believe how turned on he was and how hard his own cock was straining against its silky prison.

Rusty then ordered him on to get on all fours on the bed. He pulled the silky panties down to the knees and Kyle felt something wet and warm being applied to his backdoor. He looked over his shoulder to see that Rusty had a tube of KY in his hand. He then applied a generous portion to his cock.

Kyle shook with anticipation as he did this.

"Do you want me to stop?"

Kyle surprised himself by answering, "No".

Rusty slowly began to push his hard cock into his virgin backdoor. Sylvia had talked about this but he never believed that it would happen to him, or that he would be such a willing participant. The pain lessened as his body accepted this intrusion and soon he felt Rusty's balls banging against his butt cheeks as he began to increase his pumping.

"Oh yes," Kyle moaned over and over.

Rusty took one of his hands off Kyle's hips and grabbed Kyle's cock and began to stroke it, Kyle's pleasure increased tenfold. Rusty's rapid breathing and thrusting told me that his orgasm was approaching.

He released Kyle's cock and withdrew his before he flipped him over on his back.. He issued a low moan and shot his load on the satin garter belt. A minute later Kyle released his load there as well.

He collapsed next to him on the bed and stared again.

"I took your cherry didn't I?" he asked as he gasped for air.

"Yes you did."

"How was it?"

"It was great," Kyle responded.

"Can we do it again sometime?" Rusty asked.

"I'll think about it."

"I promise to buy you the sexiest outfit you have ever seen," he stated.

"What about Delilah?"

"What about her? She never lets me do her in the butt and what she doesn't know can't hurt us."

The sound of Delilah's car coming up the driveway spurred us into action. Rusty and Delilah eventually made up and later that evening the muffled sounds of Rusty pleasuring her caused Kyle to recall what had happened earlier.

As Rusty did her Kyle did himself, they all finished at the same time.

A month later Kyle was at one of the out of state functions and and dressing for cocktails. The evening gown he selected fit him like a glove and was slit from thigh to the floor so it showed plenty of leg with each step. He greeted those lingering around the entrance with hugs and kisses and was about to enter when I heard a familiar voice.

"May I escort you inside?" the voice asked.

He looked up and there was Rusty looking like a million dollars in his suit.

"What are you doing here?" Kyle asked kissing him lightly on the cheeks.

"I am looking for this totally hot brunette I met once and was hoping she would join me at my table."

Kyle took his offered arm and we sat together at a table. As they drank and chatted Kyle felt Rusty's hand caress his silky leg. He allowed his hand to drift to his lap where I could feel his erection growing under his suit pants and gently rubbed it.

"How did you find this place?"

"I followed you."

"For two hours?"

"It would be worth it to find this female."

"So what happens when you find this totally hot brunette?" Kyle asked.

"I will ask her if she has a fondness for black leather and silk."

"And if she does."

"I will tell her I am in five thirty seven and that I purchased several pieces of lingerie made of those materials," he responded.

Two hours later we were heading to his room. It was the beginning of a great weekend.

-->

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Hi, This Is A True StoryThis Happened About 2 years Ago When I Was Just 17.My Friend Jake Who Was the same age as me was invited to a family christening one weekend.Because he didn't want to be bored he brought me along to the after party at rugby club function room .We was both their for a few hours and most the older family members went home and jakes uncle ross came over and bought us a drinkHe started chatting to us having a laugh and a joke. I was Gay and Jake Knew and the day before he...

4 years ago
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Jeanie

Jeannie, my JeanniePart IWakeup Call!!I was lying in bed half awake, half asleep.   My mind was wondering when I became aware of a strange sensation.  I awoke to see my thirteen year old daughter Jeannie in bed beside me.  Her right hand was wrapped around my erect cock which she held tightly. ? BABY!  What are you doing?  You have to stop!!? ?Dad, it is OK, I have been dreaming of this.   I know how you have been looking at me since Mom left.? ?You have to stop!!?  I did nothing to stop her,...

3 years ago
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A WellLived Life Book 6 Kara IChapter 14 A Southern Belle a Surprise Proposal two Cheerleaders an Old Flame and a Girl Back Home Part I

October 1981, Chicago, Illinois I arrived back at the apartment just before 10:00pm and saw the address for the party. I decided I wasn’t particularly interested in going so I put on some music, poured myself a glass of wine, and started reading more about Russia. I was alternating between the history and culture book and the Communist Party book, decided on the history and culture book for this time. I didn’t get much reading done because I was thinking about Tatyana, which led me to...

1 year ago
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MonstersOfCock Romi Rain Romi Rains in a BBC

OK, no fucking around on this one. After playing ball and on his way home, Ricky comes across a beautiful sight. The amazingly hot Romi Rain is doing some gardening in her tiny Daisy Dukes. Being only human, of course, he spies on the gorgeous girl. Romi is definitely the whole package, beautiful face, long black hair, tight bubble butt, and big juicy tits. After he gets caught looking, he thinks he’s in trouble but instead she invites him in. Romi proves why she is one of the hottest...

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1 year ago
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Arlene and JeffChapter 578

The Retreat As the wedding plans continued for White and Martin, Jeff, feeling useless, walked out of the living room and a moment later peeked into the kitchen. Unsuccessful there, he stepped back into the hallway. “Computer, where is trooper Tosha Arnold?” “Trooper Tosha Arnold left the Retreat twenty-seven minutes ago and proceeded to Security Headquarters.” “Did she say when she would be back?” There was a slight hesitation while the AI reviewed his files. “I can detect no...

4 years ago
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RegrowthChapter 3

As the first item of business the next morning, Bill called me into his office to discuss the "accident" with the hoist. He wanted to know what I thought. After assuring him that I had no proof, I told him of my suspicions of Joey and why I figured that he was the only one who would and could have done the sabotage. Bill thought for a minute or so and said, "Jimmy, I hate to say this about one of my men, but I think that you are right. Joey was making too hard a play for Janice about six...

3 years ago
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Broken Ch 18

Dimitri grinned from his seat on the porch as he watched Madi sit with his niece on the lawn. She smiled as she leaned her head back, letting little Naomi tug at the large pendant on the choker around her neck. She had seemed nervous the whole car ride down, quiet and fidgeting with eyebrows just barely knit, as though she were trying to preplan her actions and words. He chuckled softly as he thought of the surprise that had taken over Madi’s face when his mother had gone directly for a hug. He...

4 years ago
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My Encounter with Smiriti

Dear Friends Im your friend Sudhish Im here to tell you the other part of story that happen that very night. As I had told you that after I was finished with Gitanjali I saw Smiriti coming out of her room and witnessed the relation that had just taken place between me and Gitanj. She threatened me that she will reveal every thing befor all no sooner the day light touches the earth. When I requested her to not to do so she asked me to make love to her. I could not believe my ears. An then the...

4 years ago
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Coward Little Housewife

I myself am amazed that 34 sized boobs can stand so straight even without a bra. My nipples are semi brown in color. My face has an innocent look and my lips are magnificent. The biggest fact of my life is that I’m a coward. I don’t have the guts to resist anything. Not even girls, males are out of the question. As per the information, I was once traveling on a bus and the bus was crowded. A guy was just standing behind me and was packed with me in that crowded bus. So much packed that his...

2 years ago
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The Young and The WildChapter 9

Olaf could hardly wait to see her stripped naked again with that terrific voluptuous body of hers, only this time it would be just for him, the remembered sight of her lushly rounded curves just about to orbit him! Christ, he'd never had such a case of hot nuts in his life! "All right... let's not waste time, darling," Dianne hotly whispered, turning to face him in the center of the bedroom, the rippling, rounded mounds of her full white breasts still erotically exposed through her tom...

3 years ago
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Sex Odyssey Fucking On Her Daddy8217s Bed

Hi, I’m Sidharth. From Bhubaneswar, Odisha. This is my first story here, I’m not like a big fan but I surf ISS every now and then. The incident I’m going to narrate happened a few months back with my then new girlfriend. We were in the same batch. She was the hottest ass in the whole class. We got close in annual function drama rehearsal. We exchanged numbers and things went to WhatsApp. I found out her name is Arti. Our chit chat went on for a few months. I never asked her any questions about...

4 years ago
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Future PerfectChapter 7

We strolled down to breakfast, without a care in the world. Nella's eyes blazed with fury, but she held her silence until the opportunity to tackle me alone arose. She followed me into my room, screaming with rage. "You promised!" "I promised I'd speak to her. I did, and we decided to continue." "You lied to me. You never had any intention of stopping." "It's what we both want," I replied calmly. "You just don't understand. I'm telling you this for your own good. Nothing...

3 years ago
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A Brand New Start Part One

... As her tears flowed, a phrase suddenly entered her mind. "There's nothing like quite like a new look to build confidence. You are only as confident as you feel and I know you love feeling pretty, my beautiful," she whispered. Who had said that to her, she wondered. All of a sudden, she remembered. It was Aunt Mary. With the laugh and spirit of an a young woman, her beautiful aunt who had migrated from Turkey to help their family when they needed had been the only one who could really...

4 years ago
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Kismet or Happenstance Ch 02

Two short e-mails, four days and a phone call later, Ana’s eyes flitted between the occupied tables at the tapas restaurant, her watch and the sympathetic expression on the hostess’s face. She swept the errant strands annoying her right shoulder back into the twist above her nape. Great. Just great. He’d either left or— ‘You’re late.’ Ana turned around, startled by the stern, deep timbre, relieved he was here. There he stood, all annoyed in a smoky grey business suit—two buttons on his...

4 years ago
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Rite of Passage The Family Who Plays Together

It was a sunny summer afternoon. My husband, Steve, said he planned to work with our son, Mike, on some things around the house while our daughter, Donna, and I ran some errands.Our kids were both young adults. Mike had just turned eighteen, graduating from high school. Donna was almost twenty. She recently completed her sophomore year in college.The house was quiet when we got home. While Donna put away some groceries, I walked down the hall past Mike’s room to stash some things in the...

Incest
4 years ago
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A Prayer

It’s one of the most controversial subjects out there. God. Church vs. State, and all that jazz. It’s hard to learn things in this world we live in today. Do many people believe in anything? I’ve always been a bit of a skeptic when it came to religion. There are some things I don’t agree with. There are other things I will probably never agree with. Does that make it count less? Or is God just happy we’re talking to Him and seeking His word? * I don’t have all the answers. In fact, I...

2 years ago
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One Night in Bangkok

So this is my first crack at putting into words one of my very many sexual adventures. I’m sure the paragraph and sentence structure will be lacking, but bare with me as I continue mastering the art of writing these erotic stories.This is a recent story that occurred December of 2012. The names have been changed, but the locations and details are real and true.My buddies and I were wrapping up the final night of a 13-day trip through the amazing country of Thailand. At this point we had already...

3 years ago
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Paying for playing

“Hey, sis, whatcha readin’?” “Nothing interesting. Just something for college.” “Feel like taking a break?” Emily looks up from her book. “Why, Johnny, got something in mind?” “Well, looking at you right now is giving me ideas.” Johnny said while openly rubbing the bulge forming in his shorts. “Johnny, Mom and Dad are home!” “So, it'll make it more exciting and I’ll close the door.” After a moment Emily puts the book down. “Okay, quickie.” With that She then whips...

4 years ago
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Trip Into The Desert

"Everything packed?" I asked Clive my very best friend. "Yeah," he said and it sure looked like it. The back of the Land Rover was almost overflowing with kit, water and fuel containers. We had been going into the desert for some years now, luxuriating at the quietness and peace of the place. The map only shows two water holes and of course the road goes from one to the other but Clive and I sound a third in the foothills, a sink really catching the small amount of rain that does fall....

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