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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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Remember being a young man and going to a friend’s house for sleepovers? So many people harbor fond memories of staying up late with their best buds, playing video games, eating candy, and drinking Mountain Dew. It’s the epitome of youthful fun. Here’s the thing, though. I never had sleepovers with my best friends. Why? Well, it’s simple. My best friends’ moms were ugly sacks of shit.How much I liked someone had nothing to do with my urge to sleep over at someone’s house. For me, it was all...

Mature Porn Sites
3 years ago
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Train Meet

This happened several years ago. I was travelling to Bombay in first class coach. It was a two person coupe. Besides me there was just this lady. She was somewhere between beautiful and ugly. She was in her early forties. She had well grown breasts and attractive hips. Going by these two I imagined that her other parts must be equally attractive.Since the journey involved two nights and a whole day, I introduced myself and asked about her.Surprisingly she introduced herself as a writer I had...

4 years ago
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Pizza and Pussy

It was late one spring evening in this busy southern university town. The night air was already hot and humid. Sounds of the night echoed in the background as Josh stood in the doorway. The hot humid air did not circulate and hung heavy like an encompassing weight draped over his body. The musty aroma of sex and sweat mixed with the lingering sweet scent of cannabis stirred in his nostrils. Standing before Josh just inside the doorway was a girl clad only in sheer lacy panties and a cut off...

2 years ago
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Morgan L

Morgan sat in her kitchen now for the first time she began having doubts my god she thought I just spent the night fucking two of my son’s friends I enjoyed the hell out of it, but young guys talk I would not want Terry to find out. I would like to see them again, but this may become difficult when Terry is home. Her phone buzzed bigguy came up she instantly answered, what Morgan didn’t know was her two new fuck buddies were planning a gangbang on her for Saturday night. Saturday morning, she...

3 years ago
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Random Encounter

Behind the door were standing three women dressed in identical mannish-looking but femininely cut suits and ties. Two of them were wearing sunglasses even though it was evening and they were indoors. I guessed the one in the front only didn't because she already had eyeglasses on her nose. I stared at them for two seconds and said: "No, I don't want to hear why God makes people suffer, please go away." I started to close the door, but the one in the front with short blonde hair shoved...

4 years ago
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The Six Star Bed and Breakfast Afternoon Tea

I finally managed to make breakfast. It was hard getting dressed. Every time I tried to put clothes on my mind would remember something that Maggie had done in the shower, and I would feel my cock twitch and then I would have to give it a little tug.  I saw only one table laid as I entered the breakfast room, so I sat down at it and looked around me. The decor was nice, clean and with a big wide window at the front of the house letting in loads of light from the early morning sun. Just behind...

Straight Sex
5 years ago
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Untold Story On Kamya Bhabhi 8211 Part III

Next morning I wake up late after that adventure and saw she was already gone from the room. I saw the bed was gently made clean. May be she awake before me and cleaned it. I thought how she will react as I made her almost naked at night and kept her almost like that only. Thinking of that I got very scared. Then I remember that I took her panty also in my hand but I couldn’t find that now. I started searching for that but was unable to find it, maybe she took it when she was cleaning the bed....

Incest
3 years ago
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First Experience Of Sex In Teenage With My Mami

Hi readers, I am Navi back again with my second sex story (real story), thanks for liking my earlier story and thanks to my special reader for arranging special dinner for me J Now I will make you fell as an teenager as today I am going to share my experience of teenager where I will share how I fall in love or may be lust with my own mami and how it took years to convert the feeling into making love. So the sex story starts but yes its little big but you guys will enjoy for sure.. I was in...

Incest
4 years ago
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An Unexpected adventure with Robin and Olivia Chapters 89

Life went back to normal with work and home. I had more time to visit Robin and Olivia. Babysitting duties had ended when Olivia turned eighteen. Olivia proved she could be trusted and so she stayed home by herself or told her mom when she went out with friends. And Robin said Olivia always was home by a reasonable hour. We had not had time or the opportunity for another payment. But, the next step started to form. Olivia opened the door when I arrived. She was working on dinner since...

2 years ago
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Toys of the Purple Man Marvel

"Dr. Zachary Violet" smiled as he leaned back in his elegantly upholstered chair and gazed at his office. The Purple Man's powers had recently mutated -- or rather greatly increased. No longer could he only control people for a limited time. Now, by properly focusing his powers, he could make permanent alteration to people's minds... and even to their bodies! Thanks to his enhanced abilities, he could also make people perceive him as whatever he wishes, and now they would see him as nothing...

4 years ago
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SamChapter 11B

Bambi was already in her room laying out clothes when we walked in. Most of them were still too nice and too sophisticated but we didn't say so right off. We slathered her face with cold cream to remove all traces of makeup. We made her take a bath and wash her hair to get the perm out of it. While she was in the tub, we put away all the clothes she had out and then went looking for something suitable. When nothing turned up, Neeka ran out the door and down the hall into one of the guest...

3 years ago
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Sin

Forgive me Father, for I have sinned.The words dance through your mind as you return to the vicarage to the help with the post service coffees and teas. Your mind racing in a million directions as you take a deep breath and tuck a loose strand of hair behind your ear, re-joining the conversation with the regulars as if you had been there all the time. Offering hot beverages and freshly made bakeries to the older congregation, your warming smile ever more radiant.Acting just as you always had...

Quickie Sex
3 years ago
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Dancing and the next day

Michael leaned over and spoke in her ear, “What do you want to drink?” His breath in her are distracted her and she sat dazed for a second, finally what he said sunk in and she said, “I don’t know. I don’t drink enough to know what I like.” With a grin, Michael asked, “Do you want what they’re having?” She had heard the word tequila and knew that it was out of the question. Michael could not control her if she had tequila. She spoke up, “No. You only wish.” Turning toward the...

2 years ago
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Spa visit continued to home

So my first experience at the spa was quite good. Had taken ther****t’s number for long weekend. So called her on Friday afternoon but no response. Tried calling her after couple of hours but still not response. I thought I ran out of luck and it’s going to be dry a weekend. Out of curiosity left a text message saying "As decided can we meet for weekend". Got a call back from her at about 10pm in the night. Had a little bit talk around and she mentioned "they are not allowed to answer phone...

2 years ago
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With Help From John Jane

We were drunk that Saturday night at John's apartment,all day I had noticed John's tight butt & I remember comparing his to his friend Jane,and although Jane & I were together I still daydreamed about John. I knew I was bi-sexual before that day, having had a boyfriend a while back and enjoyed sex with him,and Jane also knew,but I was still surprised when Jane let John undress her down to her bra & panties & John soon followed removing all his clothes.Seeing his cock,cut,erect...

5 years ago
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My wif intorduces me to anal via strap on

My introduction to the joys of a strap-on dildo came in a roundabout way. My wife and I were attending an outdoor party at our health club in northern California. It was a nice warm evening and a great band was playing.We were drinking wine and enjoying the music. My wife seemed to be particularly intrigued with the lead singer, a sultry brunette with long curly hair and a husky sensual voice. I had my arms wrapped around her and she was leaning back into me. I casually asked if she was...

2 years ago
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Step mommy pt3

Carmela and I planned on getting married but she asked if first she could get some surgeries as she wanted to look like her hot younger self. Breast implants, tummy tuck , butt lift and some face work done. We had plenty of money so I told her she could have whatever she wanted. She seen her doctor and set a plan in action.Baby your not going to be able to beat me or fuck me for a while. I’ll need time to heal. But if your interested my friend Julie is going through a divorce and needs a place...

1 year ago
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The DUNES

Big Gerry is what people call me. I am a virgin. Oh wait I mean was…. Until the dunes. I was chilling on the beach with my boys, B Ban, Jimbo, Dietz, and Big Walt, when all of a sudden Katie and Debbie walked by on the beach and winked at me and hinted me over towards them. So I excused myself from the crew and just followed these fine hunnies. Debbie and Katie walked towards the dunes so I followed them. When I got over the hill I saw Debbie and Katie making out and feeling each other up. I...

First Time
2 years ago
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Mrs Browns Bra

I first ran into Mrs. Brown several years ago, before she was Mrs. Brown, when I was sent to her house to do the yearly maintenance on her furnace.  She has been a loyal customer of the company I work for as an HVAC technician for a long time. And she and her husband stuck with us after they got married and moved into their new house. I'm younger than her and when I first met her, I was married, so despite my strong attraction to her, I never tried to make a move on her even when she was...

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