Caught My Son Crossdressing free porn video

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I had come home early from work and found my son, Jamie, sitting at my vanity, putting on make-up. He was wearing one of my cocktail dresses -- and my stockings, my high heeled sandals and, it appeared, my lingerie. He hadn't heard me come in, so I just stood silently in the doorway watching him put on mascara, blush and lipstick. He was completely mesmerized by his own ladylike reflection, completely entranced by the girl in the mirror. He did a very good job with his make-up; clearly he had done this many times before.

Of course, Jamie was very upset and embarrassed when I announced my presence after enjoying the show for several minutes. He started spewing all sorts of pathetic explanations and denials. I tried to calm him by saying that it was OK. He settled down enough that he even let me help him finish doing his make-up. I encouraged him to stay dressed while we ate dinner. I treated him like a girl throughout the evening and he seemed to enjoy the experience.

So why was that the happiest day of my life? Because I had always wanted a a daughter -- and now I had one!

That was two months ago. Ever since that fateful afternoon, I have been working day and night to convince my little Jamie that he is too pretty to be a boy and that he was always meant to be a girl. When he is dressed as a boy, I treat him mostly with indifference and I react harshly to any little mistake he makes. But when he is dressed as a girl, I shower him with the affection he craves and I lavishly praise his every girlish accomplishment. In this way I have lured him -- trapped him -- into more fully embracing his feminine side, using my love and affection as bait.

He is now in the habit of changing out of his boy clothes as soon as he gets home from school. My son Jamie becomes my daughter Janey for the evening. And all through the weekends. He has become proficient doing his own make-up. And with my coaching, his mannerisms and his voice have become delightfully feminine as well. He now has a closet full of his very own dresses and his drawers are overflowing with his own bras and panties and stockings.

Recently, I have started taking my daughter Janey out of the house at night. We've started going to restaurants and movies together. Tonight we are going to the ballet! I even bought him a pretty new dress to wear. He's very excited. Here's a photo of Janey doing his make-up for our big evening out. Doesn't he look sweet?

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Andersonville 11 The God Slayer

There we were, two girls having lunch on a cool, April day - only that wasn't the case at all. Neither of us was who we really once were and only one of us was a girl. At least that's what I kept telling myself. As I began my second year as a citizen of Andersonville, there were times I regretted my decision to be turned back into Linda Anderson. It wasn't that I hated my life; I just didn't feel natural living as a woman. In all fairness, I most likely would have felt as...

3 years ago
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Two Moms Two Sons 7 London Visits Her Son In College

I licked my lips nonstop as I calmly made my way down the hallway. 'This is an excellent school, but I have no interest in seeing it, I only want to see a hunk in 1D, and no it isn't Pete. I can't wait, Joe, I want your hard cock inside me, and hopefully we'll have a little privacy,' I thought, keeping my eyes on the door. 'I'm just wearing a sexy short skirt and a spaghetti tank top too,' I thought before I halted at the door. 'I'm wearing a bra and thong though; I wouldn't want the...

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4 years ago
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Andersonville 17 Childhood

Fade in... The town of Andersonville Larry Smith, Bill Maxwell, and Steve Anderson walked across the school grounds. They didn't have football practice today, but that didn't stop the boys from pursuing other types of sports. They were heading for the park to shoot some hoops. The three of them looked like a group of typical teenage boys, but there was nothing typical about them, or for that matter, anyone else in Andersonville. "Is Sally going to meet us there?" Larry asked....

2 years ago
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Andersonville 18 Love and War

There I sat shifting through the many piles of papers lying on my desk and wishing I were somewhere else. It was truly amazing how many reports passed through my hands to be filed or used to type up other reports. I knew that at least half of them would reach Judge Jasper's desk, where he would study them for a few minutes then put them in his out box to be filed by you know who. What surprised me was how much information Judge Jasper remembered. He would quote me numbers on the...

3 years ago
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Andersonville 26 Hate Crimes

Fade in - Somewhere in the Northwestern United States Leo knew he was in trouble the moment he came out of the portal. The place where he was supposed to have gone looked nothing like where he was. Instead of being in the Arizona desert, he was in a canyon surrounded by high cliffs and tall pine trees. On one of the rocky bluffs he caught sight of a herd of wild mountain goats walking along a precarious ridge. "Oh crap," Leo shouted, mostly out of a reaction to the fear he...

2 years ago
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Andersonville 24 Dr Jensen I Presume

"She's here," Leo said in a respectful tone. Crius grunted, and slowly rose from the chair in his tiny but comfortable study. His new accommodations, a single story house with two bedrooms, were smaller than what he was used to, but still better than what the Olympians had provided him with. He entered the living room, and waited for a woman in her early 60's to get out of the car. She walked slowly, with a limp, as she made her way up the entranceway. Leo ushered her inside,...

2 years ago
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Andersonville 29 Terror from the sky

Fade in -- North American Aerospace Defense Command (NORAD) Cheyenne Mountain Command Center General Grim walked swiftly down the carpeted hallway flanked by two high-ranking Colonels who served as his aides. His mood matched his name. Anyone who dared wake him in the middle of the night had better have a good reason, and this one certainly fit the bill. Over the past two days his facility had tracked an object just beyond the orbit of Neptune. Normally it would've been...

2 years ago
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Two Moms Two Sons 30 Sandra Proves How Much She Loves Her Son And Daughter

POV Sandra We all went into the bedroom, shut the door, and I yanked Pete right to me. "How do you feel about having two wives?" I giggled, before a gap where I wrapped my arms around his neck. "I'm sorry, I'm trying to lighten the mood. Are you okay, son?" "Yes, Mom, but it’s kind of been that way for a while now. You're not a mistress. Gia knows all about you, and she does it with you too." "Fair enough, but I want you to always treat her as your number one, Pete. You and I have had...

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3 years ago
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Andersonville 4 Fallen Star

Andersonville 4 - Fallen Star by Kelly Davidson This story is dedicated to the volunteers and workers of AA (Alcoholics Anonymous) and other related, drug rehab programs. Fade in... I couldn't believe I was sitting here. Twelve years ago I was at the top of my game. 'Mack the knife' the fans use to call me. They gave me that name because I would slice through the defense of any team in the NFL. My team, the Cincinnati Bengals, was 14 and 2 going into the playoffs. We...

3 years ago
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Becca and Jayson

Jayson woke up on Thursday and realized that he had sixteen missed calls. They were all from his mom. He texted her and said that he had just woken up and she didn't reply. He laid there in the bed for another before the phone finally vibrated. " WHY CANT YOU ANSWER YOUR PHONE????" said the text. It was his mom. He simply replied with, " I was asleep sry". Another twenty minute rolled by and then the phone finally vibrated again. " Me and your father decided to spend the weekend in Aspen!!!!...

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