Caught Cross-dressing By My Wife free porn video

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Caught Cross-dressing by my wife
Caught cross-dressing by my wife

I have always been a cross dresser and enjoyed it. When I got married I put all my special clothes in the basement and lived a normal life.

One day I was home from a trip early and found my wife was doing the laundry. There on the top of the pile were her pink knickers. I remembered I loved the feel of silk on my body. She left the room and I picked them up and I was running my hand across them and soon I was feeling and rubbing my cock which quickly became erect. All too soon I was shooting the results of my rubbing into my pants… a nice warm sticky mess… well I tossed her knickers back on top of the laundry pile and went to change my very wet underwear!

It was a couple weeks later that I needed to go out of town for the night to visit a customer. As I was packing I took a pair of her knickers out of her drawer and took them with me. While on my trip I wore them the entire time and spend very enjoyable evenings feeling myself and cumming in them. As other trips came up I went back to my box in the basement and took more and more of my special clothes with me. I was soon dressing up and finding new spots to go to and have fun at… bars where I was having drinks bought for me and hands trying to get under my skirt and, well, I’ll come back to that a bit later…. I was careful to have two bags one normal and one special.

As usual when I arrived home I would put my special bag in the garage and leave my normal bag in the kitchen. She would empty it and do the laundry and that would be it. It was several days later that when I went to get fresh pair of under ware it was when I opened my drawer that there on top of my white boxers was a pair of her panties. It was the same pair that I was wearing a couple days ago. I was wondering if maybe it was a mistake or something. She said nothing.

On my next trip it was normal. I checked my bag and made sure there were only guy’s clothes in it. Again several days later, when I opened my drawer there I saw several pairs of new panties. A thong, briefs and a low cut boy shorts. I knew something was up now. But what, I had no clue.


It was a couple weeks later when I found out I needed to go out of town that night that I asked her to pack a bag for me. I arrived home and she was out and there sat my bag. I grabbed it and off I went. At the hotel it was when I opened the bag there on top was a pair of white and pink knickers with a candy kiss taped on them. I now knew it was known to her what I was doing.

I wore the knickers all during my trip and enjoyed them a lot. I did not think of whom or what or why, just enjoyed. On my return my wife had made a few comments that could have been taken several ways. I choose the way that I understood them. It got to be a regular thing for her to pack my suit case. Several trips later it was a camisole then a bra.

The time seemed to fly by at a fast pace. It has been two years since the first pair showed up and this last trip the case carried a dress and makeup and heels. The problem that I was having was that it not only made me feel good but, I looked good also. Under the wife’s idea we joined a gym in order to keep fit and healthy. I also started eating differently/healthier.

After several months, I knew the diet and gym visits where doing their job. My normal clothes seemed tighter in places and loose in others. I did not think about it. The only thing that perplexed me was that in tight t-shirts, it looked like I had boobs… or was that just wishful thinking. My waist had gotten smaller and my skin was softer and my body hair was thinner. I just figured that with the diet and vitamins that it was just a nice side effect.

My wife had convinced me to let my hair grow and in the sales position I held it did not matter. I was reluctant when she wanted to have both my ears pierced. One had always been pierced since I was a teenager. Now it was both. My wife set up a much deserved vacation for us. It was going to be a month long. If we needed and desired more time, she had included a 2 week
extension to the trip. She set up a nice private vacation resort. It was located on a white sands Mexico beach area. She packed the clothes and we were off for much needed rest and relaxation.

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I would wear black stockings and no other clothes. My whole body would be shaved. I put on cream that makes my skin look even whiter and blemish free. I want my skin to look as feminine as possible. I would wear a jet black wig like a messy bob. One were I can pull the hair over to partially cover my face. I would wear oversized black sunglasses with dark red lip stick and maybe some temporary acrylic nails. I sit on top of the kitchen work top with my knees up at my chest and feet crossed...

4 years ago
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All day crossdressing twosome

This experience was a twosome with my closest tranny friend.We got together one Sunday morning and transformed ourselves fully into hot sexy sluts. We were both wearing well stuffed bras, suspender belts, crotchless panties, stockings and high heels.We lay on the bed together kissing and stoking each other. We had made sure we had full balls for each other, so we were very horny.I got a pair of handcuffs and we closed them tight around our genitals, joining us closely. The twist was that the...

1 year ago
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Bi MMF FemDom Cross Dressing Cuck Part 3 Oh M

All dressed up super sexy, I was setting out for my erotic date with my new lovers, former friends. I felt so desirable and sexy as I drove to my erotic destination. I couldn't help but have a boner the whole time I was driving. I kept feeling myself while I drove. Feeling my exposed thighs, my smooth legs, my silicone tits, my sexy cock.... I was insanely turned on. I also kept looking down at my fuck me pumps. I'm addicted to heels more than anything else so just the sight of my sexy...

3 years ago
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First Cross Dressing Experience

Let me start the story and sorry if I make any mistake because I am excited to share my fun time with you people so I am an engineering student from Mumbai 20 years old. My name is raj (name changed) and used to have a big fantasy of dressing like a girl and wearing all those ladies cloths. I would like to make it clear that I am not a gay but when I dress like a girl. I feel like a girl and make me comfortable with a guy; at that time I get a girlish feeling which makes me horny and takes me...

3 years ago
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Cross dressing first time out

Now I had been seeing mike for a few months now and the relationship was going well. He had introduced me to paul he work friend for a three some which was amazing and the dressing up was getting more and more kinky!!! He hadn't never pushed the boundaries with me kept it simple and sweet, until now!! I always did as as he asked to a point, never anything abusive or nasty he knew what I was into. So when he asked me to dress up and go to a night club i was shaken and a bit scared!! I had never...

3 years ago
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First Time Cross Dressing

Lisa Smith was always a bit spoiled. She was a sexy and teasing little minx. She was 22 years old with a smoking hot body. She loved to tease and be treated like a princess. She acted all sweet and pretty but she had a wild side. She loved to control men. She loved to make her buy her stuff. She loved to cock tease. She made a lot of money on it. She loved the power and intimidating them. She prided on getting a man to anything just by using seduction. One thing she wanted to do but never got a...

Fetish
1 year ago
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My Crossdressing Urge

Having previously enjoyed my lustful dalliance with my first cross-dresser, the thought of him clad in beautiful lingerie was an image in my mind that I could not shake for weeks. I had discovered my liking for women's underwear in my teens when I used to visit my grandmother, and she always had beautiful stockings in her hosiery drawer. I would slip them on when I would stop overnight, delighting in their feel, the smell of the smooth nylon as it encased my teenage legs. Sometimes, I would...

4 years ago
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Wife indulges her husband8217s crossdressing fetish

When my wife Jane asked if I would be a volunteer worker at her company’s western night, I said sure, why not? She told me she would fill me in on the details as the time drew nearer. A couple of weeks before the event, Jane started making a satin saloon girl outfit. I teased her and told her to be sure to make it extra frilly and sexy, and she said I could be sure of it. It wasn’t until two days before the party that I got the rest of the story. When our costumes were ready, my...

3 years ago
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cross dressing fantasy i didnt know that i had

went on a stag holiday to ibiza with about 20 of my mates a couple of years ago.the holiday mostly consisted d**g taking copius amounts of drink and sl**ping with llots of women. the main stag night was fancy dress,and id already planned before i came away id already decided that i was gonna wear i toga and my girlfriends flat gladiator sandals and go as troy.a few of us got quite pally with the girls in the appartment opposite and the daytime before the main nite out one of them commented that...

3 years ago
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cross dressing fantasy i didnt know that i had

went on a stag holiday to ibiza with about 20 of my mates a couple of years ago.the holiday mostly consisted d**g taking copius amounts of drink and sleeping with llots of women. the main stag night was fancy dress,and id already planned before i came away id already decided that i was gonna wear i toga and my girlfriends flat gladiator sandals and go as troy.a few of us got quite pally with the girls in the appartment opposite and the daytime before the main nite out one of them commented that...

1 year ago
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Cross dressing

Hello is my story. This happened. It was the mid 80’s and I just turned 17 so I thought I would go to the mall near my home town on Long Island and go shopping with my birthday money. I was looking for clothes with and I need to use the rest room. I walked into the bathroom, and the floors were wet so when I made a turn, I slipped. I put my hand against the door of a stall that was closed as not to fall, and the door it flung open because it was not locked properly. I looked inside and a man...

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