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It was the summer of my sixteenth birthday. It was when I first thought of girls’ clothing as the clothes I would like to wear.

My name is Matt and I live with my three sisters and mother. I am the youngest and as you may realize in this sort of set up, there is no shortage of girls’ clothing for me try on.

I had just turned sixteen and it was summer. As usual, the four beautiful women in my life were sitting out in the garden sunbathing in their bikinis. Mom and of the girls were even topless, their breasts exposed. It was no biggie to me, the girls often walked around topless.

I’m not sure what came over me, but I decided to go upstairs and look through my sister's drawers. I picked a few items of clothing and underwear and went back to my room. I locked the door behind me and laid my treasure on the bed. I stripped off, my little cock swinging free from my boxers.

I grabbed the first pair of panties and pulled them on. They were pink cotton briefs and they fit me snugly. I pushed my cock between my legs, wondering what it would be like to be a girl. I admired myself in the mirror, the pink panties making a contrast against my almost pale skin. There was no hint of my cock in them, which in turn turned me on and made me slowly get hard. My stiff cock against my own butt, between my legs, felt amazing.

I decided to carry on dressing up.

I took a cute flowery bra and did up the clasps from the front before twisting the bra around my waist and putting my arms through the straps and putting it on properly. The bra seemed a bit empty, so I grabbed some of my sock from my drawer and stuffed the bra till I looked like I had full breasts. I looked so sexy that I knew that I would soon have to jerk off. I pulled on some knee socks feeling the material ride against my thigh, making me feel deliciously naughty.

In a moment of madness, I picked up my phone and took a picture of myself. I sent the picture to two people, my two best friends, one a guy and one a girl. I decided to see if they would reply before I continued. It took only a few seconds for them to reply. She replied with a large red heart and he replied with a short message.

“I’d do you.”

I felt my cock stiffen even more.

I decided to carry on dressing up. I put on a tight black T-shirt, obviously made for a woman with a bust. It looked good with my “full chest” and the bra stuck out slightly. I then pulled on a mini skirt that was a similar black colour, but you could see there was a difference. I looked at myself once more, I was so sexy.

I crept out of my room to the bathroom Down the hall. I locked the door behind me and walked over to the sink. In the cupboard under the sink, I found what I was looking for, three large makeup bags. I took the biggest one, moms, and placed it by the sink. I opened the bag and tipped all the contents out. Pens, lipsticks, powders all fell out, I was in heaven.

I worked slowly, contouring my face and slowly placing shadows and highlights. I put eyeshadow and mascara, making my eyes seem to pop out with the eyelash pencil. I had seen mom and my sisters do it many times and had done it to myself a few times few times too. I knew how it was meant to look and I did quite a good job of it also.

I looked sexy as fuck and I knew my friends would appreciate it. I untied my long hair that was usually in a topknot and brushed it, then I tied it in a side ponytail, making me look extra girly. I looked just like a girl, which made me excited and horny. I quickly put all mom's makeup away and put her bag back under the sink. I took a few pictures, taking sexy poses.

I decided that I couldn’t hold back any longer, I sneaked back to my room and locked it behind me. I lay back on my bed and hiked up the skirt, I struggled to free my cock from its pink, cotton prison, and soon had it in my hand.

I slowly started to jerk myself off, for some reason imagining one of my two best friends doing it to me. My mind switch between some hardcore gay things with my friend and some really naughty things with my female friend. It didn’t take long for me to cum, spurting my load all over the pink panties.

“Shit, my sis will kill me.”

I looked over at my phone which had buzzed while I was jerking. My friend had returned a picture message. It was him naked with his hard cock in view.

I quickly peeled off all the clothes I was wearing and took them back to my sister’s room, I stuffed the soiled panties at the bottom of her laundry hamper and put the rest of the clothes neatly where I had found them.

I went back to the bathroom, not bothering to lock the door. I grabbed the bottle of facial scrub and makeup remover that was always to the side of the sink and got to work cleaning myself up. I then took a long hot shower, switching it to cold half way.

Just as I stepped out the shower my sister popped her head through the door.

“Matt, have you seen my lucky pink panties?”

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cuckold lifestyle 23

Guys this story is about my wife having sex with one of my friends, gee that's a shocker...the other 22 are too. One day I had to leave the shop to pick up some supplies in a near by town. It's only twelve miles from my shop if I go that nearest way, but the longer way takes me by my house. I rode pasted the house at around noon and my wife's car wasn't there , but even better no ones truck was there , I'm k**ding, I love it when she gets the shit fucked out of her, she always tells me about it...

My Race Is RoyalChapter 9

"Would you look at this!" Douglas McGregor cursed, waving the bill he had just opened. "What is it dear?" asked his wife, Mairi. "The electricity company are putting their prices up by 34 percent! Can you believe that? How can they possibly justify a hike of that scale? The bastards are already making record profits and yet they can still come out with something like this. They're blaming it on the cost of buying gas! If fuel prices are only rising by 4 percent, how does that...

Wendy

WendyAs I drove to pick up my thirteen year old daughter Wendy from School I thought back to the visit from my Wife now my ex Wife who called to clear out her wardrobe and tell me she wouldn’t be home for Christmas or anytime after as she was moving in the her Girlfriend there would be no custody battle as Wendy was an inconvenience and she would be better with me. I work from home as a writer my ex wife worked away and was never home so by default I became a house father.We have always had a...

My Wifes Panties

I love my wife very much. She is a sexy, exotic-looking woman in her late 30's. She is a size 4. We've been married for several years. Unfortunately, she is not very much into sex. As a man, I have a very kinky imagination and have expressed this to my wife. I have jerked off with her panties while looking at porn, and even used them to jerk-off in front of her. I constantly give her oral sex, and try regularly slid a finger into her sweet little ass (which she hates). I think she appreciates...

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