Dressing Up. free porn video

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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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Aus den Augenwinkeln sah ich das die Leute zu uns herschauten. Und - ich kannte diese Leute! Ich h?tte zwar nicht den Namen nennen k?nnen, aber die durften mich keinesfalls erkennen. Nur simulieren reichte nicht mehr, hier musste mehr passieren. Ich legte meinen Kopf etwas schr?g und begann Ben zu k?ssen. Ich merkte, wie er erstarrte. Das war gut, dann konnte er keinen Bl?dsinn machen. Ich gab mir alle M?he, dass Ben nicht aus seiner Starre aufwachte. Ich hatte noch nie eine Freundin geh...

Heather Had A Secret

MY SISTER, THE MILF....Part 1 To say my family is dysfunctional would be a huge understatement. My father is a three-time divorcee who cheated on every woman he ever knew. My mom remarried after dumping him and started a second family that gave her three more kids in addition to the three boys she already had. I went to live with my dad in a larger town when I was 12 and never really got all that close to my second set of siblings. Not living with them plus an age gap of between 15 and 23 years...

Incest

The PA

Authors Note: Thank you for reading The P.A. , please feel free to contribute! I use pics in my stories quite a bit, they are there just to give an idea of the scene so will not always match up exactly with the story. I hope you enjoy the The P.A. Thanks for reading. Dansak :) Max Jones is a 40 year old Entrepreneur with several small business that provide a generous income. He was divorced a few years ago and now lives alone in a large house in a semi-rural small town. Max normally manages his...

Incest

My Missed Out Chances

Hi, Glad to meet you all again thru ISS. I have been reading stories in this site for 5+ years and I have written my experiences as well here. Today, I’m not going to write anything sexy but the missed out chances. If I had capitalized those chances, it could have led me to have sex with those girls/ladies. About me, I’m from South Tamilnadu and right now in Chennai. Year 1991: I don’t know when exactly I started getting addicted to sex. But I could still remember it started at the age of 6 or...

Joining the Club

Useful Definations: Cosplay - dressing up in costumes not on Halloween. Frequently associated with the Anime/Manga world. Bishonen - "beautiful boy" and reference to male characters who are as pretty as girls and often mistaken for them Bishie - slang for Bishonen Maid Cafe - Japanese cafe where the waitresses dress as french maids It was a cool night but most of the girls in line were still wearing mini skirts and micro tops. Most of the guys were the stylish kind and wore tight...

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