Dressing Up As A Girl free porn video

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When i turned 16, I moved out. I was pretty skilled so i made good money freelancing. After i moved out i would often cross dress. I would buy nice dresses and lingeries then try them out. At first it was in my apartment only, but slowly i pushed myself. I would go out dressed as a girl. No one could say i was a boy from the inside. One night i wore a nice skirty dress and red panties then went towards a nearby park. It would make me alot excited. Although i never felt sexual attraction or anything sexual towards any guy.

I was walking in the park that i was approached by a huge black guy. He was definitely 6ft in height. He was buff and had a good body. He asked me my age and i lied that i just turned 18. He asked if i wanted to hangout with him. I dont know why i agreed i guess i was intimidated by him. I followed him and he took me to a deserted bridge. He told me this is where he hung out with his buddies. We went under the bridge there was no one in sight and it was really dark. There were two couches there and 2 more huge guys were already sitting there.

When they saw us they came and started talking. They were asking where do i lived and all. I pretty much lied about most of the things. We were sitting on the couch and one of them started smoking. They offered me some but i kindly declined. Their names were, Mark, Rob and Nick. Mark was the guy who brought me there. They were all in their 40s and pretty fit.

Mark was sitting next to me and started to put his hand on my thigh and rub it. I removed his hand but he soon put it back again. Then he grabbed my face and planted a kiss. His huge thick lips were covering my mouth. I couldnt even stop him. He grabbed me and put me on his lap. He didnt even let me speak and kept on kissing me. Rob and Nick also joined in as i could feel their hands. They grabbed my dress and pulled it off. In a matter of seconds i was sitting on marks lap in just my panties. It was then they noticed my boner. Mark immediately pushed me away and started abusing me.

Marks slapped me twice and i started crying. Nick and Rob stopped him then took him to a corner. I dont know what they talked about but after that Nick came to me and ripped off my panties. He spread my ass and exposed my pink hole towards Rob and Mark. Nick said "You wanna act like a girl ill make you one" He spit on my hole and pushed his thumb inside. I screamed due to the pain. Rob came and put his hand on my mouth. Nick pulled his huge 8 inch monster out and placed it on my hole.

He told me to enjoy it. He slowly started entering my virgin hole and i could only feel pain. It felt like my ass my being torn apart. He didnt care though he kept shoving his monster till he was completely inside me. I could feel his cock in my belly. I was shivering in pain and crying. Nick started moving and kept telling the others how good my ass felt. He was soon pounding me hard. I was still in pain and it felt like razor blade were cutting my ass from the inside. Nick even made a remark that my ass was bleeding.

Nick fucked me senseless for 15 mins then Mark told him to switch. Now mark had the biggest cock of them three. He was 9 inches big. He slowly entered my hole and i could experience the same pain i felt from Nicks cock. Mark slowly entered half his cock and then gave a strong thrust shoving the rest of his cock. I just couldnt stand the pain and i eventually passed out.

I came back to my senses after 20-30 mins. Mark had switched places with Rob and he was pounding me hard with my legs in the air. My hole had been stretched and i was passed out during the most of the painful part. The pain was slowly begining to fade away. After 20 mins of being fucked senseless by Rob i started feeling the pleasure. The pain was still there but was overtaken by the pleasure. I was starting to get hard. Nick exclaimed "Look this faggot is starting to enjoy it". And he was not wrong i was slowly enjoying my hole being destroyed by BBCs.

Rob switched placed with Mark. Mark made me get on all fours and started fucking me. Nick came infront of me and started rubbing his cock on my lips. He pushed his cock in my mouth. I could barely fit one third of his massive cock in my tiny mouth. Nick kept fucking my face and after some time i ended up fitting more and more of his cock. I did gag and choke at first but eventually i was able to suck more than half his cock. My cock was also rock hard and was oozing precum on the couch.

Everytime Mark pushed his cock inside me i could feel like i was just going to cum. Mark picked up the pace and i just couldnt control it. I busted a huge load on the couch. All three of them were laughing at me. Mark was about to cum too. He pounded me real hard and fast for a couple of minutes before busting his load on my back. Mark was tired now so he let Nick pound me now while Rob was stroking his cock infront of my face. I was moaning on Nicks cock. Rob asked me to open my mouth and i did. Then he shot his huge load on me. Most of it when on my face and then he shoved his cock in my mouth shooting the rest of it in my mouth. He ordered me to swallow it and i didnt pull his cock out until i swallowed his salty load. Rob and Mark were down and Nick was the only one remaining. They both left for a smoke while Nick was still pounding me.

Nick pounded me for 10 more mins before unloading his cum in my ass. He filled my hole up with his massive load. He pulled his cock out and my hole spurted out most of his cum. Nick pulled his pants up and left to join the rest of the guys and i guess they left after that. Since i lay there on the couch for about an hour naked covered in cum. I felt my hole and i believe i could fit my tiny hand in there. I dressed up and could barely walk to my apartment. I stayed home for the next couple of days due to the pain.

A few days later i couldnt get rid of this itch in my ass. I ended up fingering myself and shooting a huge load. I wanted to feel a cock in my ass again. I tried to control this urge for a few more days but i wanted to go back there again. So i again dressed up nicely and and walked towards that bridge. I got there and saw only Rob and Nick there, the moment they saw me they knew i had come for more. I was fucked by both of them for good time. I ended up cumming twice and taking their loads in both my holes.

Ever since that day i would cross dress and meeting men for sex. I mostly enjoyed gangbangs and being used. To this day i am 28 i still enjoy dressing up and getting used by strangers.

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DRESSING FOR MELISSA - by: Cissy Gale It was the early 1970's, the height of the glam-rock era, when I let a girl named Kim dress me up in drag. The events of that evening spiraled hopelessly out of my control when I was publicly humiliated by Kim, then locked out of her house still in drag. This led to her friend Angela seeing me in my ridiculous outfit, an event Angela confessed she hoped to see repeated. Kim had already promised to dress me up again to surprise and amuse...

3 years ago
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For the Cowgirls

                                                                                                     For the Cowgirls Iris was on her way home from work. It had been a long stressful day at the doctor’s office where she worked. One of the other girls had called in sick, and she was left to deal with all of the patients and paperwork by herself. She had to stay late just to catch up. On top of that, she was almost 2 hours from home, and missing her kids, who had been at daycare since early that...

2 years ago
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For the Cowgirls

                                                                                                     For the Cowgirls Iris was on her way home from work. It had been a long stressful day at the doctor’s office where she worked. One of the other girls had called in sick, and she was left to deal with all of the patients and paperwork by herself. She had to stay late just to catch up. On top of that, she was almost 2 hours from home, and missing her kids, who had been at daycare since early that...

Straight Sex
3 years ago
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Dressing Room Show

Scarlett Johansson walks into the dressing room with several dresses. She chooses the last dressing booth and closes the door behind her after checking to make sure the sales people haven't followed her. She smiles when she gets into the booth, knowing she's going to have fun. She looks at herself in the mirror, turning side-on with her hands on her ass, admiring her profile. Her big breasts fill out her tight T-shirt nicely, her firm round ass is proudly displayed in cut-off jean shorts. You...

4 years ago
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Dressing Room Creampie

While no one was looking, she grabbed my hand and pulled me into the dressing room with her. We were at one of the more upscale clothing stores at the mall, where the dressing rooms are down a little hallway and have full-length doors. We weren't exactly isolated, but no one could see us, and if we were quiet, probably no one would bother us. I had been following her around the mall all morning and getting pretty bored. But as she pushed me against the wall and kissed me, I realized that she...

Exhibitionism
4 years ago
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Sophie My Playgirl

Sophie My PlaygirlBy: Londebaaz Chohan How it all started, I really do not remember and I do not give a fuck if anyone else knew or not. Honestly, I worried a little that Sophie shall be hurt if she knew that I was fucking her mother as well but my friend Mathew would surely do something drastic, if he found out that I was fucking his sister as well as his mother. However, it happened and it went on. Sophie always gave me that demur kind of looks that said, she wanted to suck my cock, whenever...

4 years ago
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ballbusting Batgirl

Una notte come tante a Gotham City. Le strade sono quasi deserte, il vento trascina lungo i marciapiedi fogli di carta e la pioggia sottile cade sull'asfalto. Dall'alto dei tetti Batgirl osserva la situazione. Quattro rapinatori hanno disattivato l'allarme della gioielleria e sabotato il sistema di sorveglianza e stanno forzando la porta principale indisturbati. Ci sanno fare, ma gli occhi attenti della nostra eroina li hanno colti in flagrante.

2 years ago
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A boys femininity awakened Part two early girlhood

Sissy boy John was petticoated at Secondary School after falling foul of Jenny Tough, a school bully. During his week of penance, John found that he was more at ease and happier amongst girls than with boys. John decided, therefore, to explore his feminine side by trying to live as a girl. John’s Mum was shocked when he first arrived at home wearing a schoolgirl’s uniform but calmly listened to his story.“Well, sweetie, this is a bombshell. You’ve always been a sensitive boy, but I never...

Crossdressing
3 years ago
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The Schoolgirls

The Schoolgirls by Jayme Erin Hendricksen How far will a young talented female musician go with her boyfriend to advance her musical career? My name is Gretchen VanAustin. I'm 23, a child of money, spoiled, artistic, intensely creative, devious, bisexual, a talented guitarist, and I yearn to be a rock star. And I'm becoming one, with the help of my group, the "Schoolgirls". And I'm about to tell you who is probably the most responsible for my path to success, and why. His...

3 years ago
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Arizona ICEd TGirl

Arizona ICE'd TGirl © 2010 by Nom de Plume A very short, very sad story based on current events, as told in a letter to my friends: Arizona SB 2010: Where reasonable suspicion exists that the person is an alien who is unlawfully present in the United States, a reasonable attempt shall be made, when practicable, to determine the immigration status of the person. Any person who is arrested shall have the person's immigration status determined before the person is released......

3 years ago
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Wonder woman and Supergirl

Superman was returning to the city so kara (supergirl) decided she would head off to see her friend diana (wonderwoman) and take a little break from crime fighting, and she missed her friend and it seem like forever since the two off them had just hung out without worrying about evil doers.She rang diana to let her know she was coming and then flew to dianas island were she and her amazon warriors lived, "kara its lovely to see you again" said diana as kara landed and gave her a hug "you to...

4 years ago
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Dressing slutty

To set the scene: I love looking at daringly dressed women and I love when my wife Paula will do it for me. The more daring the better. This is really one of my prurient interests I guess you could say. I can't count the number of times I've pressed Paula to wear something sexy when we are going out or to "Lose her undies" while we are out. Most of the time she'll gently turn me down, or tease me but not deliver, but sometimes when she is feeling sexy she'll go for it. It virtually guarantees a...

3 years ago
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Dressing Room in Mall

DRESSING ROOM IN MALL Master told me this morning during breakfast that W/we will be doing some clothes shopping. I got all excited. Master told me to wear what He had laid out on the bed. After cleaning up the kitchen from O/our breakfast I head into the bedroom to get dressed. I found laying on the bed a sundress, that laced up in front, with a full skirt on it, but there were no panties or a bra. Oh dear I guess Master will make this an adventure for U/us today I see. I head into...

4 years ago
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Dressing

Dressing Synopsis Many people see me as a girl when in girl mode, But I am not. No, I am a guy blessed with an androgynous body. [-][+][-] I am Robin Lee Anderson and due to my small size, can successfully dress as a boy or a girl, which pleases my wife Maryanne Lee as she has both a loving husband and girl friend rolled into one. Growing up, my parents had fun dressing me and my twin sister Roberta Lynn in identical outfits as well as outfits of the opposite gender to confuse their...

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