Cd Crossdresser Blackmailed free porn video

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I have been cross-dressing since puberty. My friends and I lived near a college, and one day we found a pair of panties on the ground near a dormitory. My friends tossed them around and made up stories about how they got there. The stories they made up had my young mind on fire with fantasies. Later that evening, I returned to where we had left the panties, I pretended to walk along and I casually picked them up and put them in my pocket. I was terrified that someone would see me touching a woman’s panties. When I got home I was overwhelmed by the desire to examine them. When I pulled them out I realized that they had a distinct smell to them. As I touched them I was overwhelmed by how soft and smooth they were. I was overwhelmed by the desire to feel what a girl felt when she was wearing panties.

I undressed and slowly pulled the panties upward… As I stood there wearing the panties I looked into the mirror, my little penis got hard as I stared at my self in the mirror. The panties were a silky yellow nylon, and they felt incredible. I started touching my cock through the silk and I felt a strange sensation. I lay down on the bed and kept touching myself; a weird feeling was coming over me. I had never felt this way before, as I touched myself, I thought that I might pee myself. I didn’t care if I would pee; I just wanted to keep doing this. I suddenly let loose with what I would soon realize was my first orgasm!

I had always liked girls; I was completely humiliated to realize that I had my first orgasm dressed like one. As I reflected on this situation, I wondered what it would be like if someone caught me dressed like this. What would my friends do if they found me all dressed like a girl, getting off on it? Perhaps they would just see me as a slut needing what a slut needs. Perhaps they would make me be like a girl, holding me down, pushing their cocks in my mouth…

I had a lot of fantasies like this. I began trying to steal girls’ underwear. Once when I was staying the night at a friend’s house, I idly looked in his hamper. Right on top I found his sisters underwear. But it was different than anything I had seen before. Most girls our age wore white cotton briefs and bras. My friends’ sister however, was older by five or six years. What I found in the hamper were definitely sex clothes. I found a black bra and bikini panties, along with a garter belt and stockings!

I decided to steal the panties, but I just had to put all the clothes on. I was shaking from excitement and fear. My friends’ sister was a tall athletic woman, and her clothing fit me snugly as they went on. I smoothed the stockings up my legs first, followed by the garter belt. Then came the panties, I thought I would pass out as I pulled them up. As I put on the brassiere, I looked in the mirror; once again I was extremely excited to see a slutty girl. I took some socks out of the hamper to complete the transformation.

I don’t know how much time transpired, but suddenly someone was hammering on the door! “C’mon dumbass I need to go”! Shouted my friend. Oh my God, I was caught, I realized that I was standing in my friends’ bathroom in woman’s underwear. I freaked out as I tried to pull everything off at once. The panties were fouling everything up by being on the outside. I yelled to my friend to hang on, as I tried to get my clothes on. My friend must have heard my struggles, as I tried to switch my clothes he said, “what are you doing jerking off”? I finally finished dressing and opened the door. Luckily, he did have to go bad and didn’t notice my mortification. I did notice his sisters’ underwear hanging out of the hamper though.

As my friend pissed, I realized that I wasn’t wearing my underwear at all, I was still wearing panties! In my haste to unhook the garter belt, I had left the panties on! My friend finished and joined me in the hall, teasing me about my red face, certain that I had been jerking off. I was freaking out in my head wondering where my underwear had gone. I decided I would wait an hour to go back to the bathroom. After an hour I went and retrieved my underwear. I changed very quickly so that my friend would not come looking for me. I was afraid he would see the small lump that his sisters’ panties made in my pocket…

I was very careful for a long while after this. My brother knew I dressed but didn’t ever bring the subject up. One day he got a baby-sitting job down the street. I was sitting home when he called me to come over. When I got there, he told me he wanted to show me something after the k**s went to bed. He called me from the upstairs several minutes later. When I got upstairs, he motioned me into the master bedroom. He had been snooping and found a whole collection of marital aids in the underwear drawer of the k**s mother. He pulled one big rubber cock out and said, “this is what you want, right up the ass”. I just stared; a he had never made reference to this before. I was stunned, but he had a big grin on his face, and I realized that he was joking with me. I held up a bra to myself and said, “yeah, I want to be your sex slave”. We busted out laughing and put the stuff away.

Two weeks later my brother was again baby-sitting for the same family; He told me to stop by if I was bored. When I got there another friend of his was already sitting on the couch. We watched a movie for awhile, until I said I needed to pee. I went upstairs and decided to detour to the bedroom. I went right for the under wear drawer. As I stuffed a pair of panties in my pants I heard the door open… “PUT THOSE BACK RIGHT NOW”!! Said a voice. It was my brother and his friend standing at the door. I almost peed my pants. My brother and his friend were laughing their asses off at me. I got really pissed and left to walk home, my brothers’ friend decided to come with me. As I walked I began to cry, I told my friend that no one knew about this, and he was nice about it and said that he wouldn’t tell anyone.

I had not heard a word until a week later, when my brothers’ friend called me on the phone. He was baby-sitting (different house) and told me to stop by. When I got there I found out that he wasn’t baby-sitting, he was house-sitting. He had me in and started asking me questions about my sexual fantasies. He told me to answer all of his questions if I wanted him to keep my secret. After he questioned me for awhile, he told me that he wanted to see me dressed as a hooker. He told me to go up to the bedroom and find some clothes to wear. I was shaking as I climbed the stairs. When I reached the bedroom I found the dresser of the couple who owned the house. I opened the dresser and was dismayed to find that the fat woman that lived here had ugly underwear.

My new friend came up behind me and was angry to find me still dressed as a boy. He told me that I had better get some girl clothes on fast. I whined because the fat woman’s didn’t turn me on’ clothes, He told me he didn’t care because this was about him! He told me to be ready in five minutes. I was very scared but I quickly put some clothes on. My friend returned, coming up behind me and rubbing his crotch on my ass. He had an erection and was rubbing it on my ass. He asked me what I would do to keep my secret safe. I told him that I would be his sex slave and asked him what he wanted me to do. He turned me around and told me to undress him. As I helped him with his clothes I could feel his cock rubbing against me

As I pulled my new masters pants off, he grabbed me lightly by the neck, forcing me to my knees. He told me that a good slave needs to suck cock on her knees. He held me down and told me to start sucking his dick. I started licking his dick, but found that I didn’t like the taste of his cock. I told him that I didn’t like this and wanted to go home. He slapped me lightly and said that it was time to get on the bed or else.

He told me to get on the bed and grab the headboard with my hands. When I had done this he got on top of my chest and straddled me. He started slapping me with his erect cock. He told me to say that I loved being a hooker, and that I wanted to suck cock. He told me to beg for his cock. He then started feeding me his cock. He told me to suck it down to the root. I kept gagging but he kept pushing it into my mouth. He would pull it out and slap it on my face, then continue to fuck my mouth. He started to push faster and grabbed my head in his hands, starting to fuck my mouth harder

He then told me to take one hand and grab his balls. He pulled his cock out and started yanking it furiously. He told me, “lick my balls slave”. His hand was hitting my face on every downstroke, as I licked his balls. He slid forward and suddenly his ass was on my mouth. He said, “lick it bitch”. His ass came down and was cutting off my air; couldn’t push him off because I had no leverage. So I started licking his ass. I only licked for a minute when he slid back and slammed his cock back in my mouth. He continued to jerk off as I sucked the head into my mouth. Suddenly he pulled out and started shooting his jizz all over my face! He covered my face with cream and blinded me in the process.

He was shaking with his orgasm, and started laughing saying, “you are one ugly whore”. He told me that he wanted to see me shoot, and that he wouldn’t let me go until I had. He told me that I had one minute to jerk off or he would fuck my ass. I tried hard to jerk off, but my eyes were burning and I was nervous so I couldn’t get off. He told me that I would have to get off like a girl, while I was being fucked. He told me to grab the headboard again. He took some of the fat womans nylons and tied my hands to the corners. After that he got a rag and wiped my eyes. He told me he wanted me to see again. He took the rag covered in semen and pushed it in my mouth. He told me he would be right back.

When my brothers friend came back in the room I saw he was holding some things in his arms. He told me to close my eyes. When he told me to open my eyes, I saw that he had a polaroid camera in his hands. My new master laughed as he took the first picture. He told me to look at him or the next picture would be me with the dogs cock in my mouth. He next took a bottle of lotion and squirted it on my stomach area, and took a picture. He told me to pull my legs back up to the headboard. My master then took a big handful of lotion and put it all over my cock and ass.

As my master began to work the lotion into my ass, I popped a fresh boner. Soon he was pushing his finger into my ass. He told me I really was a girl, because I got off by being fucked. He pulled the gag out of my mouth, and told me to beg him to fuck me. He began fucking me with one hand and stroking my cock with the other. I had never felt anything like this, I was shaking with humiliation, fear, and lust. As I started to orgasm, my master took his hand off my cock and grabbed the camera. He shot two pictures of my own jizz hitting me in the face as his finger fucked me. It looked like I was coming from the finger fucking only! My master told me it was lucky he wasn’t a faggot or he would have fucked my ass with his cock. He then told me he was going to leave me tied up for the couple that owned the house.

My master returned a few minutes later, and untied me. He told me that if I ever said a word, he would show every one the pictures he took. He told me that if he ever wanted me again that I would do whatever he said. I lived in fear of him for several years, though he never made me do anything again.

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Beth dropped my husband and me at our house before heading to her place. When we got inside there was a message from my sister, Anne, on the phone. "Hi Sis, I'll be visiting Dad and Mom at the end of the month and was going to call on you for a few days before heading home. I'll be on my own. Jim has to work. I'll call you." I looked at the phone and then at my husband. He had a huge grin on his face. Anne was three years younger than me with brown hair. Otherwise we were identical. She liked...

2 years ago
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Blackmailed

My name is Aden, a shy, thin, 5 foot 8 inch, s*******n year old, average looking, dark haired, self-conscious high school student. I’ve never dated and have few friends. My social unease is significantly due to the fact that my penis is unusually small. Erect it is only two and half inches in length and very slim in circumference. It is uncircumcised and when flaccid it shrivels up to such a tiny size it appears to retract into my body.The last couple of years our parents have travelled half...

4 years ago
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Tammys tale of being blackmailed

"Please don't make me do this," Becky pleaded, her gorgeous green eyes filling with tears. "I'm not making you do anything," I told my pretty neighbor, leaning back into the couch, legs akimbo, waiting for my show. I was ready, wearing only boxers and a t-shirt. Her eyes flickered to the side, once again taking in the collage of pictures on the coffee table. "You know that if John ever saw those pictures he'd kill me." "So am I supposed to lie to him?" I asked her, pointedly. She stood quietly,...

4 years ago
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Laid And Blackmailed

Hello all, I am 30 years young, strongly built, athletic guy from Mumbai. I run my little business, which is financially rewarding and at the same time not too taxing either. This leaves me with ample time to keep in touch and meet up with my friends and family. Having passed through difficult times during my younger years, I am quite at ease with life now and I try to instill positive thoughts in everyone that I come in touch with, and the ones who are a bit down due to various problems. My...

1 year ago
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Allison Is Blackmailed

Allison sat in the class, but she was only half-listening to the lecture.  The professor was droning on and on about the differences between a mean, a median, and an average; quite possibly the most boring topic she could imagine.  Wait, no. Listening to calculations of slopes was even worse.  That had been yesterday’s topic.Fortunately, she knew how to keep herself entertained and had planned accordingly.She’d woken up that morning and checked the weather – warm with abundant sunshine.  That...

4 years ago
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Pam gets blackmailed

This is just a work of fiction. Any similarity to real cases is unintentional.If reading this is illegal for your age where you are, just leave right now and don't continue reading.This story contains non-consensual sex, forced exhibition, blackmailing, incest, etc. Most things I don't agree with. If you feel offended with this kind of materials just leave now and don't continue reading.If you reach this point, and like to go on reading, do it at your own responsibility. Enjoy this as much as...

2 years ago
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Hot Wife KatieChapter 10 Katiersquos Blackmailed

Mrs. Jackson tried to get everything in order. A full day of interviews and meetings awaited her at the office. She hoped to be appointed to the Board of Directors. She knew she had done all she could to prepare herself even without her important files from her laptop. She looked into the bedroom mirror. Her hair flowed past her shoulders as she slowly applied red lipstick across her perfect lips. Katherine Jackson exhumed confidence. She had always been successful at her job and was very...

2 years ago
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Crossdresser surprise

In my early twenties I met a lovely guy who was very dominant. We lived together for quite a while and he got me into cross dressing for him. He liked me to be fully shaved and bought me various wigs and outfits to wear. I was very shy and lacked confidence before I met him but he brought a whole new me out!! While he he was at work he would phone me and tell me what to wear that evening for him. I used to get really excited waiting for the call. One call in particular led to an amazing night...

2 years ago
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Crossdresser dominated by woman Part 1

In the gym one day a curvy lady passed me by. ‘Nice t-shirt’ I said to her casually. ‘Thank you sweetie’ she replied and kept going. I went to the water fountain and took a drink, watching as her ass moved in her tight yoga pants as she walked away. I continued with my workout and then around 20 minutes later I went downstairs. The swimming area had a communal changing room with individual cubicles, so both male and female users were present. I was about to grab my bag from the locker when I...

3 years ago
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Crossdresser to Trans Escort Part 2

This is a continuation of my previous story 'Crossdress swaps clothes and gets assfucked in pub'.So after getting my asshole fucked by a horny French dude, barefoot in a park in the French town of Lille in the middle of the night, wearing only my sexy Ukrainian friend's slutty little dress, I inevitably missed my bus to the airport and subsequently my flight home.That turned out for the better. I decided to stay and with the encouragement of those around me, transition to living fully as a...

2 years ago
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Crossdresser and driving

A little about me, I'm married, and wife doesn't have a clue I like to dress up. I would love to have her know and accept it, but I don't think she would. I do cam and love to get instructions from people that are watching on cam. Am I a sub? I think I am. I like to drive dressed. When I take a drive up to northern Wisconsin, I love to drive while dressed. It is always around 5 am when I leave a little dark but getting light. I can't get dressed at home and walk out to my vehicle. I don't have...

4 years ago
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Crossdresser teacher violates 18yo sissy schoolgir

I am a home schooling teacher, short skirt with side splits tight but stretchy over my right bum, black stockings and black lacy see thru panties wig, white sparkly heeled sandals and Lacey see through top sat opposite you on the couch. You are wearing a shirt and tight school skirt, white see thru Lacey panties and nude colour tights and black boots, tight school shirt white bra and pigtail wig. I sit opposite you on the couch occasionally opening my legs slightly giving you a glimpse of my...

4 years ago
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Crossdresser getting TRAINed

I was home alone when i got a call from a friend that is train driver / railroad engineer. He is 40 years old and spend most time alone driving a train. He asked me if i could not come over, because he is feeling alone. I had nothing better so i visited his flat. So i put makeup wig and some tight dress with thong and heels. I wanted to put stockings but already had heels so i decided just to go with my smooth legs, it was hot that day anyway.He already had prepared some beer and drinks. We...

3 years ago
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Crossdresser Fantasy part 2

the bar"So what's your name?" She asked taking a sip of he straw."Maxwell" he said smiling "what's yours?""Maricela" she said presenting her hand.He took her hand and kissed it. She let out a sweet giggle. They both enjoyed a few more drinks and flirting. Maricela couldn't help but stare in Maxwells green eyes."Wow" she thought, "he's so handsome he could have any girl but he wants me!" This excited her greatly and before she knew it she had reached her limit."I think I've had enough I'm...

2 years ago
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Crossdresser gets help from a stranger

A Good Relationship - Cross-dresser gets help from stranger.I had just moved into the country to a nice little cottage that my mother owned, she left it to me when she died. I had lived there for a couple of months, and began to feel at home and took to exploring the countryside. Across the lane from my house was a footpath lined on both sides by a tall hedge, it went past a large mansion house, which was the only other building for miles. The path led to a small wood which I thought I would...

2 years ago
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crossdresser in the woods

about 30 miles form where I live is a small wood with a layby next to it. the local gays go for a walk in the trees looking for fun , so one day I decided to do just that , although I would be dressed up as my normal office girl cd.black heels , stockings suspenders , mini skirt , blonde wig ..very similar to the photos I have posted on here .as I parked the car there were 2 cars already there , one empty one with a single guy in it.I walked into the wood . I didn't see anyone , so I just...

2 years ago
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crossdresser and the trucker

I used to get dressed up as an office girl and get into my car and drive down the motorway exposing my sexiness to the lorry drivers . here is the idea , I overtake them slowly , if they look down and see me , they either beep or flash me in once I have overtook them . if they do I slow down and let them overtake me , then the next time I go past them I flash off , more stocking tops or even start to wank as I go past .8 out of 10 drivers don't care , then you have one who then realises its a ...

2 years ago
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crossdresser fantasy

hi - my name is franny and i am a pantyhose addict - been that way since puberty wearing my mothers clothes - but lately, i have really indulged myself with buying spree at macys - loading up on hosiery . shapewear . dresses and heels - can never seem to satsify my fantasy of transformation to a woman - what would really put me over would be to entertain horny men and it might go something like the following wishful thoughti like meeting others on line who have the same passion i do for...

4 years ago
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CROSSDRESSER BUSINESS TRIP PART II

PART IIWe started out looking for a place to have lunch. I finished my food and it was around 4 PM. Since we had to travel 60kms out of town and Rajesh told me it was not a full highway but a small road and it would take about 2 hours at least. We started off and just when we were exiting town I picked up a few cans of beer and a cpl of packs of smoke just in case I don’t get my brand in the small town. We got stuck in a traffic jam caused by a minor accident between a cpl of cars on the road...

1 year ago
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Crossdressers Rough Sex

To start things off there is something you need to understand. I am bi sexual, but when I am with a guy I am a submissive bottom. I love to pleasure other guys. That's how this experience came about.I was out for a drink with a girlfriend, catching up on the latest gossip when a voice whispered in my ear"I can see your knickers."I spun round and saw a moun5ain of a man, he looked like a chubby lumberjack, all man and really butch. I blushed and panic as no one knew I was wearing panties or...

2 years ago
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Crossdresser drinks cum

Nikki looked up at me with her big, brown eyes as her head bobbed on my cock. Nothing was quite so sweet as one of her blow jobs. She had this way of dragging her tongue along the underside of my cock that made me want to cum in seconds. I always tried to hold it, but Nikki wouldn't let me. When she wanted me to pop, she'd plunge her head all the way down my pole.Less than three minutes into the BJ, my cock disappeared into her face. I shot my load. Nikki froze while I unloaded. She couldn't...

2 years ago
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Crossdresser gets Gangbanged

So one night i decided to be daring and go for a walk in my city dressed in my sexiest girls cloths (i'm just a 26y.o. italian 5'5" 125lbs body man). I had a skimpy pink top on the revealed my sexy pink bra and cut just above my belly button, for my piercing to show. I also had on a micro-skirt showing off my ass cheeks just enough to see standing straight up and showing off my tramp-stamp tattoo GET SOME right above my ass crack. Sexy pink thong underneath that plus knee high black leather...

1 year ago
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Crossdresser has cinema fun

It had been a few weeks since I'd had any action as Clara and was absolutely gagging for some cock. The girlfriend was away for the weekend so I planned a nice Sunday afternoon in a local-ish sex cinema. I got partially dressed at home wearing black hold-up stockings, black bra with inserts as well as see-through black panties, and a matching vest-top. I pulled on a pair of jogging bottoms and a sweatshirt, pulled on a pair of trainers, packed the rest of my stuff in a tote bag, and left in the...

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