I Knew I Was A Sissy (Part 1) free porn video

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I was on my early teens when I saw my first porn movie. It happened during a weekend, one Saturday afternoon. All the boys gathered at the house of one of our friends as his parents were to be away for several hours to attend a wedding. One of the bravest of the “gang” had managed to get a porn movie and we were all excited.
Movie was inserted on VCR (yes, I am that old) and the action started. Everybody was commenting on the gorgeous girls and after a few minutes (possibly seconds) we were all erected. It didn’t took long before everyone started to jerk off. Ten erected teens seeing porn for the first time.
I was feeling uncomfortable, not because I was naked, jerking with all my friends, not because of any concerns about my size (which I have to admit was small to average), but mainly because all this time I was seeing all the action on screen and I got erected thinking I was one of the girls sucking cocks and getting fucked. And now, I was seeing all those hard cocks around me and all I wanted to do was to suck them. All of them. I wanted them to cum on me. I knew it was not “normal” but this is how I was feeling. And as a result I was the first to cum. It didn’t take so long for the rest to cum as well and it was just 10 minutes since the movie started.
One or two scenes later we were all hard and ready to go again. We were laughing about it and one of the guys suggested to play a strange game: each one of us would jerk the guy sitting next to him. We laughed at the idea but I don’t know why we decided to do it. It was the first time I was touching someone else’s cock (and the first time mine was touched by another guy). I liked the feeling of a hard cock at my hand and that was pretty obvious as my cock became super hard at the same time. I got scared that everybody would understand why but I was lucky enough as the guy jerking me commented that I must really like the brunette girl starring on the scene we were watching. I did, to be honest, liked her but not in the way the rest did.
I was the first to cum one more time but my cock was still hard. It became harder when the guy I was jerking came too and I felt his warm sperm on my hand.
We left the house a bit later and I was walking back home feeling glad that nobody suspected anything and feeling strange about what happened. I was approaching home when I heard Nick (the guy jerking me) calling my name. We started talking about the movie and the whole experience and we decided to go to his parent’s garage (his house was close to mine) to keep our conversation without being heard by others.
When we went in, he immediately took his pants off and asked me (ordered me to be exact) to jerk him. I looked at him with surprise and turned my back to walk away when he said that if I refuse to do it he would tell everyone about what happened. “What happened?” I asked him and he laughed. He understood everything. I felt the earth falling. I had no options and there I was jerking him. His cock was big and when it got hard became even bigger. I kept jerking him when he said that I should take my clothes off. I tried to talk him out but with no success. I took all my clothes off and kept jerking him while he was grabbing my ass. He licked one of his fingers and moved it down on my asshole. He tried to put it in but he couldn’t as my hole was tight and dry. He got angry and asked me to fall on my knees and blow him. I told him I have never done that but he didn’t seem to care. I felt on my knees and his big hard cock was there in front of me. It looked even bigger from that close. I licked it with my tongue and then opened my mouth trying to take it in as I was being extra careful not to bit him. I took the head in and tried to move on but it was too big. I started moving my mouth up and down having one third of his cock in. I could hear him moaning and I was feeling the vibrations on his cock. I felt his first warm drops of sperm on my throat and by instinct I moved back, he immediately grabbed his cock with his hands and loads of sperm was covering my face.
I was standing there naked with warm sperm all over me. As I swallowed some I had the salty taste on my mouth. He looked at me and laughed, “you are such a faggot” he said, “look at you”. At first I didn’t got what he was talking about, actually I got the faggot thing but I didn’t understand the laugh. Then I saw that he was pointing my cock which was hard. I was still on my knees when he told me to finger myself. He grabbed my head hard and asked it again. I split my hand to liquid my ass and then slowly inserted one finger. I tried to pretend I didn’t like it but it was my cock once again that gave me up. While I was still fingering my ass he grabbed my loose hand and moved it over his cock, a few second later it was hard again. You can easily guess that he asked me to bend over immediately. This time things were easier, my ass was not tight and dry anymore. It was easier for him and as i tried to keep him out I made it even easier. He was inside me now and I was feeling a mixed combination of pain and sweetness. All I managed to say was to ask him not to be rough, he wasn’t. He was slowly fucking me keeping half of his big cock out. My initial pain became lust and I started moaning. He grabbed my ass with his hands and kept fucking me slowly when I asked him to go faster. He did and I liked it. I was ready to ask him to put all of his cock inside me when I first a warm fountain of sperm in my hole.
He moved back and a few seconds later I was feeling his cums on my balls. I lied down. My ass was in pain but at the same time I was feeling so good. He lied next to me and promised not to talk about it to anyone. That calmed me a lot until he added “as long as you will be my bitch”.

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PREVIOUSLY ON CROWD SOURCED SISSY: In part 1, a man met a sissy exhibitionist while on a trip to New York. She has a website (something like OnlyFans) where her admirers request that she perform kinky acts and tip her for posting videos of her completing these tasks. In part 2, the man decides to become a sissy as well. He travels to New York with visions of sissy in his head, but the anonymous Master who is controlling his fate has other plans for our poor sissy. Crowd Sourced...

4 years ago
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Sissy Farm Chapter Eighteen

Sissy Farm - Chapter 18 - By: Beverly Taff List of Characters. Me: Michelle - A Natural transvestite sissy; Janice: My Younger sister; Aunty Bev: Janice and My mother's Sister; Mistress Janet: Headmistress of the young lady's academy; Dr Shirley: My endocrinologist; Miranda: A very effeminate Sissy sales assistant; Miss Stern: Miranda's mistress who owns the shop; Peregrine: AKA. Uncle Penny. My transvestite uncle, (Aunty Bev's...

2 years ago
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Sissy Hypnosis Fun

Sissy Hypnosis Bet I have always been something of a night owl, which means that I take a while to get up and going in the morning. My alarm generally goes off at 7am, I hit snooze two or three times, then I finally get up and hop in the shower while my coffee pot starts to percolate. I grab my coffee and try to head out the door by 7:45, which is just barely enough time to get me into the office by my 8am start time. Needless to say, I frequently arrive with my hair still wet and...

2 years ago
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Sandys Sissy Maid

Sandy's Sissy Maid By maidboy275 Mistress Sandy had given me a simple order, "When you get up Monday morning get dressed into your pink domestic maid uniform." I knew I needed to do it, I even planed on doing it. Sunday night I had added a new coat of polish to my always polished toenails and then used the deep pink nail polish on my fingernails. I had let it dry in order to be ready first thing Monday morning. I had gone over my body with a razor in the shower and made sure I...

3 years ago
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Online Sissy Training

Online Sissy Training I must admit that I was surprised, but also thrilled to get the email. "Hello Sissy Michelle;" it read. "Please excuse my impertinence in reaching out to you, but I have seen several of your posts on Craigslist, Fetlife and Adult Friend Finder. You always say that you are a sissy seeking dominant men who will train you to become a sissy cum slut. I am guessing that you have not found that man as of yet, because I keep seeing variations on the same ad week...

2 years ago
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A sissy called Jezebel

Part I - Jezebel starts her big day, serving as a sissy maid for the dominant females of hir family. We seen in depth hir morning routine, as sie gets her sisters and hirself ready for school. My alarm goes off at 5:30 in the morning. It is an old fashioned wind up alarm clock with the clapper bell ringer which would wake up the dead, or at least this sissy who had been dreaming sweet dreams of dancing in a full ball gown with hir Prince Charming. I turn on the light on my side...

2 years ago
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Curiosity Spanked the Sissy Finale

You watch Mistress Michele sway towards you provocatively her red lacy worn panties dangling from her finger. Your cock throbs painfully knowing exactly where they are going. Reaching you she takes hold of the dildo and you plead with your eyes for her to remove it. Instead she turns it until the rubber balls are resting against your chin, a wicked smile on her lips. "I never knew what a cock sucker you were..." she smirks and you blush. "I mean ten inches!.You're a pro!..perhaps I...

2 years ago
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Sissy gets a black master

Sissy Gets A Black MasterI got up wearily from my long and exhausting night being fucked andpunished by my new Black Master. As I awoke, I could scarcely believe thatall those depraved things had happened to me. One minute I had been merelyexchanging emails with a man, who could have been anywhere and the nextminute, that very man was at my door, in my home, and then inside mybody. Black Master, a man whose name I didn't even know, a man who lookedto be about ten years my junior, had taken me...

3 years ago
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I Now Own You Sissy

It had all started with a routine visit to his Doc for a simple prostate exam. After he'd given away his submissive tendencies by pushing back against her finger, she'd given him a good hard anal fingering and then he'd revealed the true depths of submissive tendencies, to Dr Megan Sutton, or Miss Megan as he'd begin to know her. "Then a week before the next visit you'll not be allowed to cum, if you do, you'll be punished very firmly. I'll be measuring you cum output and will know if you...

2 years ago
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My Sissy Secret

My Sissy Secret I got the text on Friday afternoon, just as I was heading home for the weekend. I glanced at my phone as I left the building and stopped dead in my tracks. I didn't recognize the number, but the text sure got my attention. "Hello Sean," it read, "or should I say "Sissy Sean." I was standing in the parking lot trying to decide whether to block this guy or just ignore the text when his next message arrived. "I don't know if you remember me," he wrote, "but I...

4 years ago
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Crowd Sourced Sissy 2

PREVIOUSLY ON CROWD SOURCED SISSY: A man meets a sissy exhibitionist while on a trip to New York. She has a website (something like OnlyFans) where her admirers request that she perform kinky acts and tip her for posting videos of her completing these tasks. The guy decides that he wants to/needs to join her as a willing-to-do- anything sissy, so he starts his own website. He will become a perfect sissy by doing whatever his online fans demand. Crowd Sourced Sissy 2 My trip...

3 years ago
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Sissy Training at Last

Sissy Training at Last The email came at 3pm on the Saturday before my birthday. All things considered, I have to admit that His timing was perfect. I'd just returned home, and as I had the rest of the weekend free, I'd decided to have a little fun. For me, "a little fun" meant that I'd indulge in some sissy fantasy play. You see, I've been a closet sissy for years, and even though it's my main sexual kink, I hadn't really found anybody who wanted to make my weekend fantasy into my...

3 years ago
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Sissy Farm 20

20 Sissy farm List of Characters. Me. Michelle A Natural transvestite sissy. Janice My Younger sister Aunty Bev Janice and My mother's Sister. Mistress Janet Headmistress of the young lady's academy Doctor Shirley Williams. My endocrinologist. Miranda. A very effeminate Sissy sales assistant. Miss Stern Miranda's mistress who owns the shop. Peregrine AKA Uncle Penny. My transvestite uncle. (Aunty Bev's brother.) James AKA Auntie Jamie Peregrine's...

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