My First Time As A Girl free porn video

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I was hoping to hook up with a straight guy.

I have 2 brothers and a sister I’m the youngest and a Freshman in high school. Always been fem preferred to play with my sister and her dolls. My dad is an ex-marine. Tough guy. My brothers are following in dad’s footsteps, military orientated. I‘m a big disappointment. My dad accepts me for what I am now. My mom always stands up for me when my dad criticizes me for acting like a girl.

My brothers look on me more as a sister than a brother. Weird as it sounds I am more fem in a way than my sister. I like to dress up in my sister’s clothes and wear make up. I have long blonde hair and green eyes. 5’6”, 126 lbs, skinny. I’m the smallest in height and weigh less than any of my siblings.

I have always dressed up as a girl when I could and played with my sister more than playing with my brothers when I was younger. I felt more like my true self when I was dressed up like a girl and wearing makeup. I’m a girl in a man’s body. When I was in younger, I would hang out with my sister, dressed as a girl, guys would chat me up and try and date me. Some of the guys were real hot and fit. Fooling around is a big difference to going with a guy on a date. I would probably end up getting beaten up. I was tempted to take the risk many times. Would be great to have a straight guy kiss and hug me. Fuck if only I was a girl.

I was getting more and more frustrated. Being that close to a straight guy and doing nothing. I had been to gay bars and clubs and hooked up with gay guys. I wanted to know what it was like with a straight guy. I wanted what I call a real man! More like my dad or brothers.

My sister had met Garry the night before and could not stop talking about him. He had invited her to a party. The party was for couples. He explained to her that he had a buddy and could she arrange a blind date for him. If not the party invitation was off. My sister was really turned on by the guy and wanted to go on the date.

She was frantically phoning round her girlfriends trying to arrange a blind date. None of the girls she considered worth asking were free that night. She was getting more and more frustrated at the thought of missing out on a date with Garry.

Suddenly she looked at me and said you can do it. Do what I asked. Be the blind date she said. No one would be able to tell you’re not a girl when you have a dress on and wearing makeup. I thought about it for a moment. I had dreamed about it for such a long time dating a straight guy. Living my erotic fantasies. It will be scary sensual fun. I said I would do it if she promised me we would leave straight the way if I thought there was any danger. She said ok.

The night was here my sister looked hot in her sexy dress and makeup. I picked out a black lace mini dress and black fishnet stockings and red shoes. I was determined to make a good impression and have fun. With my makeup and in fem mood I was ready for my date. I was feeling excited and trembling all over. All I had to do was chat to the guy and be girly.

I was more absorbed in myself. At last I was a girl if only for the night. We had arranged to meet our dates at a coffee bar, chat and get to know one another before going onto the party. There they are said my sister. I looked over to where she was pointing. I thought wow my sister’s guy looks hot. Assuming that the best looking guy was her Garry. It turned out the best looking guy was my date. His name was Pete. . He was 6’4” around 220 lbs muscular, with crew haircut.


We made small talk. He told me both him and Garry were in the navy, they had both been many places around the world. He was wearing tight fitting T-shirt and black jeans. This guy was a hottie and fittie. I ran my hands over his shoulders and arms. It was overwhelming to be able to do this with a guy. He stroked my arms and back I just hoped that my hard painful cock would remain strapped down. My body was stiffening uncontrollably. From that moment my heart was beating faster I was nervous and had butterflies. The fear the excitement, it was ready to explode inside me. It was a surreal moment that a guy was doing this to me.

We moved onto the party. I got to know Pete more.

Wow he said looking into my eyes you are a pretty girl. He placed his hand behind my head and pulled me gently towards him. He kissed me then penetrated my mouth with his tongue. A deep long French kiss. The whole of my body was trembling. He moved his other hand between my legs. I pushed his hand away before he could get it anywhere near my cock. We were reaching dangerous levels. Don’t worry he said I know your a guy. I pulled away from him. And looked over to my sister for help.

He grabbed me under the chin and turned my face so I was looking at him. Again he French kissed me. Maybe I like girly boys he said. So let me play with you. I was trembling more than ever now. He moved his hand between my legs. I didn’t push his hand away. Relax he said. As he moved my hand onto his 12” thick hard cock. You want me to fuck you as if you were a girl. I was still feeling nervous. In a staccato voice I said yeah. . He wanted to explore more of my body. He was sitting with his legs wide apart and I could see the silhouette of his boner in his jeans. Every time he touched me, it was like an electric charge going threw my body.

He left me alone and went exploring. 5 minutes later he was back. He had a key in his hands. I have found a place where we can be alone. He held out his hand and said come on. He unlocked the door. It was a room with a king-size bed. He locked the door behind us. He laid me on my back on the bed and knelt over me on his hands and knees. You look gorgeous he said has he unbuttoned the front of my dress. He kissed me and licked my neck working his way down to my nipples. His course tongue soon made my nipples stick out. He gently licked and sucked my nipples as I unbuckled his belt and unzipped his jeans (he was commando) His 12“ thick hard cock sprang out as I peeled off his jeans and T-shirt. He was stark naked on top of me.

Suck my cock he said. Lets see how good you are at cock sucking girly boy. He penetrated my mouth as deep as I could take his cock. Making me gag and spit up saliva. You want me to feed you girly boy. I nodded my head to say yeah as he fucked my mouth. His balls were hitting my neck with each thrust of his cock into my mouth. He was making me take his cock deeper and deeper down my throat. Making me gag and spit up more saliva. I was yelping at each thrust as he got more and more rough with my throat. Scream as much as you like bitch no one can hear you. My yelping was obviously making him hornier. He was thrusting his cock harder and deeper down my throat using the full force of his hips and hammer ass.

His cock was throbbing his whole body was convulsing and he was moaning as he shot his full load down my throat. He delivered such a full load, that it made his juice spill out my mouth and down my nostrils. He squeezed the last drop of juice out of his cock as he knelt over my face with his cock still down my throat. He was breathing heavy as he said do I taste good. I could only nod my head to say yes as I still had his thick cock down my throat. He continued to kneel over me while his cock shrank in my mouth. I was sucking and licking his cock. I had the whole of his flaccid cock in my mouth.

After awhile he pulled his cock out my mouth and lay alongside me. I could taste his salty creamy cum in my mouth. He told me to lay on top of him he stroked my back and butt, now and then squeezing the cheeks of my ass I was stroking his body. I could feel his cock getting harder as he got horny again. He told me to lie on my back. I had a massive hard on. You want me to take care of that for you he said. Yeah I said. He knelt over me and said suck my cock while I jack you off. As I cum he cupped his hand so he could catch my cum in the palm of his hand.

Spread your legs girl. He lifted my legs up and placed them on his shoulder raising my ass so he could see my man pussy. He lubricated my hole with my cum and finger fucked me, loosening up my hole ready for his 12” thick hard cock to penetrate me. I could feel the head of his cock pressing against my man pussy. I gave out a mighty scream as the head of his cock forced it’s way into my pussy. He looked down at me and grinned. I like a tight ass he said. He kept thrusting until he had all of his cock deep down in my ass. I was sweating and had tears in my eyes from the pain as he impaled me with his cock. It was so painful that I told him to take it out, it was too painful. It’s not coming out until I have fucked you bitch, he said.

The pain gave way to pleasure as he gently slid his cock up and down in my gut. He got rough and brutal as he got nearer to climaxing. Thrusting deep in my ass with the full force of all his body strength. I had my hands on his butt and was pulling him into me as he thrust. His hard cock was banging and rubbing the inside of my gut. I touched every part of his body that I could reach while he fucked away at me. He moaned and the whole of his body convulsed has he shot his load of man juice in my ass. I could feel his cock throbbing as he squirted 4 or 5 times out of his pee hole. He just collapsed on top of me and laid there till his cock was flaccid and popped out my ass. As his cock popped out his juice spilled out my ass.

We got dressed and joined the others back in the party. He said he wanted to do it again and we exchanged phone numbers. My sister was curious to know what we had done.

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I never FaceTime. I'm not a adolescent girl. I don't need to see your face when a simple text will do. Call me an old bastard, get-off-my-lawn type, but that's the way it is. (By the way, I'm not that old).So when that mechanical beeping emanates from my phone that someone wants to FaceTime me, it's definitely out of the ordinary. Especially when it's 10:30 on a Tuesday night. I got to my phone and it said "Ann FaceTime video."Well, this was different. Ann Next Door and I been fooling around on...

3 years ago
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Life With AlphaChapter 19 Batgirl

On a Wednesday in January, Beta, Kasumi, Kara and I took the afternoon off to look at real estate. When I had first started on this adventure to recreate fictional women for my own pleasure and company, I had built a rather large house to accommodate everyone. I hate the word mansion, but that's basically what it was. Three above-ground floors plus a large (and secure) basement. It had fourteen bedrooms and was currently laid out to comfortably hold up to 22 people. (It was originally...

1 year ago
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Halftime Stranger

It was a warm October night and I was at a college football game with a few buddies. Throughout the first half of the game, I looked to my right and there was this hot sexy bald guy 3 sections to my right. He had huge arms and was wearing a black wife-beater and jeans. We kept looking at each other and at each time, he would show that bright smile of his.At halftime, I went to the restroom and used one of the stalls, luckily I was the only one in the bathroom. As I opened the stall, he was...

2 years ago
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Summertime In Colorado

Summertime In Colorado I absolutely love summertime. The hotter it is the less the girls wear. Instead of long jeans they wear short shorts. Instead of full blouses they wear skimpy tops. Coats are strictly out of the question too. Bikinis are popular even if it is just the top half with a micro mini skirt. Like I said I absolutely love summertime. Girls of all ages are wonderful to look at. Touching them might be a different story but looking at them is still legal. The problem...

3 years ago
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Summertime Blues

Summertime Blues Author's Note: This is an old story of mine which I self-edited using the great suggestions I been receiving. I will go back and edit it more. I want to see how well I could implement the suggestions which I got. Also, I want to give a thanks to all the people who had help me in my writing. It was a bright sunny Saturday afternoon in July yet it was raining in Joe's mind. This was for Joe was having a run of the mill bad day so he headed to the bar for a drink. He...

2 years ago
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Runners Make the Best Ponygirls

Runners Make the Best Ponygirls Chapter 1: Taken 32 minutes 55 seconds and 8 milliseconds. Her foot struck the pavement, the pain lancing up her nerves. The blister’s covering her left and right feet squished with each step. 32 minutes 55 seconds and 8 milliseconds, she repeated. Her mouth opened, with a great gasping inhale her chest expanded, oxygen filling her lungs. A half second later her nostrils flared as the air inside her chest rushed to escape. 32 minutes 55 seconds and 8...

3 years ago
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An Interest in Ponygirls

About East Coast Slavers Organization stories: My apologies for any confusion caused by the way I screwed up the numberingon the first story I posted from this series. As my draft approached sevenhundred pages, I realized that the single story I envisioned starting withwas too long and too complicated to remain a single story. Then, to my furtherhorror, I realized that A Caribbean Adventure was actually number two in theEast Coast Slavers Organization Series. Anyhow, I have reassigned A...

2 years ago
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Belles story Daddybabygirl

He opens the door and steps into his home, relieved to be home and exhausted from a long day. But more then anything, he's relieved to be back to the place where his princess is. And the fact that she hasn't come running the moment he stepped inside suggests she must be sleeping.And after hanging up his coat, he moves straight to her room, gentle opening the door to peer inside. Indeed she has fallen asleep, though clearly not a proper sleep, she rarely sleeps well when he isn't home. Instead...

2 years ago
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Bath For Babygirl

He knew her name was Molly, he knew some of her past wasn’t very pretty. Her life so far, at such an early age, had been less than pleasant. Now she is 18, even though she looks alot younger. She had endured abuse from a very early age. It had continued as she lost her home and was on the street, no one cares about you on the street, that he knows for sure. She began to feel like maybe they were right, she was nothing, just something to be used. Worthless in her own mind.After talking to her...

First Time
3 years ago
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FaceTime surprise

I have a new job working away and I bought an iPad to keep in touch with the wife, it’s great seeing her when away I miss her so much so it’s great when I’m bored in my room. Jane and I for years have spoke about sharing? But she never comes through, it must be 4 years now we have had the same conversation about it and it’s always the same answer maybe! Jane is great in the sack she knows how to please, I keep telling her she needs to give it out cos it’s going to waste on me as I only last...

4 years ago
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Showtime for Teri

Showtime for Teri By Teri Franken Chapter 1 My name is Teri and I am 28 years old. I have been a closet sissy for as long as I can remember. My parents knew that I was not your typical child and they let me live how I wanted to and did not judge me, they just loved me unconditionally. I grew up loving everything that a little boy typically doesn't like, such as dresses and dolls. My parents were concerned that I would be a target for bullies, so I was home schooled, took my GED...

4 years ago
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Me And My Sister Boobie 8211 With A Salesgirl

Hi, all this is your Shreya- the lesbian girl is back with a new sex story. First of all, a nice boobs shake and a sweet pussy lick to all girl with a long smooch. I’m here to narrate what happened with me a few days back. But before that meet me introduce myself and my twin sis Shivani(Boobie). I’m Shreya (titty) get my new sizes which are because of my and boobies daily sex encounters.My sizes now are 36-28-40. And same for boobie. We have got nice big ass which we love to spank. Now coming...

Lesbian
3 years ago
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Tgirls

Shemale, tranny or as some like calling them t-girls, I like them. Im not talking cross dressers, I'm talking about the ones with titties, curves and sound like a woman. Being a bi male, to me its the best of both worlds. I like watching porn of them and honestly I prefer the ones of them doing a strip tease, ending with them stroking their cock and cumming all over themselves. I met one, unknowingly, once while playing around on a chat site. I was cruising thru the members "online" when I came...

3 years ago
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Eagle in the Sunset 2019Chapter 29 Summertime for Us All

October 17th, 1995, 7:30 AM PT, Metro Plaza Hotel, Los Angeles, CA Miriam had been tossing and turning all night; she spent time just sitting in the chair in the corner of the room to try and let Baruch sleep. She was so upset she was oblivious to the fact that Baruch couldn’t sleep either, which was not in her nature. She was usually fully aware of what was going on with her husband. They thought together almost telepathically, and yesterday had been one of the first times in decades when...

3 years ago
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Timeless Beauty

TIMELESS BEAUTY BY PAUL G. JUTRAS Sam walked in the dorm house, looked at the lock and then in the dorm mistress's room. The plus size woman was dress in a black blouse and flats, black with white palm tree design jacket and skirt with dark brown nylons. She new there was only a half hour before she made her rounds and called lights out. Upstairs, roommates Chris and Alex waited on their beds. Like their friend Sam, both guys were petite and lovely looking. Being transsexuals who...

2 years ago
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Younger Than Springtime

The door was open. I had no reason to have it closed. We were all in this together. So I was sitting in the large chair as my nurse prepared to access my port to begin the first liter of Cisplatin. The cancer center had been busy today and I glanced out the doorway as several people passed by. Then I noticed a woman pausing as one of the nurses escorted her somewhere.It was Katherine. I recognized her at once even though it had been so many years ago. Then I heard her laugh as her companion...

College Sex
2 years ago
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College Ponygirl

College PonygirlBy SarahChapter 1: Arrival        Sarah sat in the back of her parents’ car as they drove down the rural highway towards a college that had accepted her, and given her a full ride scholarship.  She thought back on the letter she had gotten from a college up the road they were now driving on.  She hadn’t applied for it, but the school had heard of her, and sent her an acceptance letter.  In it, she had been offered a full scholarship, and a guaranteed job following her...

3 years ago
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Happytime Butterfly Girl

Yoshi was proud of her tongue technique when sucking her partners. She had learned many tricks from the Lord Takimoto who gave her extensive training in oral love-making. She never encountered a cock or a pussy that she could not bring to a happy ending making her partner explode in a frenzy of juicy liquids. She had even gotten the nickname of "Juicy" because of her expertise. The one thing that Yoshi was afraid of was to be asked for anal copulation. She had been impaled back there a few...

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...

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