My First Orgasm Was While *playing Girl* free porn video

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My friends had been jacking off for years once I was in my late teens, but I had never had an orgasm myself - mainly because my idea of excitement came from "playing girl" or tucking my equipment and pretending to have a pussy, and I was especially obsessed with peeing like a girl. I would tie a shoestring with a slipknot in the middle, wrap it around the head of my soft penis and pull it up the crack of my ass to where it was aimed backwards. My penis would usually start getting hard, which pissed me off, so I'd wait until it was soft again. My balls would wrap around the shaft like 2 puffy and engorged pussy lips. It always felt so good to pee with force completely backwards. That wasn't enough, though, I craved more excitement.

I didn't ever want anybody to actually see me doing this of course, but the idea that somebody COULD really excited the hell out of me. So I started, very late at night, pulling up the window to my bedroom and sneaking outside around 3 in the morning when everyone else was asleep. I would drink a ton of water so I could pee with force, and I would lay in the grass of the front yard, belly down and with just my shirt on and let loose a stream of such force that it would shoot straight up in the air like a firehose coming from between my ass cheeks. Some would even splash back down onto me. Man, that felt SOOO good. I would feel enormous pressure building inside me and little did I know that my body really wanted to orgasm.

One day, one a particular bit of crazed excitement, I bent over and stuck my ass out of the window, so anybody looking from the street would see an ass hanging out of my window and a strong jet of piss coming from between 2 puffy lips underneath my asscrack. This was the most excited I had ever been doing this, and things started tingling that hadn't tingled before. My dick head started to get a little hard and I was shaking with excitement, but I managed to keep it firmly planted up the crack of my ass, and my balls were so swollen and sensitive wrapped around my penis that when I stuck my ass out of the window, my balls dragged against the bricks on my windowsill every so slightly. I peed and peed so strong, but when I was pulling myself back inside, my enormously swollen balls once again rubbed against the bricks - and while it didn't hurt, the texture against my sensitive oh so full testicles was too much and I didn't quite understand what was happening. A tingle started to go from my lower back all the way up my spine and I thought maybe something was wrong with me. That last little tug across the metal frame of the window did me in and the head of my penis got so swollen in a split second and started spitting white juice all up my asscrack and sliding down onto my brick windowsill. I was shaking so bad, I fell in the floor. I didn't know what had just happened. I looked at the windowsill and saw an incredible amount of white goop all over the place. I had heard about cum and orgasms, of course, but was never sure what it would be like.

This opened a whole new world to me. "Playing girl" is still my absolute favorite, and now I can end the night with a bang. When the mood strikes me, it is so much better than jacking off. My very first orgasm was while pretending to have a pussy, and I'll never forget it.

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Twas The night Before Easter

Twas the Night Before Easter By Paul G Jutras Twas the night before Easter and nobody was asleep. In her bedroom, Paul's mom was reading a book while his dad sat watching TV. His cat, Salem, was lying on her lounge chair bed, staring at dad and Paul was on the den computer. With a yawn and a rub of the eye, Paul shut down Crystal's Story site and headed off to bed. Mrs. Jutras was aware of how long Paul was spending in the bathroom and was aware that he was trying to beat...

3 years ago
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Becoming a Catgirl

You are a person in a slightly futuristic society where a special serum has been invented that allows normal human beings to become catgirls. This is a multi-step process to turn you into a fully trained pet for someone to adopt. Catgirls appear mostly human, except with a cat tail growing from their tailbone, and cat ears on top of their head as opposed to normal human ears. These new appendages are extremely and erotically sensitive, as is the lower back. The subject can choose their new body...

3 years ago
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first orgasm1

“Of course!” No no no! You can’t tell her this secret. She’ll laugh! She’ll make fun of you! It’s too embarrassing! Abort mission! “Um... on second thought... nevermind.” “What? You can’t do that to me! Tell me you have a secret and then back out of it!” My heart is beating so fast... I feel like I might puke. Uhhhh! I really don’t wanna tell her! “I.... I uh... I’ve never had an orgasm.” “Well that’s okay. But you just told me you and Jake finally did it...? I’m confused.” Well she...

3 years ago
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The Journey Episode 7 Wasteland

Notes: 1- Continuing my futurology experiment, I describe what is going to happen to the fertile fields of central Brazil (the so called " cerrado") after people disappears. 2- The storm belt is no invention of mine. Currently, from time to time, a continuous band of clouds form carrying water vapor from the amazon lowlands towards southeast Brazil, these are called "convergence zones", you probably are aware of the sad happenings in the mountains near the city of Rio the Janeiro, who...

2 years ago
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Wasteland in Amsterdam Welcome to the world of B

You know the feeling.You've been looking forward to a big night for ages and ages, and the best fetish party in Europe looks and sounds as though it's going to live up to all your dreams and expectations.You know where this is going don't you?Actually Wasteland is great. But in many ways, getting there was actually more fun than being there.For a start, we got a great deal on a fantastic hotel - the Pulitzer on the Prinsengracht, right in the centre of the city.And we had a night in town before...

2 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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MCUAntMan and the Wasp

Ant-Man paused at the doorway to the room in the Avengers Mansion which had been appropriated by the Wasp."Well, I guess this is goodnight. sleep well, Jan," he said, turning to leave."Not so fast, mister!" quipped the Wasp. "Get in here!" Suiting actions to words, the Wasp grabbed a hold of Ant-Man's arm and pulled him into her room. The Avengers had just returned from Asgard, where they had prevented a power-mad Loki from usurping the Odin-force and using it to destroy the Nine Realms,...

2 years ago
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8216Jagat Niwas8217 Ke Niwasi 8211 Part 1 Jigna Ki Kahani

Jagat Niwas Co Society. Ye kahani hai is society mein rehne walle kuch logo ki. Ye society mein total 3 wings aur 5 floors hai. Yaha sab log bohut pyar se rehte hai. Kuch jyada hi pyar hai inke beech mein. Toh chaliye apko sunata hu Jagat Niwas ki kahaniya. Achi lage toh support zarur karne. Ajj 31st December hai. Society mein ek choti si party ho rahi hai. Sabhi log ache ache kapde pehne hai. Kuch groups bane hai, jaise, bacho ka group jo dance kar raha hai. Ladies ka group jo ki gossip kar...

3 years ago
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Karlas Brainwashing Room 2 A weird punishment to break a stubborn lesbian slave

Please, read the prequels if you like this Story: PREQUEL - Karla’s Descent to Hell – The beginning YOU CAN READ PREVIOUSLY Chapter 1 of 3: www.sexstories.com/story/103802/karla_rsquo_s_descent_to_hell_-_the_beginning_-_1_of_3 YOU CAN READ PREVIOUSLY Chapter 2 of 3: www.sexstories.com/story/103814/karla_rsquo_s_descent_to_hell_ndash_the_beginning_ndash_2_of_3 YOU CAN READ PREVIOUSLY Chapter 3 of 3 www.sexstories.com/story/103832/ You can read previously - Karla’s Brainwashing...

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