The White Sissy Slave Society A Walk into Sissyhood
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Dressup Sissy Introduced To Cock free porn video
When i was a teenager i lived next door to a guy named Gary. we were friends for years but drifted apart as he was 3 or 4 years older than me, so when he discovered girls i didnt see him for a while. However, one summer he and his then girlfriend had a fight, so being at a loose end he would invite me over to watch movies and play video games.
one day we were watching a movie, when Gary suggested watching some of his dads pornos. i eagerly said yes. so for a few days we would watch porno from about 10 am till 4 pm when his mom came home. his dad seemed to have hundreds of movies. one movie was all transvestite scenes. this shocked Gary but i found it a massive turn on....i'd been experimenting in wearing my sisters clothes for a while. Gary could obviously see this, so suggested i dressup. We went up to his sisters room and looked in her wardrobe. Gary immediately picked out her school uniform, she was a little younder than me, so when i slid into her grey pleated school skirt it was way above the knee. too short for school, gary had commented.
This went on for a few days. I would go over when Gary was alone, he'd have me dress up in the schoolgirl outfit, skirt blouse, panties and ankle socks. and we'd either play games or watch movies.
Gary would tease me a little. but I could tell he liked me to dress up. Maybe he missed his girlfriend I thought.
One day in his bedroom, with me in my usual schoolgirl attire, there was a clothing catalogue lying around, a big thick book full of clothes, Gary had been shopping for new football boots from it. I began to flick through the pages, looking at he beautiful women.
Gary came and sat down beside me and closed the book, then opened at page one. We flicked through the catalogue together, commenting on the clothes, Gary would say how he thought I'd look good in certain outfits, making me blush, and i would choose ones that he should buy me. eventually we arrived at the footwear section, again Gary picked out the shoes, always sky high heels. my cock bagan to stiffen, as i knew which catalogue section was next, as i'm sure did gary.
page 202, lingerie.
"mmmm" said Gary.....I blushed. we flicked through the pages in silence. i waited for him to choose an item for me. he stopped at page 207....black suspenders, panties bra and stockings.....my cock twitched.
"i bet you'd fuckin love to wear that wouldnt you you little faggot" was Gary's response.
Although a little surprised by the manner of his comment I said "sure".....i'd come this far, what was the point in being coy about it "i'd just love you to dress me like that"
Gary grinned a wicked grin....."come on" he said, darting from the room I followed him into his mothers room. he went straight to her bedside table and opened the bottom drawer. it was full with lingerie. all colours. "I found this lot this morning" said Gary " sit down"
I sat on the bed as he picked through the knickers, "don't mess them up too much Gary" I said "she'll know we've been looking"
Gary quickly found a matching set of lingerie. panties bra and suspenders, and also a pair of black lace topped stockings.he gathered them up in one hand and thrust them at me...."put them on" he ordered.
Slightly nervously i stood, stepping out of the schoolgirl skirt and removing the blouse. Gary handed me the suspender belt. i fastened it first, then stepped into it. followed by the panties and then with Gary's help the bra. Gary then handed me the stockings, I slid them up my legs, they felt divine, my cock stiffened. I glanced at the rapidly growing bulge in the front of Gary's jeans and knew his cock was doing the same.
Gary then moved to his moms wardrobe....and picked out a pair of black high heels.
"will these fit?" he said....i looked they were a size 6 and i was a 7, but i tried them. they fit although they were very tight. Gary was grinning from ear to ear.
"how do i look?" I asked...."hot" was his reply.
he picked up the schoolgirl outfit.....handed it back to me...."now this" he said
I put the blouse on and stepped into the short little schoolgirls skirt.
Gary grabbed me by the hand and led me back to his room. He sat me on his bed and went to his dressing table drawer. taking out a polaroid camera.
"smile" he said as he shot off a couple of photos of me.
"oh come on!" i said
"don't worry, they;re just for us to remember today ok?"
"ok" i replied.
"lie down he said, so I did.....he picked up his dressing gown from the floor, and removed it's belt.
"Give me your hands"he said....again i did so.....i was so horny now I'd do anything he wished.
He tied my hands above my head to the wooden spindle of his headboard.
"are you horny?" he asked
"oh god yes"
he stood up, took the camera and fired off two more pictures.
then undid his belt and removed his jeans and pants...then his socks then shirt. he stood before me naked...I could see a long thread of precum dangle from the tip of his fully erect cock.
he climbed onto the bed, straggling me before positioning his knees either side of my head, pinning me helplessly to his bed. he began to stoke his cock, right before my face. the precum dripping onto my lips
"You like this?" he asked....i nodded
he continues to stroke.....i opened my mouth and licked his cock
"oh my god"....he exclaimed...."you filthy little whore, i cant believe you want to suck it!"
again i nodded....he pushed the tip of it between my lips....i tasted him.....god i was so hard.
he pulled it from my mouth and began to jerk off....in earnest now....i could tell he was close
"cum in my mouth Gary.." I pleaded..."over my face"
"don't worry slut....i'm gonna spray all fuckin over you"
With that his hips began to writhe on me....and the first spray of cum hit my face....i opened wide and he forced his cock into my gaping mouth. I eagerly gobbled up the rest of his load.....sucking him clean as he moaned in exstasy.
Gary then wiped the initial spurt of his jizz from my brow and cheek into my mouth....i took it from his fingers.
He stood up...grinning he looked at me....the skirt had ridden up revealing my socking clad legs.
He untied me....i knelt up. looking at him i said "can i cum?"
"jerk off" he ordered....i hitched up the skirt and fumbled my stiff cock over the front of the panties
"Gary grabbed a glass from his bedside table and drank it's contents. handing it to me he said
"Cum in that, dont get any on my sisters clothes"
I positioned my cock into the glass....and with the other hand began to jerk off
"don't cum till i say so" he said....clearly getting off being the dominant male
i jerked off....stopping every minute or so to gather myself and so as not to cum.
he made me jerk off for maybe 20 minutes like that, occasionally taking my precum on his finger, before feeding it to me.
eventually i begged to cum "please Gary...i cant hold it any longer"
"ok slut....cum now....into your cum cup"
I spurted shot after shot into the glass....."oh fuck".....I screamed...as cum poured from me almost half filling the glass
spent, i looked at Gary
"now drink up" he said "you need to get used to the taste of cum honey....coz you'll be sucking my cock every day from now on....otherwise everyone will get to see those polaroids!"
lease comment and if you like send friend requests...always looking for like minded kinky friends/
one day we were watching a movie, when Gary suggested watching some of his dads pornos. i eagerly said yes. so for a few days we would watch porno from about 10 am till 4 pm when his mom came home. his dad seemed to have hundreds of movies. one movie was all transvestite scenes. this shocked Gary but i found it a massive turn on....i'd been experimenting in wearing my sisters clothes for a while. Gary could obviously see this, so suggested i dressup. We went up to his sisters room and looked in her wardrobe. Gary immediately picked out her school uniform, she was a little younder than me, so when i slid into her grey pleated school skirt it was way above the knee. too short for school, gary had commented.
This went on for a few days. I would go over when Gary was alone, he'd have me dress up in the schoolgirl outfit, skirt blouse, panties and ankle socks. and we'd either play games or watch movies.
Gary would tease me a little. but I could tell he liked me to dress up. Maybe he missed his girlfriend I thought.
One day in his bedroom, with me in my usual schoolgirl attire, there was a clothing catalogue lying around, a big thick book full of clothes, Gary had been shopping for new football boots from it. I began to flick through the pages, looking at he beautiful women.
Gary came and sat down beside me and closed the book, then opened at page one. We flicked through the catalogue together, commenting on the clothes, Gary would say how he thought I'd look good in certain outfits, making me blush, and i would choose ones that he should buy me. eventually we arrived at the footwear section, again Gary picked out the shoes, always sky high heels. my cock bagan to stiffen, as i knew which catalogue section was next, as i'm sure did gary.
page 202, lingerie.
"mmmm" said Gary.....I blushed. we flicked through the pages in silence. i waited for him to choose an item for me. he stopped at page 207....black suspenders, panties bra and stockings.....my cock twitched.
"i bet you'd fuckin love to wear that wouldnt you you little faggot" was Gary's response.
Although a little surprised by the manner of his comment I said "sure".....i'd come this far, what was the point in being coy about it "i'd just love you to dress me like that"
Gary grinned a wicked grin....."come on" he said, darting from the room I followed him into his mothers room. he went straight to her bedside table and opened the bottom drawer. it was full with lingerie. all colours. "I found this lot this morning" said Gary " sit down"
I sat on the bed as he picked through the knickers, "don't mess them up too much Gary" I said "she'll know we've been looking"
Gary quickly found a matching set of lingerie. panties bra and suspenders, and also a pair of black lace topped stockings.he gathered them up in one hand and thrust them at me...."put them on" he ordered.
Slightly nervously i stood, stepping out of the schoolgirl skirt and removing the blouse. Gary handed me the suspender belt. i fastened it first, then stepped into it. followed by the panties and then with Gary's help the bra. Gary then handed me the stockings, I slid them up my legs, they felt divine, my cock stiffened. I glanced at the rapidly growing bulge in the front of Gary's jeans and knew his cock was doing the same.
Gary then moved to his moms wardrobe....and picked out a pair of black high heels.
"will these fit?" he said....i looked they were a size 6 and i was a 7, but i tried them. they fit although they were very tight. Gary was grinning from ear to ear.
"how do i look?" I asked...."hot" was his reply.
he picked up the schoolgirl outfit.....handed it back to me...."now this" he said
I put the blouse on and stepped into the short little schoolgirls skirt.
Gary grabbed me by the hand and led me back to his room. He sat me on his bed and went to his dressing table drawer. taking out a polaroid camera.
"smile" he said as he shot off a couple of photos of me.
"oh come on!" i said
"don't worry, they;re just for us to remember today ok?"
"ok" i replied.
"lie down he said, so I did.....he picked up his dressing gown from the floor, and removed it's belt.
"Give me your hands"he said....again i did so.....i was so horny now I'd do anything he wished.
He tied my hands above my head to the wooden spindle of his headboard.
"are you horny?" he asked
"oh god yes"
he stood up, took the camera and fired off two more pictures.
then undid his belt and removed his jeans and pants...then his socks then shirt. he stood before me naked...I could see a long thread of precum dangle from the tip of his fully erect cock.
he climbed onto the bed, straggling me before positioning his knees either side of my head, pinning me helplessly to his bed. he began to stoke his cock, right before my face. the precum dripping onto my lips
"You like this?" he asked....i nodded
he continues to stroke.....i opened my mouth and licked his cock
"oh my god"....he exclaimed...."you filthy little whore, i cant believe you want to suck it!"
again i nodded....he pushed the tip of it between my lips....i tasted him.....god i was so hard.
he pulled it from my mouth and began to jerk off....in earnest now....i could tell he was close
"cum in my mouth Gary.." I pleaded..."over my face"
"don't worry slut....i'm gonna spray all fuckin over you"
With that his hips began to writhe on me....and the first spray of cum hit my face....i opened wide and he forced his cock into my gaping mouth. I eagerly gobbled up the rest of his load.....sucking him clean as he moaned in exstasy.
Gary then wiped the initial spurt of his jizz from my brow and cheek into my mouth....i took it from his fingers.
He stood up...grinning he looked at me....the skirt had ridden up revealing my socking clad legs.
He untied me....i knelt up. looking at him i said "can i cum?"
"jerk off" he ordered....i hitched up the skirt and fumbled my stiff cock over the front of the panties
"Gary grabbed a glass from his bedside table and drank it's contents. handing it to me he said
"Cum in that, dont get any on my sisters clothes"
I positioned my cock into the glass....and with the other hand began to jerk off
"don't cum till i say so" he said....clearly getting off being the dominant male
i jerked off....stopping every minute or so to gather myself and so as not to cum.
he made me jerk off for maybe 20 minutes like that, occasionally taking my precum on his finger, before feeding it to me.
eventually i begged to cum "please Gary...i cant hold it any longer"
"ok slut....cum now....into your cum cup"
I spurted shot after shot into the glass....."oh fuck".....I screamed...as cum poured from me almost half filling the glass
spent, i looked at Gary
"now drink up" he said "you need to get used to the taste of cum honey....coz you'll be sucking my cock every day from now on....otherwise everyone will get to see those polaroids!"
lease comment and if you like send friend requests...always looking for like minded kinky friends/
Lauryn
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