My Sissy Summer (part 1) free porn video

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It was a hot summer and my parents had sent me to stay at my aunts house while they went away on vacation. My aunts house was huge, so big that it was easy to get lost in one of the many rooms that now lay mostly empty. My uncle had left years ago and my cousins had all long since moved out, all except for the youngest, Veronica, but she was away at college.

My Aunt worked during the day so I spent most of my time in the house on my own. The first few days went really slow and I found myself wandering around the house, looking in all the rooms for something to do. It was then that I first stumbled into cousin Veronica's room.

The first thing I remember was her mauve wallpaper and pink duvet. The girly colors that beamed in the sun light making everything seem more bright and colorful. I started to look around the room, opening her dresser drawers and going through the contents of her wardrobe. Veronica was a big girl, around 5ft 11", heavyset and very busty.

I opened one of her drawers and found a brassiere, a sexy black leather padded one with DD cups. I lifted it out and felt a warm sensation in my penis as I held the soft fabric in my hands. My heart started beating and a flush of heat rushed over me. 

I wonder what it felt like to wear such a thing? I thought to myself. It was early and my aunty wouldn't be back for ages so I decided to try it on for fun. I slipped off my t-shirt and slid the straps over my shoulders one by one. I struggled for a while but managed to clip the back together after a little fiddling around.

Wow! I thought, as I looked at myself in Veronica's vanity mirror. I wonder what it would feel like being Veronica and getting ready for school in the morning? I looked back in the drawer and found the matching black leather thong, slowly slipping it on over my growing cock. 

Next, I pulled out some over the knee high black socks and rolled them up my legs one by one. I felt a tingle in my penis as I glanced over at myself in the mirror, making my way to her wardrobe. Inside, I found several dresses and outfits that caught my attention.

When I came across her old school uniform, my cock throbbed in my leather panties. Slowly reaching in to pull out a cute tartan red plaid mini skirt and v-neck white blouse. I rushed to put everything on and almost ran back to the mirror to see my reflection. Nearly, but not quite finished, I thought to myself before bending down under the bed.

I rummaged through a few pairs of shoes until I found some chunky buckle high-heeled ones in black suede. They were a size too small but my feet slid in easily and I strutted back across the room towards the mirror. Walking in heels came naturally to me, I actually found it easy to tip toe around in them and I loved the way it made my bum stick out as I walked.

I loved the feeling of pretending to be my cousin and started role playing with myself, pretending I was her as I acted girly and pranced around the house.

"I'm off to school now mummy!" I said out loud, pretending I was Veronica.

I skipped down the hallway in my heels, my skirt bouncing up and revealing my thong. I had never felt happier, playing with my imaginary friends as I envisaged a day at school dressed as Veronica.

"Hello boys, is it time to play kiss chase?" I said in a girly high-pitched voice, giggling as I ran into one of the spare bedrooms and jumped on the bed. "Oh no you caught me!" I screamed. "Better kiss me then I guess." I pretended to kiss someone and realized how turned on I was, rolling around on the bed, the bra and thong rubbing against my skin.

I lifted my plaid skirt up and rubbed my cock through the leather fabric. "Oh yeah baby, rub my pussy you dirty boy." I whispered to myself. My cock was rock hard and I quickly began stroking it through the fabric. I had never been this turned on and could feel my cock about to burst. Before I could stop myself, streams of cum filled my panties and trickled down my legs all over the skirt and socks.

"Oh shit!" I muttered, trying to wipe up the mess with my hands, which were now sticky and covered in cum. I panicked and stripped off, grabbing all the clothes and running to the laundry room. I stuffed everything in the wash and waited, half naked with just a towel wrapped around me.

What have I done? I thought. What the hell is wrong with me! I can't believe I just dressed in my cousins clothes. What a freak. I sat and thought about what had just happened as the machine began to rattle around behind me, images of Veronica's dresses flashed before my eyes.

I could vividly see her little black dress, her shimmery gold mini skirt, her lacy off the shoulder top and the sexy sequin body-con dress that glistened in the light. My mind began to wonder again and I could feel the hot sensation of blood rush to my penis as the overwhelming urge crept over me.

I pounced to my feet and ran back up the stairs to Veronica's room, shaking with excitement as I pulled out her dresses and laid them on the bed. One of them caught my eye, it was a black skin tight mini dress with low cut top and strapless back. I raced to pull it up over my ass and around my body. The sensation was incredible as the tight material clung to my every curve, stretching against my skin. 

Of fuck! I thought as I looked around for more clothing. I looked inside her bedside table and found some naughty pink lace ruffled panties. I slid them on under my dress, wiggling as I pulled them up over my stiff cock.

"Shoes Veronica." I said in a sassy girls voice as I searched for some more under her bed.

I rummaged around and found some thigh high boots, slipping my feet into them and zipping up the boots on the side. I felt so slutty as I imagined Veronica getting ready for a night out with the girls. Within minutes of admiring myself in the mirror I was back on the bed, stroking my cock and making girly sex noises as I moaned in pleasure.

"Oh yes baby. Please finger my pussy!" I licked my finger and slowly eased the tip into my ass. "Oh fuck!" I moaned as I gently pushed it in deeper. "Yes, that's it. I'm a naughty girl. Fuck me, fuck me, take my virginity!"

I began to finger myself under the dress, rubbing my asshole gently with the tip of my finger, stimulating my g-spot. "Oh yes baby, finger my pussy." I screamed.

I rolled around on the bed, fingering my ass and playing with my cock, the boots squeaking as the leather rubbed together. "Yes baby, please don't stop." I squealed, feeling myself about to climax. I let go of my penis and shoved my finger deep into my ass as I watched my cock shudder then shoot cum all over my dress. 

I fell back and curled up on the bed. For some reason, this time there was no shame. Instead, I felt more feminine. Almost vulnerable laying there with my panties pulled to the side, my dress ruffled up over my ass, almost as if I had just had sex with someone. I closed my eyes and thought about it for a while. 

I fantasized that I had just let someone fuck me. I wondered. How would it feel, maybe a cock would feel better than a finger? Maybe a guy would like to fuck a slut like me. Do men find guys that dress like girls sexy? What if I could find someone who liked it? I laiy and thought about this for a while before finally getting up. 

It was late and I knew my aunt would be back soon. I went downstairs and collected the clothing from the dryer, making sure to put it back in Veronica's room. All except for the cum soaked mini dress. I wanted to wear it to bed, I wanted to see what it was like to sleep in a dress, if only for one night.

The next day I woke up and headed downstairs. My auntie had left for work already and there was no-one in the house. I walked into the kitchen and grabbed myself some cereal. As I sat down to eat breakfast I noticed someone walk past the window. It was the gardener doing his morning chores. 

He was a young guy, maybe in his early 20's, Italian looking with black hair and a lightly tanned complexion. He looked quite sexy with his ripped abs and toned muscles. I waved at him as he stared back blankly, his mouth a gaze. 

What was wrong with him? I wondered as I smiled back awkwardly. He didn't move, just stood there with his top off, jeans hanging from his hips, a strange look on his face.

"Oh shit!" I jumped, quickly realizing why he was staring. I ducked down under the window, creeping back to the stairs and running up as fast as I could. I was still wearing the dress! my mind raced. shit, shit, shit! I thought as I whipped off the dress and pulled on some jeans.

The doorbell rang and I jumped out of my skin. Ding dong. It rang again. Fuck, what was I going to do? I crept back downstairs and sheepishly answered the door.

"Hi." He said. "Um, I'm Jeff, is your aunty around? I was hoping to see her today to collect this months pay check."

"Oh um, no she's at work." I replied.

"Oh, ok, is her daughter here then, I think I saw her through the window a second ago."

I blushed. "Um, no she isn't here either."

"Oh, then someone else?" He asked inquisitively.

"No, just me." I replied, my voice cracking slightly.

"Oh!" He said. "So, that was you in the window?"

I panicked. "Please don't tell my aunt, I was just playing around, I don't normally do anything like this, honest. Please don't tell anyone."

He smiled sweetly as he leaned into the door. "I won't tell anyone if you show me again. What's your name anyway?"

"Umm, I'm Martin." I replied.

"Ok, you didn't look like a Martin a minute ago. What's your real name honey?"

His attempt to hit on me sent electric shocks down my body. I giggled slightly and replied. "Um, actually my name is Veronica."

"That's a nice name baby, ok Veronica, why don't you go and get dressed in something nice and maybe we can watch a movie together or something." I nodded and headed back upstairs to my cousins room while he went and sat in the lounge.

To be continued...

 

 

 

 

 

 

 

 

 

 

 

 

 

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3 years ago
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Sissy Tammy

Sissy Tammy It all started back in the 60's, 1967 to be exact, when I was 13 years old. As a child I was a bit small and frail, taking longer to develop than most boys my age, and as a result I ended up playing more with the little girls on my block than the boys. This was also a problem of geography, not having any boy friends living near us, and that was probably just as well because all they did was tease me and beat me up, never letting me play any of their games. My...

2 years ago
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Sissy Julian Chapter VI Growing Pains

Sissy Julian - Chapter VI, Growing Pains by: sissystevie Yes, 'tis I, back again. If I can remember how to post this thing on FM. I came across a partially completed additional chapter to this saga, which I abandoned for personal reasons eight years ago, and thought why not? Thus, spurred on by some of your wonderful comments, I completed the chapter and may well complete the saga. There are just too many wonderful kinky - and romantic - moment to come. If you want me to...

3 years ago
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Sissy 101 Intro to Sissy Sluts

Sissy 101: Intro to Sissy Sluts One week before my freshman year at college, I received a letter saying that my class schedule changes had been approved. That struck me as odd because I hadn't requested any changes. Without explanation, I had been un-enrolled from two of my general studies classes. I was now signed up for SISGEN101 and SISHYP161--whatever that meant. I went online to the university's website. These classes weren't even listed in the general course description...

3 years ago
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Sissy Farm Chapter Nineteen

Sissy Farm - Chapter 19 - 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...

1 year ago
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Sissy in the making

Chapter 1 Jim arrived at the North Carolina motel Saturday afternoon as he wanted to make sure everything was in order for Mistress Cleo's arrival on Sunday, as per her instructions. He had gotten the suite to insure there was enough room and comfortable for his new found Mistress. A Mistress he had never met, but already under her control. He began to lay out the items he was instructed to bring, maids outfit, bras, panties, stockings, and every female garment he thought might...

4 years ago
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Sissy Caught at Work

Who ever goes to work thinking "today my life is going to completely change forever". I certainly didn't think that when I got up this morning. I thought I was heading for another typical day at work, full of boring meetings and sipping coffee. Little did I know... My day started like any other, 5 mile run at 6AM, shower, get dressed and headed to work. The only twist is what I'm wearing under my clothes. I love to wear girl's panties. I wear them all the time to work, and today is no...

2 years ago
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Sissy whorehouse veronica

Chapter 1 - The CaptureBefore I became a girl I was a lonely boy with no friends. I couldn't seemto make friends with anyone. I hated myself and I hated my life. One day Idecided to take a walk and try to get away form my troubles. It was earlyin the morning, the sky was a pretty pink, and no one else was out. Butthen, out of the corner of my eye I spotted a black van with heavily tintedwindows coming down the street. It slowed down beside me and as it did Igot a little scared. I was alone on a...

3 years ago
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SISSY DANI

I was not aware that my girlfriend had begun studying hypnosis,nor that she harbored ambitions of petticoating me. But I soondiscovered that the combination of the two was dangerous to mymasculinity. One afternoon I was sitting in my living room,listening to the stereo through a pair of headphones. It was awarm, sultry day, and after a while I drifted off to sleep. (Muchof what follows my girlfriend--now my mistress-- explained to melater.Seeing that I had dozed off, Jennifer saw her chance....

3 years ago
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Sissy discovers Part 3

part 3 of an original story********************After the drive to the lake it is a family tradition to pick up a pizza from the local joint at the village. The pizza is delicious after a day of driving. The whole family, mom dad and the k**s have just about demolished the large pepperoni and roasted red pepper pie. They sit around the counter and woof down the last slices. As they talk about the tomorrow and plans Vicky gets up to clean the counter, and Tom snuggles up behind. The k**s...

2 years ago
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Sissy Tammy

It all started back in the 60's, 1967 to be exact, when I was 13 years old. As a c***d I was a bit small and frail, taking longer to develop than most boys my age, and as a result I ended up playing more with the little girls on my block than the boys. This was also a problem of geography, not having any boy friends living near us, and that was probably just as well because all they did was tease me and beat me up, never letting me play any of their games.My only real play friend was a pretty...

2 years ago
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Sissy Julian Chapter II Introductions

Julian's story continues with his first day at Lake Orenda, and quite an interesting day it proves to be! If lots of frilly sissy outfits, super swishy behavior and a little sex - not to mention dominant women - are your thing, please read on. If not, thanks for looking anyway. It is also a purely fanciful, fantasy fictional work. No references are intended to portray any actual persons, places or events whether past or present. This chapter is rated R as it contains sissy sex....

2 years ago
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Sissy Crissi Chapter 2 Facing Erika

Chapter 2 - Facing Erika But my bliss would be short lived. I was abruptly wakened from my dreamlike state by a jarring shove into my shoulders that snapped my neck back and sent me reeling forward to the floor. I tried to reach out my arms and break my fall, but one hand was pinned between my pantied crotch and thighs. I reached out with the other and managed to get it in front of me, but it only tended to cause me to roll to the side, throwing my shoulder into the floor and toppling...

4 years ago
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Sissy Factory 3 School

Note: The following journal entries are sanctioned by the overseers of the Sissy Training Academy. STA staff believes that this history might prove useful for the future training of young sissies. With that goal in mind, Sissy 16452 has been authorozed to recount her experiences as part of the graduation and release process. As always, STA welcomes any and all comments regarding this sissy's account. Your thoughts are helpful in deciding future training courses for our young...

3 years ago
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Sissys SheCock Training

Sissy was in the corner on his knee's patiently waiting for Mistress's command. mind racing at the thought of days adventure, a nervous tremor passed through him wondering what it may be. Mistress had said she had a little surprise in store. Mistress standing there in black leather corset, her ample breasts on display fully fashioned stockings, 5" studded 5" heels crop in hand.Smiled and turned to the dresser grabbing, shiri, and sissy's collar, turning back to sissy in the corner, said over...

2 years ago
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Sissy Husband

Sissy Husband By Margaret Jeanette Betty Burns was headed for her mother's place. Her mother lived eighty miles away. She was talking to her on her cell phone, actually arguing some more with her. Just like that her mother hung up on her. She dialed her back and when her mother answered she said she didn't want to talk to her and hung up again. Betty turned her car around and headed back home. So much for a week-end with mother. She knew her mother had a temper and it...

4 years ago
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Sissy Farm Chapter Eight

Sissy Farm - 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 brother.) James: AKA. Auntie Jamie, ...

2 years ago
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Sissy Teaches Me Part Two

“Are you watching?” Sissy asked me as she lied there, legs spread nice and wide. The inner part of her pussy starting to gape a little, trying to open up larger than it was already.“Yes,” I answered.I was watching with everything I had.Sissy ran her hand down between her smooth legs and I watched her take her finger and trace her tender sexual entrance slowly. As she did, I saw her puffy lips come to life. Her inner ones swelled and slightly parted even more to reveal the hot pinkness hidden...

Incest
2 years ago
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Sissy School Part 5

SISSY SCHOOL - PART 5 By Missy Crystal I woke up thinking that I was in my bed at home and had a bad dream. I was on my back looking up, but the ceiling of my bedroom wasn't pink. Then the weight of my bedmate's arm and leg draped over me, the warmth of her body against mine and her soft breath on my neck as she slept quickly reminded me of what had happened the day before. My mother sent me to a school for sissies and here I was in bed with one. Well, that really wasn't the bad part....

4 years ago
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Sissy Julian Chapter V A Day at the Village

Julian spends a most interesting and eventful first day in Lake Orenda Village. So, if lots of frilly sissy outfits, super swishy behavior and a little kinky sex - not to mention dominant women - are your thing, please read on. If not, thanks for looking. It is also a purely fanciful, fantasy fictional work. No references are intended to portray any actual persons, situations, places or events whether past or present. This chapter is rated X just because of the sheer kink of it....

4 years ago
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sissy Britney serving Mistress Jeri James

About a month ago sissy was honored to meet and serve her Mistress.Mistress has been training me for a couple months to be her Britney sissy slave.Training included watching lots of sissy hypno vids along with BBC hypno vids.Learning to dress as Mistress likes, sucking dildoes to become a better cocksucker.Locked in Chasity, my chastity is a nub because my clitty is so small.Wearing butt plugs and once I got use to a size, I had to go purchase a bigger one to getMy pussy ready for large BBC.I...

3 years ago
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Sissy Fantasy

I waited for what seemed like hours and was probably minutes when I heard Masters voice. "Silly me I forgot to open it, better hurry sissy I don't think Jenny would be too pleased if the neighbors saw you dressed that way," he smirked. The car lights flashed and the boot unlocked. I grabbed the cases and hurried inside. As I was passing Master he handed me a package. "A present from Jenny....put it on when you change... and put my case somewhere safe but don't open it," he...

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