Sissy Experience - Episode 1: The Beginning free porn video

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Hello All,

Hope you’re all doing well!!

This story narrates the beginning of my crossdressing and sissy adventures. Before I begin I’ll tell you somethings about my family. We are a family of four consisting of me, mom, dad and an elder sister. I am currently 20 years old and in college. My dad works in a different city and visits us couple of times in a month.
I live with my mom and sister who is 4 years older than me.

It began 2 years ago when I had just turned 18. I had a feeling of achievement after I turned 18 and felt I could do anything with my life
(which was pretty dumb).

It was a hot and sunny Saturday afternoon. I was laying in my bed watching a TV show. My mom came up to me and said she’s going out for some work and wouldn’t be back until evening. She said she has put some clothes in the washing machine and I need to put them outside to dry once the wash cycle completes.

I shook my head and she left home. I was home alone as my sister was at the college and wouldn’t be back until evening. I sat to complete my episode and after a few minutes I hear the ringer from the machine completing it’s wash cycle. I picked up a basket and started picking clothes from the machine. Suddenly I started coming across a bund of bras and panties belonging to my sister and mom. I had done this before but never observed, these women and some very sexy looking under garments. As I was picking them up, I felt a slight tickle in my ass and my cock got a little hard.

I was ignorant as I was home alone and the next thing I want to do was to watch porn. I took the clothes outside and started clipping them on the rope. As I started reaching for the bras and panties I felt the same tickle again that I had felt earlier. My cock was also getting harder. I stood there with a sexy yellow floral bra in my hand rubbing my dick over my boxers. I kept rubbing it while looking at those sexy bras, suddenly I realised I was outside and I looked around to see if anyone was watching. To my bad luck, there was my neighbour (in his 40s, tall, dark and with a big belly. He always looked a bit scary to me with his big moustaches) staring at me. I look at him, and he smiles wickedly. I was embarrassed so I clipped the clothes on the rope as fast as I could and came inside.

I was wondering why I was feeling horny looking at some clothes. I thought it was because I wanted to masturbate. So I started watching some porn and in sometime I came. I cleaned my self and went to sleep. After about an hour I got a call for my mom asking me to get the clothes inside before it’s dark.

I woke up went outside and started collecting the clothes, I started having the same feeling as before when I started touching those bras and panties. I feeling a little weird, and I could also see my neighbouring uncle still looking at me and smiling wickedly. I wondered what his problem was. I came inside masturbated again to get rid of the weird feeling.

By the time it was evening and my sister showed up a few minutes after I was done.

I kept wondering what was it that was getting me hard holding some bras or panties. A couple of weeks went by and I was home alone again. I started to watch porn as usual and was finding it difficult to get hard. I tried for half an hour and then it stuck to me. I went inside opened the laundry basket and took some dirty panties out. The next thing my instinct said me to smell it. I bring it closer to my nose and start smelling it. I feel my cock now getting harder just by smelling some panties. Then I dive deep to find some more clothes.

I found a light blue hipster panty and a black bra. It looked like it was my sister’s.

Then happened the events that I never imagined or thought. I took my clothes of and wore the black bra. Then I put on the panties. My god those were loose for me. That’s when i realised that it belonged to my mom.

Now let me tell you a little about how I look. I am 163cms tall and weigh around 50kg. I am skinny but have a little rounder than usual as for a skinny guy. I am brown skinned and have black hair. I was very little facial and body hair. And my legs look like I shaved them.

So coming back, the panty was to loose. I tried the other and it fit me perfectly it was my sister’s. She was an average girl with 34B breasts and around 30inches around waist ( I guess)

Next thing I know my cock is rock hard and there is slight tickle in my ass pussy. I am rubbing the dick over the panties and I see a small wet patch on it. It was my precum. I got scared so i pulled the panty aside and took my cock out and started stroking it. In no time I burst loads of cum on the floor. It took me only a few minutes from putting the clothes on to cumming. I was not sure what had just happened. I stood there until the last drop of cum came out.

Once done. I started feeling guilty about the thing I had done. So I took the bra and panty off and put my clothes back. I promised this was the first and the last time I was doing this. Little did I know that this was just the beginning of a far more kinky adventure that I had ever imagined in my life.

To be continued...

Your feedback is valuable, please let me know your thoughts in the comments below.

You can send me kinky and dirty stuff on [email protected]

Disclaimer: All characters and other entities appearing in this story are fictitious. The sole purpose is purely for entertainment and pleasure.

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[Opening Theme: “Violet Skies” by In This Moment] “Mecha Meets its Match? Cheer Raider Captured!” “Alright, Matt, come at me,” Jennifer invited. Matt smiled and ran towards her, his fist raised in preparation for a punch. The next thing he knew, he was flat on his back with the wind knocked out of him. “Very good, Jennifer, that was well done,” said Ricketts. As promised, General Alvarez had assigned him to give them a crash course in some basic battle...

3 years ago
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TVs Brothers and Sisters A Revised Episode

       T.V.'s Brothers and Sisters:        A revised episode.        Introduction:        In a recent episode of the TV drama, 'Brothers and Sisters', Kitty (Calista Flockhart) and Nora (Sally Field) are attending a charity function to do with raising funds for a cancer cause. Kitty is hiding out in a washroom because her hair has just started to fall out because of chemotherapy she is receiving for her lymphoma.       Nora approaches the door and begs her daughter to come out.       I have...

2 years ago
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Sissy spit roast sleep over

Pt 1: Long black limoSissy Saraya was very excited because her new mistress had told her they were going to continue with her corset training tonight, she had been wearing her waist trainer and inflatable plug all day along with her favourite pink maids outfit and cute sissy 6" white heels and stockings with pretty pink bows, She had been watching BBC porn all day and was dreaming of cock while she finished her chores, Mistress text to say her driver would be arriving at 6pm sharp, Mistress...

2 years ago
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Cheer Raider Sabre PantherEpisode 7

[Opening Theme: “Violet Skies” by In This Moment] “The Tsarina Appears! I’ll Do Anything To Save My Grade!” Jennifer sat in her room, typing on her computer. The monsters had been particularly active these past couple weeks, and the timing couldn’t have been worse. There hadn’t been anything new attacking, it was all creatures of types they’d defeated before, but it still took time she couldn’t easily spare. She had two huge reports due nearly at the...

4 years ago
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Cheer Raider Sabre PantherEpisode 13

[Opening Theme: “Violet Skies” by In This Moment] “Attack Through the Portal! It’s the Final Battle!” “Land near the fountain and let me out,” Jennifer said. Matt said, “Sure. But, uh, you do realize that you’re...” “Naked?” she finished. “May as well be, I’m going to get wet.” Matt set Panther down in front of the recently-built Bensonville city hall, then released the hoverwing and sat down close to the fountain out front. The fountain sat within a...

4 years ago
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Sissy School Part 3

SISSY SCHOOL - PART 3 By Missy Crystal After Sissy Heather had swished and drooled a couple of more times, she began to give me gentle nibbles and licks to clean the cummy residue on my lips and chin. After the kitty bath, she stood up. Since her crotch was now at my eye level and since her short skirt exposed her frilly panties, it was obvious that I wasn't the only one that got turned on by her sucking my dick. She must have been aware of it too, because she pulled her panties down...

2 years ago
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Sissy tasks

Your First Sissy AssignmentThis is your first step on your journey into femininity. A journey that will change your life. You will be humiliated and embarrassed. Most of all, you will be feminised. If you don’t intend to follow all of these assignments to the letter, then turn away now.Your first assignment is to buy yourself a pair of panties. Be sure to measure your hips before you set off. You will go to a smart department store or, better still, a specialist lingerie shop. How exciting – a...

1 year ago
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Sissy and Paul

The double ended dildo had appealed to her sense of humour and made her wet thinking about using it on me. Sissy and Paul Years ago life was very different to nowadays, for a start pubs shut at 10.30 unless they had and extension for special occasions, they had different bars such as the main or public bar, the lounge and sadly no longer, a room called the snug. This room was usually used by the 'older generation' or people who wanted a bit of quiet/privacy. We had married several months...

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4 years ago
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My First Experience Episode 8211 1

So hello everyone! Myself Akhil from Bangalore. Excited from reading the numerous stories and varieties here, I have decided why not share my own experience. And before I begin for any feedback do contact me So as a boy I used to be so quiet, ignoring almost everyone and stay at home all alone. Concentrating on my hobbies and stuff. As the years passed and the days of sexual feelings touched me I was so embarrassed that almost regretted not being so social with others. That is when I...

3 years ago
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Sissy School Part 6

SISSY SCHOOL - PART 6 By Missy Crystal The sissies flounced out of the kitchen in a train of swirling petticoats and went into the living room, which was also the classroom. I was the caboose, following Sissy Heather. As soon as we were all in the room, Mistress Mary appeared. Either she had ESP or she really was constantly monitoring us. Either way, I was glad I decided not to try anything for the time being. "Today we will have a deportment class," she announced. "Yeth, Mithtwith...

3 years ago
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Sissy Farm Chapter Sixteen

Sissy Farm - Chapter 16 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...

3 years ago
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Sissy School Part 4

SISSY SCHOOL - PART 4 By Missy Crystal Mistress Mary came over and stood next to us. To my surprise, her voice was calm. "The purpose of discipline is correction, not cruelty. There is nothing to be gained by punishing a sissy for behavior that cannot be improved and no profit in breaking her spirit by making her fearful of mistakes over which she has no control. I do not require perfection. Only that each sissy tries her best to be perfect. You have always done so, Sissy Heather."...

1 year ago
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Sissy Farm Chapter Eleven

Sissy Farm - Chapter Eleven 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...

2 years ago
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Sissy Emma is turned

Sissy Emma is turnedI had been a crossdresser all my life but completely in the closet and hidden from all my friends and family. To ease my tensions, I often chatted with people on line, at first with females and other crossdressers but as I got braver with men as well. I loved to chat with them and their strong demeanour made me feel even more feminine.I had been chatting with John for a couple of weeks, about my fantasies. And let me get this straight, that's all they were fantasies. I mean...

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