Schoolgirl Crossdresser

Schoolgirl Crossdresser
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View all All Photos Tagged transvestite+schoolgirl

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I bought a new camera, so had to try it out. I'd left it on manual focus but it actually looks ok.
I bought a new camera, so had to try it out
I bought a new camera, so had to try it out
Miss Alana is very strict with her students who break the rules.
Rushing in late for class. Miss Alana is going to be very upset.
probably just as well girls didn't dress like this when I was at school... I would have failed all my exams!
School is a lot more fun when you can wear a cute uniform.
schoolgirl Tracy descending stairs.
It's hard to focus on class when I keep playing with my skirt, but I love it.
transformed to a Japanese schoolgirl :D
transformed to a Japanese schoolgirl :D
Clockwise from top: Jessica, Sophie, Me, Angela.
It has been a looong time since I dressed last, so there are no "new" photos to post. I did note very few photos in the 2005 album, so I thought I'd share some from that year.My favorite miniskirt, boots, pantyhose, wig, make-up, nails, an d sweater. This was taken 1/15/05, before going out dressed to Gigi's in Detroit.
so pleased with my new school uniform: skirt and blouse to fit age 15-16 from asda for £4 each!
I love the schoolgirl style...with white bluse and tie in the same color as the skirt. And she sits so gracefully, flashing her marvellous long legs....thank you so much for that!
I went to a Halloween party last night ...
back to one of my all-time favourite outfits.
transformed to a Japanese schoolgirl :D
i do not believe that the temperature in gillians mouth is higher than the melting point of churned milk from a cow....
Tonight the Surrey Swans had a St. Trinian's theme to the evening. Who could resist?
Black PVC pencil skirt from a swap with a t-girl-friend.
spotted this adorable uniform in the current 'back to school' sales; couldnt believe i fitted clothes meant for a 15 yo girl; now to enrol...
transformed to a Japanese schoolgirl :D

My name is Raul, I am from India. Since an early age I had a ...
Hi, this is my story and since I was little I have always been curious ...
My name is Sam. I grew up in a small town of Avonshire. I was ...
Hi, my name is Tommy and I’m 20 years old. I live in a very ...
Since my preteen years and into my teens, I knew there was something not right. I seemed to be not like other boys, small-boned, petite and a little fragile, for a boy.
Bullied yes, by some, but I let it go over my head, as thinking, what mom always told me, ” the more you take notice, the worse they be. ”
Then the support teacher arrived for the summer, prior to the summer term ending, in primary. I were now in my last year, before moving, into the secondary school, with others in my class.
Miss Williams, introduced herself and each one gave our name. Well there were eleven boys and nine girls, two boys sat together, while the remainder sat with a girl.

Now, Miss Williams would like all girls together in a row of desks and all boys together in a row of desks, but that could not work out even, so Miss asked all the boys, who would volunteer to sit with the girls.
Miss Williams: “Come on , or I will have to choose one boy myself, and I rather not do that.”
So I sat in the back, and as each boy were reluctant to volunteer, I put my hand up.
Miss Williams: Yes, Graham it is, her confirming.
Miss Williams: Good for you. Now boys, Graham, has saved one of you going to the girls side, so any boy here now makes fun, will change places with him, is that clear.”
Yes Miss Williams echoed around the room. So it were done, boys and girls all in a row each. I sat by Patricia and she welcomed me with a warm smile, as she were a nice girl.

We sat at the back, and as Miss added, I sat toward the boy side, so I was not away from them.
Patricia, asked, do you wish me to sit here?
No it’s alright thank you Patricia.
Yes, I understand her smiling, you wish really to be with the boys.
No, on the contrary, I like being with the girls.
Then she seemed surprised, at that answer.
We got on great together through term, questions and answers on a Friday afternoon, before home time.
Girls against Boys, some weeks they won, but mostly us girls, as I considered myself a girl now. That were confirmed each time, as the winner of the competition, got to walk out first for home time.
Well the first time we girls won, all girls stood and Miss Williams, looked at me, come on Graham, stand up, you are with the girls now.
I stood and all us girls walked out, before the boys. I told my mom of our winning more than the boys, and explained to her, why I were with the girls, from when Miss Williams arrived.
Well if you’re happy my son, so be it, or should I address you now my daughter?

Oh mom please, stop teasing me, but mom knew, by her feminine intuition that I were more a happier person now at school.
Mom enlightening my sisters who were already in the secondary school, did tease me, for awhile, but really proud of me, by volunteering that first day.
Sunday school, and only I turned up that Sunday, in the boy’s class, so I sat there waiting for my teacher, but she also were absent, so I began to walk out, to go home.
Where are you going boy, came Miss Powell’s voice, from the girl’s class?
Well come here as she took me by the wrist, to her class of girls, who were all wearing a pretty summer frock. All sat in a circle with myself directly opposite Miss Powell.
Now we all had to read a chapter, from the book that lesson from the Bible that day. When it came to my turn, as we read going around, four girls on my left and four girls on my right, me “piggy-in-the-middle.”
I felt all eyes on me, with me wearing short trousers, my legs exposed.
Very good girls, came Miss Powell, after the last girl read. Then class bell rang for home time, so girls and I, placed our bible on the chair we had sat and walked in line, but Miss Powell, stopped me and took me one side.
Well Graham, have you enjoyed today and learned something?
Yes Miss Powell, and I liked the story in the Bible.
Were you a little embarrassed, sat with the girls, her now looking deep in to my eyes?
why not, her continuing to ask questions.
Well Miss, as I explained to her, about me sat with the girls in day school.
So you like sitting with the girls, is that it?
Yes Miss. Well, would you like to sit with us each Sunday?
Miss, maybe Mr. James and boys be here next Sunday.
That is no problem Graham, I shall speak to Mr. James, over the phone this week sweetie.

Myself I don’t think any of the boys will return, as they seem to be too old or too big now for Sunday school, so you be with us, the girl’s class.
Yes Miss, I really would. I sat with the girls, until I began to go to church and even sat with the girls in the girl’s side of the choir, with my falsetto voice singing, like a girl, as we all wore the same gown in choir.
With my golden blonde hair, azure blue eyes, and fair complexion, many in the congregation, thought I were a girl, which made me proud.
Later-on in the year, one evening when mom were ironing, I asked her, if I had been born a girl would you love me more?
Mom looked at me, with intrigued by the question. My boy, as long as you were a healthy baby, I not care, if you were a boy or girl.
What name would you have given me mom, if I were a girl?
Before mom could answer, I said, I like Jane mom.
Mom, again looking at me, well my son, I like Susan, so Susan-Jane, you be from now on at home. Would you like that sweetie?
Yes mom, I would love it. That night when saying my prayers, kneeling at my bedside, I asked my Lord, God, to please let me be a girl, when I awoke in the morning.
Mom, I had not realized she were stood at my bedroom door, and over heard my whispers.
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Black Male Bottoms for TS/TV/CD Tops
PVC,Rubber,Plastic,Dresses & Skirts,Pants & Johdpurs

View all All Photos Tagged transvestite schoolgirl

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I bought a new camera, so had to try it out. I'd left it on manual focus but it actually looks ok.
Dont just add as fav please leave a comment !!!!
I bought a new camera, so had to try it out
I bought a new camera, so had to try it out
School dress, trashed and decorated T-Bars, day time excursion. My most daring trip yet.
When I packed up the camera and tripod after these photos, I noticed a guy smoking on a nearby balcony, watching me, and smirking...
School dress, trashed and decorated T-Bars, day time excursion. My most daring trip yet.
When I packed up the camera and tripod after these photos, I noticed a guy smoking on a nearby balcony, watching me, and smirking...
School dress, trashed and decorated T-Bars, day time excursion. My most daring trip yet.
When I packed up the camera and tripod after these photos, I noticed a guy smoking on a nearby balcony, watching me, and smirking...
They seem a little odd but don’t make the uniform guidelines, I only follow them
When I was a teenage girl .age18...👱‍♀️
When I was a teenage girl. age18..👱‍♀️
Feeling sweet sucking my lollipop in my yellow gingham school dress with back pack, knee high socks and shiny black mary janes x x
Today I am wearing a schoolgirl outfit.
Having a little dress up fun in my yellow gingham school dress with white knee socks, shiny black mary janes, pink and yellow school bag and a yummy lollipop x x
Feeling super cute and super happy in my super sweet schoolgirl outfit x x
My uniform skirt is a little to wide for me...
Feeling sweet and pretty in my yellow gingham school dress with my pink back pack, white knee socks, shiny black mary janes and with bows in my hair x x
Feeling sweet in my little sissy schoolgirl outfit x x
Feeling cute and loving my little yellow gingham schoolgirl outfit with all the trimmings.
My friend is having a fancy dress party for their 40th this weekend, I wonder if I would get away with showing up wearing this as my costume? 😂 x x
My PVC Schoolgirl uniform. It still fits!
Brighton beckons for a nice long weekend with some girlfriends. Our journey did not start off exactly as planned though, we got to London Bridge station to take the train to Brighton but unknown to us we had just missed the train we wanted and got onto the train on our platform that was going to Rainham. We did not realise our mistake until it was leaving the station so we had to get off at Deptford and change platforms to get a train back to London Bridge and then catch a later train to the sea side. A very silly schoolgirl error but we got there in the end.
I have just got out of an Uber cab to go to the Ivy restaurant by Tower Bridge and after crossing the road and as the cab is disappearing into the distance I have realised that I have left my jacket on the back seat. I am frantically trying to let the Uber company know so that they can alert the driver but it is much easier to order a cab than report a missing item. Needless to say I never saw my jacket again, this is yet another of my many schoolgirl errors.
I may have gone too severe with my eyebrows... I'm a work in progress.
edit: after waking up sober and nursing a hangover that equates with dueling jackhammers: Omigod! Waaaay too much foundation and contouring (I think) I blame/praise my drinking buddy who is the makeup pro. 🍷🍷🍷🇨🇦😁
with new heels, cute little cardigan, not sure about the tie but I think it matches the outfit? 😅😘 gosh this skirt is so little 🙈😄
Ya know, I'm both happy and surprised at how this turned out!
So, yeah, I l really, really, really wanted to do a spanking video. My problem is, well, a lack of a spanker. I had played around with some ideas based around making an automatic spanking machine (which I haven't given up on, 'cause it has uses even when I'm not making a video!) but as that will take some time, I wanted to see if I could create a video by merging two others. So yeah, this ain't perfect, and the green screen (well, large thick green sheet) isn't totally mapped out, plus the crop is not perfectly rendered, but, well, the caning part happens quickly, so unless you freeze frame it, you don't really see. Not bad for a few hours work!
And, yeah, obviously, for a spanking (well, to be strictly accurate, caning) video, I hafta be in my schoolgirl outfit, with a nice crisp white blouse, short pleated skirt, knee socks and saddle shoes, with proper white panties, 'cause I'm a good girl! I think I look pretty much ok in it! Of course, as I'm only seen from behind, that ain't saying much, but my weight is about the same as it was in my teen years (yay!!!), and so is my height (not so yay!), and I run regularly, so my legs are still in pretty good shape (even if I'm not as fast as I was as a teenager), plus my tush hasn't succumbed to gravity too much.
And, 'cause I know there are some people out there who will mind that I am a Tgirl / crossdresser / transvestite / TV / CD / gurl / tgurl / transgendered / pervert / kinkster / sissy / wow-we-have-a-lot-of-names-for-a-marginalized-group, and will be offended by knowing I have a penis that you cannot see in any of my pics/videos, I just wanna say: 'C'mon, you wanted to see a lil' school girl being spanked, so just pretend that's what I am, and enjoy it. I mean, you clicked on the video, and I ain't charging you!'
What do you think, can I go to school in this outfit?
Miss Alana is very strict with her students who break the rules.
Another pre-Christmas treat - the skirt I wore last week, worn as a school uniform.

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