Post
This experience may contain mature content, as flagged by the community. Please click away if you do not want to see this content, or if you are not of age. To report inappropriate content, please email us.
    Playing With Another Naughty Little School Gurl - I have been cross dressing for quite a number of years. It wasn't till recently though, that I took steps to become what I had...
    redbow25 redbow25 56-60, M 1 Response Oct 6, 2011

    Your Response

    Cancel
    I Love Schoolgirl Uniforms - ive always loved wearing schoolgirl uniforms infact it was the first thing i ever wore while crossdressing which is in another story(www...
    cdBethany cdBethany 22-25, M 2 Responses Apr 11, 2010

    Your Response

    Cancel
    Naughty Schoolgirl - I love to wear a White blouse,Navy and yellow Stripe tie,White Knee length Socks,a Short Pleated Navy blue Skirt,Black Shoes and a Long blonde Wig tied with...
    kimknicks1 kimknicks1 46-50, M 5 Responses May 17, 2010

    Your Response

    Cancel
    Cross Dressing With Friend - Well i had known John for over a year i knew he was gay and probly wanted to sleep with me .up this point i had been cross dressing since i was 17. I...
    mical1234 mical1234 26-30, T 5 Responses Feb 6, 2011

    Your Response

    Cancel
    My New School Dress - it was my birthday about a month ago and with some of the money i recieved as presents i decided that i wanted a new girly outfit.my dressing leans more...
    cdBethany cdBethany 22-25, M 4 Responses Jul 27, 2012

    Your Response

    Cancel
    Dressed By A Schoolgirl - How I became a cross dresser with a fetish for schoolgirl uniform, humiliation, small winkie humiliation... My mother used to work and was not home until...
    rachelusissy rachelusissy 31-35, M 4 Responses Jun 4, 2011

    Your Response

    Cancel
    Bad Girl - It's such a turn on when my wife talks dirty to me while I'm dressed in my schoolgirl outfit. The nastier she gets, the hotter I get.
    deleted deleted 26-30 1 Response Nov 5, 2009

    Your Response

    Cancel
    A Day Out In My School Dress - this past weekend i was in london,spending a full weekend crossdressed.i wouldnt dare do this around my own areabut i dont know anyone in london. on...
    cdBethany cdBethany 22-25, M 3 Responses Jun 9, 2010

    Your Response

    Cancel
    How I Got My Girl Name(a Crossdressed Schoolgirl Sex Story) - it was about 4 years ago. id got my girlfriend to dress up as a naughty schoolgirl a few times while we had sex...
    cdBethany cdBethany 22-25, M 1 Response Apr 13, 2010

    Your Response

    Cancel
    My New Uniform - finally came yesterday.... my cute new japanese schoolgirl inspired lolitta dress,it feels fantastic on and looks sooo cute hope you like my pics bethany
    cdBethany cdBethany 22-25, M 4 Responses May 30, 2010

    Your Response

    Cancel
    Love Wearing Lingerie - I have always been a crossdresser. Weekends alone in full dress, nights of sleeping in a nightie, days of going to work in bra, panties and stockings. Back...
    pantiescouple pantiescouple 26-30 Jul 19, 2010

    Your Response

    Cancel
    I Like Dressing As Most Things. - I like dressing as most things, right now i seem to be in an adult baby girl stage, but who doesnt like dressing as a school girl. Girls do, men...
    Babyclaireuk Babyclaireuk 41-45, M Jun 8, 2011

    Your Response

    Cancel
    New Plaid Skirt - I'm feeling too gurly to go to bed. Ijust put on a plaid skirt and mary janes to take a walk. I'ts late and the best time, since the neighbors wont be up. too...
    tvkaren tvkaren 51-55, T 2 Responses Feb 22, 2013

    Your Response

    Cancel
    Cheerleader - I have 3 times dressed as a school girl and guys love it. I have so much fun Being a **** dressed. Makes me so happy and I get really horny too.
    SissyTony SissyTony 56-60, M 2 Responses May 18, 2013

    Your Response

    Cancel
    I Bought My Schoolgirl Skirts At The Thrift Store For A Dollar - Currently, my favorite is to get dressed up when my wife is out of the house running errands and I know she will be...
    deleted deleted 26-30 Dec 2, 2011

    Your Response

    Cancel
    If Not For Detention - One of my favorite costumes,and allways love the teacher,student scenario.I am a terrable student,with an even worse teacher.You would wonder why i keep...
    royalflush70 royalflush70 41-45, M Aug 3, 2012

    Your Response

    Cancel
    Wearing Naughty Clothing While Crossdressing - I love wearing slutty or naughty clothing when I crossdress. Panties, pantyhose, bras, bodystockings, lingerie, stockings, garters...
    pantiescouple pantiescouple 26-30 Dec 13, 2011

    Your Response

    Cancel
    Role Playing - had a tv friend who shared my taste in clothes. we were both switchable and one evening at her place i changed into a wite blouse, plaid skirt knee socks amd mary...
    tvkaren tvkaren 51-55, T 2 Responses Jun 17, 2012

    Your Response

    Cancel
    Being A Naughty Schoolgirl - I love dressing as a naughty school girl in a pair of see through panties, a short pleated skirt, a white blouse & a pair of knee high socks
    xdpaul xdpaul 56-60, M 1 Response Jun 12, 2011

    Your Response

    Cancel
    Gymslips & Knickers! - For me, the ultimate school uniform is the gymslip or pinafore, worn with a crisp white blouse, school tie and of course matching cotton interlock school...
    PrettyPennyM PrettyPennyM 41-45 6 Responses Jul 26, 2011

    Your Response

    Cancel
    Ah, My Favorite Outfit - I had been dressing up in mom's underwear since I was about 12. Just her rubber girdle and tan support stockings, with panties and 3" heels. That is about...
    Joyce1951 Joyce1951 56-60, T 6 Responses Sep 9, 2010

    Your Response

    Cancel
    Uncle Charlie - i met a man through a friend of a friend the his name was charlie but he liked me to call him uncle charlie we talked on the phone for about a week and we gradually...
    fcukpanties fcukpanties 41-45, M 12 Responses Jul 17, 2011

    Your Response

    Cancel
    Naughty Gurl Yesterday - always on my day off when im showering and shaving i deside how i will dress this day. sometimes conservative like a housewife, sometimes like a little...
    stephaniea stephaniea 46-50, M Jan 1, 2012

    Your Response

    Cancel
    What I Have Always Wanted - i have alwayd loved being a school girl. it all started when i was playing dress up at a friends house and his sister dressed me as a little school girl...
    xdsubamy xdsubamy 22-25, T 2 Responses May 10, 2013

    Your Response

    Cancel
    What Can You Do When Crossdressing As A Naughty Schoolgirl? - Let's see, You can play with the princess. You can help out the neighbor lady. You can escape the boredom with friends...
    sissyskoolgurlatgmailcom sissyskoolgurlatgmailcom 46-50 Aug 2, 2013

    Your Response

    Cancel
    Gym Knickers And Skirt - Lucinda – it was me who borrowed, well took, your gym knickers and gym skirt from the girls’ changing rooms. I know its more than thirty years ago but...
    xxlexiexx xxlexiexx 51-55 Mar 28, 2012

    Your Response

    Cancel
    Skoolgurl - just love to dress as naughty schoolgirl!! since i know that i will get punished by havin my panties pulled down and dress up so that i can be spanked on my bum...
    mandiejune mandiejune 51-55, M Feb 10, 2010

    Your Response

    Cancel
    Let Me Be The Master -maybe The Headmaster....... - ....and will mean I can tell the naughty schoolgirl when to give head to the master who is me................
    phildavis15 phildavis15 51-55, M 1 Response Sep 6, 2012

    Your Response

    Cancel
    Being A Naughty Little Girl - When I was in my early teens I loved to dress up as a "bad" school girl. I would wear a short pleated tartan skirt, white blouse, tartan tie, & a...
    nanna2 nanna2 56-60, M 7 Responses Jan 7, 2012

    Your Response

    Cancel
    I Would - I woud, given the chance, and the way my life is going that might not be too far away. Fingers crossed one of my friends has a back to school party.
    Heellover Heellover 36-40, M Nov 25, 2012

    Your Response

    Cancel

    Related Experiences

    Fem Sissy Boy is honestly searching for a masculine and protective boyfriend/husband and treat me as your princess wife! I am TG and would even love to dress for you and if you...
    FemGayBottom FemGayBottom 26-30, T 1 Response Apr 4

    Your Response

    Cancel
    Push me up against a wall and do dirty thing to me. :x
    TxVANITY TxVANITY 16-17, F 2 Responses 6 days ago

    Your Response

    Cancel
    Attention all guys out there! Soo uh quick question... any of ya'll have any specific things that a girl does to turn you on? Any little tips or tricks that you could give me would...
    syddakidd syddakidd 18-21, F 3 Responses 4 days ago

    Your Response

    Cancel
    I love playing teacher and having my partner play the role of a teenaged naughty schoolgirl who won't do what she is told. I take her over my knee, lift her skirt, pull down her...
    BaredBottomBill BaredBottomBill 51-55, M 3 Responses Apr 6

    Your Response

    Cancel
    I love crossdressing for sex with men. I like feeling as much as a girl as possible. I love thongs and bras, and all womens sexy clothing.
    islutmyself54 islutmyself54 26-30, M 44 mins ago

    Your Response

    Cancel
    To Sir With LoveLuluThose schoolgirl days of telling talesAnd biting nails are goneBut in my mind I knowThey still will live on and onBut how do you thank someoneWho has taken you...
    Batboy69 Batboy69 56-60, M 1 Response 6 days ago

    Your Response

    Cancel
    I love reading naughty stories message me some!
    xxfunloverxx xxfunloverxx 18-21, F 3 Responses Mar 22

    Your Response

    Cancel
    I discoved my love of strap ons and beautiful woman doing it to me. I love being naughty ;) so any woman want to make me there slave ? ;) pm me asap
    akstud akstud 18-21, M Mar 31

    Your Response

    Cancel
    When I was about 10, I would try on my moms clothes. I loved seeing how they fit me, feeling girly. Loved her skirts, I would wear them high like it was a micro mini skirt. I...
    islutmyself54 islutmyself54 26-30, M 1 Response 48 mins ago

    Your Response

    Cancel
    Case #1 Part two: I am lying bound and gagged on a bed in my schoolgirl outfit. I can’t see or hear anything in this quiet room. The cloth tied around my eyes is real tight...
    schoolgyrlKaren schoolgyrlKaren 41-45 2 Responses 2 days ago

    Your Response

    Cancel
    lol who doesnt i guess !every healthy human being should have a naughty side as being straight face is soo boring !
    romell romell 36-40, M 1 Response 16 hrs ago

    Your Response

    Cancel
    Any woman want to join me for a naughty conversation
    LifeofaNympho LifeofaNympho 18-21, M 58 mins ago

    Your Response

    Cancel
    In any of my assorted schoolgirl outfits. I must be wearing a short skirt or minidress. The feeling of struggling against ropes, being held prisoner, unable to scream, and...
    schoolgyrlKaren schoolgyrlKaren 41-45 4 days ago

    Your Response

    Cancel
    It really is a fantastic feeling slipping in to a nice skirt or dress and complimenting it with other nice items :) I love wearing dresses and the feeling of how free everything...
    LucyTG LucyTG 26-30, T 4 Responses Mar 20

    Your Response

    Cancel
    A night out as Rhonda had me visiting a local establishment where a band was playing that I follow. I was a friend, and she is very acceptable of my crossdressing. I was...
    SweetRhonda SweetRhonda 51-55, T 4 Responses Apr 8

    Your Response

    Cancel
    My first crossdressing experience was with my Mum's knickers. I remember I wanted to recreate a scene from a film where I saw a beautiful woman walking around in just her underwear...
    LucyTG LucyTG 26-30, T 4 Responses Mar 19

    Your Response

    Cancel
    Hi. Im a male 18 at college. Ive been crossdressing for a while but am looking for a female to talk with about it and whatever..message me on here
    Zxi19 Zxi19 18-21, M Mar 30

    Your Response

    Cancel
    I want to know more about crossdressing
    nightfun56 nightfun56 18-21, M 2 Responses 6 days ago

    Your Response

    Cancel
    I like Crossdressing. But I have never told anyone. Do you think I should?
    Pinklovemaddie Pinklovemaddie 13-15 3 Responses 2 days ago

    Your Response

    Cancel
    Nothing more beautiful that sweet young asian girl with there schoolgirl uniforms.
    leginspector leginspector 26-30, F 3 Responses Apr 7

    Your Response

    Cancel
    I like reading a lot. Novels, poëtry and philosophy. But also naughty stories, for example at ASSTR.org. Discovered that website in 1998 and visit it often. There is also a...
    MartenBoots MartenBoots 41-45, M 2 Responses Mar 29

    Your Response

    Cancel