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I Dressed Up Like a Girl On Halloween

Personal Stories, Advice, and Support 653 People

    After Years Of Waiting, I Finally Did I!!!

    I'm happy to say that not only did I dress up on halloween but, I actually went out in public while still dressed up!!! I'll start from the beginning, I work nights as package handler (please keep the minds out of the gutter people) at a near by FedEx so I already knew I probably...
    glasscitycd90 glasscitycd90 22-25 Nov 1, 2012

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    My First Halloween Dressed As A Girl

    Halloween has always been one of my favorite holidays. I just love dressing up in costume and have often gone out en femme. Afterall, it is the one day that no one questions you about being in drag. I was married at the time. My wife knew of my crossdressing interests, but I...
    jennyla73 jennyla73 36-40, F 12 Responses Mar 25, 2012

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    It's Getting Close

    ? Girls , I need some ideals for this year and it is getting close .What chick can i dress like ? ( the outfit must in vole hose , longsocks or tights ?? Please help me look hot these halloween
    shoesred shoesred 51-55 8 Responses Oct 5, 2012

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    So Did I

    The party was held on the weekend after Halloween.This group that held the party is very new to me that I found on the internet and the first thing I seen was a Halloween party coming up and I joined the group right away and a bit later I had met two girls a about 3 weeks ago...
    RobynTheBeautiful RobynTheBeautiful 41-45 2 Responses Dec 1, 2011

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    Best Halloween EVAR!

    last year a month before halloween me and my girlfriend were talking about halloween and who we should dress up as but we couldnt agree on one idea so we said just to put ideas into a hat and thats how we will choose i really wanted to see my girlfriend dressed super sexy so i...
    sissyslut64 sissyslut64 18-21, M 3 Responses Sep 11, 2013

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    Halloween

    For halloween I wore my black leggings and uggs. I also wore a bra and a pink top with flowers
    redleg19 redleg19 13-15, M 3 Responses Nov 30, 2013

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    Talk Of The Town (Halloween as a hooker)

    I decided to dress as a hooker for work my girlfriend decided she help me.I stopped at a thrift store on my way home and found a red snake skin pattern sleeveless strapless dress. With a slit to the hip on both sides and lucky me I found a belt that said BAD GIRL.Then it was off...
    jtrain jtrain 31-35, M 9 Responses Jul 25, 2011

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    School Night...

    unfortunately for me, halloween is a school night for me. I don't mean it's a night before I have school the next day, I mean I have school that night. BUT I've decided that I'm going to crossdress to school that night. It'll be a different experience for me, I've been out and...
    STLCD STLCD 22-25, M 4 Responses Oct 26, 2012

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    I Really Want Too

    im hoping that i can this year. its been a really long time since i even did anything for halloween. id really love be able to go out dressed up because of the thrill of it an knowin no one will say anything about it. i just hope my girlfriend will give me the okay to do it.
    glasscitycd90 glasscitycd90 22-25 4 Responses Jul 24, 2012

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    A Witch

    Not a sexy witch, more a green faced old hag, but it was still convincing enough to fool 3 of my oldest friends. One person at the party could not be convinced, without me exposing myself, that I was actually a guy. It was a great night!
    Heellover Heellover 36-40, M 1 Response May 6, 2012

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    Every Single Year

    ever since i was 15 3 years ago i have dressed like a girl for halloween the first year wasnt that good i looked like a guy wearing a dress but the second year i got a girlfriend and she had me go as a hooker she even did my makeup it was a big hit but the 3rd year i did it i...
    loverofboobs loverofboobs 18-21 2 Responses Nov 29, 2013

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    Dancing The Night A Way

    A couple of year ago my girlfriend talked me into dressing as a girl for halloween. I was a bit nervous at first but the whole thing turned out to be a lot of fun and I was surprised at how good looking I turned out. I went over to my girlfriends apartment about 3 in the...
    deleted deleted 26-30 6 Responses Oct 29, 2009

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    This Year I Probably Will

    I never really thought about the possibility because I've always thought that I'd want to go out a few times before I attempt halloween. now that I've been out a few times, and likely will several times between now and halloween I'm probably going to do it this year. Of course I...
    STLCD STLCD 22-25, M 3 Responses Jul 20, 2012

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    I do this regularly,

    although not last year, hmmm
    Abilohman Abilohman 26-30 1 Response Jan 12

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    First Time. Trying It Again.

    When I was younger, in grade 5, 8 years old. i had decided I want to be a girl for Halloween. Telling my mom wasn't easy, but she approved, at this point in my life I knew I had wanted to do feminine activities, but had never had the chance, nor was I brave enough. I had my moms...
    FemmeLove FemmeLove 18-21, M 1 Response Sep 10, 2013

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    My sister had this cheerleading uniform (like,

    actual cheerleading uniform, not a crappy overpriced Halloween store costume, but a real overpriced costume that a real girl would wear on a real football field). I decided to, a few years ago, see if I could fit into it. I did. I then decided to use it as my Halloween costume...
    tiffanyjoxd1989 tiffanyjoxd1989 22-25, T Mar 11

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    I'd like to hear about it

    and see some pictures. Message me for my email.
    ar29605 ar29605 22-25 1 Response Feb 9

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    Cindy Brady

    I want to dress up as Cindy Brady this Halloween , just can't decide which hairstyle to pick.
    PrettyLittleStacy PrettyLittleStacy 18-21, M 1 Response Oct 9, 2013

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    I was dared to be a girl

    for Halloween this year. My hair grew a few inches longer since summer and got a new layered hairstyle. One of my friends let me borrow her skirt and crop top. I wore a white tank top underneath. She shaved a little my eyebrow to feminize it. Had eyeliner added, red lipstick...
    fun279 fun279 18-21, M Dec 6, 2013

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    Dressing Up At Work On Halloween - Lost my carreer.

    Been dressing up for years. But I always want to push it more. Been out shopping, to the mall, various walks all over, running errands, but for 15 years been dying to dress up at work where everyone knew me. Even some family. I mean it was Halloween. A few signs had been put up...
    dawn3000gt dawn3000gt 36-40, T 7 Responses Nov 6, 2013

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    Yoga As A Girl

    So this year a few weeks before Halloween some of friends from yoga and I were talking about our Halloween costumes, and I mentioned I was going as a girl. well two of the girls started in on how I should they would want to see that and that I should wear my costume to class on...
    littlefoxlost littlefoxlost 31-35 5 Responses Nov 30, 2011

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    Related Experiences

    So...there's this girl, Kelly. We are so close and tell each other anything and everything. Kelly comes over and she likes to cuddle with me on my bed and play with my short hair...
    11Rachel11 11Rachel11 16-17, F 3 Responses 20 hrs ago

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    i think girls who like girls are hot
    CHAOSWOLF007 CHAOSWOLF007 13-15, M 4 Responses Mar 21

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    I used to date guys but I never felt really interested in them. I always liked girls but none ever liked me in that way. I wonder if I'll ever find a girl that'd be into me.
    eunhaelee eunhaelee 26-30, F 3 Responses Apr 4

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    Guys don't understand why I like girls, and people just think just because I'm mixed race I'm bound to like guys. I like girls because they know how you feel, they just get you on...
    MixedLesbian MixedLesbian 16-17, F 2 Responses Apr 6

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    My daughter who is in college dated boys and chased boys all thru high school. Then this past year she had her first experience with a girl and now has decided that she only likes...
    azsixgun6646 azsixgun6646 41-45, M 2 Responses 4 days ago

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    I like girls. Always have always will, and if you're gonna be hateful about it you can Leave From The Nearest Exist, Thank You.
    brookees9 brookees9 16-17, F 6 Responses Apr 8

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    Nobody judge me but I think I might like girls...I don't know but I had a girl kiss me at school today and I liked it...
    RedHeadBeauty123 RedHeadBeauty123 16-17, F 1 Response 6 days ago

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    I Turned into a girl by my mom When I was 3 years old my dad Left my mom with me and my 6 year old Sister. So one day my mom looked at me saying you are now going to be a girl like...
    TgKimey TgKimey 22-25 1 Response Mar 21

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    Back in high School. I used to have a crush on this beautiful girl. She was so shy ( more than me) and i become friend with her because i kind of feel pity for her. We became...
    OrangeCaramel OrangeCaramel 18-21, F 2 Responses 3 days ago

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    I got you early this morning had a shower, got dressed in female underwear with waist trimmer and butt padding (To get nice shape) breast 40DD Black opaque stockings, Denim skirt...
    amber8642 amber8642 51-55 5 Responses Apr 6

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    Just for a brief moment - white strapless bra because I'm wearing a really cute lacy fluttery tank top over it that has like no provision for shoulder straps (it's very very pale...
    AliciaHalfcat AliciaHalfcat 36-40 5 days ago

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    I guess I am ok to say this now. I like guys more but I would consider myself bi. I have never had a girlfriend but I just wonder what it is like to have one. But I don't fall in...
    Inlovewithtecher Inlovewithtecher 16-17, F 6 Responses Apr 5

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    I've always knew I was into girls but not once did I act on it, until I met this girl about a year ago. From jump I told her I was attracted to her & immediately she told me she...
    softball2011 softball2011 18-21, F 2 Responses Apr 1

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    I don't know if I would say I was totally bisexual, I don't know if that's the right term for me, but I guess bisexual is pretty flexible right? I know I fancy girls, I like the...
    Iconica Iconica 18-21, F 4 Responses Apr 3

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    I Still Love You: It had been some time since the break up and I know you missed me. For the first of many weeks we hated the other. I split off into a new group of friends and...
    Anniethinksyourebeautiful Anniethinksyourebeautiful 13-15, F 1 Response Mar 19

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    I wouldn't mind getting to know a girl around my age on here to flirt and share experiences. I don't want to share pics. Sorry. Just a girl that would like to be friends and talk...
    princessbumbleB princessbumbleB 26-30, F 10 Responses Mar 24

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    I decided to move on from my special girl.Soooo...If any girl bi or lesbian wants to talk to me talk.I will be waiting girls. ;)
    deleted deleted 26-30 4 Responses Mar 27

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    I realized that I liked this girl at our second day of play practice and that was the day I told another friend of mine. He told me that we (the other girl and I) would look super...
    Aroux Aroux 16-17, F 1 Response Mar 29

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    Hi I'm a girl who likes both girls and boys. I have a boyfriend at the moment and is looking for a female to join us. I found out I liked fmales last year. I never thought about...
    couplelookingforagirl couplelookingforagirl 18-21 Apr 3

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    I've always known that I've been into girls. It's just the trouble of finding a girl that wants to be with me. I've been with a couple of girls and they turned out to be very...
    ilovedhermost ilovedhermost 16-17, F 8 Responses Apr 6

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    Well, I like anybody with a good personality, but my first relationship (one of my best and worst) was with a girl. I miss the feeling of being with a girl, from the kissing from...
    UndeadMassacre UndeadMassacre 16-17, F 2 Responses Apr 6

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    All my life I've lived the good girl life. No drugs no alcohol no boys no girls. Strait A's and church everyday. When I was 11 my dad passed away from terminal brain cancer. He was...
    worsnopwhore worsnopwhore 16-17, F 4 Responses Apr 7

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    I'm Bisexual but deffinatly prefer a girls body to a guys only problem is that girls get fair annoying in a relationship. I would like a relationship with a girl just don't want...
    hollyJ123 hollyJ123 18-21, F 9 Responses Apr 10

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    Broke up with me ex girlfriend like a year ago. Seriously wanting to hook up with a girl with no complications! I'm 18 and have a fantasy of sleeping with a women in her late 20's...
    hollyJ123 hollyJ123 18-21, F 2 Responses Apr 11

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    I am a girl who loves girls
    skinnyskin skinnyskin 22-25, F 9 Responses 5 days ago

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    Is there any nice girl here whom I can be friends with? I'm really not good with hi's and hello's but I want to meet new people. Anyone interested with exchanging e-mail letters...
    DaniFie DaniFie 22-25, F 6 Responses Mar 20

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    I have always been attracted to girls, but I am just now involved in a relationship with another woman. I am still trying to get used to the fact that I straight out switched teams...
    SallyMaeJones314 SallyMaeJones314 26-30, F 2 Responses Mar 21

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    Any girl in downtown Chicago?
    JossieEsp JossieEsp 22-25, F 2 Responses Mar 23

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    Anybody want to have a civil chat, girls only.
    CherelleTorrens CherelleTorrens 16-17, F 8 Responses Mar 24

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    I have come out to all my friends and mother. I am in a relationship with a man but I still find a females body so arousing. Boobs are the best part on a female. I have done some...
    AnonBlogger17 AnonBlogger17 16-17, F 1 Response Mar 25

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    I love to go out. Im a beer and wings kind of girl. Very simple. Id like to know why its so hard to meet a woman who has the same interests as me? I feel like im the only one in...
    rella27 rella27 36-40, F Mar 25

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