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I Look Good When I Crossdress

for all the people who look attractive crossdressing 159 People

    I Wish...

    I like to think that i look good and passing and i try so hard to look beautiful, but i always get down on myself and convince myself that i will never be a real girl. 
    deleted deleted 26-30 6 Responses Jun 11, 2011

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    I went to a restaurant in Budapest with my

    girlfriend. She'd helped dress me for hours. Painted my toe nails. Applied false nails to my fingers. Mascara, eyeliner, lipstick. A stuffed bra. Silk panties. Thigh high stockings pulled all the way up to my crotch. A little black, tight fitting dress - very short. The dress...
    stamfordfan stamfordfan 41-45, M 1 Response Oct 28

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    As I settled in the taxi my girlfriend said "I

    saw people admiring you." She squeezed my hand. We were both wearing black stockings. My skirt was a little shorter than hers. I tried to cross my legs like her. She ran her fingers up my my thigh and squeezed my leg. It felt so nice to have her hand on my thigh. I could see the...
    stamfordfan stamfordfan 41-45, M 1 Response Oct 29

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    I am a married crossdresser

    and love to dress but am burdened by being so manly (in one area it's a blessing ;) ) however I finally shaved my chest and upper legs nice and clean. I love it. Wish I would of done sooner. My wife was very upset, but I patiently explained this is my body and my choices. Now...
    beckybinight beckybinight 56-60, M Jul 17

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    I Love To Crossdress!

    im shay and im 16 yers old, when im alone at home its like a dream come true! i goes to my sister's room and dresses as a girl with her pimk poofy prom dress! (: and do my make up paint my nails in pink and wear her high heels! over and over again! it make me feel so good i just...
    SHAY8877 SHAY8877 16-17, M 3 Responses Sep 19, 2012

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    Me

    hi guys im 32 i like wearing womens tughts uderware and painting my nails i shave my legs any advice tho as its saw sometimes i also sometimes wish i was a girl please inox me thanx
    Mailorderman Mailorderman 31-35, M May 8, 2013

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    Hy,my name is Hanna! this is my first post hope

    you enjoy it! ^_^ i lived with my mom,dad and my big brother.so,this story is about a week ago,my parent's are go out of town for attending my cousin wedding,so in our house just me and my brother,during the after school,my brother were not in home he said he want to...
    HannaSalsadilla HannaSalsadilla 18-21, F 2 Responses Jan 17

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    Girls Make Me Feel Funny

    Does anybody else get really self aware (tingly:3) around hot girls? And you just want to look your best too and secretly hope they might decide to talk to you or say that person looks good or something? I love getting that result when people think I'm a girl <3 its like my...
    AlexisKrasivyy AlexisKrasivyy 18-21, T 4 Responses May 8, 2011

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    Sometimes I wish I would get kidnapped and drugged for a few months so that my body becomes less big and bulky and more feminine and small, if only...
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    I have a cousin, our mothers were sisters, who is almost like a "brother" to me. Growing up, he shared his secret with me. He liked to wear girl's clothes. There were many times...
    donnawilson donnawilson 36-40, F 1 Response Oct 30

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    My wife likes me to crossdress. We sometimes go out to a movie theater while both of us are wearing panties and stockings. Its literally hard to sit through a movie as I am...
    pantiescouple pantiescouple 26-30 4 Responses 2 days ago

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    So today my wife and I went out on a date. I picked the place. She picked my outfit. I said it was a deal. She picked out a black button down shirt, jeans, thigh highs with...
    Photogeek47 Photogeek47 26-30, M 1 Response 7 hrs ago

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    I hate the way that I look... I'm not the best looking person. I guess I'm average. I don't like how rude people point out my insecurities. They don't know how much it hurts before...
    lifesastruggle100 lifesastruggle100 18-21, F 1 Response Nov 10

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    LOOKS MATTER. My weight has yo-yo'd my entire life and every time I've been in better shape people (both male and female) have treated me noticeably better. It sucks! So much...
    ozboybrian ozboybrian 26-30 1 Response Nov 16

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    My Sexy Chocolate-She is 180 cm and about 98 kg. Her Chocolate curves are to die for! She's got a plump bottom which is what 1st drew me to her 25 years ago. Being a Black woman...
    DoonJi DoonJi 41-45, M Nov 14

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    Defeated, 'not good enough', inadequate: all arbitrary concepts swirling in our heads. They are a state of mind, and the mind is volatile. Iv lived with the cycle on repeat for...
    yourtheocean yourtheocean 18-21, F 4 Responses Nov 5

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    These weight loss commerials and adds that show women before and after, to me they looked sexier and heathier in the before pics, women dont look good with sixpacks, but i guess to...
    AntonioV AntonioV 46-50, M 2 Responses a week ago

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    I'm either older than I look or just a lot younger than I look- confused? When I'm at work I get told by the customers that I look way older but when I'm at the cinema I look a 12...
    Zineq Zineq 16-17, F 2 Responses Nov 1

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    I never believe them. A girl once told me she thinks I look good. I told her I think she needs to get her eyes checked. Needless to say, she wasn't happy.
    AgentSickler AgentSickler 18-21, M 3 Responses Nov 14

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    I recall that moment in my life where a person's words offered me a new perspective on life. I recall her saying how even the smallest of hope can brighten up the darkest of days...
    mercifulpennies mercifulpennies 18-21, F Nov 1

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    LOL!! this happens most of the time, especially when I meet someone for the first time. last time I was told I look 18 when I'm actually 23 xD
    DarkYamato DarkYamato 22-25, M Oct 28

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    LOL!! this happens most of the time, especially when I meet someone for the first time. last time I was told I look 18 when I'm actually 23 xD
    DarkYamato DarkYamato 22-25, M Oct 28

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    throwing balls quicker.i used play cricket on the street where there was a competition between me and a friend about who throws fast.so in this competition we both started throwing...
    Camouflage Camouflage 18-21, M 5 days ago

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    I was told a coworker that I look 18, when I am 22.
    ObserverOfLife ObserverOfLife 22-25, M 2 Responses Nov 4

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    My mom keeps saying that I look 13 when im actually 15. I'm like Wtf? I guess I got that baby face lol
    SweetcakesJr SweetcakesJr 13-15, F 1 day ago

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    I feel good when I write stories.I think that 'Yes my lovely friends would give their precious time and read it'. Some people freak out when friends do that.But I don't.I LOVE IT.I...
    genuineangel genuineangel 16-17, F 4 days ago

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    People are just as wonderful as sunsets if you let them be. When I look at a sunset, I don't find myself saying, "Soften the orange a bit on the right hand corner." I don't try to...
    coalibri coalibri 16-17, F 1 hr ago

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    I owned an office cleaning business and working when they were closed and no one around. Sometimes I'd take my girl clothes in and change and clean as a woman but I always kept my...
    Lyndaloves1957 Lyndaloves1957 56-60, T 12 Responses Nov 6

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    So Halloween just passed and it reminds me how hot crossdressers are. Yes, I know most of the guys dressed up like female characters on Halloween aren't normally crossdressers but...
    newasexy newasexy 26-30, F 8 Responses Nov 2

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    So over last weekend I took a little step forward. I needed to go shopping for girly stuff, the urge was just too much. I've been dying over not having anything to wear, this urge...
    colie0701 colie0701 26-30, M 3 Responses Nov 6

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    The only thing that keeps me from gaining weight is my desire to crossdress. I love very short, tight skirts. Nothing beats the looks you get when your legs are perfectly sculpted...
    stamfordfan stamfordfan 41-45, M Oct 30

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    My heart was pounding just walking into the town centre knowing what I was going to do. I felt excited and scared all mixed together. As I entered Primark I clocked where the...
    cdjanine cdjanine 41-45 4 Responses Nov 4

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    Im looking for a daddy/lover to live with. Im into crossdressing, diapers, and lots of other things. I would like to be babied and stuff when im with daddy. I would like daddy to...
    AlexBunnyBoy AlexBunnyBoy 18-21, M 1 Response Nov 9

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    It seems that 95% of all crossdressers are male to female, unless it is just that females are less likely to come out about crossdressing. But regardless it is pretty rare for me...
    LexyCD LexyCD 18-21, M 2 Responses 6 days ago

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    Ok so I really want to start posting more about my crossdressing as its important to me, ok so I only wear lingerie but its still something and I just cannot resist wearing it, it...
    Verix Verix 18-21, M 4 Responses 2 days ago

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    You have to change your parenting style when your children grow up.From guiding your children,you have to be advising them.If they don't listen.well you can't do much.Of course...
    restored87 restored87 46-50, F 2 Responses 6 hrs ago

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    Yes indeed. Looking for a friend that will crossdress with me. Someone who finds dresses and skirts common wear for them. Just their choice in clothing to cover the body.
    Adam59 Adam59 56-60, M 2 Responses Nov 12

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    I am in NH I am a crossdresser I am not good at it but would like to do it a lot more and find out how it is to be a women
    pittsfield pittsfield 41-45, T Nov 7

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    I don't get to do it much, I mean, when I was younger it was fine. Get in a boyish outfit or if you felt fancy a suit. My wardrobe used to be guy clothes because well I wanted to...
    SaikoTersuga SaikoTersuga 18-21, F 4 Responses Nov 12

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    Forced to wear very high stiletto pumps! Probably my biggest of all my fantasies is having my girlfriend find out about my love of high heels (wearing them myself I mean) and...
    lockedheels lockedheels 31-35, M 2 Responses 1 day ago

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    Im Alex, im 17, and im looking for someone who will love me and cuddle me. I love diapers, crossdressing, RP, drawing, furries, anime, video games, and lots more. I want someobe in...
    AlexBunnyBoy AlexBunnyBoy 18-21, M Nov 13

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    Im proud ok, anyone who looks at my profile and may think Im weird or what not for doing that, I dont care because I want people to know, Im proud that i crossdress, ok its not...
    Verix Verix 18-21, M 6 days ago

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    Having been a crossdresser for years and having purged my collection several times because my previous wives objected I now have an ever expanding wardrobe of dresses, nylons...
    PJSZ PJSZ 61-65, M 3 days ago

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    I am so excited and scared at the same time. My good friend that knows I cross dress pregnant wants me to go along with her and her daughter trick or treating. Best part I get to...
    Eikenmaster Eikenmaster 22-25, M 1 Response Oct 28

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    Beginning this June I decided to stop resisting and start dressing the way I want to. I get some looks, some good, some puzzled, the others I ignore. It brings me closer to being...
    CinimonGypsy CinimonGypsy 41-45 4 Responses