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I Am A Sissy Boy Who Loves Wearing Makeup

Personal Stories, Advice, and Support 128 People

    My Moms Makeup

    When I was 14 I would watch my mom put her makeup on. I asked a simple question- could she feel it on her face. She ask-what do you mean. I said once its on do you know your wearing it. She smiled and told me to sit down. And then proceeded to apply foundation,blush,mascara,liner...
    deleted deleted 26-30 2 Responses Mar 23, 2011

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    Makeup

    being a sissy i love wearing makeup especially lipstick,eye shadow and false long eye lashes!!love the feel of my lips with lipstick on!!also love to kiss while wearing lipstick!!depending on my mood love to make up my face to match the dress or outfit i am wearing!!!would...
    mandiejune mandiejune 51-55, M 2 Responses Jan 28, 2010

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    Being A Sissy Wife

      It stated with me getting caught dressing.  my wife took total control of my fetich and turned it into a life style. I no longer have much to say about what I have or need.  I wear makeup and bras panties corsets nylons and skirts and dresses and fem tops...
    Lorriane48 Lorriane48 46-50, M 2 Responses Jan 4, 2010

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    Some Tips For Little Girly Boys

    Hey boys i m going to give you some tips how you can look little girly. 1. Clean shave your face 2. Wear Skin Fitting jeans. 3. Choose a cute top. 4. Paint your nails in light color. 5. Wear a flat sandal. 6. Shape your eyebrows. 7. Wear ear ring. 8. Use Foundation, Face...
    lizaranid lizaranid 22-25, T 4 Responses Dec 5, 2012

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    Related Experiences

    Got to wear a dress an entire afternoon and evening after work on two days this past weekend... It was so nice. Since my family was out for the weekend I didn't have to worry about...
    Roccondil Roccondil 22-25, M 9 Responses Aug 7

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    i get these crazy feminine urges all the time and the only way to satisfy them is to dress in female lingerie. Now, I am still a guy and, like most guys, am generally lazy and I...
    DonnaSue10 DonnaSue10 66-70, M 11 Responses Jul 23

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    Isn't it amazing that a single moment in time can flip a switch inside of us and nothing is ever the same? I can think of a hundred things that might have affected me in a...
    kayleew2000 kayleew2000 18-21 12 Responses 6 days ago

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    Hi! I'm 13 y/o and I like to wear girl clothes. First time: It all begun when I was 8. My mom forgot her thong in the bathroom so I took the chance and tried them on. They felt...
    alexswe alexswe 13-15, M 3 Responses Jul 31

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    Almost all of my female attire is second hand! I go to Garage sales a great deal. I have purchased; second hand panties, bras, slips, pantyhose, skirts, blouses dresses, and...
    OhioSissy OhioSissy 51-55, M 3 Responses Jul 23

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    I brought my first bra and suspenders set yesterday along with a sports bra and a Calvin cline top, and a pair of size 8 woman's jeans that are probably a size too small, I love...
    Incideofme Incideofme 36-40, M 9 Responses Jul 29

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    I love wearing them! They are really comfortable, and hug your body so well, especially with their interesting fabrics. And of course the lower body freedom. I would not want to...
    Roccondil Roccondil 22-25, M 11 Responses Aug 1

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    I'm wearing my wife's leopard print nightgown
    schumy schumy 31-35, M 9 Responses Aug 1

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    OK... Google the phrase "shopping tunic", then click the "shopping" tab. You'll see that pretty much all the results are for "women's tunic dresses". Then search "gladiator sandals...
    steve66oh steve66oh 41-45, M 6 Responses Aug 11

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    Hello,my name is jacob but i like to go by zoey. I have spent the last seventeen years of my life alone because I am a girly-boy. Now I have the Internet and sites like this...
    zoey764 zoey764 18-21 6 Responses Jul 23

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    Practically all I wear underneath any more is pretty panties. Love the way they look and feel on me.
    islands115 islands115 46-50, M 4 Responses Jul 29

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    I set up a period diary to let me know when my cycle will start :)
    AmandaM02 AmandaM02 36-40, T 2 Responses Aug 2

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    My wife buys me panties and asks if like them or not. If I don't she wears them if I do we share them
    Idbw Idbw 31-35 1 Response Aug 13

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    Pictures of underwear & bra with fake boobs will be uploaded soon.!!!
    ApxentMinded ApxentMinded 16-17, M 3 Responses 2 days ago

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    ​was thinking of getting another wedding dress what do you guys think?
    vjss vjss 22-25, M 16 Responses Jul 25

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    I wish I could be Abby all the time
    abbyseaney abbyseaney 16-17, T 6 Responses Aug 5

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    I'm going to be posting and sending nude pics or will be on Skype so add me kik: missjazzmin Skype: misscrossdresser
    missjazzmin missjazzmin 18-21 2 Responses Aug 11

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    Lately with a pair of black leggings. I must admit my legs look great in them.
    neverthinagain neverthinagain 36-40, M 2 Responses Aug 13

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    I like boys who curse... Don't know why I just do... Maybe it's the whole bad boy thing I dunno...
    NobodyCaresOkai NobodyCaresOkai 13-15, F 1 Response Aug 14

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    I like boys who curse I guess I just find it extremely sexy and attractive
    Angel2345 Angel2345 13-15, F 2 Responses Aug 12

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    My Friends Say I Do Pretty much all of my friends at school and my friends online say I'm kind of sissy-ish. I HATE touching gooey stuff, like ketchup when washing dishes and...
    noahman97 noahman97 16-17, M 7 Responses 3 hrs ago

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    For a long time I kinda stayed away because I didnt know what I was doing. The last time I wore makeup before I did know what I was doing was when I was 16. It was for the Military...
    Lov3intheasylum Lov3intheasylum 31-35, F Aug 7

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    My boyfriends three yr old daughter hits me, repeatedly tells me she doesn't want me there, has tantrums and starts to cry every time I'm near her. She has swore at me, will make...
    porcellina porcellina 31-35, F 2 Responses Jul 29

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    My boyfriend and I were together for about a year and some before he was sentenced to a 2 year sentence in prison. The year we had been together was great although we went through...
    builtfordtough builtfordtough 18-21, F 2 Responses Aug 11

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    Not in public or under actual clothes, though. But I enjoy wearing boxers as shorts around the house! They are extremely comfy, and I look cute in them (if I do say so myself...
    JustTheGirlNxtDoor JustTheGirlNxtDoor 18-21, F 2 Responses 5 days ago

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    To me anyone who is willing enough to try and even stick around after seeing how hard it's going to be.....is definitely worth my time and attention any day
    VivirLaVida VivirLaVida 16-17, F Jul 31

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    I met my boyfriend at his sentencing believe it or not. I was working in the court system. Nobody should know this but we both have accepted it. He was given a two-year sentence...
    lobitalince lobitalince 31-35, F 2 Responses Aug 5

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    I hate this heavy grief of mine. Why can't I be happy with who I am? Nobody should ever feel the need to be loved. Still can't find what's so wrong with me.
    sadasusual sadasusual 22-25 6 days ago

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    Hello,my name is jacob but i like to go by zoey. I have spent the last seventeen years of my life alone because I am a girly-boy. Now I have the Internet and sites like this...
    zoey764 zoey764 18-21 1 Response Jul 23

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    Hello,my name is jacob but i like to go by zoey. I have spent the last seventeen years of my life alone because I am a girly-boy. Now I have the Internet and sites like this...
    zoey764 zoey764 18-21 Jul 23

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    Hello,my name is jacob but i like to go by zoey. I have spent the last seventeen years of my life alone because I am a girly-boy. Now I have the Internet and sites like this...
    zoey764 zoey764 18-21 2 Responses Jul 23

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    My boyfriend has been in jail for three weeks already it may not seem like a long time. I would of thought I would have got used to the fact he's gonna be in there for a while and...
    Xxyy18 Xxyy18 18-21, F 3 Responses Jul 27

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    About 5 months ago, me and my boyfriend broke up. I am over him for the most part but lately, I think about our old times. Not necessarily the relationship part but the friendship...
    uhtobehonest uhtobehonest 16-17, F Jul 28

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    It's been a month and 2 weeks now😢 I miss my boyfriend so much. He was locked up on July 3 and released but then the next day we had planned to go see fireworks. Worst 4th of...
    sharizzle sharizzle 16-17, F 2 Responses Aug 12

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    I have a feeling that my relationship with my boyfriend is coming to an end. :( He seems very distant from me. I have not seen or really talked with him in a week. When I text...
    nicolem84 nicolem84 26-30, F 3 days ago

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    I miss my boyfriend him being incarcerated is driving me crazy :,(
    ciaobelllaxo ciaobelllaxo 16-17, F 2 Responses Jul 26

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    I hate how money can change a person. It's crazy but some how it happens. My ex boyfriend was one of a kind. Our freshman year, he was quirky, a band geek, down to earth...
    uhtobehonest uhtobehonest 16-17, F Jul 28

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    In august of 2012 I started dating my boyfriend, and in October of the same year (just 3 months into our relationship) he was arrested and served 3 months in jail, it was one of...
    ambv ambv 18-21, F 5 Responses Aug 1

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    My boyfriend is getting ready to go to college in the fall. He lives about a half an hour 45 minutes away from me. But. I can’t drive. I don’t have my licence yet. I have to...
    maromis maromis 16-17, F Aug 3

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    My boyfriend is getting ready to go to college in the fall. He lives about a half an hour 45 minutes away from me. But. I can’t drive. I don’t have my licence yet. I have to...
    maromis maromis 16-17, F Aug 3

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    My boyfriend was in jail and we met after he got released 6weeks ago. He has just breached one of his parole conditions I'm completely new to this and don't know if anyone can help...
    emmajones124 emmajones124 26-30, F 1 Response Aug 9

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    So I'm sitting here rocking my two month old and figured I'd write everything out. My boyfriend is in jail. He's been there since May 8, an exact month before my baby was due. It...
    catatonically catatonically 18-21, F 3 Responses Aug 13

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    My boyfriend of over a year has been in jail for 2 weeks. He was arrested while on probation so I have no idea when he will be out or when I will talk to him again. I miss him so...
    cassidyb57 cassidyb57 18-21, F 4 Responses Aug 13

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