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I Am A Sissy Boy Who Loves Wearing Makeup

Personal Stories, Advice, and Support 138 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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    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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    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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    Related Experiences

    I first started experimenting with wearing dresses when I was about 6 years old.at first I wasn't sure why I did it fight at the time I enjoyed the experience. When I got older...
    Dora922 Dora922 31-35, T a week ago

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    I had to go out to the bank to make a deposit and get some gas. I really wanted to change into girl clothes to do that. But I waited until after I pumped the gas before I put on my...
    Sharon03 Sharon03 56-60 2 Responses 1 day ago

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    None of my friends or family have any idea but when I get home at night and if I have no prior plans the first thing I do is shower shave or wax if I need it then spend a glorious...
    Jimhes Jimhes 31-35, M 6 Responses Sep 30

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    Yes I am and Yes I do. Women's clothing is always fresh and fun to shop for and wear. The stores always have new things to check out and buy. There is nothing like buying new...
    serinalynn serinalynn 61-65, M 2 Responses a week ago

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    When I was younger I used to steal my older sisters' clothes one was ten years older the other six years older than me. Until I was caught and got the belt and made ashamed by my...
    Hiddensissy69 Hiddensissy69 26-30, M 4 Responses Oct 1

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    I first started experimenting when I was 6 years old with wearing female clothing. As I reach puberty I started experimenting more with bras and panties and occasionally address...
    Dora922 Dora922 31-35, T 11 Responses a week ago

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    My friend took me dress shopping this morning , it was the happiest I've been in a long time. I got to twirl and try on several dresses. I picked out an awesome blue dress that's...
    Hiddensissy69 Hiddensissy69 26-30, M 10 Responses Oct 16

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    Let's just say I don't like "getting my panties in a twist."
    Stormbreaker101 Stormbreaker101 13-15, F 2 Responses Sep 25

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    I would love it if a guy made me feel like a princess.
    schumy schumy 31-35, M 3 Responses Oct 9

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    When I am alone in the house I experiment with my sisters' clothes. Is that weird?
    jamsontoast987 jamsontoast987 13-15, M 6 Responses Oct 12

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    I will love to meet local crossdressers around Clarkburgh West Virginia somebody please message me
    vicky994 vicky994 36-40, M 1 Response Oct 14

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    Anyone wants to add me feel free also if you want to know anything or ask anything just msg me thank you xx
    cutieXtights cutieXtights 22-25, F 3 Responses Sep 29

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    on Thursday I wrote about how I was going to go out this weekend dressed in my female persona. I just want to say and OH MY GOD! It was so much fun. I didn't want to come back...
    Dora922 Dora922 31-35, T 8 Responses 5 days ago

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    Hi amy here just got back from work, found my sissy boyfriend still dressed as I left him. Hes great sissy name katie. Love him for doing as I tell him all the time.
    naughtyamykevin naughtyamykevin 41-45, M 5 Responses 4 days ago

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    Someone? Anyone? I'm that guy who loves unconditionally and I'm still finding the right guy for me
    kyleaustin kyleaustin 13-15, M 3 days ago

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    Can be ur internet boyfriend. Who needs me and who's the one I need.
    Chinrussian Chinrussian 18-21, M 5 days ago

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    Hi my name is Chloe I am 12. I am straight and live in averly Essex London. I am looking for a boyfriend who will love care and listen to me. If u r interested please reply to this...
    Chloe26162 Chloe26162 13-15, F 4 days ago

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    I am so lucky! my boyfriend prefers that I don't wear makeup because he thinks I am pretty without it. Plus he knows it will just get all over his clothes and hands because he is...
    wiccanwoman1994 wiccanwoman1994 18-21, F 7 Responses Sep 26

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    I am in need of a strict Mistress to serve. Please be real and sincere. If asking for money or to fill out a profile on Alt.com I will ignore it as those are scams. I am 100...
    sissyboy4Mistress sissyboy4Mistress 31-35, M 2 days ago

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    I am in need of a strict Mistress to serve. Please be real and sincere. If asking for money or to fill out a profile on Alt.com I will ignore it as those are scams. I am 100...
    sissyboy4Mistress sissyboy4Mistress 31-35, M 2 days ago

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    I am in need of a strict Mistress to serve. Please be real and sincere. If asking for money or to fill out a profile on Alt.com I will ignore it as those are scams. I am 100...
    sissyboy4Mistress sissyboy4Mistress 31-35, M 2 days ago

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    I am in need of a strict Mistress to serve. Please be real and sincere. If asking for money or to fill out a profile on Alt.com I will ignore it as those are scams. I am 100...
    sissyboy4Mistress sissyboy4Mistress 31-35, M 2 days ago

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    I am in need of a strict Mistress to serve. Please be real and sincere. If asking for money or to fill out a profile on Alt.com I will ignore it as those are scams. I am 100...
    sissyboy4Mistress sissyboy4Mistress 31-35, M 2 days ago

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    Ok guys so hey first off, I wanna say that english isn't my mother language, but any way so yeah, Im a man that like to wear tights, I just wanna say, tights are the only women...
    pvpvohtgt123 pvpvohtgt123 31-35, M Sep 30

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    hi im a 18 year old sissy after a strict skype mistress im very obedient and need owned skype id live:aka_jamie123
    jamieleeaka jamieleeaka 18-21, M 18 hrs ago

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    I am totally in love with my navy canvas champions with the white letters on the blue label. Makes them more noticeable that they are womens. I wear them in public and no longer...
    sneakersguy sneakersguy 51-55, M 2 Responses Oct 8

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    I could write a book about my experiences with my bipolar bf. We have been together a year. Everything seemed "normal" until about 9 months in. I knew from the start about his...
    djsunshine djsunshine 36-40, F 1 Response Sep 28

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    he loves to lick his butthole spends at least 50% of his time doing this lol
    sissybritt sissybritt 26-30 1 Response 6 days ago

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    Hey, Im 16, my boyfriend is 17. I love him, we where raised completely different and he is in jail. I feel stupid but I love him so much, I gave him part of me and with out him I...
    mysteryatlgirl mysteryatlgirl 13-15, F 2 Responses Sep 27

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    when I was younger I never thought about this I never thought about anything really whether I am a boy or girl I just lived life even though I was born a boy as I gotten older...
    jon200547 jon200547 26-30, M 1 Response Oct 4

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    HeyO... well the only time I act like a TRUE guy is when I'm around my family, because they don't know that I am bi (mostly gay). The only times I'm girly is when I'm with my...
    Thankyou1337 Thankyou1337 16-17, M 1 Response Sep 26

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    In my twenties I loved being with partners who gained weight and loved eating loads of food. I enjoyed satisfying their appetites as they grew larger and larger. However, once I...
    enplumpen enplumpen 31-35, M 1 Response Sep 28

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    He isn't even my boyfriend,but he used to be. I honestly don't even know why we broke up in the first place, but we did. It never mattered to him who I was with after that, he...
    Lexie1516 Lexie1516 18-21, F 3 Responses Oct 1

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    I don't know why so many people are surprised. My whole life I've only really hung out with white people. I've never got along with black males for personal reasons I don't want to...
    IceyNoEmber IceyNoEmber 18-21, F 18 hrs ago

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    I really miss my boyfriend he's been in jail 56days now after breaking his parole this whole time with telephone calls and letters I never once had told him what I have been doing...
    emmajones124 emmajones124 26-30, F 5 Responses Sep 26

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    Well, it's a long story. Him and I had a huge falling out. Our relationship was going downhill fast. We knew that we weren't going to last if we kept it up. The only issue is...
    chrissyp7 chrissyp7 18-21, F 3 Responses Sep 28

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    You know I have come to decide that I don't need a boyfriend or even a guy around all I need is family and to finish school All they do is break promises all the time and lie they...
    tay1244 tay1244 16-17, F 1 Response Oct 11

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    I need a sweet and cute boyfriend all boys hit me up 😘
    Ani1224 Ani1224 13-15, F 1 Response 6 days ago

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    I miss my baby so much. He gets out on November 21st, and I cant wait. I feel like time is going by so slow, because that's all I think about. And I'm so scared because back in...
    lanaz2 lanaz2 22-25, F 14 hrs ago

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    It used to be sometimes, now it's full time. And I'm taking estrogen... haha I'm not sure if I can even call myself a fem boy anymore. I'm turning into a total girl :D
    Sheboy420 Sheboy420 22-25, T 3 Responses Sep 25

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    I started dating my boyfriend while studying abroad in the UK back in 2011. After I left we continued dating long distance. Via skype, FaceTime, Facebook and many plane tickets...
    Aprilmay14 Aprilmay14 22-25, F 1 Response Sep 26

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    Im sorry I just had to get this out there! I hate it when boys think they can show off to girls and the girl will run straight into their arms
    PoppyJones113 PoppyJones113 13-15, F Sep 27

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    Boyfriend gets out of jail in the 15th of this month. Cant be anymore happier!😃❤️💋
    Skinnylove99 Skinnylove99 16-17, F 4 Responses Oct 3

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