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I Have Put Makeup On a Guy

Personal Stories, Advice, and Support 1,052 People

    today :D I made a bet with a friend

    and he lost so I made him wear a pink frilly br* with matching thon* (made sure it gave him a wedg** lol) and a blue princess dress with blue two inch heels and blue toe nails and pink finger nails I did his make up pretty basic but made it more princess like Lol it was super...
    thatcurlyredhead77 thatcurlyredhead77 22-25, F 6 Responses Jan 13, 2014

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    I put it on my brother

    while he was sleeping haha then i took a photo of his face and send it to his friends :p
    Gblue5 Gblue5 22-25, F 3 Responses Jul 17, 2014

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    It Just Happend

    ok me and my friends had a sleep over at my friends house and her brothers were sleeping in thier rooms and we grabed some makeup and went in first we did thier eyes then checks then lips then we did their nail they had black glidery eye shadow on and masscara and their checks...
    girlforever girlforever 16-17, F 2 Responses Nov 26, 2011

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    Doing theatre in high school almost made this

    unavoidable. Other than for drama, I once put eyeliner on my ex husband. I couldn't get it to work on myself (I just started wearing makeup regularly a few years back) and I wanted to know if it was just my eyes or my technique. It worked so well on him, and I even put little...
    Sapphire89 Sapphire89 26-30 6 Responses Nov 3, 2014

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    YES!! One of my mom's friends let me put make

    up on him and it was ******* HILARIOUS!!!!! XD
    OrochimaruSama92 OrochimaruSama92 22-25, F 1 Response Jun 21

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    One of my best friends loves it

    when we put make up on him. Sometimes it's overly OTT but other times it's brilliant. Be can just muck about. But then he wears make up sometimes anyway
    Jenny101T Jenny101T 13-15, F 1 Response Sep 18, 2014

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    Camping

    When we were on a scout camp there was this one boy who fancied this girl soooo bad so we asked him who he fancied to try and make him tell us but he refused so of course we decided to force it out and we tricked him into coming in the girl tent then as he came out cause no one...
    girlygirl167 girlygirl167 13-15 5 Responses Mar 26, 2012

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    Mad Enough to Kill

    It was the Wagon Train, once a year 2000 rednecks get together and camp at the foot of fort mountain. My cousin got completely waisted and passed out the first night. His wife and the rest of us promptly undressed him and made a diaper for him. We then painted his finger and...
    BlueGeorgia BlueGeorgia 41-45, M 30 Responses Feb 28, 2008

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    I most recently put makeup on my boyfriend.

    he actually asked me to do it, and I was thrilled. when I was done he looked really really cute. I kept kissing him in between doing things, like adding blush or mascara and it was just a great time
    A1fie A1fie 18-21, T 2 Responses Aug 22

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    As a teen living with my gay dad,

    we used to go to drag parties sometimes. I used to do his makeup. People now make a lot of noise about how "crazy" my upbringing must have been, but it never felt like that. We just thought it was a bit of a laugh. Still do. It's the people who think it's "sooo outrageous!" that...
    DexBeta DexBeta 36-40, F 2 Responses Aug 22

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    Poor Little Boy...

    My little brother Benjamin is my guinea pig. When he was younger, I used to put him in dresses and put bows in his hair. When he got a little older, I tried putting black eyeliner on him. Unfortunately, his coloring is about the opposite of mine. He's very tan, and has light...
    SheistheLorax SheistheLorax 18-21, F 5 Responses Jan 26, 2008

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    One Way To Do It

    Assuming they're not willing to (which a lot of guys would be for a night), if they're like me and have long hair, ask if you can straiten it, if they say no, keep annoying them about it. This is much more likely to happen then getting them to dress like a girl, so we'll use this...
    Ilovemakeupxxx Ilovemakeupxxx 18-21, F 5 Responses Jun 11, 2012

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    Week End Party..

    It was a saturday Evening time. We some friends (5 Girls and 2 boys) Planning to go for a disco. when i get ready. My girl friend come to me and say she will give me a new look for this party. I also agreed with her. then she give me a straight fit Blue color Jeans of her to wear...
    lizaranid lizaranid 22-25, T 5 Responses Aug 23, 2012

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    I put sparkly pink eye shadow on him,

    his girlfriend was pinning him down at the time. He wasn't really fighting it though, she took a photo afterwards...it was kinda funny. then said he felt so pretty, he meant it jokingly though.......
    GaladonElon GaladonElon 26-30 2 Responses Aug 6

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    Cats and Birthday Parties

    I've put makeup on guys a couple of times, sometimes because I've had to, sometimes just because! My school recently put on the play Cats, which is possibly the most insane musical the world has yet seen. Andrew Llloyd Weber had some mental issues, but I still adore the musical...
    Yellowrhapsody Yellowrhapsody 16-17, F 347 Responses Apr 5, 2008

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    Me and my Cuz's did to my brother

    when he went to sleep we got out the make up and put finger nail polish all over his legs and put whip cream in his hand took his silly bands and went to bed he was so mad at us but he didn't notice till we told him he had makeup on around noon that was funny
    livelovehopefree livelovehopefree 13-15, F Sep 18, 2014

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    Girlyboy

    about 2 years ago my little brother fell asleep in my room bad idea for him well i grabed my make up and started first i put long lasting neon red lipstick and lipgloss on him then i put eyeliner and mascara then blush painted his nail red put him in one of my dresses and bras...
    girlforever girlforever 16-17, F 5 Responses Nov 5, 2011

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    So some point this week I'm going to try to

    dress one of my friends as a princess lol Should I get him drunk or make a bet with him? And what all should he wear and do? Lol be detailed cause I want this to be super funny :D
    thatcurlyredhead77 thatcurlyredhead77 22-25, F 3 Responses Jan 12, 2014

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    My Bros Version Of Events

    Well where to start but when it first happened. Answer: You can win a bet, pay him, convince him it will attract girls, get him drunk enough, dare him or just dress him up in it while he's asleep... Or... you could go into your moms room and put on her clothes and dress like...
    Ilovemakeupxxx Ilovemakeupxxx 18-21, F 3 Responses Jun 11, 2012

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    I was with my friend

    and we were at a party and there was a drunk guy laying on the floor passed out so some of the girls did his makeup he had pink everything lol and it was waterproof and when the party was over he woke up and had no idea what happened
    girlforever girlforever 16-17, F Feb 1

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    Hahahaha only to my best friend

    because he lost a bet He took it off right away anyway but it made a good picture :P
    JalenFrankie616 JalenFrankie616 13-15, F 2 Responses Sep 19, 2014

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    Well, Some Girls Have Done It to Me.

    On Halloween a couple years ago some girls convinced me to dress in drag. I had a skirt, some stockings, and a blouse. Then they applied fake nails, eyeliner, mascara, blush, lip gloss, and eye shadow. At the beginning I thought it was going to be terrible, but it was kind of fun...
    Vixy87 Vixy87 18-21 4 Responses Jan 30, 2008

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    It's so funny, gotta love a guy

    who lets to do it <3 Including that the guy can do my makeup too of course! xD
    dropdeadwilma dropdeadwilma 18-21, F 4 Responses Aug 29, 2014

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    My Friend Helps Me Look Girly

    Ever since I was in the seventh grade I've had a thing for looking like a girl. It's just something I enjoy. My parents found out and told me they'd ground me if they ever caught me doing it again. I stopped for years, all throughout high school I never did it and kept this to...
    Patrick47 Patrick47 22-25, M 1 Response Aug 19, 2013

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    When I Was A Kid

    When i was younger my older sister and sometimes my cousins and i would dress my Little brother up as a girl and put make up on him. We would put his hair up and he would walk around as a girlwe had some great times getting him in to tie-ts and mini skirts!!!!!!!!!
    jillianlarson2011 jillianlarson2011 18-21, F 3 Responses Mar 6, 2011

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    He Enjoyed It Very Much.

    I feel bad when I saw this group because I remember that I used to put makeup on my neighbor boy when I was young. My mamma died and I was 14 and very sad and lonely and the little boy would walk over and visit with me. He was younger maybe 10 and I sort of dominated him just a...
    FernandaP FernandaP 22-25, F 16 Responses Jan 10, 2012

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    Well I was with two guy friends

    and one of them kept saying he don't know why girls wear makeup he said it didn't make a difference on how they looked and I was like I bet u I could make u look different with makeup and he was like no way and I kept it up and he was like ok well I use everything I could and...
    girlforever girlforever 16-17, F 1 Response May 19

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    stephanie4us stephanie4us 41-45, M 2 Responses Sep 18, 2014

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    I Have Put Makeup On Many Guys

    I just do a bit of flirtng and they let me do anything  sometimes that means putting makeup on them i have put makeup on my current bf 3 times now he he
    kodyrivera kodyrivera 22-25, F 6 Responses Jan 3, 2012

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    My Male Best Friend

    I have a dress from when I graduated from highschool back in 2001 *not a dress person*. My best friend came over while his gf who happened to be my other best friend at the time and us girls decided to play a little. He allowed us to put make-up on him and put girlie crap in his...
    AuntTammy AuntTammy 26-30, F 4 Responses Jun 13, 2008

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    Never done it nor Recieved

    but honestly I'm open to a girl putting makeup on me. Lol it would be fun.
    COD101 COD101 18-21, M 1 Response Sep 19, 2014

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    Slumber Parties

    growing up us girls would literally attack and tie down my brother and give him a makeover. Makeup, curled hair, and even fake eyelashes. Sometimes I think he enjoyed being the center of attention, I just hated that when he got loose and ran away all our hard...
    deleted deleted 26-30 3 Responses Jul 8, 2008

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    drummerchic4Christ drummerchic4Christ 18-21, F 1 Response Sep 17, 2014

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    Hubby

    I made up my hubby once. He was a good sport (and maybe he was more than curious about experiencing the effeminate side of life)! I did his eyes with my wet look mascara and smokey violet shadow,  and his lips too. My husband has long hair - it's as long as mine and goes...
    CreamedHoney CreamedHoney 26-30, F 10 Responses Jul 16, 2011

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    In College

    When I was in college I worked during the summer at the place where my father was employed. If we worked 12 hour swing shifts we earned a 25% bonus on our hourly wage so I worked the 12 hour shifts.  I was the only woman on my shift of a little less than 300 in my department...
    fungirlmmm fungirlmmm 41-45, F 18 Responses Jul 8, 2008

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    well my friends little brother came up to us

    when we where hanging out and was bothering us and he has long hair so i asked if we could do his hair he said y not well when we got done he was sitting on the chair waiting for us to take it out and we grabed some belts and tied him to the chair and my friend held his head and...
    girlforever girlforever 16-17, F 1 Response Jun 20

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    Tolololol

    I was at my mates and she decided that her brother needed a punishment as he had hidden all her makeup so when he was asleep we took all his clothes out his cupboard and drawers and replaced it all with girls stuff we even swapped his uniform! It was the summer holidays and their...
    Ilovemakeupxxx Ilovemakeupxxx 18-21, F 2 Responses Jul 4, 2012

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    Black eyeliner. Mmmm.

    So sexy. He didn't like wearing it but he loved what it did to me! In my defense, I was a goth kid. (But I still think it's hot.)
    adianoeta adianoeta 26-30, F 1 Response Sep 18, 2014

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    Lol he might kill me

    for telling this but yes once I put makeup on Jake for a skit for parents night at school. He also wore one my dresses.
    sassygirl15 sassygirl15 13-15, F 1 Response Aug 22

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    Putting conmetics on males is a very normal

    part of my feminisation service. It is also the longest part as well. Most of the time the results are so so, the make up does make a difference but the faces are still rather masculine however there has been cases where the results are spectacular - the results are a very...
    paulalafemme paulalafemme 41-45, F 2 Responses May 23

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    i did it to a friend,

    well i bet one of my guys friends i was faster then he was at running and i told him if i beat him he had to let me give him a girly makeover and if he won i would have to do anything he wanted for a day well i beat him and when he came over to finish the bet i made him look so...
    girlforever girlforever 16-17, F 5 Responses Oct 8, 2014

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    He Looked Awesome!

    My ex boyfriend had these gorgeous blue eyes. I always wondered what some black eyeliner would do to them. So one day we were bored and I asked him if I could do his hair. He has shaggy hair and I would sometimes flip it out when we went out. So I did his hair. Then I asked if I...
    nowherewoman nowherewoman 22-25, F 5 Responses Mar 7, 2011

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    Mi5h Mi5h 18-21, F 7 Responses Jul 10, 2014

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    Specifically, I put makeup on my brother.

    It wasn't much. Some eye shadow, nail polish, and shiny lip stick. He didn't complain, but my parents did.
    ZydecoVivo ZydecoVivo 16-17, F 1 Response Aug 20, 2014

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    I did a my boyfriend's

    and this other kid's makeup for a metal concert we all played. I gave them dark eye shadow and eye liner. And I did my boyfriend's makeup a second time, trying to make him look like a girl.
    gish1893 gish1893 16-17, F 1 Response Aug 22

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    My cousin didn't believe I'd put makeup on him

    :,) he kept saying I wouldn't do it but I betrayed his trust and covered him in foundation blusher and even mascara-- it scarred him for a few years Was that wrong? 😂
    mazzaah mazzaah 16-17, F 1 Response Apr 20