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I Wear Little Boy Underwear

Personal Stories, Advice, and Support 43 People

    Boys Underpants - I've always been obsessed with underwear ever since I was about 9 years old, I now own in excess of two hundred pairs and that's just male underwear, it doesn't...
    sazzer1 sazzer1 36-40, M 1 Response Jul 29, 2013

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    I am 15 In gym class I take hot boys underwear home if I find some in there gym bag
    jarettsimmons12 jarettsimmons12 13-15, M 2 Responses Mar 21

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    Having cute boys underwear is a real turn on for me.
    boicuddles boicuddles 26-30, M 1 Response Apr 5

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    Fat little boys' sooo hottt
    piggybilly piggybilly 22-25, M 1 Response Mar 20

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    I would like that i love wearing girls underwear
    Zane1234 Zane1234 18-21, M 1 Response Mar 27

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    I was tired of always adjusting my package everytime I sit down or move around. My balls also started hurting. Finally bought some properly fitting underwear from Andrew...
    yndoendo yndoendo 26-30, M 1 Response Mar 16

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    I love young boys they belong on there older brothers and dads **** ment to serve there every need
    Gayguy2020 Gayguy2020 18-21, M 2 days ago

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    At first I didn't like wearing boys underwear (I'm a nudist so I only have to wear these when I go outside) because they suffocate, cram my privates so I started to wear girl...
    TheGrandPoobah TheGrandPoobah 13-15, M 6 days ago

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    I wear only panties now. Used to wear boy underwear hated them and started wearing panties when I was 8 and now I'm 14. Any peeps my age or any age message me I'd like to chat...
    TheGrandPoobah TheGrandPoobah 13-15, M 6 days ago

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    Good I wear women's underwear pantyhose dress heels I love it
    astroboy4545 astroboy4545 61-65, M 4 Responses Mar 21

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    The woman at work.. I just know she wears the sexiest underwear and I want just one pair of hers and I would be on heaven... Or if possible go shopping with her
    naughtychef naughtychef 26-30, M 2 Responses 5 days ago

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    I always wear little girl style panties. I have a set of white cotton panties with a little pink bow on them and a Barbie print with the days of the week on them. I also have the...
    sissylittlegirlkatie sissylittlegirlkatie 26-30 3 Responses Mar 16

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    Ok. Today I got pink cotton knickers with pink picot trim. They got clusters of flowers. I'll just check the colours. They're red, pink and blue with little green leaves and each...
    laurenhj laurenhj 13-15, F 5 Responses 6 hrs ago

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    Matching underwear always looks so beautiful and elegant. A nice coordinated bra and knickers is a delightful sight :) I am off out to celebrate tonight and under my dress there...
    LucyTG LucyTG 26-30, T 1 Response 5 hrs ago

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    I absolutely love Black Underwear, it looks so sexy and classy. Tonight I'm wearing a matching lacy black bra and knicker set. I feel amazing and it's such a great look :)
    LucyTG LucyTG 26-30, T 2 Responses 5 hrs ago

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    as a former pediatrician, i see the genuine need for the united states FDA to approve Androcour, also known as cyprotone acetate, or siterone, for it's wonderful testosterone...
    drlucy2 drlucy2 56-60, M 1 Response 3 hrs ago

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    I've been wearing everyday, and gotten daring enough to let a little show through my clothes. Today, I was wearing a light push-up bra, and a colleague out of the blue pointed out...
    val83 val83 26-30, T 1 Response 14 hrs ago

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    I know that sounds slutty, but just recently I've stopped wearing underwear. I only wear it when I have my period or wear a dress (I love wearing dresses!) I have good hygiene...
    SeanaO SeanaO 18-21, F 5 Responses Mar 20

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    It really does make me feel sassy. My boyfriend hates sexy underwear though, so it sort of discourages me to wear it. After seeing his face wince in disgust over lacy thongs and...
    ateamgirl ateamgirl 26-30, F 14 Responses Mar 20

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    I've been caught many times wearing my sisters lingerie and it's funny because my crossdressing started because of my sister. My sister and I are only two years apart and when we...
    Dirtyblondeslut69 Dirtyblondeslut69 22-25, M 3 days ago

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    I wear pantyhose every single day for medical reasons. They are compression pantyhose of medical grade. I cannot go a day without wearing them and look forward to putting them on...
    golfer10 golfer10 51-55, M 8 hrs ago

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    Are you tried off from that boring style that you simply put on below your pants? Do you would like to add some alterations inside your undies? Are you currently looking out for...
    rickylee0214 rickylee0214 22-25, F Mar 20

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    Just an over sized t-shirt and no underwear. My boys like to jack up the A/C, like I don't understand why. Oh those horny devil's.
    KawaiiBoy KawaiiBoy 18-21, M 1 Response Mar 17

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    Who cares about weather you wear underwear or not, what kind you wear, male or female. I really don't give a damn about your underwear and how manly or girly you feel wearing it.
    Maurelle Maurelle 22-25 3 Responses Apr 8

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    The other day I was wearing some nice work clothes, hose and scrub shoes. My wife commented that the shoes were too casual for my attire. Went to breakfast then looked at what I...
    shadowplt shadowplt 46-50, M 1 Response a week ago

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    I seldom wear underwear because I love the freedom to go commando if I desire to do so. When I do wear panties, I wear crothless panties, g strings, thongs, or silky ones. When...
    birthdaypartyforme birthdaypartyforme 41-45, F 6 Responses Apr 2

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    Every since I was in 4th grade I'd occasionally go into my sister's (who's 3.5 years older than me) bathroom to wear her underwear and (training) bras. Then when I was older in...
    BlackHedgehog24 BlackHedgehog24 16-17, M 2 Responses Apr 5

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    I don't care anymore I wear panties everywhere I no longer wear boxers or briefs I wear panties and if you think that's crazy try it they are so damn comfortable!
    johnnycage69 johnnycage69 26-30, M 3 Responses 6 hrs ago

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    Recently I went to a friend's house and started wrestling with my friend Sam. He was able to pin me down to the ground and he got on top of me. All of my friends were watching. I...
    jimmyrouth2014 jimmyrouth2014 22-25, M 3 Responses Mar 16

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    I've lived in a clothing optional house my entire life. The only time I'm ever wearing clothes is at school, and therefore, I will always immediately take off every scrap of...
    WelcomeToJackass WelcomeToJackass 18-21, M 2 Responses Mar 25

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    So this is the same weekend as my other story, its the one that ends with I'll leave you hanging. Anyway if you have not read that, I suggest you do read it first. So the next...
    Hanesman Hanesman 18-21, M 1 Response Mar 16

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    I seriously hate panties of any kind.. I use to wear thongs.. Moved to boyshorts., and now I wear nothing.. And i love it.. Why would you want to trap your bestfriend pu&&y
    XoXo07 XoXo07 22-25, F 15 Responses Apr 6

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    I am wearing my new pink lace boy shorts that I got yesterday
    wal1966 wal1966 46-50, M 4 Responses Apr 7

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    When I got married in 1987 the retro fashion of crinoline petticoats had just come into style. I loved the look and comfort of wearing three white petticoats under my full skirt...
    BadPam BadPam 51-55, F 2 Responses 9 hrs ago

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    I got four bracelets today. I already wrote about two of them, the medi tag I always have to wear plus the blue and purple one me and my sister wear the same. Plus I have an orange...
    laurenhj laurenhj 13-15, F 1 Response 6 hrs ago

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    I like to sleep naked and when I'm around the house I dot wear any underwear. I just find it comfortable. When I'm home alone I'm usually nude. I think it's normal.
    BeefStromi BeefStromi 18-21, M 2 Responses Mar 17

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    When I was 12 and my sister was 16, I can across her underwear in the dirty clothes hamper. The hamper was in the main bathroom. We all had small backers in our room but we threw...
    shylilpaige shylilpaige 18-21, T 1 Response Mar 23

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    I'm wearing pink cotton knickers with a little white frilly waistband :)
    claire96 claire96 18-21, F 3 Responses 4 days ago

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    I'm currently wearing black satin panties which are rather see through, they have little red hearts on them and have two black bows keeping them together at either side :) They're...
    claire96 claire96 18-21, F 5 Responses 3 days ago

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    The "secretary" who sits in the next cubical isn't wearing any underwear today and wearing a really short skirt. I guess summers here.
    sloant sloant 36-40, M 3 Responses 1 day ago

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    What's the point? All underwear does is cover up what is already covered. Well actually, since I'm a nudist, it isnt covered in the first place. I really feel sorry for people who...
    WelcomeToJackass WelcomeToJackass 18-21, M 5 Responses Mar 25

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    I was 16 when a neighbor girl put some makeup on me and I liked it but didn't tell her for fear of being ridiculed. A year or two later I was at a drive-in movie and my date put a...
    CdKimmi CdKimmi 61-65, M 2 Responses Mar 20

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    I love wearing my wrestling singlet ! I wear it all the time when I'm even chilling at home by myself. I love the way it makes me feel strong. I love the way it's right around my...
    ichixy ichixy 26-30, M 1 day ago

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    Mainly I wanted to say that the first picture on this page, the one of both a boy and a girl wearing identical yellow dress costumes was taken by me several years ago at the annual...
    Charlesea Charlesea 70+ 2 Responses Mar 21

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    I suddenly got interested in cute underwnear. Now i have cute bras with matching underwear and before those, i bought garter belts, stockings, and thigh highs. I even have g...
    goagainsttheflow goagainsttheflow 18-21, F 5 Responses Mar 27

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    I haven't posted on here in a while but a lot has happened since :). Me and my gf broke up so now I'm stuck wondering if there will be another girl to accept my panties and such...
    pantyboy94 pantyboy94 18-21, M 5 Responses Apr 1

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    I have worn knickers since I was 14 and worn them 24/7 for a few years now. They are so much better than men's underwear. The choice of styles, colours, fabrics etc really are...
    LucyTG LucyTG 26-30, T 4 Responses Apr 5

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    I prefer freeballing but if I have to wear dress slacks and will be in a situation where I don't want to offend anyone by showing too much, I like AC underwear. I enjoy the built...
    artonthebrain artonthebrain 41-45, M Apr 6

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    I love walking around with no underwear on, I love feeling naked, it makes me feel very very sexy... i am dirty girl and likes ummm everything... ask me anything ...x
    asianbabe80 asianbabe80 31-35, F 7 Responses Apr 7

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    Here are my top 10 sexiest things women can wear. 10. Tight Dress/Skirt-To see the curves of a woman's body in tight red dress/skirt makes any straight man cross his legs thinking...
    THEINSIDER20 THEINSIDER20 31-35, M a week ago

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    So I recently found out that I was cheated on by my boyfriend. It's been a real struggle to deal with this because of conditions in which it happened. Since my boyfriend nd I have...
    Marquinta Marquinta 22-25, F 1 Response 17 hrs ago

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    I experienced an awesome thing yesterday :) I let people no that I like wearing pantyhose :) and since doing it I meet this girl on this website and have been messaging her since...
    gamer07 gamer07 18-21, M 5 Responses 14 hrs ago