Post
This experience may contain mature content, as flagged by the community. Please click away if you do not want to see this content, or if you are not of age. To report inappropriate content, please email us.

I Wear Little Boy Underwear

Personal Stories, Advice, and Support 45 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 include women's, girls, boys or fetish! Recently I was told to wear some little girls panties (Flickr dare thing) I...
    sazzer1 sazzer1 36-40, M 1 Response Jul 29, 2013

    Your Response

    Cancel

    Related Experiences

    I'm a 22 year old guy and I enjoy wearing little boy's undies. Men's underwear just seem so dull to me. I like that boy's undies have fun designs and are colorful :)
    NakeyMonkey101 NakeyMonkey101 22-25, M 5 Responses a week ago

    Your Response

    Cancel
    It's a turn on to steal other boys underwear. I did it in the locker room. They'd leave them on the floor sometimes, so I'd take them.
    gayandproud13 gayandproud13 13-15, M 7 Responses Aug 26

    Your Response

    Cancel
    I was in the locker room after school, just playing around and stuff. This senior boy was really good looking. He came in to shower after practice, and left all his clothes sitting...
    RomanNZolanski16 RomanNZolanski16 26-30, M 6 Responses Aug 26

    Your Response

    Cancel
    We went on a field trip once and I got paired up with three hot guys. Three of us were freshman and the other one was a senior. It was July so they went to the pool to cool down...
    SolDol SolDol 18-21, M Sep 4

    Your Response

    Cancel
    Not many people know I wear woman's underwear. I got caught in a thong by a sales assistant at ann summers. Yesterday I went into ann summers and seen a white thong with...
    nikolas444 nikolas444 18-21, M 2 Responses Aug 24

    Your Response

    Cancel
    Today I am wearing white boyshorts with smiley faces, stars , and hearts on them. They're really soft and comfortable. I got hard as soon as I put them on
    oneperson93 oneperson93 18-21, M 1 Response Sep 12

    Your Response

    Cancel
    I love wearing women's underwear. I love the feel of a nice silky thong against me. I also love the way a bra feels and love to wear sexy matching sets. I like to wear these...
    Nikki1988x Nikki1988x 22-25, T 6 Responses Sep 14

    Your Response

    Cancel
    Okay, I'm a dude. A gay dude. And I do hair. Haha. But I'm so masculine acting that people can't even tell I'm gay. Not purposely... That's just me. However... I really wanna...
    floatingcannonball floatingcannonball 26-30, M 2 Responses 4 days ago

    Your Response

    Cancel
    Is this legit? Does it make sense? There's only 2 people in this group! Does no one know how to understand it? I'm a girl who likes boys but I wish I were a boy 😯 I think people...
    RexxTheDinosawr RexxTheDinosawr 18-21, F 6 Responses Aug 29

    Your Response

    Cancel
    I accepted a challenge to go without underwear for 100 days. I gave all the underwear I have to my boyfriend and I'll get it back on November 25th. It took a little while to get...
    LukeMicheaux LukeMicheaux 13-15 2 Responses Aug 25

    Your Response

    Cancel
    I used to, but now I hate em. If I find out someone wears them I will bully them mercilessly til they hate them. As a kid I got picked on a lot as I was very scrawny and not...
    AssMargerine AssMargerine 18-21, M 4 Responses a week ago

    Your Response

    Cancel
    Since my first experience, i have avoided wearing underwear. I love the feeling of my bear crotch exposed. the fresh air hat runs through my behind and private area feels amazing...
    bellababes bellababes 18-21, F 12 Responses Sep 13

    Your Response

    Cancel
    Girls are so lucky to have short shorts. Guys, we just have baggy shorts. So, I really wanted to start wearing short shorts. So I did. I bought a super cute pair of denim white...
    spavietoday spavietoday 41-45, M 2 Responses Sep 1

    Your Response

    Cancel
    Hi everyone, I really wanted to share this. I can't talk to anyone about this. It all started about a year ago. I used to sniff my mom's dirty underwear. My moms like 34-35yrs...
    boytoy1234 boytoy1234 22-25, M 4 days ago

    Your Response

    Cancel
    Hi, I am a pantyhose and tights wearing biker and attending lost of biker rally's and jol's,, I love to wear pantyhose and tights, so i will wear pantyhose under my normal riding...
    hosebiker hosebiker 51-55, M 1 Response Aug 22

    Your Response

    Cancel
    A further fantastic place for elephants with the very best population within the smallest park and therefore excellent near-up sightings.* TripAdvisor LLC is not a reserving agent...
    Hiltonhn53 Hiltonhn53 31-35, M 1 Response 9 hrs ago

    Your Response

    Cancel
    Today I'm wearing hot pink boyshorts they're so comfy :)
    oneperson93 oneperson93 18-21, M 4 Responses Aug 28

    Your Response

    Cancel
    Well this is true!!! But then in some parts I am. I turned 16 at the beginning of summer and I really feel like this has been such a huge summer for me. So much stuff happened to...
    KenzieluvsRupert KenzieluvsRupert 16-17, F 4 Responses Sep 9

    Your Response

    Cancel
    You Tell Me I can understand why some of my friends think I'm girly or even gay (which I am, but they don't need to know right? ^^; ). I’ll just compare myself to most of the...
    noahman97 noahman97 16-17, M 2 Responses Aug 24

    Your Response

    Cancel
    You Tell Me I can understand why some of my friends think I'm girly or even gay (which I am, but they don't need to know right? ^^; ). I’ll just compare myself to most of the...
    noahman97 noahman97 16-17, M 1 Response Aug 24

    Your Response

    Cancel
    Other than make me miserable and constantly adjusting my package ... I refuse to ever wear underwear!
    GMCREALMAN69 GMCREALMAN69 56-60, M 5 Responses Aug 31

    Your Response

    Cancel
    I can't never wear underwear my pussie is just too wet to always go without and also I'm ten times more likely to want to play with it knowing I don't have panties on.
    sexcat1158 sexcat1158 26-30, F 5 Responses Sep 2

    Your Response

    Cancel
    Being myself on here is easy because I am behind a screen, but In the real world, I really struggle with the concept of my obsession of tights and underwear. I often feel...
    Mikey417 Mikey417 22-25, M 2 Responses Sep 5

    Your Response

    Cancel
    Never liked wearing underwear...over the years going from the whitie tighties, to boxer briefs, to boxers....felt better without them. I haven't worn any in over a month now...
    codeblue665 codeblue665 36-40, M 1 Response Sep 5

    Your Response

    Cancel
    I acted so abnormal in drama/theater when the new boy joined I greeted him with a "hello earthling!" And rocked back and forth. Boy proceeded to ask the director "is she alright...
    KateTheStraightedge KateTheStraightedge 16-17, F Sep 7

    Your Response

    Cancel
    I would spend time with my uncle and he wore boxers and i had just plain white briefs. I asked him for boxers and he said boys dont wear boxers. He would go around the house in...
    travis43 travis43 56-60, M 2 Responses Sep 2

    Your Response

    Cancel
    This was not always true for me. In fact in the beginning it would have been one of the scariest of ideas for cross dressing me. Having lived for so long in fear of being...
    cdsubalice cdsubalice 56-60, M 4 Responses Sep 4

    Your Response

    Cancel
    I am in love of wearing my rainbow zebra leotard everyday under my clothes!
    ILoveSpandex ILoveSpandex 18-21, M 1 Response 7 hrs ago

    Your Response

    Cancel
    To my ex boyfriend who was my first puppy love, my first guy bestfriend, my first kiss, almost my first boyfriend, my first real heartbreak -- i loved you so deeply that it hurt...
    BakerQueen14 BakerQueen14 22-25, F 6 hrs ago

    Your Response

    Cancel
    hi...I look forward would be a friends of everybody with the same of pajamas favorite,everything related when we wear up to be today,I at home all day,don't work except have to...
    sleepwear sleepwear 36-40, M 4 hrs ago

    Your Response

    Cancel
    Dear my future baby boy, I've seen you in my dream the other day. The last time I have dreamt about you was few months back- the last scene in ny dream- was me being brought into...
    BakerQueen14 BakerQueen14 22-25, F 3 hrs ago

    Your Response

    Cancel
    I hated boxers underwear they always bunched up my pant legs.When i wore briefs chaffing always happened in my creases then the itching.Yes lotrimin time then yeast infections.Now...
    justmyskin justmyskin 56-60, M Aug 23

    Your Response

    Cancel
    Today Aug23 I'm wearing Ginch Gonch a Canadian brand. One of the first brand to venture into "fun" underwear
    Choudenji Choudenji 41-45, M 1 Response Aug 23

    Your Response

    Cancel
    I was sitting eating minion sweets wearing minion underwear over my leggings... Everyone was looking at me and I was just there like "I'm weird so what?!"
    NobodyCaresOkai NobodyCaresOkai 13-15, F Aug 25

    Your Response

    Cancel
    My Dream Outfit Sadly, I've gotten a bit too big for my old close. But it doesn't keep me from wearing them when I RP with my boyfriend. Usually if I get dressed up in or just...
    noahman97 noahman97 16-17, M Aug 26

    Your Response

    Cancel
    Okay, so I have no problem what so ever with my boyfriend having a child with another woman, as a matter of fact I love his daughter as much as I love my own baby to be! I just...
    danielleLaB0 danielleLaB0 18-21, F Aug 27

    Your Response

    Cancel
    Not girly sorta underwear haha i'm a guy so its all boxers. But i'm really not keen on like plain blue or black lol. I'll look for bright colours or boxers with a pattern or funny...
    surfdas surfdas 22-25, M 3 Responses Aug 29

    Your Response

    Cancel
    Umm. Looking for some advice and thoughts on this. Quicknotes: I'm a first time "prison girlfriend". There are zero doubts about me standing by my man, he's amazing and I love him...
    hav2makeit13 hav2makeit13 22-25, F 1 Response Sep 7

    Your Response

    Cancel
    Today I'm wearing a pink bikini style panties with green lace and little pink bow in the front
    oneperson93 oneperson93 18-21, M 2 Responses Sep 13

    Your Response

    Cancel
    I haven't worn mens underwear in months.
    schumy schumy 31-35, M 9 Responses 4 days ago

    Your Response

    Cancel
    I was late for school so i was rushing not realsing i had no under wear on any way when i got to school we had pe first and as i was getting changed i saw that i had no undear...
    janet56 janet56 13-15, F Aug 24

    Your Response

    Cancel
    there are not nothing more confortable than to wear a sexy panties. They are so smooth that you forget you're wearing them
    kamilatv kamilatv 46-50, M 10 Responses Aug 26

    Your Response

    Cancel
    Just the other day I saw a lovely little lady in Walmart. It was a hot day and she was wearing a floaty mini dress with a low back, down to her waist" and very thin straps over her...
    MarieJosephe MarieJosephe 66-70, M 1 Response Aug 27

    Your Response

    Cancel
    Tonight I slipped on a pair of Legg's every day support and took a little stroll. The only other thing I wore other than my pantyhose was a tank top, extra long T-shirt. Its more...
    Dockilo Dockilo 41-45, M 8 Responses Sep 13

    Your Response

    Cancel
    I love when women wear slightly or very revealing clothing, flaunting their figure and assets ;) But what i do not get is this. 1. Women are proud to be seen in a bikini yet freak...
    Anth9012 Anth9012 22-25, M a week ago

    Your Response

    Cancel
    Is there any female that wants to talk to a straight male who wears panties ? Maybe be friends?
    oneperson93 oneperson93 18-21, M 3 Responses Aug 23