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

    Sometimes when I go to visit my little cousins or some nephews I have I usually find dirty underwear (briefs) and I love how they smell! cute stains in them in front and back and...
    undiefun undiefun 22-25 1 Response Jul 13

    Your Response

    Cancel
    My favourites are Marks & Spencer see the picture. These have enough elasticity in the front to cope with the male anatomy and enough lacy fabric at the back to cover my bottom and...
    Prettyjennifer2004 Prettyjennifer2004 51-55, M 1 Response Jul 3

    Your Response

    Cancel
    I've only done it a few times but it's pretty fun ;) Especially when your boyfriend is bigger than you so there clothes are baggy :3
    HappyHart5 HappyHart5 16-17, F a week ago

    Your Response

    Cancel
    It's like I have a piece of him with me. I like pretending that it's his strong arms wrapped around me instead. I'd like it even more if he pinned me to the bed and ******** me...
    Someoneatschoolfoundme Someoneatschoolfoundme 16-17, F a week ago

    Your Response

    Cancel
    I look so ghetto lol it's a long story
    lcgirl08 lcgirl08 26-30, F a week ago

    Your Response

    Cancel
    Today i am wearing white boyshor panties with lace trim
    oneperson93 oneperson93 18-21, M 3 Responses 9 hrs ago

    Your Response

    Cancel
    I was at my friend's fourth of july party. There were no parents there, but there were little kids there. I was wearing my way too big for me low rise skinny jeans with a normal...
    deleted deleted 26-30 1 Response Jul 1

    Your Response

    Cancel
    Okay. This is my first post, so it might be kinda... Whatever. I am not like gay. I'm just kinda bisexual. So it started when I was 10. I went to my cousin's house. I was kinda...
    AwesomeGuy1000 AwesomeGuy1000 16-17, M 1 day ago

    Your Response

    Cancel
    My boyfriend came out to me last night, after 3 years of living together, and told me he sometimes wears women's underwear and once tried a dress (but didn't like it). I love him...
    sheofthepaleolithic sheofthepaleolithic 18-21, F 4 Responses 4 days ago

    Your Response

    Cancel
    I used to wear thongs for underwear when I was a few years younger, but since they don't really cover anything anyway and still caused the uncomfortable feeling of my body being...
    Sanvis Sanvis 18-21, F 5 Responses 1 day ago

    Your Response

    Cancel
    I like to wear it as underwear because I feel free but not nude if y'all know what I mean lol commando haha but I jog in that or my compression shorts.
    LaTeAssassin LaTeAssassin 16-17, M Jul 9

    Your Response

    Cancel
    I'm not even going to lie, I love the taboo of wearing women's underwear. Depending on what mood I'm in, the more pink and lacier, the better. Although I own all different styles...
    need4speed28 need4speed28 18-21, M 3 Responses Jul 14

    Your Response

    Cancel
    I wish there was a guy that could sweep me off my feet. I hate being single and looking at couples walking besides me. The other day I was sitting down thinking to myself: why cant...
    WeirdOtaku WeirdOtaku 18-21, M 2 Responses Jul 10

    Your Response

    Cancel
    Camp Week yay! Fresh air, trees, trees and more trees Flag salute and campfire songs and lols And good little boys! We'll hike, fish, boat and swim We'll catch bugs and balls...
    Stefunie Stefunie 46-50, F 2 days ago

    Your Response

    Cancel
    Thursday, July 24, 2014....Today I'm wearing white Dockers briefs. These are some of the most comfortable fly-front briefs I've ever worn.
    UndieGuy UndieGuy 36-40, M 1 Response 16 hrs ago

    Your Response

    Cancel
    I wear nothing but panties mostly bikini cut. they are all I have to wear now been this way for 25 years
    jamie172 jamie172 46-50, T 9 hrs ago

    Your Response

    Cancel
    A few years ago I was in a rural area where I knew there was a hiking trail that went down to a set of waterfalls which I had never been to. I had been by the sign a few times but...
    redraven002 redraven002 36-40, M Jun 24

    Your Response

    Cancel
    I have such fond memories of childhood. I was the last of four children, 14 years behind my oldest sister and the only boy in the family. I have only scant memories of a father...
    Varience Varience 70+, M 1 Response Jul 9

    Your Response

    Cancel
    Here I am wearing Aussiebum's WJRAW. this is brand new. It's my first time to use it. Fit is wonderful and I feel so sexy.
    Choudenji Choudenji 41-45, M 11 hrs ago

    Your Response

    Cancel
    When I wear boy shorts to work as my outerwear, I don't wear panties underneath. I admit I like getting the looks that I do!
    Paca24 Paca24 18-21, F 4 Responses 10 hrs ago

    Your Response

    Cancel
    I’ve spent a wonderful day with my sister, her friend and my niece joining me at home to share a light lunch and a jug or two of Pimms putting the world to rights whilst being...
    mandysxxx mandysxxx 46-50, F 15 Responses 12 hrs ago

    Your Response

    Cancel
    When I was eleven I went to boarding school, leaving my three year old stepsister, Molly, at home. I had always been short for my age, and she had been rather tall but she was 3 so...
    betsy92 betsy92 18-21, F 1 Response Jul 13

    Your Response

    Cancel
    Likes to dress me beautiful. Already as a little girl I liked it, to wear lovely dresses and skirts and that's still the same. Of course I have pants, leggings and sweater but I'd...
    prettysybill prettysybill 22-25, F 2 Responses 9 hrs ago

    Your Response

    Cancel
    I wear the female and boy boxers instead of female traditional underwear and I barely wear a bra. I only wear bras when I need to. I mostly go without wearing a bra.
    peacefullover peacefullover 26-30, F 2 Responses Jul 2

    Your Response

    Cancel
    Hey I am new to wearing girls underwear and I must say I feel like a new person. The choices out there are incredible. My favourites are thongs and boyshorts. They are so much...
    knickersguy knickersguy 22-25, M 5 Responses Jul 7

    Your Response

    Cancel
    My sister's panties - so recently I was getting something from my sister's bathroom and I notice that she had two pairs of my underwear in there and thy looked like they had been...
    Ryan1229 Ryan1229 18-21, M 2 Responses Jul 11

    Your Response

    Cancel
    My sister can't take a hint panties Part 1- So I am a 12 year old boy and I have a 14 year sister plus a 10 year old bro. I always loved wearing my sister's clothes. Her bras...
    Pantyboy1108 Pantyboy1108 18-21, M 2 Responses Jun 28

    Your Response

    Cancel
    In July 1982, the summer that I started high school, I was with my mum on holiday in Paris. We were on a bateau mouche trip on the river, and the boy (about the same age as me...
    yfronts36 yfronts36 41-45, M 1 Response Jul 14

    Your Response

    Cancel
    Ever since I was 12 or 13 I've been cross dressing in secret. My mother caught me once when I was about 13 or 14. She was okay with it and asked me if I liked cross dressing. I...
    masspink masspink 18-21, M 2 Responses Jul 2

    Your Response

    Cancel
    Just started wearing VS thongs this past week!! I bought 2 black, and 1 blue Lace Thong Panties!! I love thongs!!!! I'll wear the blue one in a few days!! I like just wearing one...
    TransAsian TransAsian 26-30, T 3 hrs ago

    Your Response

    Cancel
    This happened quite a few years ago and is one of the first times a woman that I didn't really know saw me with just underwear on. It was a hot day during the summer and I had...
    redraven002 redraven002 36-40, M Jun 25

    Your Response

    Cancel
    I love wearing thong underwear in addition to a thong bikini. I love other designs too for underwear.
    buckeyejane buckeyejane 22-25, F 2 Responses Jul 14

    Your Response

    Cancel
    I hate wearing underwear, since the start of this year the only time I wear underwear is at work or if I am trying on clothes at a department store.
    candywhite26 candywhite26 56-60, M 1 Response 6 days ago

    Your Response

    Cancel
    I want to know what kind of underwear are you wearing. Today I'm wearing a diaper.
    diaper1and2 diaper1and2 18-21, M 6 Responses Jul 11

    Your Response

    Cancel
    Thats as far as I go. I dont wear bras , stockings , mini skirts or anything else. I simply wear thongs , knickers and boyshorts. Feel free to look at my albums if you share the...
    knickersguy knickersguy 22-25, M 2 Responses 5 days ago

    Your Response

    Cancel
    I hateee wearing underwear and when i di i normally wear thongs or something its just so uncomfortable
    cheysweetheart cheysweetheart 13-15, F 4 Responses 5 days ago

    Your Response

    Cancel
    When I wear underwear, I love to wear thongs, crotchless panties, none at all.
    bustywifeinbikini bustywifeinbikini 41-45, F 2 Responses 4 days ago

    Your Response

    Cancel
    I've been wearing panties for about a year now. My first time wearing panties happened was when I was at the store finding some new clothes.When I went to changing rooms to size, I...
    Sahawks18 Sahawks18 16-17, M 5 Responses 12 hrs ago

    Your Response

    Cancel
    25th july 2014, friday. TGIF Wearing black jeans with a purple polo ladies tshirt. Wearing a purple bra and a white thong with tiny red dots on it. Wearing black flat sandals...
    HotMomShaama HotMomShaama 46-50, F 1 Response 47 mins ago

    Your Response

    Cancel
    Haha thats awesome. Thongs are the ****. Its a blast having a sexy little secret tucked into your jeans that nobody knows about. Im fairly new to wearing them as everday...
    deleted deleted 26-30 4 days ago

    Your Response

    Cancel
    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 8 Responses 1 day ago

    Your Response

    Cancel
    today june 25th,i am wearing no underwear as it's too hot
    lovestheruns lovestheruns 36-40, M 1 Response Jun 25

    Your Response

    Cancel
    I just love wearing underwear which makes me feel desirable and sexy
    ashdavenport ashdavenport 18-21, F 11 Responses Jun 26

    Your Response

    Cancel
    I do not wear underwear often. I have even go to the hospital for work commando. Going commando is wonderful as the wind goes up and between my legs. It tickles my puss too.
    momathercomputer momathercomputer 41-45, F 8 Responses Jun 29

    Your Response

    Cancel
    today june 29,2014 i am wearing no underwear so hot here
    lovestheruns lovestheruns 36-40, M 1 Response Jun 29

    Your Response

    Cancel
    Caught but not caught Part 1- So I needed some underwear for a family vacation going to St Louis. I told my dad that I needed some underwear so i needed to get some from the...
    Pantyboy1108 Pantyboy1108 18-21, M 3 Responses Jul 3