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 Am A Boy And I Love To Wear Leggings

Personal Stories, Advice, and Support 21 People

    Teen Boy Wearing Leggings

    I'm a teen boy and I wear leggings. Leggings are awesome to wear, they provide great feelings and a great look on the legs
    pantylover95 pantylover95 18-21, M Oct 16, 2013

    Your Response

    Cancel

    Related Experiences

    any ladies/girls wearing tight sexy leggings today? what type and colour?
    wheels1972 wheels1972 41-45, M 5 days ago

    Your Response

    Cancel
    I am a straight guy and no interest in cross dressing, being gay or anything else other than being myself, but I do enjoy wearing leggings for the right activities. I have always...
    leggingsforme leggingsforme 36-40, M 3 Responses Jul 28

    Your Response

    Cancel
    I love wearing thongs so boys will see my thong and I wear my thong with a pair of low rise jeans and I like my but crack and thong is showing
    lauran2014 lauran2014 16-17, F 3 Responses Jul 21

    Your Response

    Cancel
    When I was a teenager I loved wearing miniskirts. In fact I used to wear them as much as possible in preference to jeans, etc. to show off my legs. My mum used to let us wear...
    Jilly53 Jilly53 56-60, F 1 Response a week ago

    Your Response

    Cancel
    When I was young the miniskirt was all the rage and we loved wearing them. We used to get into trouble at school if our skirts were too short but mum was very good about our desire...
    Jilly53 Jilly53 56-60, F 1 Response Jul 31

    Your Response

    Cancel
      So I'm a guy....and I am love wearing short shorts....I can't stand the styles they have today down at the knees....I like them mid thigh or shorter. I honestly haven't...
    ilovethongs23 ilovethongs23 41-45 4 Responses Aug 10

    Your Response

    Cancel
    So guys and girls I am needing some help.I am wanting to pic has my first pair of thongs.Any suggestions on brand,fabric,any bigger size,etc.I love wearing panties and I think...
    Bigboylovinpanties Bigboylovinpanties 18-21, M 1 Response Jul 23

    Your Response

    Cancel
    I love wearing women's clothes. I just feel so right. The problem is that my body type doesn't fit this obsession. I seriously sometimes feel like I should be a girl.
    c455muscle c455muscle 22-25, M 10 Responses Jul 24

    Your Response

    Cancel
    I love wearing make up!!! I feel better with make up on
    andreaespe andreaespe 18-21, F Jul 27

    Your Response

    Cancel
    I love wearing granny panties the big pink ones are my fav
    Benbrian Benbrian 13-15, M 3 Responses Aug 5

    Your Response

    Cancel
    I love wearing all kinds of lingerie, and I especially like the kind that makes me feel like a sissy. I made this video when I was feeling a little sissyish. I hope you like it...
    VictoriaFredericks VictoriaFredericks 36-40, M 3 Responses Aug 12

    Your Response

    Cancel
    i love wearing my wifes clothing and going out for a drive in the car and maybe a walk
    funlover74 funlover74 36-40, M 5 Responses 5 days ago

    Your Response

    Cancel
    I love wearing low-rise jeans or shorts with a low cut tank top that show off my belly and cleavage ;-)
    SexyBellyButton80 SexyBellyButton80 31-35, F 7 Responses 4 days ago

    Your Response

    Cancel
    I just find them so comforting and exhilarating. As you can read in some of my other stories, it began with bras as a pre-teen and grew slowly over the years. Now that I live on...
    LockedDarius LockedDarius 26-30, M 11 mins ago

    Your Response

    Cancel
    When I grew up I did at least in private and sometimes not so private wear short pleated skirts and the occasional pinafore style dress. This was not a punishment and indeed I am...
    littlegreyshorts littlegreyshorts 51-55, M 4 Responses Aug 1

    Your Response

    Cancel
    Hello,my name is jacob but i like to go by zoey. I have spent the last seventeen years of my life alone because I am a girly-boy. Now I have the Internet and sites like this...
    zoey764 zoey764 18-21 1 Response Jul 23

    Your Response

    Cancel
    random I know lol i guess it hides enough but is just nice for an athletic boys body shape
    graceland177 graceland177 13-15, F 1 Response 6 days ago

    Your Response

    Cancel
    As many others, I love to wear wellies. I know that many of you wear your wellies when nowbody sees it. But how many actualy wears wellies when others are around. Who wears wellies...
    norge88 norge88 41-45, M 2 Responses 4 days ago

    Your Response

    Cancel
    I was a teenage boy in the early 1980s and when I wore those shorts one of the things I liked most was how cool I felt on long hot afternoons. What was the thing you liked most...
    smoothlegs smoothlegs 41-45 3 Responses Aug 7

    Your Response

    Cancel
    I like to wear shear to waist pantyhose to ***** clubs under short shorts. Of course I wear panties too. Also, I have a pair of black swade womens loafers and I wear a black clingy...
    lisapettie lisapettie 36-40 2 Responses Aug 2

    Your Response

    Cancel
    Back in June I had written my first story in this group about how my skirt experiences got started. I mentioned how my wife reacted when I told her about this. I had not expected...
    Myotheridentity Myotheridentity 46-50 2 Responses Aug 7

    Your Response

    Cancel
    Yes, last saturday was my first whole day in flats. I started at a coffee shop showing my brown flats like wearing regular svoes, some glimpses but no more. I was wearing my...
    Bisbix Bisbix 41-45, M 1 Response Aug 12

    Your Response

    Cancel
    Back in high school I would wear shorts on the winter but I'm excited for this winter to stop wearing shorts and start wearing skirts! Also I usually hate winter and the snow but I...
    Alexis117 Alexis117 18-21, T 1 Response Aug 6

    Your Response

    Cancel
    Reciently I came out of the closet after 30 years of hiding my love for wearing womens clothing. I had told my wife and she is taking it real good, what a trooper she is. This past...
    estacie estacie 51-55, M 13 Responses Jul 21

    Your Response

    Cancel
    It was great when I was 12, 13 & 14 and I could get away with wearing a girls two- pice skimpy bikini, since my lack of full boobs wasn't such a giveaway at that age. I loved...
    LuvToWear LuvToWear 22-25 1 Response Jul 23

    Your Response

    Cancel
    Began wearing my boots at work. I'm in a job that's VERY anal about what men vs women wear. So far I've been complemented by the ladies at work and kinda weirded looks from the...
    shadowplt shadowplt 46-50, M 5 Responses Jul 28

    Your Response

    Cancel
    I have worn lingerie for years. I started when I was in my early teens. Like most men who wear and start early, it was my mothers stuff that I found first. Things like stockings...
    Fullofstars Fullofstars 31-35, M 4 Responses Aug 3

    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 11 Responses Jul 23

    Your Response

    Cancel
     Look at this picture. I'm not afraid to show skin. I'm the one wearing the crop top if that wasn't obvious.
    teenally teenally 13-15, F 2 Responses Jul 23

    Your Response

    Cancel
    Almost all of my female attire is second hand! I go to Garage sales a great deal. I have purchased; second hand panties, bras, slips, pantyhose, skirts, blouses dresses, and...
    OhioSissy OhioSissy 51-55, M 3 Responses Jul 23

    Your Response

    Cancel
    It's weird but I just feel pretty I guess when I wear them. When I go ago shopping I usually try on some high heeled shoe. This pic was obviously to small though :) lol
    thatgirlluvsred thatgirlluvsred 13-15, F 9 Responses Jul 24

    Your Response

    Cancel
    I'm wearing purple bikini style panties, black and white yoga shorts, cheetah bra, and a black tank top to bed 😏😍
    sammixdress sammixdress 18-21, M 5 Responses Jul 27

    Your Response

    Cancel
    I'm wearing a lovely pair of French Knickers today :) They are purple with a pink waistband going round them. They feel wonderful and so sexy
    LisaTG LisaTG 26-30, T 1 Response Jul 29

    Your Response

    Cancel
    Practically all I wear underneath any more is pretty panties. Love the way they look and feel on me.
    islands115 islands115 46-50, M 4 Responses Jul 29

    Your Response

    Cancel
    I brought my first bra and suspenders set yesterday along with a sports bra and a Calvin cline top, and a pair of size 8 woman's jeans that are probably a size too small, I love...
    Incideofme Incideofme 36-40, M 8 Responses Jul 29

    Your Response

    Cancel
    I really want a shoe room to store my ladies shoes and boots. It would make choosing a pair to wear so much easier if they were all on show.
    hh4evry1 hh4evry1 36-40, M Jul 31

    Your Response

    Cancel
    I'm wearing my wife's leopard print nightgown
    schumy schumy 31-35, M 9 Responses Aug 1

    Your Response

    Cancel
    I am a guy and have been wearing men shoes for my whole life, but yesterday when my shoes blew out I wanted a new pair of high tops, and no one in my town carries Converse so I had...
    icicle001 icicle001 36-40, M 2 Responses Aug 4

    Your Response

    Cancel
    I would wear any collars and harnesses
    sophiebluewolf sophiebluewolf 13-15, F 1 Response Aug 6

    Your Response

    Cancel
    soo much i sometimes even wear them at night.
    varjakpaw varjakpaw 18-21, F 2 Responses Aug 8

    Your Response

    Cancel
    I am laying in bed feeling naughty wearing my Billabong tie side bandeau top costa blue scrunch butt bikini. Makes me happy and feels luxurious
    deleted deleted 26-30 1 Response Aug 10

    Your Response

    Cancel
    Today I'm wearing underwear that belonged to my friends girlfriend . Grey cotton g string white bra . They feel so good and just the thought that she had them on drives me insane...
    toesforme toesforme 36-40, M 6 Responses Aug 12

    Your Response

    Cancel
    My wife has me wearing matching satin Cacique bra and panties with black nylons, black flirty skirt, red top and my red 4" heels. Also all made up with a my brown curly wig and...
    nikkifemmdslave2 nikkifemmdslave2 36-40, M 4 Responses Aug 12

    Your Response

    Cancel
    I have nothing but jeans in my closet. I rarely wear dresses unless I'm going someplace special. There are so many different kinds of jeans, different colors, styles. Easy to to...
    strawberry38 strawberry38 36-40, F 2 Responses Aug 12

    Your Response

    Cancel
    My wife buys me panties and asks if like them or not. If I don't she wears them if I do we share them
    Idbw Idbw 31-35 1 Response Aug 13

    Your Response

    Cancel
    I'm going to do it again! I mean, why not eh? I have nothing better to do. I'm gonna do it close to how I did the last one, if you check that story. Except I'm not gonna wear...
    TotTotTotTot TotTotTotTot 18-21, F 3 Responses a week ago