I Am A Crossdresser And Love It

Personal Stories, Advice, and Support 1,676 People

    I'm a 15 year old sissyboy

    who secretly wears his 17 year old sisters bra panties bikini lingirie tights leggings dresses skirts tank tops gowns heels lipstick skinny jeans heels and definetly make up and I also secretly am attracted to masculine tough and hairy men
    deleted deleted
    26-30
    Nov 24, 2015

    I have been flaunting my feminine side

    for probably five years and love every minute of it. Just introducing myself to the group.
    deleted deleted
    26-30
    6 Responses Jul 12, 2015

    Ok so yesterday was pretty amazing.

    I got home early and had been waiting all day to get dressed up. I put on my favourite bra and panties, tights, heels and cute lipsy dress. I did my hair and makeup. I had a sudden urge to take things further and thought 'what the hell' and went to the front door. I opened...
    Nikki1988x Nikki1988x
    26-30, T
    11 Responses Oct 11, 2014

    I'm a 15 year old sissy boy

    who secretly wears his 18 year old sisters bikini bra panties lingerie tights leggings panty house yoga pants dresses gowns tank top skirts and lipstick
    deleted deleted
    26-30
    1 Response Apr 8

    I'm a 15 year old sissyboy

    who secretly wears his 17 year old sisters bra panties leggings tights lingerie bikini skirts dresses tank tops skinny jeans heels and of course make up and I'm secretly attracted to masculine tought men and hairy men
    deleted deleted
    26-30
    Oct 20, 2015

    I started around fifth grade,

    I told my mom I lost to a bet and I had to keep my end if the deal. So, I went to the store and I got a Cheerleader outfit, tights, and a wig. My mom did my make up and I went to school as a girl. And I went Trick or Treating as a girl. And I loved every second of it. Then I out...
    deleted deleted
    26-30
    Nov 24, 2014

    I'm a cross dresser and like nothing better than

    after a days work to come home get my arrrrrr man clothes of shower and put my makeup on and hair pick out a nice bra with matching knickers stockings some times hold ups or suspenders top and skirt or dress then I feel so relaxed and very fem,or will just shower And just put...
    Frillypink Frillypink
    56-60, M
    2 Responses Dec 23, 2013

    I am a bi sissy male.

    im 23 and 120 lbs. I love to cross dress and have casual encounters. one of my most memorable experiences was before I left the house for work, I put on one of my wives bras and panties, and then a very girly pink tee with a matching pink mini skirt. I wore them under my outfit...
    deleted deleted
    26-30
    Jan 6

    Hi I'm a 15 year old sissyboy

    who secretly wears his 17 year old sisters bra panties bikini lingirie tights leggings dresses skirts tank tops gowns skinny jeans heels and definetly make up and I also secretly am attracted to masculine tough and hairy men
    deleted deleted
    26-30
    1 Response Oct 14, 2015

    I'm fairly new to crossdressing

    but love it. Love the clothes, makeup jewelry , pretty much all of It. Working on getting my courage u to go out enfemme. Think it will be soon
    njcddresser njcddresser
    51-55, M
    4 Responses Jan 31, 2014

    Mmhmm :)

    yeah, im a total crossdresser, i cant ever replace it with anything c: hehe, im totally gay too, i love guys ;) :p cx
    SecretSissy16xx SecretSissy16xx
    18-21
    1 Response Sep 12, 2013

    I love cross dressing

    so much, it's frustrating having to do it all alone. I want to be seen cross dressed but I know the dangers. As a kid my friends tied me up many times. Later, I tried self-bondage but that's frustrating too. To be cross dressed and tied up would be a fantastic experience. Has...
    wearingskirts wearingskirts
    22-25, M
    Nov 3, 2015

    Does anyone else absolutely love prom

    and homecoming dresses? I look at them daily on line but today I walked by some prom dress shops at the mall and can't help but fantasize about being able to walk in and dress up in all those sexy dresses. If I could be a women for a day I would head sraight to the mall and live...
    Zoe24 Zoe24
    22-25, M
    1 Response Dec 10, 2015

    When I was 13:)I wore a bikini

    and I knew I was girly right away from then on all I want to wear is girly things:)
    sissyprincess2 sissyprincess2
    22-25, M
    3 Responses Nov 30, 2014

    I am finally able to cross dress

    now that my brother moved out
    silentpoet23 silentpoet23
    16-17, M
    1 Response Oct 1, 2015

    Recently I was able to spend all day dressed up.

    This time I also used red nail polish. I did not buy nail polish remover on purpose, so I had to go out wearing my red nail polish. Nobody seemed to care or notice, except at check out where the lady told me she liked my nail polish. So I thaked her and left the store.
    wearingskirts wearingskirts
    22-25, M
    Nov 23, 2015

    I love to dress up in women's clothes.

    Skirts are my favorite item of clothing. I feel so comfortable just wearing a skirt around the house. Sometimes I wear panties and pantyhose all day. I love makeup, but not very good at it. Sometimes a friend who is a girl comes over and does my makeup. I'm not interested in...
    wearingskirts wearingskirts
    22-25, M
    Oct 30, 2015

    I would never tell anyone

    that I dress in women's clothing but it make so happy when I'm all dress up I do like to tuch myself I do enjoy it that is such a turn I imagined someone else is doing it to me then it make it more fun
    deleted deleted
    26-30
    3 Responses Jun 7, 2015

    Crossdressing is one of my favorite hobbies

    and i enjoy doing it often. I recently moved back to school and am in a suite with 6 other people. This greatly hurts my chances at having time to dress, and its so disappointing! I'm hoping my roommate spends some time away so i get the chance to dress up. Anyone have any...
    quirkysquirt9 quirkysquirt9
    18-21, M
    3 Responses Sep 4, 2015

    Many people even seem to be angered by my

    crossdressing. Men are generally the most offended. Seeing a full figured girl wearing mens clothing is so damn offensive to them. I've been told "it's a waste of your body not to be wearing girls clothing." I'm not here just to be eye candy for you honey... grow up.
    deleted deleted
    26-30
    4 Responses Apr 1, 2015

    Yes I do so much love it!

    When I'm feeling feminine and wearing lingerie I feel like I just want to stand on the street corner and say "Look at me!"I love the feeling of being worthy of attention when I'm feeling all girlie and feminine.
    silkydrawers silkydrawers
    46-50
    4 Responses May 12, 2015

    Shona ( my crossdressing helper girl buddy)

    and I have our first manicure appointment today, and I'm pretty excited. But the problem is, I have a problem with biting my nails, which she knows about, so even with bit nails, can they still manicure them?,
    deleted deleted
    26-30
    1 Response Nov 25, 2014

    the fact that I am able to transform from a

    "tough" "macho" rock hard shell into a beautiful soft women, that feeling is the bestttt in worldd:) No bigger turn on for me as well haha;)
    stefanigurl stefanigurl
    26-30
    1 Response Aug 12, 2015

    I am a 15 year old sissy boy

    who wears his 18 year old sisters bra panties bikini gowns dresses leggings skirts pj and I wear her lipstick and eyeliner it's all a secret and I like men tough ones and masculine ones
    deleted deleted
    26-30
    Sep 17, 2015

    Any cute CDs looking to chat with a str8 guy .

    . hit me up on k.i.k .. JFF38
    deleted deleted
    26-30
    Mar 25

    I am a crossdresser..

    ..I have been experimenting for almost a year now and I love it. I love dressing up in cute panties, sexy lingerie, hot skirts and heels. My favorite is to wear a short skirt with garters, stockings and my favorite platform heels....Mmmmm! I love how it makes me feel, so pretty...
    JessickaJaxxxon JessickaJaxxxon
    26-30
    5 Responses Jun 18, 2015

    I'm a 15 year old sissyboy

    who secretly wears his 17 year old sisters bra panties bikini lingirie tights leggings dresses skirts tank tops gowns heels lipstick skinny jeans heels and definetly make up and I secretly am attracted to masculine tough and hairy men
    deleted deleted
    26-30
    Jan 4

    Happy New Year everyone :) I had a fantastic

    New Years Eve, I went to a party as Lisa which was just fabulous. The women were so accepting and asked so many questions which I enjoyed answering and it was nice to have some girly chats. Some of the men gave me some funny looks but nothing I couldn't handle, was expecting a...
    deleted deleted
    26-30
    2 Responses Jan 1, 2015

    Cross Dresser

    I love to Cross dress. It is so relaxing and so much fun. I've been dressing for many years now. It gets better every day I love going shopping dressed as a woman. And out to run errands dressed in women's clothes is wonderful. The feel, the sounds, the jingle of your...
    jml2000 jml2000
    61-65, M
    1 Response Mar 16, 2013

    yes I love to dress up

    as a women and wear sexy under wear it is such a turn on for me and love to tuch myself all over my body it would be very nice to have a play mate that love to dress up as well
    janetjanet janetjanet
    51-55, T
    1 Response Dec 7, 2015
    sassynikita sassynikita
    22-25, M
    5 Responses Dec 22, 2014

    I'm a 15 year old sissyboy

    who secretly wears his 17 year old sisters bra panties bikini lingirie tights leggings dresses skirts tank tops gowns heels lipstick skinny jeans heels and definetly make up and I also secretly am attracted to masculine tough and hairy men
    deleted deleted
    26-30
    Dec 30, 2015

    hi everyone i like cross dress .

    when theres no one at home i start crrossdressing to female i love to be girl .i just show my pic when i am a crossdresser.you too can see my album
    deleted deleted
    26-30
    1 Response Sep 25, 2015

    I'm a 15 year old sissyboy I secretly wear my

    17 year old sisters cloths tank tops bra panties lingerie dresses gowns bikini tights leggings yoga pants skirts and definitely make up
    deleted deleted
    26-30
    Jan 20

    Hello I'm a 20 year old male

    who looooves crossdressers. I don't care how old u r, just msg me please 😘💋
    deleted deleted
    26-30
    1 Response Sep 24, 2015

    I just stole a bra, two panties,

    and two head bands next time I am going to steal a dress from my friends sister
    MRblackop82 MRblackop82
    13-15, M
    1 Response Sep 24, 2015

    Continue sharing your stories in my new group.

    https://www.flickr.com/groups/crossdressinglounge/
    silkydrawers silkydrawers
    46-50
    Mar 25

    I feel so much better

    when I get all dressed up as a woman. My wife loves, embraces, and encourages me to embrace my feminine side (and I do)! She's help build my confidence so much that we've even started going out in public with me being Heather! Knowing people seeing me as a woman still sometimes...
    tgheather tgheather
    31-35, T
    7 Responses Aug 9, 2015

    I am a 15 year old girlyboy

    who secretly wears his 18 year old sisters lingerie gowns bikini bras panties skirts shirts leggings and make up and I'm attracted to tough men it's all a secret
    deleted deleted
    26-30
    3 Responses Aug 19, 2015

    I'm a 15 year old sissyboy

    who secretly wears his 17 year old sisters bra panties bikini lingirie tights leggings dresses skirts tank tops gowns heels lipstick skinny jeans heels and definetly make up and I also secretly am attracted to masculine tough and hairy men
    deleted deleted
    26-30
    Nov 17, 2015
    deleted deleted
    26-30
    Aug 9, 2015

    I have been Xdressing

    for over 40 years and have no plans on stopping. I have traded watching sports, hunting, and sport shooting for cooking shows, hunting for bargains, and having my hair and nails professional done not to mention clothes, jewelry, and makeup. I love dressing so much I now only...
    CdKimmi CdKimmi
    66-70, M
    1 Response Apr 15, 2014

    Love crossdressing. Its a passion.

    Wearing full dress panties, bra, tank, bottoms, shoes, and you have to have the perfect top. It just feels right
    pantyboiCD pantyboiCD
    18-21, M
    2 Responses Aug 1, 2015

    I new to EP and I love Crossdressing,

    the feeling of being fem and sexy is the best. I love tucking and trying on cute outfits, feel free to add me to your circle and message me I love talking about dressing. Love Hailey xxx
    deleted deleted
    26-30
    8 Responses May 18, 2015

    I'm a 15 year old sissyboy

    who secretly wears his 17 year old sisters bra panties bikini lingirie tights leggings dresses skirts tank tops gowns heels lipstick skinny jeans heels and definetly make up and I'm secretly attracted to masculine tough hairy men
    deleted deleted
    26-30
    Feb 3

    Hi I love to crossdress

    and have been doing so for a very long time it all started when I was about 4 and been doing so ever since,I don't won't to be a woman to the point of sex change but I just love female clothes and how much more comfortable they are compared to men's clothes, just makes me so...
    Frillypink Frillypink
    56-60, M
    5 Responses Dec 26, 2013

    Today I tried something different.

    Wearing bra, panties and makeup I got into my big laundry bag. While inside I fantasized about someone who would securely tie the bag then carry it around on his shoulder. But of course this was just my fantasy. I can't see it happening foreal.
    wearingskirts wearingskirts
    22-25, M
    Jan 1

    if anyone wants to talk I'm 15 years old

    and I am a sissyboy I just love the feeling I secretly wear my sisters cloth she's 17 I like wearing panties bikini lingirie tights leggings dresses skirts tank tops gowns heels lipstick skinny jeans bras and I'm secretly attracted to masculine tough and hairy men ooh
    deleted deleted
    26-30
    Jan 9

    I'm a 15 year old sissyboy

    who secretly wears his 17 year old sisters bra panties bikini lingirie tights leggings dresses skirts tank tops gowns skinny jeans heels and definetly make up and I also secretly am attracted to masculine tough and hairy men
    deleted deleted
    26-30
    Dec 5, 2015

    I just bought a pretty new dress.

    Black with white polka dots. Complimented with my white high heels and nude pantyhose. I'm feeling so very pretty and sissy now.
    deleted deleted
    26-30
    1 Response Mar 13

    I want people to experience me by video.

    Somebody add me on yahoo messager: katrinaboyer42
    KatrinaBoyer41 KatrinaBoyer41
    41-45
    6 Responses Dec 12, 2015
    tyrasalem tyrasalem
    51-55, T
    2 Responses Nov 10, 2014
    mick69x mick69x
    56-60, M
    5 Responses Apr 10, 2015

    Hi gals! I haven't posted in several years hehe

    but I'm back! So, things have been very different for me. I'm married now, living abroad and overall living a happy life. Despite being married, I still enjoy some time for myself, that means wearing some clothes that I bought for myself and of course my wife's... Tonight I...
    AndreaFlorentina AndreaFlorentina
    26-30
    1 Response Feb 12

    New purchases today 3 pairs of panties

    and 3 pairs of tights. Should keep me happy for a while.
    deleted deleted
    26-30
    6 Responses Mar 18, 2015
More Stories