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I Am A Crossdresser And I Love Lipstick

Personal Stories, Advice, and Support 927 People

    I Love Lipstick

    Hey :) I just wanted to share this because im wearing lipstick right now. Lipstick is one of my favorite things i as a crossdresser to use, I just love the feeling i get on my lips, it feels like im coverd in it and i love it. I enjoy just the act of putting the lipstick on my...
    Mayaunder Mayaunder
    18-21, T
    2 Responses Feb 28, 2013

    Oh So Good

    There just something about grabbing a lipstick, twisting and putting it on that I can't explain. Its just feels so girly :)
    deleted deleted
    1 Response May 22, 2012

    So Creamy And Sexy

    I really enjoy the creamy feeling on my lips when applying lipstick !!! Also enjoy the sexy look of my pouty lips after I'm finished !! Also like the sweet imprint they leave on the edge of a wine glass or on a cigarette !! Mmmmm !! Yessss !!!
    chrisg03 chrisg03
    56-60, M
    2 Responses Dec 25, 2010

    So True

    love to put it on everydaylove it when I kiss my wife when I have lippy on.and so cool when in the gents and i am re applying my lippy, that gets the guys going.and at work too
    christinemelody christinemelody
    56-60, T
    May 25, 2012

    Long Lasting Lipstick

    I wish someone would invent a lipstick which was at least semi-permanent and stay on for at least a week and not be removeable, It would be such a thrill to be tied and have this put on my lips, especially if it was a really bright colour xxx hmmm might not be able to control...
    AliceCornwall AliceCornwall
    41-45, T
    8 Responses Apr 21, 2013

    My Favourite

    Every since I was a young boy around the age of 4 I was always fascinated by lipstick, whether it be commercials advertsing make-up, magazine articles, movies with beautiful women, I always loved looking at their lips. One day when I was about 13-14 I finally worked up the...
    dodds44 dodds44
    22-25, M
    Apr 23, 2013

    Must Have

    I dress in part most days now.wont be long til I go all the way.but in the meantime I love to put a bit of lippy o to go out, ot to et the bus to the femme feeling and the looks I get cos outwardly I still appear male but inside I am so plum colous, much...
    christinemelody christinemelody
    56-60, T
    1 Response May 11, 2012

    I Love Male To Female Makeup Transformation.

    Whenever my wife is not home, I trim my eyebrows, apply kajal and eyelashes, use cream concealer all over my face, apply a sexy dark red lipstick and wear a wig. Finally i wear her saree and jewelleries and her high heels. What a feminine feeling. I guess I look prettier than my...
    deep2502 deep2502
    26-30, M
    3 Responses Oct 11, 2012

    Why I Use Lipstick

    Why do I enjoy so much using lipstick? Is it like kissing another stick and feeeling it on my lips for hours? Or because I imagine I am inviting her to kiss me, lightly first, with tender love, and then with brutal abandon... Or because I hope to leave an imprint of my...
    Cigysub Cigysub
    56-60, M
    1 Response May 5, 2010

    So Many Shades, But We All Know What Red Is For...

    I just love to mix and match lipstick with my mood. But watch out honey when i am wearing red....
    swishykathy swishykathy
    56-60, T
    1 Response Dec 3, 2009

    Painting you.Their long embraceOf moistened

    lipsThe dance of tonguesThe sway of hipsHer perfect poutTransfers it's hueHoney,That colour,looks good on you!Let me paint themThe same as mineI know You'll like itIn a short timeCan I continueWith your face?You'll look so prettyMake no mistake.Look in the mirrorWhat do you seeA...
    charlie1960 charlie1960
    51-55, M
    4 Responses Jun 19, 2014

    Crying For Lipstick

    When I was baby even before I was one, I use to cry at my mother when she wore lipstick-it took them a little while before the penny dropped that it was the lipstick that made me cry. As time went by I was at junior school and my mother had a cleaning job in a pub in the early...
    tubsy tubsy
    61-65, M
    1 Response Jun 21, 2013

    I look so great wearing bright red lipstick I

    have made it a part of my every day attire. Every morning I automatically put it on as part of my getting-ready routine. If I don't go to work that day I wear it to the grocery store and wherever and whatever else I do that day, and I feel terrific. On days I work I...
    Robertredlips Robertredlips
    56-60, M
    1 Response Sep 6, 2014

    After my divorce my wife left behind many of

    her clothes and wigs and makeup. Soon I was using as much of her gear in private and it felt so special to be female. After a few weeks I bought a few clothes and shoes to supplement my wardrobe and went out on the streets as a woman. The feeling of the air round my legs and...
    deleted deleted
    May 12, 2014

    One day I came home from school

    and felt the need to wear women's clothing. I started with my mother's lipstick and got so excited that I automatically jacked off without even trying. The next day I was able to get fully dressed up in women's clothing, panties, pantyhose and makeup and even a wig. I was is...
    SuziTV SuziTV
    66-70, M
    8 Responses Dec 20, 2013

    Lipgloss Is A Fav!

    I started using lipgloss in several different shiny colors.  My first choice is Maybelline Shiny-Licious, coral heat is my latest shade.  I just love the feel, the taste and especially the look on my lips!  I also like lip gloss that makes my lips sparkle!
    denisegurl2 denisegurl2
    46-50, T
    6 Responses Feb 10, 2010


    I think foundation is ok, rouge is fine, mascara is neccessary, eye liner good, eye shadow aluring, but with out lipstick you might as well through all the rest out. Lipstick is the absolute must for the feminine face. It sets off some bright color to an otherwise drab surface...
    bahli bahli
    66-70, M
    2 Responses Apr 24, 2013

    I love the lipstick on.

    .as red and bright as I can get it.. Then go thru a fast food drive thru.. Love it
    kysatinman kysatinman
    46-50, T
    Dec 31, 2013

    One Of My Last Experiences

    I didn't start with lipstick till I was almost ready to pass in public.  The same with nail polish and artificial nails.  After that I was hooked.  I had five colors to wear with my five wigs.  Now I wouldn't go out with out lipstick and gloss to only get the...
    deleted deleted
    Jun 21, 2010

    Maybe Just To Look Pretty

    Lip stick, chap stick, lip gloss, shimmer lip gloss. I wear them all ... daily. I usually find a color close to my skin tone and wear it every where. Lipsticks are made with various sunscreens and moisturizers as well as oils, cocoa butter and lanolin and such to keep ones lips...
    Josie06 Josie06
    56-60, F
    4 Responses Oct 15, 2011

    I'm Always In The Mood To Wear Lipstick..

    I love the feel of lipstick on my lips. Some days I leave the house wearing a pale lipstick that is hardly noticeable so I can wear it longer. I prefer red lipstick, matte, dark red, but most days that isn't practical. I love dressing up all the way with a wig, mascara...
    DanielleOAK DanielleOAK
    56-60, M
    Sep 27, 2010

    Lipstick And Smoking

    i like wearing lipstick and i love it when i am smoking a menthol cigarette and i see the lipstick on the butt of it xx
    georgiacd georgiacd
    2 Responses Nov 11, 2011

    I have been trained first by my sisters to do

    it right. Lip gloss also. Bright red is the color they prefer so I was always that color. My wife likes other colors and I have more verity now. Still like bright red however
    Learning2baGirl Learning2baGirl
    26-30, M
    2 Responses Jun 20, 2015

    Try this: Whenever you spot an estate sale

    or a garage sale with a lot of older things, search it for 1950s lipsticks that were never thrown away (hard to find, but they are out there) In the 1950s lipstick was screaming red and was made to stay on by staining the lips. Find some and try it on; put on a heavy coat...
    Robertredlips Robertredlips
    56-60, M
    Jan 24, 2015

    I Love Wearing And Putting On Lipstick

    Lipstick is what started me and a long road of dressing and purging. Wearing my Mabeline make me pink lipstick right now that my wife bought for me.  
    JeanW1 JeanW1
    61-65, M
    Sep 25, 2013

    I sometimes keep a small card in my wallet

    with a picture of sexy red lips. On the lips are the words "Penis Garage". I have an unbreakable rule that when the card is in my wallet I actually have "Penis Garage" tattooed on my lips. That forces me to wear red lipstick wherever I go to cover up the embarrassing tattoo...
    Robertredlips Robertredlips
    56-60, M
    Aug 22, 2014

    Sexy Lips

    There is something truly sexy and sensual about finishing your make up with lipstick. Combining four senses (sight, touch, taste and smell) into a totally erotic experience. By the time I am putting on my lipstick, I am so aroused...Even though lipstick screams femininity, I...
    deleted deleted
    3 Responses Aug 7, 2012

    "i Am A Crossdresser And I Love Lipstick"

    "I Am A Crossdresser And I Love Lipstick" the feel of it on your lips such turn on especially if you are going to kiss another gurl or suck a **** love the taste and marks it makes!!!The first time i was dressed up by girl next door she put slutty red lipstick on my...
    mandiejune mandiejune
    51-55, M
    1 Response Nov 26, 2009

    The first time I tried on my Mother's lipstick

    was a huge disaster. I had discovered that I could make my lips red with watercolor and that it washed right off. That made me think that if I painted my lips with watercolor and applied lipstick over it the lipstick would wash right off with the water color. Stupidest think you...
    Robertredlips Robertredlips
    56-60, M
    Feb 27, 2014

    Lipstick Love

    Lipstick is definitely my favourite part of a makeup session. It's the last thing you put on and is the crowning glory to all your hard work. I love to watch tranny **** and whilst blow jobs, anal, 69's are all great to watch my favourite thing to watch is when two tgirls are...
    debbiesucks debbiesucks
    46-50, T
    4 Responses Nov 29, 2012
    janetjanet janetjanet
    51-55, T
    Feb 28, 2016

    Now, I Wouldn't Be Without Lipstick. Joy To The World

    A while ago, reading EP, I thought that wearing lipstick sounded like fun. Believe me, it is ! Bought some, went through the usual, with "BRIGHT RED" being the thing around the house. Eventually, I decided that I liked the silky feeling on my lips. ---And another thing...
    Moddle Moddle
    70+, M
    2 Responses Mar 9, 2010

    i love a bright red lipstick

    because i feel it looks so slutty. Back when i smoked I would light a virginia slim cigarette when i had just applied my lipstick. i would be wearing a full slip with an open satin blouse on top. Dressed like this wearing the lipstick and smoking made me feel like such a slutty...
    Lori234 Lori234
    51-55, M
    4 Responses Dec 3, 2014

    Early Experiences

    When I was very young, maybe 3 or 4, I tried on my mother's red lipstick. When she saw me, she went berserk, drug me in the bathroom and scrubbed my face with a rough sponge. That has always stayed with me and I guess imprinted on my mind. When I was about 7, I was in the...
    redlips64 redlips64
    66-70, M
    2 Responses Mar 30, 2012

    I Sure Do.

    Back in the 60's (Only had Mom's) the only lipstick that I could get my hands on was red. I wore red for many years. Both of my g/f's in H S only wore red, so they put red lipstick on me when they would dress me. My wife caught me in full drag mode 1 month after we wed. Yes...
    sherrynpantyhose2k4 sherrynpantyhose2k4
    51-55, T
    3 Responses Apr 25, 2012
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