Post

I Like Dressing My Boyfriend As A Woman

Personal Stories, Advice, and Support 161 People

    My cross dressing boyfriend and I are thinking about camming. I know there is a large audience for shemales, but I'm curious if there is an audience for crossdresser and female...
    Lalalauli Lalalauli 31-35, F 7 Responses Dec 11, 2013

    Your Response

    Cancel
    So I'm very new to this. I tried on my mom's bra/panties/pantyhose/dress for a dare and it felt pretty good. Don't misunderstand me, I'm not a crossdresser, but I am male. I posted...
    corneliousrodriguez corneliousrodriguez 22-25 1 Response Feb 3

    Your Response

    Cancel
    My Best Friend - Confessed to me that he likes to dress up, but never really had. He slept over one night and I set up the spare bedroom as a dressing room. I hung up at least 30...
    Beth4u Beth4u 36-40, F 7 Responses May 11, 2011

    Your Response

    Cancel

    Related Experiences

    Dressing up makes me feel good about myself. I feel sexy and confident. I love wearing skirts, dresses, high heels, getting my makeup and hair done. It's one of the great perks of...
    goldengirl24 goldengirl24 22-25, F 7 Responses Mar 31

    Your Response

    Cancel
    Im starting a Ki.K group chat ANY full time cross dressers under the age of 30 This is a chat for crossdressers to show off their outfits talk about shopping clothes and post like...
    lovevspink16 lovevspink16 18-21 Apr 5

    Your Response

    Cancel
    Where to begin... I had amazing boyfriend but he had really bad past - being in jail 4 times, he is still a drug addict... Few days ago he was missing for three days... I was...
    Aerdnamed Aerdnamed 18-21, F Mar 21

    Your Response

    Cancel
    We will be on our 2nd year of being in a relationship this coming June. We really had bad fights, like he punches me many times and i got bruises. I know am not a perfect girl but...
    ivyjoy1987 ivyjoy1987 26-30, F 4 days ago

    Your Response

    Cancel
    I love to dress up when I am going out to church, work, shopping, and running errands. I love wearing short skirts and a blouse, short dress, shorts and top, with appropriate...
    ebonynbill ebonynbill 26-30, F 4 hrs ago

    Your Response

    Cancel
    Oh I cannot say this enough! Time for a much needed mani .. Such a treat :)
    AlphaChick AlphaChick 46-50, F 1 Response 1 day ago

    Your Response

    Cancel
    I'm 14 and I see my friends in relationships and want a relationship and I'm just here.. And... Sure, I'd like a boyfriend, but I don't need one. Love is so overrated these days...
    rapfordays rapfordays 18-21, F 18 hrs ago

    Your Response

    Cancel
    Okay, I'll begin by acknowledging that I won't likely find a woman to have an affair with here. But I want to have an affair with a woman. I have been married 17 years and have...
    Mcluvinassman Mcluvinassman 36-40, M 5 Responses Mar 28

    Your Response

    Cancel
    Insights on Swift Plans of Younger Women Dating Sites It doesn’t constantly adhere to that the women in their twenties will necessarily be interested in a person her very own...
    GarthPasche GarthPasche 26-30, F Mar 24

    Your Response

    Cancel
    I feel like my boyfriend doesn't love or care about although he says he does. I was abused as a teen and now in my late twenties I've been able to have my first relationship. The...
    Tillnow Tillnow 26-30, F Mar 22

    Your Response

    Cancel
    I just don't know where else to pour my heart out. I am in love with my best friend of 10 years. He professed his love and claimed that he's been in love for at least half of the...
    whatnow2288 whatnow2288 31-35 1 Response Apr 7

    Your Response

    Cancel
    im horny and would like a boyfriend near queens new york. if interested message me
    anthwanfisher anthwanfisher 16-17, M Apr 8

    Your Response

    Cancel
    Hi,i am very sad today.because i like a boyfriend.
    joemac13 joemac13 13-15 1 Response 2 days ago

    Your Response

    Cancel
    I never felt like the other woman. He always made me a priority. We were together for 8 1/2 years. Even though we got found out and I resigned it's not over. Just a little more...
    Movingonmovingon Movingonmovingon 36-40, F 1 Response 4 days ago

    Your Response

    Cancel
    I just I don't know feel like my boyfriend doesn't really wanna be with me when I know he does
    tanedleggedjuilet tanedleggedjuilet 13-15, F 1 Response Mar 31

    Your Response

    Cancel
    I have been cursed with this stupid thought process. I see things in ways most normal people can't deal with. I know that the horrible messed up things in this world as damaging...
    dizlasthope dizlasthope 36-40, M Mar 27

    Your Response

    Cancel
    I absolutely cannot stand my boyfriend's sister. She's 15, certainly old enough to not be treated like a child anymore, or at least, you would think so. She is rude, lazy, selfish...
    Heartcats Heartcats 16-17, F 1 Response 3 hrs ago

    Your Response

    Cancel
    A Decision I Made... Years Ago. To have and to hold from this day forward. Sept 15, 2001 on this date I informed my spouse and said "I was going to transition into a woman, many...
    Trisha60ts Trisha60ts 61-65, T 3 Responses Mar 24

    Your Response

    Cancel
    Dear Jason, I hate it when you send me dirty texts. That's not true, I like it. It's fun. It's flirty. But you make me feel slutty. And I feel like I have to play along. I feel...
    somebody999 somebody999 26-30, F 4 Responses 7 hrs ago

    Your Response

    Cancel
    I am so sad right now, reality slapped me in the face. As I have said before my mm used me he is a womanizer and took advantage of my vulnerability. I was the idiot that fell in...
    Gweneth Gweneth 31-35 10 Responses 9 hrs ago

    Your Response

    Cancel
    I m male. I love to cross dress. I have cross dressed many time and have enjoyed cross dressing. But cross dressing in front of lady is so exciting. So is there any nice lady who...
    anitamam anitamam 41-45, T 1 Response Mar 30

    Your Response

    Cancel
    My boyfriend and I have been together for a few years now and lately it feel like he doesn't appreciate me. I basically do everything for him and he's just so selfish. He never...
    plzchooseanother plzchooseanother 18-21, F 50 mins ago

    Your Response

    Cancel
    She has no clue I do this when she is out of the house. And when I wear her clothes I go on to chat roulette sites and trick men.........weird thing is woman seem to be more...
    slimmjimm slimmjimm 22-25, M 17 hrs ago

    Your Response

    Cancel
    Poem by me called "All of me" Who gave this good for nothing man to have all of me My thighs, my legs, my soft smooth flesh Who gave him the right to trample on my feelings Like...
    Chocolategirl18 Chocolategirl18 18-21, F 13 hrs ago

    Your Response

    Cancel
    * was the other woman. I am numb.... Confused, angry. My ex MM told his 2 ******* he was ******* (they r besties and didnt know about it he said exactly same things to them) that...
    conflicted2014 conflicted2014 22-25, F 6 Responses 5 hrs ago

    Your Response

    Cancel
    Well, I was the other woman. :*( My heart hearts. Mostly I am furious because his fiancé was actually understanding and she is still choosing to stay with him. I told her...
    cowgurrl cowgurrl 22-25, F 1 Response 4 hrs ago

    Your Response

    Cancel
    So I am new to this site.... Had to find a way to talk about everything I am going thru... So I am involved with a man that has been in a relationship with another woman for 13...
    Jlynn1424 Jlynn1424 22-25, F 3 Responses 4 days ago

    Your Response

    Cancel
    You promised me you won’t make me cry, but I cried my all of my mascara off. You promised you wouldn’t hurt me physically and try not to hurt me mentally, but I’m in so much...
    iridescentgurl iridescentgurl 13-15, F 2 Responses 18 hrs ago

    Your Response

    Cancel
    My Indian Nighties Experience. I joined the holiday makers in Tenerife, each on their own balcony, relaxing in the warm evening sun after a day swimming, shopping and sampling the...
    ChrisBloom ChrisBloom 31-35 1 Response Mar 24

    Your Response

    Cancel
    So a couple days ago I went on my first vacation with a man ever, my boyfriend of over 1 year. 1 Year 3 months to be exact. The second day of vacation I received a friend request...
    awkward11 awkward11 18-21, F 2 Responses a week ago

    Your Response

    Cancel
    Looking for a boyfriend who lives near Carthage, Texas I'm 17 white guy message me here or kick me teenboy21.
    Nicedude17 Nicedude17 16-17, M 1 Response 4 hrs ago

    Your Response

    Cancel
    Looking for a boyfriend who lives near Carthage, Texas I'm 17 white guy message me here or kick me teenboy21.
    Nicedude17 Nicedude17 16-17, M 4 hrs ago

    Your Response

    Cancel
    Looking for a boyfriend who lives near Carthage, Texas I'm 17 white guy message me here or kick me teenboy21.
    Nicedude17 Nicedude17 16-17, M 4 hrs ago

    Your Response

    Cancel
    Looking for a boyfriend who lives near Carthage, Texas I'm 17 white guy message me here or kick me teenboy21.
    Nicedude17 Nicedude17 16-17, M 4 hrs ago

    Your Response

    Cancel
    He is the best boyfriend in the whole world... I love you!!! Ur so sweet and caring in the best way possible ;^D
    ZebraPerfect01 ZebraPerfect01 13-15, F 1 hr ago

    Your Response

    Cancel
    I miss my boyfriend so much. He's been in jail for just 3 weeks, but he was in a halfway house right before and he was in trouble there so he wasn't able to make phone calls or go...
    JennMadrx JennMadrx 31-35, F 32 mins ago

    Your Response

    Cancel
    Ever since this girl first walked into our school for the first time, I couldn't take my eyes off her, and I know I probably wasn't the only one gazing at her beauty. Through my...
    elugo123456789 elugo123456789 18-21, M 1 Response Apr 6

    Your Response

    Cancel
    My boyfriend of three years ,cheated on me at the start of the year, i only found out by looking on Facebook and on his profile it had got in a relationship with another woman...
    olivias12345 olivias12345 31-35, F 6 Responses Apr 9

    Your Response

    Cancel
    Alright...so maybe hate is a strong word. But honestly, the way this woman treats me pissed off...wait for this...HER OWN MOTHER. I have done nothing but kiss *** to this woman. I...
    mcc1109 mcc1109 18-21, F a week ago

    Your Response

    Cancel
    I WAS the other woman. He chose his wife and son. Now I'm nothing to him. 16 years and I'm nothing. The affair lasted 8 years but 8 years prior to that we were the best of friends...
    Movingonmovingon Movingonmovingon 36-40, F 1 Response 18 hrs ago

    Your Response

    Cancel
    All things considered, perhaps the most common man or woman, is usually to study the best meant to produce the full learn. Discovered before facilities did start to get involved in...
    Diablo3zss Diablo3zss 22-25, M 18 hrs ago

    Your Response

    Cancel
    I met someone online when I was going through a hard time. He did not specifically admitted to being married at first, or I would have never agreed to meet or got close to him...
    NemiTuesday NemiTuesday 36-40, F 1 Response 4 hrs ago

    Your Response

    Cancel
    INSTALLING HUSBAND A woman writes to the IT Technical support Guy Dear Tech Support, Last year I upgraded from Boyfriend 5.0 to Husband 1.0 and I noticed a distinct slowdown in...
    poisonlady poisonlady 31-35, F 4 Responses Mar 26

    Your Response

    Cancel
    A Warning I've been on every side of an affair that a person can be on. I've been the scorned spouse. I've been the cheater. I've been the other woman. And I am not biased here...
    DogsOfJezebel DogsOfJezebel 26-30 7 Responses 5 days ago

    Your Response

    Cancel
    Recently, I have found my self in the position of being, somewhat, the other woman. The man I am "with" is my first boyfriend and my first love. We had dated for 6 years before I...
    cowgurrl cowgurrl 22-25, F 4 Responses 5 days ago

    Your Response

    Cancel
    1.i love the color black. For my clothes,accessories,kitchenware 2. I love old b movie horror films from the 50's and 60's 3.lady singers and girl groups. I have a fondness for...
    AGothicOdyssey AGothicOdyssey 46-50, M 5 hrs ago

    Your Response

    Cancel
    i want cross dress as a female like all the clothes,have long hair, makeup, jewelry and everything and also learn the ways of women. even how to do sex. plzzz message me and help...
    shifakhan shifakhan 18-21, M 6 days ago

    Your Response

    Cancel
    I hit my boyfriend and now he is my ex boyfriend. We have been dating for 7 months and I was really in love with him. Something about him started not to seem right with me. He...
    brownbluelips26 brownbluelips26 18-21, F 2 Responses