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I Joked Into Dresses

Personal Stories, Advice, and Support 21 People

    Well, i recently split up with my girlfriend and decided no more dressing up so got rid of all my girly clothes. It didn't take long tho until i needed some new underwear...while...
    algina algina 36-40 6 Responses Feb 14

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    I had a co worker ask me why I wear dresses and skirts, she actually said to me why are you dressing so girly. I am a woman and I like to wear dresses and skirts, I don't know why...
    Welllaugh Welllaugh 36-40, F 11 Responses Feb 19

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    I love dresses and sundresses year round here. I love dressing up in dresses when I need to go out.
    middleagedfemalemom middleagedfemalemom 41-45, F 1 Response Jan 30

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    My favorite dresses are maxi dresses Tight fitting or not. They are cute
    lorrena19 lorrena19 18-21, F 1 Response Feb 2

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    Yes, its true! I love wearing dresses; short, to my knee's or way above them, or anywhere below my knees. Guess what? I'm a man and I've always felt comfortable and at ease wearing...
    Cassandrajoan Cassandrajoan 61-65, M 1 Response Feb 6

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    Yes, its true! I love wearing dresses; short, to my knee's or way above them, or anywhere below my knees. Guess what? I'm a man and I've always felt comfortable and at ease wearing...
    Cassandrajoan Cassandrajoan 61-65, M 6 Responses Feb 6

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    I don't think I have to admit I like wearing dresses and skirts! I dream, yearn, desire, and want to wear anything that a woman wears, dresses, skirts, skorts or short-shorts. I'm...
    Cassandrajoan Cassandrajoan 61-65, M 3 Responses Feb 6

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    Last night I went to a party. I went in my normal male drab, but took some clothes with me. I asked my wife if I could change into my dress. She said yes. So I went to the...
    Prettyjennifer2004 Prettyjennifer2004 51-55, M 12 Responses Feb 1

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    Im not the type of girl to wear dresses. But when i do, i surprise myself as well as others (in a good way) haha
    ninjadentistinspace ninjadentistinspace 16-17, F 1 Response Feb 1

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    I love wearing a bra and panties, short dresses or short sundresses, thigh highs, or no hose at all, and either high heels or sandals when I am out too.
    dianefisher dianefisher 22-25, F 3 Responses Feb 1

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    I love to wear either a dress or a skirt when I am heading out to where ever that is. I love feeling and being dressed up in dresses or skirts.
    dianefisher dianefisher 22-25, F 2 Responses Feb 1

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    This arrived and it's perfect. The material is impeccable. The first nice evening of 2015 I'm wearing this. In white of course. I can't wait. I hate cold snow. I'm ready for...
    Jennerrous Jennerrous 36-40, F 10 Responses Feb 9

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    while I now have my own clothes it was my sisters that got me hooked on dresses and hose I don't think she every knew but try as I might I could not always get every thing back in...
    jamie172 jamie172 46-50, T 4 Responses Feb 9

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    I love dresses! I recently bought this dress!
    briannalynn190 briannalynn190 16-17, F Feb 14

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    I am 48 and was married 25 years and wore mostly only tee shirts and jeans. After my divorce I lost from size 14 to 8. I straightened my hair and went with high/low lights, added...
    Sharpi1 Sharpi1 46-50, F 7 Responses Feb 15

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    I just love wearing short babydolls and fit and flare dresses. It has to be short, it is all about the legs !
    Plugslave Plugslave 31-35 11 Responses Feb 15

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    Im a guy who is completely straight but i love wearing dresses from time to time.
    2114mike 2114mike 18-21, M 4 Responses Feb 18

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    Whenever i go out to the mall or to a nightclub (yes im 18 but that is indeed legal age in Australia) i like to dress up in sexy dresses and i love the attention it creates.
    LadySarahNight LadySarahNight 18-21, F 5 Responses 6 days ago

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    I typically wear the right clothes for the right situation, working out, beach wear, etc. But day to day activity in town, at work and about, I only wear dresses and skirts. They...
    freenakedcouple freenakedcouple 26-30, F 5 Responses 6 days ago

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    As I wrote in my first story (found in I Dressing Boys as Girls), sometimes all we know is what others have told us. As you also know, even though I was a boy baby, my mother...
    SylviaJames SylviaJames 56-60 4 Responses 5 days ago

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    So today I had my makeover. It was awesome. I tried on lots of outfits, and we chose a blue skater dress with daisies on it, opaque tights, wedge ankle boots with fur trim , and...
    donnaka donnaka 36-40 10 Responses 4 days ago

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    I finally told someone This is already my 4th story in this group but I have to say thank you to all of you! Your comments on my story encouraged me to tell someone about my...
    ToShareStories ToShareStories 22-25, M 7 Responses 3 days ago

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    I had been dressing with Mabel and the girls for about 18 months, I felt awful putting my male clothes back on when it was time to go back home. I despised male underpants...
    Lin79 Lin79 31-35, T Jan 30

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    She's at it again!! Monster in law to be is pissed because her son, my fiancè didn't tell her his work schedule. She's stewing in her frustration because she feels we're keeping...
    NaturalPaganWitch NaturalPaganWitch 36-40, F 4 Responses Feb 16

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    As I go for another walk tonight in a few minutes I ask myself, Will it be worth it? Will it be worth it to walk into the traffic. Will I be killed instantly. I ask myself if I...
    cat1024 cat1024 18-21, M 1 Response Feb 5

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    Everyone who has ever came into my life have left an impact on my life. People do indeed come into your life for a reason.
    Shannon87 Shannon87 26-30, F Feb 7

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    I went over to my mums with my son to bake some cakes with my sister Vicky. My sister alison had a sour face and was being verbally aggressive the minute we got through the door...
    Whinny00 Whinny00 26-30, F 1 Response Feb 16

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    York City alone into the bottom-two spots afterwards adept striker Jamie Cureton confused into bifold abstracts for the analysis with a brace in resurgent Dagenham & Redbridge’s...
    fifacoinsarc fifacoinsarc 26-30, F 5 days ago

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    MY VISION OF THE UNIVERSE, LIFE AND GOD. The universe and life are the most logical and rational manner of existence of reality, and it is precisely what happened. While life is...
    DiegoSMarinho DiegoSMarinho 16-17, M 1 Response Jan 28

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    Omg yes this happened to me at a school camp in about year 3. It was shower time so I walked down to the bathroom blocks and they'd shown us earlier which was which but I was sure...
    Peelover94 Peelover94 18-21, M Jan 31

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    I love wolves then I imagined me shifting into a wolf and I felt all relaxed but tingly I thought I was ill so I went to bed and I imagined it more and more for about ten minutes...
    georgiathewolf georgiathewolf 22-25, F Feb 1

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    Hello im looking for open minded loyal good looking female pet or sub into bdssm Msg me
    MasterJamelAlgerian MasterJamelAlgerian 26-30, M Feb 5

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    Anyone out there on here tonight that is into this???
    artiep artiep 41-45, M 5 Responses Feb 5

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    mmm. just enjoyed a great hour long golden shower with a hot Asian guy. great body, delicious tasting fluids and an *** to dig your tongue into. Dont get to play with pee often but...
    lochy1 lochy1 61-65, M 1 Response Feb 7

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    I, too, believe that people come into one's life for a reason. But I come to wonder, do they also leave for a reason? If they die, does that have to do with you, too? Or is it all...
    sotsiouri sotsiouri 22-25, F 1 Response Feb 8

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    Everyone I have interacted with in my life has left there mark. Whether a fleeting second of words and looks, a smile or something more, people leave their impression in ways you...
    Superficialsaint Superficialsaint 31-35, F 1 Response Feb 11

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    I enjoy hill walking and often will drive to where I am going to walk and then change at the back of the car - usually into brief shorts and t-shirt. After the walk I will change...
    Benxyz Benxyz 61-65, M 1 Response Feb 12

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    Hey, I'm 29/m love the Outdoors and music, planning an adventure, leaving job and living off the land for a year to see how it goes, I might pick up the odd bit of freelance work...
    JonahDunc JonahDunc 26-30, M 1 Response Feb 12

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    I must think about sex too much, you can say almost anything to me and I will find a way to steer the conversation into a sexual one. It's a gift I think, LOL.
    avgjoe71 avgjoe71 41-45, M Feb 12

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    A close friend of mine became an orphan after her parents divorced and left her, her mother was a gambler and alcoholic addict(and a hooker), while her dad got sick of paying the...
    iTetra iTetra 13-15, F 1 Response Feb 13

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    I wouldn't say "everyone" but some people when they come into our lives, they turn our thoughts, mindsets, the very way in which we live......around. Here on EP I have made...
    BeyondIllusions BeyondIllusions 56-60, F 6 Responses Feb 14

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    In history class we are learning about America in the 1800s, and I can feel myself getting genuinely upset with the way the Native American's and African American's were treated...
    OperaG OperaG 16-17, F Feb 14

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    I'm shy. I have been told to GET OVER my shyness. How can you magically just get over shyness? I was forced to talk to people. You can't force anyone to talk to people if they don...
    Peridot22 Peridot22 22-25, F 3 Responses Feb 14

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    High school really stuck out in my life. I Grew up in P.A. And moved when I was 10. I started middle school and had to sorta shadow some people I met in other classes...
    Nightwheel Nightwheel 16-17, M Feb 15

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    I've always felt that people come into your life for a reason. I just wish I could figure it all out. Very frustrating, everything just feels incomplete, a loose end.
    TheLittleDreamer TheLittleDreamer 26-30, F 1 Response Feb 15

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