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I Like to See Boys Dressed Up As Girls

Personal Stories, Advice, and Support 1,782 People

    Love To See

    I would love to see more men dress as women. Why hide it? There's nothing with wanting to feeing sexxy.
    KatrinaBoyer41 KatrinaBoyer41 41-45 6 Responses Jun 26, 2013

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    Some One Elses Pain

    Since the head had given all heads of department the job of punishing naughty children I had tried other options.I new the head of games for the boys loved giving out punishments you could see the cane marks on their bottoms when swimming.I had the girls tidy the equipment rooms...
    dj47xxy dj47xxy 46-50, T Nov 3, 2013

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    My Change To Clare

    ive always loved hair ,and i decided i wanted to get a wig ,when i went to the store the lady was really friendly and was really helpful ,i love being clare and want to share my experiences
    clarehair clarehair 41-45 4 Responses Jul 8, 2012

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    I Lost A Bet To A Cheerleader At My School

    I said girls cant beat guys in sports and cheerleading isn't a sport and they bet if I lost to a cheerleader in basketball they get to make me cheer any way they want. They said I have to wear "hair ribbons lots and lots of glitter eye shadow and lip gloss a skirt so uh do...
    MikeHarris MikeHarris 18-21, M 6 Responses Jan 11, 2013

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    When I Was 18

    when i was 18 i found my dad he invited me over his apartment when i was there he told he wanted to ask me something but didnt want me to freak out so i said i wont he asked me if i ever thought about dressing up as a girl i said no he then asked would i dress up as a girl i said...
    bigtickler89 bigtickler89 18-21 4 Responses Aug 16, 2009

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    How I Got Started.

    How I got started in being interested in looking at pictures of males dressed as females happened when I was thirteen.  I was already interested in spanking, and when I was in the attic, I found some of my mother's old clothes.   I dressed myself in her clothes and looked into...
    dlferris2012 dlferris2012 66-70, M 1 Response Mar 20, 2011

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    Past Experiences (Part 2)

    It was the weekend and I was doing work for dad welding digger buckets when I stopped for lunch I saw Clare with another girl running into the house I called out but they didn't stop just typical kids .At tea time I asked weres your friend gone she went home as I was tidying up i...
    dj47xxy dj47xxy 46-50, T Nov 5, 2013

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    When Young Where Were The Other Little Girls.

    When I was in my teens I always wondered where were the other girls like me. You saw a few at parties or on halloween. But most as we know were dressed for laughs. Only the occassional one dressed whose mother was so proud. I would have loved to have a girlfriend like me...
    RobinLeade RobinLeade 22-25 1 Response Aug 20, 2011

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    Life It Can Be ? (Part 2)

    Lorraine took me to the hospital it was good to get my cast off I still had to take it easy for a few days.We went to do some shopping i bought some new shoes and dresses we had some lunch i picked the twins a special gift each then we went home.Mom had done a lovely salad for...
    dj47xxy dj47xxy 46-50, T Nov 26, 2013

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    Get Them While Their Young

    All boys should be sissified when they are growing up. I think they should be introduced to wearing panties, slips and dresses at a very early age. They should be controlled and trained to walk and act like a feminine girl. Then when they get to a teen age, they can decide if...
    jennylee911 jennylee911 41-45, F 14 Responses Jun 14, 2013

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    Encouraging Boys To Wear Panties

    I'm always attracted to rather slender, delicate young men, especially with high waistlines. On more than one occasion, when I've gotten to know them, I've encouraged them to consider wearing panties, especially the full cut styles that would take advantage of their high...
    NathanielPantied NathanielPantied 46-50, M 3 Responses Oct 18, 2011

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    All The Boys In A Row

    I was raised wearing dresses and panties as well as petticoats.    I found the clothing extremely comfortable, moreso then my boys clothing.   The pants were confining, the underwear Y-fronts rubbed betwixt my legs sometimes irritating them causing red...
    bobbie13 bobbie13 56-60, T 5 Responses Oct 13, 2010

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    Dressed Like The Girls

    I would myself like to see more boys dressed like girls. Maybe that will make them to be more gentle and polite to women and girls. It would make them be more aware of the gentle world of women and girls and to appreciate beauty as well. Boys would be less aggressive when dressed...
    gownlover gownlover 56-60, M 4 Responses Sep 15, 2011

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    A Cross Dressing Experience - First

    Bill had been up in Brisbane seeing some cousins and was now getting on the train to return home to Sydney. The train left Roma Street train station, Brisbane at 10.04 am, so bill arrived early with his cousins John, Meredith who had 1 daughter Abbey who was 16 and 2 sons Mike...
    tightskins tightskins 22-25, M 3 Responses Jan 1, 2012

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    Spring Break (Part 2)

    All I could remember of the dream was my dad saying o god please not again I awoke and put it to the back of my mind. The rest of the day was spent swimming and sun bathing until it was time to go back to the cottage,We had a great barbecue and then chilled out in the evening sun...
    dj47xxy dj47xxy 46-50, T Nov 10, 2013

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    Laying Down Ground Rules

    As the twins ate there breakfast I said don't forget your games kit today I've got you this afternoon.At assembly the head said what would you do if your brother or sister was on fire go for help maybe well Clare over there saved her sisters life by putting the flames out with...
    dj47xxy dj47xxy 46-50, T Nov 29, 2013

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    When I Could...

    I really like to see boys dressed like girls especially when I am playing truth and dare  when I have friends over. One day when I was over at my mummy's house she let me have a friend stay over the night, the only other thing was that my brother was there staying as well...
    littlegirlmadison littlegirlmadison 18-21, M 1 Response Nov 1, 2009

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    Some Holiday (Part 1)

    The end of term was nearly here as some children were leaving there would be a load of fresh faces to take there places these included the twins.At the end of the year we let the girls pick what sports they would like to do which usually was athletics or football I couldn't wait...
    dj47xxy dj47xxy 46-50, T Nov 20, 2013

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    Past Experiences (Part 1)

    Clare was doing well at school she had inherited her moms brains but Carl was struggling and spent most of his time in the heads office being punished. It was our nan that found out Carl was being caned Lorraine was away with the TA and she was baby sitting when it was time for a...
    dj47xxy dj47xxy 46-50, T Nov 4, 2013

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    Trying On Mom'S Panties

    Starting when I was about 4 yrs old, I became fascinated with my mom's panties. Every morning I would crawl into bed with her, after my dad left for work, and snuggle. One morning, I asked her if I could try one of her pink panties on. She let me and I really enjoyed the feeling...
    frankprivate frankprivate 66-70, M 1 Response Mar 5, 2013

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    A Shock For Us

    The building work started but it wasn't long before both children were in serious trouble messing on the site,dad phoned lorraine who agreed they should be caned they had to learn.Dad cleaned the stable ready both children stood there tears in their eyes Clare got on the bench...
    dj47xxy dj47xxy 46-50, T Oct 31, 2013

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    A New Body (Part 1)

    It's amazing what doctors can do if you break a bone they can mend it if you cut a limb off they can stitch it back on but if you burn your skin it can't be repaired. . There are people out there who loved to dress as girls the feel of the clothes there are even people who...
    dj47xxy dj47xxy 46-50, T Nov 12, 2013

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    When I Could...

    I really like to see boys dressed like girls especially when I am playing truth and dare  when I have friends over. One day when I was over at my mummy's house she let me have a friend stay over the night, the only other thing was that my brother was there staying as well...
    littlegirlmadison littlegirlmadison 18-21, M 4 Responses Nov 1, 2009

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    Helping Out

    My sisters divorce came through she was back to her old self her house was nearly finished and the children had settled into the family.Everyone was working hard I hardly ever saw Ann Marie in a skirt she wore overalls dad didn't think it would be lady like wearing a short skirt...
    dj47xxy dj47xxy 46-50, T Nov 2, 2013

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    It Was Going To Be Hard (Part 1

    It was Carlys first day at her new school at least she had Clare for company being the same age they will be in the same class.lorraine took them to school they had an appointment with the head they both sat there in there matching grey pinafore dresses.The headmaster welcomed...
    dj47xxy dj47xxy 46-50, T Nov 17, 2013

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    A Delayed Start (Part 2)

    When we got back i told the twins that this was going to be hard work Clare light the oxy-acetolene torch and heat up the thermal lance I set about cutting through the girders.It took us about an hour to cut up all the pieces.While it cooled down we went to the pub for lunch as...
    dj47xxy dj47xxy 46-50, T Nov 21, 2013

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    A Surprise (Part 1)

    The helicopter was getting closer the noise it created was loud it woke every one up me and sis dressed and ran down stairs grabbed some torches and headed out the door.As we made it to the field the heli was taking off a land rover came towards us a voice said get in Ann Marie...
    dj47xxy dj47xxy 46-50, T Oct 30, 2013

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    My Nephew

    Well I'm a single Mom of two daughers. When they somewhere around 10 and 12 years old, my nephew, Billy, came to stay with us for a summer. Billy was also somewhere around 9 or 10 at the time. The fun started one day when I caught Billy in my bedroom wearing one of my skirts and...
    marykwitecontwary marykwitecontwary 46-50, F 15 Responses Apr 6, 2012

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    Spring Break (Part 1)

    Half term was days away the children at school were looking forward to the break and so was I time with the family the weather had been warm for a few weeks now.It would be the first time we had been away with lorraines children grandad had found us a cottage in Weymouth it had a...
    dj47xxy dj47xxy 46-50, T Nov 7, 2013

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    Like Mommy Or Like Daddy?

    A wedding we were invited to attend when I was nine years old my mother sat down with me one afternoon and told me we were attending.  This was over a year since mother started to feminize me, and the first formal event that I would be going to.  She told me that I had a...
    betty3100 betty3100 51-55, T 3 Responses Mar 6, 2011

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    Disaster Strikes

    I slept like a log I woke up to the smell of bacon went to the kitchen to find the twins cooking breakfast this is a to say thank you.We got dressed and packed up our truck next we locked up the out buildings twins get in I drove to the end of the drive got out to lock the main...
    dj47xxy dj47xxy 46-50, T Nov 22, 2013

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    My Odd Life - I Naturally Look Female

    Being a woman isn't all that great, especially when you are actually a boy. Granted, I do admire women greatly, but having to be one all the time can get a little annoying. There is something appealing at times about being feminine, feeling pretty, having boys ask you out and...
    VanSiamese VanSiamese 26-30, F 18 Responses Feb 2, 2012

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    A Worrying Time

    Ann Marie helped us in with the luggage took us upstairs to our room we got changed into somethink cooler.Mom was shocked to see my arm in plaster I told her and dad what had happened he said we will get electric gates much safer.At dinner sis helped me with my food while the...
    dj47xxy dj47xxy 46-50, T Nov 24, 2013

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    Boy-bridesmaid, Boy-flowergirl

    I my self have known two boys who had this oportunity of being the girl at a wedding.One was aged 11-12. He was a flowergirl. The other was 15 and was a bridesmaid. No, not at the same wedding :).The flowergirl, it was in 1993, was a son of the brides friend. I newer found out...
    adamczukmonika adamczukmonika 31-35, T 1 Response Mar 25, 2012

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    Some Holiday (Part 2)

    Nan said it wasn't my fault but dad would be mad because I should have known better safety first I would soon find out .Carly said it's as much my fault as yours thanks but its my mess Clare said we are all to blame I gave them a cuddle.Dad called us in go and have a bath and put...
    dj47xxy dj47xxy 46-50, T Nov 20, 2013

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    Wanting To Be A Girl

    As punnishment i was a girl for the rest of my child hood. My mom went out and bought stuff for me. make up, dresses, panties, nail polish, jewlry and bras and bikinis i was a girl first my mom shooved panties and a bra on me i could not resist such a golden oppertunity to become...
    Morganward Morganward 46-50, M 5 Responses Apr 1, 2012

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    A Delayed Start (Part 1

    Everyone was packed ready for the holidays 2 weeks of luxury the twins had bought some new clothes I had just filled the tanks up when the phone rang.the customer who had order the lifting plates needed some heavy duty work doing I told him I was going away he said name your...
    dj47xxy dj47xxy 46-50, T Nov 21, 2013

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    Pain And Happiness (Part 1)

    I loved being a teacher but sometimes it got me down especially when i was tired but still had to do night school by the time i got home the twins would be a sleep.While waiting for the evening classes to start i took time to get ready for parents evening which would be on Friday...
    dj47xxy dj47xxy 46-50, T 2 Responses Nov 30, 2013

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    Our Stepson In Panties

    My stepson was 11 when we suspected he had an allergy to cotton and 13 when we confirmed it. I didn't know what to do except to start him wearing his sister's nylon panties.  He has worn panties since and this has stopped the terrible rashes.  I learned after that there are...
    graine graine 26-30, F 2 Responses Sep 24, 2012

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    Boys Wearing "girls" Clothing

    I enjoy seeing boys wearing "girls"clothing. Sociaty has the opinion that girls wear a specific type of clothing and boys must wear a specific tye of clothing. Who is anyone to tell anyone else what there child can and can not wear. as a boy I enjoyed wearing "girly" clothes...
    j22776 j22776 31-35, M 1 Response Jan 12, 2013

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    Raised As A Girl

    from as far back as i can remember i was dressed as a girl i am now 34 . i was sent to scholl as a girl from the first day of kindergarden through high school . the day before junior high i was taken to the nail salon to get my nails done till this day they are still kept done i...
    aaronj149 aaronj149 31-35 16 Responses Feb 16, 2013

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    Better Late Than Never

    I never was dressed as a girl growing up, not even for halloween. At age 42 I took a early buyout from work and became an instant couch potato. Even criticizing my wife Judy about her hpousework. After a big arguement she dared me to traded places for a week. I regretted taking...
    aladyat42 aladyat42 41-45, M May 2, 2011

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    A New Body (Part 2)

    We sat in my office I turned to Carl is there any think we can help you with yes he said when do I get breasts well when you see the doctor he will start you on hormone tablets,as you haven't reached puberty yet the rest of the transformation will be easier. Your mom will help...
    dj47xxy dj47xxy 46-50, T Nov 14, 2013

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    My Crossdressing Friend

    A few years ago I lived for a while with a boy who loved to dress in girl clothes. During the day he was a hairdresser and most of the time in that job he wore a black vinyl catsuit with pink lacings on the side, as well as high heeled platform shoes. But it was at clubbing...
    deleted deleted 26-30 1 Response Jul 31, 2012

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    Boy Flower Girl At Wedding

    Many years past when I was in college, I attended a friend's wedding. The bride's nephew and neice, a pair of twins (a boy and a girl) about 11 years old, participated as the ring bearer (the boy) and as flower girl (the girl). They were each...
    Sissylips Sissylips 66-70 21 Responses Aug 15, 2009

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    My Aunt And Me...

    From the time I was seven until when I was almost finished college, my aunt use to have me over to her house for a crossdressing weekend. This happened at least a dozen times. She lived in a different town and had a daughter about two years older than me. For whatever...
    jackyyy7 jackyyy7 46-50, M 7 Responses Feb 6, 2011

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