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I Like to See Boys Dressed Up As Girls

Personal Stories, Advice, and Support 1,733 People

    No Adverse Effects - I wore dresses as a young boy (ages 12 to 16) and did not suffer any adverse effects from said experiences. I did however reach a new accord with what women...
    Melodie13 Melodie13 61-65, M 4 Responses Nov 7, 2010

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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...
    jackyyy7 jackyyy7 46-50, M 8 Responses Feb 6, 2011

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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...
    dj47xxy dj47xxy 46-50, T Oct 31, 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...
    marykwitecontwary marykwitecontwary 46-50, F 19 Responses Apr 6, 2012

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    Childhoods Experiences - My older sister used to dress me up in girls clothes. I didn't think anything of it at the time other than to enjoy the attention but  now that I am a...
    3PeeOh 3PeeOh 56-60, M 3 Responses May 26, 2011

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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...
    aaronj149 aaronj149 31-35 16 Responses Feb 16, 2013

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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...
    dj47xxy dj47xxy 46-50, T Nov 10, 2013

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    First Day - Carly and Clare put their new uniforms on and came downstairs for breakfast they looked very smart I asked did they want a lift or did they want to go on the bus can we...
    dj47xxy dj47xxy 46-50, T Nov 28, 2013

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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...
    dj47xxy dj47xxy 46-50, T Nov 24, 2013

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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...
    dj47xxy dj47xxy 46-50, T Nov 20, 2013

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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...
    MikeHarris MikeHarris 18-21, M 7 Responses Jan 11, 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...
    Morganward Morganward 46-50, M 5 Responses Apr 1, 2012

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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...
    graine graine 26-30, F 3 Responses Sep 24, 2012

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    Life It Can Be ? (Part 3) - Lorraine sent the boy to phone for the emergency services while she assessed his injuries if you can cut through that he might keep his arm I set...
    dj47xxy dj47xxy 46-50, T Nov 27, 2013

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    Spring Break (Part 3) - I must of blacked out because when i opened my eyes Ann Marie and dad were standing over me how are the children lorraines gone in the ambulance they both...
    dj47xxy dj47xxy 46-50, T Nov 11, 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...
    littlegirlmadison littlegirlmadison 18-21, M 4 Responses Nov 1, 2009

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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...
    dj47xxy dj47xxy 46-50, T Nov 7, 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...
    dj47xxy dj47xxy 46-50, T Nov 12, 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...
    dj47xxy dj47xxy 46-50, T Nov 29, 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...
    RobinLeade RobinLeade 22-25 2 Responses Aug 20, 2011

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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...
    littlegirlmadison littlegirlmadison 18-21, M 2 Responses Nov 1, 2009

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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...
    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...
    dj47xxy dj47xxy 46-50, T 2 Responses Nov 30, 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...
    aladyat42 aladyat42 41-45, M May 2, 2011

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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...
    dj47xxy dj47xxy 46-50, T Nov 3, 2013

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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...
    dj47xxy dj47xxy 46-50, T Nov 22, 2013

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    Baby Girl Wannabe - I also like to see boys dresses as little girls. I especially like to see sissy boys. I think I like this because when I was young I was always interested in...
    diapersissie diapersissie 56-60, M 7 Responses May 23, 2010

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    I Never Thought It Was A Bad Thing - i was dressed like a girl and played with like one. Thanks Daddy :)
    weasel776 weasel776 46-50, M Oct 30, 2009

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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...
    dj47xxy dj47xxy 46-50, T Nov 21, 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...
    dj47xxy dj47xxy 46-50, T Nov 17, 2013

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    Have My Boys Dressed - Since my boy was born i have had him dressed as a girl and boys clothes. as he got older i encouraged and let his girl cousins dress him as a girl. the...
    stryker903 stryker903 36-40, M 6 Responses Jun 12, 2011

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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...
    Sissylips Sissylips 66-70 21 Responses Aug 15, 2009

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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...
    dj47xxy dj47xxy 46-50, T Nov 20, 2013

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    A Chance Encounter (Part 2) - Mom there's two soldiers here asking for you she came out of the kitchen and then saw us what came next was unexpected.You've got a cheek coming here...
    dj47xxy dj47xxy 46-50, T Oct 29, 2013

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    It Was Going To Be Hard (Part 2) - I took the twins home they cried all the way nan said what's happened so I told her she undressed them and put some soothing cream on their poor...
    dj47xxy dj47xxy 46-50, T Nov 18, 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...
    NathanielPantied NathanielPantied 46-50, M 3 Responses Oct 18, 2011

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    Pain And Happiness (Part 2) - I explained to the head that Lorraine would be coming to the parents evening she had just arrived back in the UK but it's a surprise for the twins i...
    dj47xxy dj47xxy 46-50, T Dec 1, 2013

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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...
    dlferris2012 dlferris2012 66-70, M 1 Response Mar 20, 2011

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    Flower Boy? - My sister got married at 21. I was 8. Think of the potential. What if the flower girl had gotten sick? As it was, all men had to leave the house so that the girls...
    BrendaCDusa2000 BrendaCDusa2000 56-60, T 10 Responses Jul 1, 2013

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    How I Became A Girl - I want to tell the short side of how i am a girl today ...I have two sisters they were 17 and 15 and i was almost 13 when this all started my sisters went to...
    Msjennifersimons Msjennifersimons 22-25, F 2 Responses Jul 21, 2012

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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...
    dj47xxy dj47xxy 46-50, T Nov 14, 2013

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    Life It Can Be ? (Part 1) - We had been back home a week the holiday was great everyone enjoyed themselves except for me having spoken to my aunt my bone density wouldn't be a...
    dj47xxy dj47xxy 46-50, T Nov 26, 2013

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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...
    tightskins tightskins 22-25, M 4 Responses Jan 1, 2012

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    Getting Ready - On Wednesday all the staff were in getting ready for the new intake of pupils the head gave her usual speech about her expectations and that if any pupil is caught...
    dj47xxy dj47xxy 46-50, T Nov 28, 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...
    VanSiamese VanSiamese 26-30, F 20 Responses Feb 2, 2012

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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...
    dj47xxy dj47xxy 46-50, T Nov 4, 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...
    clarehair clarehair 41-45 4 Responses Jul 8, 2012

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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...
    dj47xxy dj47xxy 46-50, T Nov 26, 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...
    deleted deleted 26-30 1 Response Jul 31, 2012

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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...
    betty3100 betty3100 51-55, T 3 Responses Mar 6, 2011

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