Should you tell your mom if you're 13 and like dressing in her clothing and have done this since you were 6?

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Personally, if you want to convert your style to something similar of hers and if its appropriate,yes.

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I'm amother and yes of course if my son was dressing in my things I would want to know. And I would nip that bottom good, in order to break that habit.

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I used to dress in my mother's clothing all the time...then one day she walked in on me and was NOT happy about it. You should be honest with your mother though. If she's understanding, she might allow you to continue (no more sneaking!!) or buy you some clothes of your own that are simular to hers. If she isn't understanding, you'll probably get punished, but at least you won't grow up having a dishonest relationship with your mother.

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I started dressing up in my sister’s clothes when I was 4 or 5. When I was a teenager I dressed in my mother’s things. One day when I was 14 and home alone I dressed up… the whole nine yards, I thought I’d be alone for several hours so my transformation was complete. Girdle, bra, slip, stockings, dress, wig makeup, her highest heels. I’d get dressed up and just hang out, walk around the house wearing her heels. I walked into the kitchen and there she was. She was shocked; she grabbed my hand and dragged me upstairs yelling the whole time. She called me a homo, pretty boy… sissy, I was sick to my stomach and was sure that I was going to throw up at any time. She sat me at her vanity and redid my makeup, put earrings, necklace, rings, and bracelets. She handed me a pair of gloves and a purse, the only thing she said was here put this on, downstairs we went, she put one of her coats on me and dragged me to her car. I was crying. She said that she was going to “fix” this. When alone like that I’d dress in her dress up clothes… evening party wear type things, they were so femme, sexy and pretty. This was in the middle of a Saturday afternoon and there I was, in her car terrified dressed like a 35 year old woman out on the town. I used to pad her bra till the cup was full and wear her 4 inch heels. She drove downtown (Pittsburgh) to her favorite shoe store and told me to stop crying and get out; she made me walk in front of her so it would appear I was a young lady all alone walking downtown all dressed up. She made me try on high heels for about what seemed like for ever and walk around the store, she involved all the clerks in this show, she told them I was her son and she caught me and was teaching me a lesson. When we arrived home my older sister was there… more humiliation. I never dressed in that house again. I moved out when I was 17 and moved far away. I’m 47 now and live in Seattle. I only talk to her when one of my sisters calls me and begs me to call mom. The lesson she taught me was and will be life long… never trusts a woman, and I never will. I’m not gay, so I have been alone all my life. I dated in high school, my mother show one of these girls a picture she took that day and told her, what kind of freak I was. That got around school very quick. My life was hell. I guess what I’m trying to say is be careful who you decide to trust.

First answer by ID0408734927. Last edit by Neila222. Contributor trust: 1707 [recommend contributor]. Question popularity: 64 [recommend question]