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Submissive crossdresser needs advice


Lynnsie

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Hi. I've posted a couple gallery dick picks and a post or two, but still new here at tootimid. I'm a mature(52 yr old)

C/D or Transvestite( not sure) have been since my early teens. Always different growing up, I discovered much later on in life I'm a natural submissive. I'm celebrating 20 years of marriage next week, to a woman who has only known of my dressing for a few years. Shes been incredible in her openness and support since she learned of it. My point is, almost immediately I began wearing ladies panties and nighties to bed for  foreplay and then intercourse. As soon as I did, I relaxed, was a better lover. But I didnt want to initiate sex like usual. The wife is close to 200 lbs. But it's all in the baby maker hips and boobs. Shes tough and strong and beautiful and I was thrilled when she agreed to a little lite bondage play. The best night of sex I've  EVER had was when she jumped onto me in bed and really pinned me down. She loomed over me, smiling , Dark hair brushing my facebeneath. She was very clearly excited and fucked me like crazy multiple times. We have had anal play with toys regularly and shes very creative with my behind. But after we had purchased a strap on, it sat in a drawer for weeks without use. Then came an accident and a long recovery. My problem is this. Shes aware that I want her to peg me, yet shes not yet done so. Do u think that I've asked too much, or gone over some line? I love my lady and I am very ambitious in her oral pleasures and other wants yet she balks on this thing I've wanted for so long. Help!

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First off, I'm glad you opened up to her about a lot of your likes and desires. Dressing up in women's clothing is very liberating. I love to wear women's lingerie. I haven't told my wife I like to wear that stuff yet. I wear it when she's not around. Secondly, you may have asked for too much at once, but I understand a lot of what your saying. There are times in my relationship, in the bedroom of course, where I want my wife to be the man and me the woman. We grew up in more conservative, religious environments, so there is hesitation about opening up to her for me. You've taken more courageous steps than I have. You've opened up about a lot of stuff with her. I admire your courage for opening up to her. The only thing I can tell you is continue to be honest with your wife. See if there any preconceived thoughts she has about men and if anything you want is going against that. Also be patient. That's about the best I can do for advice. I hope she grants your wish. Have a good one and good luck. 

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Thanks for your honest reply, I've found that theres alot of good info to to be shared here at Tootimid, everyone's been fantastic. This has enabled me to be more at ease about the many questions I have about my own sexuality. Thanks again

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On here you can open up about things you normally wouldn't open up to other people. Even talking to people that say they deal with issues of sexuality oddly enough don't feel comfortable when you talk about sex and gender identity. To me, there's a reason you call it sexuality. As a man, we grow up thinking we need to be all masculine and manly and nailing all the girls. Society expects that of us. We might find we're interested in girls and have relationships and marriages with women but from time to time we might look at a porno or magazine and notice we think that guy is hot or we might look at a catalog and see a model wearing a night gown or a bra and panty set and we identify with her. One day you might try on women's lingerie or a dress and discover its you. Something inside you wants to be beautiful and yes the princess. It seems weird, confusing and wonderful all at the same time. I'm not going to lie, I'm male on the outside but on the inside I'm a freaky, submissive girly, girl wanting to be free. The only way to deal with it is to have a way you can share it and know it will be private from nosey, nosey looky loos. The site is awesome with great people needing to share their desires, fantasies and escapades. Remember take everything  day by day and live life.

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On 4/19/2019 at 8:57 PM, Andrew said:

On here you can open up about things you normally wouldn't open up to other people. Even talking to people that say they deal with issues of sexuality oddly enough don't feel comfortable when you talk about sex and gender identity. To me, there's a reason you call it sexuality. As a man, we grow up thinking we need to be all masculine and manly and nailing all the girls. Society expects that of us. We might find we're interested in girls and have relationships and marriages with women but from time to time we might look at a porno or magazine and notice we think that guy is hot or we might look at a catalog and see a model wearing a night gown or a bra and panty set and we identify with her. One day you might try on women's lingerie or a dress and discover its you. Something inside you wants to be beautiful and yes the princess. It seems weird, confusing and wonderful all at the same time. I'm not going to lie, I'm male on the outside but on the inside I'm a freaky, submissive girly, girl wanting to be free. The only way to deal with it is to have a way you can share it and know it will be private from nosey, nosey looky loos. The site is awesome with great people needing to share their desires, fantasies and escapades. Remember take everything  day by day and live life.

@Andrew totally love the feeling of ladies panties surrounding my balls and cock. Yes I have experienced that random moment when I was attracted to a guy and did oral

Live life !!

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1 hour ago, saltybear said:

@Andrew totally love the feeling of ladies panties surrounding my balls and cock. Yes I have experienced that random moment when I was attracted to a guy and did oral

Live life !!

It's wonderful slipping into some panties. I love wearing some stockings with my gown. Sometimes, I like wearing stockings with a nice bra and panty set. 

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1 hour ago, Andrew said:

It's wonderful slipping into some panties. I love wearing some stockings with my gown. Sometimes, I like wearing stockings with a nice bra and panty set. 

absolutely feel the sensual feeling on your ski.. gives me goose bumps thinking about it. like to hear more and maybe phone text?

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On 4/18/2019 at 6:52 PM, Andrew said:

First off, I'm glad you opened up to her about a lot of your likes and desires. Dressing up in women's clothing is very liberating. I love to wear women's lingerie. I haven't told my wife I like to wear that stuff yet. I wear it when she's not around. Secondly, you may have asked for too much at once, but I understand a lot of what your saying. There are times in my relationship, in the bedroom of course, where I want my wife to be the man and me the woman. We grew up in more conservative, religious environments, so there is hesitation about opening up to her for me. You've taken more courageous steps than I have. You've opened up about a lot of stuff with her. I admire your courage for opening up to her. The only thing I can tell you is continue to be honest with your wife. See if there any preconceived thoughts she has about men and if anything you want is going against that. Also be patient. That's about the best I can do for advice. I hope she grants your wish. Have a good one and good luck. 

Well said Andrew

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