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Thread: Drab date in heels

  1. #26
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    Heather.......Good for you! I too enjoy wearing a pair of female jeans and a female top and 3 to 4 inch heeld boots as part of my "male" wardrobe. It adds a bit of fun to my otherwise dull male clothes...and no one seems to stare or notice. Keep doing it and let me know how its going

  2. #27
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    Quote Originally Posted by deebra View Post
    Heather I would like to hear from your wife and her thinking, you said she encourages you and wants you to become more daring, couldn't you being outed bring embarrassment to both of you. How far will you and her take it. However you both must enjoy shopping for girl things and her husband is starting to become her girl friend, of course as a CD I applaude her for this attitude.
    Deebra - My wife supports me and encourages me to "be me" and to do the things that I want to do. She certainly cares about being safe and relationships with neighbors and appearances for work. But she feels I should try doing the things that I dream about doing. We consider risks and are careful. She does, however, want us both to live life to the fullest and not have regrets that we did not do things that we wanted to do. She doesn't really care what other most people think. She has helped me step out of my conservative boundaries and enjoys new experiences together. She loves me as a man, but also really likes that she has a partner who has a feminine side. She enjoys when I dress as a female. She sees me as beautiful with makeup and a dress and 5 inch heels.

    How far will we take it is is not a goal or limit we have set. We try to enjoy what we do for our todays and plan to do new things for our tomorrows. She likes the challenge of expanding my drab attire with some heels and boots. Maybe I will try more. She likes when we go out together when I dress as a female. We have fun. We both feel that my crossdressing is something intimate between us which has enhanced our relationship. I am fortunate.

  3. #28
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    It is great to hear others walk on high heel in the male mode!
    I love the look and feel of heels too!
    Several months ago, I did manage to get up the guts to fly in male mode but with longer flare jeans and 6" wedge heels.
    It feels so nice!

  4. #29
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    Nikki - I am glad to hear of your experience flying. I know what you mean. The thought of wearing heels dressed as a guy and was really attractive but I was simply afraid to try. I am fortunate that I was urged to go for it. Seems simple but it was very threatening. I was scared that someone might notice - that everyone might notice. I had butterflies getting out of my car and walking into a crowded Petsmart. I thought everyone was watching me - a guy in jeans who was wearing women's heeled booties. I walked in, walked around the store, had some associates ask if I needed help picked up dog food, waited in line between 3 or 4 women who were wearing similar boots - an no one seemed to notice. No one really cared. I felt great. Same in Walmart. I felt more confident and even began to hope that someone might notice and comment. At Nine West, I enjoyed looking at myself in the mirror. I am convinced that I will continue to wear my feminine shoes and heels discretely in male attire and not so discretely when dressed in female mode. It does feel so nice.

  5. #30
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    Heather my everyday look is girls jeans, shoes, t shirts or more femme cut tops.
    My hair is past my shoulders and I do use hot rollers sometime to give it some loose curls.
    Some times I'll wear one of my wigs and very light make up.You can still tell I'm a guy and that is 50/50 mode.
    Had boobs on in this pic but don't always have boobs you get the picture.
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  6. #31
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    So you're saying that you weren't mocked by everyone you met? Or alerted to how you're setting all trans people back 100 years by not trying to present as female?

    Huh. Fascinating.

  7. #32
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    Thanks Tracii. I love your look. Long hair (which is very common for men today) and a cute outfit that would fit male or female. Of course the breasts are apparent, but I do like your 50/50 style. Your very light make up is not visible which sort of confirms that it is very light. Thanks for sharing some great ideas. I think your style is awesome.

    Quote Originally Posted by SabrinaEmily View Post
    So you're saying that you weren't mocked by everyone you met? Or alerted to how you're setting all trans people back 100 years by not trying to present as female?

    Huh. Fascinating.
    Sabrina - No one mocked me and I think that maybe I set the trans cause back by only 20 years by wearing a pair of Clark boots with my male jeans. I didn't know the rules said that we had to always try to present as a female.

    Sorry if you are offended by someone who discretely wears a pair of women's boots. Thanks for letting me know that I set all trans people (including myself) back 100 years because I did not try to present fully as a female. I am fascinated to learn that there is a scale - 100 negative years for walking around enjoying myself in female shoes. Hmmmm. What would I have set the trans cause back by instead trying to present as a full female and if people mocked me because they could tell I was really a male or because they thought I was ugly or dressed ugly?

    I think a lot of people do not or cannot dress in full female attire without harming the trans cause. Do people on this site who only wear panties or bras set the cause back? How about people who wear a female bracelet or a pair of female earrings in drab? Nail polish? What if we are obviously very tall and cannot pass? Or too muscular? What if we can't wear makeup? I just don't think we all can look and dress like Kim Kardashian - and many don't try to - and we still don't set the cause back 100 years as you suggest.

    Sorry that I don't agree with you. I think the "trans people", including myself, would be further advanced if we confidently express ourselves in attire we feel to be appropriate for where we happen to be and not worry so much about what other people think.
    Last edited by Lorileah; 01-09-2014 at 12:50 AM. Reason: merged posts. Please use the edit button . Saves space :)

  8. #33
    Senior Member Daphne Renee's Avatar
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    I think its great that you are enjoying yourself. Its gets repeated so often be who you are. Dont worry about what others think. Glad to hear your doing just that.
    New facebook page feel free to add me as a friend. http://www.facebook.com/?ref=tn_tnmn...00003349942987

  9. #34
    Silver Member Majella St Gerard's Avatar
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    I mix and match all the time and even when I do dress all the way, I don't wear a wig or try to present myself as a woman. That's me and that's my style, I like it, my wife likes it and I get a lot of positive feed back from people know and even from people I just meet. I always have something femme on that is noticeable, my nails are always painted and I usually have on a little eye make up. I didn't know there were rules on how to dress, I didn't get a copy.

  10. #35
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    Quote Originally Posted by heatherdress View Post
    Thanks Tracii. I love your look. Long hair (which is very common for men today) and a cute outfit that would fit male or female. Of course the breasts are apparent, but I do like your 50/50 style. Your very light make up is not visible which sort of confirms that it is very light. Thanks for sharing some great ideas. I think your style is awesome.



    Sabrina - No one mocked me and I think that maybe I set the trans cause back by only 20 years by wearing a pair of Clark boots with my male jeans. I didn't know the rules said that we had to always try to present as a female.

    Sorry if you are offended by someone who discretely wears a pair of women's boots. Thanks for letting me know that I set all trans people (including myself) back 100 years because I did not try to present fully as a female. I am fascinated to learn that there is a scale - 100 negative years for walking around enjoying myself in female shoes. Hmmmm. What would I have set the trans cause back by instead trying to present as a full female and if people mocked me because they could tell I was really a male or because they thought I was ugly or dressed ugly?

    I think a lot of people do not or cannot dress in full female attire without harming the trans cause. Do people on this site who only wear panties or bras set the cause back? How about people who wear a female bracelet or a pair of female earrings in drab? Nail polish? What if we are obviously very tall and cannot pass? Or too muscular? What if we can't wear makeup? I just don't think we all can look and dress like Kim Kardashian - and many don't try to - and we still don't set the cause back 100 years as you suggest.

    Sorry that I don't agree with you. I think the "trans people", including myself, would be further advanced if we confidently express ourselves in attire we feel to be appropriate for where we happen to be and not worry so much about what other people think.
    Whoa, hold on! I was being sarcastic, and apparently it didn't come across. Sorry for the confusion.

    In fact, I think it's complete nonsense to insist that everyone should be, as some members say, "fully dressed" if they're wearing any visible articles of women's clothing. I'm all for everyone presenting how they'd like to, within decency. Also, I'm not surprised no one mocked you -- usually no one does.

    I also don't believe anyone gets automatically enlisted to fight for any so-called cause because of who they are. I certainly don't think that one person wearing high-heeled boots while otherwise presenting as male is setting this alleged cause back 100 years, or, for that matter, at all. If anything, they're moving it forward...well, a minute or so. But every bit helps.

    I'm definitely on your side on this one. Sorry that wasn't clear.

  11. #36
    Christi Sparks
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    Hi Heather, I am glad you are enjoying your lifestyle and have a wife that supports you in it. You could not ask for much more. I myself do the same thing and my dressing actually started out as a shoe fetish. I simply had to wear women's shoes, but not heels. The everyday shoes women wear was what I wanted to. So I bought booties and boots 2-3in high, block heels, wedge sandals and even shiny dansko clogs. I do wear women's shoes to go out shopping, going to the post office and running errands. If they are more feminine I usually pair them with wide leg jeans. Christi

  12. #37
    Member Toronto Kristen's Avatar
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    I read this thread with a lot of interest. Yesterday, I went shopping in a local thrift shop while wearing women's jeans and a women's sweater. Unfortunately, I do not have the shoes that would have been right for walking in the slush and ice around the shop. I am going to do a bit of shopping today to rectify that problem.

    To pick up on Sabrina's comment, I believe that being able to comfortably, and without fear, go out in public while wearing one or more pieces of women's clothing and shoes will help move the process of acceptance forward.

  13. #38
    Junior Member Sabrina1013's Avatar
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    I might have to go get myself some cute little boots for when I'm drab. I always wore long pants anyways so nothing would really look outta place

  14. #39
    Jackie njcddresser's Avatar
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    I've been mixing my wardrobe more and more. I've recently picked up two pairs of great women's jeans that I've been wearing out regularly.

    In fact I just got home from a lunch date with my wife where I owe a pair of my lady jeans with my new boots. The boots are gorgeous and have 3" heels. Heading to get my nails done shortly and will have them back on.

    I really love being a girl!!

  15. #40
    It is great to see all the other folks here who like mixing up their wardrobe. I have never really cared for boots or heels, but I love wearing ballet flats and mary-janes with my women's jeans or shorts. It is now just my eccentric style and is pretty much accepted by everyone who knows me. I'm a firm believer that the more we get out, the more our style will be accepted (or at least tolerated).

  16. #41
    Silver Member CynthiaD's Avatar
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    I love mixing obviously feminine things with my male wardrobe. It makes being in drab so much more bearable. I've tried many different variations. Slinky tops, embroidered jeans, red nail polish, all kinds of jewelry, open toed flats, and other stuff. The only thing that gets any attention is the red nail polish, but even that's rare.

    You go girl!

  17. #42
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    Heather, I don't think you should do that again...and just to make sure you don't, please send those boots to me J/K lol. But really...send the boots to me.

    I did this once with some short heeled Mary Janes. It was exhilarating. I just went to the store, got a few things and left. I did think everyone was looking at me, but there was only a couple people in the store anyways. I also wear female tops while shopping now...it's easy in the winter under my carhartt. And undies of course...haven't worn male underwear in years...

  18. #43
    Junior Member lisa_sf's Avatar
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    I, too, have started mixing up the footwear. I have some longer gal jeans, and this has become one of my fave combos....
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    luv,

    Lisa

  19. #44
    Junior Member Ruby John's Avatar
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    Take a look at http://www.hhplace.org/ The guys there wear fem shoes as guys all the time and will give you some new ideas. Ruby

  20. #45
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    I've worn femme pumps with 2inch heels under drab clothes many times when shopping and have never encountered as much as a single stare.

  21. #46
    loves to little spoon luca's Avatar
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    I think this would be such a cool thing to do, the third pair of boots are real cute by the way!

  22. #47
    Junior Member Julia NZ's Avatar
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    Instead of jeans try tailored or linen wide leg pants with your heels. Much more feminine in my opinion and my usual choice.

  23. #48
    Gold Member Maria in heels's Avatar
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    Heather...don't you just love the feeling? I have a pair of brown suede boots and I love going out in them too....

  24. #49
    Claire Claire Cook's Avatar
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    Thumbs up

    Quote Originally Posted by heatherdress View Post
    I think the "trans people", including myself, would be further advanced if we confidently express ourselves in attire we feel to be appropriate for where we happen to be and not worry so much about what other people think.
    Heather, I couldn't agree with you more. If we are confident and comfortable with how we express ourselves -- either partly or fully in femme mode -- I think others ('tho perhaps not everyone...) will start to be comfortable with it.

    While I generally don't wear heels (unless getting dressy for dinner), when not at work I do wear ladies' shorts, jeans or sweat pants in drab mode just because they are more comfy. Like others here, I've never have had a negative comment.
    [SIGPIC][/SIGPIC] Proud member of the Lacey Leigh Fan Club

  25. #50
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    Hi Heather, That sounds like a fun thing to try.
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