Comments on: How To Crossdress (Sneakily) https://www.myweekendshoes.com/2011/05/how-to-crossdress-sneakily/ Crossdressing, etc. Tue, 16 Sep 2025 17:59:02 +0000 hourly 1 https://wordpress.org/?v=6.9.4 By: Karley https://www.myweekendshoes.com/2011/05/how-to-crossdress-sneakily/#comment-229673 Tue, 16 Sep 2025 17:59:02 +0000 http://theletterd.webfactional.com/?p=18#comment-229673 Hi . I have to be sneaky about it. I’m an In the Closet Girl and sometimes the urge to be ………out there ………..is so strong!! I have to be a sneaky and go ………In Stealth Mode. During the day, it’s panties and cute girly socks under man stuff. For night drives, I dress in my girly outfits under size larger man stuff ……athletic shirts and shorts ………….head out of the neighborhood then later slip it off and be a pretty girl!!! Night- time can hide alot. I am aware of guys in big trucks niext to me checking out my legs.. Exciting!!! Once I took my dogs along. Dared myself to stop for gas and get out. Just a little and go. A guy approaches me from behind and says “hey lady…….” my dogs are up against the window showing a lot of teeth. He pivots and walks away.. ha ha …………. karley

]]> By: Morgan https://www.myweekendshoes.com/2011/05/how-to-crossdress-sneakily/#comment-185199 Tue, 26 Oct 2021 00:01:05 +0000 http://theletterd.webfactional.com/?p=18#comment-185199 I my version of sneakily crossdressed is UGG boots womens jeans non skinny ,and a hoodie … warmer months womens shorts T and womens Birkenstock sandals lucky for me I can wear women’s 42…

]]> By: Harrovianka https://www.myweekendshoes.com/2011/05/how-to-crossdress-sneakily/#comment-99205 Wed, 28 Aug 2019 19:16:23 +0000 http://theletterd.webfactional.com/?p=18#comment-99205 In reply to Pat Scales.

Thanks for this. Stealth crossdressing is becoming more fashionable in more than one sense of the word. De rigour for women why not for metrosexual men?

]]> By: Steff https://www.myweekendshoes.com/2011/05/how-to-crossdress-sneakily/#comment-94661 Sun, 02 Jul 2017 18:43:29 +0000 http://theletterd.webfactional.com/?p=18#comment-94661 Great site
I m out to my wife
She didnt know for 23 yrs
Shes been very supportive thiugh disappointed i kept from her
I agree with the stealth options and indulge the femme jeans and tops with the femme undergarments
This wirks well for me since i dont “feel” the make up part
Just wish i could wear herls out
Oh and i get my pedis with color since no
One sees that unless i want them too

]]> By: David https://www.myweekendshoes.com/2011/05/how-to-crossdress-sneakily/#comment-94448 Tue, 31 Jan 2017 12:33:11 +0000 http://theletterd.webfactional.com/?p=18#comment-94448 Thanks for advice I bought some skinny jeans to try in school from Walmart wish me luck

]]> By: Sandra https://www.myweekendshoes.com/2011/05/how-to-crossdress-sneakily/#comment-94411 Tue, 03 Jan 2017 15:58:47 +0000 http://theletterd.webfactional.com/?p=18#comment-94411 Hi Liz, your suggestions for how to cross dress sneakily are right on. I wear woman’s cloths all the time except when I have to wear a “uniform” for the male group that I’m a part of. At 72 my desire to cross dress has increased to the point where I avoid men’s cloths as much as possible.

My wife, who only tolerates my “gift” to a small degree, gave me a pair of men’s blue denim pants and two pair of men’s underwear for Christmas. I haven’t figured out how to return the pants yet for woman’s and I know that I won’t wear the underwear.

My goal for 2017 is to provide my wife with more information on cross dressing so she will be more likely to accept who I am.

Thanks for your site.

Sandra

]]> By: edit byrne https://www.myweekendshoes.com/2011/05/how-to-crossdress-sneakily/#comment-82678 Thu, 28 May 2015 11:11:00 +0000 http://theletterd.webfactional.com/?p=18#comment-82678 Got some nice tips thanks. I’ll be back soon.

]]> By: How to Crossdress… For real, this time! » MyWeekendShoes https://www.myweekendshoes.com/2011/05/how-to-crossdress-sneakily/#comment-8535 Sat, 19 Oct 2013 18:04:33 +0000 http://theletterd.webfactional.com/?p=18#comment-8535 […] Last time (my god, that was a long time ago) I talked a bit about hot to crossdress sneakily… This time… maybe it’s worth talking about how to actually do it, or at least, how to avoid the mistakes I made, and those that I see others make as well. […]

]]> By: Pat Scales https://www.myweekendshoes.com/2011/05/how-to-crossdress-sneakily/#comment-2318 Fri, 07 Jun 2013 18:36:18 +0000 http://theletterd.webfactional.com/?p=18#comment-2318 We have a lot in common. I have a great need to have some article of feminine attire on most of the time. I think that it is a subtle reminder and affirmation that I am a CD. I wear pantyhose and panties daily (except when I expect to see a doctor or expect to be in a locker room). More often than in the past I will go out without socks over my hose. The other night my wife and I went to a restaurant and the only table available with a good view was a high table with high stools. Under my slacks I had on sheer beige pantyhose and sitting up high on the stools there was no way it could be concealed. At first it kept me a bit on edge but after a while I had that ‘peaceful easy feeling’ that I get from wearing woman’s clothes.
Until recently all of my woman’s shoes were high heels. I recently picked up a black and brown pair of low heeled tassled woman’s loafers. Perhaps they are similar to men’s loafers but I know they are a ladies shoe and that is what matters.
Pat

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