Crossdressing without even really knowing

[wildcard]

While having coffee with my coworker. We were just talking and I mentioned to her you know it's my 3 year anniversary of my car accident. She immediately said " Wow you have been wearing panties for 3 years now" Nothing how my wounds have healed or anything like that, right to underwear. She still thinks because of her I wear panties. I said " If you gave me a pair of grannies I wouldn't be in this mess" She reminded me she told me my wife might find them after I reassured her my wife doesn't go in my sock drawer. We joked around an reminisced how and why I wear them. She straight up asked me if my wife buys me matching bra and panty sets. I said" NO, I don't wear bras" She said I could tell her if I did. I told her I didn't and she hardly believed me. Then she said I probably have matching Bra,Panty and stocking sets and was smiling at me.

What a way to have morning coffee.

[JaniceNoyb]

It would be funnier if youwere wearing a matching bra and panty set With stockings and a garter belt (not that I have ever done that, of course )

[wildcard]

My coworker and I were at our afternoon break and she was showing my pictures of her vacation at Disney in Florida. She had a picture of male wearing bright shiny aqua green tights. She asked me if I had these colored tights. I told I only wear black and have a couple pairs of royal blue tights. She said I know you have them because I have seen you in them. Since we were on the topic of tights I asked her if she wanted a pair of Nodic Track leggings. I told her when my wife registered my treadmill they sent me 3 pairs of women's black leggings in 3 different sizes Med LG and XL. I told her I fit into the large and she can have the medium. She said why I don't wear the medium? I said I wouldn't fit into a women's medium. She replied you fit into women's medium thong panties. I said it's the length of them. She was sitting there smiling at me and asked me if I had panties on. I said yes if you must know. Then she said something to me. "I know you have been wearing pretty panties for 3 years, what's the sense of wearing them if you don't tell me?" I said OK if you ask I will tell you what color I'm wearing. I did give her the leggings and she said we should both wear them to work one day and be twins.

[wildcard]

If you have read my entries, you will know How and Why my coworker/friend know why I wear women's underwear. Even though every conversation we have concerning women's underwear she constantly reminds me it's my fault. Last weekend while I was at home she text me about work. I told her it's the weekend and let's not talk about work. Out of the blue she asked me am I wearing panties and are they bunched up. I actually had a new pair of Jockeys on an sent her a picture of the tag. She replied back "ooo Smooth and Shine Lace" with a bunch a happy emojis. Monday morning break her 1st question was " How are your new panties?" That's how I started my work week.

[wildcard]

Last week I was at work checking my personal email at work on my phone and I opened and email from Jockey. I'm guessing since I purchased a few pairs of thongs panties, it was letting me know there was sale on previously viewed ones and clicked on the website link. Low and be hold who sticks her head into my cubical. My friend pops her head in asks if I want to grab a coffee. Not wanting to miss a good deal I told her give me 10 minutes I had to finish up something. She looks at my computer and it had a screen saver and noticed I was pointing my phone screen down. She starts badgering what I was doing. I show her my phone. She is awed and said that's a good deal. I told her my wife must of viewed a bunch of different ones before she purchased my new ones. She took my phone and added a 8 pairs of thong panties to my cart. (They were $2.99-$3.99.) She click paypal and since it recognized my device it went though and she hand me back my phone.. She said "done let's get coffee" I was what did you do? She ordered some lace ones and some lace trimmed ones . While we were getting coffee she explained my wife thinks I like wearing panties so I bought more and she order duplicates of some because I owe her some. Since we wear the same size I can bring them in when they arrive.

[wildcard]

I got a bunch of new Jockey thongs in the mail that my friend ordered. Probably the best deal out there.

[wildcard]

Just a quick chuckle. We were having coffee and I was telling her that all I own are thongs and g-strings. No briefs, bikinis, boxers and I have to wear thongs to the doctor's office. She asked " What size are you?" I replied quickly "6" She replied " uhmm I meant in mens, I was going to buy you some men's briefs for the doctor's office" Then she said " You must really have a lot of panties" It was funny I just blurted out 6 so naturally and we were both laughing.

[wildcard]

The Mrs. purchased me a few pairs of women's leggings and tights for cold weather running. I didn't ask why she did, I just tried them on and she picked the correct size.

[wildcard]

While having coffee with my coworker, we were just having a "normal " conversation and she just asked out of the blue. "What color panties are you wearing" I replied " my blue Jockeys" She showed me her blue lace waist band and said " like these?" I replied "yes" and had to prove it to her. "yes we are twins today" She was telling me how comfortable they are and what a great deal they were. I told her they are still on sale if she wanted to more. She ask how many pairs of Jockey panties I got and I actually couldn't give her a number. So I said 10-16 pairs and she asked if I could give her a couple more of the same style we had on. I said "no" She put on her pouty face. I said " fine I'll see what I can do"

1st Time a girl has ever asked for my underwear

[wildcard]

Since my wife purchased me a few pairs of women's yoga leggings, I have been wearing them mostly while running errands. A few of them are the scrunch butt ones that have a crease on the rear. When wearing them I try to wear a longer shirt to cover up a little. A couple pairs even have pockets for my cellphone. She did buy me a pair of women's pull on jeans, they look like skinny jeans, but are leggings. Fake zipper and front pockets. She knows, I like wearing tights and leggings and thought I could wear these to work.

[wildcard]

Ever since my wife got me more leggings, I have been wearing them out to the casino on the weekends. We actually stopped in there one Sunday afternoon to see her friend while running an errand in the area. I was just my leggings not expecting to go into a crowded place. My wife told me not to worry we just needed to run in and out. Well one thing let to another and we spent 6 hours there and won a few dollars. Now she says I win wearing my tights and they have been a goto outfit for the weekends. This past weekend I was wearing a pair of Leohex shiny tights and we double dated with my best friend his wife. My friend's wife could not keep her hands off my tights. She said they were so shiny and smooth. I can't believe i'm wearing them in such a crowded area.

[blackfive]

Similar. Started wearing some female style for kink reasons. So much more comfortable it became the norm about 40 years ago. The sad part, society is still too rigid with dress code views of normality.

[wildcard]

Lately I have been wearing leggings and tights as pants. Recently I bought a couple pairs of men's compression pant AKA tights. I wore them and showed my wife and she dislike how ill fitting they were. The butt looks like a pair of jeans. Needless to say they are going to be used for like yardwork or something if they get ruined I wouldn't care. I mainly wear women's and I have a few pair of old men's Nike. I've been reading other forums and was wondering. If you wear women's leggings are you a crossdresser? On other forums guys are making excuses for wearing them, but truth of the matter is they are women's leggings right?

[JaniceNoyb]

My wife really likes leggings and has several pair. She likes wearing them under skirts or long tops. The closest things I have worn are running or cycling tights, and then only for running or cycling. I don’t think I would wear them out in public otherwise. I will also wear women’s ballet tights under my running or cycling shorts some times when the temp is in the mid 50s; a little too cold for bare legs but too warm for the cycling or running tights which are quite a bit thicker.

When I want to wear girlie clothes, I’ll wear stockings or pantyhose under my skirt, but I don’t go out in public like that because I’m chicken and cannot pass as a woman.

[cgwm]

My wife really likes leggings and has several pair. She likes wearing them under skirts or long tops. The closest things I have worn are running or cycling tights, and then only for running or cycling. I don’t think I would wear them out in public otherwise...

When I want to wear girlie clothes, I’ll wear stockings or pantyhose under my skirt, but I don’t go out in public like that because I’m chicken and cannot pass as a woman.

For the leggings: It always depends on what kind of leggings they are. If they are not too crazy in colors or too much pattern wise, why shouldn't you wear them outside?

It took me quite a while to get to that point, but currently i am walking to a friends place once every week for work and the last months i always wore leggings (either more winter tights, but in blue or burgundy) or even some patterned ones, and i come across quite a few people on my walk. Of course they could think i am going for sports since i wear a backpack as well, but hey. Its a piece of clothing, nothing more.

And as long as they do not have the sheer / see through parts or even lace, its completely fine for me.

Would be interesting to know why you think you wouldn't wear them.

And regarding the second part: It's always the question if you want/need to pass as a woman. As written in another post about the high heels: I would never ever pass as a woman, just because of the body form. But thats not my intention anyways. I want to still be recognised as a man. I just want to wear what i like without pretending to be somebody else.

[cgwm]

hey,

Lately I have been wearing leggings and tights as pants. Recently I bought a couple pairs of men's compression pant AKA tights. I wore them and showed my wife and she dislike how ill fitting they were. The butt looks like a pair of jeans. Needless to say they are going to be used for like yardwork or something if they get ruined I wouldn't care. I mainly wear women's and I have a few pair of old men's Nike. I've been reading other forums and was wondering. If you wear women's leggings are you a crossdresser? On other forums guys are making excuses for wearing them, but truth of the matter is they are women's leggings right?

yeah, thats what i dislike about "mens" pants/leggings. They are by far not as good fitting as the female versions. Thats why i definitely prefer both the womens leggings and jeans.

About the crossdressing part: If you would have the same leggings for men and women (and i am not talking about unisex versions), would you count this as cross dressing? I don't think so, because its a "mens" pants, right?
So regarding the leggings: What is the main difference? Only the cut to make sure, you have enough space in front for your private parts (forgetting about the scrunch leggings for a moment). And this tiny difference make it for being a crossdresser or not?
Are women who wear mostly male annotated clothing crossdressers as well?

why do we care so much about finding / using a word for just liking some other clothing than most of the people?
I always wait for the moment somebody tells me i would wear "womens" leggings, when walking around outside. Because then i would just tell them: I wear them, so they have to be mens leggings... (but so far nobody ever asked / talked to me about that).

So lets just forget about that classification, go for it. What do you have to lose?

[JaniceNoyb]

When I want to wear girlie clothes, I’ll wear stockings or pantyhose under my skirt, but I don’t go out in public like that because I’m chicken and cannot pass as a woman.

Would be interesting to know why you think you wouldn't wear them.

And regarding the second part: It's always the question if you want/need to pass as a woman. As written in another post about the high heels: I would never ever pass as a woman, just because of the body form. But thats not my intention anyways. I want to still be recognised as a man. I just want to wear what i like without pretending to be somebody else.

Hello CGWM,
I would not feel comfortable going out in public in women's clothing; I'm just stuck in the closet too far. I have seen a few trans-women out and about and they seem to be accepted, but as I mentioned earlier, I'm just afraid to do it. I'm not trans; I just like to dress up. Mostly, I wouldn't wear leggings because I don't think they would be fun to wear. I'll wear tights for running or cycling when it's chilly outside- I'll probably wear them this morning.

[wildcard]

My friend has had radiation treatment for her breast cancer. She was telling me that her boob was like sunburnt and can't event wear a bra. I was joking around and told her I could lend her a cupless bra. She asked me if I had a matching bra and panty set. I've told her many times I do not wear bras and she truly didn't believe me. When she return to work I gave her a hug and she was feeling my back for a bra strap. She has stopped by my office a couples times to asked to go for coffee and rubbed my back to check.


Lately I have been living in leggings and tights. But my go to pair are Spanx Faux leather ones. I wear them to the casino all the time and my buddy's wife said I look really good in them.

[JaniceNoyb]

Maybe you should wear a bra to work just to amuse your friend. Of course, they're pretty much impossible to hide under a dress shirt, and unless you're Down Under, it's too hot to wear a loose sweater....

[wildcard]

This past weekend my wife and I joined my best friend and his wife for an overnight at a(big) casino a couple hours away. As my wife was packing the overnight bag, I was getting dressed and was going to wear a golf shirt and shorts. My wife asked why I wasn't wearing my new pair of Spanx faux leather leggings. I explained that I would be too nervous in a big place with thousands of people. She pulled them out and a nice pair of black thong panties and an athletic shirt. What the hell why not I thought to myself. I gave her my shorts to pack in the overnight bag. We had a great time, my buddy made a couple comments. But his wife and I sat a the bar for a few and talked. She actually like the material and tugged on them and couldn't believe how snug and stretchy they were. We gambled and drank until the late hours of the night. Then next morning as we were getting I look into the overnight bag for my shorts and only find my black shiny Leohex tights and lace thong panties. I asked my wife where my shorts were. She said on the bed at home. Needless to say I spent the day in tights (as pants) at the casino. We had a good time, it would of been better if we won money though.