Why Do We Crossdress

I don't know. I grew up like the typical suburban 60's kid, bikes, baseball, football, fishing hunting, etc. Was sexually excited very early in my life. Voracious reader, learned of all sorts of sexual fantasies and kinks, and embraced them all. I was fucking girls and fantasizing about straight and gay sex. When I had my first male experience, I had only minor exposure to cross-dressing, but he dressed me and it excited me both because it excited me and it excited him. Through this I found that girly side of my personality and let her out. So, I know it excites me and I have a strong feminine side that I like, but why that is, I just don't know.
 
I don't know. I grew up like the typical suburban 60's kid, bikes, baseball, football, fishing hunting, etc. Was sexually excited very early in my life. Voracious reader, learned of all sorts of sexual fantasies and kinks, and embraced them all. I was fucking girls and fantasizing about straight and gay sex. When I had my first male experience, I had only minor exposure to cross-dressing, but he dressed me and it excited me both because it excited me and it excited him. Through this I found that girly side of my personality and let her out. So, I know it excites me and I have a strong feminine side that I like, but why that is, I just don't know.
Sometimes it's best to just enjoy and not think about why. I stopped wondering why a long time ago and just embraced it.
Then one day as I was putting on the finishing touches looking in a full-length mirror That's when the "why" hit me. I do it because It's so much fun and I like doing it. Picking out what I'm going to wear, matching my makeup, shoes and jewelry to the outfit I chose. When I'm done, I love the way I look. I adore being so intimately in touch with my feminine side.
 
Sometimes it's best to just enjoy and not think about why. I stopped wondering why a long time ago and just embraced it.
Then one day as I was putting on the finishing touches looking in a full-length mirror That's when the "why" hit me. I do it because It's so much fun and I like doing it. Picking out what I'm going to wear, matching my makeup, shoes and jewelry to the outfit I chose. When I'm done, I love the way I look. I adore being so intimately in touch with my feminine side.
I think this explains my love of crossdressing best.
 
Sometimes it's best to just enjoy and not think about why. I stopped wondering why a long time ago and just embraced it.
Then one day as I was putting on the finishing touches looking in a full-length mirror That's when the "why" hit me. I do it because It's so much fun and I like doing it. Picking out what I'm going to wear, matching my makeup, shoes and jewelry to the outfit I chose. When I'm done, I love the way I look. I adore being so intimately in touch with my feminine side.
Totally agree, this is something that never really occurred to me. I love the advance planning of a session, maybe buying something new to wear and how will my dressing session pan out. Those thoughts keep me on edge long before the actual event but just makes things so much more enjoyable when they eventually happen. I just love the whole experience from planning, dressing, enjoying the look and feel of the outfits then playing and being Sarah for a few precious hours of freedom.
 
Let's talk Bridgerton! I love the gowns the girls wear but, for some reason, Penelope's quirky outfits are the most attractive for me. That and she is so darn cute with that red hair. Anyway, I'd love to be able to wear her stuff.
 
Since being on this site it would seem I am far from being alone with my fetish or as some would say my occasional hobby of wearing womens clothes, cross dressing, transvestite or whatever label the world deems appropriate. I am just curious as to why others do the same and perhaps what drives us to it. In reality I would like confirmation that I am not alone with my fetish. Feel free to elaborate.
Well let’s see, I love the way the clothes feel on my skin, I am more comfy in women’s clothes. When I wear my guy stuff it feels boring. Then of course the bonus is being with a guy while dressed!
 
Well let’s see, I love the way the clothes feel on my skin, I am more comfy in women’s clothes. When I wear my guy stuff it feels boring. Then of course the bonus is being with a guy while dressed!
Glad you like the way they feel as that is exactly the same reason that started it all off me. The feeling on my skin was like nothing else I had ever felt when wearing guy clothing. As the years went by that feeling became more and more erotic and exciting. Glad that it pushes all the buttons for you.;)
 
Totally agree, this is something that never really occurred to me. I love the advance planning of a session, maybe buying something new to wear and how will my dressing session pan out. Those thoughts keep me on edge long before the actual event but just makes things so much more enjoyable when they eventually happen. I just love the whole experience from planning, dressing, enjoying the look and feel of the outfits then playing and being Sarah for a few precious hours of freedom.
Me too!
 
Sissy panties are as close as I get these days but these are for comfort and not feminine eroticism. Still shopping so I might find something. The folks that made these have a more feminine style too but I don’t like it. It has a ruched back which would be sissy but not for me. Do any sissies were ruched panties?

https://www.***********/scl/fi/cvji...182.HEIC?rlkey=4he8gcgp3xjvvyuhaeszlq549&dl=0
 
I have always loved the feeling of wearing lingerie and how it feels against my skin and then wearing a short tight dress and oh god nothing feels makes you feel so sexy wearing high heels and checking out my figure in the mirror I love it
 

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I have always loved the feeling of wearing lingerie and how it feels against my skin and then wearing a short tight dress and oh god nothing feels makes you feel so sexy wearing high heels and checking out my figure in the mirror I love it
You look sexy as hell. Your right! Heels add a special feel of hotness
 
I tried dressing up because i was looking at sissy and tranny porn. I wanted to become them so I bought a cheap garter belt, thigh highs and panties. Once I had them on i was so aroused. Alone in a hotel room I masturbated so much my emissions were dry. I discovered a lot of guys enjoyed me wearing lingerie when I serviced them. It made me feel very slutty and submissive and I loved being in that mental state. Plus i just love the feel of the soft fabric against my sensitive skin
 
I wear my knickers because they are incredibly comfortable (much more so than any men's styles I've ever worn) and they are very pretty (which I absolutely love).

"Women's" underwear has way more choice of styles and different cuts than "men's" and is so much more fun to shop for. I really don't care what anyone else thinks, it's 2024 and I'll wear whatever I damn well please!

The expectation that men should only wear dull clothes whilst women should wear interesting and pretty clothes is purely cultural and in fact has only existed in Western culture since the "Great Male Renunciation" of the 18th century before which "men's" clothes were every bit as pretty and sexy as "women's". I think it's time for this particular western cultural 'norm' to be swept away by a tsunami of knickers, stockings, skirts, and whatever else anyone wants to wear.
 
I have always loved the feeling of wearing lingerie and how it feels against my skin and then wearing a short tight dress and oh god nothing feels makes you feel so sexy wearing high heels and checking out my figure in the mirror I love it
My girlfriend got me to do it and I looked more female than male since the first time. My sister always said I would make a better woman than a man. I was made this way.
 
My older sister dressed me at a young age and I was hooked from day one. I enjoy every aspect of being dressed. I love lingerie,stockings and heels. I also enjoy being a lady (slut) Ladies clothing is erotic,sensual,and sexy.
I enjoy the morning preparation of a shower and shaving,sitting at my vanity and applying make up and then dressing in panties, bra, garter belt,stocking,and heel.I love heels!
Quite frankly, men's attire is so damn boring!
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i agree totally.
 
I have always loved the feeling of wearing lingerie and how it feels against my skin and then wearing a short tight dress and oh god nothing feels makes you feel so sexy wearing high heels and checking out my figure in the mirror I love it
Pretty heels.
 
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