Why Do We Crossdress

sarahlacycd1

Experienced
Joined
Apr 29, 2020
Posts
64
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.
 
For my own reasons it all started with wearing my mum's and elder sister's stockings then moving on to wearing their lingerie. There was something so sensual in sliding a pair of stockings over my legs like nothing I had ever felt before. Similar feelings of sensuality were evoked when trying on a nylon nightie which in turn brought on a most pleasant erection that naturally had to be relieved. From that point onwards the seeds were sown for a lifetime of lingerie wearing and closet dressing to experience the incredible sensual and emotional feelings that such dressing conjures up. There was no wanting to become a woman, transition or even bi-sexual tendencies in those days it was just done to enhance my solo activities.
These days my dressing has evolved to dresses, wigs and heels and when dressed I have to guiltily admit I now have bi tendencies that only seem to surface when dressed. I am still a closet dresser and enjoy it whenever I get some private time where I can fully relax and be Sarah for just a few hours at least. Thankfully those sensual feelings have never diminished over time, if anything they have increased.
 
Years ago I met an older, dominant man, who dressed me. It really turned me on, being sexy and feminine for him. I felt very vulnerable, weak, and submissive. I've been hooked on it ever since.
I love feeling sexy and girly, and I like the way I look when I'm dressed. I especially love getting all dolled up and going to the club, or performing in drag. And of course getting fucked in panties and heels.
 
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...
The reason that you want to do this is because at some level you know guys are really turned on by the female form. Your cross dressing helps get cocks in your mouth and helps to get hard dicks pumping your ass, and that's what you want.
 
I dress because that is who I am. My male persona is my disguise and I only feel myself when in girl mode.

Porn might have shown me enticing examples of what could be for someone born male who wasn't male on the inside when I was younger, but it was more of a comfort than a fetish, I guess. It took me much longer to realize that I have gender preference (not into men or masculinity), but enjoy all bits below the waist.

Getting to grips currently with the possibility that I'm trans and have been discussing this with my girlfriend and therapist.
 
I dress because that is who I am. My male persona is my disguise and I only feel myself when in girl mode.

Porn might have shown me enticing examples of what could be for someone born male who wasn't male on the inside when I was younger, but it was more of a comfort than a fetish, I guess. It took me much longer to realize that I have gender preference (not into men or masculinity), but enjoy all bits below the waist.

Getting to grips currently with the possibility that I'm trans and have been discussing this with my girlfriend and therapist.
Good luck on your journey wherever it takes you. No regrets!
 
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.
Because girls have the best clothes, silly!
 
Similar to Sarah… I enjoyed it immensely through puberty.. but had many androgynous influences and thing that just happened growing up, and hung around girls and women as much or more than I did boys. Dressing up is both a thrill and something I greatly enjoy… as I have shaped my body and learned more about looking feminine ..I do enjoy being girlish..and the gurl in the mirror really gets me. Have thought about it full time… but …have too many male characteristics that I also like, so wouldn’t want to give up. Interesting topic will check back to catch up on other responses.
 
Similar to Sarah… I enjoyed it immensely through puberty.. but had many androgynous influences and thing that just happened growing up, and hung around girls and women as much or more than I did boys. Dressing up is both a thrill and something I greatly enjoy… as I have shaped my body and learned more about looking feminine ..I do enjoy being girlish..and the gurl in the mirror really gets me. Have thought about it full time… but …have too many male characteristics that I also like, so wouldn’t want to give up. Interesting topic will check back to catch up on other responses.
What are those male characteristics that you would not want to give up?
 
I dress because that is who I am. My male persona is my disguise and I only feel myself when in girl mode.

Porn might have shown me enticing examples of what could be for someone born male who wasn't male on the inside when I was younger, but it was more of a comfort than a fetish, I guess. It took me much longer to realize that I have gender preference (not into men or masculinity), but enjoy all bits below the waist.

Getting to grips currently with the possibility that I'm trans and have been discussing this with my girlfriend and therapist.
We all dress for a multitude of different reasons and that is what makes it so special for each of us. Also like yourself our attitudes change over time and with discoveries such as those to be found on the internet or even here on Lit. I just find now to "go with the flow" and not worry too much about perceptions. Good luck wherever you inclinations take you.
 
We all dress for a multitude of different reasons and that is what makes it so special for each of us. Also like yourself our attitudes change over time and with discoveries such as those to be found on the internet or even here on Lit. I just find now to "go with the flow" and not worry too much about perceptions. Good luck wherever you inclinations take you.
The more I find out about myself, the more surprises I find. I started out versatile and tilted toward being a bottom and have gone full bottom recently. That was something I never expected nor did I expect the sissy fetish to be so appealing.

I'm not who I was a year ago, or even 6 months ago. Its scary and refreshing. And I'm done fighting, so yeah, going with the flow. It hasn't taken me down a bad road yet.

Thank you đź’‹
 
So right, all those beautiful fabrics, lace, satin...cute panties and fantastic lingerie, I love it all.
Apologies for this as it is a quote of mine from a different thread but so appropriate to the thread going here and sums up another of my particular reasons maybe why I cross dress:-

"I totally agree with this. In my formative years and having an elder sister and Mom I was always so jealous of the fact that women had much sexier clothing than men or boys. The ladies in my life had lovely sexy nylons to wear, be it stockings or pantyhose whilst I had rough woollen socks. My sister had flimsy nighties and silky wrap-arounds whilst I had cotton pyjamas and towelling dressing gowns. My mum often wore lace trimmed silky french knickers, my sister sexy panties and me baggy cotton Y-fronts. I always used to think it so unfair which is probably why it was such a great feeling to clandestinely try on their silkies whenever I got the chance. Perhaps that is the reason that some men drift towards wearing womens clothing in secret, who knows?"
 
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!
T140b.jpg
 
So many reasons!
Like a lot of the "girls" here, I discovered my mother's lingerie. Specifically her nylons and garter belts. Had the same feelings as Sarah...the way those nylons felt on my legs was delish! I have four sisters but there was nothing in their drawers except basic, functional girl panties which, at the time, didn't really do anything for me.

I was too cowardly to reveal my desires to the woman who would become my wife. After 40+ years I know her well enough now that she'd throw me out if she found out. Not willing to risk my marriage for my fantasy.
Anyway, nowadays I wear her lingerie when she's at work. I'm retired so I have the time and privacy.

Finally, I've admitted to myself that, at times, I'm tired of taking on the male role and dressing up would allow me to fully embrace my feminine side.
 
So many reasons!
Like a lot of the "girls" here, I discovered my mother's lingerie. Specifically her nylons and garter belts. Had the same feelings as Sarah...the way those nylons felt on my legs was delish! I have four sisters but there was nothing in their drawers except basic, functional girl panties which, at the time, didn't really do anything for me.

I was too cowardly to reveal my desires to the woman who would become my wife. After 40+ years I know her well enough now that she'd throw me out if she found out. Not willing to risk my marriage for my fantasy.
Anyway, nowadays I wear her lingerie when she's at work. I'm retired so I have the time and privacy.

Finally, I've admitted to myself that, at times, I'm tired of taking on the male role and dressing up would allow me to fully embrace my feminine side.
There are several really good reasons why. Even from a very early age, I was so attracted to all the things that my sister got to wear. The white lace, the cute little panties. I even loved knee socks. There was a general agreement in my house that girly things were far better than boy things. After spending whole weekends dressed as a girl I couldn't ever wanna stop doing that. Now the combination of cute stockings with lace, pretty panties, nice lace halter top, ... That's all the reason I need.
 
There are several really good reasons why. Even from a very early age, I was so attracted to all the things that my sister got to wear. The white lace, the cute little panties. I even loved knee socks. There was a general agreement in my house that girly things were far better than boy things. After spending whole weekends dressed as a girl I couldn't ever wanna stop doing that. Now the combination of cute stockings with lace, pretty panties, nice lace halter top, ... That's all the reason I need.
Women's clothing is so much more vibrant than men's. Fabrics, colors, styles. Guy's stuff, especially underwear, is kinda ugly but I guess it's more about function for guys.
 
Women's clothing is so much more vibrant than men's. Fabrics, colors, styles. Guy's stuff, especially underwear, is kinda ugly but I guess it's more about function for guys.
Uhggggg, I hate yucky guy underwear. Pretty panties are so much more fun. And yes the fabrics are all fantastic.
 
I dress because I love looking and feeling feminine. I love being girly there is no better feeling in the world.
 

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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.
Its kinky and fun
 
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!
View attachment 2343807
You look so enticing and ever so sexy.
 
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