Crossdress Chat for Bi and Gay Men

PM me to discuss related topics. I used to dress, but I've kinda aged out, still an admirer and I wear panties under my guy clothes. Let's chat if you want.
At 68 and recently remarried, I have aged out as well, but I do have some fond memories, reflections and observations on my years as a closet bisexual crossdresser:
Prep time for dressing to host vs. dressing for self pleasure varies by about an hour!
Your heart pounding when you first reveal yourself dressed to someone for the first time…
The secret satisfaction of seeing your partners arousal as he looks you up and down, from your wig to your boots….
Waterproof lipstick lasts longer, but it’s a turn on to see your lipstick on the cock you are pleasuring orally…
Pulling my wig into a ponytail to keep the hair out of my mouth when going down,,,, and the “Oh crap!” moment when the guy you’re blowing inadvertently grabs your wig off your head…
Getting the cum stains out of that nice black turtleneck before they get crusty!
The fake eyelashes that end up down on your cheek during sex….
Thigh highs are the better choice than pantyhose if you are bottoming while dressed…
Reaching back to hold on to your 4” heels while performing a “hands free” blow job…
The cool breeze on your back side as the skirt gets flipped up and the panties come down…
Becoming so comfortable wearing heels that you forget you’re wearing them... until you take them off!
Although I have moved on from all of this, I still have years of memories and experiences to masturbate to when the mood hits me….! It was all a lot if fun, and I have no regrets!
 
At 68 and recently remarried, I have aged out as well, but I do have some fond memories, reflections and observations on my years as a closet bisexual crossdresser:
Prep time for dressing to host vs. dressing for self pleasure varies by about an hour!
Your heart pounding when you first reveal yourself dressed to someone for the first time…
The secret satisfaction of seeing your partners arousal as he looks you up and down, from your wig to your boots….
Waterproof lipstick lasts longer, but it’s a turn on to see your lipstick on the cock you are pleasuring orally…
Pulling my wig into a ponytail to keep the hair out of my mouth when going down,,,, and the “Oh crap!” moment when the guy you’re blowing inadvertently grabs your wig off your head…
Getting the cum stains out of that nice black turtleneck before they get crusty!
The fake eyelashes that end up down on your cheek during sex….
Thigh highs are the better choice than pantyhose if you are bottoming while dressed…
Reaching back to hold on to your 4” heels while performing a “hands free” blow job…
The cool breeze on your back side as the skirt gets flipped up and the panties come down…
Becoming so comfortable wearing heels that you forget you’re wearing them... until you take them off!
Although I have moved on from all of this, I still have years of memories and experiences to masturbate to when the mood hits me….! It was all a lot if fun, and I have no regrets!
Very hot, you sound amazing!
 
At 68 and recently remarried, I have aged out as well, but I do have some fond memories, reflections and observations on my years as a closet bisexual crossdresser:
Prep time for dressing to host vs. dressing for self pleasure varies by about an hour!
Your heart pounding when you first reveal yourself dressed to someone for the first time…
The secret satisfaction of seeing your partners arousal as he looks you up and down, from your wig to your boots….
Waterproof lipstick lasts longer, but it’s a turn on to see your lipstick on the cock you are pleasuring orally…
Pulling my wig into a ponytail to keep the hair out of my mouth when going down,,,, and the “Oh crap!” moment when the guy you’re blowing inadvertently grabs your wig off your head…
Getting the cum stains out of that nice black turtleneck before they get crusty!
The fake eyelashes that end up down on your cheek during sex….
Thigh highs are the better choice than pantyhose if you are bottoming while dressed…
Reaching back to hold on to your 4” heels while performing a “hands free” blow job…
The cool breeze on your back side as the skirt gets flipped up and the panties come down…
Becoming so comfortable wearing heels that you forget you’re wearing them... until you take them off!
Although I have moved on from all of this, I still have years of memories and experiences to masturbate to when the mood hits me….! It was all a lot if fun, and I have no regrets!
Makes me want to put on some high heels and thigh highs and masturbate with them on. My wife does not own any or wear either one. The thigh highs are easy to buy and hide but the heels arent. Im also thinking about getting a pearl necklace so that i can make a guy crazy and let him give me a “pearl necklace”. I love the feel of pearls wrapped around my cock.
 
Be careful… it’s habit forming. 😉
I so agree it is habit forming, I started at 6 with panties and it progressed into everything feminine by 9 and always thought I could stop but the urge is to strong. I so love to feel all soft and feminine..
 
PM me to discuss related topics. I used to dress, but I've kinda aged out, still an admirer and I wear panties under my guy clothes. Let's chat if you want.
OMG. I was cruising in a local park yesterday, parked close to a wooded area. I observed two black men exit their cars and walk into the woods. I waited a short while and followed them and saw them take turns sucking each other. SO HOT...I took out my cock and masturbated as I walked toward them. They waved me off, so I turned around and walked ten feet away and dropped my pants, revealing my ass covered with panties and also my thigh hi hose. I heard them yell at me and I walked back to them. They asked me if I wanted to be fucked and I replied "yes". I stroked both of their big cocks and soon had one in my mouth. As I sucked this one the other got behind me and soon was inside my pussy fucking me....he pulled out and I reversed position and was sucking the one who had been inside me while the one I had been sucking was now fucking me. He was bigger and it hurt for awhile as he thrust it into me but I really enjoyed it so much. Here I was, satisfying two black dudes and loved it so much. The one I was sucking soon shot off into my mouth and pulled out and shot onto the ground.......then the one inside me had me suck him some more and then turned me around and fucked me again. He was soon groaning and moaning and pulled out and I took his load in my mouth. I was so mesmerized with all that attention and saved the cum I had and spit it into a cup in my car, for later use.
I am going back to that park today and hope for more of the same.
Trisha
 
i have always wanted to fuck with cross-dressers ,i have no idea how to go about this ..would appreciate some advice if possible
 
i have always wanted to fuck with cross-dressers ,i have no idea how to go about this ..would appreciate some advice if possible
It depends on what you mean by "fuck with". I am a cd and love to go out at night dressed feminine. I go to areas where men cruise for sex with other men. It is dark out and what puts me aside from the other guys is the wigs I wear. I wear either short shorts or a short dress to show off my legs. I have been hit on by young and old men and have sucked them off in front of others or they go down on me. My fav place is a city park area along the river. I have been bent over and fucked a few times by aggressive men and loved it...like being raped in public. I love to do it in front of others....always loved an audience. Last night was a good night....;I wore blond wig and short dress (nothing else) and came across two younger dudes going down on each other. As I watched them take turns I got their attention when I rubbed the ass of one of them. Then they took turns sucking me....and then the older one (about 20) bent me over and soon was inside of me, pounding my pussy./ Soon filled me full of his cum and then the other one took his turn and fucked me.
I love that locations.
Trisha
 
Would love to chat while I sit here wearing my wife’s panties
I too am home wearing my own panties and a short dress. I love to parade around the house as a fem. I have had men over here and usually greet them at the door dressed totally feminine. Usually end up getting fucked after I go down on them. I am suck a faggot whore and love it so much
Trisha
 
It depends on what you mean by "fuck with". I am a cd and love to go out at night dressed feminine. I go to areas where men cruise for sex with other men. It is dark out and what puts me aside from the other guys is the wigs I wear. I wear either short shorts or a short dress to show off my legs. I have been hit on by young and old men and have sucked them off in front of others or they go down on me. My fav place is a city park area along the river. I have been bent over and fucked a few times by aggressive men and loved it...like being raped in public. I love to do it in front of others....always loved an audience. Last night was a good night....;I wore blond wig and short dress (nothing else) and came across two younger dudes going down on each other. As I watched them take turns I got their attention when I rubbed the ass of one of them. Then they took turns sucking me....and then the older one (about 20) bent me over and soon was inside of me, pounding my pussy./ Soon filled me full of his cum and then the other one took his turn and fucked me.
I love that locations.
Trisha
I have a fantasy of being spit roasted while cross-dressed. Also, getting gang-banged. I love satisfying men.
 
I didn't live out my bi, CD fantasies until the last couple of years and it has been AMAZING. I have stories, fantasies and would love to chat about this with anyone AND meet with anyone in the 719 area! I call myself "bi" but...seriously? Ladies are not interesting me any more, it's the men I want! Love the kinky/sexual to the sensual...

I didn't live out my bi, CD fantasies until the last couple of years and it has been AMAZING. I have stories, fantasies and would love to chat about this with anyone AND meet with anyone in the 719 area! I call myself "bi" but...seriously? Ladies are not interesting me any more, it's the men I want! Love the kinky/sexual to the sensual...
Hi, we are on the same page, women do nothing for me either. I love gurls with a nice cock, I am in western Nebraska and I will travel for a gurl that doesnt deny that she has a cock.
 
I’m 6’1” 175, lean & fit with long legs and smooth ALL over. I’d love to find a man to chat with and hopefully more. One that will help me become the little sissy slut for him that I I want to be. I dress and love lingerie, toys and everything feminine. Hit me up and let’s see where it goes…
It will happen honey. Just run an ad on craigslist or any chat room and men will come running to use you sexually. When I traveled on business I would run ads on craigslist and invite men to my ho tel room and please and satisfy them. I was so surprised, still am, at the young studs who wanted me to suck them off and then would fuck me. Young men 18 to 70 would use me in so many ways. Some were pleasantly dominant and would make me suck them in front of the hotel room window, some would leave the door ajar as they fucked me. I loved it all and have always enjoyed an audience...with people watching me being used sexually, anywhere.
Trish
 
Mmm I certainly hope so! While I know I can hop on some sites and get a quick hookup I think the build up, preparation and anticipation makes it so hot! Then being told what to do, how to prepare and then of course the reality…BTW I love the idea of being bent over against a hotel picture window and taken by a hard stud…soooo hot!
AND, there is safety in meeting in a hotel room. Other people around coming and going. I have met men in semi public and public locations and even have gone to their home or apartment and I have to admit that is is just not safe to be alone, in the middle of nowhere......for anything. It is (was) sensuous and erotic and I enjoyed being used out in the open, even in front of others, but there were times when I was afraid of what could have happened to me.
Be safe honey and I wish you well. Life is such an adventure and for us gal's (Guy As Lady) it is a challenge also.
Trisha
 
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