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Crossdressing Chat

I'm in my mid 50's. I started very early. When I was around 5 I was intrigued by a pair of my sister's heels. They were 5 inch heels. I finally got the nerve to try them on, obviously I spent a lot of time falling, but by the time I was I'd say 7, I had mastered walking in 5 inch heels. I wanted more, I find a pair of leather boots in her closet and tried those on. I was in love with boots from that day. Then I found dresses, bra's and pantyhose. I would dress up everyday when I was home alone. The first time I came, I was sitting on the toilet in a dress, pantyhose, bra and her 5 inch heels and rubbing my cock all over her boots.
As life moved on and I got married, I realized I could buy my own outfits. I had more lingerie than my wife at the time and a pair of 7 inch heels. A little more difficult than 5 inch but I was able to walk in them.
Two divorces later I only wear my girlfriends panties and she loves it (trying to convince her to let me wear her lingerie - but I'm going easy, don't want to push that too fast. I just got back from a business trip and before I left, I asked her for one of her lingeries to take with me so I'd be thinking of her. She packed one for me. So I'm trying a little more to see if she will let me. When I got back from the trip, we had incredible sex and I said see what wearing your lingerie does.
She knows I wear a lot of her clothes, like shorts and leggings (that was actually her idea.)
She does not know I have two pairs of leather boots, one with a 7 inch heel and one with a 4.
 
View attachment 2232398
I have worn this one a few times now. It is very sexy. I have to shop in the plus size sections. I get to see the gorgeous plus size models. Amazon, Shein, and Her Room have some of the most beautiful bbw models. Since I love wearing lingerie and seeing bbw in lingerie...
 
I find myself running my hands all over myself whenever I am wearing any of my lace bras or nightgowns. I love how it feels. The lace on my hands and my skin inside. Am I the only one who loves to feel myself up when I'm wearing lingerie?
 
bux_fan said:
I find myself running my hands all over myself whenever I am wearing any of my lace bras or nightgowns. I love how it feels. The lace on my hands and my skin inside. Am I the only one who loves to feel myself up when I'm wearing lingerie?
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No, not at all!
I actually have more of a connection to my true self when I’m alone. However there have been multiple times how I was touched and caressed made me feel so much better!
 
Easyvirtue said:
No, not at all!
I actually have more of a connection to my true self when I’m alone. However there have been multiple times how I was touched and caressed made me feel so much better!
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I love feeling myself while dressed, the satin on my skin makes me so horny, but being felt up by a man is
so much better.
 
I keep my dressing to lingerie for bed and bra and panty sets for daytime. I think the first thing I love about it is that it seems naughty or forbidden. It adds to the enjoyment. Second, I love the feel of lace against my skin and how it feels to run my hands over the lace and mesh. It is so pleasure to wear my special clothes. I keep adding to my collection. My wife wants me to get these:

View attachment 2236697
 
xdresssissytoes said:
I would love to get lucky and run into you dressed for sex in the local park...I'd be on my knees peeling off those panties...moaning for your cock.....
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Won’t be moaning for long, you’ll be gagging on his dick as it’s punching into your esophagus!
 
bux_fan said:
I keep my dressing to lingerie for bed and bra and panty sets for daytime. I think the first thing I love about it is that it seems naughty or forbidden. It adds to the enjoyment. Second, I love the feel of lace against my skin and how it feels to run my hands over the lace and mesh. It is so pleasure to wear my special clothes. I keep adding to my collection. My wife wants me to get these:

View attachment 2236697
Click to expand...
Wife has great taste! His & Her's perhaps?
 
The bras are way too tight so I'm returning them. I have the 2 piece in other colors. I know it is nice.
 
bux_fan said:
I keep my dressing to lingerie for bed and bra and panty sets for daytime. I think the first thing I love about it is that it seems naughty or forbidden. It adds to the enjoyment. Second, I love the feel of lace against my skin and how it feels to run my hands over the lace and mesh. It is so pleasure to wear my special clothes. I keep adding to my collection. My wife wants me to get these:

View attachment 2236697
Click to expand...
You lucky son of a bitch.
 
Wearing my purple floor length nightgown. It is sexy and nice to wear. It has a lace sleeveless top and mesh bottom. I don't wear it too often. If I want to wear a long gown it is usually my lavender lace and silky one.
 
I have a strong desire to dress and go to a public spot that is off the beaten path and take photos of my self out in public. This just seems so hot for me to do this. It has to be daytime so i can get good pictures of myself. I really want to go all out. Bra, panties, skirt, blouse, stockings and thigh high boots. Now I cant pass as a female and I am sure i never will be able to but I cant seem to shake this desire. I know of a few places that i could go and do this. I have even went by them to check them out. I just need to get over the fear of getting caught. Then again what is the big deal if i do get caught.
 
bux_fan said:
Wearing my purple floor length nightgown. It is sexy and nice to wear. It has a lace sleeveless top and mesh bottom. I don't wear it too often. If I want to wear a long gown it is usually my lavender lace and silky one.
Click to expand...
That sounds absolutely beautiful, and I am sure that fabric is very sensual.
 
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