Crossdressing who's into it?

[Maxxine]

Hi. Not long ago I have discovered that I love crossdressing. Can't do it at home but enjoy it when I am with a guy. And I mean full on makeup, wigs, tits, etc and not just a pair of panties. I find that becoming or feeling as a female helps me in many ways feel more comfortable sucking dick, getting fucked, etc. I think the experience becomes much more erotic and sensual. Once in a while I do play with a guy that enjoys me in full makeup etc. He loves it! I enjoy imagining I am a girl on my knees servicing his cock and giving him pleasure. As I bob up and down on his cock the hair of my wig gets in the way which often I need to pull it behind my ears and love that too! I love how awkward it is to walk and kneel on high heels. Love wearing garter belts, stockings and all of that. You get the idea. But this is all relatively new to me and I am trying to embrace it! FWIW public facing I am completely "normal/straight" and masculine.

I want to ask who's into it? What is your experience. What do you like to wear and why does crossdressing do it for you?

[SAW1969]

I wore my 1st Wife's 1 piece dresses when she wasn't around. Total turn on. I've been really interested in cross dressing lately. If I wasn't married I'd would be in a relationship with a guy and would want him to turn me into a sissy in private of the home.

[biguycancun]

Not to repeat myself, but for several years I worked in the sex trade as a tranny escort, which involved the whole deal, including grooming and makeup. I loved the lingerie, shoes and clothing. At 6'1" my "clients" knew I was a man, but I was very passable and that was what they were paying for. And the obvious role of the bottom was very exciting. I loved being on my knees with the guy standing over me, his cock in my mouth with me looking up, encouraging him to cum in my mouth. Even just making out on the couch with him feeling me up and sliding his finger in and out of my ass would get me up to the edge, and my orgasms, when they came, were much more feminine in terms of body response as opposed to the usual squirting of semen. Shivering and shaking and moaning, when they happened, were wonderful to experience and usually resulted in an increased gratuity too.

Now, several decades later I can't pass, but I'm fortunate to have an FWB who dresses and enjoys me dressed too. I can still walk well in stiletto heels and one of my favorites is standing in heels and stockings while she (he) feels me up from behind, kissing my neck, loosening my bra and then fucking me from behind while squeezing my tits. It's amazing what your mind can do to make you happy.

[Maxxine]

I wore my 1st Wife's 1 piece dresses when she wasn't around. Total turn on. I've been really interested in cross dressing lately. If I wasn't married I'd would be in a relationship with a guy and would want him to turn me into a sissy in private of the home.

Do you ever crossdress when you play with a guy or just privately for your own enjoyment?

[Maxxine]

Not to repeat myself, but for several years I worked in the sex trade as a tranny escort, which involved the whole deal, including grooming and makeup. I loved the lingerie, shoes and clothing. At 6'1" my "clients" knew I was a man, but I was very passable and that was what they were paying for. And the obvious role of the bottom was very exciting. I loved being on my knees with the guy standing over me, his cock in my mouth with me looking up, encouraging him to cum in my mouth. Even just making out on the couch with him feeling me up and sliding his finger in and out of my ass would get me up to the edge, and my orgasms, when they came, were much more feminine in terms of body response as opposed to the usual squirting of semen. Shivering and shaking and moaning, when they happened, were wonderful to experience and usually resulted in an increased gratuity too.

Now, several decades later I can't pass, but I'm fortunate to have an FWB who dresses and enjoys me dressed too. I can still walk well in stiletto heels and one of my favorites is standing in heels and stockings while she (he) feels me up from behind, kissing my neck, loosening my bra and then fucking me from behind while squeezing my tits. It's amazing what your mind can do to make you happy.

Thank you for sharing. Yes, the brain is the most sexual organ that we have! When I crossdress, I am someone else. I get transported and almost acquire a different identity. Not sure if this is true for everyone?

[Maxxine]

I should also mention that this thread is not only for those that enjoy being a CD but also those that enjoy being with a CD.

[19biman61]

When I was in high school I would dress in my mother's garments when I was home alone. I would wear her stockings, girdle, bra and wig. Never did do make-up. After I got married I would wear my wife's stuff when I was home alone. After we got divorced I bought some of my own lingere' along with a few dresses, skirts and blouses. One time I went to the local adult bookstore dressed in corset, panties and thigh high stockings. I wore a sweatshirt and sweatpants over everything for the drive there. I removed the sweat clothes in my car and went inside. even though I don't pass I still got a lot of attention.

[freakyretro69]

Being an alpha male, this is something I desire. There are some beautiful crossdressers out there that really turn me on. Unfortunately, availability in my area is nonexistent so, I believe this will be an unrealized fantasy. The look of a sexy fem dressed sexy in womans clothes would push me to cross the line.....

[chongster]

I have a hot CD friend that I hook up with. She (he) says I make her feel like a real woman when we are together. I love a young sexy girl with a dick, she is in her 30s. I think it's harder to pull off when you get older.

[monaohio]

i would love to have a breast form body suit with big boobs and have on a sexy see through naughty nightie on or have nothing on and boobs bouncing i love being a woman even through i am a man

[SAW1969]

Do you ever crossdress when you play with a guy or just privately for your own enjoyment?

I was wearing my 1st wife's dresses at home while she was away. I would just jerk off alone. I have never been with anyone when I was wearing her clothes. That was roughly 25 year ago. I haven't worn any women's clothes since, but the urge is coming back and I want to play with a guy while wearing women's clothes etc...

[Maxxine]

I have a hot CD friend that I hook up with. She (he) says I make her feel like a real woman when we are together. I love a young sexy girl with a dick, she is in her 30s. I think it's harder to pull off when you get older.

That's how my FWB makes me feel. I am not exactly young anymore but I still make for a good CD. Better now while I still can LOL!

[Maxxine]

i would love to have a breast form body suit with big boobs and have on a sexy see through naughty nightie on or have nothing on and boobs bouncing i love being a woman even through i am a man

I am not very hairy at all. But the little I have I wish I could shave it off completely. I think it would further enhance the experience. Being married I unfortunately can't quite go there.

[monaohio]

same here with me

[monaohio]

I am not very hairy at all. But the little I have I wish I could shave it off completely. I think it would further enhance the experience. Being married I unfortunately can't quite go there.

same here with me i am married wife does not know

[BiVers240]

I am definitely NOT into the whole panty wearing thing. When I am in the mood for a woman, I want a pussy. When i am in the mood for cock, I want a masculine man.

[Maxxine]

I am definitely NOT into the whole panty wearing thing. When I am in the mood for a woman, I want a pussy. When i am in the mood for cock, I want a masculine man.

Makes perfect sense. Definitely not for everyone.

[cumagain68]

I have panties, blouses and skirts, both long and short. I wear them at home inside, unfortunately, I
would look like a very ugly woman.
However, I like the skirts for the comfort and freedom they afford me, and even if I wear nothing else
at the time, I will put on the skirt, just to have it on.
I don't think of it as crossdressing, it's just getting comfortable. I rarely wear anything else than
the skirt. When I feel like it, I will go the whole nine yards. Almost bought a bra with inserts in
case someone with a big one wanted, it but have been too short on cash lately. (Also short on friends
with big ones.)

[dbaker]

I’ve been cross dressing since my mid twenties and was very passable in those days, now days not so passable but still sexy with the lights down low. I like to fully dress even doing my nails and make up too.
For me it’s almost a mental transformation when I pull up a pair of thigh high stockings and feel them on my skin, and my breast forms really take me to a higher level of cross dressing.
I dress up for my lover as often as I get the chance to and love having him on top of me with my arms and legs wrapped around him as he makes love to me, I love that feminine feeling of having a man inside me and I usually cum every time I feel his cock begin to pulse as he is cumming inside me.
I like giving blowjobs but it’s so much better when I’m dressed and have my wig pulled to the side so he can see my lips wrapped around his cock, a couple times I have even came while sucking, it usually happens when I’m holding his cock deep in my mouth moaning with pleasure, as soon as he begins to cum in my mouth the feeling of being a girl makes me cum without touching my cock.
So ya, I’m into cross dressing and I’m a pretty hot fuck too ��

[bsquaredville]

-raises hand-

i enjoy it. I just wish I looked better in it than I do.
I used to be able to try my ex wife’s clothes on when I worked nights and she worked days. I’d get dressed up in her panties and some leggings and a cute bra. Then I’d try on cute tops but my favorite were dresses. I wanted to feel as girlie as possible. I always said I was going to take a nap while being dolled up but I’d usually end up masturbating and cum and then feel uncomfortable how tight everything was lol