So for those crossdressers

who use the term sissy when did you become comfortable with that term.

I just wrote about the experience that after I decided to come out as bi and a crossdresser and as I was writing it I noticed that I used terms that go along with "sissy".

And as I was typing it out I figured out that while I am still bi and like women I am leaning more towards the sissy part of me.

So I was curious when others came to that.
Once I realized that I preferred cock, and really had no interest in females any longer, the terminology seemed to suit me
 
I'm a cross dresser and recently discovered that there are times I like to just put on makeup my wig heels and sheer lingerie so that you can see I'm male but look very feminine. Or just makeup and wig with just thigh highs and heels. I get very aroused having my male body visible with the few feminine touches.
And you always look lovely in something sheer and revealing...yum.
 
I'm no where near passable anymore but as I wrote about the experience I can see a part of me that embraces the sissy side that I never had before
A sissy doesn't necessarily need to be passable. A sissy is usually just a submissive, feminized male.
I can be be passable, but I've been with guys that want me to look more masculine, with women's clothes on. They love the fantasy of feminizing a guy.
 
You get a LOT more attention and dick when you're passable — possible even pussy.

Even from lesbians.
 
I’m not fully passable and always tell people I talk to from the beginning that I’m not but that I make myself as passable as I can (and there’s a lot of effort I put into that). With that said most horny sissy loving men won’t care I promise you that.
 
A sissy doesn't necessarily need to be passable. A sissy is usually just a submissive, feminized male.
I can be be passable, but I've been with guys that want me to look more masculine, with women's clothes on. They love the fantasy of feminizing a guy.
That's interesting. To me my girlfriend is super passable but even then a faint bit of masculinity like a few facial hairs or a musky aroma when I lick her balls, gives me a little thrill.
 
I’m also 6’ and I like to wear heels. It’s hard to find men that are ok with that. I try to always find men just as tall or taller. Preferably the bear type. Sometimes cute outfits and a cute butt aren’t enough
 
I’m also 6’ and I like to wear heels. It’s hard to find men that are ok with that. I try to always find men just as tall or taller. Preferably the bear type. Sometimes cute outfits and a cute butt aren’t enough
Sounds hot but at 6' you'd find it really hard to get a taller man.

I'm 5'5" but not interested in men really, I love Dommy mommies.

Trans mommies are perfect and while I love them taller (not necessarily older), IDC if they're really taller or shorter, older or younger - just dominant and willing to mostly take charge. I'm okay with switching.
 
That's interesting. To me my girlfriend is super passable but even then a faint bit of masculinity like a few facial hairs or a musky aroma when I lick her balls, gives me a little thrill.
But she is trans, isn't she? A sissy usually doesn't actually identify as a woman full time. A sissy is usually a weak or feminized male, or at least plays as one.
 
That's interesting. To me my girlfriend is super passable but even then a faint bit of masculinity like a few facial hairs or a musky aroma when I lick her balls, gives me a little thrill.
I suppose it's the contrast. It's sexy to have someone feminine but with a little body hair, maybe that's why some men want to lick a hairy bush.

I hate any body hair on me or my lovers but put up with it since I can't make them shave. I hate the stubble I get in a few hours.
 
But she is trans, isn't she? A sissy usually doesn't actually identify as a woman full time. A sissy is usually a weak or feminized male, or at least plays as one.
Yes, she is trans with breast implants but no hormone therapy. She has always identified as a woman.
 
I'm a cross dresser and recently discovered that there are times I like to just put on makeup my wig heels and sheer lingerie so that you can see I'm male but look very feminine. Or just makeup and wig with just thigh highs and heels. I get very aroused having my male body visible with the few feminine touches.
That describes myself! Touche!
 
I had quite a few experiences with men, including anal and oral, but would never kiss a man. I always thought it was just "too gay" and I was definitely "straight", yeah, sure, lol.
Anyway, a good friend introduced me to cross dressing and, in the process, we ended up kissing. From that moment on I realised I was bi and, in the right circumstances, a sissy. That man could make my knees turn to jelly just standing there.
 
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