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Crossdressing - Printable Version

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RE: Crossdressing - WolfgangD - 04-08-2015

I prefer to keep my clothing more masculine, whether or not I'm pretending to have one on the way. I just ... dunno. The one time I cross-dressed on purpose was for a play back in high school, and even that made me deeply uncomfortable.
And, well ... with a few local friends who are in various stages of gender transition, even if I were comfortable with it, they'd probably feel like I was mocking them.

RE: Crossdressing - mpregisamazing - 04-27-2015

I've done drag for an amateur drag show in college. It's not something I like to do frequently

RE: Crossdressing - littletwink - 04-28-2015

(05-06-2013, 06:37 AM)WannaHaveABaby Wrote:  I didn't see a thread about this anywhere on here but i'm just curious on how many of you out there crossdress? I know there are a few pregnant crossdressers on here but does anyone do it without a big bump?

Yes I crossdress often, but I also have many days when I may be appearing to crossdress but am actually dressing as a woman, because I feel as a woman on those days.  I have never crossdressed for entertainment purposes but have no problem with people who do.

RE: Crossdressing - avant - 08-20-2015

On rare occasions, I do enjoy cross dressing, but what I actually go for on more frequent basis (unless at work where not allowed) is the androgynous look, in varying degrees, from "obviously male but eccentrically dressed" to "wow, he could be a girl" to "I cant tell".

RE: Crossdressing - TigerFan46 - 08-23-2015

I never go all out with makeup and stuff because of the fact that I could never actually pass as a woman, and it doesn't really interest me to actually pretend to be a woman.  But I do like wearing women's clothes from time to time.  I wear panties about 50% of the time outside of dressing up pregnant with maternity clothes.  And I go with fake boobs when I dress up pregnant, because hey, boobs are awesome lol.

RE: Crossdressing - Marvelous - 09-27-2015

When I did my 3 pregnancies, as I gotten "bigger" with my prosthetic belly I found online (CHEAP), I wore a few maternity dresses along with bra and panties. I wouldn't mind wearing clothes I can fit in and my wife said I looked pretty in them. Loose-fitting and supposed to keep you cool. For me, it doesn't have much to do with gender identity, but I sometimes feel "feminine" while I identify as a male (bigender? genderfluid? gender non-conforming?). I also wore a pair of maternity jeans my wife loaned me (I was able to fit them).

RE: Crossdressing - Weirdoid - 11-08-2016

I like to crossdress at LGBT clubs and events, sadly hadn't been free to in a while.

RE: Crossdressing - kpeery - 11-09-2016

I cross dressed a couple of times just to see how it would feel but thats about it, and in one of those times I did cross dress as a pregnant woman but didn't go out in public that day idk why I just didn't.

RE: Crossdressing - Belly Button - 09-09-2024

I've only once half-attempted crossdressing by wearing a bra whilst bare-top - but I'm going back some 20 years. Probably a little longer than that. This was whilst I was alone in the house for a few hours. I'd have loved to have combined it with stuffing but this was before the days I considered that. Even if I had - missing food would have easily been noticed so it wasn't really an option anyway!

If I had some women's clothing and guaranteed time alone, I would have very little hesitation in giving it a try and experiment. Both acting as if I was pregnant and not pregnant. I've grown 'braver' as the years have gone by, I have to say! I'd never have the courage to do it in public face-to-face though. I think I'm safe to say I can rule that out. In pictures with my identity protected (such as my face blurred out or out of shot entirely) - yes. I could see myself doing that.

RE: Crossdressing - lukehull - 09-21-2024

I cross dress as a pregnant woman quite regularly. I have a silicone belly and breasts and recently acquired a bump. I'm pretty masculine looking in the face so I never go out in it but pictures from the neck down I look pretty realistic. If anything though it just makes me wish even harder I could get pregnant!

RE: Crossdressing - pregnantscubasteve40 - 09-26-2024

(09-21-2024, 08:08 PM)lukehull Wrote:  I cross dress as a pregnant woman quite regularly. I have a silicone belly and breasts and recently acquired a bump. I'm pretty masculine looking in the face so I never go out in it but pictures from the neck down I look pretty realistic. If anything though it just makes me wish even harder I could get pregnant!

I do the same thing. I have the belly, bump and breasts. I do go out in public sometimes depending on how I'm feeling and what I need to do that day.

RE: Crossdressing - RynOfSpades - 10-31-2024

(09-26-2024, 12:46 PM)pregnantscubasteve40 Wrote:  
(09-21-2024, 08:08 PM)lukehull Wrote:  I cross dress as a pregnant woman quite regularly. I have a silicone belly and breasts and recently acquired a bump. I'm pretty masculine looking in the face so I never go out in it but pictures from the neck down I look pretty realistic. If anything though it just makes me wish even harder I could get pregnant!

I do the same thing. I have the belly, bump and breasts. I do go out in public sometimes depending on how I'm feeling and what I need to do that day.

On a several occasions now I've been out in public pregnant. The little Ceasars by my house specifically, went in there enough to the point where I was asked by a worker how far along I was. 

Usually just did my makeup, + hoodie/tshirt and leggings, although one time I went on a date with my bf at the time simulating, was really fun

RE: Crossdressing - GrowingBelly - 11-10-2024

I crosdress with a cute pregnant belly almost every weekend, probably too often. I'm wearing a little top with my boobs and belly bursting out right now haha

I've only ever gone out super late at night though, a few times for a drive and I usually wait until I'm safe in my car before I blow my belly up! I've always wanted to meet up with someone and just hang out like looking like this though, either just me or both of us heavily pregnant, watching movies and snacking, ogling eachothers swollen bodies :P