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I'm lucky to be tall, and even before starting testosterone I could reliably pass as male -- until I opened my mouth.
My voice wasn't deep enough, there was nothing I could do about it, and it gave me away every time.
If you wear a sack, you won't get clocked -- but you won't get laid either. This is not about passing, specifically; this is about looking good. I'm a female-to-male transsexual, to be clinical about it, currently 30 years old.
I have strong opinions about tassels on wing-tips, pleated vs.
This page is intended to supplement rather than supplant them, because I don't cover the basics and they don't go far enough. (I blogged about the process here, if anyone wants to know more.) I'm a vain little beastie; looking good is important to me, more than it is to most cisguys, which I attribute directly to transsexual body image insecurity. I subscribe to men's fashion magazines, surf fashion blogs, and have read Alan Flusser from cover to cover.
And not everyone looks like that -- different people are going to be facing different challenges, and there is a lot that I don't address in this guide because I simply don't know how to.
My perennial problem was being too skinny to fill out men's clothes correctly, so my workarounds may not be very applicable to guys with too much weight rather than too little.
There are certain hurdles that I never had to cross, and thus can't offer any advice on; I'd be talking out of my ass if I tried to tell you what to do with DDs.
So if you've developed strategies for dealing with things that I've neglected, then I highly encourage you to put together a site of your own and I'll be happy to link you.