A Crossdresser Transition

You Know You Want To Be Feminized

There’s nothing to be ashamed of.  There are many men who fantasize about dressing up in women’s clothes – and most of them are not bi, let alone gay.  Not every man who dresses in panties wants to get down on his knees and Punk Push Up Set - Copysuck cock, or have one pop their cherry.  In fact, most of the crossdressers that I know just love the soft feeling of women’s clothes.  For some, it just helps them to get into that submissive head space.

Where To Start Your Crossdresser Journey

That’s the problem, isn’t it?  You just don’t know where to start as a crossdresser.  Despite what Femdom porn would have you believe, you don’t have to start with panties, bra, thigh highs, fuck-me pumps and make-up.  You can explore and go slowly.  Maybe the fantasy is not at all what reality becomes…and that’s fine.  You explored, and went far, and you found being a sissy isn’t for you…there are so many other fetishes we can have fun doing!  But, you have to take that first step.  Try it once…then maybe try it twice, just to see if it really isn’t for you!

Start With “Feminine” Underwear

I put feminine in quotes, because we’re not going to go out and get panties just yet.  There are men’s briefs that can give you the feel of panties.  For example, while I have a nice selection of silky and lacy panties, for Jack the majority of his panty collection is Lycra or microfiber. They are just panties because they have these cute prints on them. One says PERV across his ass, another says I (HEART) Cock, and one pair looks like a pair of Daisy Dukes (Those are so hot!).  So, what I want you to do is search the web and buy some men’s microfiber briefs. Make sure they don’t have a fly in them, just a gusset, like girl’s panties and start wearing those.  Once you’re comfortable in those, we’ll move on to the next step.