Batty's right you need an iron will or pure fear to make you drop something like a stone... I've quit both smoking (10 years) and drinking (nearly 3 years) but both were for health reasons and fear made both easier than otherwise...
Smoking was waking up to pains in the chest and not being able to breathe... Drinking was being told my undeclared 'alcoholic' state mean't that I couldn't start hormones until some of the damage I had inflicted on myself in my attempts to escape the transsexual thoughts I had was given time to right itself... I'm still not on average doses of hormones after two years, but I'm getting there slowly... I do still have a odd glass of wine every couple of months but I rarely finish it... I have goals I want to achieve and alcohol prevents them.
So, yes, given the right reasons and a cast iron will I think it possible to quit anything. In the case of your dressing, or my transsexualty, I don't know if denying it is strictly healthy... Well it certainly wasn't in my case... It was literally killing me. I think with simple dressing, if you really want to stop, then you need someone you can talk to about the urges you'll undoubtedly experience somedays... You can't help them, but you can talk your way through them...
Best of luck babes
Lisa x