Women's clothing just feels better. Evan jeans and flannel shirts are softer. Quite frankly, boyshorts fit me better than boxers, I love the way dresses hang and leggings and an oversized sweatshirt or sweater (again, softer than the male versions) feel more comfortable to lounge in than sweats. Hell, even carrying a purse feels better than loading everything into your pockets.
I'm not pretending comfort is the reason I dress. If so, I'd avoid heels, bras and makeup (though I love the feel of mascara on my lashes), etc. Getting all dolled up can be a lot of work, but I also just find some of the clothing to be more comfortable.