I know it may seem scary or intimidating to dress in a way you're not comfortable with, but easing your way into it will help make you feel more comfortable. And, since spring is around the corner, it will be a snap for you to begin to incorporate more feminine pieces into your everyday look without feeling like you've gone 100 percent girlie. Cropped pants and shorts are cute, so a few of these worn with a cute trendy shoe instead of a casual sneaker will help you make your mark. You can also start accessorizing more as well; try earrings, belts, and maybe a couple of bangle bracelets with jeans and tees. Also, just by changing the kind of tee you wear (say, swap in a cute baby-doll for a rock-band type) can make a huge difference. Good luck!