How can I help my friend gain confidence?

Okay, so my friend told me the other day that she wishes she could be more like me and wear what i wear and have more friends. She's really shy, and is always wearing a plain t-shirt, jeans, and sneakers. She is a big video gamer also. Lately she has had some low self esteem issues and she always seems so bummed. I am more outgoing, "popular" and i wear more of the clothes you see around today, yet i have my own style to it, and i couldn't figure out a video game if i tried. Total opposites right? But I love her to death so, I want to help her. So for Christmas I'm going to make her, her own little coupon book like "One free shirt of your choice" or like "One free manicure" and ect, but when she says she wants to change, the attitude is just not there. Like, I don't want to do this if she wont enjoy it. So what is a good way to give her some self-esteem or some motivation before-hand everything and Christmas. I also don't want to over whelm her either. Baby steps!