My wife asked me this question a while ago and the only answer I can still think of is "they make me feel pretty". A little back story. My wife has known of my dressing for about ten years now. I told her a month after we started becoming serious. We have had our ups and downs since then. About five months ago, I lost my dad to a heart attack. It hurt a lot, but caused a lot of inward thinking, self reflection, and what ever else you choose to call it. It also caused me to reflect on my crossdressing hobby a lot more as he was the biggest reason for my guilt, shame, and hiding who and what I am. When I came out to my wife I answered a lot of questions with the typical "I dont know". I have recently replaced a lot of those answers. Why do I like girls\womens clothes? Variety. Fit. Feel. Fabrics, Colors. Girls clothes are more fun. I like to feel pretty. I see so many girls daily in so many different outfits and envy and jealousy come into play. Why can't I wear that? Why shouldnt I enjoy the frills and color and glamour? Hair. So many styles and colors and its all so pretty. I like pretty hair and I like to feel pretty so why not? Makeup? well, as frustrating as it is to put it on and get it to match and look right, I still think its fun and wonderful. I see so many girls out in the real world with just gorgeous makeup and get jealous. I want my eyes and face to look that pretty too. Shaving my legs? Leg hair is gross. I love the look of smooth legs and love my own legs when they are shaved and lotioned. Am I gay? Well thats a bit confusing, I am bisexual but at this point in life it dosnt matter as I am married and have found the person I want to spend my life with. No, Im not gay. Im Married. So, why the boobs? Well, I have come to realise that a lot of my crossdressing desires and preferences come from what I find attractive on females. I think well proportioned breasts are very attractive and very pretty, especially with the right top or outfit. For me, I dress for myself, what makes me feel pretty. I feel much more pretty with my modest breasts than I do without them. My tops feel better. My bras feel sexier. My dresses feel cuter. Over all, I just desire to feel pretty like the pretty girls I see around me in the world. And why shouldnt I? Why should girls have all the fun? Maybe Im wrong to think like this but I do. I have my whole life. No matter what I do or how much I try to run away and hide from it, I still want to look and feel pretty.