I love majority of the Juicy Couture line. I have nothing but praise for the handbags and how they hold up to wear and tear. I am almost 25 and own about 30 JC bags - including 1 terry, 1 velour. I get nothing but compliments. I think it depends on your style, personality and where you are wearing the bag to. I wear my terry cloth bowler with jeans, a plain white t-shirt and flip flops shopping or to the grocery store.
I also own about 10 of the track suits, but none with writing on the booty. I do have a few of the track jackets with writing on the back - "The Joy Only Bling Can Bring" and "Juicy Couture” - the rest are solids - black, blue, maroon, brown. I have a lavender short sleeved, hooded sweatshirt dress that I wear as a swimsuit cover-up. I have a few shirts, jeans, a yellow blazer, shoes and a few pieces of jewelry.
I think as long as you are not head-to-toe Juicy Couture (or any other designer for that matter), the pieces can be cute and practical.