I bit the bullet...and paid over retail for a large black heart, and I do love it. I have small classic flaps as well. this heart bag can get nearly as much inside- only you need to play around with positioning. I fit my iphone 10, reading glasses, I take out my needed cards and place those in the large flap pocket with turnlock, and I carry a lipstick, a very small hair comb, and a touch up cover stick- and that all fits. My reading glasses are always the thing that takes up space for me, so if you dont have those, you should be even better off than me. I bought the black heart (large), and even though many think it is not classic, I think the heart shape is ALWAYS around, and the black to me makes it more wearable for years to come (if you are concerned about "classic"). Colours are what can date a bag IMO...meaning that the shade of the colour can go in and out with each year. As I say that, I gotta tell ya, I think all of the colours for this heart are just spot on!!! I felt a little sick at paying over retail...but when she arrived i was in love

and i am NOT a girls girl AT ALL!!!!! good luck...let us know!