I prefer the second bag and I'll tell you why - the colour. Grey and pink? What is that going to go with? I mean, that bag is just going to look ugly with your clothes most of the time, because you'll have a hard time dressing only in clothes that will go with that bag. You should choose a bag in a colour that will offset all your other garments. Like if you are really into turquoise then a chocolate colour bag is a good idea, that colour would also go with pinks. This blue one looks very nice, it will go well with white, so if you wear a lot of white tops and jeans, this will go very nicely. But think about winter... what colour is your winter jacket(s), will the colours clash, or will they in the best case compliment each other? If you have a wardrobe full of all sorts of clothes and not one specific colour range, but don't want to buy millions of bags I'd suggest one in black - that would go with anything basically! Again, chocolate brown might be a colour that goes well with your clothes...
it is worth taking colour into consideration, because basically you can have the most beautiful bag, the most lovely shoes and the greates tops and jeans that money can buy you - if they don't go together then your outfit will look like crap.