Hey Ladies! I've been casually following these forums for a while, and hardcore diving into them for the last week. My boyfriend wants to buy me a nice bag that I wouldn't normally buy myself, as a birthday gift. After many hours of research, reviews, and trying on bags in person, I find myself still pretty undecided. I'm hoping all of you wonderful experts can help weigh in. Shoes tend to be what make my heart sing, so I don't have much of a bag collection. This is definitely a bag that I want to last a long time, so I'm going for something timeless (but not boring). I love me some Saint Laurent, and the current seasonal SDJ in Black/Black and White Python tops my list in terms of looks (attahced). Pros: It's less boring than black, still neutral, edgy but classy, and the print hides a bit of the accordion look, which is my personal least favorite part of a SDJ. This bag would go great with my wardrobe and personality. Cons: The newer SDJs have no lining in order to lessen the weight of the bag. While it being lighter than previous versions is a good thing, this means 1. less functionality because the inside lining zip pocket is gone and 2. the beloved structure of the SDJ is not as sturdy. In the picture below, you can see the handle and model's hand pushing on the bag and making it curve. I saw plenty of SDJ's in stores where the corners were a bit droopy or the top middle part was buckling under the weight of the handles. With far more malleable leather, I wonder how the bag will age, and how appealing it will be without its rigid shape. A far more functional alternative, but less visually interesting, the Rive Gauche in blue (attached). Pros: Still has some structure to it, the popping color is still versatile while giving some life to the bag, zip closure, suede interior with spacious zip slip pockets, a magnetic slip pocket on the back exterior so you can drop your phone in easily, and lightweight. Cons: Visually uninteresting bag. While the luxurious materials and small details elevate it above an average bag, the design is nothing special. A functional bag with a simple look can easily found elsewhere, so is it really worth this price point? I am having a really hard time deciding what trade-offs to make. Finding the perfect bag seems unreasonable, but should my one investment piece be more for style or function? Thanks in advance for helping me out!