Money with couples is personal. DH makes more and gets a better bonus but it is our bonus. We share a bank account and have since we got back from our honeymoon but when it comes to his bonus I think of it as his. He bought me my last bike, the Gary Fisher, out of his bonus but we agreed on the budget. If we weren't both into cycling I could see bike spending being more of a debate. Even with us both liking to ride I don't always agree on how much he wants to spend on bikes (I put my foot down on him getting a carbon mountain bike).
As for the WSD debate, it definitely comes down to personal preference and manufacturer. The year I got my Cannondale the geometry was very little tweaked from the mens. They used shorter reach shifters, smaller bars, slight changes to sizing but Cannondale has changed that (I think). Whereas my Fisher is quite a bit different from the comparable men's bike. I have an extremely short torso and longish legs for being 5'2" so WSD generally works. However in Specialized mountain bikes WSD is way too compact and I hate the fit. So even WSD doesn't always work.
I am big on how a frame looks, my Cannondale is very non-feminine but my Fisher is girly. Sparkly black with just enough pink to be AWESOME to me. I am the opposite I like slightly feminine details on my frame, but I don't always like the swirly, flowery stuff some companies use. My first bike I was not more constrained on budget and just had to take what I could get. If I am spending as much as I was I am going to like the looks. Luckily they took it in stride because we have been loyal customers for several years.
Amanda
2011 Specialized Epic Comp 29er | Specialized Phenom | "Marie Laveau"
2007 Cannondale Synapse Carbon Road | Selle Italia Lady Gel Flow | "Miranda"
You don't have to be great to get started, but you do have to get started to be great. -Lee J. Colan