If I'm not sure the expensive one will work for me I'll try something somewhat cheap that get's good reviews first. Like I'll try a regular cheap buttplug, a cheap vibrating one, and maybe some anal beads before buying an expensive anal toy. But if I know the toy will work for me? Then I'll get it. But I do still tend to buy more smaller items. There are enough that look fun to me!
I went for cheap ones at first, then I tried my first "luxury" toy and I pretty much have all the ones that I wanted after months and months of saving and waiting. I've actually cleaned out my stash and got rid of quite a few things that were low quality and/or weak.
My Eroscillator, with the additional Fingertip attachment, cost $180 plus tax. I didn't pay for it myself, because I was reviewing it, but still - I would gladly pay that much for a toy as good as the Eroscillator is. I'd much rather have one mindblowing, lifechanging toy over a bunch of so-so toys.
I prefer something that is high quality and will work for me every time. I am sure some of the companies I review for HATE me cause 98% of the time if I am allowed to choose whatever I want it is NEVER under $50.
I for one like trying new things. And just because it works for someone else doesn't mean it will for me. Now, I'd rather have one $50 toy than 5 $10 ones, but I also won't really prefer to spend more than that on one toy alone.