I used to shoot a Pentax film SLR. When it broke in 2001 or so I sold the associated lenses and waited for digital SLRs to come down in price. I filled the gap with a Fuji S 5100 for a few years, but now I'm ready to get the Canon XSi and several lenses. I believe full frame bodies will be down in my price range within 5 more years or so, so I prefer EF lenses. I've done several genres of photography, but my favorite things are Natural landscapes both wide and telephoto, environmental portraits in evening light, museum displays (artifacts, paintings, sculpture), people at events (concerts/weddings/parties), plants and animals, and macro or near macro photos of lichens/rocks/tree bark/insects/flowers/etc (I had a sigma 90mm macro that I used as combo portrait lens, and macro). My plan is to buy the 28 f/2.8, 50 f/1.8, and 70-300 IS in addition to the 18-55 kit lens. I know I want a wide angle (something about equiv to a 24mm that I enjoyed using on 35mm film), but I want to rent a few of the wide zooms to try them out before buying. I figure based on my interests, the main thing this setup doesn't get me (besides the wide that I want to rent to try) is the ability to take low light (evening and indoor) portraits from a moderate far distance so as not to get too much subject reaction, and the ability to take close-up shots. So I've been considering the 85 f/1.8 as a fast portrait/event lens that will let me take shots of people from moderately far back with narrow depth of field. (see example shot from a recent outdoor Jazz concert with my S5100 below) I've considered the 60mm macro, but it doesn't get me much more reach than the nifty 50, and it's an EF-S only lens, slower, and more expensive. Similarly for the similar sigma macro (70mm?) I could get the 100mm canon macro which would be great on a full frame body, but I think too long on the APS-C for frequent use, and no brighter or cheaper. To get partial macro capability, I'm considering a combination of 250D close-up lens, and some extension tubes for use on both the 50 and 85. I rarely need the full-on macro capability of a macro lens, so this might be sufficient for the moment. I'm looking to spend about $300 to $600. What other options in general should I consider given my interests? (could be to fill this role, or to fill other combinations of roles from my expressed interests).