Originally posted by Peter Zack You could consider the Tamron f2.8 90mm macro. It will fit your budget nicely and give you the bonus of a great 1:1 Macro lens. An excellent lens that is sharp and fast.
Personally on the APS-C sensor with the crop factor taken into consideration anything past 70mm is getting a little long. With a 90-105mm lens you will need to be a fair distance back from the subject unless you are only taking tight head shots.
Some day, maybe we'll be able to use those great 85s as originally designed and intended...oh wait, I'm dreaming!
To the OP: I now have a smattering of 85mm lenses, most M42 mount but I managed to sneak in an FA* 85/1.4. The FA* is the best lens I own, or have ever owned. It is a better lens overall than the Tamron 90 and Pentax D-FA 100/2.8 Macro, although of course those two are sharp as razor blades. If you apply to the Benjamin Kanarek school of portraits, you want sharp sharp SHARP! and then do magic in post-processing. I doubt seriously he shoots paid portraits at wider than f/5.6. For us amateurs, nothing beats the gorgeous blur of an 85mm at f/2. Unfortunately the FA* 85/1.4 has been going for over US$1,000.
I saw a Zeiss PK 85/1.4 on eBay today, also over US$1,000. I used a friend's ZF version of that lens and was impressed but it was not on par with the Pentax or Minolta 85/1.4 lenses.
I should also mention that the 77/1.8 Limited might fit the bill nicely. It is really a decent lens, one about which you won't read too many negatives. It is also much cheaper and has been showing up from time to time on the used market.
Good luck in your search.
--Sean