Adidas SL20 and Boston 9 - The outsole just won't die. Each lasted well over 1000 miles, and the only reason I threw them out was because the uppers were torn to shreds. The SL20 is firmer (no Boost) but narrower. Both are buttery smooth on the roads and decent on dirt. White and pink colorways were great.
Asics DS Trainer 24 - Got a few pairs at an Asics outlet sale. Firm and about as smooth as the above, but with a slightly lower drop. The upper is thick and durable but doesn't offer the same lockdown, and the outsole is of similar quality to the Adidas, although its hardness limits the ride quality.
Nike Streak 7 - Amazing workout shoe. Smooth, snappy ride, the only con was its poor off-road performance , so I returned it for...
Adidas Adios 5 - A faster Boston. Snappy and maintains its performance on dirt, the Boost in the heel is a godsend on longer tempos.
Nike Mamba 5 - The best spikes. The plate transitions incredibly well.