Road:
2007 Specialized Ruby (bought in 2006)
1996 Lemond Tourmalet

Ruby gets used the most.
Tourmalet has mountain gearing. I put 28c Vittoria Ranndonneur tires on it and a bike rack. I use the Tourmelet for winter and early spring riding, times when I'm convalescing, distance rides where I know I'll encounter dirt/gravel roads, errands with panniers (although it has a pretty short wheelbase I can carry 15 lbs each pannier). I use it as a spare bike for visiting friends with similar build to go riding with.

I've been cycling for 30 years. I don't count child or teenage years but start the tally from age 20 when I used bikes for transportation and recreation. I used a Schwinn Continental from about 1980 to 1996. Not on the list since I gave it away.

Mountain:
2010 Specialized Myka HT (bought in 2009)
1989 Trek 930 Single Track rigid suspension

I rode the '89 Trek with the rigid suspension for 20 years as mt and on the road, until my aging limbs couldn't take it any more and last year got the Specialized Myka with front supsension.