First off, let me say that I'm 39 and my handlebars are nearly level with my saddle, so to a lot of cyclists I probably am an old guy on an upright. But now my story....
On the way to work today, about 100 yards after I pulled away from a traffic light, I got passed by this guy who I'm guessing was in his mid-60's. He had a dorky Bell Citi (same helmet I wear) over his snow white hair. He was wearing casual slacks (Dickies, maybe) and an unzipped red wind breaker that was flapping in the wind. He was riding a flat-bar hybrid of some sort (Jamis Commuter or similar) with a rack, fenders and a pair of panniers, and was sitting completely upright.
As he passed me and my Kona Jake, he looked over, smiled and said "good morning" in a very casual and friendly way.
He obviously had hit the light when it was green and I wasn't up to speed yet. So I figured I'd follow him for a bit and then pass him on the next hill. The hill in question is about 5-7 percent for around a quarter mile -- nothing major but enough that I can usually pass slower riders there pretty easily. I totally p'wned a clydesdale on a mountain bike there yesterday.
Back to this morning, we were both going around 12-14 MPH. I had been sitting back 50 feet or so. When we hit the hill, I dug in to make my pass...except I wasn't catching up. I eventually got up to just over 20 MPH, and I still wasn't catching this guy. Nodding appreciatively, I planned to pay him some complement when I finally caught up...but I never caught up.
I haven't decided yet whether I'm going to blame my knobby 'cross tires or my sore right calf.