I have upgraded business colleague (different companies) on flights. I met them at a conference and they happen to be on my flight (on NW). So, my associate (also a plat) and I upgraded both of them on a DTW-EWR segment.
As to the PC club, when I had a flight canceled (EWR-BOS) and the last flight out, I found myself next to an attractive young business type woman in the waiting area. She exclaimed out loud, about how frustrated she was about the flight cancellation that I said, "You wanna go to the President's Club?" She said sure. Got her cell phone, but when I got the PC I found out she was travelling on a CO "Buddy Pass" and that she was the g/f of a VP at CO in Houston. She called him while we were sitting there and said that he designed the PC club we were sitting in (C-3 Club).
We parted ways about an hour later, I kept her cell phone number, but lost it when my cell phone crashed and erased my entire address book.
Anyway, the bottom line is yes you can upgrade random strangers, as long as they are on your flight, and 2) you can pick up chicks with your PC Club or Plat/Gold companion upgrades.
- HF