Shaving with a shirt on - sadly, no...

I typically shave with my shirt on. But it also depends, for instance if I shave after a shower. I'm often shirtless if I shave after a shower. But if I took an evening shower and shave in the morning, I shave with the shirt I slept with.

 

There's also this one with Farrah Fawcett:

Great Balls Of Lather!

The choice of razors and technique is interesting. It looks like they use Injectors in at least the first two (Personna Executive and PAL Adjustable). Also, the technique in the first video is almost scary in its assertiveness. It's almost as if the perceived key to successful shaving back then was to get a tight grip on the razor and use manly strokes.