Name the Person, Name the Watch

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Get it right, post the next pic.

I know who this is, but not the watch.
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Get it right, post the next pic.

I know who this is, but not the watch.
.
Looks like a Marvin Flying Dutchman.
 
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Probably should start off easy to get the thread rolling then step up the difficulty level.
 
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How about a softball to get the game going?

Steve-McQueen-on-the-set-of-Bullitt.jpg
 
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I didn't think the person would be so tough.

It's Marion Walter Jacobs, aka Little Walter. The Alpha and Omega of blues harmonica.

Continue on with the pic above.
 
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How about a softball to get the game going?

Steve-McQueen-on-the-set-of-Bullitt.jpg

I’d take a Bullitt for her any day.
 
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Ok my contribution, easy to keep the game going.
 
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That’s the man, himself
Oh, there's a man in the photo? I was wondering why I couldn't see a watch on her wrist. She had a neat car too.

Edited:
 
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Ok my contribution, easy to keep the game going.
Lance Armstrong. Don’t know the watch, but I see his keeper slid up out of position - a pet peeve of mine.