I never had any impression of Simpson as an athlete. I do remember him being in a bunch of movies I saw (wasn't he in The Towering Inferno? Or am I thinking of someone else?).
Princess Diana was someone who captured the public imagination of a "commoner" (which she actually wasn't; she was in the line of succession in her own right, if umpteen hundred other people died first) being swept away by the handsome prince. To the public, especially the American public, she had it all - youth (she was 11-12 years younger than Charles), glamor, beauty, fame, a certain bit of power within her own circle (people did get promoted, dropped, hired or fired on her say-so, depending on how some situations went), and even a couple of handsome young children. When she and Charles went on tours, she's the one people came to see more than him.
As the years went by and Charles' indiscretions with Camilla came to light, Diana was seen as the betrayed young princess (true to some extent, but she wasn't innocent in that regard either) who was being treated horribly by the "stiff upper lip" attitudes of the rest of the family.
As for how her death affected me... I remember that night when my dad was watching TV and came in, saying she'd been killed. At first I thought he was joking, but nope - it was all over the news. EVERY channel.
Way back in 1981, the theatre company I was working with did a "mock Royal Wedding" for the local parade that summer. They had the tech people participate in it, figuring that we didn't get a chance to be on stage during the musicals, but wouldn't it be fun if we could dress up and play the members of the Royal Family? No singing or dancing required, just put on a fancy gown, hat, and long gloves and walk 3 MILES in wedge sandals... No, I didn't play Diana. I was one of the other members of the wedding party. But it was a blast, even though I couldn't walk for the next couple of days.
We had a double decker bus following us, and the person playing the Queen Mother had even supplied a real corgi. "Lord Snowden" would have us gather every block and a half or so for a "family portrait" and then we'd quickly get back into position and keep walking. We ended up winning the grand prize in the parade, and one of the organizers sent a photo and the writeup from the local paper to the Queen. It's so surreal to think that somewhere in Buckingham Palace (or wherever they keep this sort of thing sent in by the public), there's a picture of my 18-year-old self in a lacy white gown, long white gloves, and fancy summer hat.
So many years later, when Diana died, I was reminded of this parade experience, and felt sad for the two kids. Imagine being 13 years old and forced to walk along a parade route behind your own mother's coffin.
It's actually rather amusing to Commonwealth country citizens to hear Americans (in general) praising themselves for getting rid of royalty, not bowing and scraping to any king or queen... but then you (general 'you') go ahead and create the equivalent out of actors, singers, athletes, and politicians.
My biggest impression of O.J. Simpson, other than the movies that didn't make much impression? "GET THIS CRAP OFF MY TV AND STOP PRE-EMPTING MY SOAP OPERAS!"
Seriously, it's INSANE how they thought people had nothing better to watch every damn day than nonstop coverage of Simpson being "chased". Being arrested. The trial that never got anywhere. Honestly, people were writing in to the soap magazines, saying, "Why can't they just put a summary on the nightly news? We don't care about the minute-by minute garbage!"
So now, if there's an afterlife, he can go be annoying there. But I suppose my soap will still be pre-empted for his friggin' funeral.