Well, since you bumped it ...
Long-ago-longterm-BF (like 10 years of my life, through my 20s), his brother is an actor who was in "Independence Day" and "Heathers" and is now a director. And his girlfriend was one of the daughters in the old '80s TV show "Too Close for Comfort." (This relationship was during the '80s, so what can I tell ya'.
Had David Byrne (of the Talking Heads) spill a drink on me once ... was in a bar and boyfriend-at-the-time says, "Don't look now, but that's David Byrne right behind you!" So real-cool-me I jump around real fast and shout, "David Byrne? Where?" and slam myself right into Mr. Byrne's drink. Smooth, I know.
Sent some drunken frat-boys chasing Lou Reed once, but that's a whole 'nother story ...
Aformentioned former BF was a lobbyist, so through him ... he was phone-friendly with Tim Russert (RIP
) and various and sundry wonky folks. Distant connection from him to Al Gore, but we'll leave that one out, since said ex-BF is now a card-carrying Republican, so I'm told.
Would regularly stay in the same hotels as the Grateful Dead when we did tour. (Um, this is when Jerry was alive.) With the lobbyist boyfriend. Had this amazing thing where we insisted on staying at the best hotels around for tour ... we were both well paid and had absolutely no reason to save our money beyond tour, so this was our extravagance.
His cousin, BTW, who we went to many Dead shows with, had relationships with both Bob Weir and Armand Assante. No, not simultaneously.
I once witnessed a car accident on Broadway when I lived on the Upper West Side (in NY, NY), and sat on the traffic island with the poor woman's baby (right after the collision she grabbed her babe-in-carseat out of the car and put her down on the bench in the middle of the island, and was about to leave her there alone to deal with her car and the other driver ... I was there with my baby, so we stayed to watch her baby for her.) Anyway, point of all this is that Patrick Stewart was crossing the same corner at the same time, witnessed the same accident, and hung around on the traffic island for a little while, too. Not that he actually talked to anyone but his companion (woman, petite, blond ... /gossip) but it was kind of neat to be in his orbit for a few. Yes, pun intended.
Living in NYC (the East Village and the Upper West Side) means automatically you'll have lots of run-ins with folks in the entertainment world, etc. It's just part of life. Seeing them hailing cabs (Jamie Lee Curtis on West End Avenue) or walking up the street (Ah-nold Schwarzenegger before he was the Governator on Madison Avenue) or in the audience in a movie theater (Kevin Kline and Phoebe Cates).
I rode on a train from NYC to Albany in the next row of seats from Al Franken and his wife and another couple. And he did not shut up for one second that entire trip. None of the rest of 'em got a word in edgewise. Can you imagine that voice for 2.5 hours?
Enjoy his politics, hate his voice.
Oh, and my DH got stoned with the Roach sisters 20-plus years ago ...
For a few years I went to the same gym (and worked out at the same time every day) as Gabrielle Reece (model/volleyball player). She did sweat. And yes, she did wipe off the machines.
Was told there were other folks of a "famous" bent there later in the day, but we were the 5:30 a.m. or so workout folks ...
Madonna lived on our corner when we were on the UWS. Saw her rarely. You knew when she was there, though, because the paparazzi would be out by the gate (and across the street hanging around the Ethical Culture building) for days.
When I was still working in the courts (as a court reporter) I worked a trial with William Kunstler (RIP) and Ron Kuby. That was entertaining. Mr. Kunstler was, BTW, an absolute gentleman. Kuby was a pitbull.
My uncle was John Popper's driver for a while. He even dedicated one of Blues Travelers' albums to my cousin (unc's daughter).
And last but not least, Matisyahu was a Shabbos (Sabbath) guest at our house (back when he was still "Matthew") and we davened (prayed) regularly at the same shul (synagogue) on the Upper West Side, and now, well, we were at the same shul with him last Rosh HaShana in Jerusalem ...
Man, name-dropping is fun.