Charlie Sheen is such a Relentless Charm
Oct 19, 2026
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I will tell you that he is a sweetheart.
He absolutely is.
You know why?
He always stepped in ----.
I mean, if Charlie walked onto the front lawn of your house
and your dog pooped somewhere,
he would find it.
He would step in it for sure.
Yeah, a sweet man who always ends up in the wrong place.
But he always owns it, you know?
Charlie screwed up all the time, but he always be like, yeah, yeah.
It was me.
I did it.
Charlie was down in Miami.
We were doing the show, and he barely made it on time.
we were doing two segments with him
and before it began I said to the cocktail waitress who was
working the pool I said do me a favor
when Charlie we're doing the interview just what I shouldn't
have done this but I said just walk into the middle of the shot
while we're going whenever
you want don't we're just burst in and give him a little wink
and a little squeeze on the cheek
and say hi Charlie and then walk away as if like you know him
and so we're in the middle of the
interview we're doing this interview with charlie
and and uh and you know katie couric is there she's
coming up after charlie she's the guest after
and the cocktail waitress walks in she goes hi charlie
we're in the middle of talking and she gives him a little squeeze
and she walks away and i go oh
jeez charlie how do you you know her he goes i've never seen
her in my life i go sure sure doesn't
look like it anyway we're all laughing
the whole thing i totally set him up with it uh and he was
like i'm so sorry i'm late uh dude dude i'm
so sorry i'm late and he had brought with him like a
1500 dollar bottle of wine from room service it's just oh god he's like
this will make up for my lateness
oh my god always stepping in it
but just such a i don't know relentless charm i look forward to
reading his book and and watching everything
the miracle uh is that charlie's been sober for eight
years we are at this point. That's incredible.

