- Aw! - Hi, Drewsy!
Oh, I love seeing that face.
- Oh, I was looking through my phone,
but they've done so many darn updates,
and I was trying to find the picture
of you and I sitting at my old house.
We were having dinner with some of the girls that night,
and we are laughing so hard.
And I was like, this says it all.
I love laughing with you.
- Oh, yeah, well, we all need to laugh
a little bit more right now
since we're all experiencing this crazy time together.
So that was why I felt so compelled
to film a comedy special during COVID
'cause I felt like as an entertainer,
it's our responsibility to bring joy, to bring energy,
to bring humanity to the fore.
So I was really, really grateful that we were able
to get it done through COVID and to release it.
- And when I saw your special and I saw everybody
spilled out into these tables with candlelight
and really nice backdrops,
it felt like a beautiful, old comedy club.
It felt really timeless.
I loved seeing the New York skyline.
And I laughed so much watching your special.
And I wanted to know what you think,
how you can be funny in 2020.
Is it the same? Is it different?
What are the rules? Are there rules?
- I think... I mean, yeah, there are. It's different, right?
But this is a special that's so personal to me
that it didn't matter when it was filmed.
So I stuck with my guns on that.
I just thought, "You have to share this. You have to share."
I've made a career out of oversharing,
and now, I have something good to share.
I can help people.
This story's gonna help people who have delayed grief,
or why they have no patience, or why they can't
stand in line at an airport Hudson bookseller
because of the slowness of the transaction.
I had to literally confront my own demons,
and find out, oh yeah, you have been acting like (beeps).
You are pretty arrogant, and you are pretty self-confident.
And why? Why are you all those things?
And to tear that apart is timeless.
We all go through that. We all are like...
We want the gift of self-awareness.
Ultimately, isn't that the greatest gift you could ever get
is to find out, "Oh, wait, maybe I come off a little harsh
or a little angrier than I would like."
Self-deprecation is always my brand of humor.
I always wring myself out to dry in front of everybody else
to use myself as exhibit A.
- I love that. And I love that about you.
I just think that self...
Who fixes us? No one.
We fix ourselves. - No.
It's the only thing we actually have real control of.
We have no control over life, anyone else in it,
and the world itself.
We control nothing.
And I've really been excited about the fact
that I am just the only thing I have control over,
I mean, relatively.
That's another question.
I'm someone who really likes to let loose.
I've never been a perfectly straight arrow.
And never in my life...
And you know what's funny is I'm very conservative now.
Ever since I had my children, it's like buttoned up,
and I talk about why I'm so conservative now
as a woman and a mother to my girls.
'Cause I'm like, I did try everything,
and this is where I weirdly ended up.
I look around and I realize that all
the kooky things I did were so fun.
I don't regret them.
I wouldn't take them back for a nano-second.
That said, do you ever think that a perfectly
straight-arrow life is fun or attainable?
Or are we always gonna be a little, let's face it,
a little naughty?
- For me, no.
I don't think I'm ever gonna be conservative.
I'm self-aware and I'm wild.
It's kind of a transitional period
because you're given the gift of self-awareness
and then you have to, in my case, I over-corrected.
I was like, "Oh, I've been this way for so long?
This is how I come across? I better shut up and sit down.
And then people are like, "Why aren't you talking?"
at dinners with multiple people,
"You used to be the life of the party."
I'm like, "I'm not doing that anymore."
I'm just not gonna insert myself.
I don't have to be the life of the party.
That's not my responsibility anymore.
And then, you somehow get to a place where you have to marry
your old personality with the new awareness you have.
You know what I mean? 'Cause I still want my edge.
I still wanna be the person that's gonna say the thing
that somebody else is scared to say,
or stick my neck out a little bit further
than maybe the person next to me.
I am just leaning in to now, okay,
now I'm a little bit more aware, a lot more aware.
I'm a lot more conscientious of others.
I've cultivated an empathy.
So I'm in much better hands with myself
than I was about even five years ago.
- I couldn't agree more.
And I love how you just said that.
I know I just had an a-ha moment, thank you, Oprah,
when you were saying that.
Because it was like, when I had my kids,
I knew that I didn't wanna be on a film set all the time
being other people and being away from my kids
for 18 hours a day, that I had lived that life
and I was ready to just lean in as a parent.
But I felt so disloyal to the life I had lived,
and I felt like I was disembarking from a port
that was everything I knew, my work-
- Your identity. Your identity.
- Yes, and I was like, "Who am I gonna become?"
And then I got married, and then I got divorced,
and I had the hardest five years of my life.
I was like, "Everything I left to become isn't working.
And where do I go from here?"
That's why I love this job so much.
- You got married and divorced like five times. (laughs)
- Yeah, three times by the way, and never again.
Because at that point, you decide,
either you're gonna be Liz Taylor and marry eight times...
And there's no way I want four more marriages.
I don't even want one more marriage.
What about you? What is...
If you were to create the mood board of your future,
what does it look like?
- So I really need an outdoorsy guy that can handle my BS,
that can put up with a confident, strong woman,
but is still gonna tell me to sit down and shut up
when I've had too much to drink and can't stop talking.
Do you know what I mean?
I like a little old-fashioned balance.
I may have to get back together with 50 Cent at this point
because I promised him that if we...
We spoke the other night, and I said, jokingly,
"I'm ready to get back together,
or possibly go for another spin."
I know this is a morning show,
so I won't go too deep into that. (laughs)
And he was like, "Hey, were you serious about
what you wrote about us getting back together?"
And I was like, "Yeah, totally!
I'm open to anything, buddy."
So who know? Maybe I'll get back together with 50.
He actually got a kick outta me. He gets my humor.
And he likes it and finds it attractive
and not like a turn off. (laughs)
- It's like you really do wanna be a seesaw with someone
going up and down and up and down.
Listen, love, it ebbs and flows,
and we expect it to stay on the same plane all the time.
And that isn't even how one person
works inside of themselves.
Nobody wakes up every day and I like,
"Hi, I'm so and so today,
and I'm the same as I was yesterday,
and I'll be the exact same tomorrow."
And yet, we expect relationships to have
this flat line stability that isn't even attainable.
- I do want to experience big love.
I wanna fall head over heels in love with somebody.
I wanna flirt and text. I do crave that.
So I hope that's in my near future.
(upbeat music)