How I Got Engaged To A TV Star..

Couple Connects
6 followers
15 Video Views·Mar 31, 2026
AI Generated·May contain errors
Do you think we would have ended up together if I hadn't gotten pregnant?
I don't know. I have no idea.
I was not somebody who had marriage in the forefront of my mind.
Such a big choice to decide who you're gonna live the rest of your life with.
Were you scared at all? I might not say yes.
Were you scared it might not work out?
Our marriage?
I wanted to create for you sort of a fairy tale princess moment.
I hope I succeeded in that.
So I never really saw myself being married because I enjoyed the freedom of my lifestyle,
which was I had music gigs all over the place at the drop of a hat.
I took acting gigs that traveled all over the world.
I hadn't really thought in terms of settling down and getting married.
That's not where I was in my life.
Chris is someone who once told me that when the show he was working on ended,
he wanted to just move to a deserted island and play blues guitar.
This wasn't something Chris had been planning his whole life.
To be clear, the deserted island plan shifted very quickly
when I found out we were having a baby.
However, it took me a while to wrap my head around the idea of getting married.
It literally was the sort of legal institution of marriage and what it meant.
And some of the agony I had seen it wreak on people's lives from a personal perspective.
Settling down and starting a family was not something I saw for myself
in the immediate future either until I got pregnant.
I was having some good luck in my career as a touring musician,
and I was really enjoying that.
And it broke my heart to go tell my boss that I was pregnant.
I thought they might fire me.
They're on the spot.
How do you bring a baby on the road?
Well, just on a tangent, that's not what my boss did.
He gave me a big hug and said we'd figure it out.
So that was great.
But it was really scary for me.
A, because I thought my whole career trajectory was about to shift.
And B, I was scared that I could potentially end up having to do this alone.
So I decided that I was going to propose.
And can I?
Yeah, go.
I've been reading the comment section.
It's always a bad idea.
So you made the decision to propose.
Do you think things would have turned out very differently for us
if I hadn't gotten pregnant?
Obviously, they would have turned out very differently for us.
We wouldn't have had a baby.
That's a huge.
Do you think we would have ended up together?
Oh, I don't know.
I have no idea.
We put the card in front of the horse.
This is a hard question that I deal with all the time.
Not because I don't feel that Chris is a wonderful, loving husband,
but because we went through it this way.
It's something that you just you can't ever know how the cards would have fallen.
Before you got pregnant, we were having a great time.
We were in love.
We were dating.
We were having the time of our lives.
I was not somebody who had marriage in the forefront of my mind.
So this was not something I was looking for at the time.
So who knows where our lives would have gone?
You were off touring.
I could have gotten another job.
We could have moved to different cities and drifted apart.
I mean, there's a billion things that could have happened,
but it doesn't mean that I'm not grateful for it.
Fatherhood and family has been the most challenging,
but also the most rewarding aspect of my life.
I think about how I can be a better dad to my kids all the time.
I think about how I can be a better husband some of the time.
Yeah, that was a joke.
I think most people would say,
like, why even ask yourself that question?
I mean, it's not how it's not how things worked out.
Why linger in this?
Hypothetical past that doesn't exist.
We were in love.
So that's not like something we're questioning.
You know what it is?
It's just so hard to never really be able to say to yourself,
like, oh, this person wanted to marry me just because he loved me so much.
It's a foolish question.
I don't even know why I brought it up.
Like you could say, oh, the universe would have brought us together
if it were meant to be.
And it did.
It just brought us together in a untraditional way
that you don't see in fairy tales.
And like, how stupid am I to even be crying over that?
Well, no, it's I understand.
I understand.
But here's the other thing, though.
You know about me that I am a very honest person.
And that's how I sleep at night.
That's why that's why I am truthful.
When you ask, would we have ended up together?
I don't know.
I'm fulfilled in our family and our marriage.
Yeah, that's really all that matters.
So so once I decided that I was going to propose first,
I called her parents and I asked for their permission, which they gave.
And Joanne, your mom started fishing around for your ring size
because I don't know anything about ring sizes.
She told me she wanted to resize my grandmother's antique ring for me
out of the blue, like I had not been asking my mom for vintage jewelry.
And so I had a plan.
She was going to be in New York at the end of January doing a gig.
And I was going to be in New York that same weekend.
I had some music that I had released and I had the
privilege to perform on Good Morning America.
And so I was going to be there the same weekend.
So I found a jeweler in New York to start selecting the diamond.
I actually knew what you wanted.
I forget why I knew you wanted a halo.
I think my mom told you and she did really good.
What kind of diamond did you pick?
I don't remember.
You don't remember anything about it?
I do remember.
Tell us what you remember.
I do remember that I learned a lot about diamonds in a short period of time.
And I went for the clarity because it would have a beautiful sparkle.
So I went for clarity over size.
That was the big thing I remember.
Oh, but it's still a good size.
I picked everything out and we had a timeline that it would be ready literally when I got there.
I flew in and I was going to meet her at the hotel.
And she was waiting for me, wondering where I was.
That's right.
I remember he texted me when he landed.
And then I was taking a side quest.
What is taking him so long to get from the airport to the hotel?
It took him hours.
I also had a few other details to sort out.
I wanted to propose for her in a romantic fashion.
I knew that you were going to be pregnant and have a baby.
And I knew that you weren't going to want a wedding anytime soon.
No shotgun wedding.
So it was going to be a while before she had a fairy tale moment.
And I wanted this to be one.
So I rented out the roof of the Nomad Hotel where you were staying.
And it was her favorite hotel in New York.
We play a lot of music together.
We enjoy, I guess they call it hot jazz now.
Songs like Blue Skies and old jazz standards.
Django Reinhardt, Stephen Grappelli style.
And I found a hot jazz band in New York that would come play for us during our proposal.
So I thought we were just going to dinner.
Chris finally shows up at the hotel.
And I was dressed casually to go to a friend's apartment.
And Chris is like, no, you need to go put on a nicer dress.
And that's the first time Chris has ever told me to go dress nicer.
You were like, no, it's fine.
We're just going to dinner.
And I was like, no, you really want to put on a nice dress.
Trust me.
Yeah, I had no idea that this was happening now.
Meanwhile, I'm slinking down to the lobby and paying the band.
Oh, yeah.
How were you feeling that afternoon right before you proposed?
The afternoon before I proposed, I was feeling frantic.
I had to arrange everything.
After all of that was done.
OK, you're in the room with me.
You're about to take me upstairs and ask me to be your wife for the rest of our lives.
Now I want to know how you felt.
I'd already made the decision.
Look, you want me to be like, I had cold feet.
I just want to know, were you were you scared at all?
I might not say yes.
No, you just knew I was going to say yes.
I definitely expected you to say yes, given the circumstances we were in.
Were you were you scared it might not work out?
Our marriage?
Of course.
Yeah, but I think everybody in their right mind
worries to some level if their marriage is going to work out when it's first starting.
You're building something.
You're building something bigger and better, and it's going to last.
But early on, sure, I was a little worried.
Were you?
So now, so tell us.
I got in the elevator.
We you go we go up instead of down.
Right.
I hit rooftop and she says, no, no, no, no, no.
That's not the right.
Let's go check out the roof for a second.
Go check out the roof.
And I think her spidey senses were tingling and she said something.
Something's going on.
Still be corny.
So we get to the.
All right.
So we get to the rooftop.
And is it the most romantic thing you can imagine?
It was the most romantic thing I was capable of.
The doors opened.
The band struck up Blue Skies, which is one of our favorites.
And I probably was sweating everywhere.
And I looked at you and you kind of had a blank expression on your face, but a big smile.
But just like, like, what's going on?
I think I knew what was going to happen.
And I led you out of the elevator.
There was a bottle of champagne on ice for me.
I think I did.
I have a non-alcoholic one there, too.
Oh, yeah, I think I did.
Sparkling apple juice.
And I led her to a little table that had been set up for us.
And the band was playing and the Empire State Building was looming above.
And then I got down on one knee and I thankfully still had the ring in my pocket.
It was the most romantic thing anyone's ever done for me.
It's something that we'll remember our entire lives.
Such a big choice to decide who you're going to live the rest of your life with.
I wanted to create for you sort of a fairytale princess moment.
I hope I succeeded in that.
Yeah, no, it's wonderful.
We don't have any pictures.
The USB is empty that my friend took pictures on, so we don't have any pictures.
So it has to exist in our mind only.
Gave me the most beautiful ring.
I remember when you opened the box.
I couldn't believe how beautiful the ring was.
So I said yes.
So she said yes, and she regrets it every day.
I have to go pick up Kai.
Okay.
All right.
Well, thanks for watching, everyone.
Give me a kiss.
I love you.
Was that good enough?
