Bad Choices w/ Brooke Shields

the different things again and I got into So. Yeah, you have like a real workhorse sensibility. Yeah, welcome to go ask Alli. I'm Alli Wentworth And today I'm doing something a little bit different. I have my bestie Brooke Shield here and on her podcast Now What, I got to ask her a bunch of questions, uh, and even play a little game called would you Ever? And now on my podcast, I'm going to play a game with

her called Bad Choices. I don't know if you guys know this game, but Bad Choices is a hilarious way to get a group of people to really tell some funny stories about themselves. So uh. Disclaimer, I bought the box, a brand new box of bad choices. I just shuffled it and I split the shuffle. And Brooke has a bunch of questions and I have a bunch of questions, and we're gonna take turns picking a card. These are not pre positioned and asking each other questions which will

prompt I think some very funny stories. Okay, So, brook Shields, do you want me to start? Okay, I'm gonna pick a card, and I'm going to ask you this question. Would you ever have sex in your life for three million dollars with a stranger? I think I probably would. Okay, you would probably? All right, Brookshields will have sex with a stranger for three million dollars. Okay, that was but she easier than I thought, asked me. Okay, here's a question. If you could, would you sleep your way to the

top if I could? When I say, I would not, And I'll tell you why because I never made it to the top, and I just assume it's not so great up there. I'm also mediocre in bed, so I don't think even if I put my that's foot forward. First of all, I don't, but it goes whatever rifice that foot goes in. I don't think that I would. Um, I don't think I would make it to the top. Can we also ask each other the other questions? Would you sleep with someone for three million dollars? No, you

would know. I'm picturing the person being like handsome though, like now that it's it's putin, um and I wouldn't sleep You said you would, all right, Well I would if they were cute. There's if you're sleeping with somebody for three million dollars, they're not going to be cute because they're having Robert Redford from the proposal. Okay, that's what I was thinking. By the way, I have been offered offered um, well, one was twelve camels and the

other one was an undisclosed number. But it was definitely, um, a someone from the Middle East. But while you were a virgin, did they ask Yeah, yeah, so as virgin Brooke golf camels. But then also there was a number of values somewhere thrown away. But I didn't hear the number of value. My mom told me. And did you guys sit down with your accountant and crunch the numbers? Since the numbers, yes, did you know, wait a second.

So I always hear about a lot of models, especially when they were younger, they got paid to just be on somebody's boat, Like you don't have to have sex with anybody you but they would pay you to be at a party or on someone's yacht. Did you ever get those asked? I didn't get paid to do that, but I have gone on people's yachts, like in the eighties, where I got gifts like jewelry and stuff like that, but I didn't have to do anything, and my mom

was with us. But you got jewelry, but I got jewelry and and you know, taken shopping and so you were like the first influencer. Yeah, so all right, now it's my term. Has your friendliness ever been misinterpreted as flirting? I was always so naive that, yes, it has often been misinterpreted as flirting. And I'm putting myself in probably more dangerous situations because I've just been so trusting, you know, and I and and then just been shocked to find

out that that was what I was putting off. So so man would say like, oh, I thought we had a thing because you were so friendly. Yeah, well I thought that that's what you meant. I was like, no, I'm just being a kind, fun, good person. But it was definitely they took it as a rejection. They also probably took your friendliness as wishful, thinking that it was flirting too. Probably all right, okay, Um, would you ever

lie about a person to get them fired? No, I would never lie about a person to get them fired. Yeah no, unless maybe Michelle Fifer because she took your career, because she took my career. Um, no, I don't. I would never lie. I would never lie, but I would never not lie. If they did do something, I probably and I would do the same thing. Yeah. I would never lie to get a person fired just out of spite. Do you complain a lot about first world problems? Have

you listened to her podcast? I am always saying good problems to have. I never complain about anything that is even seemingly just gross. I cringe when I sometimes even admit to how lucky I am. Yeah, you do complain a lot about your yacht size. Yeah, well that's different. And when you don't get to fly private and the number of crew, and the number of crew they call you relatable shields. Yeah, all right? Would you spend the night in a fuse? What would you spend the night

in a full porta potty for ten dollars? Yes, full meaning it's full of poop. Probably well for twenty four hours a night a night, Yeah, for ten dollars. Yes, I would do that for ventilation. You would do it the same thing I would do it? Ten grand is ten grand? Have you ever made a New Year's resolution that lasted less than a week? Don't they all? Yeah? I don't think I've ever made a New Year's resolution that lasted more than a week. Me neither. Yeah, and

that's why I don't make them anymore. Yeah, same with me. I actually made a very distinct decision not to do it. No, you set yourself up for failure. I don't know how many times I've been like, I'm only a vegan from this point forth, and then I went to basketball, I'm not going to drink anymore alcohol. Yeah, that does not last in my life. Yeah, well there you go. So I just don't do it. No resolution resolutions and you

can't fail. No, No, But I do look back at the things that I'm the happiest and of that year, and when I'm most proud of like I look back with, Oh, that's the positive way positive, rather than I'm going to deny myself this or from now on, I'm going to be this. I think that's good. I like I like a retrospective rather than a Okay, okay, would you be willing to look ten years older in order to retire ten years earlier? Never? Well, only because I've been SENTI

retired my whole life. I'm never retiring by the way, I know, I'm never retiring either. But so that that doesn't work for me, Um, let me ask you a question. Okay, would you trade youthful? No, your feet, nobody will trade with you. Would you trade always looking youthful being heavy with being very very thin but aging? Mm hmm. That's

a that is a very interesting question. Okay, so that the obviously real, honest answer is I think youthful and enjoying your life and gay gaining meaning eating what you want, enjoying your life, drinking, eating and you know, um, that

signifies confidence and joy. But because I've always worried about my size, but because you're so tall, yeah, because I'm tall, and because I'm big, I'm bigger, like gaining weight is um it's stressful for me, and it really kind of it reeks a little havoc on my on my self, esteam, but I look younger, and I prefer to look more youthful and plumper. Now you look all all right? Who's turning it to ask me? I guess ask you? Okay? Have you ever had more than eight shots in one night?

Have I ever had more than eight shots of No? I'm not a drinker, as you know. And the last time I was actually drunk was when I went on a date with my now husband and I drank a gin and tonic and general mess you up. But one gen and tonic and I was, you know, pole dancing at a very respectable restaurant. So I there wasn't there wasn't a pole. So eight shots, um would put me in the emergency room. So no, I think eight shots would put me in the emergency room too. I don't

think you've done eight shots? Eight really? I see you in Mongolia with a fur hat going and turning the cup over. No, no, no, do you think you would give the best lap dance in the room. You're gonna say yes, yes, because I worked really hard to be a good dancer. When I was at Princeton. No, I would be the most awkward lap dancer. Yeah, it would be so comical that would know. I would be a horrible lap dancer. Oh, you'd be pretty good, really, thank you.

I think so you'd be the kind of person that would be like, oh, you don't have to give me a dollar, and you'd be making change instead of dancing. I'd pull the change out from somewhere chicking. Have you ever thrown a party for a pet. I have had popsicles, pup pup popsicle for Pepper on her birthday. That was the closest thing. And I never did it on my own, but my girls wanted to put a little hat on

her and sure, not a full party. Well, I have to tell you, before I had kids, Um, I've always had dogs, you know, and I treat them like my children. I was living in l A. And I had a full birthday party for my dog Trout. I invited like fifteen people over, so I had human food and then I had a buffet of dog food, you know, like meatloaf and all kinds of stuff, and they brought their dogs and we had the dogs had to wear hats.

And then I brought out a birthday cake they made out of alpo and biscuits and all kinds of stuff, And at the time it seemed like a really fun thing to do. But in retrospect it makes me sad for myself. I'm sad for you. Yeah, I'm a little sad for you. Yeah, well that's me. Have you ever

looked through someone's wallet while they were out of the room. Um, not as an adult, but I did um pinch a few five verse when I was a kid, Like if my mom was upstairs, I would take money out of her wallet to go meet friends for candy or go to a movie. Um. I probably have taken money out of George's wallet, but not out of a friend or a stranger. I've taken some money out of Chris's, but I think he knows about it. It's not like I

waited till you. That was for drugs. That was for drugs. Um. I have looked in my kid's wallets when they haven't been because I wanted to see if they had fake ideas and if they had taken my money, which every time I go to my wallet, I know that there was money there and it's miraculously gone. They took it and it's time for a short break. Great, let's get

back to it. This is a funny story. I found a small brick of fifty dollar bills hidden in my youngest daughter's room and I was freaked out and I called my husband and I said, oh my god, Harper's a prostitute. And he said, what are you talking about. I said, I found a brick of fifty dollar bills. He goes, well, what if she's not a prostitute. What if she's a drug dealer. And we got into a huge discussion about which was worse, like what should we do? Is she's a drug dealer, you know? Is she is

she the kingpin? Like who works for her? If she's a prostitute, like she doing it out of the apartment. So finally she comes home from school and I have been sweating about it, and I said, honey, can you come sit down. Um, I found the money in your room. So which is it? Are you a sex worker or are you dealing drugs? And she goes, I was a counselor at camps all last summer and those were the tips from the parents that I went to the bank and I put them in fifties to put them in

my savings account for books for college. And we were like, okay, good talk how bad we were? All right? Whose turn is? Yours are mine? Um? Um, oh, do you masturbate more than you have sex? O? U I'm so glad you've got that one. Um No, do you have sex more than look good for you? That's one to talk. Oh, if I have that kind of time, I'm going to do the laundry. I'm gonna do something else. Yeah, it's a yeah. Well so, I mean some women find it

incredibly empowering and fantastic. I'm I think your producers would agree that they masturbate all the time and they get a lot out of right now, Yeah, okay, good. Have you ever secretly thought that you would make a really good gangster? Oh my god, I'd be the worst gangster. First of all, I would I dropped the gun. I don't know how to. I've never held a gun, so I would probably if I pulled out a weapon, it

would be facing myself. Um. Second of all, I never want to hurt people's feelings, and I don't think you can be a gangster without hurting, you know, let alone killing them. But I mean, I think I would make a really good um like I wouldn't wouldn't be like the small guy that would do the killing, but I'd be a good godfather. No, I'd be like the cross eyed guy that has to go bury everybody in the

field and New Jersey. Yeah, and I'd mess it up and I tracked, you know, my footprints all over the dirt. You know, I'd be a horrible gangster. Have you ever thrown up in a taxi or an uber? I have never thrown up in a taxi or an uber. I Have you have? Yeah? I once got an inner ear infection and George and I were watching the jutt Apatow movie This Is Forty and I got really dizzy. I started throwing up, and we got into a taxi and I couldn't help. But you know, when you have like vertigo,

you throw up. And I started throwing up, and the guy kicked us out on the street because he thought I was drunk. And so now we're in Times Square in New York and I'm continually throwing up, and then I start hearing um, oh my god, she's wasted and all this kind of stuff, and I was like, no, it's very to go. He kept trying to defend myself, but it was horrible and I felt really bad for the taxi driver. And my husband was like, you know, we'll pay for the dry cleaning, and I'm like, the

dry cleaning of the car, um. But it must be a nightmare for anybody who works in public transportation when somebody gets set and you know what happens all the time, all the time. I mean, I've never done it, but I have shot in my pants in a car. You've I'm sorry, you've you've shipped your pants in a car. Well. I managed to sort of raised myself up off the seat,

but I had that noro virus. Oh my god. And as we were arriving at the Heathrow Airport to fly to Ireland, and I was like, oh oh no, and they the guy behind the desk said, oh she she nervous flyer. Then they give her a room and they put me in a breastfeeding room, giving me privacy. I just wanted the bathroom give me. And there was no sink, no waste paper basket, no nothing. There was a chair to breastfeed a baby, and I like coughed and everything everywhere.

I mean, I just just what did you do? You didn't get on the planet? All right? God help the person that sat next to you. And I know, I went out to my husband and I was like, I just boomed my pet. There's nothing hotter than that, I know. And and Rowan had a pair of um growing your daughter my daughter rowing out a pair of jeans in her backpack. Finally found the bathroom and did a whole. It didn't happen again. Not the poop didn't happen again. But I threw up every ten minutes. Oh God, the

neurovirus brutal? Um. Have you ever apologized after sex? That's all I do is apologize after sex. I'm I'm sorry. I'll be better next time. Have you ever gone skinny dipping? I'm sure yes I have gone skinny, But I mean the question is, have you ever won a bathing suit? Brook Shield? Um? Have you ever tried to hack into someone's social media account? Hack into it? No, not even your daughters. I don't have to hack into it. Why is that? Because? Um, we've always had a babysitter who

had access to it. If you, if you could, would you hack into somebody's UM? If I found like it was for my my safety, my kid's safety. All right, let me ask you this, what if you had two hours, and I want the listeners to think about these questions as we asked them as well. If you had two hours where you could hack into anybody's email in the world without any repercussions, A would you and who's computer

would you hack into? You've got two hours? I mean I don't feel I would not feel right like hacking into it unless it was some something like the president or like, hey, this is a game. Okay, well, I mean I would so do it, you know, but I would know who to do. I mean it would have to be something in like the deep secret in the government or something I would love to really I would. I think I would. I'd hack Trump's computer. I would hack all the Kardashian's computers. Um, I think i'd hack

Johnny Depps just for ships and giggles. Clarence Thomas, I mean, I mean there's no repercussion. I mean I would want to know truths, the truth of that or just like how how do they correspond? You know, what are their apps? I think it would be fun. Yeah, I would be interested. I think that we should have one day a year where you get an hour where you get to hack anybody. It would be like the purt I was going to say, it's like the part um. Have you ever gone out

with the intention of having a one night stand? Never? Do you know, I've never had a one night stand. I've never had a one night stand. Yeah, yeah, there's still time. I It never appealed to me. I've always been somebody I have to be attracted and I also have to think that there's potential, there's going to be a relationship. So the idea of hooking up with somebody that I did think i'd be I could fall in

love with, was never appealing to me. I did try to quote unquote so my oats what one time when I was like, Okay, I'm not married and I'm just gonna revisit all my old like flames with just the intention of that, And I got not one taker. You didn't get a taker, really, I'm sure my brother would have. I could have gotten somebody. We'll be right back and we're back. Could you have a long term relationship with someone who is completely different political views than you? Oh?

Long term? Yeah? Could you be married basically to somebody that had opposing plitical views. I really do not think I could. I don't think. I don't think I could. I'm okay to disagree, but I can't fundamentally and who your character, particularly in the past six years. I think in the past, for me, I would have been more tolerant.

We're so stream now we're so polarized. I mean, I'm having a hard time with a with friendship because it's so I mean, I've I go out of my way to absolutely not discuss anything because I don't want it's too painful for me. How opposite it's it's like tribal warfare. Now. In fact, when George and I first got married, James Carvil and Mary Matlin who were famously Republican and a Democrat,

and they've been married forever. But you know, back then, you Democrats, Republicans, you know you could be married and sort of have off an ideas about tax breaks. But now it's I think it's literally impossible. God, So would you pose as a nude model for an art class? Yes, I would post for as have you post as a nude model for an art Not for an art class, but for an artist. Isn't fully nude it was just topless. For Robert Graham, who is it? An famous sculpture, incredible sculptor. Yeah, um,

I wouldn't. I'm too. I can't even look at myself naked in the mirror, so I can't imagine posing for and I listen. I'm always in awe of people that do that, that post nude for art classes. Yeah, I I did. Um, I'm on the board of the New York Academy of Art, and I was. I did the drawing party for Take Home a Nude And but I didn't have to be fully. I just had like a little teeny slip on. They didn't needn't asked me to

be totally nude. But with for Robert Graham and for Frederick Hart, who was also a sculptor who sculpted the National Cathedral for him, good for you. No one's asked me, not even my husband, to post Do you have a hidden body piercing or tattoos? I have no tattoos. I have no piercings. Do you you have one tattoo? I have three tattoos. You have the Last Supper on your back? Um? I have um angel wings on my back. Um, I

have four tattoos, What are they and why? First one was a lily of the valley on my ankle from my mom. She always wanted did you get a tattoo when you watched her virginity or it's did yeah? I checked the bot. It was a little box and a chat check um. That was sort of in honor of my mom, but also because she always wanted one, she never got one. And then Chris and I got matching tattoos. Have one right of here on my bikini line, and

that's the same one he has his arm. She's pointing to her private and then h Rowan and I got a a ladybook, a lady book on your wrist. Three and the fourth one is a proise a prayer that I got in Thailand, but it bled, so I'm getting it removed. Tell me about tattoos, because I I've I've never gotten a tattoo. I don't understand tattoos. I won't let my kids get tattoos. I just feel like, if you make a mistake, you can't It's it's a lot too,

it's a lot to undo it. I mean that they're in places that sort of are covered, so they don't I don't like big big ones. I mean, I think you can. I don't know. It's just it's like I have multiple piercings to you know what I mean. Like that's my idea of being rebellious. I find that so fascinating because you were such a famously natural beauty that I think I would never I would never touch it. I think it felt edgy for me when I when I wanted to do it, and it feels badass for

some stupid reason. I don't. I don't regret them. The only one I regret as the prayer. What's the what's your favorite part of your body? Um? If you had to donate something about your physicality of science, what would it be? I mean my legs. I like my legs. That's your favorite part over your eyebrows and my eyebrows are are my eyebrows. But I've always been like a leg person. M So I like, I just I love the strength of my legs. I love that they dance that,

you know what I mean? That they just have a purpose. All right, So I'm gonna end our go ask Gali. Fun Bad Choices podcast with each of us gets to make up a question so you can ask me anything, and then I'm going to ask you anything. Okay, Um, if you could have a dream job, what would the perfect job environment be? Uh, it's something that I've done before. But I would like to write, create, act in a piece of film or television. I like having full creative

control over something. Um. I'm not going to say I'd like to be President United States and put everybody back on track because I wouldn't know what the hell I was doing. But I mean the White House would be pretty because I would completely change the fabric and the gardens and the carpeting. But I do love you know, I'm a creative person and I love to do all aspects of it. I love that. That is my a. You can't know it's my dream. Can't show my dream

all right? What is written on Brookshields tombstone? Mine is I tried my best? Um, I loved deeply. I loved deeply. That's nice. That would be It would be great. Um. Okay, Now to book and our two podcasts. Your podcast is called now What So have you had any now What's in your fifties? I have had many, now What's in

my fifties? But um, the two primary ones were realizing that I wanted to start my own company, and really sort of walking on the beach one day saying, I don't understand why when a woman is over forty, she is no longer marketed to in in the world. You're either in your twenties or your independs. And I just thought, I feel like I'm embodying my own self. I feel stronger, I feel ready to begin, and I'm I'm counted out. I'm put out to pasture and my now what moment

is one of the back nine of my life. And I wanted to start a company because I wanted to build a beauty brand that produced products for women over forty that and resources foremen over forty who want to start new ventures and new chapters. Listen, we're living so much longer now that like we're not even middle aged yet. I want to add a media component to it. I want to talk about, you know, acting. My favorite thing in the world is to do comedy, and I feel

I'm atrophying without it. And so part of this this sort of new version of me, I'm realizing that I want to develop and I want to I want to be on TV again and doing what I love to do. So my now what was? Um, It's it's two things. One is, I'm almost an empty nester. I have one more at home and I've been thinking about empty nesting.

And I for my now what, I decided with my husband, George, to start a production company because we're both storytellers, and we both decided that when our youngest is gone and it's just the two of us, what can we do together that's creative. Um, he plays chess in golf. I'm not interested in either, and nor does he want to pick out textiles for pillows. So we started this production company and it has been fantastic because we are working together in a way that I mean, we've never worked

together and we're very different. But the idea of storytelling has been exciting for both of us. So we He's a voracious reader, so we read a lot of books and think about, wow, would this be an interesting story to tell? So that's my uh fifties now what. And I think the other one was I just had my mother visit me, and my mother's eighty seven years old, and we had this great moment where we were sitting and talking and I said, what advice can you give me?

You know, I'm I'm looking at you and you're this still very vibrant eighty seven year old woman. What advice can give me? And she said, exercise, exercise, exercise, keep your body strong, because when you get to be my age and you haven't done that, you know, your body starts to break down. You you lose muscle. And so that was like a real aha moment to me, like, yes, I gotta keep my body strong for balance, for everything. And the other thing was, um, she said, keep your

mind strong. Read a lot, think about a lot. You know, they're they're a positive attitude is also really helpful. And even though these things sound like such cliche things, when you get older, they really make an impact. And so my what now is I gotta keep my body strong

and I gotta keep being curious. Yeah, and that's I mean, I when I mother, Now what moments when I broke my femur and I had to learn how to walk again, And there's my body really showed up for me because I work out a lot and have worked out a lot and really have you know, and I have very strong bone density and everything, and but it just reaffirmed I was like, wow, do I just give it all up or do I? Now? What what do I do?

And I just I was avaricious in my rehab and I'm you know, I don't have all my mobility yet, but you have to make a decision to keep your body and your mind. She's right, which I think is a big conversation that we need to have at our age, which is like, yeah, this is what we need to do. No one talks about. It's so secretive, but like, yeah, be strong, swim lelaps, go for walks, you know, read, stay vibrant and laugh. To me is the greatest medicine of all. So and if you listen to this podcast

and you laughed, well you're welcome. We just we just added six months to your life because they added to your life. Thank you for listening to Go ask Ali. Remember that clip but at the beginning, that was from our part one episode, which you can find in the show links. A new episode of Now What with Brookshields drops every Tuesday, and you can find for many times in my kitchen having coffee and now back to me.

Be sure to subscribe, rate and review Go ask Alli and follow me on social media on Twitter at Ali E Wentworth and on Instagram at the Real Ali Wentworth. If you'd like to ask me a question or suggest a guest or a topic to dig into, I'd love to hear from you, and you can call or text me at three to three three six four six three six, or you can email a voice memo right from your phone to Go ask Alli podcast at gmail dot com. And if you leave a question, you may hear it

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