Donald Trump’s Cringe-Worthy Attempt To Date Brooke Shields | WWHL

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After a gamelet showing model Brooke Shields pictured with Donald Trump, Brooke shares the story of how Donald Trump tried to date her and what cringe-worthy thing he said to try to get her to say yes.

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Donald Trump’s Cringe-Worthy Attempt To Date Brooke Shields | WWHL
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I've met this lady at my job a couple of times and she is nice and beautiful

Jossymancia
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When Donald watches this video you will see him tweeting "Brooke Shields is such a overrated actress with no talent and no personality"

uzbek
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in ¨92 Trump was 45-46 and Shields was 26-27 in case you where wondering.

hunip
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she still looks good. I remember all her colgate commercials lol

ReisWorld
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It's sad how everyone is trying to destroy Brooke in the comments for just speaking the truth about Trump asking her out. So insecure and fragile.

bigmastermind
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Oh, that priceless reaction 1:19 when she guessed Michael Jackson

LemKyl
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Even as a middle aged lady in her 50s, Brooke Shields is still as beautiful as she was when she was young.
Her beautiful smile always makes my day.

s.p.h.productions
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This was fun! Such an interesting life! Brooke was the “it” girl of the 80s. People have no idea how big she was that were born later. Literally teen Brooke was the prettiest girl you’ve ever seen!

unknown-lfzx
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Michael Jackson dated and was in love with this lady!

jaquanliljon
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So many salty Trump supporters in here.

freezingc
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I think she was closer to MJ than all her boyfriends. She said something like that on Oprah. They had a deep connection. All I can say is MJ really liked her but Brooke was being courted by EVERYBODY at that time.

globalcitizenn
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Brooke Shields was 3 inches taller than Michael Jackson. He was most definitely not a tall guy. He was only 5' 9". That's mega average for a grown man. She's 6' tall.

SalandFindles
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Brooke Shields is a GODDESS!
She hasn't lost a step!

Shawn_M
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"We should date because the people would love it" Oh my God Trump that's so sad!

karrotyy
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Michael Jackson was only 5'9" or so.

YinzerTracy
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That line Trump threw at Brooke was lame. His game is hella weak. Good thing he has mega bucks. For some women, that's game enough.

beselbic
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Brooke Shields was the absolute hottest thing going in the 80's. She and Bo Derek. And Farrah.

And Pam Grier. Oh my lawd. 🙌🏽

DRob_
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I love Andy Cohen, but I would it if he would let Brooke tell some of her stories.
I wanted to hear what she said about Leif Garrett.

jujubees
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The biggest creep of all was Brooke's mother Teri.

SNXX
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The hosts collar is so tight how is he not choking??

grant.bloomquist