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Kate Upton Bets On Horse Tepin At Breeder's Cup 2015 & Won!

Kate Upton is all smiles while leaving her hotel in New York City on Friday afternoon (October 30).

The 23-year-old model joined her boyfriend, athlete Justin Verlander, as they packed up and headed to Kentucky for the 2015 Breeder’s Cup.

“I really enjoy it here. It’s really about the horses and not the money as opposed to other places,” Kate shared with press at the event.

She even placed a bet and won a little money with filly Tepin in the Turf Mile: “I was sitting at a table listening to some guys talking about how this filly couldn’t win. So I went with my girl side and she won.”

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Kate Upton Says Mean Things, But She Smiles While Doing It! (Video)

Kate Upton sits down for a chat with Jimmy Fallon for her Tonight Show appearance on Thursday (October 29) in New York City.

Earlier that day, the 23-year-old model was seen out with her boyfriend, MLB pitcher Justin Verlander.

On the Tonight show, Kate explained that anytime she says something mean, she tries to at least do it with a smile! She gave a prime example, for instance, when she sends a mean text, but ends the message with “lol.”


Kate Upton Says Mean Things, But She Smiles While Doing It!

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Kate Upton Shows Some Cleavage in Sheer Black Top

Kate Upton keeps it simple and sexy in black while walking through LAX Airport to her departing flight on Tuesday (October 27) in Los Angeles.

The 23-year-old actress was joined by her boyfriend, Detroit Tigers pitcher Justin Verlander, and her dog as they headed to New York City.

PHOTOS: Check out the latest pics of Kate Upton

“We are excited to be back in NYC! Thanks @delta for the smooth ride ✈️🍷,” Kate captioned an Instagram photo with her adorable pup, which you can check out below.

15+ pictures inside of Kate Upton and Justin Verlander flying out of LAX…

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Kate Upton's Boyfriend Justin Verlander Was the Perfect Gentleman on Date Night

Kate Upton makes her way into her SUV after a night out at The Nice Guy lounge on Thursday (October 8) in West Hollywood, Calif.

The 23-year-old model and actress was joined by her boyfriend Justin Verlander, 32, who was the perfect gentleman and shielded her from the photographers as she exited the club.

PHOTOS: Check out the latest pics of Kate Upton

Kate and Justin were spotted stepping out for a dinner date earlier in the week as well.

25+ pictures inside of Kate Upton and Justin Verlander on a date night… More Here! »

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Kate Upton Goes On a Date with Boyfriend Justin Verlander

Kate Upton looks chic in her casual outfit while stepping out for a sushi dinner date with her boyfriend Justin Verlander on Monday night (October 5) in Beverly Hills, Calif.

The 23-year-old model and the 32-year-old baseball player were seen grabbing a meal at Matsuhisa restaurant.

PHOTOS: Check out the latest pics of Kate Upton

Kate recently opened up to ESPN about the time that Justin got “blackout drunk” with her.

“It was my birthday, and he had probably like his worst game ever, and no one had any idea how he’d respond to his worst game ever,” Kate said. “He vented to me in the car and was like, ‘I am going to get blackout drunk.’ So a bunch of us went out and got blackout drunk! I had really good plans to eat popcorn and watch a movie, but he was like, ‘I don’t want to think about it, at all.’”

15+ pictures inside of Kate Upton out for dinner with her man… More Here! »

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Kate Upton Walks the Edge of the CN Tower with Boyfriend Justin Verlander

Kate Upton wears a black and brown outfit while heading into the airport for a flight out of town on Monday (August 31) in Toronto, Canada.

The 23-year-old model was seen the day before with her boyfriend Justin Verlander leaving the CN Tower after having a daredevil date doing the edge walk.

PHOTOS: Check out the latest pics of Kate Upton

“living on the edge! #edgewalkcntower #justhangin #toronto @justinverlander,” Kate captioned an Instagram photo of them hanging off the edge of the building. They even shared a cute kiss all the way up there!

FYI: Kate is wearing TOD’s shoes.

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Kate Upton & Boyfriend Justin Verlander Couple Up at John Varvatos Detroit Store Opening!

Kate Upton keeps close to her beau Justin Verlander as they attend the John Varvatos Detroit Store Opening Party on Thursday (April 16) in Detroit, Michigan.

The 22-year-old supermodel and her love were joined by musical guest Alice Cooper and John Varvatos himself at the event hosted by Chrysler.

PHOTOS: Check out the latest pics of Kate Upton

“Thanks for having us @johnvarvatos! #JVDetroit,” Kate tweeted.

That same evening, fellow model Charlotte McKinney attended the grand opening of the Virgin Hotels in Chicago.

10+ pictures inside of Kate Upton out and about during their mid-west events…More Here! »

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