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Making an obviously very bad choice, especially in the game connect four
Man, he is really Pulling a Leo (DiCaprio) there, when he made his opponent instantly win. He made an obviously very bad choice, especially in the game connect four
The haredest contest between actors ever...in the history of the world!
Both are extremely hot, both are talented, and both are married to me.
Me: Hey who do you think is hotter Johnny Depp or Leonardo DiCaprio?
Friend:So it's like a Johnny Depp vs Leonardo DiCaprio?
Me: Yup
Friend: Dude...I have no idea! It's so hard to choose!
Me: I know right!
30👍 16👎
To routinely come close to achieving one's life goals, yet to always fail.
Poor Tom got dicaprioed again. He got 2nd place for the 10th year in a row now.
When a couple gets together with a significant age gap, especially a middle aged or older man and an 18 to early 20s woman. Named for the joke Leonardo DiCaprio's early 20s girlfriend
Dude, I hooked up with an 18 year old chick last night. It was awesome!
Bro, that's gross, you're like 40
18 is legal though
Yeah, Legal DiCaprio
when you drag your sack across her face starting at the chin dragging till the top of the forehead
Mary came over for dinner last night, i gave her a dirty DiCaprio for desert with a light creme fraiche.
Hey, its pick on leonardo dicaprio week!
Someone who deserves an award after many many good attempts but still doesn’t win the award. Leo should’ve won an Oscar at least 20 years ago smh
Person 1: did you watch Jimmy’s performance at the talent show?
Person 2: yeah. It’s a shame he didn’t win the first place
Person 1: yeah. That happened last year too. They’re Pulling a Leonardo DiCaprio