You're probably wondering why would you pick a mediocre singer that no one will remember in ten years so let me tell you why.
First of all if I'm having dinner with a celebrity I want an epic adventure. This is a once in a lifetime opportunity and you want someone who's going to go all out. I imagine Pitbull would pull up in a stretch Hummer limo in his Pitbull suit and sunglasses. I'd bring some friends with me because Pitbull doesn't care. The party would get started in the limo. We're not just drinking anything, oh no we're going to have Cristal. I roll down the tinted window and attempt to do the Pitbull yell.
We pull up to the restaurant and Pitbull has rented out the whole thing. There's music and dancing and fire dancers while we eat our delicious five course meal. When we're done eating the whole place turns into a giant dance party and Pitbull decides this is going to be his next music video. Pitbull is so impressed with my dancing he calls me a little fireball. I wake up the next morning at home trying to remember what the heck happened. Damn you Cristal!
If you're going to ponder these questions you might as well go all out.