This stuff is so funny! Here's an excerpt:

Q: Tails seems like a pretty decent wingman. What should all wingmen and wingladies keep in mind?

A: Tails is probably the best wingman the world has ever known. Beyond that title, he literally flies a plane, and nothing impresses the ladies like showing up to your date from the top of your own personal bi-plane. Shout out to you, Tails.
Q: Are you mad that Lightning stole the Louis Vuitton contract out from under you?

A: To be fair, that was actually Big the Cat competing for that contract, and he still almost won. We firmly maintain that those videos would still have been 10x better with him in them instead of Thunder, or Tifa, or whatever that girl’s name was.
Q: So it turns out my partner hates video games. What should you do if you feel your partner isn't supportive of your dreams?

A: It’s over. It’s all over. Advertise your partner on craigslist and try to find them a new home. They can’t stay with you.
Q: So your date shows up and they're a mess. Food stains, unkempt hair. The whole shebang. How do you gracefully suggest your special somebody needs to up their grooming skills?

A: “Someone took a page from Deviantart, I see”, usually goes a long way towards fixing this for the next date.