25 Questions I Wish I Had The Balls To Ask On A First Date

25 Questions I Wish I Had The Balls To Ask On A First Date

Nobody lies more than two people who are on a first date. We’re Generation Y; we don’t know how to be honest face to face because we’re too busy refreshing our phones and slapping filters on everything to make sure our lives look perfect. We’re more invested in Twitter retweets than being the moment, and being present. But that’s another lecture for another day.

First dates are like resumes. You put all of your best qualities out there and sweep all of your skeletons, and the fact that you’re actually Excel-Illiterate, into a closet and under the rug. You wash your hair (yeah ladies, I see your three-day-dirty sock bun), you make your boring job sound really fulfilling (not mentioning that all of the fluorescent lighting is slowly making you suicidal), and you present the version of yourself that’s a real life Rom Com character and leave the version that was eating 1:17 a.m. shredded cheese out of the bag at home.

The WORST part about all of this? You know that the other person is doing the Exact. Same. Thing. You know that three and half weeks in they’re going to start showing the cracks like that they’ve never bought Scrubbing Bubbles and they still have leftover free condoms from their RA in a bathroom drawer somewhere. You know that they’re fighting just as hard as you are to hide their crazy, and it’s only a matter of time until that crazy comes crawling out.

Wouldn’t it be rad if we could ask the following questions and just get it all out there? Put it all out on the table and if you still wanna get some apps with those drinks you know what you’re getting yourself into? *sigh* That’s the dream man, that’s the dream.

(Writer’s note: I know. My standards have really taken a dip. My mom reminds me at least twice a week, but thank you.)

1. How deep did you get into your internet stalking of me prior to this date?

2. What would you actually order to eat and drink if you weren’t worried about getting handsy later?

3. Have you ever purposefully gone out with someone and known you wouldn’t be able to pay your half of the bill?

4. Are there any exes out there that just HATE you? If so…why?

5. Flip it! Are there exes out there that you just HATE? And why?

6. How’s your alcohol tolerance?

7. Are you going to blackout on this date?

8. What’s the worst way you’ve ever broken up with someone?

9. What medications are you currently on?

10. And you actually take them, right? You don’t like…Russian Roulette it with that stuff just to “see what happens”?

11. Do you think you could murder someone and get away with it?

12. What’s the worst thing you’ve ever said to someone online?

13. Did you do it anonymously?

14. Dogs or Cats? (It’s gotta be asked.)

15. Are we going to fight about politics? And I mean fight like “Feminists vs. Fox News on Buzzfeed” not like “healthily debate.”

16. Do you regularly buy groceries or is it going to be like forging for food during 1845 in Ireland every time I want a snack?

17. Stance on Blackfish?

18. Are you way too reliant on your parents aka: how many times a day am I going to have to put up with your mom calling you?

19. Is there anything you’ve had to remove from the internet for fear of potential employers (and now: first dates) seeing it?

20. On a scale of “One of those Febreeze commercials” to “I may actually have a cleaning lady that I didn’t mention,” how clean is your bathroom right now?

21. Are you just here because you’re hoping you’ll get ass?

22. Most embarrassing thing you listen to on the reg on Spotify?

23. How crazy do you actually think I am?

24. Can I ask you about the shit I found when I internet stalked you?

25. …but like really, can I?

Image via YouTube

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Kendra Syrdal

Once in college John Cusack asked Kendra to sing for him. She said no. Visit her website to ogle at her face and send hate mail //

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