Would you rather questions are one of my favorite ways to break the ice. Whether it’s with new friends, randoms at a bar or a first date. If you ask some heavy hitting would you rathers, you can really break down boundaries quickly. That is when a first date gets real interesting and fun! Here are the 5 best would you rather questions to break down boundaries and gain some insight into this stranger you are trying to bone.

1. Would you rather step in dog poop everyday for the rest of your life or I loose my index finger?

This is a great warm up question. Not too aggressive, but a great start to see how she feels about losing limbs and poop stuff. Of course both of these topics immediately break down a few boundaries. This question is particularly interesting because the answer tells you a bit about their personality. Basically are they willing to sacrifice some discomfort to save something that is pretty important to you.

2. Would you rather I have a huge penis but no arms and legs or I have arms and legs but no penis?

This is a great question to figure out if she likes you for the right reasons. If she says she is ok with arms and legs with no penis then you know she is lying. You should probably just cut things off (no pun intended) right then and there. Now this is an awesome question to keep the date moving, because the question basically forces her to talk about your penis. We all know talking about your penis is step one in the process of meeting your penis.

3. Would you rather have sex with Danny Devito alive or have sex with Brad Pitt but he died 10 minutes ago?

Nothing like a necrophilia question to keep this first date lively. Of course this question basically comes in like a wrecking ball and breaks down all kinds of boundaries. Save this one for maybe the 3rd or 4th would you rather question. This will also give you a sense for how she will act when you are sleeping next to her. Will she simply be cuddling you or trying to semi-consensually rape your passed out body.

4. Would you rather become pregnant by the last person you had sex with or never have kids again?

Yikes! This is a super aggressive one. Talking about having kids on the first date is usually a no no, but if you are playing would you rather you can plow through that boundary easy. This question will of course give you some insight into her feelings on kids. And it will also get her thinking about the last guy she had sex with, which you might think is a bad thing. However, I would disagree, any talk of her having sex with anyone (or anything) is step 2 in the process of her meeting your penis.

5. Would you rather save a bus with Donald Trump, Bill Cosby & Taylor Swift from falling off a cliff or save a bus with 30 Middle School Children from falling off a cliff? (But which ever option you choose you must have sex with all of them)

Nothing like some pedophilia and celebrity killings to conclude a solid first date. There are so many things wrong with this question. That is why I suggest saving this one for last. Not too sure what you can really learn about your date from this question. Basically, if she is able to muster up a response to this question without storming off then she is a keeper or just a very sick individual. But that is for you to decide.

For more sick and twisted Would You Rather quesitons, check out wyrgame.com

Disclaimer: I am single