By: Stephanie Kirby. Medically Reviewed By: Kelly Kampf. You yearn for a deep, meaningful connection…but you just can’t seem to break past the small talk. Whether it’s to make new friends or find a significant other, eventually you have to overcome your reserve and get into those meaty conversations about the things that matter.

If you could change one thing in history, what would it be? TAGS; dating · how-to guide · relationships · romantic.

Knowing deep questions to ask a guy can be what makes your relationship go to the next level and ultimately succeed. Warning: these questions are not meant to be fun or to be lighthearted. These are mostly serious or heavy topics that are meant to strike up a conversation that gets past the surface level information, far beyond the superficial and into the heart of who the person is. These questions are designed to get you guys to know each other in a more profound, personal and genuine way.

The way this works is you will ask these questions but also share your own answers to highly personal questions as the conversation goes on. These are the types of questions you ask when you feel your needing a little extra from the conversation and want to get past the basics. Deep questions are the mechanism by which you will get to know him for the person he is, the man behind the mask he wears to society.

What makes a difference between a guy thinking you are his soulmate versus him losing interest is whether you truly know and understand who he is. The knowledge of who your partner truly is really is the key to any real relationship.