225+ Amazing Questions to Ask a Guy: The Ultimate List post image

Breaking the ice with a guy you like can sometimes be challenging. It can also be tough to break past the typical flirty banter and really get to know each other.

I don’t know about you, but nothing is more painful to me (in a not physical pain sort of way) than awkward silences, especially on a date. And talking about the same old things can get tedious.

A little while back I started keeping a list of cool and interesting questions to ask a guy in an attempt to avoid awkward silences and generic conversation. Early on when I started dating my husband, we had a “questions” date night and it really brought us closer and helped us discover things about each other, and ourselves.

And this is something important to keep in mind about conversations in general.  Conversations aren’t meant to impress another person, but to discover them. Most people don’t take this approach and that’s why dating can feel so stressful and overwhelming. You can’t just be, instead you try to be what you think the other person wants. The best approach is to go in without an image of them, and without wanting to seem a certain way in their eyes. It’s to see them as a blank pice of paper and see how they fill in the blanks.

MORE: 20 Questions to Ask a Guy to Get Closer

And with that, here is my ultimate list of questions to ask a guy to bond, connect, and just have a laugh! Some are silly and lighthearted, others are deep and serious and will really force him to step out from behind the mask and share his true self… and that is what creates a connection and real intimacy.

I gave a little bit of explanation for the first 50 questions, just to show you why they are such good questions to ask and what they will reveal about a person. For the remainder, I just listed everything out.

All of these questions will open the gates to a deeper connection and bond, something so many people struggle with in this day and age. So enjoy the list, jot down your favorites, and have fun going through them with a guy you like.

[Click here to keep reading…]

30 Amazing Questions to Ask a Guy Over Text post image

Texting is our main mode of communication these days- it’s just the way it is, so much so that when someone actually calls you think there must be an emergency.

Asking the right questions can really open the gates for a deep, profound connection. But there is a huge difference between talking in person and chatting via text. When texting, you can’t really ask questions where answers will be long detailed stories, or where there are a lot of nuances.

Texting also isn’t the right forum to have a heavy or deep emotional conversation because a lot can get misinterpreted or lost in translation.

MORE: 225+ Amazing Questions to Ask a Guy- The Only List You Need

Texting isn’t the time to get someone’s full life story, but you can still learn a lot about another person … when you know the right questions to ask,  questions that are little more creative than:“Hey whats up?” and  “How are you today?”

And with that, here is my compilation of the absolute best questions to ask a guy (or girl) over text.

[Click here to keep reading…]

Fun Questions to Ask a Guy (That Open Up His Playful Side) post image

Conversations have a way of becoming quite dull- maybe it’s because the art of conversation has mostly been lost in the digital age of hiding behind our screens and communicating via gifs and emojis.

Asking the right questions is a powerful way to galvanize a conversation and create a connection. These fun questions cover a range of topics and are great for asking a guy you like, a guy you’re dating, a friend, a co-worker, anyone really!

MORE: The Ultimate List of Questions to Ask a Guy to Get Closer

Some questions will reveal shocking information that may surprise you, some will bring out a hilarious story or maybe an embarrassing moment, some may open the door for deeper conversations.

Either way, they will steer you into interesting new directions.

[Click here to keep reading…]

20 Questions to Ask a Guy You Like to Get Closer post image

In this age of endless connection, we are more disconnected than ever and most relationships don’t go very far beyond the surface. Maybe it’s because we hold ourselves back or maybe it’s because we no longer have the tools to genuinely connect, like face-to-face and via conversation.

In order to build the foundation for a relationship, you need to create a meaningful connection, and this comes when you truly connect with who the other person is.

A little while back, I discovered this site called Thought Questions and I started keeping a list of some of my favorites. When my husband and I were still dating, I pulled up the list one night and suggested we play the “questions game.” We also mixed it up by seeing if we could guess what the other person would answer. It was a lot of fun, but also a very profound experience and we ended up learning so much about each other (and about ourselves!), which brought us even closer. To this day we make an effort to spend time asking each other deep, meaningful questions that go beyond ‘how was your day?’ And every time we do this, we discover new and interesting things about each other.

MORE: 225+ Amazing Questions to Ask a Guy

In his book “The Seven Principles of Making a Marriage Work,” famed relationship researcher John Gottman (the dude who can predict whether a couple will get divorced with something like 95% accuracy after watching them interact for only a few minutes) cites “enhancing your love maps” as the first principle. A love map is essentially knowing all relevant information about your partner’s life, from small things like the name of their first pet to big things like significant experiences that shaped who they are. He explains that couples who have detailed love maps of each other’s worlds are much more equipped to cope with stressful events and overcome conflict.

The point is, knowledge is power and asking the right questions can unlock the gates for a meaningful connection and deep understanding of one another. It doesn’t matter what stage of a relationship you’re in, it could be the first date or your 10th year of marriage, people are deep and complex and always evolving so there is always something new to learn.

To help you tap into the power of knowing, here is a list of my favorite bonding questions to ask your guy in order to get even closer and more connected.

[Click here to keep reading…]

Recent Relationship Forum Activity

STOP LETTING MEN
CONFUSE YOU

Sign up for our
free newsletter
and get a free chapter
of our book,"He's Not
That Complicated"