A Male Relationship Coach Shares 7 Questions Women Should Ask Men On The Third Date

Ready to know if he's the one? These questions can give you some real clarity, sis.


Life really is a trip. Today, the reason why I say that is because, the backstory on this particular relationship coach is, he's actually a good friend of mine. We went to college together. He knew my late fiancé. And now, here we are—both coaches in matters of the heart. The funny thing about Jay and myself is that we have always really interesting discussions on coaching/counseling couples because we're both super-opinionated when it comes to what we think is the key to making relationships work and last. That said, if you've read even a few of my relationship articles on this platform, you know that I can't stress enough, just how important it is to hear a man's point of view if you're interested in, well, dating a man.

In walks Jay. As we were recently chatting it up about how couples should communicate in the early dating phases of their relationship, I asked him to share what he thought single marriage-minded women should be comfortable asking a man around the third date. Because, let's be honest, y'all—if you're interested in jumping a broom sooner than later, time is of the essence and no one is interested in spending precious time, effort and energy in a man who isn't in the same book, let alone on the same page. So, if you've got a guy who you're really feeling right now, you got the "first attraction date" and "second chemistry date" out of the way, it's now time to tackle what Jay says is the compatibility portion of the program. And this can—and in many ways should—transpire on date three.

"The purpose of these questions is to really see if you and he are a good fit," Jay explains. "If after you ask these seven questions, you and the guy you're seeing aren't on the same page, you really should take a step back. You need to assess if there is something actually there beyond emotions and hormones because, unfortunately, about 80 percent of couples don't have these conversations early on—and they end up paying for it later." As a marriage life coach, I can certainly vouch for that (check out "The 'Pre-Commitment Interview' Every Dating Couple Should Have").

So, are you ready to read about what your third date conversation should consist of, again, if marriage sooner than later is on your list of short-term goals? Here are seven of them, along with why Jay finds them to be absolutely essential.

1. "Where do you see yourself in five years?"


A man with laser focus is definitely going to be able to envision where he's headed in life. If he is also marriage-minded, while he's sharing his vision for the next several years, at some point, marriage and possibly children are definitely going to come up. You won't have to coax him into mentioning it. It's already on his radar.

2. "What short-term goals are you looking to achieve?"


The reason why this is so important is because it helps you to get a window into his current priorities. As he's discussing his plans and desires, listen to see if he brings up the kind of woman who he would like to share the rest of his life with. If he's interested in making that move within the next couple of years, he'll mention it. It won't just be in passing either.

3. "How do you feel about children?"


Unfortunately, a lot of couples don't discuss this enough on the front end. While it doesn't apply to all men, if the guy you're seeing says that he isn't interested in having kids and he doesn't already have some, it could send a potential red flag that he's not the most responsible person.

When we have children, they are more permanent than relationships in a lot of ways. A man who isn't interested in kids could be letting you know that he's not big on commitment.

4. "What's your relationship like with your parents?"


You need to know how he was raised. It's no secret that generations can repeat the same patterns. You need to know what you're getting yourself into. How has his father impacted his life? What is his relationship like with his mother, to this day? Now that he's an adult, does he have a healthy set of boundaries with his family? Does he see indications of lasting trauma from his childhood that have gone unaddressed? This might seem like a deep question for a third date but if he's comfortable with who he is, and you're willing to answer this question too, he should be pretty forthcoming about it all.

5. "How important is sex to you?"


On a scale of 1-10, ask him how much he values sex in a relationship. First, in a dating situation and then once he's married. While you're dating, it can let you know what his expectations are. And since sex is often seen as being recreational fun when you're single, it's a good idea to get a hold of how he sees marriage once he's a husband. Sex is a way to cultivate a special bond once you're husband and wife. What are his views on that?

6. "How do you prioritize your health?"


Health is important in every facet of your life—mind, body and spirit. You need to know how he views things like eating habits, working out and going to therapy if/when needed. You also need to know if he expects similar things out of the person he is dating on a serious level.

This might seem like a minor thing when you're dating but when you're sharing a life with someone else, it becomes pretty big.

7. "What does faith look like in your life?"


Even though I'm saving this for last, I easily could've mentioned it first. Because I'm a Christ-centered relationship coach, I believe that two people should be equally yoked. Faith is paramount because it's foundational when it comes to understanding someone's values. When values don't align and two people have totally different forms of reference, it's hard to walk together in life. Not to mention raise kids. Know what his faith/religion is. Know if he makes it a top priority. Know how he wants to implement it in his home someday when he's sharing it with other people. It's pretty important to be on the same page or at least have some common ground here.

BONUS: "How do you feel about blended families?"


I got married for the first time in my mid-40s and one of my two daughters [JH2] was living with me. My wife had no children. We had to learn how to create a blended family. The reality is the longer any of us wait to get married, the greater chance that we'll either be a parent and/or date someone who is. You need to know if he's open or not open to coming into a ready-made dynamic. You also need to see if he's being compliant about the thought of a blended family or just…tolerant. If he's embracing the idea, he'll be really direct about it in his words and his body language. He'll make direct eye contact. He won't dodge the topic. If he's merely tolerant, he might say something along the lines of, "Well, if that's a part of the package" or, "If that's what I've got to do then…"

Marriage is challenging enough. You don't want someone who isn't really willing to make a blended situation work if you've got kids.


Yeah, I know. While a part of you might wonder if these questions are "too heavy", as if you are low-key interrogating him, it really is all in the delivery, tone and if you are willing to answer the questions that you're asking. Besides, remember that this is for those of us who are dating with the desire of meeting the one we want to marry—again, sooner than later. The sooner you know if "he" has the same perspective as you, the easier it will be to either move forward with him or to cool things off so that you can keep yourself open for the one who you can go on three dates with, direct these questions towards and it ends up being all good.

I mean, it's not like a man—a married man—didn't just give the green light to take this approach. There's no time like the present to know where you stand, right? You've got Jay's cosign. Do it.

Jay Hurt is a licensed relationship coach with 10 years of experience. He's also a speaker and the author of two books: The 9 Tenets of a Successful Relationship and Before You Jump the Broom. A great way to connect with Jay is to participate in his bi-weekly open Zoom calls, Relationship Convos with a Black Man. For more information, hit him up on all socials (Facebook, Twitter, Instagram) at jayhurtcoaching or email him at jay@jayhurt.net.

Featured image by Shutterstock

ACLU By ACLUSponsored

Over the past four years, we grew accustomed to a regular barrage of blatant, segregationist-style racism from the White House. Donald Trump tweeted that “the Squad," four Democratic Congresswomen who are Black, Latinx, and South Asian, should “go back" to the “corrupt" countries they came from; that same year, he called Elizabeth Warren “Pocahontas," mocking her belief that she might be descended from Native American ancestors.

But as outrageous as the racist comments Trump regularly spewed were, the racially unjust governmental actions his administration took and, in the case of COVID-19, didn't take, impacted millions more — especially Black and Brown people.

To begin to heal and move toward real racial justice, we must address not only the harms of the past four years, but also the harms tracing back to this country's origins. Racism has played an active role in the creation of our systems of education, health care, ownership, and employment, and virtually every other facet of life since this nation's founding.

Our history has shown us that it's not enough to take racist policies off the books if we are going to achieve true justice. Those past policies have structured our society and created deeply-rooted patterns and practices that can only be disrupted and reformed with new policies of similar strength and efficacy. In short, a systemic problem requires a systemic solution. To combat systemic racism, we must pursue systemic equality.

What is Systemic Racism?

A system is a collection of elements that are organized for a common purpose. Racism in America is a system that combines economic, political, and social components. That system specifically disempowers and disenfranchises Black people, while maintaining and expanding implicit and explicit advantages for white people, leading to better opportunities in jobs, education, and housing, and discrimination in the criminal legal system. For example, the country's voting systems empower white voters at the expense of voters of color, resulting in an unequal system of governance in which those communities have little voice and representation, even in policies that directly impact them.

Systemic Equality is a Systemic Solution

In the years ahead, the ACLU will pursue administrative and legislative campaigns targeting the Biden-Harris administration and Congress. We will leverage legal advocacy to dismantle systemic barriers, and will work with our affiliates to change policies nearer to the communities most harmed by these legacies. The goal is to build a nation where every person can achieve their highest potential, unhampered by structural and institutional racism.

To begin, in 2021, we believe the Biden administration and Congress should take the following crucial steps to advance systemic equality:

Voting Rights

The administration must issue an executive order creating a Justice Department lead staff position on voting rights violations in every U.S. Attorney office. We are seeing a flood of unlawful restrictions on voting across the country, and at every level of state and local government. This nationwide problem requires nationwide investigatory and enforcement resources. Even if it requires new training and approval protocols, a new voting rights enforcement program with the participation of all 93 U.S. Attorney offices is the best way to help ensure nationwide enforcement of voting rights laws.

These assistant U.S. attorneys should begin by ensuring that every American in the custody of the Bureau of Prisons who is eligible to vote can vote, and monitor the Census and redistricting process to fight the dilution of voting power in communities of color.

We are also calling on Congress to pass the John Lewis Voting Rights Advancement Act to finally create a fair and equal national voting system, the cause for which John Lewis devoted his life.

Student Debt

Black borrowers pay more than other students for the same degrees, and graduate with an average of $7,400 more in debt than their white peers. In the years following graduation, the debt gap more than triples. Nearly half of Black borrowers will default within 12 years. In other words, for Black Americans, the American dream costs more. Last week, Majority Leader Chuck Schumer and Sen. Elizabeth Warren, along with House Reps. Ayanna Pressley, Maxine Waters, and others, called on President Biden to cancel up to $50,000 in federal student loan debt per borrower.

We couldn't agree more. By forgiving $50,000 of student debt, President Biden can unleash pent up economic potential in Black communities, while relieving them of a burden that forestalls so many hopes and dreams. Black women in particular will benefit from this executive action, as they are proportionately the most indebted group of all Americans.

Postal Banking

In both low and high income majority-Black communities, traditional bank branches are 50 percent more likely to close than in white communities. The result is that nearly 50 percent of Black Americans are unbanked or underbanked, and many pay more than $2,000 in fees associated with subprime financial institutions. Over their lifetime, those fees can add up to as much as two years of annual income for the average Black family.

The U.S. Postal Service can and should meet this crisis by providing competitive, low-cost financial services to help advance economic equality. We call on President Biden to appoint new members to the Postal Board of Governors so that the Post Office can do the work of providing essential services to every American.

Fair Housing

Across the country, millions of people are living in communities of concentrated poverty, including 26 percent of all Black children. The Biden administration should again implement the 2015 Affirmatively Furthering Fair Housing rule, which required localities that receive federal funds for housing to investigate and address barriers to fair housing and patterns or practices that promote bias. In 1980, the average Black person lived in a neighborhood that was 62 percent Black and 31 percent white. By 2010, the average Black person's neighborhood was 48 percent Black and 34 percent white. Reinstating the Obama-era Fair Housing Rule will combat this ongoing segregation and set us on a path to true integration.

Congress should also pass the American Housing and Economic Mobility Act, or a similar measure, to finally redress the legacy of redlining and break down the walls of segregation once and for all.

Broadband Access

To realize broadband's potential to benefit our democracy and connect us to one another, all people in the United States must have equal access and broadband must be made affordable for the most vulnerable. Yet today, 15 percent of American households with school-age children do not have subscriptions to any form of broadband, including one-quarter of Black households (an additional 23 percent of African Americans are “smartphone-only" internet users, meaning they lack traditional home broadband service but do own a smartphone, which is insufficient to attend class, do homework, or apply for a job). The Biden administration, Federal Communications Commission, and Congress must develop and implement plans to increase funding for broadband to expand universal access.

Enhanced, Refundable Child Tax Credits

The United States faces a crisis of child poverty. Seventeen percent of all American children are impoverished — a rate higher than not just peer nations like Canada and the U.K., but Mexico and Russia as well. Currently, more than 50 percent of Black and Latinx children in the U.S. do not qualify for the full benefit, compared to 23 percent of white children, and nearly one in five Black children do not receive any credit at all.

To combat this crisis, President Biden and Congress should enhance the child tax credit and make it fully refundable. If we enhance the child tax credit, we can cut child poverty by 40 percent and instantly lift over 50 percent of Black children out of poverty.


We cannot repair harms that we have not fully diagnosed. We must commit to a thorough examination of the impact of the legacy of chattel slavery on racial inequality today. In 2021, Congress must pass H.R. 40, which would establish a commission to study reparations and make recommendations for Black Americans.

The Long View

For the past century, the ACLU has fought for racial justice in legislatures and in courts, including through several landmark Supreme Court cases. While the court has not always ruled in favor of racial justice, incremental wins throughout history have helped to chip away at different forms of racism such as school segregation ( Brown v. Board), racial bias in the criminal legal system (Powell v. Alabama, i.e. the Scottsboro Boys), and marriage inequality (Loving v. Virginia). While these landmark victories initiated necessary reforms, they were only a starting point.

Systemic racism continues to pervade the lives of Black people through voter suppression, lack of financial services, housing discrimination, and other areas. More than anything, doing this work has taught the ACLU that we must fight on every front in order to overcome our country's legacies of racism. That is what our Systemic Equality agenda is all about.

In the weeks ahead, we will both expand on our views of why these campaigns are crucial to systemic equality and signal the path this country must take. We will also dive into our work to build organizing, advocacy, and legal power in the South — a region with a unique history of racial oppression and violence alongside a rich history of antiracist organizing and advocacy. We are committed to four principles throughout this campaign: reconciliation, access, prosperity, and empowerment. We hope that our actions can meet our ambition to, as Dr. King said, lead this nation to live out the true meaning of its creed.

What you can do:
Take the pledge: Systemic Equality Agenda
Sign up

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