A Male Relationship Coach Shares 7 Questions Women Should Ask Men On The Third Date
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
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It's kinda wild that, in 2025, my byline will have appeared on this platform for (what?!) seven years. And yeah, when I'm not waxing poetic on here about sex, relationships and then...more sex and relationships, I am working as a certified marriage life coach, helping to birth babies (as a doula) or penning for other places (oftentimes under pen names).
As some of you know, something that I've been "threatening" to do for a few years now is write another book. Welp, October 2024 was the month that I "gave birth" to my third one: 'Inside of Me 2.0: My Story. With a 20-Year Lens'. It's fitting considering I hit a milestone during the same year.
Beyond that, Pumas and lip gloss are still my faves along with sweatshirts and tees that have a pro-Black message on them. I've also started really getting into big ass unique handbags and I'm always gonna have a signature scent that ain't nobody's business but my own.
As far as where to find me, I continue to be MIA on the social media front and I honestly don't know if that will ever change. Still, if you need to hit me up about something *that has nothing to do with pitching on the site (I'm gonna start ignoring those emails because...boundaries)*, hit me up at missnosipho@gmail.com. I'll do what I can. ;)
Reset Your Relationship: How To Start 2025 Strong With Your Partner
As the calendar turns and a new year unfolds, many of us are laser-focused on our career goals, fitness resolutions, and vision boards that outline the journey to our best selves. But amidst all the planning and self-improvement, have you made room for another important part of your life? Your relationship.
It's easy for couples to fall into a routine, going through the motions and letting their connection sit on autopilot. While comfort is natural in a long-term relationship, it’s important to remember: that what you don’t nurture, eventually fades. So, why not make 2025 the year you reset your relationship? Here’s how to start the year with a renewed bond, reigniting the spark that brought you together.
Step 1: Schedule Your Reset Meeting
The first step to hitting the reset button is a State of the Union meeting with your partner. This is your chance to take a pulse on the relationship, discuss what's working, and identify areas that need attention. It’s all about creating space to reflect, without distractions.
Grab a pen and paper (or open a shared note on your phone) and come prepared to share your top 2-3 desires for your relationship.
What do you both want to feel more of in 2025? Maybe it’s feeling more appreciated, or perhaps you want to reignite the passion you had when you first started dating. Whatever it is, get clear about it, and make sure both of you are on the same page.
This isn’t just about listing your own wants, it’s also about discussing ways to nurture each other’s needs. Relationship goals should be focused on fostering deeper intimacy, trust, and mutual respect. Use this time to check in, not only with each other but with your individual feelings and expectations. Set the foundation for a fulfilling year ahead.
Step 2: Set A Date (Or Multiple!)
Having the meeting is only the first step. Now, it’s time to take action. One of the simplest ways to breathe new life into a relationship is by reintroducing consistent, intentional time spent together. For many couples, life gets busy, and date nights fall by the wayside. But dating doesn’t stop when you say "I do"—in fact, it’s even more essential.
During your reset meeting, lock in a regular date night that works for both of your schedules. This could be a weekly dinner date or an every-other-week adventure—whatever keeps things fresh. The goal is consistency. It’s easy to push date nights aside when life gets hectic, but if you set a specific date each week or month, you’re making your relationship a priority.
If you’re unsure what to do for your date nights, don’t worry! The key is creating new experiences together. This is what sparks excitement and brings you closer as a couple. Whether it’s cooking a new recipe together, trying a dance class, or exploring a nearby town, it’s about creating shared memories that build your connection.
Step 3: Find an Accountability Partner
Just like you might have a personal trainer to help you crush your fitness goals, an accountability partner for your relationship can do wonders for keeping both of you on track. Consider hiring a marriage coach or therapist—someone who can meet you where you are and guide you in strengthening your relationship.
When selecting a professional, it’s important to choose someone who truly wants the best for your marriage and can provide actionable advice.
Don’t be afraid to set high standards for your relationship, and seek guidance on how to keep it thriving for the long haul. In your reset meeting, discuss your commitment to growth, and be honest about areas where you may need support.
Marriage isn’t a set-it-and-forget-it endeavor—it’s an ongoing process. Regular check-ins with a professional can help keep your relationship in tip-top shape and “divorce-proof” by addressing issues before they become insurmountable.
Step 4: Try Something New Together
Stale routines can easily make a relationship feel monotonous. Spice things up by trying something new! Couples that explore new activities and create new memories together have stronger, more fulfilling bonds.
My husband and I host one of the top luxury marriage retreats, A Weekend For Love, designed to help couples experience new things together. From couples' workshops to outdoor adventures, the retreat provides a platform to rediscover each other and reconnect on a deeper level.
The element of surprise can reignite your connection. It’s exciting, fresh, and shows your partner that you’re committed to growing together. This doesn’t have to be a huge commitment—it could be as simple as trying a new hobby or planning an impromptu weekend getaway.
Your Relationship Should Be A Priority
As you start the year with personal goals in mind, don’t forget the importance of nurturing your relationship. It’s easy to get caught up in work, fitness, and family obligations, but your bond with your partner deserves to be at the top of your list. Resetting your relationship offers an opportunity to reignite that spark and remind each other why you fell in love in the first place.
In 2025, make a commitment to prioritize your partnership, to nurture it daily, and to invest in its growth. Take time to celebrate each other’s victories, support one another’s dreams, and build a foundation of love and respect. When you start the year with a clear focus on your relationship, you’re setting it up for success.
So, before you start mapping out your new workout plan or work goals, do yourself a favor: put your relationship at the top of that list. Your love story deserves a fresh start, too.
Happy New Year, and here’s to a love-filled 2025!
Couples, if you are ready to do the work and invest in your relationship register for A Weekend For Love: Heart Retreat Feb 21-23, 2025.
Featured image by zamrznutitonovi/Getty Images
Sex & The New Year: Single Women Get Candid About Their 2025 Intimacy Goals
Fail to plan, plan to fail. It is certainly a saying that all of us have heard at one point or another; however, when it comes to sex, specifically, and definitely when it comes to women who aren’t married or in a serious relationship, I’m not so sure that plans are encouraged as much as they probably should be. I don’t just mean planning to get tested with partners or planning to use birth control — hopefully, those things are a given (right?).
What I mean is, if you are someone who likes to sit down and come up with resolutions for the new year, when it comes to your sex life, what exactly are you resolving to do? What sex-related goals do you actually have? Because if you don’t know and you kind of just let life “happen to you,” the way you end 2025 may not be the way you planned…because there never was a plan in place.
All of this is why I decided to ask 10 single women to pause, ponder, and then produce a semi-formal sex plan that they would be willing to share with y’all. Although a few of them were taken aback by my request at first, by the time they gave me their answer, each woman found it to be something that they would be doing annually moving forward — because, like everything else in life, knowing what you want out of sex, for yourself, is essential. And you certainly increase your chances of getting what you desire…when there is a plan in place.
*Middle names are always used in these types of interview pieces so that individuals can speak freely*
1. Hannah. 28.
Giphy“Girl, my sex plan is to stop having sex with my ex-fiancé. When we broke off our engagement 16 months ago, I’m not sure if either of us thought that we’d keep having sex like we were still together. But who wants to keep racking up bodies or risking getting an STD? Plus, the sex with him? I have never had it so good and so consistent. But when you asked me about putting a ‘sex plan’ together, and I really thought about how our relationship has no future — I accept that I need to let that last part of us go. Otherwise, I could date someone and still be having sex with my ex. I’m not going to tell him [her ex] about my plan until after our date on New Year’s Eve. Don’t judge me. I’m a work in progress!”
Shellie here: Check out “You Love Him. You Prefer Sex With Your Ex. What Should You Do?”
2. Alexie. 34.
Giphy“I’m gonna have me some multiple orgasms, dammit! I am so tired of reading about them and not being able to relate. I think women have been conditioned to think that even getting one is something that we should be grateful for — you know, kind of like that Salt-N-Pepa brag about getting knocked out for the night after one ‘shot.’ No ma’am. I wanna know what it’s like to cum, pause, cum again, pause, and cum again. I’m going to make that my mission for the entire year. I’ll let you know how it goes.”
Shellie here: Check out “How To Have Mind-Blowing Multiple Orgasms. Tonight, Chile.”
3. Thalia. 27.
Giphy“I want to learn how to enjoy oral sex more — not giving, receiving. I’ve always liked the power that comes from giving a man head, but I haven’t met a guy who makes receiving it feel as good as my girlfriends talk about. Whenever it happens to me, I feel annoyed; it’s almost like a dog is licking on me or something. Everything just feels wet, sloppy, and aimless. I’ve got a guy friend who says that he can get me what I’m after. I’m considering him because I’ll be damned if I’m out here giving out all this good head, and I end up dying not knowing what everyone else is even talking about!”
Shellie here: Check out “Sooo...What If You HATE Oral?” and “Okay. So, This Is Why Oral Sex Is Probably Not Satisfying You (Fully).” and (just in case) “How To Preserve Your Friendship After BAD Casual Sex”
4. Icelynne. 30.
Giphy“‘Get over a man by getting under a different man’ is some bullsh-t. All you do is up your body count. The guy I’ve been seeing, the kissing is good but the sex isn’t that great, but I really like him. In the past, I would just move on, but now that you ask me to come up with a plan — I think the plan is to try and make sex better. You get older, and you realize that sometimes you ‘click’ immediately with someone, and sometimes, you need to be more patient. It’s not that the sex is bad, it’s just that I’m used to good sex being easier. Learning to talk about my needs and working with someone to meet them — that’s the plan for next year.”
Shellie here: Check out “Do You Lie About Your Body Count? Here's Why You Shouldn't.,” “6 Things About The Whole 'Body Count' Debate That Should Be Discussed” and “Is There REALLY Such A Thing As 'Bad Sex'?”
5. Gabriella. 45.
Giphy“I’m sick of reading about all of the different kinds of orgasms that you can have and barely knowing what a [clitoral] one feels like. If I can have a nipple orgasm, then I’m going to have one. And I can have one by myself? In my sleep? [Shellie here: Yes, sleep orgasms are an actual thing] And what’s this, you can come just from someone kissing you, right? What the f-ck?! I’m on mission to be able to say that I’ve had every type of orgasm there is. The interviewing process for this mission is about to be so funny, too. I already know.”
Shellie here: Check out “U-Spot Orgasm, Fantasy Orgasm & 6 Other Orgasms You Should Try Tonight”
6. Terrika. 33.
Giphy“I’m leaving faking orgasms in my rearview mirror. It doesn’t help anything. All it does is make men think that they’ve accomplished something that they haven’t and make me resent them for doing it. I hate to say it, but I’ve been acting like I’ve cum for so long that I can’t even remember the last time that I’ve had a real orgasm — oh, yes, I can, and it was two damn years ago! I think because I like sex, even if I don’t cum, is why I’ve put up with it for so long. I’m not getting any younger, and I need to make sure I end up with a man where I don’t have to do any pretending. 2025 is going to be my year. I am speaking it into existence!”
Shellie here: Check out “Why You Should Stop Faking Orgasms ASAP” and “So, 10 Women Sat Down And Told Me Why They Fake Orgasms...More Times Than Not”
7. Persephone. 38.
Giphy“I want to experience sexcations all over the world. I find it fascinating how much sex gets better for me whenever I’m in a new environment. If that can happen just with a different hotel or an Airbnb, I can only imagine what it would be like to make love in London, Cape Town, or Barcelona. It’s also sexy to get to know someone better in a different space. I met a guy [last year], and our connection is strong. We’ve been talking about stamping our passports together. We haven’t had sex yet. I think an international sexcation being our first time, would be perfect for the new year.”
Shellie here: Check out “Married Couples, It's Time For A Sexcation!” and “This Is How To Create The Best Kind Of ‘Sex Bucket List’”
8. Evelyn. 29.
Giphy“I want to know what ‘making love’ feels like. Is that weird to say? Coming into sex, I was what my friends say is a ‘late bloomer’ because I didn’t have sex until my junior year [of college]. It wasn’t random, but it wasn’t with a guy who I loved — well, I loved him as a friend and still do, but it wasn’t a romantic type of thing. I was curious and trusted him to try it out. I don’t regret that, but since, there have only been a few others, and the pattern has been the same: sex with friends and nothing mind-blowing. [In 2025], I want to wait until I’m in a serious relationship and then have sex. I keep hearing that love-making is the best. I have no clue. Would like to know.”
Shellie here: “Unforgettable: 10 Men Open Up About That 'One Experience' They'll Never Forget”
9. Tamiko. 41.
“I want to take a break [from sex]. During my marriage, we had so many sex problems that once we divorced, I definitely made up for lost time. It was mostly because I felt like I was being ‘sexually gaslit’ by my husband — like I couldn’t get the sex that I was after, and it was my fault. Now that I know that it wasn’t a ‘me problem,’ it was an ‘us issue,’ and I’ve gotten all of my ‘itches scratched,’ I’m ready to learn some other things that make me tick outside of the bedroom. I’m not necessarily declaring abstinence for a year, but I am done with my nothing-more-than-sex quest. Next time, it will be someone who gets me excited in more than just the bed.”
Shellie here: Check out “I've Been Abstinent For 12 Years. Here's How.” and “6 Genuine Signs You're Making An Emotional Connection With Your Sex Partner”
10. Lana. 51.
Giphy“My plan is to be more open-minded — not so much when it comes to my standards for a partner but the things that I’m willing to do sexually. I’m not the most conservative person on the planet, but when it’s always in the back of your mind that you can get pregnant, that can make you more cautious. I’m on the tail end of menopause now, so I suddenly feel more adventurous. With a steady sex partner, I’m ready to try whatever and do whatever. Sex that exceeds anything I’ve done before…that is my 2025 plan, girl. Let’s go!”
Shellie here: Check out “What Having Sex After Menopause Is Like, According To 10 Women”
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Featured image by Bob Thomas/Getty Images