
Yeah buddy. Let's do this. Not too long ago, while in an interview, someone asked me if, due to my age and because I've never been married before, would I be open to dating or marrying a younger man. While I personally think that what qualifies as being any real significant age difference is a guy who is more than five years younger than I (or you) and since I've never done that before, I had to give the question some real thought. The main reason is because I know a lot of people, both in my family and out, who have done this and boy — has it been quite the roller coaster ride.
So, let's explore. When it comes to dating a man who is more than five years your junior, like most things in life, there are highs and potential lows; especially if you want to go the distance. And since I'm all about an ounce of prevention being worth far more than a pound of cure, there's no time like the present to get real — about both.
PRO #1 of Dating a Younger Man: So Much Is Fresh, New and Exciting
If there is a man who happens to be tiptoeing in and reading this, please know that I mean absolutely no disrespect when it comes to the comparison that I'm about to make. That said, what's one of the most fun things about watching a newborn baby grow up? Everything is new to them which makes it enjoyable for us to witness. Along these same lines, when you've had a few years up on someone, there's a really good chance that there are some "been there, done that" experiences that you've had that they haven't yet.
Still, to go through those things all over again while seeing it through their eyes, that can be fresh, new, and exciting. At the same time, because younger people oftentimes like to take more risks, they may be able to convince you to try things that you would've never considered — or thought yourself out of — had they not been in your life to make the recommendation. And that can make living the current season of your life super exhilarating.
PRO #2 of Dating a Younger Man: There’s a Great Chance Your Libidos Will Be in Sync
I'm pretty sure you've heard somewhere that a part of the reason why a lot of older women and younger men "vibe" so well is because their sexual peaks gel together, extraordinarily so. While it has been reported that a lot of men peak in their 20s as we peak in our 40s, there is also data to support that many men get their "second run" in their 50s, so to say that you should be with a younger guy because the sex is automatically going to be better isn't necessarily the case. Honestly, as a marriage life coach and doula, what I've observed about the sexual compatibility of older women and younger men is multifaceted.
For one thing, once a woman has hit menopause (check out "Sex And Menopause. What You Should Know."), if there's one thing that she doesn't have to worry about, it's getting pregnant which can cause her to relax in sex a whole lot more (you'd be AMAZED by how many men have told me that the sex got so much better once their partner knew they couldn't get pregnant again under any conditions). Secondly, a lot of times younger folks are still trying to figure out what works for them and what doesn't, so they may be more open to trying "unconventional things"; when you pair that up with the experience of an older partner, it can really cause the sex to go totally off of the charts.
Third, a lot of younger guys have higher testosterone levels, so while older men may be able to "love you down" well the first round or two, after that, they might be ready to call it a night while younger ones can oftentimes be like energizer bunnies. So yeah, if you feel like you've got your second wind and you're in your late 40s-50s, this can definitely be a solid reason to consider hooking up with someone who is younger than you are.
PRO #3 of Dating a Younger Man: Younger Men Tend to Me More “Flexible”
On the heels of what I just said, while it might seem like I'm talking about sex, I'm actually talking about how much younger men tend to be less set in their ways than older men and ourselves. Even if you're 50 and you're dating someone who's 30, while he is still a grown-ass man, you've got 20 more years of experience and came-to-the-conclusion resolves than he does which means he's still probably more willing to compromise than a man who is the same age as you may be. Plus, since no relationship really works or lasts without flexibility, dating a younger man could help you to go the distance with someone else while also teaching you to be a little less "set in your ways" (or dare I say it…stubborn).
PRO #4 of Dating a Younger Man: Less Years (Usually) Means Less “Baggage”
I'm not sure why the word "baggage" triggers so many people because, if you're human, you have some. And yes, the more years that you've been on this planet, the more baggage you've probably got. That's why I don't get people who have a hard time (sometimes to the point of being patronizing and condescending as all get out) with getting involved with people who haven't slept with a lot of folks or dated a ton of people. Although we live in a culture that seems to jeer at innocence and inexperience, I personally find a lot of it to be quite refreshing. If you're someone who can help a younger man to learn more about love, to see the world through another set of experienced eyes, or to consider other possibilities — what's wrong with that?
If you end up casually dating a younger man, it evolves into something serious and he's never been in something as significant before — what's wrong with that? If until you, he's never gotten so many stamps on his passport or knew that intimacy could be the way that he's had it with you — what's wrong with that? While a benefit to having a lot of life experience could be wisdom (wisdom isn't automatic; it's a choice), a benefit to not having much at all is that you're a clean(er) slate that is willing to be less (potentially) jaded and cynical. For the life of me, I don't know how this isn't a huge plus. I really and truly don't.
CON #1 of Dating a Younger Man: You’re in Different Seasons/Stages of Your Life
Recently, while channel surfing, I stopped at a particular reality show and then got super triggered because it hit a little too close to home. A woman, who is currently dating a younger man, was trying to convince him to help her to raise her young daughter while also trying to convince him to not want to have any kids of his own because she has already tied her tubes and doesn't want any more kids. While folks have the right to…want what they want, I'm not sure there are too many better examples of what entitled actually looks like and I was triggered because I know someone who is just like this — wanted a man to help her with her two children yet couldn't give him any and still tried to make it look like a test of his love should be to marry her anyway. Selfish, selfish, selfish.
When you're out here casually dating a younger man, stuff like this isn't that big of a deal. Oh, but when you're considering a long-term commitment, discussing that an age gap can point to being at very different seasons and stages of life are extremely relevant. And when it comes to love, something that isn't discussed, nearly enough, is sometimes you've got to love someone else enough to let them go, so that they can be with someone who can meet the needs that they have — the needs that you don't want to meet, no matter how much you want to be with them.
Yes, being an older woman means you need to be grown about ish. Please make sure that you are.
CON #2 of Dating a Younger Man: It Can Be a Challenge to Not Emasculate Him
I have a theory and I believe I've shared it before on this platform — the reason why so many people claim to love their kids more than their spouse is that they can control their children. Their spouse? Not so much. As far as being controlling goes, there are exceptions to this rule which is why I once wrote "Are You His Partner Or His Second Mama?" on here. Unfortunately, some people think that a part of their job in a romantic relationship is to boss people around and act like a second parent when trying to change a person should never be the objective (check out "The Right Relationship IMPROVES Not CHANGES You").
If you're with a younger man, you have to be careful to still see him as a man and to honor him as such because just like you would feel some type of way if he treated you like an "old lady", he has every right to be offended if you treat him like he's a little boy.
Oh, and if the first thing that comes to your mind is "If he doesn't want to be treated like one, he shouldn't act like one," that's the first clue that you probably need to date someone older. People who are comfortable with being condescending are problematic on so many levels and if his actions have you feeling justified in degrading him, you don't need to be seeing him anyway (if you feel otherwise, reflect again over the whole control thing).
CON #3 of Dating a Younger Man: You May Be Dismissive of His Long-Term Plans
In another article that I wrote for here, I mentioned how one of my favorite movies is Prime (Meryl Streep, Uma Thurman, Bryan Greenberg). In it, Uma was dating someone, I believe they were 10 years apart. Something that I really liked about the film is that she clearly came along to encourage him to pursue his life's passion for painting; he might not have without her presence in that season of his life. At the same time, she was entering the age where it gets harder for women to conceive while he was just starting to connect the dots on what he wanted his career path to look like. And while he was willing to "give her a baby," he wasn't doing it because he was at a point in his life where he wanted to be a father; he simply cared for her and didn't want to lose her. Wisdom teaches that, while sweet and endearing, that reason simply isn't good enough.
My point? Suppose Uma's character had been so selfish that she didn't care. And then he wouldn't be able to paint full-time because he would need to figure out how to be a parent and provide for another person? That could've hindered him from fulfilling his path and purpose. Oftentimes, when dating someone younger, we can be tempted to overlook stuff like this. That's why, my two cents would be, that in the beginning stages of a relationship with someone younger if you see that it really could be heading somewhere, ask him what his five and 10-year plans look like. Then be really serious about if in being with you there is room for compromise or he would have to surrender more than he should in the long run. Because if it's Door B, I'll just say that I have listened to far too many men who have harbored resentment because their partner required them to put their dreams on the backburner, indefinitely, in order to be with them. Rarely does that work in anyone's favor. Trust me.
CON #4 of Dating a Younger Man: Maturity and Stability Aren’t Always or Necessarily Their Strong Suit
Some of y'all and this disdain for video games, boy (LOL). If more folks knew the benefits that come with playing them (not obsessively but playing them nonetheless), you might be more encouraging of your partner's excitement over them. Video games reduce stress, help to boost memory, can assist with problem-solving and so much more. That's why, one of my running jokes with some of my wife clients is, "You better let your husband play that game. He could be figuring out how to pay the rent while he's doing it." Where am I going with all of this? When I speak of a potential con of dating a younger man is dealing with his instability and/or immaturity, I'm not referring to stereotypical things. I'm talking about the fact that purely a lack of time could result in him not being mentally and emotionally where you are.
Case in point. I know a wife who married someone almost eight years younger than her. For years, she was constantly complaining about how he wasn't a good budgeter; how he needed to "grow up" in that area. Finally, one day I asked her what she was like with money at his age. As she went on about overdraft fees and paying bills late, she finally paused because she caught where I was coming from. How is it that she should be given time to "get herself together" while he shouldn't?
While a younger person dating someone older can oftentimes influence them to "grow up faster" in some ways, it really needs to be up to them, whether or not they want to do that instead of the older person constantly nagging, berating, or denouncing the person they are with for being what is obvious — younger than they are. Can we all bring some "ah-ha moments" and life hacks to others? Sure. But should we be mad that someone acts younger when they are younger? I mean, pardon the pun but that doesn't sound super mature…now does it?
This is the kind of topic that could go on for days. For now, I just wanted to drop a few things to think about should you be seriously contemplating a more-than-casual experience with a younger man. Because, as with everything in this world, it's got some good points and some things to consider long and hard. Please make sure that you do. For his sake (and time) as well as your own. Feel me? Somehow, I know that you do.
For more love and relationships, features, dating tips and tricks, and marriage advice check out xoNecole's Sex & Love section here.
Featured image by Getty Images
Because We Are Still IT, Girl: It Girl 100 Returns
Last year, when our xoNecole team dropped our inaugural It Girl 100 honoree list, the world felt, ahem, a bit brighter.
It was March 2024, and we still had a Black woman as the Vice President of the United States. DEI rollbacks weren’t being tossed around like confetti. And more than 300,000 Black women were still gainfully employed in the workforce.
Though that was just nineteen months ago, things were different. Perhaps the world then felt more receptive to our light as Black women.
At the time, we launched It Girl 100 to spotlight the huge motion we were making as dope, GenZennial Black women leaving our mark on culture. The girls were on the rise, flourishing, drinking their water, minding their business, leading companies, and learning to do it all softly, in rest. We wanted to celebrate that momentum—because we love that for us.
So, we handpicked one hundred It Girls who embody that palpable It Factor moving through us as young Black women, the kind of motion lighting up the world both IRL and across the internet.
It Girl 100 became xoNecole’s most successful program, with the hashtag organically reaching more than forty million impressions on Instagram in just twenty-four hours. Yes, it caught on like wildfire because we celebrated some of the most brilliant and influential GenZennial women of color setting trends and shaping culture. But more than that, it resonated because the women we celebrated felt seen.
Many were already known in their industries for keeping this generation fly and lit, but rarely received recognition or flowers. It Girl 100 became a safe space to be uplifted, and for us as Black women to bask in what felt like an era of our brilliance, beauty, and boundless influence on full display.
And then, almost overnight, it was as if the rug was pulled from under us as Black women, as the It Girls of the world.
Our much-needed, much-deserved season of ease and soft living quickly metamorphosed into a time of self-preservation and survival. Our motion and economic progression seemed strategically slowed, our light under siege.
The air feels heavier now. The headlines colder. Our Black girl magic is being picked apart and politicized for simply existing.
With that climate shift, as we prepare to launch our second annual It Girl 100 honoree list, our team has had to dig deep on the purpose and intention behind this year’s list. Knowing the spirit of It Girl 100 is about motion, sauce, strides, and progression, how do we celebrate amid uncertainty and collective grief when the juice feels like it is being squeezed out of us?
As we wrestled with that question, we were reminded that this tension isn’t new. Black women have always had to find joy in the midst of struggle, to create light even in the darkest corners. We have carried the weight of scrutiny for generations, expected to be strong, to serve, to smile through the sting. But this moment feels different. It feels deeply personal.
We are living at the intersection of liberation and backlash. We are learning to take off our capes, to say no when we are tired, to embrace softness without apology.
And somehow, the world has found new ways to punish us for it.

In lifestyle, women like Kayla Nicole and Ayesha Curry have been ridiculed for daring to choose themselves. Tracee Ellis Ross was labeled bitter for speaking her truth about love. Meghan Markle, still, cannot breathe without critique.
In politics, Kamala Harris, Letitia James, and Jasmine Crockett are dragged through the mud for standing tall in rooms not built for them.
In sports, Angel Reese, Coco Gauff, and Taylor Townsend have been reminded that even excellence will not shield you from racism or judgment.

In business, visionaries like Diarrha N’Diaye-Mbaye and Melissa Butler are fighting to keep their dreams alive in an economy that too often forgets us first.
Even our icons, Beyoncé, Serena, and SZA, have faced criticism simply for evolving beyond the boxes society tried to keep them in.
From everyday women to cultural phenoms, the pattern is the same. Our light is being tested.

And yet, somehow, through it all, we are still showing up as that girl, and that deserves to be celebrated.
Because while the world debates our worth, we keep raising our value. And that proof is all around us.
This year alone, Naomi Osaka returned from motherhood and mental health challenges to reach the semifinals of the US Open. A’ja Wilson claimed another MVP, reminding us that beauty and dominance can coexist. Brandy and Monica are snatching our edges on tour. Kahlana Barfield Brown sold out her new line in the face of a retailer that had been canceled. And Melissa Butler’s company, The Lip Bar, is projecting a forty percent surge in sales.

We are no longer defining strength by how much pain we can endure. We are defining it by the unbreakable light we continue to radiate.
We are the women walking our daily steps and also continuing to run solid businesses. We are growing in love, taking solo trips, laughing until it hurts, raising babies and ideas, drinking our green juice, and praying our peace back into existence.
We are rediscovering the joy of rest and realizing that softness is not weakness, it is strategy.
And through it all, we continue to lift one another. Emma Grede is creating seats at the table. Valeisha Butterfield has started a fund for jobless Black women. Arian Simone is leading in media with fearless conviction. We are pouring into each other in ways the world rarely sees but always feels.

So yes, we are in the midst of societal warfare. Yes, we are being tested. Yes, we are facing economic strain, political targeting, and public scrutiny. But even war cannot dim a light that is divinely ours.
And we are still shining.
And we are still softening.
And we are still creating.
And we are still It.

That is the quiet magic of Black womanhood, our ability to hold both truth and triumph in the same breath, to say yes, and to life’s contradictions.
It is no coincidence that this year, as SheaMoisture embraces the message “Yes, And,” they stand beside us as partners in celebrating this class of It Girls. Because that phrase, those two simple words, capture the very essence of this moment.
Yes, we are tired. And we are still rising.
Yes, we are questioned. And we are the answer.
Yes, we are bruised. And we are still beautiful.

This year’s It Girl 100 is more than a list. It is a love letter to every Black woman who dares to live out loud in a world that would rather she whisper. This year’s class is living proof of “Yes, And,” women who are finding ways to thrive and to heal, to build and to rest, to lead and to love, all at once.
It is proof that our joy is not naive, our success not accidental. It is the reminder that our light has never needed permission.
So without further ado, we celebrate the It Girl 100 Class of 2025–2026.
We celebrate the millions of us who keep doing it with grace, grit, and glory.
Because despite it all, we still shine.
Because we are still her.
Because we are still IT, girl.
Meet all 100 women shaping culture in the It Girl 100 Class of 2025. View the complete list of honorees here.
Featured image by xoStaff
These Black Women Left Their Jobs To Turn Their Wildest Dreams Into Reality
“I’m too big for a f***ing cubicle!” Those thoughts motivated Randi O to kiss her 9 to 5 goodbye and step into her dreams of becoming a full-time social media entrepreneur. She now owns Randi O P&R. Gabrielle, the founder of Raw Honey, was moving from state to state for her corporate job, and every time she packed her suitcases for a new zip code, she regretted the loss of community and the distance in her friendships. So she created a safe haven and village for queer Black people in New York.
Then there were those who gave up their zip code altogether and found a permanent home in the skies. After years spent recruiting students for a university, Lisa-Gaye Shakespeare became a full-time travel influencer and founded her travel company, Shakespeare Agency. And she's not alone.
These stories mirror the experiences of women across the world. For millions, the pandemic induced a seismic shift in priorities and desires. Corporate careers that were once hailed as the ultimate “I made it” moment in one's career were pushed to the back burner as women quit their jobs in search of a more self-fulfilling purpose.
xoNecole spoke to these three Black women who used the pandemic as a springboard to make their wildest dreams a reality, the lessons they learned, and posed the question of whether they’ll ever return to cubicle life.
Answers have been edited for context and length.
xoNecole: How did the pandemic lead to you leaving the cubicle?
Randi: I was becoming stagnant. I was working in mortgage and banking but I felt like my personality was too big for that job! From there, I transitioned to radio but was laid off during the pandemic. That’s what made me go full throttle with entrepreneurship.
Gabrielle: I moved around a lot for work. Five times over a span of seven years. I knew I needed a break because I had experienced so much. So, I just quit one day. Effective immediately. I didn’t know what I was going to do, I just knew I needed a break and to just regroup.
Lisa-Gaye: I was working in recruiting at a university and my dream job just kind of fell into my lap! But, I never got to fully enjoy it before the world shut down in March [2020] and I was laid off. On top of that, I was stuck in Miami because Jamaica had closed its borders due to the pandemic before I was able to return.

Randi O
xoN: Tell us about your journey after leaving Corporate America.
Randi: I do it all now! I have a podcast, I’m an on-air talent, I act, and I own a public relations company that focuses on social media engagement. It’s all from my network. When you go out and start a business, you can’t just say, “Okay I’m done with Corporate America,” and “Let me do my own thing.” If you don’t build community, if you don’t build a network it's going to be very hard to sustain.
Gabrielle: I realized in New York, there was not a lot to do for Black lesbians and queer folks. We don’t really have dedicated bars and spaces so I started doing events and it took off. I started focusing on my brand, Raw Honey. I opened a co-working space, and I was able to host an NYC Pride event in front of 100,000 people. I hit the ground running with Raw Honey. My events were all women coming to find community and come together with other lesbians and queer folks. I found my purpose in that.
Lisa-Gaye: After being laid off, I wrote out all of my passions and that’s how I came up with [my company] Shakespeare Agency. It was all of the things that I loved to do under one umbrella. The pandemic pulled that out of me. I had a very large social media following, so I pitched to hotels that I would feature them on my blog and social media. This reignited my passion for travel. I took the rest of the year to refocus my brand to focus solely on being a content creator within the travel space.

Gabrielle
xoN: What have you learned about yourself during your time as an entrepreneur?
Randi: [I learned] the importance of my network and community that I created. When I was laid off I was still keeping those relationships with people that I used to work with. So it was easy for me to transition into social media management and I didn’t have to start from scratch.
Gabrielle: The biggest thing I learned about myself was my own personal identity as a Black lesbian and how much I had assimilated into straight and corporate culture and not being myself. Now, I feel comfortable and confident being my authentic self. Now, I'm not sacrificing anything else for my career. I have a full life. I have friends. I have a social life. And when you are happy and have a full quality of life, I feel like [I] can have more longevity in my career.
Lisa-Gaye: [I'm doing] the best that I've ever done. The discipline that I’m building within myself. Nobody is saying, ‘Oh you have to be at work at this time.’ There’s no boss saying, ‘Why are you late?’ But, if I’m laying in bed at 10 a.m. then it's me saying [to myself], 'Okay, Lisa, get up, it's time for you to start working!’ That’s all on me.
xoNecole: What mistakes do you want to help people avoid when leaving Corporate America?
Randi: You have to learn about the highs and lows of entrepreneurship. You have a fast season and a slow season and I started to learn that when you're self-employed the latter season hits hard. Don't get caught up on the lows, just keep going and don't stop. I’m glad I did.
Gabrielle: I think everyone should quit their job and just figure it out for a second. You will discover so much about yourself when you take a second to just focus on you. Your skill set will always be there. You can’t be afraid of what will happen when you bet on yourself.
Lisa-Gaye: When it comes to being an influencer the field is saturated and a lot of people suffer from imposter syndrome. There is nothing wrong with being an imposter but find out how to make it yours, how to make it better. If you go to the store, you see 10 million different brands of bread! But you are choosing the brand that you like because you like that particular flavor.
So be an imposter, but be the best imposter of yourself and add your own flair, your own flavor. Make the better bread. The bread that you want.

Lisa-Gaye Shakespeare
xoNecole: Will you ever return to your 9 to 5?
Randi: I wouldn’t go back to Corporate America. But I don’t mind working under someone. A lot of people try to get into this business saying, “I can't work under anyone.” That’s not necessarily the reason to start a business because you're always going to answer to somebody. Clients, brands, there’s always someone else involved.
Gabrielle: I went back! I really needed a break and I gave myself that. But, I realized I’m a corporate girl, [and] I enjoy the work that I do. I’m good at it and I really missed that side of myself. I have different sides of me and my whole identity is not Raw Honey or my queerness. A big side of me is business and that’s why I love having my career. Now I feel like my best self.
Lisa-Gaye: I really don’t. For right now, I love working for myself. It's gratifying, it's challenging, it's exciting. It’s a big deal for me to say I own my own business. That I am my own boss, and I'm a Black woman doing it.
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Featured image courtesy of Lisa-Gaye Shakespeare
Originally published on February 6, 2023









