

As far as observance days go, there are a few great ones coming up this month. There's National Prayer Day (May 2). Cinco de Mayo (May 5). National Teacher Appreciation Day (May 7). National Eat What You Want Day (May 11). Of course, there's Mother's Day (May 12). But if there's one that has totally gone under my radar, it's the fact that May is also the month that's totally devoted to dating your mate. How cool is that?
I think we all can agree that if you want to enhance your emotional connection, keep the sparks alive, and bring some spontaneity and creativity into your relationship, one of the best ways to do that is to go on dates with your partner, no matter what time of year it is. Yet, as the weather is getting warmer and the flowers are blooming, it makes sense why spring fever is totally in effect and why now would be the time to get in a few more dates than usual.
So, whether you're only a couple of dates in or you and yours have been together for a decade or more, I've got a few suggestions for how you can get inspired to literally date your own mate—all month long!
New Relationships in May Dating Tips
Use Texting to Your Advantage
In a general sense, I'm not big on a tone of texting in relationships; especially new relationships. It's hard to read tone. Things can get lost in translation (emojis included). Folks tend to get super impatient if you don't get back in their allotted time frame. Ugh. But there is one way that I think texting works in a new dynamic. Use it as a way to build anticipation or establish some traditions between the two of you.
Shoot a text to ask each other what your favorite colors are. Then show up wearing them.
Figure out an emoji that can become an inside joke or "thinking of you message" between the two of you.
End the date by texting your favorite part of it once you get back home.
These are ways to use texting to establish a connection instead of it being merely a tool of convenience.
Make Sure You Both Plan Dates
I think we all can agree that the main purpose of going on dates is to get to know someone better. To me, one way to accomplish that is to trade off who on who plans each date. Meaning, once you've gotten to around date three or four (because by then, clearly you both dig each other), you plan one and then he should plan the next one. It's a good way to learn one another's interests and what each of you considers to be entertaining and fun.
Just think about it—if all the two of you ever do is go to a restaurant, a movie or hang out at each other's homes, you might get caught off guard when you eventually find out how much of a sports lover he is. On the flip side, he might not be prepared for how much you like to do random stuff like ice skating, making pottery and or indoor rock climbing. If you alternate plans, this is one way to figure a layer of each other out—easier.
Bring a Date Question Jar Along
Between trying to figure out what to ask and making sure that the man you're out with doesn't feel like he's being given the third degree, getting to know someone better can be a bit like a walk on a tightrope. Take some of the pressure off by suggesting that you both make a question date jar that you can bring on each date. Both of you can put your own questions into it and, at the beginning of each date, you can shake the jars up so that each of you ask three questions.
Based on what the questions are, you can learn more about how each other's minds work. And since you're literally picking questions out of a jar, it can be fun and even a little improvised.
Stay in the Moment
Spring weather is pretty mild for the most part. To me, it's Mother Nature's way of reminding us of just how important it is for us to chill out. There is something that is very special and also intriguing about the first few months of a new relationship. Use this month in May to not only go on dates but to sit back and relax as you experiencing the joy of actually dating too.
Great May Date Ideas
Have a Fresh Favorite Foods Picnic
A cool outdoor idea is to spend an hour or two at your local farmer's market so that you can pick up some food to make for a picnic later in the afternoon or evening. Although picnics are a spring/summer dating standards, they are actually really romantic if you put some intentional planning into it. Pick up a picnic basket and some champagne glasses. Don't forget to have a big blanket in tow. Also, you can set some ambiance (and keep mosquitoes at bay) by bringing along a couple of citronella candles too.
As far as what to cook, use this as an opportunity for you both to show off your culinary skills by having one of you make the main course while the other makes appetizers and dessert. The catch is that it must be some of both of your favorite foods, and all of the items should be picked up from the market (we've gotta support our local communities, y'all!).
Go for a Long Drive
A rental car. The right playlist. A cooler with your favorite snacks in it. A charged-up phone to take random pictures of the landscape and each other. No set destination in sight. There is something really intimate and super enjoyable about going on a long drive with someone you're really into, whether it's your third or 30th date with them.
For this to totally work, phone notifications must be turned off and the entire day must be devoted to nothing more than the open road and each other. If the relationship is new, make it a point to stop at a small eatery neither of you have even been to before. If you and yours are exclusive, call it a night at a quaint bed and breakfast, at least 50 miles outside of town.
DIY Some Ice Cream/Yogurt
Dinner and a movie are so…predictable. In the spirit of longer days and breezy nights, how about taking out a couple of hours to make your own favorite flavor of ice cream or frozen yogurt that you can enjoy on your front porch or back deck? According to many relationship therapists, cooking together is one of the best kinds of dates because it's comfortable, casual and one of the best ways to open up the lines of communication.
Plus, some cooking experts believe that ice cream can reveal a lot about a person. Reportedly, vanilla eaters are calm and balanced. Chocolate lovers are full of self-love. Coffee consumers are passionate and dramatic. I've even read that how you like your ice cream can say a lot about your sexual style too. Clearly, there's more to ice cream than what meets the eye. (Wink, wink.)
By the way, a site that has almost 40 of my favorite ice cream recipes is Epicurious. Start there if you need some ice cream making inspiration.
Chill on a Rooftop
When it comes to planning the perfect date, sometimes we do way too much overthinking. Spring, in the evening, is when the temperature is pretty close to perfection. Get a little quality time in by figuring out what the best rooftop bar is in your city, then hang out up there and talk for a couple of hours (at least).
You know what? I like this idea so much that I'll even take a lot of the guesswork out of finding the bar. All you've got to do is check out "The Best Rooftop Bar in All 50 States" and head on out. (You're welcome!)
Use May to Bring Some Spark Back
Download a Few Relationship-Related Apps
Question. How many apps do you already have on your phone? Follow-up question. How many of those apps are able to help your relationship? You might not be aware that there are quite a few that can do everything from making things extra spicy to getting your relationship back on track.
One app (that is currently available in 15 major cities) is One:Night. Basically, what it does is find the swankiest and sexiest hotels at the best prices, at the last minute. So, if you and yours want to get it in on a Wednesday instead of a Saturday, this app will totally hook you up.
Some other cool apps that will make your relationship better include Couple (which is great for long-distance relationships); Between (which is devoted to all things you and yours); Mystery Vibe (it's a smart sex toy); The Icebreak (it gives you questions to ask one another) and Kouply (it's an app that encourages better communication).
Get Tipsy on Some Homemade Popsicles
If you've ever wondered if sex is better when you're drunk or when you're high, according to science, it's when you're on that herb. At the same time, one way that alcohol tops that good-good green is when it comes to if you're looking for what will give you the nerve to try something that you wouldn't do in your "right mind". If there's a position your man has been trying to get you to explore or you're thinking that there's no time like the present to attempt a little outdoor sex, gas yourself up by sucking, umm, on an alcohol popsicle first.
Never had one before? Ease into them by making a couple of Vodka Gummy Bear Popsicles, Barefoot Moscato Strawberry Popsicles, Lemonade Moonshine Popsicles, Mango Bourbon Smash Popsicles or some Kahlua Coconut Cream Affogato Popsicles. They'll all easy to make, full of liquor and another great spring date idea.
Go on Your First Date—Again
I recently read a couple of articles that say nostalgia (when the memories are good) can be super beneficial to both your health and your relationship. The main reason why is because when you focus on things that bring you joy, they become an instant mood-booster (they can be a bit of an aphrodisiac too!).
The fact that you and yours are still together after all this time, your first date plays a direct role in that. So why not use this month to take a romantic—shoot, maybe even erotic—walk down memory lane by reenacting it? While you're at it, take things up a notch by making it a date full of "do over firsts"—your first kiss, reminiscing about the first "I love you" and, of course, the first…well, you know.
Pitch a Tent
After doing something like going to an outdoor concert, attending a wine tasting or even going food truck hopping (don't sleep on that last one; it's a lot of fun!), end the night by pitching a tent in your own backyard and gazing up at the stars together.
You can purchase a tent at a sporting goods store, hop on Pinterest for ideas on how to make one yourself or splurge on a transparent igloo that I personally think is pretty dope. It'll run you about $250 but sex underneath the stars in a ventilated shade igloo sounds like the gift that keeps on giving to me.
Whew! Can you feel it? Spring fever is definitely in the air. So, take out the next 31 days to embrace all that the month of May—and your date—has to offer, aight? Bet.
Featured image by Getty Images
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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. ;)
'He Said, She Said': Love Stories Put To The Test At A Weekend For Love
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Do these couples remember their love stories the same way? Press play to find out.
Episode 1: Indira & Desmond – Love Across the Miles
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Episode 2: Jay & Tia – A Love Story Straight Out of a Rom-Com
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Episode 3: Larencia & Mykel – Through the Highs and Lows
A date night with police helicopters overhead? Now that’s a story! Larencia & Mykel have faced unexpected surprises, major life changes, and 14 years of choosing each other every single day. But after all this time, do they actually remember things the same way? Their episode is sure to bring some eye-opening revelations and a lot of laughs.
Episode 4: Soy & Osei – A Love Aligned in Purpose
From a chance meeting at the front door to 15 years of unwavering love, faith, and growth, Soy & Osei prove that when two souls are aligned in love and purpose, nothing can shake their foundation. Their journey is a powerful reminder that true love is built on mutual support, shared values, and a deep connection that only strengthens with time.
Each of these couples has a unique and inspiring story to tell, but do their memories match up? Watch #HeSaidSheSaid to find out!
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I'm Thrilled That Ryan Destiny & Keith Powers Are Back Together. 5 Things Before Reuniting With Your Ex, Tho.
Listen, as someone who grew up in an entertainment home and also as someone who got my start as a writer in the entertainment industry, I will be the first to recommend that you not get too invested in celebrities. No matter what you see in the media, you don’t really know them (unless you actually do) and that’s enough of a reason to not get super caught up in whatever it is that they’ve got going on.
However, at the same time, as with all things humanity, something that I look for when it comes to famous folks is consistency — and that is why, every once in a while, I will shout a person or a couple out, specifically. Today, it’s actors Ryan Destiny and Keith Powers. Why? Well, you caught the headline. I recently read (and then found a clip of what I read) that Ryan went on record saying that after three years of she and Keith being apart (shucks), they are back together (yay!) — and dammit, you would’ve thought that I was their blood auntie for real when she shared the news.
Video Credit: @rydersxsourc on TikTok
Why the need for such unspeakable joy? LOL. I love — love, LOVE — Black love, so we can start there. They’ve always come across as genuine BFFs and I’m a huge advocate of that when it comes to romantic dynamics. Then there are some things that Ryan said about why they decided to become an official couple again that inspired me to do what I try to do whenever I write on anything celebrity-related: tie in a lesson for the rest of us to apply to our own daily lives.
You know, someone once said that getting back with an ex is like hopping out of the shower and putting your old underwear back on. And while that is, without question, a semi-grossly graphic cautionary tale to consider — LOL — at the same time, I don’t think that it’s a one-size-fits-all resolve.
If you and an ex are dancing around the idea of giving it a go one mo’ time again, I just want you to strongly consider five things first. Just so you can be sure that there are some new-in-real-time benefits that come with getting that old thing back.
Do They Complement Where Your Life Is…Now?
Credit: @jenniferhudsonshow on TikTok
Okay, so when it comes to all of the video posts throughout this, I am sharing each one by strategic design because I am actually going to use certain things about Ryan and Keith’s life to illustrate my points. First up: Did you notice all that Ryan has already accomplished in just 30 years of life? And y’all, she has gotten back with Keith in the midst of all that is currently on her plate. This means that not only is she making time for the relationship (what we value, we MAKE time for), it would appear that she doesn’t feel like he or the relationship would be a hindrance to all of her plans, her goals — her purpose.
Currently, I (yes, personally) know someone who is a celebrity in her own right. She is trying to make something work out with an ex — only there are red flags galore. One of them is the fact that, although he says that he is in support of her career, he makes unrealistic demands on her time, and he stresses her out when it comes to where he thinks that he should currently fall on her list of priorities right now and he likes to pull semi-passive aggressive stunts in order to get her attention. Thing is, back when they were dating years ago, she was in a different season, so there wasn’t as much going on as she has now.
And sadly, as much as she doesn’t want to accept it, although they may still love each other — or they’re addicted to the feelings of nostalgia which can seem like love sometimes — they don’t really complement each other’s lives or lifestyles. There are things that he wants that she cannot provide (yes, literally) and there are things that she needs that he doesn’t seem very good at adapting to. And so, for them to try and make things work in this season, it would be a literal disaster. So much writing is already on the wall to prove it.
Five years ago, when I wrote, “If He's Right For You, He Will COMPLEMENT Your Life” for the platform, a part of the reason was because complement is a word that I bring up a lot when dealing with dating couples who are thinking about taking things to another level.
To complement is to help to complete in the sense of adding to your life, bringing balance to your world, and enriching you. If you can’t say this, with your entire self, about you and your ex — both directions, I might add — it’s not time to get back together. Whether that’s now or ever…in the wise words of DeBarge, time will reveal.
Does the Universe Seem to Be a Fan of the Idea?
Video Credit: @xmood.editss on TikTok
The Alchemistis one of my favorite books. No question. My brother introduced me to it many years ago. Anyway, the author is Paulo Coelho and one of the quotes from the book is also a fave of mine: “When you want something, all the universe conspires in helping you to achieve it." Okay, did you peep what Gabrielle said on a damn press junket about Keith and Ryan — A PRESS JUNKET?
Y’all, not everyone is going to have the kind of love story where everyone in their life is on board with them being together. I counsel folks like this and they have still had a strong relationship in spite of it. Oh, but when others admire the connection? When they see your dynamic as a standard? When those you care about can get with what you are doing and rally behind it? That is something that is beyond precious and is definitely a huge green flag. So, definitely keep this point in mind.
Moving on, if you’ve been consistently reading my content long enough, you know that me and my first love, chile — me and my first love…CHILE. LOL. Just over Super Bowl weekend, a guy he grew up with was still being a hype man for us. In fact, in a prior convo, he said something that really stayed with me: “It wasn’t until I got with my fiancée that I understood how a man could love a woman like [insert my first love’s name here] loves you.”
Listen, I wrote an entire article about why there is no need to chase anything in this life (check out “Chase Nothing, Sis: Why The Things You Want In Life Don’t Require A Chase”). Sometimes, just like with the perfect chocolate chip recipe, you’ve got to accept that you can’t do time’s job. Cookies need to sit in the oven and sometimes “the universe” needs to do its thing and fit other puzzle pieces together — ones that you don’t have access to.
However, another great indicator that you and your ex might need to consider taking another shot at love is if it seems like things are coming (back) together, without you having to do so much work — or is it toiling? — to make it happen.
Are You Both on Damn Near the Exact Same Page?
*Side note: I just adore this exchange between Keith and his dad*
My mother has always called me her “signs and wonders” child and so, it is totally on-brand for me to look at this and wonder if a part of the reason why Keith was so drawn to acting is because it was a “puzzle piece” in connecting him to Ryan — because y’all, if this does indeed work out in a jump the broom sort of way, it’s a reminder that one of the biggest decisions you will EVER make in life is who you are going to do life, for the rest of your life, with.
That said, though, the reason why this clip is relevant to this particular point is because, well, you heard what Keith’s dad said that Keith said, right? “If your heart is in it, you are going to give your all.” AND — AND YES, I AM YELLING THIS — IF YOU ARE ABOUT TO EXTEND THE TIME, EFFORT AND ENERGY TO SPIN THE BLOCK AND GET BACK WITH AN EX…BOTH OF YOU BETTER BE PREPARED TO GIVE YOUR ALL.
Because truly, why in the world would you return to something that you’ve already experienced and half-step it? That’s completely insane.
And honestly, I think that’s what’s up with me and my ex: we really just need to get married or leave each other alone and I think he knows what I deserve (yes, am qualified for) on the marriage tip. Am I waiting on him in the meantime? Nope. Not at all. Is the door completely shut, though? Due to my own convictions about the covenant of marriage, honestly, only if he gets married would that be the case (and it would be shut forever, even if he got a divorce).
However, we’re not on the same page right now because we’re not doing what Keith is talking about: giving our all. Either direction. We’re living our lives. You can love someone and still live your own life (someone needed to hear that).
And perhaps — I don’t know but perhaps — that is why Keith and Ryan broke up in the first place: because, indeed, it is an act of love to release someone when you know that you either can’t give them what they want or you don’t want the same things that they do.
Anyway, again, if you’re considering getting back with your ex, casually dating seems a bit ridiculous. Didn’t y’all already do that? It’s time to discuss if you both want the same things, at the same time now. If yes, awesome. If not, well — officially getting back together could prove to do more harm than good. Maybe it’s time to not write another chapter and just find another book (if you know what I mean).
Okay, so I went to see the movie The Fire Inside which is the true story of female boxer Claressa Shields. I salute Ryan because she was really, really good in it. Aight but what does this clip from her press run have to do with today’s topic? For starters, if you’ve followed Ryan’s career for a while, you know that she is very thoughtful and intentional about the roles that she plays. And, although, in many ways, she and Keith are pretty private about their relationship, when they do speak on it, it seems as if the same point applies.
They seem to want to be friends, they seem to want to be each other’s support system, and they seem to want to see each other win. They choose to have that kind of dynamic. Can you and your ex say the same thing? Not one or the other — both of you. Not back in the day…right now?
Next up: She said she believes that she possibly spoke The Fire Inside role into existence. Even Scripture says that death and life are in the power of the tongue (Proverbs 18:21) — and you know what? Find me one clip where Ryan was wearing Keith out after they broke up or where Keith was telling all of her business when things ended. Even in the break-up, there was integrity.
Uh-huh. Let’s not act like there aren’t several other celebrity couples who seemed to go on press tours just to dog out their ex — and somehow, they ended up back together. Still, doesn’t it seem like you could trust someone so much more if you ended things “clean”? Aren’t you far more open to considering reuniting with an individual who “covered your character” even when the two of you were apart?
My point? Before getting back together with your ex, how did you break up, how did both of you handle the ending of the relationship and, along with feeling like you love each other, can you honestly say that you both respect (and respected) each other too — in words and in deed?
Speaking things into existence? Sometimes, the way we handle things of our past shows that we can be trusted for them to re-enter into our present. Words to live by.
Are You Not “Forcing It” to Happen?
So, according to YouTube, this clip was six years ago — and the way that Keith’s face lit up when he spoke of Ryan then — Google him; he has the same energy when being in her presence now. And as we wrap this up, although I kind of touched on this when speaking of my own ex, it’s worth really honing in on: if you’re trying to force you and your ex to get back together, you probably shouldn’t be.
Ain’t it a trip how Keith said that first they met, then they casually chatted on social media, then they would spontaneously hang out, and then things transitioned into something more? No pressure. No Old Testament scroll of demands and expectations. No drama. Just vibes. LOL. Awesome.
I can’t tell you how many times someone has told me that they were thinking about getting back with an ex and — it all just seemed so stressful. She was telling me all of what he would need to do to prove himself. He would tell me all of the reservations that he still kind of had. Both of them would keep bringing stuff from the past up. This? This is what it looks like when you’re trying to force a past relationship to happen again.
What Ryan and Keith seem to speak on is, that although they weren’t “official” for a while, they were still friends — and just like how they smoothly moved into a relationship in the beginning, it would appear that they smoothly moved into getting back together as well. Y’all, if you are going to get back with your ex, it shouldn’t wear you out to do it. Breaking up was hard enough. Getting back together shouldn’t be. Feel me?
____
Although I do think that a lot should be seriously considered when getting back with an old flame, I’m definitely not totally against it. Like I said, Ryan and Keith are back together, and I think that is a beautiful thing.
When it comes to your own life, though, just make sure that if you are going to bring your past into your present that it shows many signs of blessing and not cursing your future. These five signs, hopefully, will help to bring clarity to that. Because if you’re going to be with your ex again — it needs to be a good thing…the right thing. Not just something to do…again.
I’m pretty sure that Ryan and Keith would agree.
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Featured image by Emma McIntyre/Getty Images for ELLE