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6 Things To Consider Before "Seriously Casually Dating" Someone
Even though I'm personally someone who isn't interested in dating unless the mutual intention is that it will lead to courtship (that's a word that means a whole lot more than hanging out with a gentleman; being with a chivalrous man should be happening regardless), I totally get that not everyone has that same desire. Case in point—one of my favorite people on the entire planet has told me, pretty much since her adolescence (she's 39 now), that marriage is something she's absolutely not interested in or a fan of. Still, she consistently has a dating life that rivals mine and at least 80 percent of the people that I know.
For years now, she has told me about her dating dynamics and how they very rarely lead to an exclusive relationship. Interestingly enough, at the same time, she continues to see 1-3 of the same people, for months—if not years—at a time. When I ask what we should call those types of dating situations, it's crickets on her end. Clearly, she's not going the traditional route. But still, if you're setting aside time, 2-5 times a month, to hang out (and possibly more) with someone else, for months on end, that's not nothing. It is indeed…something.
Until my girl hits me up with a cute phrase to help define it, I've decided to call that type of relationship "seriously casually dating". "Serious" because spending time that you can't get back with someone on a regular basis does hold some type of merit; "casual" because, beyond being in the moment and having a good time while you're in it, there's not much of a long-term goal behind it all.
If you just read those last couple of paragraphs and that sounds exactly like what you want to do, before you make "serious casual dating" an official thing between you and someone else (or several different people), make sure that you know what you are potentially, both emotionally as well as physically, getting yourself into.
Do You Both Want to Take Things Up a Notch?
Perspective is everything. This is definitely the case when it comes to dating. I've shared before that I once had a birthday dinner with a guy. During the dinner, he proceeded to tell me that he was "dating me", along with a whole lot of other women. Yes, he was narcissistic (LOL not LOL), but that's not why I'm bringing this up. I'm saying it to say that this is a great example of the fact that while one person may think a date is just good company over pasta and wine, another could be thinking it's three dates away from forever (or whatever ole' boy was arrogantly talking about).
That said, if you and a guy have been on more than three dates, there is something there. But your "something" may not be "his". So, if you want to go from just hanging out to hanging-out-with-the-intention-of-it-maybe-becoming-more-someday, that's a conversation that needs to be had; not just in your mind or with your girlfriends, but with him too.
The good news is if he's even entertaining the discussion of, "How do you feel about being a little more than hang out buddies?", he's interested beyond just being around you to have something to do. If he shuts it all down, well, he's not only not open to seriously casually dating, you may have some ghosting ahead in your future as well. Just sayin'.
Are You Cool with You Both Still Seeing Other People?
Here's the thing about dating. Just because you are doing it with someone, that doesn't automatically mean that exclusivity is—or even should—be on the table. I often say that a lot of folks have a tendency to think that chivalry and courting are synonymous although they absolutely are not. I don't care what kind of dating status you are currently filed under, you deserve for a man to treat you with respect and care; however, if a man is courting you, by definition, he is intending to marry you (not because you assumed it; he actually told you so). On the other hand, if he's just dating you, that could mean that he likes your company, along with the company of five other women. Or, that he's trying to see if you are someone he wants to be with, long-term.
Category B is a lot more serious than Category A. So yeah, if the two of you are considering entering into serious casual dating territory, something else you both should get clarity on is if you're both OK with the other seeing other people. Honestly, if it's only on the seriously casually dating tip, this shouldn't be that big of a deal.
Is Sex on the Table?
If the two of you like spending time with one another to the point where you're going on at least a couple of dates a month, an emotional connection is going to be established; that's just how life is. And, by the second month or so (at the very latest), you're going to become more physically drawn to one another as well. This means that another thing you need to think long and hard about is if you want to get sexually involved or not.
Out of all the things that we've touched on thus far, this is super important because, if the two of you aren't going to be exclusive but you are open to having sex (oral or otherwise), you could be putting yourself at risk to contract, whatever his other partners may have (whether they know it or not; remember, most people with an STD have absolutely no clue that they do!).
This is why, even if you are down for seriously casually dating, you might want to rethink how "casual" sex ever really is (spoiler alert: it ain't).
Do You Have Realistic Expectations?
I don't know about you, but it's been my personal experience that—both on a romantic and platonic level—men are pretty literal. As it relates to what we're unpacking here, this means if both of you agree that you're both going to see each other and other people, they are not gonna try and see if you have some sort of other agenda in mind. Agenda like what? Something like, "I'll tell him that I'm fine with him dating other folks, but I know that if we spend enough time together, eventually he's gonna leave the others alone and want to be exclusive with me." Could that happen? Lots of things could happen, but don't bet on it going this way just because you want it to.
This point reminds me of a situationship that I once had with a guy many moons ago. Because my self-esteem was not where it should have been at the time when we met, I put a wall up and said that I was cool with being friends with benefits, nothing more. After months of sex, phone calls and even a pregnancy, I figured that since we had been through so much together, surely, we had a future. What he said in response to my mindset has always stayed with me. "Shellie, you never gave me a chance to see you as more. When you said you wanted to stay friends, I took that to mean just that. So, I've always only seen you that way." Ouch. He was right to process us that way, though.
It reminds me of a man by the name of Mark Gungor who once taught the difference between men's minds and women's minds. He said that men think in boxes (everything is compartmentalized) while women think with string (everything is connected). If you do decide to enter into a seriously casually dating situation, watch that video and then decide if you can realistically handle doing that.
Because many a man can like you, sex you and that be it while you're somewhere thinking that everything is tied in together to mean something more. Maybe. MAYBE NOT.
How Much Should (and Shouldn’t) Be Discussed?
This is a super valid point too. Just because you both have decided to be open about seeing each other and other people, that doesn't give either one of you the "right" to know about the other individuals. You know what else? If neither of you want to discuss the other relationships, that also doesn't make either of you sneaky, shady or someone who lacks integrity or respect for what the two of you share.
You probably know all of this from an intellectual standpoint, but once emotions and possibly sex come into play, it can still do a real number on how you process things. So yeah, if you do decide to seriously casually date, it's a good idea to set a few ground rules about what is cool to talk about and, what both of you would prefer to keep off limits. At least for now.
Besides, if the two of you are keeping it relatively casual, why should either one of you be digging into the other aspects of your dating life anyway? (Hmm…)
Is There an “End Game” in Mind?
I remember once watching a television show and one of the characters on it saying, "With time, everything exhausts itself." If you don't tend to and nurture it—whatever "it" may be—I totally agree. Whenever I ask my 39-year-old friend about how her seriously casually dating situations end up, typically, they don't end well. Someone catches stronger feelings or has a different set of expectations. Or, one or both come to the conclusion that what they were doing was a total waste of time.
This doesn't have to be the case for you, but it is a good idea to always keep in the forefront of your mind that casual means "without emotional intimacy or commitment". If you want to spend months of your life without a commitment, have a ball. But if even a little part of you wants something different, be real with yourself about that.
Seriously casually dating only works if both people honestly want it to. Otherwise, it brings unwanted drama into one's life. And really—who wants that?
Want more stories like this? Sign up for our newsletter here and check out the related reads below:
The Things Men Say On Dates That Are Huge Red Flags
15 Date Ideas Based On Your Love Language
Here's Why You KEEP Not Getting What You Need In Your Relationships
Is Your Relationship Complicated? Simplify It With These Questions
Feature image by Getty Images
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Different puzzle pieces are creating bigger pictures these days. 2024 will mark a milestone on a few different levels, including the release of my third book next June (yay!).
I am also a Professional Certified Coach. My main mission for attaining that particular goal is to use my formal credentials to help people navigate through the sometimes tumultuous waters, both on and offline, when it comes to information about marriage, sex and relationships that is oftentimes misinformation (because "coach" is a word that gets thrown around a lot, oftentimes quite poorly).
I am also still super devoted to helping to bring life into this world as a doula, marriage life coaching will always be my first love (next to writing, of course), a platform that advocates for good Black men is currently in the works and my keystrokes continue to be devoted to HEALTHY over HAPPY in the areas of holistic intimacy, spiritual evolution, purpose manifestation and self-love...because maturity teaches that it's impossible to be happy all of the time when it comes to reaching goals yet healthy is a choice that can be made on a daily basis (amen?).
If you have any PERSONAL QUESTIONS (please do not contact me with any story pitches; that is an *editorial* need), feel free to reach out at missnosipho@gmail.com. A sistah will certainly do what she can. ;)
This article is sponsored by Hulu.
UnPrisonedhas returned for its highly anticipated second season, delving deeper into the complex dynamics of the Alexander family.
The series premiere comes a year after its debut season garnered rave reviews from fans and critics and earned record-breaking ratings for Hulu's Onyx Collective brand. UnPrisoned's success can be attributed to its raw, relatable themes and comedic appeal.
Inspired by creator Tracy McMillan's life, the show follows Paige (Kerry Washington), a therapist and single mother whose life takes an unexpected turn when her father, Edwin (Delroy Lindo) --who was released from prison-- moves in with her and her teenage son, Finn (Faly Rakotohavana).
Throughout UnPrisoned's first season, viewers witnessed how Edwin's incarceration deeply affected Paige's life and relationships. In the series, Paige unpacks her trauma through interactions with her inner child and her online followers. Meanwhile, Edwin is overcoming specific struggles with his own past that led to his life of crime, including a dysfunctional upbringing and his mother's arrest. As the Alexanders attempt to reconcile, new challenges arise.
This new season promises to further explore their unconventional family dynamic. Here are several compelling reasons why season two of UnPrisoned should be on everyone's watchlist.
The Alexander Family Life Is Still In Shambles
UnPrisoned's second season resumes where the series left off, with Paige grappling with the fallout from her troubled therapy practice and Edwin navigating life independently after moving out. Meanwhile, Finn faces his own challenges. The teenager is battling anxiety and seeking information about his father—a topic Paige avoids discussing.
The Alexander Family Are Attending Therapy To Resolve Their Underlying Issues
Amid the chaos in their lives, the Alexander family decides to mend their bond by confronting their past traumas. They seek professional help and attend therapy sessions with a “family radical healing coach,” played by John Stamos, a new cast member. This collective effort aims to unravel the complexities of their shared history and strengthen their relationships.
The process of unraveling each character's internal conflicts and their potential impact on future relationships may clash with Paige's textbook therapy approach. While Paige is used to being in the therapist's seat in both career and family, this forces her into the unfamiliar role of a patient during therapy sessions. This shift would compel her to look in the mirror and try a radically different approach.
The Alexander Family Learned A Big Lesson During A Therapy Session
In therapy, the Alexanders are tasked with addressing their individual traumas to salvage their remaining relationships. One of the family therapist’s eccentric suggestions was an exercise involving a family wrestling match. During this session, Paige faces tough questions about her refusal to share information about Finn's father.
While it's unclear whether this scene is reality or fantasy, the image of the family duking it out in the ring certainly makes for hilarious yet compelling television.
Paige Tries Dating Again Following Failed Relationships
Amid her life's chaos, Paige decides to step back into the dating field. However, her many attempts have left her with mixed results. The dating apps have turned out to be a fail, and an outing with her ex Mal (Marque Richardson), who is also her father's parole officer, doesn’t go quite as expected after he brings an unexpected guest – his new girlfriend.
The situation takes an awkward turn when Mal's new partner learns why the former couple split, partly due to Paige's self-sabotage.
UnPrisoned Is A Perfect Balance Of Comedy And Drama
As a dramedy, UnPrisoned takes a comedic approach to its heavy subjects. The show takes us on a ride with Paige's dating misadventures and navigating a friendship with her ex.
Other lighthearted moments include Edwin's attempts at CPR based on online videos and, of course, the antics of the Alexander family's unconventional new healing coach.
The second season of UnPrisoned is now available on Hulu.
UnPrisoned | Season 2 Trailer | Hulu
Feature image courtesy
'Love Island USA' Star JaNa Craig On The Reality Of Black Women On Dating Shows
Love Island USA just wrapped up its sixth season, and it has been the talk of the town. According to Nielsen, it's the No. 1 show on streaming, proving it's just as entertaining as the UK version. One of the reasons this season has been successful is due to the authentic relationships formed between the islanders in the villa.
You have the sisterhood between Serena Page, JaNa Craig, and Leah Kateb, aka PPG, and the real relationship moments between couples like Serena Page and Kordell Beckham, who were named the winners of this season. The other finalists include Leah Kateb and Miguel Harichi, Nicole Jacky and Kendall Washington, and JaNa Craig and Kenny Rodriguez.
While JaNa made it to the finale with her boo Kenny, her journey in the villa was far from perfect. Viewers saw the Las Vegas native get her heart stomped on a few times after many of her connections didn't work out.
At one point, it even looked like she was getting kicked off the island. While she had a lot of support from people watching the show, it was clear that she was in a position that many Black women on reality dating shows find themselves in: not being desired.
It has been an ongoing conversation among Black women watching reality dating shows as we see time and time again that non-Black women or racially ambiguous-looking women are often chosen over Black women, especially dark-skinned women. In a discussion with Shadow and Act, JaNa opened up about the support she received from viewers.
@cineaxries i love them 🤧 #janacraig #janaandkenny #loveislandusa #foryou #peacock #loveisland #janaloveisland #xybca #kennyloveisland #janaedit #loveislandedit #janaedits #loveislandusaedit #viral #loveislandusaseason6 #foryoupage #peacocktv
"You know what’s so crazy? I’m so grateful, because when I got my phone, the way they’re making us The Princess and The Frog…I felt honored. I will be that beautiful chocolate queen if I need to be. And the comments like 'beautiful chocolate girl,' I’m like, all Black women are beautiful. There’s the whole light skin versus dark skin, which breaks my heart. I just really don’t understand that, but I will take pride and represent us well," she said.
She also candidly discussed her experience as a dark-skinned Black woman on the show. JaNa and Serena had been in the villa since the first episode, and they were the only dark-skinned Black women there. As new men aka bombshells came into the villa, they found themselves not being wanted by many of them.
"Me and Serena literally had a heart-to-heart before Kenny came in and she’s like, I just don’t think it’s fair that the Black girls don’t get enough fair chance.' Every islander that came in, we were not their top pick. And we just [thought], maybe because we’re Black girls, and the dark-skinned Black girls. It sucked," she said.
"I’m like, 'Serena, we know what we bring to the table. We’re great personalities. A guy’s going to come in for us.' That’s when we manifested what we wanted, and that’s when I manifested Kenny."
@ashleyvera__ We love to see it 🥰 #loveislandusa #loveisland #loveisland2024 #janaandkenny #loveislandseason6 #peacock #realitytv #fypage
After many failed connections, Kenny came in and immediately turned JaNa's experience around. America watched the model get the care and attention that she deserved.
"I’m not going to hold you. When I was in the bottom for a quick second, I’m like, ‘There’s no way America doesn’t [ride for us]. I know Black America had to ride for me, but maybe because I’m a dark-skinned … hmm … maybe … you feel me? And you saw the Casa Amor lineup. Beautiful, beautiful light-skinned [women]," she said.
"We looked at each other like, 'Damn, Love Island did their big one with this. And every single Casa Amor girl was like, 'You girls are gorgeous, you guys are stunning.' They expressed love. You guys are beautiful and it felt good."
Although she and Kenny came in third place, JaNa is happy that she got her man in the end. "I think the thing I’m most grateful about is the fact that this is a beautiful love story like you guys complement each other and there’s no hate toward the skin color. It’s all love and support. I love that more than anything," she said.
"That’s why I was like, 'I won,' even though I didn’t win. And the fact that Serena won, we were like, 'Yeah, run that.' Either way, we won. And I love the support from all communities."