Dating After 40 with Grace and Grit

by Adelina | Jun 3, 2024 | 0 comments

Love Is Possible Over 40, 50, 60 and Beyond

Real talk… dating can be nerve wracking at any age. And, navigating the dating scene after 40 feels like sailing into uncharted waters. It comes with its own set of insecurities, especially when you’re flaunting a new crown of silver strands. In a world that often equates beauty with youth, it takes a big dose of confidence and a sprinkle of humor to flip the script, showing that gray hair isn’t just a sign of aging—it’s a badge of honor. It tells tales of wisdom, experience, and unabashed self-love.

The Silver Lining: Embracing Gray Hair

Society is finally catching up with the idea that beauty isn’t “one size fits all,” and the range of colors our hair can turn is as natural and as stunning as a sunset. Icons like Andy McDowell and Tia Mowry are not just rocking their grays; they’re leading a movement that redefines attractiveness, showing that silver is sexy!

The Dating Game: First Impressions and Confidence

First impressions in the dating game are crucial, but they should never come at the expense of your authenticity. Dressing for a date when you’re proudly wearing your natural hair color is about balance—highlighting your best features with a touch of personal style that says, “Yes, this is me, and I’m fabulous.”

Fashion and grooming tips? Go for what makes you feel confident and comfortable, be it a classic little black dress or something that speaks to your bohemian spirit. The key is to wear your gray hair like the crown it is—unapologetically and with grace.

Online Dating and Gray Hair: Navigating the Digital Realm

Your online dating profile is your digital introduction to potential matches, and yes, it should absolutely reflect the real you—including your gorgeous gray locks. Choose photos that showcase your natural beauty and the joy that comes with it. When writing your bio, be honest and upfront about who you are. Remember authenticity attracts authenticity.

Engaging in conversations online can be daunting, but truthfully, the person on the other end is looking for connection just as much as you are. Be genuine, be curious, and don’t shy away from sharing your journey to silver—the challenges, the triumphs, and everything in between.

Real-Life : Successes and Challenges

If I am being honest, my transition to gray was a decision that took me a long time to come to terms with. But, I decided that I could always change my mind and go back to coloring if I didn’t like it. In the beginning, I got gray braids and it gave me an idea of what to expect. Once I saw the potential, I was all in!

At the time I began transitioning, I was dating my now husband. I know that deep in my soul, there was some level of nervousness that I grappled with because I didn’t know myself as gray, and I was asking someone to follow along with me on the journey. It was intimidating, but he was a huge support.

Recently, we were talking about his thoughts on walking this journey with me, and he got real candid about his feelings. You can watch our discussion about it HERE!

Conclusion

Ladies, if there’s one thing to take away from this, it’s that your silver strands are not something to feel self conscious about; they represent the most authentic version of you. They tell the world that you’ve lived, loved, and learned, and you’re not afraid to show it. In the dating scene, this confidence and self-acceptance can be your greatest ally. Walk tall and proud because girl, you are gorgeous!

Remember, whether you’re stepping out for a first date or curating your online dating profile, do it with the confidence of someone who knows their worth and isn’t afraid to show it. Your silver hair isn’t just a sign of aging; it’s a symbol of your unique story, and the right person will love you all the more for it.

Ready to join the movement and celebrate every silver strand? Follow me on Instagram @FlyGrannyBk and don’t forget to subscribe to my newsletter at www.flygrannybk.com for more stories, tips, and a community that celebrates authenticity and the beauty of aging gracefully.

Here’s to finding love, laughter, and a whole lot of adventure after 40.

The best is yet to come!

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Some fall inspo…
Haven’t done one of these in a while, but thanks to @vinniecedufresne I was inspired to get back to it now that the weather is changing. We still get some spotty warm weather here in AZ so layering is key.
This is actually a haul from my own closet with a few new pieces and updating with a few new accessories.
You can find them in my Amazon Shop.
Which look is your favorite? Let me know.
Text the word FALL below and I’ll send you a direct link to my shop.

#styleover60
#over60and fabulous
#olderandbolder
#fallstyleinspo
#fallfashion

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Some fall inspo…
Haven’t done one of these in a while, but thanks to @vinniecedufresne I was inspired to get back to it now that the weather is changing. We still get some spotty warm weather here in AZ so layering is key.
This is actually a haul from my own closet with a few new pieces and updating with a few new accessories.
You can find them in my Amazon Shop.
Which look is your favorite? Let me know.
Text the word FALL below and I’ll send you a direct link to my shop.

#styleover60
#over60and fabulous
#olderandbolder
#fallstyleinspo
#fallfashion

Curly in the summer, straight in the winter…I like change and the versatility of switching back and forth. So I’ll be going back to straight for the cooler weather in a few days. I’ll see how it goes and how long it lasts when I go to the gym,but for now I’m welcoming the change🍁🍁Plus it’s hard to wear hats with this puffy hair!!😂

Do you switch it up with the changing of the seasons?
#grayhairdontcare
#silverfox
#over60
#grayhairstyles
#silverhair

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Curly in the summer, straight in the winter…I like change and the versatility of switching back and forth. So I’ll be going back to straight for the cooler weather in a few days. I’ll see how it goes and how long it lasts when I go to the gym,but for now I’m welcoming the change🍁🍁Plus it’s hard to wear hats with this puffy hair!!😂

Do you switch it up with the changing of the seasons?
#grayhairdontcare
#silverfox
#over60
#grayhairstyles
#silverhair

Last year around this time…
Sedona never gets old — those red rocks hit different every single time! 🌄 Last year’s Pink Jeep adventure was all thrills, dust, and wind-blown gray hair giving main character energy. If you know, you know… Sedona just does something to your soul.

#SedonaVibes #PinkJeepTours #GrayHairDontCare #FlyGrannyAdventures #SilverSisterOnTheMove #RedRockMagic #TravelOver50 #AgelessAdventures

Have you experienced Sedona?

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Last year around this time…
Sedona never gets old — those red rocks hit different every single time! 🌄 Last year’s Pink Jeep adventure was all thrills, dust, and wind-blown gray hair giving main character energy. If you know, you know… Sedona just does something to your soul.

#SedonaVibes #PinkJeepTours #GrayHairDontCare #FlyGrannyAdventures #SilverSisterOnTheMove #RedRockMagic #TravelOver50 #AgelessAdventures

Have you experienced Sedona?

Reintroducing y’all to my gray hair transition.
If you’ve been here a while, you know this journey started way back in late 2018 — when those first few silvers peeked through and I decided to let them shine. ✨

From the early days of my gray hair transition (nervous but determined) … to my son @dad_hat718 being my loudest cheerleader and fiercest advocate … to sweet moments with my granddaughter who only knows me as her fly Sylver granny 💅🏽 — it’s been a ride full of growth, grace, and a whole lot of sparkle.

I didn’t just grow out my gray — I grew into me. Every stage taught me something about beauty, self-acceptance, and the freedom that comes when you stop chasing “youth” and start embracing your power.

If you’re new here, welcome to my little corner of confidence, style, and aging out loud. 💫 I share my journey not to say “look at me” but to remind you — it’s never too late to become your most authentic self.
#SilverSisters #GrayHairJourney #tbt#thenandnowpics

Would you ever let your natural gray grow in?

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Reintroducing y’all to my gray hair transition.
If you’ve been here a while, you know this journey started way back in late 2018 — when those first few silvers peeked through and I decided to let them shine. ✨

From the early days of my gray hair transition (nervous but determined) … to my son @dad_hat718 being my loudest cheerleader and fiercest advocate … to sweet moments with my granddaughter who only knows me as her fly Sylver granny 💅🏽 — it’s been a ride full of growth, grace, and a whole lot of sparkle.

I didn’t just grow out my gray — I grew into me. Every stage taught me something about beauty, self-acceptance, and the freedom that comes when you stop chasing “youth” and start embracing your power.

If you’re new here, welcome to my little corner of confidence, style, and aging out loud. 💫 I share my journey not to say “look at me” but to remind you — it’s never too late to become your most authentic self.
#SilverSisters #GrayHairJourney #tbt#thenandnowpics

Would you ever let your natural gray grow in?

Okay, I admit it — this AI thing is getting out of hand! I was just playing around and somehow it turned into a full-blown time travel adventure with me and Dave. One minute we’re in the roaring ’20s, the next we’re grooving through the ’60s and rocking the ’80s. I can’t decide if it’s hilarious, creepy, or kind of amazing — maybe all three!

I know I said I wasn’t going to get sucked into this AI craze, but honestly… it’s too entertaining not to. It’s wild to see what technology can do — and a little reminder that no matter the decade, some things (and some people 😉) never go out of style.
Are you working with AI these days?

Which era do you like best for us?

#AIGoneWild
#interracialmarriage
#LoveOver50
#ModernMidlife
#Over50AndThriving
#PositiveAging
#FunWithAI

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Okay, I admit it — this AI thing is getting out of hand! I was just playing around and somehow it turned into a full-blown time travel adventure with me and Dave. One minute we’re in the roaring ’20s, the next we’re grooving through the ’60s and rocking the ’80s. I can’t decide if it’s hilarious, creepy, or kind of amazing — maybe all three!

I know I said I wasn’t going to get sucked into this AI craze, but honestly… it’s too entertaining not to. It’s wild to see what technology can do — and a little reminder that no matter the decade, some things (and some people 😉) never go out of style.
Are you working with AI these days?

Which era do you like best for us?

#AIGoneWild
#interracialmarriage
#LoveOver50
#ModernMidlife
#Over50AndThriving
#PositiveAging
#FunWithAI

They say you can’t go back in time… but AI let me play pretend for a moment. Hover over the images for a second to see the movement… These vintage photos are my little ode to my younger self — the girl who dreamed big, laughed loud, and never stopped waving at the future. Funny enough, in every frame, someone’s waving — me, my son, my mom. It feels like generations calling out to each other across time.
AI gave me a time machine for the day — and I used it to wave at my younger self. These are real photos, and the waving was generated by AI-but they’re real memories of who I was, who raised me, and who I’ve become. Three generations, still waving.

#ThrowbackThursday #AIart #VintageVibes #FlyGrannyBK#tbt

How do you feel about AI?

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They say you can’t go back in time… but AI let me play pretend for a moment. Hover over the images for a second to see the movement… These vintage photos are my little ode to my younger self — the girl who dreamed big, laughed loud, and never stopped waving at the future. Funny enough, in every frame, someone’s waving — me, my son, my mom. It feels like generations calling out to each other across time.
AI gave me a time machine for the day — and I used it to wave at my younger self. These are real photos, and the waving was generated by AI-but they’re real memories of who I was, who raised me, and who I’ve become. Three generations, still waving.

#ThrowbackThursday #AIart #VintageVibes #FlyGrannyBK#tbt

How do you feel about AI?

The first day at the Albuquerque Balloon Fiesta was a total bust. The weather was gorgeous, but the wind had other plans—too strong for the balloons to fly. Six hours on the road, anticipation sky-high, and not a single balloon lifted. We were told this could happen… but still, disappointment hit hard.(Check out my other Albuquerque video)

But we weren’t leaving defeated. We’ve wanted to see this for years—it’s been on our bucket list forever. So, we got up the next morning, determined. And this time, the sky rewarded us. (Thanks so much for the parking pass @deebookattic !!)
The glow, the colors, the sound of burners firing against the sunrise—it was everything we dreamed it would be and more.

Life’s like that sometimes. The first try doesn’t always lift off. The timing feels off. The wind says no. But if you stay patient, show up again, and give it one more chance… the beauty reveals itself. We’re so glad we came back the next day! They say it’s darkest before dawn, and your blessings are sometimes right on the other side of adversity, so be patient and don’t give up!!!

Have you gone to the Balloon Fiesta? Would you like to go? Let me know your thoughts!

#boomers
#traveller
#balloonfiesta

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The first day at the Albuquerque Balloon Fiesta was a total bust. The weather was gorgeous, but the wind had other plans—too strong for the balloons to fly. Six hours on the road, anticipation sky-high, and not a single balloon lifted. We were told this could happen… but still, disappointment hit hard.(Check out my other Albuquerque video)

But we weren’t leaving defeated. We’ve wanted to see this for years—it’s been on our bucket list forever. So, we got up the next morning, determined. And this time, the sky rewarded us. (Thanks so much for the parking pass @deebookattic !!)
The glow, the colors, the sound of burners firing against the sunrise—it was everything we dreamed it would be and more.

Life’s like that sometimes. The first try doesn’t always lift off. The timing feels off. The wind says no. But if you stay patient, show up again, and give it one more chance… the beauty reveals itself. We’re so glad we came back the next day! They say it’s darkest before dawn, and your blessings are sometimes right on the other side of adversity, so be patient and don’t give up!!!

Have you gone to the Balloon Fiesta? Would you like to go? Let me know your thoughts!

#boomers
#traveller
#balloonfiesta

#MutualofOmahaPartner Selecting a Medicare plan isn’t the time to ‘wing it.’ Here’s the good news:
The @mutualofomaha Medicare Advice Center can help you make sense of the options, in simple terms. No guessing. No stress. Just 7 simple questions so you can be confident in finding the Medicare coverage that fits your needs. Because when you understand your options, you’re already ahead.

Visit the link in my bio to get your personalized Medicare plan recommendation today. #MutualofOmaha @mutualofomaha

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#MutualofOmahaPartner Selecting a Medicare plan isn’t the time to ‘wing it.’ Here’s the good news:
The @mutualofomaha Medicare Advice Center can help you make sense of the options, in simple terms. No guessing. No stress. Just 7 simple questions so you can be confident in finding the Medicare coverage that fits your needs. Because when you understand your options, you’re already ahead.

Visit the link in my bio to get your personalized Medicare plan recommendation today. #MutualofOmaha @mutualofomaha

It was supposed to be a sky full of color, but the winds had other plans. Still, the day was gorgeous—warm, golden, and far too nice to complain about. As someone who believes 60 degrees is winter, I wasn’t mad at the sunshine one bit. We may not have seen the big balloon show we came for, but there’s something to be said for slowing down, chatting with good people, and enjoying the moment you’re in.

Tomorrow, we’ll try again—because that’s what we do. Sometimes life gives you wind instead of lift, but you show up anyway, lipstick on, coffee in hand, ready for another round. The balloons can wait; the joy’s in the journey.

#balloonfestival
#albuquerqueballoonfiesta
#maturecouple
#traveler
#grayhairdontcare

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