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10 Dating Tips From Senior Dating Influencers

Valentine’s Day is coming up! If you’re tempted to hop back into the dating game to find your special someone, here’s some expert advice


Photo Collage: AARP; (Source: Starla Fortunato; Courtesy of Charlotte Simpson; Courtesy of Suzanne Noble; Courtesy of Kevin Droniak; Getty Images (3))

“Dating over 50 has been a completely different experience than dating in my 20s, before marrying my husband,” says Charlotte Simpson, a 65-plus, Indianapolis-based influencer who chronicles her journey of solo traveling — and dating along the way — as a widow to her 27.8k followers. After 31 years of marriage to her soulmate, Simpson says her priorities have shifted significantly.

“It’s such a relief not to have a checklist of requirements in a mate anymore. Now, it’s freeing to simply enjoy the moments and companionship,” she says, adding that, in her case, she enjoys not having the pressure of long-term plans, children, blended families, building careers or retirement planning.

Whether coming out of a divorce, navigating life as a widow or being on the dating scene as an older adult, many people 50-plus are discovering that dating later in life brings new opportunities … and challenges.

Photo Collage: AARP; (Source: Courtesy of Charlotte Simpson; Getty Images (3))

Simpson and other senior dating influencers are here to help with tips to make it as smooth as possible, whether you’re seeking a serious relationship or just looking for companionship this Valentine's Day and beyond.

Embrace the apps

If you were previously coupled up, you may have met your former partner before dating apps were all the rage — Tinder didn’t launch until 2012, for instance. Thus, you may have some hesitations about hopping on one. It’s time to get over that, says Wendy Walsh, 62, a professor of health psychology at California State University, Channel Islands, who shares her best dating tips on Instagram to 115k followers.

Wendy Walsh shares her best dating tips on Instagram to 115k followers.
Photo Collage: AARP; (Source: Courtesy of Wendy L. Walsh; Getty Images (3))

“My best advice here is to dump the stigma! Everybody is on the apps,” says Walsh, who is also a relationship expert for DatingAdvice.com, a website that provides dating advice and resources.

She adds that trying to get flirty with someone in public may even catch them off guard or make them feel uncomfortable in this day or age. “It feels creepy and may even feel like sexual harassment,” adds Walsh. “So, if you’re single of any age, a dating app is the place to start.”

If apps are a definite no go for you, there are ways to meet people in person, such as signing up for a volunteer event or going to a singles mixer.

Be authentic

Resist the urge to lie about your age. There’s research that shows if any relationship begins with a lie, it is very difficult to establish trust later, Walsh says. She encourages people to be as honest and authentic as possible. “Remember, the apps allow people to search by age. You don’t have to be self-conscious about your age because if you’ve matched on an app, they’re looking for someone like you!” Walsh explains.

Raleigh, North Carolina-based matchmaker and dating and relationship coach Holly McCusker, 52, who talks everything from breakup grief to transforming your love life on Instagram, agrees, saying you should craft a profile that reflects your authentic self, focusing on your current passions and what you’re looking for in this stage of life. “Be sure to disclose important aspects of yourself, such as whether you have children or grandchildren,” she says. “Also, don’t try to hide parts of yourself, as your goal is to create authentic connections.”

And don’t pretend you’re interested in things you’re not. “Being true to yourself and doing what matters is most important. Why pretend to be someone else when you're the most slay version?" says 94-year-old dating influencer Grandma Droniak, who puts a comedic spin on her latest dating adventures for her 3.4 million Instagram followers and 14.7 million on TikTok.

Photo Collage: AARP; (Source: Courtesy of Kevin Droniak; Getty Images (3))

Rethink what you want

“Unlike when we are younger and looking for forever partners with whom we can build a life and family with, many of us 50-plus come with children and lives that are already pretty well established,” adds Laura Williams, a 54-year-old New York City resident and author of Available: A Memoir of Sex & Dating After a Marriage Ends, who talks sex, dating and divorce on Instagram.

“At 50-plus, we can redesign how we consider our relationships,” adds Suzanne Noble, 63, who runs a podcast and TikTok channel with 153k followers called Sex Advice for Seniors. She says to liberate yourself from the societal expectations of what a partner needs to be and consider instead what you want at this stage of life. “It’s far easier, for instance, to find someone that simply wants to meet up on the weekends, than a full on, live-together relationship,” says Noble, who lives in London.

Photo Collage: AARP; (Source: Courtesy of Suzanne Noble; Getty Images (3)

And you may not be looking for a second or third marriage anyway. Damona Hoffman, a celebrity dating coach with 24k loyal Instagram followers, author of F the Fairy Tale and host of The Dates & Mates Podcast, gets real about ditching the dating stereotypes. “Sometimes we buy into the fairy tale and think we should always be in pursuit of marriage and the white picket fence, but our needs for a relationship change as we get older, and sometimes that can also broaden our dating pool,” she says. But you can also choose to live apart, have an open relationship commitment without a goal of marriage, or any number of options that align with your lifestyle.

Don’t overshare about the past

While you’ll inevitably ask each other questions in the initial chatting phase, try to steer the conversation away from past relationships. “If you're over 50, you probably have lots of exes to talk about,” Hoffman says. “There's nothing worse than commiserating with someone sexy over crazy exes and wondering if that's how they'll talk about you next.”

If a potential date asks about your divorce or why your last relationship ended, get in and get out. “Just flirtatiously turn the conversation back to them,” Hoffman says. A good rule of thumb that influencer Grandma D swears by is “If he still talks to his ex, watch out, because life is too short for more drama.”

Watch out for romance scams

In the era of scammers, catfishing is a very real threat. In 2023 alone, romance scammers stole $277 million from daters over 60. “There’s lots of research to support the idea that when the brain is assaulted with a delicious cocktail of love hormones, it actually has a hard time discerning and it experiences many delusions,” Walsh says. This, she explains, is a perfect condition for a romance scammer to swoop in and ask for money.

The most common scam she sees is when online daters establish a relationship, gain a victim’s trust, make excuses about why they can’t meet in person, then make up a reason for needing money, like helping a sick family member. “The best rule to follow is that nothing is real until you meet in person,” says Orna Walters, a 58-year-old dating coach, who together with her husband, Matthew, 57, break down the intricacies of a romantic connection on their blog and Instagram account. She tells clients to not invest emotionally until they’ve met with someone in-person several times.

Be suspicious about unsolicited texts or emails, limit what details you share when getting to know someone virtually, be wary of sending money and ultimately listen to your gut. If something feels off, it probably is!

Try new things … and types of partners

Consider choosing fresh places for your dates, says May Hui Bugenhagen, a professional matchmaker who goes by Matchmaker. May, 52, who splits her time between Los Angeles and Colorado Springs, Colorado, and uses her Instagram to discuss everything from identifying gold diggers to dating as an Asian American.

“Avoid revisiting spots that remind you of the past, as it’s important to embrace new experiences without comparisons,” she says. “Instead, focus on building new memories together and enjoying the journey ahead.” And don’t be afraid to give new people a try. “There’s always the temptation to go for your type, but if your type hasn’t worked out, it’s valuable to expand your horizons and try new people on for size,” says Evan Marc Katz, a 52-year-old dating coach for older women with 31k Instagram followers who discusses everything from dating anxiety to facing rejection in the dating world.

Photo Collage: AARP; (Source: Starla Fortunato; Getty Images (3))

Don’t compare

“It’s tempting to compare a new partner to a previous spouse or significant other,” says McCusker. But dwelling in the past, she says, can lead you down a path of never finding someone good enough for your present. This can be especially important for those divorced or widowed, where it’s natural to compare a new partner to an ex. “Instead, embrace the unique qualities of your current relationship and allow it to stand on its own.”

“The relationships we develop later in life deserve to be appreciated for what they are rather than for the ways in which they differ from prior experiences we’ve had,” says Alexandra Solomon, founder of the Institute for Relational Self-Awareness, who talks about how to handle the emotional impact of dating to her 221k Instagram followers. “Celebrate the differences between then and now rather than trying to figure out what is better/worse about the relationship you’re building in this era.”

Photo Collage: AARP; (Source: Samantha Hardy; Getty Images (3)

Cut to the chase

Some people talk and talk and talk through online dating apps but if you meet someone virtually, it’s best to move things along.

“Here’s the biggest mistake that mature single people make on dating apps,” Walsh says. “They start a texting relationship, they get into very intimate topics and share way too much of themselves before they’ve met the person in real life.” Dating apps, she says, should be called meeting apps, with the goal of jumping on the phone, then meeting in real life quickly after matching. “Don’t let your fantasies run away with you by having a full-on relationship on the app,” Walsh says.

And try moving things along with some more forward texting. “Many of my clients over 50 don't use text as their primary mode of communication but when you're dating strangers, you have to get comfortable with it, because if you can't text flirtatiously, you'll never get offline,” Hoffman says. She urges clients to use emojis to clarify their tone and intent and to try a “less is more” approach to inspire quicker responses. “The back-and-forth volleys build connection and momentum to move to the date,” she says.

The same goes for getting someone’s number in passing if you’re out and about. You don’t want to just become a texting buddy.

Photo Collage: AARP; (Source: David Carlson; Getty Images (3)

Pump the brakes

“There’s always a temptation to tell yourself that you’re older and have less time, so you have to lock things in fast,” Katz says. But there’s a reason, he says, that as many as two out of three second marriages end in divorce. “It’s because people tend to think they’re wiser in love when they’re often not.” He suggests dating for a few years before you remarry to avoid becoming another statistic.

This is what Walsh did when she embraced dating over 50. “I met my husband on Bumble when I was 58 and he was 62,” she reveals. “After four years together, we recently got married. We didn’t rush things.”

One way to embrace this? “Approach dating with the mindset that there is no shortage of potential partners who align with your values, and typically you are only looking to have a relationship with one person,” McCusker says. Scarcity thinking, she says, leads to settling or compromising on what truly matters. 

Date safely

If you meet online, it’s always a good idea to video-chat before meeting up. “A video call can help verify a person’s identity and give you a better sense of their demeanor," McCusker says. “Have fun and set up a Zoom date!”

When heading out with someone for the first time, it’s also important to arrange first dates in busy, well-lit public areas. “Let a friend or family member know where you’ll be,” McCusker says. She also recommends driving yourself to and from the meeting location rather than agreeing to have your date pick you up at your home.

And if sex is involved, use protection. “Even if you don’t need to protect yourself from unintended pregnancy, sexually transmitted infections are a real concern for older adults,” Solomon says. Before you become sexual with a new partner, talk about your health statuses, and come up with a plan for how you will practice safe sex.

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