Relationships

How to Reconnect With Old Friends: Experts Share Tips for Avoiding Awkward Moments & Rekindling Bonds

New friends may be silver, but old friends are gold—and we have easy conversation starters for you

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It’s normal to lose touch with someone from time to time. Life gets busy, and people grow apart, but that doesn’t mean you can’t reconnect with friends. In fact, in an age where social media is at the forefront, finding an old friend is easier than ever. But how do you go about rekindling that relationship? Luckily, Woman’s World turned to the experts for their simple tips for connecting and avoiding those potentially awkward moments. Keep scrolling to discover how to reconnect with old friends, things to consider before reaching out and the benefits of reconnection. 

So you want to reconnect with old friends…

Friends at a Coffee Shop
Lighthouse Films

It can feel overwhelming to reach out to someone after you haven’t talked for a while, but there are easy ways to approach it so that neither you nor the other person feel pressure. Jenny Dreizen, modern-day etiquette and boundaries expert and COO of Fresh Starts Registry suggests starting with a friendly message over social media or text (if you still have their contact information) saying something like, ‘Hey! I was just thinking about you. How have you been?”

“The key is to be genuine in expressing your interest in catching up and suggest something simple, like a coffee chat or a phone call or FaceTime, to reconnect,” she adds. You do have to be mindful of their boundaries if they aren’t open to rekindling the friendship, but most of the time, people are happy to hear from someone again.

Also, if the person you’re trying to reach isn’t on social media, Michelle King Rayfield, a licensed marriage and family therapist at Ocean Recovery, notes that contacting mutual friends, joining alum groups or attending reunions can be helpful. Don’t overthink it! Simply reach out and await your next step from there. 

What to consider before reaching out

When it comes to friendships, not everyone is on the same page. Before reaching out, Lillian Jackson, networking expert and founder of Brown Skin Brunchin, says to take a moment to reflect on the nature of your past relationship. “Were there any unresolved issues or hurt feelings? If so, it might be wise to address those before reconnecting.” 

She adds that timing is an important factor. “If you know someone is going through a difficult time, it might be best to wait until they’re in a better place before reaching out.” Approaching someone via text, email, or direct message lowers the conversation’s pressure and expectations, but you should still be prepared for any answer, including not wanting to catch up.

Possible outcomes of reconnection

Like any decision, reconnecting with friends can have multiple outcomes, but Dreizen believes the best thing you can do is to keep an open mind. “On the positive side, you might rediscover a meaningful connection and pick up right where you left off, or create an even deeper bond based on who you both are now,” she says. “It could also be a chance to clear up any past misunderstandings and bring closure to old issues

Conversely, their response might not match your expectations. They may have moved on, are too preoccupied with life, or don’t have the desire to reconnect. Both reactions are normal, but they don’t reflect on you as a person. “Even if the initial connection doesn’t lead to a lifelong friendship, you might gain valuable insights or simply enjoy a pleasant conversation,” says Jackson.

Tips for avoiding an awkward reunion

Woman texting someone
Tim Robberts

If it’s been a while since you and the other person have seen each other, there’s bound to be a little awkwardness, especially at the beginning, but luckily, there are easy ways to get past that. 

The key is to keep it light and genuine. “Start with a friendly message or bring up a shared memory to break the ice,” says King Rayfield. “If you’re meeting in person, choose a casual setting like a coffee shop where the vibe feels easy and relaxed.”

She also says not to expect things to feel like they used to. The conversation may be slightly clunky at first, but “focus on being present, showing interest in their life and letting it flow naturally.” Once you’re settled and talking, the awkwardness will likely fade away.  

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