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Flirting Over 50: A Playful Guide to Romance

Flirting Over 50: A Playful Guide to Romance


SilverSingles is one of the top dating sites and apps for individuals over 50. For various reasons, many of our members have been out of the dating scene for a while, and are a little nervous that they’re flirting skills have gotten a little rusty. If you’re feeling this way, you should know that it’s perfectly normal to be a little apprehensive.

Whether you meet someone in public, you’re introduced to them by a friend, or you connect on the SilverSingles dating app, these flirting tips are a great way to engage with a potential match.

Why We Flirt

Flirting can be a way to demonstrate a romantic interest in early interactions where an outright declaration of interest might feel awkward. You can test the waters without putting a lot of pressure on the other person. It also allows the other person a gentler out if they aren’t interested or already involved with someone. Instead, they can signal that they aren’t interested in reciprocating the flirtations.

Most importantly, like holding hands or kissing, flirting is part of a romantic progression. Great relationships often start with a little flirty banter.

Flirting Never Goes Out of Style

Technology may have changed the way we meet one another — the SilverSingles dating site and app is a perfect example of the new ways that introductions are made — but flirting is timeless. Whether you make a little joke to someone you see every day at the coffee shop or you’re sending your first message to someone you meet on a dating app, the art of flirting hasn’t lost its popularity.

Setting a Playful Tone for 50+ Romance

If there’s one piece of romance advice that you should consider, it’s that being serious about finding a relationship does not mean that you have to be serious all of the time. Establishing a playful tone when you first meet someone with potential can keep the pressure off and make the initial courtship a lot more fun.

This does not mean you have to always be “on.” In fact, there are times when playfulness would come across as disrespectful to the other person. However, in most cases, you can add an element of fun, even to mildly serious conversations. Here are a few flirting tips that will help you keep it light:

  • Tease, but in a positive way. “Your hair looks amazing. Do you have a team of stylists living with you?”
  • Be confident but not cocky. “I like you. I want to see again.”
  • Use self-deprecating humor. “I’m not going to lie; I’m always this awkward.”
  • Use facial expressions and other gestures to let them know you’re being playful.

The consistent thread between these approaches is that they’re meant to be light and fun.

Relearning the Art of Flirting

Flirting over 50 can be a lot of fun, but to get good at it, you may require a little bit of practice. Reading articles like this is a great start, but there’s no better experience than practice.

Tips for Flirting Confidently After 50

  • Not everything will work for you. When you find an approach that does, try to build on it.
  • If your flirting doesn’t seem to land, it doesn’t necessarily mean that you’ve lost your chance. However, don’t persist if the other person isn’t flirting back.
  • It’s okay to flirt with more than one person if you aren’t in a committed relationship. The practice can help you up your game.
  • When introducing yourself on a dating app, try a compliment, a joke, or some other type of flirtatious opener.

How to Engage in Playful Conversation

Whether you’ve met someone at a cocktail party, you’re talking through an app, or you are on a first date, there are techniques you can use to keep the dialogue playful.

  • Laugh and smile at the appropriate moments. This is especially important if you’re doing a little gentle teasing. You want to let the other party know the spirit of your words.
  • If you’re texting, emojis and reactions are your best friends. Use laughs, smiles, and hearts to keep the dialogue light. You can also go with the traditional “lol” (laugh out loud) at the end of your sentences.
  • If you know the other person well enough, lightly touch their arm or hand to establish intimacy. This is usually a momentary touch, but that can change with time.
  • Establish running jokes. For example, if they make a joke about needing coffee before they can talk to anyone, when it comes time to ask them out, you could say something like, “Do you want to meet for a cup of coffee? I promise I won’t talk until you finish it.”

Flirting in the Digital Age

Flirting is alive and well in the digital age, and it’s a good way to make progress when you can’t talk face-to-face with your loved one. Text-flirting is extremely prevalent, and it has a few advantages. For one, you have more time to think about what you’re going to say. It also allows you to utilize an infinite supply of reactions, emojis, memes, and .gifs.

Tips for Online Flirting

The first thing to remember is that everything you write is in print. Even if you delete your message, it still exists on the other person’s phone. Make sure you don’t write something you’re not comfortable with.

Be creative with emojis and reactions, but also be aware that some emojis are suggestive. If you don’t familiarize yourself with suggestive emojis, you may miss someone’s signal or inadvertently send the wrong message.

Dating apps have a terms of service agreement. If you violate them, you could temporarily or permanently lose your account.

Why Age is Just a Number

At SliverSingles, we see it all the time: singles engaging in fun dating after 50. Most of our members have discovered that dating at this age is as fun as it ever was — sometimes, it can be even more fun.

Try SilverSingles to Find Romance and Companionship

SilverSingles is one of the most popular dating apps for singles over 50. You can try the SilverSingles Basic plan for free, and if you like what we have to offer, upgrade to a Premium plan on the App.

No one is ever too old for romance, flirtatiousness, and play, so if you’re ready for excitement, fun, romance, and laughter, give SilverSingles a try.

The Editorial Team is a contributor to Silver Singles. See more of The Editorial Team’s articles here.

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