Flirting Tips for Midlife Daters

Posted by in dating in midlife, flirting | 2 comments

If you’re dating again after 40, you may need to brush up on your flirting. In this short video, I share simple—yet powerful—flirting tips.

When it comes to flirting, a lot of people who are returning to the dating pool in midlife feel out of practice and uncomfortable. How do you flirt without it feeling awkward or fake? In this short video I filmed for Bottom Line, Inc., I offer a few flirting tips to help you be more successful at this thing we call love!

Note: Flirting is not necessarily an invitation for sex. And you don’t have to be fake. Instead, it is a way to convey subtle, focused attention. Flirting can include offering compliments, being playful, lightly touching your date’s forearm (but donโ€™t overdo it!). And the best flirting tip of all…smile.


Flirting Tips for Midlife Daters

I asked my private Facebook group to share some of their favorite flirting tips.

Here’s what they said:

– Wear a dress that shows some cleavage ๐Ÿ‘— and cover it up with a light sweater. Then, if you really like him, take it off and make him sweat ๐Ÿ˜“. It makes them lose their concentration.
– Tie a knot in the stem of the cherry with your tongue. Kidding, I suck at flirting!
– Eye contact with a smile and gently bite my lip. Kinda hard to explain…

Watch the video below to learn my simple but powerful flirting tips. 

flirting tips

Do you have a few of your own that I haven’t mentioned? Please leave a comment below and help other midlife daters relax into flirting.

NOTE: If you struggle with how to flirt at this stage in life, I can help! Join the Woman of Value Club, where you’ll get actionable tips and tools for how to date as an empowered woman.

The topic of the month is How to Flirt Like a Woman of Value. Join my monthly masterclass, which includes LIVE coaching.

Learn more and join here.



  1. Hi Sandy – LOVE this post/video. It is so helpful!

    The biggest lessons for me are:

    flirting isn’t necessarily an invitation to s.e.x. – it’s about giving someone the attention
    flirting is about giving compliments, being playful and being less serious
    light physical touch & smile are great ways too!

    I put the lessons from you into practice.

    Really I had the same impression about flirting – always concerned about whether I was too playful. Thank you Sandy for clearing that up!

    Also, touching is also a crazy question of mine for a long time – I’m generally a warm person and I love hugging people. But I also don’t want to give them the wrong impression especially professionally. Your tip provided the perfect answer! Touching is great – just keeping it on the lower arm area!

    Thank you Sandy!

  2. Thank you, Siyan ๐Ÿ™‚

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