Dating Over 40: Halloween – Trick or Treat for Dating?

Halloween Parties for Singles

Do you dress up for Halloween? Do you even go out to celebrate this fun holiday? If your answer is “No”, you might want to rethink that.

It’s a known fact that when people don costumes, they let their guard down. Yup that’s right, people disguised as pirates, ghosts or even salt and pepper, are friendlier than usual because they give themselves permission. Why? Because their identity is hidden!

It just feels safer to be outrageous or even a little bit more dating. To take some social risks and talk to people you don’t know. And, when in costume, you make it easy for others to come up with an opening line. In essence, your costume is actually a conversation starter!

This is the same principle at work for why you are more open to meeting strangers when on vacation. Since no one knows you when you are away, you feel freer to be yourself or stretch past your normal comfort zone.

Stretching beyond your normal comfort zone is a very good thing for anyone, but particularly when you are single. The truth is, if you don’t get out of your comfort zone, you won’t meet many new folks. It’s really that simple. My dating coaching clients hear me say this all the time and you know it’s true.

That’s why I bring up the idea of Halloween – so that you can leverage this simple method to get out there, be friendly and meet new people! Never mind that Halloween is just plain fun isn’t it?

Don’t be scared off by needing the perfect costume. The simplest thing can work as well as the most outrageous, so don’t put a lot of pressure on yourself. I tell my dating coaching clients to visit one of these temporary Halloween stores – they have so much there to choose from.

If cash is tight – look around the store for ideas and get inspired. Then go home to see what your closet has to offer – or get your friends in on this adventure and look through everyone’s closet. Another good costume resource is the Goodwill or Salvation Army stores where clothing is cheap, and you are likely to find out of style items that are perfect for the look you want.

For my dating coaching clients, I recommend they find a way to get that child-like playfulness about Halloween back and to let themselves have fun with it. The more relaxed you are, the friendlier you’ll be.

Stop letting those goblins and ghouls of a “why bother” attitude or “that’s just for kids” outlook get in the way of meeting new people. Halloween parties are big with singles groups. To find one in your area, check out or Google the words “singles +Halloween+ your zip code” in quotes and see what comes up. Then put on a costume or even a simple mask and go!

Photo credit: Empirically Grounded


Single for too long, Ronnie wanted to find love. She put her skills from personal development and her spiritual path to work, dating 30 men in 15 months to meet her adorable husband Paul. Discovering the keys to manifesting and midlife dating, she founded It’s Never Too Late to help smart, successful women find love or live an empowered and magical life. Ronnie Ann Ryan, MBA, CCC, is a Certified Coach who has helped 1,000s of midlife women with her Love & Magical Life Coach services. She’s the host of the Breathe Love & Magic podcast and has been featured on NBC, ABC, & Fox News, NPR, BBC, eHarmony,, and Connecticut Magazine among others. Also, Ronnie is the author of 6 books which are available on Amazon.

1 thought on “Dating Over 40: Halloween – Trick or Treat for Dating?”

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