Over 40 and Single? Happy Sassy Holidays!

Every year I write some version of “Over-40 and Single: How to Survive the Holidays”, like How to Avoid Feeling Like Crap this Year, or Tis the Season for Breakups and Bad Dates.

I encourage you to check out those posts. There is super practical advice on how to manage feelings around being single. I also have advice for you about dating during the holiday season – which frankly, can be awkward and confusing.

But if you’re interested in a little more snarky discussion about being single during the holidays…read on.

Answers to the questions about your single status are right here.

This article in Refinery29 called Dear Single Women: This Holiday Season We Fight Back is a sassy and fun read.

It is geared towards single women in their 30s, but is wholly applicable to our community of over-40 singles.

Part of what makes the holiday season especially stressful are all the questions you get from friends, colleagues, and family about your love life, right? Comments and questions that are dressed up as loving concern but are frankly kinda rude and none of their business.

  • Still single?
  • Dating anyone?
  • What happened to so-and-so?
  • Sure you’re not being too picky?
  • Have you tried Tinder, Match, getting a dog, wearing lipstick, losing weight…blah blah?

This year empower yourself to bat back some of those (too) enquiring minds with a message of your own, a la Shani Silver, the author of the article:

Please feel free to feed your family with its own ingredients. If our loved ones are so concerned with our single status such that they ask about it over turkey and yams, we’re going to call out the fact that they have done nothing to actually help us change it. If they want to walk onto this dance floor, let’s tango goddamnit.

“Dad, I know you want me to be happy. I want to be happy, too. But bringing up the fact that I’m single at the holidays makes me very unhappy, because believe me Dad, I’m aware of the situation. So unless you’re hiding my husband in your back pocket, it’s really not your place to talk to me about a very personal area of my life that is actually none of your business. Also, if my husband is in your back pocket, take him out for fucks sake, I’m exhausted.”

You are taking control of your experience and drawing the boundaries for what you are and are not willing to tolerate.

Of course, you may not want to lay it on this thick with your 85-year-old dad in a wheelchair – but it sounds like fun, right?

Instead, you can reply with something like: “Yep I’m still single and looking. But, unless you know someone good for me, right now I’m focusing on just relaxing, being grateful, and having a good time decorating the tree and enjoying this party. Another glass of champagne, Aunt Jo?”

Or, if you are feeling really snarky, you can just wait for a beat, smile slyly, and say, “Wouldn’t you like to know?”, wink.

Exit stage left.

This holiday, you can take charge of those Nosey Nellies, and come up with a few “non-answers” that will preserve your dignity, happiness, and privacy. And give you a good giggle when you think about it later.

The holidays are to be enjoyed, not survived or tolerated. Especially if you are single and over-40.

As Shani Silver says:

From the first cup of cocoa to the last bottle — I mean glass — of champagne I want you to enjoy every second. We’re not going to survive the holidays, we’re going to live them up. It is no longer our job to make other people feel better about our single status at this time of year. It is our job instead to change the way single women are discussed, and to enjoy this time of year as much as anybody else.

Here’s to next year when your relatives meet Your One and do what mine did when they first met Larry:  they asked me why I was so lucky to meet such a great guy. (Really, that happened.)

Happy Holidays, girlfriend!

  1. I invite you to read about my coaching programs and if what you read makes sense, get in touch the way it tells you on the page. I’d be happy to help you!!
    Here’s my private coaching: https://datelikeagrownup-com.mystagingwebsite.com/private-coaching-women-dating-over-40/
    And my group coaching “Over40 Love School: https://over40loveschool.com
    PS: I erased the personal info you posted here. I suggest that you refrain from entering that kind of info so publicly. 🙂 Hugs, Bp

  2. Yah Marion. Really, they often mean well but geeeeez! Merry merry to you! Hugs, Bp

  3. Dear Bobby,
    Would be nice if you could coach me through the process of dating to the marriage. I live in Switzerland, am a foreigner here, am 56 and I need a suportion.
    Can we were meet on Skype —— or What’s App +4——42
    Lovingly
    Eqbal Anastasia

  4. Hi whats the best thing to do to meet new people im a home body im just getting out of a eight year relationship marry for 5 divorce since april i have try online dating site which i was never big on is it to early to start back dating

  5. Bobby, this is sooo refreshing and welcome. Why do people always say the wrong thing?
    How about “You look great; nice to see you. Or “have a wonderful holiday.” Or just
    “here’s to your health and that of the planet.”
    Marion

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