4 Strategies to Navigate Your Judgemental Babysitter at 1 a.m.

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Parenting

By Jessica Lane
Updated: Dec. 18, 2015
Originally Published: Jan. 16, 2015

Your babysitter, let’s call her Sarah, is poised, stylish, and effortlessly cooler than you. With her trendy glasses and knowledge of brands like Warby Parker, it’s hard not to feel a bit self-conscious. As she arrives with her laptop, she feigns ignorance about the intricate workings of your expansive television setup. You’re left bewildered; how does she not recognize the brilliance of shows like Transparent or Homeland? But no worries, she likely lives nearby, and you generously offer to cover her cab fare home. Of course, she graciously accepts.

As you head out, there’s a palpable tension in the air, especially as you try to maintain your composure after the wine-induced haze of the evening.

If you’re like me and my partner, the staggering cost of babysitting might make you wonder if you should consider picking up a few late-night gigs yourself. Meanwhile, fumbling with your keys and trying to slip back into your home at the end of the night brings back that familiar teenage embarrassment, reminiscent of coming home to find your mom waiting up, scrutinizing your state of mind. However, rest assured, your sitter is likely not judging you too harshly; she probably shares your taste in dining out and is just as eager to enjoy the latest culinary trends.

When it comes time to wrap up the evening, the dread of facing her looms over you. You both stand before her, and while she’s been busy with her phone, you’re left trying to make small talk while handing over cash for her time spent with your children. This exchange can feel painfully awkward, especially as you grapple with the guilt of leaving your kids behind for a night out filled with overpriced food and drinks. But remember, you deserve a break!

Instead of succumbing to the awkwardness, consider these four strategies that can ease the tension and make your farewells less cringeworthy—or at least help expedite her exit so you can finally change out of those restrictive pants:

  1. Prearrange Transportation: Before you leave, ask Sarah if she’d like you to call her a taxi on your way back. This way, you can return home, and she can depart promptly, avoiding that awkward waiting period where you both have to make small talk.
  2. Designate a Speaker: Decide beforehand who will do the talking when you return. If both you and your partner start chatting at once, it can lead to a chaotic, desperate attempt to appear casual. One of you should handle the conversation while the other simply hands over the payment.
  3. Mind Your Attire: If you’re a dad, refrain from removing your shoes, belt, or any clothing items while she’s still in your home, especially if you find yourself stuck in a waiting-for-a-cab situation. This could lead to her sharing a rather unflattering story about you later.
  4. Embrace Your Flaws: A little humor can go a long way. Acknowledge your slightly tipsy state—she might appreciate your honesty, or at the very least, it could lighten the mood. Plus, if she’s already expressed interest in babysitting again, you’ve successfully navigated this encounter!

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In summary, taking the time to prepare for your late-night babysitter interactions can save you from unnecessary embarrassment and ensure a smoother exit from your evening out.