Dating Tips from a Kid

One of the most important women in my life happens to be seven (almost eight, she’ll have you know.) I’ve known her since she was still in her mother’s tummy. Basically, I’ve known her, her whole life. She has chosen to call me her big brother, a role I’m honored to serve. And a role I take very seriously. We go on trips to the zoo, out for ice cream, and to the movies. I hop her up on all kinds of sugar and then drop her back off with her parents. (I’m sure they love this.) Because she and her family play such an important role in my life (and I hope I play an important role in theirs) she has observed over the years that I am chronically single. She has also decided she is going to help “fix” that.

She has decided her role in my life is to be the person most invested in my love life and the one providing the obvious help I need to improve it. From a young age she has without prompting, offered advice to me about love and dating. These little nuggets of wisdom are often hilarious—and always better than the advice my awful adult friends give me (also unprompted) about my dating life. She’s been giving me advice (and I’ve been writing said advice down) since she was just four. Some people pay a lot of money to get professional advice from a life coach—I walk to the park with a silly seven-year-old and get put in my place every single time.

Below are some of my favorite pieces of advice she’s given me. This might be the most helpful post on this whole site, because Lord knows I can’t help you. Plus, someday this kid might start charging top dollar for this kind of advice, so get it while you can.

  1. Kid: Always say you’re sorry.
    Me: What if I didn’t do anything wrong?
    Kid: Hmm. You did. So just start with saying you’re sorry. You’ll make it much easier on yourself—trust me!
  2. Kid: Focus on her instead of anything. You’re not dating your job! You’re dating HER.
  3. Kid: Find someone that likes the things you like so you can like them together.
  4. Kid: Are you going to marry her?!
    Me: I don’t know. Do you think I should marry her?
    Kid: NO! I do NOT like her with you.
    Me: What don’t you like about her?
    Kid: I don’t want her to be my sister! She’s mean to you.
    (The kid’s insight on this one was spot on. I don’t know how she got to be so insightful, but remind me to listen to her more often. It would have in this case saved me a couple months of wasted time.)
  5. Kid: You gotta find someone to love.
    Me: And why is that?
    Kid: BECAUSE everyone needs somebody!
    Me: How do I know who to love?
    Kid: Love someone because they’re special, okay?
    Me: Okay.
  6. Kid: How come you NEVER have a girlfriend?!
    Me: I don’t know. What do you think?
    Kid: *Looking me up and down* Maybe because you like Star Wars and they don’t.
    Me: So The Force is not strong with them?
    Kid: *rolls eyes* What am I going to do with you?
  7. Kid: You need a girlfriend!
    Me: Why?
    Kid: BECAUSE you don’t have one, silly!
  8. Kid: I know you aren’t ever going to get married, but IFFFF you did, I’d have a sister-in-law, right?
    Me: Who said I wasn’t ever getting married?!
    Kid: YOU! Answer my question!
    Me: Yes, if I got married, you would have a sister-in-law.
    Kid: *groan* But I want a brother-in-law. So can you just marry a boy?
    Me: … 😳
  9. Me: How do I know which [emojis] to send or what she means by them?
    Kid: You should always show them to me, I’ll know.
  10. Kid: Are you dating the girl who gave me a lemon bar?
    Me: You mean Nicole?
    Kid: Yeah, Nicole. Are you dating her?
    Me: No, Nicole is a friend.
    Kid: You should marry Nicole. She loves you. And you love her. And she’s nice.
    Me: Is that so?
    Kid: Yeah. Tell her you love her and MARRY HER! You’re going to miss outttt.


The kid gives me this type of advice almost every time she sees me. She also brings up Nicole almost every time I visit. And while, the kid might be a little over eager (probably influenced by the delicious lemon bar that she has yet to forget in over three years) about jumping right to marrying Nicole. She is spot on, in that I often let amazing connections slip past me because I’m paralyzed with fear to make my feelings known. I build great friendships with some truly incredible women. And ever so in frequently I find myself feeling more than just friendly feelings. When this happens, I choose to never take take a risky leap by putting myself out there.  This is out of 1) fear of vulnerability and 2) a fear of losing the friendship. I don’t know how the kid picked up on my feelings for Nicole (or if she really did) during the very few times she met and interacted with Nicole, but she has clung to the idea of Nicole and I being something more for longer than I have. Maybe the kid just really liked that lemon bar and in her 7-year-old brain, me marrying Nicole means all the lemon bars she can imagine. I haven’t found it in my heart yet to tell the kid that Nicole no longer has the same lemon bar connection, since she doesn’t work at the café anymore. As for Nicole and I? Well that’s a whole separate story, that (yep, you guessed it) you’ll just have to wait for the book to read.

What is the best dating advice you have ever received? Share in the comments below. (I might even quote you in the book, I mean if your advice is not awful.)

Previous Post: My Wife Hannah

Next Post: The Presidential Date


Leave a Reply

Fill in your details below or click an icon to log in: Logo

You are commenting using your account. Log Out /  Change )

Twitter picture

You are commenting using your Twitter account. Log Out /  Change )

Facebook photo

You are commenting using your Facebook account. Log Out /  Change )

Connecting to %s