Reading Logan Ury’s book, How Not to Die Alone, was a transformative experience for me. For once, I didn’t feel like I was weird for finding online dating so hard. She says in the book that yes, it is hard to date in this modern era of dating apps. It’s an entirely new experience from the way we evolved to find a partner (typically, the person in your neighborhood) and there are so many options (both with partners and with dating apps) these days. It’s hard to stand out and hard to take things from the phone screen to real life. Even more, meeting someone IRL is damn near impossible. Where is my adorable meet-cute in the fiction section of my favorite indie bookstore?! I know way more couples my age that met through dating apps than met IRL. Even my mom and stepdad met on a dating app!
I learned a lot from this book: how to set up a dating profile, how to make conversation over a dating app, how to set yourself up for success when it comes to first dates, and more. I learned so much that I developed a few new rules for dating that I plan on implementing in my dating life going forward:
1) Make sure every prompt on my profile is a “conversation starter.” This was a really good tip from the book, about making sure your profile has information that could be a good launching point for a conversation. It’s always so much easier to start a conversation with someone from a dating app when they have something interesting on their profile! Right now, I mainly use Hinge and Bumble and these apps use prompts to help foster communication between matches. I just need to make sure all of the prompts I have on my profile could lead to fun follow-up questions. Like, instead of saying, “What I’m looking for in a future partner is… someone kind and funny,” I could say, “What I’m looking for in a future partner is… someone who will willingly explore a bookstore with me.” Or something like that; something that just has a bit more personality and explains who I am.
2) Have a handful of opening lines to use. The opening line of a conversation is the hardest thing for me! Do you know how many times I’ve Googled, “best conversation starters for Bumble”? Too many to count. When there aren’t any interesting questions to ask based on the profile, I want to have a few opening lines in my back pocket to start the conversation with, rather than the lame “Hey! How is your day going?” Something like:
- What’s something you’ve always wanted to learn to do?
- What’s the last great book you read? (<– This one always makes me sad, though, because it feels like nobody reads anymore, ugh.)
- What’s your favorite spot around town to spend a Saturday morning?
If you guys have any better opening lines, PLEASE LET ME KNOW. I am not great at coming up with my own. I want something that would be fun to answer, but also tells me a little more about their personality.
(I should mention that Bumble/Hinge also have a “question” feature where you can pick a question from a random list and both of you answer it. Sometimes I use that feature, but sometimes I feel really lazy about using it rather than asking a question on my own.)
3) Set aside time at least twice a day to swipe/respond to messages. I am terrible at keeping up with my dating apps. It just feels like so much work that sometimes, I’ll start a conversation with someone and then forget to open my dating app for a week. (Can you see why I needed this book?!) Thankfully, Ury doesn’t think you need to spend all day on your dating apps, but she does note that you should set aside time every day to swipe and respond to messages. I think I will set aside 10 minutes in the afternoon and 10 minutes in the evening for this. It can be something I do while reading on the couch or watching TV, and if I’m not actively messaging with anyone, I don’t need to spend, like, a full 10 minutes swiping (or I could use the time to update my photos, answer a new prompt, etc.). What I need is to schedule it into my day so I don’t go 3 days between messages (which is what just happened with someone I was messaging with, oops).
4) Set dates within 72 hours of messaging. Oh, setting that dreaded first date. I used to get so caught up in textual relationships—a relationship that mainly happens over text and dating app messages. I’ve gotten better about it. Once we’ve exchanged a few messages and things seem to be going well, I’ll propose meeting up for a coffee date.
5) Have a pre-date ritual. Before one first date I had, I put on my makeup while leaving a Marco Polo video for Mikaela, and that was such a lovely way for me to get excited about the date. I talked to her about the person I was going out with and what I was hoping for from the date, and that memory holds a special place in my heart. The book recommends that all daters have a pre-date ritual to put yourself in the right headspace. You shouldn’t be rushing out to the date in between work meetings or after a sweaty workout. Make it special! Maybe it’s doing a 10-minute meditation, or chatting on the phone with a friend, or drinking a small glass of wine beforehand to loosen you up. For me, I think I’ll probably continue doing these Marco Polo videos for Mikaela before each date. She’s someone who is always excited to hear about my dating life (without making me feel like I must go on dates and put myself out there), and it makes me feel a little less alone in this journey.
6) Have a go-to first date spot. One of my least favorite parts of dating is choosing that first date spot. Do we do dinner or a drink? A coffee shop or a bar? Do we meet in the middle or close to one of our homes? What’s the parking situation like? Should I Uber there or not? So many decisions before you ever get to that first date! That’s why I love this idea: just choose your first date spot and stick with it. I’ll probably need to find two first date spots: one near me in St. Petersburg and one in Tampa (at least with the men I’ve dated, if they live in Tampa, they do not want to come to St. Pete for a first date). But that way, I know exactly where I’m going, how long it takes to drive there, what the parking situation is, what the seating is like, and what to order. As someone with social anxiety, which makes dating 1000x harder, this is something that gives me a little slice of comfort before something as scary as a first date.
7) Have a debrief after the date. I loved this idea from the book of checking in with yourself after the date. Ury lays out a handful of questions to ask yourself so you can better understand how you really felt about the person you just went out with:
- What side of me did they bring out?
- How did my body feel during the date? Stiff, relaxed, or something in between?
- Do I feel more energized or de-energized than I did before the date?
- Is there something about them I’m curious about?
- Did they make me laugh?
- Did I feel heard?
- Did I feel attractive in their presence?
- Did I feel captivated, bored, or something in between?
In the book, Ury says that knowing you have these questions to answer after the date makes you more aware of how you’re feeling during the date. I am someone who is always fairly aware of how I’m feeling, especially whether someone is making me feel comfortable and relaxed or insecure and awkward. And this checklist focuses less on how the person looked and acted and what they said, and more on how I felt on the date. Even if it’s someone who checks all of my boxes, if I felt uncomfortable during the date, then that’s what I need to pay attention to.
8) Always say yes to a second date. I’ll admit that I am an all-or-nothing girl when it comes to dating. If I don’t feel that spark on the first date, I’m not going on the second date. It’s either there or it isn’t, but Ury stresses in the book that we should always say yes to a second date, even if the first one wasn’t that great. (Of course, if the person made rude comments or made you feel uncomfortable in any way, you do not owe anyone a second date!) But if it was just a lackluster first date, what’s the harm in giving it another shot with a second date? Maybe they were nervous or had a bad day or were distracted for some reason. This will be a hard rule for me to follow because I have limited energy levels and it’s difficult for me to keep going on dates with someone I’m not super excited about, but I’m going to give it a try and see how things go.
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If this feels like a lot of work, hello, welcome to dating. It is a lot of work and that’s why I go through long periods of not dating. Putting in so much effort with the chance that it can be all for naught is one of the reasons I haven’t ever fully invested myself in the dating process. Add to the fact that I’m an introvert with social anxiety and sometimes dating feels like an insurmontable task, based on how I’m feeling on a particular day. But I do it because of the times when it has worked for me. When I have found someone I click with on such a deep level that they’re all I can think about. I do it for the butterflies, the anticipation, the way it feels to fall head over heels for someone. I do it because I want to find my person and I truly believe they are out there.