A man asked for $1,050 back after a bad first date. Should he get it? We get into who pays on a first date, the viral $120 nail salon date, and whether men are actually boring on dates. Neither of us has been on a first date in a long time, so it's two regular guys weighing in with what we know now. Jose's rule: don't spend more on a first date than you're willing to lose, and if you invite, you pay. Jason's take: skip the big dinner and invite her to something you already love, because the easiest way to not be boring is to be genuinely interested in her.
In this episode
Questions we get into
- Who should pay on a first date?
- Should he get his money back after a bad first date?
- How much should you spend on a first date?
- Are men boring on dates?
- What should you talk about on a first date?
Key takeaways
- Don't spend more on a first date than you're willing to lose.
- If you do the inviting, you do the paying.
- Dating costs money. If you're on one income, budget for it.
- Skip the big dinner. Invite her to something you already love.
- The easiest way to not be boring is to be genuinely interested in her.
Chapters
- 0:00Intro: refunds, mani-pedis and boring men
- 1:59Where we're each at with dating
- 4:08The man who asked for $1,050 back
- 7:51Don't spend more than you're willing to lose
- 10:50When would you actually want a refund?
- 13:51The nail salon date: who pays the $120?
- 16:20If you invite, you pay
- 18:44Getting jaded after paying for every date
- 23:58Dating on one income: budget for it
- 28:17Invite her to something you already love
- 30:15Start with tacos or the steakhouse?
- 33:10Dating apps and the top 5%
- 37:44Are men boring on dates?
- 41:25The #1 complaint: he only talked about himself
- 46:17Don't know the topic? Ask more questions
- 47:44Short attention spans and our AI Drake video
- 51:31“Research” vs. stalking
- 52:46Final takes: be interested to be interesting
“Don't spend more money on that first date than you're willing to lose.”
Your turn
Who should pay on a first date?
Tell us in the YouTube comments, or send your dating question in anonymously for a future episode.
Companion post
Who Pays on the First Date? Our Five-Rule Playbook
Read it →
Related reading
What's Your Number? The Spending Conversation Most Couples Never Have
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