Dating can be an enlightening journey filled with unexpected moments—and sometimes, incredibly silly remarks. Having experienced my fair share of dates, I encountered a range of gentlemen who said things that left me raising my eyebrows. These interactions were part of my quest to explore life post-divorce, stepping out of my comfort zone, and engaging in adult conversations about topics beyond toddler antics and animated films.
While I did meet some charming and intelligent individuals, the most memorable were undoubtedly those who let some truly baffling comments slip. Here are a few of the most ridiculous things I heard on first dates.
- “You look surprisingly better in person than in your profile picture!”
There’s no need to express shock that I’m not a complete troll, especially when you were the one scrolling through my carefully curated photos. I can’t help but wonder if you were hoping I’d surpass your already low expectations. - “All my exes were completely insane. Like, they should be on medication.”
Really? This is a classic red flag. If all your exes are “crazy,” it might be worth considering who the common factor is in those relationships. - “I think you might be too needy for me.”
This statement came after he spent most of the date talking about his past relationships. After hearing all that, I couldn’t help but point out that perhaps he was the one with the neediness issues. - “Should we connect on LinkedIn?”
Nothing says “I had a great time” like a job networking request right after a mediocre date. It was a clear sign he didn’t remember our time together—and I was more than happy to ignore his request. - “How do you feel about pain?”
This question was a strange attempt at flirtation, awkwardly delivered while I was sitting in my car. It was baffling and, honestly, not the best way to invite someone back to your place. - “What do you think of men with a lot of hair? Everywhere?”
This question left me speechless. It’s hard to respond to a query that seems so out of left field. I think it’s safe to say that this conversation didn’t go anywhere good. - “Are you going to write about me on your blog?”
The answer is no; you’ll be a cautionary tale for others navigating the dating scene. But don’t worry, I’ll also share stories of the great people I meet along the way. - “When can I meet your child?”
The answer is simple: not anytime soon. As a parent, I keep my dating life separate from my child’s world. Making introductions isn’t something to be rushed, especially with someone I just met. - “You wear a lot of makeup.”
And you’re sporting a velvet blazer. If we’re judging each other, let’s at least keep it constructive. Vulnerability comes with time, and I prefer to keep my layers of concealer until then. - “I’ve never met a woman who wasn’t looking for marriage. Why are you dating?”
The world is full of independent women who seek companionship without the need for a wedding ring. This isn’t the 1950s; we have options now. - “Let’s connect on Facebook!”
How about we wait to see if you’re a decent kisser first? I prefer to keep my social media connections limited until I know someone better. It’s just safer that way.
In summary, navigating the dating world can lead to some truly bizarre encounters. While many men I met were decent, these outrageous comments reminded me that not every date leads to a lasting connection. For those on a similar journey, it’s essential to keep perspective and seek out genuine relationships that add value to your life. If you’re interested in learning more about family-building options or home insemination, excellent resources can be found at Resolve.