Are you Boring your Dates to Death?

If you can't remember the last time you scored a second date, pause for a second and reflect. Was your end of the conversation interesting or yawn-worthy? If it’s the latter, we have some tips for getting back into the game.

Picture of a man who's frustrated or bored
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With a string of bad dates behind you and no dates to speak of in the immediate future, one starts to wonder: could it be me?

Well, don’t be so hard on yourself yet. Many factors play a part in finding the love of your life. Being in the right frame of mind, good timing and a little lady luck are just a few.

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That said, you may want to consider exactly what you are bringing to the table when you go out with someone. Be honest with yourself here. Do you think that you're you a good date? Do you think you are fun to be around?

Hopefully the answer to those questions is a whole-hearted yes. But if you are boring others with yawn-worthy conversations, turning them off with negativity or avoiding people altogether, you are making your search to find “the one” that much more difficult.

Ready to get real? Here are some key indicators to help you determine whether you are dating to your potential or sabotaging your chances at a connection.

It’s All About Me

First, reflect upon your last date. What did your date like to do for fun? What kind of movies did he or she like? What music did he or she listen to? If you are at a loss for an answer, either you haven’t been on a date for a while or you monopolized the conversation.

This is a common problem for many people, and in most cases it’s unintentional. Some just can’t stand the sound of silence, and to fill it they’ll talk about anything. Since we feel comfortable talking about what we know, the conversation inevitably turns to ourselves.

If you are really into playing the guitar, going to a Renaissance Faire or making jewelry, great—you are halfway there. You have something to talk about. It’s perfectly fine to talk to people about what you enjoy, but don’t forget to reciprocate by asking other people about the activities that bring them joy.

Homebound

Let’s now look at how you socialize. Do you pretty much keep to yourself? Do you shop online 100% of the time? In other words, are you avoiding the masses and refusing to go out? If the answer to these questions is mostly yes, you are running the risk of being too withdrawn. It may seem silly, but if you never interact with other people you may just forget how.

If you never leave your house, you’ll never meet new people. We aren’t advocating you go out and strike up a conversation with everyone you see on the street. Rather, we ask that you just put yourself out there. Go to museums, coffeehouses and parks, if only just to scope out the scene. Before you know it, you’ll meet a few people and have a few interesting experiences to talk about on your next first date.

Whether you are chatting with the store clerk or having a conversation with the pretty lady at the booth next to you, remember that you could meet someone that you like or, better yet, someone who is attracted to you!

And While You’re There…

While you are putting your best adventurous foot forward, try your best to be approachable. Dodging eye contact, shrugging your shoulders and giving blank stares may be unintentional, but they’re nonverbal ways of telling people to leave you alone.

If you are shy, just say so. Everyone can relate to being uncomfortable in mingling situations or nervous on a first date, but looking the other way only makes your counterpart feel that you are aloof or, worse, uninterested.

Ditch the Negativity

Last, consider your attitude and carefully consider how you approach the world. A brooding bore with hunched shoulders and a negative attitude isn’t fun to chat with anytime, let alone on a date.

If you are feeling down about being a single, or you just feel frustrated by the everyday stuff, try to figure out how to change your attitude so that it doesn’t consume you. Misery may love company, but nothing is more boring than a person who complains constantly, especially about stuff that’s not all that important.

Living in the modern world means that you’re bound to get parking tickets, get yelled at by your boss and be forced to deal with situations that are otherwise inconvenient or unpleasant. If you can train yourself to recover quickly from life’s misfortunes, you’ll be better off—and more fun to be around.

Ultimately, well-rounded individuals interact with others, enjoy diverse experiences and gain knowledge and advice from the company they keep. It’s true that defining what makes a person boring varies from person to person. The key to being an interesting date is not necessarily knowing what to talk about, it’s more about learning about the other person, asking questions and genuinely investing in the discovery process.

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43 comments on “Are you Boring your Dates to Death?


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Every time I have a date, they just will not leave me alone afterward. They call, they sit in driveway in their car, they email me, and then they sic their kids on me. I like kids, especially my own, well sometimes. Hampsters eat some of their young to thin the group; I just send mine to graduate schools. But why do these people think I need one of their kids so quickly. I like kids. I had three, but I would like to wait to meet someone's children. And where is their father?
I looked at your profile and didn't see your age, but your problem might be the age group you are dating in. Younger women may be more attractive, but they are a different generation with different ways. I was brought up to believe that only 'bad girls' called men, much less dropped by to see them. It was firmly implanted and while I might email a guy, It would be really hard for me to call. Younger women came up in a world where women asked men out and did the pursuing. They see nothing wrong with chasing - to them it is the way things are done. They also want to make sure you love their kids as much as you do them. A lot of marriages break up over disagreements over the kids and to them the entire relationship is leading up to marriage.

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I was the one who used to get bored dating my ex, I mean after the initial new-relationship feel and the "getting to know eachother" conversation dropped off things got very boring. She wasn't entirely interested in the things that interested me, she also wasn't much of a story teller and often seemed as if she was ignoring me. I have been on two dates with a girl I met on OKCupid, while part of the filling conversations have been getting to know eachother, she is quite a story teller and also said she enjoyed the way I elaborated on things. I enjoy a good conversation and a mix of stories and thoughts. I want to leave the dinner table with new ideas. To me talking about my day is quite lame, talking about tomorrow is much more amusing.

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I am not boring on a date - I am a complete dork!!! Can't we just skip the dating and get to a relationship already???:D
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