3 Major Dating Fails, and How You Can Avoid Them

Ive been in the dating sh*tter a few times. Its cool.

If you have too, solidarity, my friend! Dating can be rough. Especially if youre looking for something real, and it really doesnt work out.

That said, dating has its perks. Each person you meet will teach you something new, if you let them. What are their beliefs? How do they see the world? Whats it like working in their current profession? Why are they passionate about xyz?

Some things you learn will be illuminating. They may even influence your own life path. Other times, youll learn tough life lessons that simply make you stronger.

In any case, dating is an opportunity. Not only to learn about others, but alsoto learn about yourself.

The more you know yourself, the more youll know what you want in a partner. And that knowledge is worth its weight in gold.

But wouldnt it be nice if we could avoid dating fails altogether?

A worthy endeavor. And Im not sure if its possible. But my promise to you? The lessons Ive learned via my own dating fails will give you a fair shot. Check em out:

1. That guy who brought PBRs to a date

If youre into PBRs, rock it. We all have our tastes. (My sister actually loves them, and her date scored major points by bringing PBRs to their date.)

BUT PBRs did not save the first online date I went on.

He had one profile photo that did not look like him at all. His profile said he was a lawyer.

On our date, he droned on to me, a law student, about how law was a horrible career choice. He admitted he wasnt a lawyer, as he didnt pass the bar exam.

He chose the Marriott lobby bar (he was not staying at the Marriott) for our date. He didnt order anything. He then pulled out PBRs from his briefcase and started chugging them.

He asked if I and my Marriott beer could join him in the hallway, so he could drink more PBRs. I avoided other peoples stares and crawled into my metaphorical shell.

At the end, he lunged at me without warning, forced his lips (slobber?) onto mine, and said he had a great time. I told him Id see him later.

Sigh. Such is life.


1. Do not rely on a single photo on someones dating profile, if youd like to know what they look like beforehand. (Especially if its covered in shadowmy bad.)

2. If you have a good date idea, suggest it! Its awesome when your date already knows a spot, but its okay to choose a place, too. (Especially if the alternative is a hotel lobby.)

3. Dont be afraid to speak up on a date. We all want to keep the peace, but if someone says something offensive, its okay to say youre offended! We all have our boundaries.

4. Say no to hallways, alleys, etc. on a first date. (Or any date? Idk. Do you.)

5. Be honest at the end of a date. Dont say see you later if you mean see you never.

Does it take a little more effort? Yes. Is it awkward to reveal youre not interested? It can be. But being honest saves them from waiting and wishing.

If youve ever been on the other side of this, you know its the worst. Spare someone from that, and hope that kindness is returned to you one day (if you dont meet the love of your life first!).

2. That guy who told me to not be such a fan

This is a short story. Girl meets guy, guy is great, and girl falls too hard too fast. Before she really knows who guy is.

At least, I think thats how he saw it.

He was driving us to my place, and I complimented him in some way. Cant remember how but it was something simple. His eyes, his intellect, whatever.

But Ill always remember the moment he turned to me and said, Dont be such a fan.

It was one of those simple moments that most would forget. But it got me thinking.

Is this why people sometimes hide their feelings? Play hard to get? Play the cool person whos just looking for whatever?

Because they dont want to be such a fan?

Bachelor #I-lost-count and I had a good night. We talked about life and philosophy as we sipped Manhattans.

Then he went home, and I never saw him again. I never learned who, really, he was.Its all good. Anyway, heres how you can try to avoid this scenario.


1. Dont date people who dont want fans. Im currently in a beautiful relationship, and I am my boyfriends biggest fan. He is mine. Its another way of saying we love each other. That said, I get you dont want too much too soon in dating. So:

2. Remember you dont know your date. Youre getting to know them.Its easy to get caught up in the romance and what could be. Theyre attractive, respectful, and have a good career?!

But it takes time to know someone. The seemingly best person could turn out to be a horrible match. And someone who doesnt catch your eye at first could become your life partner. Life is weird and awesome!

3. Remember your date is evaluating you, too. Ask yourself: arethey a fan? Because for me, Im not down to be a fan of someone who isnt my fan! (Jk kind of. Im just saying its best when appreciation goes both ways.)

4. Come from a place of confidence. People can smell it. If you compliment someone from a place of confidence, theyll feel flattered. If you compliment someone from a place of insecurity, they may feel uncomfortable.

For example, lets say you value physical health, but youve been skipping the gym lately. If you say to someone, Youre so fit! I wish I could look like that. I just cant keep up a consistent workout routine . . . Im the worst, youre placing them on a pedestal.

And while self-deprecation can be used humorously at times, its probably best left out of this scenario.

If you instead say, I love that you make working out a priority! Its important to me, too, youre complimenting that person from a place of confidence.

While you havent been to the gym lately, you still value physical health. And highlighting the latter fact displays more confidence and positivity.

In any case, we should all strive to cultivate confidence for ourselves, before others. Its just that confidence helps in dating, too.

3. That guy who said I was his person and then no-showed to Valentines Day dinner

Okay. So this was THEE WEIRDEST.

I meet this guy, and hes a realtor and model who shows up on local billboards sometimes. Hes got pretty eyes, an infectious laugh, and a sense of adventure. He sings songs on his guitar.

Fast forward were relaxing on the couch, those pretty eyes look into mine, and he says, I think youre my person.

Im like, woah. But also kind of pleased. Could this be the guy?

I certainly felt things inside me, but I needed more time for those things to evolve. And he met my sister and some friends, so there was that.

So when he invited me to dinner on Valentines Day, I said yes. Thing is, he never showed.

I ended up joining a group of girl friends out for dinner. I ate a big burger, and yes, I got a little teary eyed. They helped me through it. Thank god for friends.


1. Take things slow. If the person in your life is truly the one, you have the rest of your lives together. Whats the rush? Let feelings evolve and deepen on both sides, as naturally as possible. If youre truly a match, the right things will fall into place.

2. Remember its easier to say than to act. People can say all kinds of things, but pay attention: do their actions measure up?

No-showing on Valentines Day certainly did not. But sometimes, the lack of action will be more subtle. Do give people the benefit of the doubt, but dont settle for less than you deserve.

3. Consider holding off on introducing friends or family to the person youre dating early on, if this is a big step for you. (For my sister and I, were pretty free-flowing when it comes to intros, but everyone is different.)

If things dont work out, not having introduced your person to others in your life could help make the break easier.

4. Never say yes to Valentines Day dinner early on. (Jk a solid Valentines Day dinner is always worth the risk, in my book!)

Its Just a Bunch of Land Mines. Youve Got This.

Okay. So that was a lot. And youre probably thinking, oh sh**, theres a lot to try to avoid in dating.

And you would be right.

Dating is like crossing a field with a bunch of land mines. Your happily ever after is waiting on the other side, and youve just got to cross safely. It seems so easy and simple, but its not always.

You could get lucky and encounter no troubles along the way, or you could get some bumps and bruises. But in any case you can come out of it stronger and happier than ever. Its all about perspective.

You just have to go for it.

Be smart, but be hopeful. Be patient, but be determined.

And, most of all, be bold.