There’s no such thing as risk-free dating. Whenever we put ourselves out there, there’s always a chance of making a fool of ourselves, having a heated argument, or just discovering our romantic interest isn’t that interesting.
However, humans aren’t entirely rational creatures, and instead of running away from a challenge, we might head straight toward it. “You miss every shot you don’t take,” and all that.
One online thread has people sharing what happened after they went out with someone way out of their league. Whether their endeavors come with a happy ending or not, at least they now have a story to tell.
#41

Grew up with low self-esteem so I thought everyone that was interested in me was out of my league and it was only a matter of time until they realized and dumped me.
5points
#42

Happy to say we are still together after a decade and a half. It's great. The random dudes at bars or supposed friends making moves on her can sometimes be annoying, but I guess it comes with the territory.
5points
#43

Yeah.. I think all but my first BF. All were quite literally top of their field/career (pro athletes/celebs). After the first one, and another started wooing me, I realised I’m likely quite in that league or at least definitely appeal to a certain demographic. It did and does wonders for my confidence, so it’s pretty great.
My husband is an ex-model, current (part time) pro-athlete and engineer/architect. He’s not too far from perfect and I’m pretty great to… but I still can’t hello but think I must’ve accidentally done some voodoo spell to make him so smitten with me lol.
My husband is an ex-model, current (part time) pro-athlete and engineer/architect. He’s not too far from perfect and I’m pretty great to… but I still can’t hello but think I must’ve accidentally done some voodoo spell to make him so smitten with me lol.
5points
#44

Yeah. I was at my lowest when I met my wife and she still thought I was nice. Its been 14 years and she's still out of my league. Thank goodness she's into weird losers.
5points
#45

Yeah, and the wild part wasn’t how out of my league they were, it was realizing I had been underestimating myself the whole time.
5points
#46

I think my current partner is way out of my league (thank god he doesn’t seem to think so) but I see him as straight up perfect. Incredible work ethic, always honest and kind, attentive and loving as a partner, intelligent, wicked funny, and to top it off he has the most stunning face and body.
I’m definitely much more flawed and have more shortcomings, but he loves me unconditionally and sees me the way I see him. Another testament to how lucky I got.
To answer your question, so far it’s going amazing and we’re talking about marriage.
I’m definitely much more flawed and have more shortcomings, but he loves me unconditionally and sees me the way I see him. Another testament to how lucky I got.
To answer your question, so far it’s going amazing and we’re talking about marriage.
4points
#47

I married her and we have two kids. It's great. We've never had an argument in our nine years together. During COVID, she supported us while I was laid off. I made up for it by cleaning, cooking dinner, and fixing the house, which we made a lot of money selling during COVID. It's a good life.
4points
#48

When I was getting divorced I started online dating. I was 47 at the time and one of the women I matched with was uncommonly beautiful. She was a psychologist with her own practice and owned several rental homes. I was very green with women- my wife had been my only relationship. When I met her in person we walked to a coffee shop and I realized that I'd never talked this much to a woman I was physically attracted to- ever. We ended up hanging out for about 6 weeks. Every time I was with her it was like a dream- I spent so much brain power just trying to be cool and remember everything- I knew I wasn't good enough and it wouldn't last. And it didn't. But I can see how being with an unnaturally attractive woman would be [compelling]. This was about 9 years ago and I think about her every day. I've always wished I could've been good enough.
4points
#49

Yup currently and its the first time in my life i want to not only be better for myself but for them. I was always good on my own but this feeling of wanting to be an even better partner to them feels amazing in ways i cant describe.
4points
#50

Yes. I see it as a compliment because they find something within you that others don’t. It also makes me want to be better to get to their level.
4points
#51

Been married almost 20yrs. Really helps to keep a girl smiling and laughing. Be good, be genuine, be yourself.
4points
#52

Weirdly, most of the people I date. When you see me, you'd realise why I use the word "weirdly".
As I've said before "Aim high, miss often" works better for me. I'd rather hit it off with someone spectacular than settle for someone mediocre.
But looks aren't the factor for me. Doesn't mean I haven't dated some lovely-looking people, I have... but I mostly date those people who are out of my league in many other ways.
Just from memory: doctors, barristers, lawyers, people who used to date professional football stars, professional black-belts, much younger or at worst not significantly older, etc.
I'm really nothing special, especially in looks, but they all stuck around for quite a while, splits were always amicable, they enjoyed our time, etc.
Married and had a kid with one of them (but then later an amicable split).
The irony is that, obviously... to them... it's the other way around! They're all dating "below" themselves, whether they would consider it that way or not.
As I've said before "Aim high, miss often" works better for me. I'd rather hit it off with someone spectacular than settle for someone mediocre.
But looks aren't the factor for me. Doesn't mean I haven't dated some lovely-looking people, I have... but I mostly date those people who are out of my league in many other ways.
Just from memory: doctors, barristers, lawyers, people who used to date professional football stars, professional black-belts, much younger or at worst not significantly older, etc.
I'm really nothing special, especially in looks, but they all stuck around for quite a while, splits were always amicable, they enjoyed our time, etc.
Married and had a kid with one of them (but then later an amicable split).
The irony is that, obviously... to them... it's the other way around! They're all dating "below" themselves, whether they would consider it that way or not.
4points
#53

We met and I was about 3 years clean and sober (going on 10 in August)I was so nervous she wouldn’t want to date a guy that doesn’t drink or party much any more. All the other dates I had before that fizzled away because of it. While dating I was honest and open and explicitly told her to do what she liked. The world doesn’t stop because I got my drinking card pulled. To my surprise, It worked out great man. I just try to stay grateful everyday. I show up, I’m honest, and I listen.
We’re married now and have a kid on the way. I’m glad I was honest and open about it even after all the rejection before.
This woman loves me for who I am and her actions have shown that time and time again. I guess just be yourself and the right person will see you.
We’re married now and have a kid on the way. I’m glad I was honest and open about it even after all the rejection before.
This woman loves me for who I am and her actions have shown that time and time again. I guess just be yourself and the right person will see you.
4points
#54

Yeah, my wife. She is a legit 10/10 in looks and personality.
3points
#55

Married her. It still baffles me.
3points
#56

Yes! My boyfriend is out of my league according to me, but I'm out of his league according to him. I think we're in the same league,just really attracted to each other.
3points
#57

She was a couple years ahead of me in high school and beyond unattainable. Captain of the cheerleader team, Catherine Zeta-Jones look-alike, funny, smart.
Years later, we meet at a dinner hosted by mutual friends. Unbelievably, she is interested in me. We talk, hanging out outside the restaurant on a bench for hours after dinner. One thing leads to another, and somehow we are dating. I did keep her laughing.
She would walk into my retail job selling high-end AV gear at closing time. There is a certain ego boost in life when every man in the room is swiveling their heads to follow her as she walks across the room and gives me a hug and a kiss. She was a bartender and could expertly fend off any guy attempting a shot with her. Then turns to me at the end of the bar and gives me a free drink.
The downside, she was crazy. Not throw things at the wall or key your car, but bad life choices, and insecurity. After I left the picture, she ended up going back to the ex who had been hitting her. I, along with a number of friends got her to at least dump him. She ended up with a guru/artist who she said expanded her energy. They ended up splitting within a year, and I didn’t see her for another after that, until we end up at a friends wedding. She found me outside at the reception and we ended up in a long conversation where she apologized for acting badly and making the wrong choices. I accepted and then left after giving her a hug. I was so tempted, but there was no chance because she had taught me a lesson. I lost track of her for over 20 years. Saw her a year ago without her seeing me. Turns out that the second divorce didn’t help, and she stopped taking care of herself. Now a secretary at the local high school and unrecognizable. I do wonder what would have happened if we had figured things out. Glad to hear she is happy.
Years later, we meet at a dinner hosted by mutual friends. Unbelievably, she is interested in me. We talk, hanging out outside the restaurant on a bench for hours after dinner. One thing leads to another, and somehow we are dating. I did keep her laughing.
She would walk into my retail job selling high-end AV gear at closing time. There is a certain ego boost in life when every man in the room is swiveling their heads to follow her as she walks across the room and gives me a hug and a kiss. She was a bartender and could expertly fend off any guy attempting a shot with her. Then turns to me at the end of the bar and gives me a free drink.
The downside, she was crazy. Not throw things at the wall or key your car, but bad life choices, and insecurity. After I left the picture, she ended up going back to the ex who had been hitting her. I, along with a number of friends got her to at least dump him. She ended up with a guru/artist who she said expanded her energy. They ended up splitting within a year, and I didn’t see her for another after that, until we end up at a friends wedding. She found me outside at the reception and we ended up in a long conversation where she apologized for acting badly and making the wrong choices. I accepted and then left after giving her a hug. I was so tempted, but there was no chance because she had taught me a lesson. I lost track of her for over 20 years. Saw her a year ago without her seeing me. Turns out that the second divorce didn’t help, and she stopped taking care of herself. Now a secretary at the local high school and unrecognizable. I do wonder what would have happened if we had figured things out. Glad to hear she is happy.
3points
#58

Yes, it made me insecure, my problem not hers, and it ended the relationship.
3points
#59

I dumped him after about a month because he was so breathtakingly insecure.
3points
#60

We get married in October, people regularly talk about how she could be a model and was even approached about it a couple times when she was younger but always turned it down to avoid the toxic lifestyle. She’s as beautiful on the inside as she is on the outside, that’s all that counts, truthfully. We have a child together and seeing the way my son looks at her, he sees her for her inner beauty, not her outer. Ask the hot girl at work out, you never know my friend.
3points


