“It Is Quite Sad”: 71 People Who Have Dated Out Of Their League Share How It Turned Out

Just once. At first I was lowkey shocked she was even into me lol. But once we started hanging out, that whole “out of my league” thing kinda disappeared.

Have two kids with her, absolutely would rate 10/10

She still hasn’t noticed she could do better after over a decade.

Yes and somehow I got her to marry me. The good thing is she doesn't realize how gorgeous she is, so I spend a lot of time making sure she knows it.

I'm currently in that situation in the looks (shes beyond beautiful), kindness, softness, consideration department.

Although, I would like to think I make up for it with my social skills, humour, career, pragmatism, decision making, and respecting for myself no matter who I'm talking to. So I tell myself.

At first glance, she's way out of my league. But I don't feel it internally because doubt she'd be with me if I didn't offer anything.

Had this really hot girl move onto my mail route. She's a solid 9, I'm a 5 on my good days. I can't cover the distance because everyone knows there's a hard rule on 2 levels difference being the max. We couldn't be more different. I'm literally blue collar, she has two degrees and teaches school. We have no common interests, divergent political beliefs, and we consume none of the same entertainment. My friends [hunt] deer and think camo is the height of modern fashion. Her friends are academics and they all trade books in their friendship circle.

Next year will be 30 years. It's amazing. I still don't know how it happened but that girl is my entire existence now. Difference is wonderful if you lean into it.

I’ve dated a couple of dudes who I thought were out of my league in a good way when we first met.

After getting to know them for real, it became evident that it was kinda all smoke and mirrors and I outgrew them pretty quickly.

Yes. I had to break up with him tho because sadly he was just, so sweet but so, so dumb.

My life right now... she is perfect in every way, all the things i hated about my exes, things theyd do, things theyd say... she is the opposite.

She listens to me, im allowed to be emotional without judgement, she cares, she notices the little things about me and will act upon them.

For the first time in my life I dont want to lie to someone, there is just something intoxicating about her and I can't understand why. I mean I do but I dont want to say it out loud as it hasn't been that long.

I dont want to scare her away... it definitely seems like right place, right person kind of vibe.

She is perfect in every way, looks, feelings, personality, everything... im so comfortable and it scares the [hell] out of me everyday!

My husband thinks I'm out of his league. He's an idiot; because he's one in a billion.


Every day he tells me how lucky he is, and I tell him the same thing right back.

It was good. They were at my work but but another team/org.

I am a 5. A 6.5 in a good day, if i dress nice and try my best. This person was an east 8.5 or 9.

Ppl were so jealous it was toxic.

Both my last 2 gf's were way too beautiful for a schmuck like me. Most recently, she was a gorgeous, caring, motivated, smart, hard-working woman that loved me for 2 years before deciding that our futures weren't compatible. Before her, my ex-fiancee was beautiful, creative, loving, and supportive, but had her own demons that drove her away. I hope she received the help she needed.

Both of them were more than I deserved, and I count myself lucky to have been deemed worthy of the time they spent with me.

Once in senior year of highschool, she was actually a bit of a nut and her parents were weird. She later broke up with me because she didn’t believe I had my future planned out. I’m now an engineer, so jokes on her.

Was introduced to my future ex-wife and she was the most beautiful woman I’d ever laid eyes on. Half Filipino, half white, 5’10” with legs to her neck with T & A for days. I anticipated her being ditzy and vapid. Turns out she got no play in high school because she was taller than 99% of the boys; so she’d had to develop an actual personality instead of relying on her looks. She had bad vision so she’d had to wear coke bottle bottom glasses until she got contacts at the end of HS.

Real life ugly duckling story. And everywhere we went people stared, men and women. (Mostly women hitting their husbands for gawking.) Luckily I was taller than her and didn’t yet know I was a very handsome guy. One thing led to another and we dated before eventually marrying. The marriage only lasted 5 years, but we’re still friends. Each Monday we text each other to have a good work week.

Yes, but for some reason thinks I am out of his league. We have been having this argument since 2011. 


Him: intelligent, beautiful, kind, funny, a good friend


Me: some idiot


I don't get it but I married him quick.

Yes my husband. He is absolutely brilliant, loyal, creative, makes me laugh every day and he’s also wealthy. And I am a crazy person so maybe that’s fun for him!? Lol but I can tell you that at times it does make me feel a little insecure. Like I find myself trying to prove things to him like how I’m smart in certain ways and interesting idk he’s so good at everything without even trying and I’m a disaster - no exaggeration and I’m just being honest I don’t have like a low self-esteem or anything it’s just the truth!
He genuinely loves me and yes he’s totally out of my league.

My husband and also my ex boyfriends. I have always dated out of my league. I don’t quite get why - I guess I have things that compensate my average looks- but it’s not like I have an outstanding personality either.

My husband is a 9/10, funny, smart (PhD), excellent provider, etc. Im OK but nothing like that. Id say in many aspects Im average.

Matched with an incredibly attractive, funny, charismatic man on Tinder. I'm talking 10/10 when I'm an 8 on a very good day in dim lighting. He was 100% dating other women, which was fine until I fell for him HARD. Decided to shoot my shot and tell him I wanted us to be exclusive.
That was seven years ago. He recently proposed and we're planning on having our wedding next spring.

A few times. Most were either were using me to cheat on their bf or were at rock bottom points in their life. A few of those types left me after they became secure with themselves. Some just wanted casual hookups and only on their time (this was probably the most frustrating) and one (that i can remember) stuck with me until i moved out of town.

I have a very cool and outgoing personality (life of the party kind of vibe), but i dont think i am particularly handsome. In the end, you always gotta just be grateful for the good things that came your way.

It was like being allowed to hold a masterpiece for five minutes, only to spend the rest of your life staring at your empty hands. You don't just lose the person; you lose the ability to be satisfied with anything less.

I dated a gorgeous younger woman (I was 42 and she was 29) for five months. Heads would turn when she walked into a room. I worked for the government at the time and I’ve always had a 2% suspicion she was a honeypot. She dumped me.