All-Time Biggest Dating Regrets

You Must Matter

"Dont get hung up on someone who doesnt give a f*ck"

– Speedy-Thunder

"Never make someone a priority who only makes you an option."

"Someone said it first. Probably Abe Lincoln"

– snarfdarb

"Don’t set yourself on fire to keep them warm"

– Stalkz_YT

Just Chill

"Getting so caught up in the fun early stages of the relationship and planning activities for dates that I forgot to just relax and be myself, take it a week at a time and see how things went. Pretty sure it made me seem too pushy, so things didn’t end very well for me. Lesson learned: chill tf out lmao"

– Spectronautic1

"That's me. I still struggle with it now tbh. Although I'm trying to keep a lid on it and just be chill."

– layinwitme-

End It

"I regret not ending relationships I was unhappy in sooner (like years sooner)"

– Zestyclose-Chef5215

"I'm in the middle of this right now. I knew 3 years ago but I convinced myself that maybe I was wrong and that things would change. We're still together, and I'll always love her, but I'm not happy, and I don't think I will be until the relationship ends. I can't let this go on much longer. Cheers."

– moniqer

This Is Me

"That I hid some of my hobbies and interests because I was scared they looked dorky."

"As soon as I stopped hiding it I met my partner."

"(Model railways ftw)."

– Singingmute

"Never be ashamed of your hobbies. It may make you look like a nerd or a dork but you don't need the kind of people who would make fun of them."

– aris_ada

"My SO loves the fact that I'm into model trains (her words, not mine.)"

"She laid it out for me when we first started dating: I'm handy around the house - I can tackle carpentry, electrical work, and have general knowledge about how to troubleshoot/fix things."

"It's a combo of artistry, technology, and history/research so there are always things to learn. It's a generally wholesome hobby that also promotes patience and working towards something over a long period of time instead of rewarding instant gratification."

"It's a fun hobby that I balance with other interests that we do together (outdoorsy stuff, board games, being history nerds.) We love each other for all of who we are, not just parts of who we are, and we wouldn't want the other person to change."

– dualsusser

Sometimes, Alone Is Better

"I should not have settled for someone I wasn't super compatible with just because I was lonely"

– Feline_is_kat

"This happened to me when I moved to a new city."

"It was great at first because I instantly had fairly large friend group and such but I realized years later just how much I had actually passed up on and compromised on."

"Still not sure I recognize myself anymore."

– nelsonalgrencametome

Love That Lets Go

"Always being the last to let go, and never letting go easy."

"Edit- the never letting go easy is the part I wish I could change."

– forex_1911

"Sometimes it’s just who you are as a person. There’s nothing wrong with that. We all have our personality traits that make life easier/harder for certain scenarios."

– ChlamydiaDonations4U

"That’s the best explanation for me because I certainly can’t seem to learn from previous mistakes no matter how many times I make them."

"To learn from them would mean to stop trying to date entirely"

– TuesdayNightMassacre

Take A Chance

"Not taking chances with various girls/ women throughout my life when I had the opportunities to."

– apG_13

"Honestly, this is why I (female) started asking men out. I was doing inventory in the supply closet when I heard my crush and several of his friends talking about me and wondering who I was dating. Because apparently I had to already be dating someone. One of the guys asked my crush if he'd ask me out, the guy laughed and said he didn't have a snowball's chance in hell, so he'd skip the humiliation. The other dudes agreed with him."

"And... I was just sitting there on the other side of the wall with my clipboard and a box of junk going... WTF?!? I started paying a little more attention and realized I got talked about a lot. It was infuriating. How could my dating life be utterly non-existent while guys were having those sorts of conversation about me?"

"So... A couple months later, I walked up to my crush on new year's eve at midnight, kissed him, and told him we should go out. I know I went a bit too far in the other direction from passive behavior, but it worked. He wasn't really coherent for the next half hour, just smiling and staring at me, but we were officially dating the next week."

"Being proactive was generally a very positive thing for me. Men were almost always absolutely thrilled to be asked out, picked up, and taken on a date..."

– LostDogBoulderUtah

"YES. This is exactly it. I wish all women knew this. I do the exact same thing and it works like a charm, men love being hit on and asked out! Women, they LOVE it do not be afraid. My boyfriend raves about how I flirted with him so obviously and kind of teased him and then asked him out lol. And I have done exactly that in probably 75% of the relationship I have had. Men like when you pick them and have a lot of confidence and just make it really fun for them to be hit on, and you don't have to be self-conscious about it bc believe me they love it. They hardly ever have this happen to them, usually they have to do the work. And it also just sets a really good tone for the relationship because you're going to ask for the things you want, overall."

– Subject-Hedgehog6278

Romantic Intelligence

"That I didn’t try to date more in my early 20s. Now I’m in my mid 30s with a combined relationship experience of a little over a year."

"I basically have the romantic intelligence of a 16-year-old."

– ThrowawayOfALoserr

"Looking at this thread, I'm seeing the regrets swing from "I dated even though I didn't like the person/people and they messed me up for future dates." to "I didn't date enough and now I'm not experienced enough for future dates.""

"I'm starting to think this "romantic intelligence" thing isn't about experience so much as self-love and self-confidence which can be found with or without romantic relationships. Plus a little bit of finding the right person."

– 11Buckwheat11

Rip Off The Band-Aid

"Oh damn my first relationship was this gradual shift from we're in a relationship to we're kinda in a relationship but figuring things out but she still wanted all the things I was doing for her, to we're definitely not in a relationship but still talking regularly, it was months."

"Had I just stepped up and said "okay, this is either a yes or a no, there's no middle ground here, if we're a couple we're a couple but if we aren't, I can't have you in my life right now", it would have spared me QUITE a bit of pain."

– 1CEninja

Location, Location, Location

"So far my biggest regret was moving half way across the country with someone and when I was struggling to adjust to that location they refused to move a few hours for me to a different location. That really hurt. Felt like I gave up so much for them and it turns out they wouldn't do the same for me. I'll never move for love again."

– Barkingcat29

Keep Some Eggs

"Despite many warnings from people trying to help me, I put all my eggs in the same basket. Married young and devoted myself to someone thinking that devotion would always be reciprocated, but apparently people change even if you don't. Always be prepared for the other shoe to drop, I guess is my advice. Kinda cynical, I know, but recent experiences taught me a lesson I never wanted to learn."

– Silk_Song_

Ouch! That's a lot of regret. But I hold out hope.

Just remember, you have to kiss a lot of frogs to find your prince (or princess)!