Many people enjoy boasting about having zero regrets and standing by every decision they’ve ever made. And while dwelling on the past can be harmful, is it really so bad to reflect on our lives and wish we had done just a few things differently?
Redditors over 40 have been opening up about the biggest regrets they have from their youth, so we’ve gathered some of their thoughts below. Whether they wish they had started a skincare routine sooner or feel that they missed out on valuable time with their parents, we appreciate their honesty. Enjoy reading through and reflecting on your own choices, and be sure to upvote the replies that remind you not to make the same mistakes!
#1

Not asking older family members more questions about our family and forebears while they were still alive.
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221points
#3

Thinking I needed a romantic partner to be happy. I stayed in an abusive marriage for so long because I couldn’t imagine doing things alone. It is infinitely better to be alone than in a bad relationship. When I choose to be in a relationship again, it will be because I’m happy and compatible with the person, not because I don’t want to be alone.
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169points
#4

Not setting firm boundaries with people. Givers have to set limits because takers have no limits.
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165points
#6

Not enjoying being single. Looking back my social interactions were centered around finding the one. I should have just enjoyed getting to know people
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135points
#7

I should've started traveling much earlier in life, while i was still young & fit. That & not taking better care of my teeth
134points
#8

Not saving money is a big one. The younger you are simple things like a dollar a day, or 10-20 etc in an account that you don’t withdrawal from.
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127points
#9

Not cutting myself some goddamn slack. Life isn’t a quest for perfection.
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124points
#10
I’m 40 and I regret spending 36 years of my life in the Mormon church.
I wish I would have actually lived my life. I wish I would have had a chance to have a couple of wild years and have fun. Explore my sexuality. Make more diverse friendships. It sounds silly but my biggest one is dressing cute. I am so sad that I wasted my youth wearing knee length shorts and tshirts. I was so young and cute and I wish I could go back and wear a bikini.
I also got married when I was 19. Young marriage is quietly encouraged in the Mormon church. I actually don’t regret that because I adore my husband and we have a fantastic relationship. I do regret making him join the church of course.
Edited to add…it wasn’t about just dressing sexy and showing skin. It’s about being taught that my body wasn’t my own and that it was something dirty that needed to be hidden. My mom altering my prom dress into a matronly monstrosity. It was all the times I was miserable in the summer wearing my magic mormon underwear under my clothes.
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121points
#11

Seems so cliche but I did not wear enough sunscreen. I used to do the whole lay out with baby oil so I could get a "savage" tan. How stupid. Now my face looks like a topographic map of California. Wear sunscreen kids!
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119points
#12

Not enjoying it more , didn't realize how fast my younger years would pass
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111points
#13

Living life on other people’s terms, and not mine. Young people: it’s YOUR life. YOU are entitled to live it the way YOU want. ❤️
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110points
#14

Stretching and maintaining muscle mass. When I had kids I stopped both and it took a decade to get that back. Treat your body well. Something happens around 38 and the better shape you are in the better your 40’s and after will feel.
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108points
#16
I wish so badly that I'd connected more with my dad... he loved me so deeply and was so proud, followed all of my accomplishments and supported everything I did, always bragged aboutme.
I never ignored him and we hugged and would chat when I'd come home during/soon after college, but I was just always too busy as I grew oldet... then just like that I'm woken up in the middle of the night to a phone call that he's gone.
I'm blessed to have had a father like him, many don't get that, and also blessed to have had him in my first 25 years of life, many don't get that either, but I still miss him terribly and get very sad when holidays come and the whole family celebrates with my wife and 3 kids. He'd have been such a great grandpa because he was such a great dad.
I miss you old man, sorry I never took the time to be closer... I love you always pops.
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91points
#17
Not realizing people who traumatized me wanted to dull/kill my beautiful shine. I thought there was something inherently wrong with me. That wasn’t the case at all.
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89points
#20

Worrying so much. In hindsight all that stuff seem so silly now.
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82points






