What have you regretted the most in your life?

31 comments

1. Wasting years of my life with shitty girlfriends. But I never realized they were shitty until years after the fact because people told me it was my fault. Took a few months of therapy to realize that I was not the shitty one.

2. Playing WoW through my teens and early 20s

3. Doesn’t matter what shit you have done. Everyone has regret something at some point. What
   really matters is that you made up for it by becoming the best version of yourself.

   Negative Self-sabotaging posts like this is what keeps them in the dark

4. Not taking enough risks

5. Again!

   This question gets asked daily.

6. Being afraid.

   Afraid of:

   – What others think
   – Confrontation
   – Taking risks
   – Rejection
   – Ending/leaving bad relationships, “friendships”, etc.

   It can go on, but I have found that once I got into my late twenties, I needed to change a lot from what my parents instilled in me when I was younger. They always ran from problems, played victim and liked to blame.

   They aren’t terrible people but it made becoming a secure, positive man a lot more difficult.

7. Cheating on Kat. She didn’t deserve it and I’m still paying for it today. I hope she’s happy where she is.

8. Not so much as “regret” as LEARNED (regret is such a wasted emotion).

   I have LEARNED to take advantage of every opportunity (because I squandered some very good ones earlier in my life).

   I have LEARNED to treasure the relationship I have with my wife (because I was marred before and lived in misery).

   I have LEARNED to better balance my work / life routines (because I was WAY OUT of equilibrium in my 20s).

   I have LEARNED to treasure my friendships (because I have found out how fleeting life really is).

9. Delaying a visit to my mother by a couple of hours and leaving her to die alone

10. Wasting time in bad relationships.

11. Being a doormat and not standing up for myself when I was younger. I reached the point where I stopped eventually, but I wish I reached it earlier.

12. Not asking out that redhead girl.

13. Not going to Therapy until my life was already out of control.

14. Not caring about my health in my early 20s. Paying for it now

15. not joining the service when I should of

16. Not educating myself in personal finance

17. Hurting someone I deeply care about 😞

18. Getting married. I am long since divorced but why did I ever marry her…..

19. I don’t regret anything I’ve done, only what I haven’t

20. Excessive alcohol consumption

21. Wasting my time with people that just didn’t give a shit about me

22. Wasting years on a selfish person

23. As what Morgan Freeman said in movie se7en, not making children. I know I made the right decision, world being what it is, but not a day goes by I wish I didn’t.

24. Wasting my high school years fucking about instead of investing in the school’s curriculum my parents worked their asses off for to make sure I had access to.

25. I’m ready for the hate it may bring, but cheating instead of having a hard conversation about my relationship. I knew I wasn’t happy in the relationship and that lead me to cheat, which lead to a horrible 6-year relationship. Granted I’ve learned a lot since then (18 then 32 now), but I never feel like I can’t outrun that regret.

26. Being an unmotivated introvert. I’m pretty sure I’ve missed out on a lot of opportunities because it was just easier for me to stay at home and take the path of least resistance.

27. If I knew at 22 what I know now, I would have tried to find a low paying job in some sort of sales industry with a lot of growth potential. I do pretty well for myself but I’ll never be independently wealthy. If you’re younger you are more likely able to take a super low salary after you are used to living like a poor college kid and can learn from someone else while you take your lumps. I guess it’s not a real regret cus I don’t have a specific case of passing something up, but jut something I wish I knew.

28. Being born.

29. My father died suddenly when I was 19-years old, my biggest regret was never telling him “I loved him”. It wasn’t because I didn’t love him, it was not something boys did in my family. My biggest regret. A mistake I’ve never made again.

    I’ve been so fortunate to have two great sons, I broke the stigma in my family of males saying “I love you” they know.

30. A girl I was interested in
    Asked me if I was interested in her

    I was

    I said no
    She looked stumped like it was the wrong answer
    I feel like my life could have gone in a differnt direction from that specific point

31. not being there with my dad as he was dying in the hospital. The day before his last surgery, I went to visit him with the best intentions of spending the whole day with him, but an hour later, I felt I had better things to do. He kissed him on the cheek, and he held my hand tight. Not wanting to let go, and I told him not to worry, I’ll be back next week. He knew already that he wasn’t going to make it out of surgery and just wanted to spend time with his son.