My Biggest Regret Ever

Wasting Three Years of My Life

Thu, 02 Sep 2010 22:10:59 -0400

My biggest regret ever is wasting three years of my life with someone who didn’t love me as much as I love them.

[Female, 18]

Getting the Abortion

Thu, 02 Sep 2010 17:01:03 -0400

My biggest regret ever is getting the abortion when I knew how much I didn’t want to. I’m sure they would have been beautiful, twins.

[Female, 17]

Cutting

Thu, 02 Sep 2010 12:35:21 -0400

My biggest regret ever is when I began to cut myself. No one around me thinks I could be that self-destructive. Some girl in class saw some marks on my arm and had the audacity to laugh and ask, “you cut yourself?” I simply replied “yeah, it was an accident.”

[Female, 17]

Leaving My Friends Alone When I Knew What They Were Capable Of

Thu, 02 Sep 2010 11:50:24 -0400

My biggest regret ever is leaving my friends alone when I knew what they were capable of. When I was fourteen my two best friends tried to kill themselves. I knew that the one was cutting herself, and I knew the other had a messed up life - she moved to Cape Town after being kicked out of her moms house in the UK, and she’d been drinking since she was eight, smoking since she was ten, and doing drugs since twelve. We were hectic kids. After a night of drinking and partying - everyone left, and it was the three of us left. I got in the shower, and when I got out, I couldn’t find them anywhere. I found them in the other bathroom in the house, half dead. Barely breathing. Lying in their own blood. Luckily they survived, but I should have known.

[Female, 17]

Getting Caught By Your Mom in Your Room

Thu, 02 Sep 2010 11:46:33 -0400

My biggest regret ever is getting caught by your mom in your room. We both clearly knew we weren’t allowed to be home alone. When your mom caught us, I thought I was going to lose you forever and now our relationship is going to suffer for one stupid mistake.

[Female, 17]

Falling In Love With Him

Thu, 02 Sep 2010 08:14:02 -0400

My biggest regret ever is falling in love with him, even though I knew in my heart he could absolutely not love me back. He ruined me.

[Male, 20]

Walking Out on Her and Not Asking Her To Marry Me

Thu, 02 Sep 2010 07:54:00 -0400

My biggest regret ever is walking out on her without any explanation. We would have had a wonderful life together. But I was so self-absorbed that I couldn’t bring myself to fathom the concept of marriage. So I moved out. After six happy years together. Broke her heart. And can never get back or fix what we had. Or could have had. Now I live in a bedsit. Alone.

[Male, 33]

Marrying After Knowing You For Less Than 15 Days

Wed, 01 Sep 2010 23:33:53 -0400

My biggest regret ever is marrying after knowing you for less than 15 days. Everything happened so fast. I just had gotten out of my first marriage. I wanted show my ex that I can move on without him. Now, I’m married to you and I regret it. I wish I stayed single. We bought a home together and now we have debt together, all within three months of marriage. I can’t divorce you and just leave because I’m pregnant. I’m trying to make it work. But I don’t love you,and you don’t love me. We are stuck together. We must try to make the best of a bad situation.

[Female, 36]

Not Talking You Out of Getting That Abortion

Wed, 01 Sep 2010 19:11:34 -0400

My biggest regret ever was not talking you out of getting that abortion. I know you regret that choice now. You’re like a sister to me. As young as I was, I would’ve gladly adopted and raised her as my own. I’m sorry, I failed you when you needed me the most.

[Female, 26]

Giving My Boss a Blowjob

Wed, 01 Sep 2010 17:54:36 -0400

My biggest regret ever is giving my boss a blow job. Because I decided to act like a whore, I messed up a perfectly good job.

[Female, 20]

Mistaking Lust For Love

Wed, 01 Sep 2010 17:39:38 -0400

My biggest regret ever is mistaking lust for love and almost giving the boy who I thought loved me a part of me I would never get back.

[Female, 17]

Not Being Able to Express My Emotions

Wed, 01 Sep 2010 14:16:36 -0400

My biggest regret ever is not being able to say what I want to say or express my emotions the way I want to. Always hiding behind a mask, staying quiet, never showing anyone my true feelings.

[Female, 16]

Not Using My G.I. Bill College Fund

Wed, 01 Sep 2010 13:11:38 -0400

My biggest regret ever is not using my G.I. bill college fund that I served 3 combat tours for. The 10 year limit was not enough time to get over being comfortable in public again.

[Male, 38]

Stealing From My Brothers' Piggy Banks

Wed, 01 Sep 2010 10:13:12 -0400

My biggest regret ever is stealing from my brothers’ piggy banks. I was 9 or 10 and I took it from them to spend it on crap that I don’t have anymore. I know I was young. But I can’t help but cringe every time that memory resurfaces.

[Female, 16]

Not Approaching Girls More Often

Wed, 01 Sep 2010 10:07:47 -0400

My biggest regret ever is not approaching girls more often. Shyness has always been a way of life for me and this has drastically and negatively affected my dating life. I wish that in high school and college I just sucked it up and approached girls more often.

[Male, 34]

Sacrificing Happiness for Stability

Wed, 01 Sep 2010 08:44:55 -0400

My biggest regret ever is sacrificing happiness for stability. I’m in college; I’m too young and optimistic to let a retail job that I won’t even remember in a few years ruin the best ones of my life.

[Male, 19]

Letting Other People Determine Whether Or Not I Can Be a Successful Photographer

Wed, 01 Sep 2010 08:39:34 -0400

My biggest regret ever is letting other people determine whether or not I can be a successful photographer. This is my life, not yours. I won’t make the same mistakes you have just because you were afraid to chase your dreams.

[Female, 22]

Never Saying What I Want to Say

Tue, 31 Aug 2010 20:47:42 -0400

My biggest regret ever is never saying what I want to say. I’ve put up a barrier around me ever since I could remember. I’ve always held things in and never truly express myself. Now I have nobody that I can trust and who understands me. I’m lonely, and it’s terrifying.

[Female, 15]

Letting You Go

Tue, 31 Aug 2010 19:17:09 -0400

My biggest regret ever is letting you go when I should have held on for dear life.

[Female, 19]

Letting You Use Me As a Doormat

Tue, 31 Aug 2010 17:11:35 -0400

My biggest regret ever is letting you use me as a doormat for three months of my life, for giving you chance after chance, for letting you kiss me that first time, and for meeting you at all.

[Female, 20]