Biggest Regret(s) of Your Life

[GabyKeepsMeWarm]

Young guy at work has kinda taken a liking to me lately. He found out about my “former life”, and he’s been filled with questions and always chatting me up.

He’s a good kid; bright, handsome, and hopefully doesn’t fall into the trappings of life before he even has a chance to get started.

At any rate…. While sharing some stories, I fell upon one that turned into my total regret, combined with rummaging around in some old boxes where I found a few “treasures”, an old photo of my dad with me and my siblings. Been looking for that photo for a long time, and it’s more special after my dad’s passing a few years ago. Found my old Blockbuster member card. An old flyer from my band of 20+ years ago. A huge chunk of ticket stubs from movies and shows I went to from the early 2000’s. And a buttload of old call sheets from the first movie I worked on. Then I found an unopened card/letter that was meant for Spencer Grammer. My heart sank.

I briefly dated her in 2001/2002. We worked together at first, and I was her trainer. We had immediate rapport and chemistry in spite of our age difference. She was only 18 and I was 25. We’d worked together for several weeks before I discovered she was a star’s daughter. Was a busy Saturday and I’m working the info stand, customers everywhere, and I’m locked in on the search computer when I hear her familiar voice, “Hey Tom! Just wanted to say hi! And this is my dad!” I no longer than have the words, “hey Spence”, out of my mouth and there’s Frasier ****ing Crane. Oh. Right. Grammer. Well **** me…

Things were pretty much normal for the next several weeks as we worked aside each other. We were closing together one night and it came up that I had a bootleg DVD of Royal Tennenbaums. She hadn’t seen it, and asked if we could hang out together after work and watch it at my place. Folks, I had reservations knowing her age, but **** it, it’s just watching a movie, right? Well, we’re about 30 minutes into the movie and she puts the moves on me, flat out asking if she can kiss me. So yup. You can imagine how that played out. And it played out again several more times over the following weeks. And it was great. We got along perfectly. No games, no arguments, just pure chemistry.

And then she was going to take off to NYC for a couple months for classes…. And during this time I ran across an online article with her and her dad and according to the site, she was only 16 years old. I FREAKED. I ghosted her completely. She’d call, I never answered. Emails. Nope. Finally talked to her after hearing she was in a serious car wreck and I told her that we couldn’t see each other anymore. Well, turns out the online article’s dates were wrong, she was in fact 18 turning 19, and while it was maybe a slightly inappropriate age gap, it wasn’t illegal, and I wasn’t a sicko getting hunted by the FBI.

I ****ed up. Colossal **** up. I’ve found love a few times since. Plenty of relationships. Nothing has ever worked out. And now I’m middle aged and still single. I haven’t obsessed about her or thought too much about it, but yeah, I regret how that played out. I was naive, listening to my friends too much and not trusting myself enough at that time. I’ll never know if we could’ve continued to be a couple, but I’ll be damned if I haven’t had several moments of wondering what could have been.

Second worst regret…. I’m ashamed to admit I got a DUI after graduating college. Was on my way from the bars with a buddy to grab a bite to eat and “sober up”, but I was driving 7 over the limit, got popped, and spent the night in the pokie. Mom picked me up the following day and her favorite cousin had died the same day. I wished the world would just swallow me up. I spent a good chunk of all the money gifts from graduating college on paying fines, and I don’t think I’ve ever been more ashamed in my life.


So what about you CPer’s? What are your most regrettable moments?

[Bl00dyBizkitz]

I think I might be a bit young to have regrets lol. Or I'd likely be told that by the older folk.

[Easy 6]

So yeah seriously my single biggest regret is divorcing the mother of my kids, my high school sweetheart and only one true love... hell I was young and full of beans, my naive ass didn't know how deeply it can impact your life

I should've preserved my family

[lewdog]

Giving DeBerg his thread starting privileges back.

[Bearcat]

Originally Posted by Rain Man

I have a couple of younger relatives who are sisters. The older one got one of those Disney internships, and my impression is that it was just a fun summer lark for her. She's a competent person so I'm sure she did a good job. The younger one had a complete Disney obsession, embracing all things Disney growing up, so she applied a couple of years later and was very excited about going ... and didn't get it.

I don't remember how long it took, but pretty sure he didn't immediately go into IT after that summer was over either... there wasn't exactly a light at the end of the 4000% humidity tunnel, they just kind of string you along for a while . It's been ~20+ years though on top of living in Florida, so they must be doing something right.

[Chief Pagan]

I'm pretty happy I'm still alive and mostly in one piece and not too economically stressed.

There are a few hindsight things I might do a wee bit differently.

Like a literally hold my beer while I jump into the top of this white water rapids (no floatation) just because I'm young (and drinking beer) and indestructible.

The women I let get away I figure I would have divorced anyway.

[Why Not?]

Believing that the 2025 Royals would be fun to watch.

[Hammock Parties]

I had an opportunity to go to the 2022 AFC Championship and passed.

[Jewish Rabbi]

Let my mom buy me a house in a neighborhood without curbs

[MarkDavis'Haircut]

Originally Posted by DJ's left nut

When are those assholes going to call up Bubba Chandler?!?!

God almighty, that kid is impressive. Like....might well end up a 1b to Skenes style impressive.

If he can dial in his fastball command, he's as good as a prospect gets. And I watched him in that Spring Breakout game (maybe against the Phillies squad?), he CAN paint with it. It just seems to come and go on him a bit.

Kid has absolutely vile stuff. If they'd have called him up to start the year, I think he could've won the ROY. Hell, he still has a shot with Sasaki scuffling.

When the arbitration deadline arrives.

[Deberg_1990]

Originally Posted by GabyKeepsMeWarm

Young guy at work has kinda taken a liking to me lately. He found out about my “former life”, and he’s been filled with questions and always chatting me up.

He’s a good kid; bright, handsome, and hopefully doesn’t fall into the trappings of life before he even has a chance to get started.

At any rate…. While sharing some stories, I fell upon one that turned into my total regret, combined with rummaging around in some old boxes where I found a few “treasures”, an old photo of my dad with me and my siblings. Been looking for that photo for a long time, and it’s more special after my dad’s passing a few years ago. Found my old Blockbuster member card. An old flyer from my band of 20+ years ago. A huge chunk of ticket stubs from movies and shows I went to from the early 2000’s. And a buttload of old call sheets from the first movie I worked on. Then I found an unopened card/letter that was meant for Spencer Grammer. My heart sank.

I briefly dated her in 2001/2002. We worked together at first, and I was her trainer. We had immediate rapport and chemistry in spite of our age difference. She was only 18 and I was 25. We’d worked together for several weeks before I discovered she was a star’s daughter. Was a busy Saturday and I’m working the info stand, customers everywhere, and I’m locked in on the search computer when I hear her familiar voice, “Hey Tom! Just wanted to say hi! And this is my dad!” I no longer than have the words, “hey Spence”, out of my mouth and there’s Frasier ****ing Crane. Oh. Right. Grammer. Well **** me…

Things were pretty much normal for the next several weeks as we worked aside each other. We were closing together one night and it came up that I had a bootleg DVD of Royal Tennenbaums. She hadn’t seen it, and asked if we could hang out together after work and watch it at my place. Folks, I had reservations knowing her age, but **** it, it’s just watching a movie, right? Well, we’re about 30 minutes into the movie and she puts the moves on me, flat out asking if she can kiss me. So yup. You can imagine how that played out. And it played out again several more times over the following weeks. And it was great. We got along perfectly. No games, no arguments, just pure chemistry.

And then she was going to take off to NYC for a couple months for classes…. And during this time I ran across an online article with her and her dad and according to the site, she was only 16 years old. I FREAKED. I ghosted her completely. She’d call, I never answered. Emails. Nope. Finally talked to her after hearing she was in a serious car wreck and I told her that we couldn’t see each other anymore. Well, turns out the online article’s dates were wrong, she was in fact 18 turning 19, and while it was maybe a slightly inappropriate age gap, it wasn’t illegal, and I wasn’t a sicko getting hunted by the FBI.

I ****ed up. Colossal **** up. I’ve found love a few times since. Plenty of relationships. Nothing has ever worked out. And now I’m middle aged and still single. I haven’t obsessed about her or thought too much about it, but yeah, I regret how that played out. I was naive, listening to my friends too much and not trusting myself enough at that time. I’ll never know if we could’ve continued to be a couple, but I’ll be damned if I haven’t had several moments of wondering what could have been.

Second worst regret…. I’m ashamed to admit I got a DUI after graduating college. Was on my way from the bars with a buddy to grab a bite to eat and “sober up”, but I was driving 7 over the limit, got popped, and spent the night in the pokie. Mom picked me up the following day and her favorite cousin had died the same day. I wished the world would just swallow me up. I spent a good chunk of all the money gifts from graduating college on paying fines, and I don’t think I’ve ever been more ashamed in my life.


So what about you CPer’s? What are your most regrettable moments?

Whoa. Nice story. Sorry for your loss. She would have been a great pull back in the day.


https://en.m.wikipedia.org/wiki/Spencer_Grammer

[displacedinMN]

Originally Posted by DJ's left nut

I swear Rain Man is Walter Mitty.

He has a fantastic mind.

[ghak99]

Eating the rest of that 20 piece mcnugget after thinking the second one tasted a little off. Still can't stand down wind of that shit food factory without feeling like I'm going to hurl.

[RunKC]

In May of 2019 I bought something that I didn’t understand bc my friends did. It was small at the time I just understood it enough to spend some spare cash buying it.

I spent around $7,700 to purchase 1 Bitcoin and ended up selling it bc I thought it was unreasonable and wouldn’t be what I was being sold it would be.

Today Bitcoin has gone up 11 fold to 85k and the high was 106k which was nearly 14 fold growth. Lot of money lost on that one unfortunately.

[tmax63]

I've had alot of bad experiences in my life starting with my mom dying when I was 12, dad when I was 20 and 1st wife when I was 30. Problem is most of everything that has happened to me weren't due to my choices. Haven't had many 50/50 choices, most were 90/10 do this or you're totally screwed. The sum total is that I'm sitting here in CO watching it snow on 4/19/2025 with a 2nd good woman in my life sleeping in the other room in a warm house drinking a cup of coffee. I'm don't know what I'd risk changing to get better than where I'm at now.

[scho63]

When my Mom was diagnosed with terminal cancer, I wanted to take her to Ireland. She refused and I regret not forcing her to go.