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Top 10 Things From Your 20′s That You’ll Regret When You’re 40

April 14, 2009     Posted in Features, Lifestyle, Lists

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Don’t get me wrong – being young and having fun is as important as anything in life. But assuming you live past the age of 28, there are a few things that you just can’t get away with, without reaping some serious consequences. Here are  the top 10 things you do when you’re young that, when looking back, make you wonder how you could have been such a complete and total dumbass.  (Image used courtesy of The Lizard Man)

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10. Body Piercing Plugs

Believe me, I’ve been there. The piercing you either got at the mall or did in your friend Tim’s basement with a safety pin just wasn’t cool enough, so you switched to 16-gauge hoops, then to 14, and before you knew it, you’ve shoved the biggest g*ddamn thing that doesn’t look like it will give you herpes through your ear lobe like you’re from f**king Ethiopia. But beware: once you’ve finally decided to take out the massive disks in your ears, your lobes will be so stretched, you’ll have to have them sew-up to keep from looking like you have a shriveled butt hole on each ear.

(Image used courtesy of Stephen)

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9. Risque Internet Pics

For some reason, people these days just can’t help posting pictures of themselves and their friends doing stupid, drunken, naked things online. But despite the fact that everybody’s doing it, don’t be fooled: Sometime, sooner or later, those pictures are going to come back to haunt you. And when they do, it will start a sh!tstorm you can’t even imagine. And pretty soon that trip to Vegas when you were 23 will turn into the reason you are fired from your job, divorced from your wife and/or estranged from your children. Seriously.

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8. Tattoos

These days, having a tattoo is practically like having a belly button – everybody’s got one. The only difference is, having a belly button isn’t going to make you want to punch yourself in the face for stupidity as soon as you’re out of your “Jack Daniels phase.” Of course plenty of tattoos won’t be constantly regrettable reminders that you were once a retard. That is, unless you got any on your face, neck, fingers or any other place where your boss is then forced to know how much you used to like naked Star Wars characters. Oh and ladies, just so you know, one day that lower back tattoo you all seem to have is going to be known as the “old lady tattoo.” Not so sexy, is it?

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7. Choosing Your Best Friend’s Girlfriend Over Your Best Friend

She was hot. She was so smokingly hot, your F’ing crotch could’ve spontaneously combusted at any moment. And the fact that she was untouchable, lest you ruin the entire friendship you and your best buddy had built up since you were six, made her all the more desirable. But one day, they broke up. And all of a sudden, you were spending your days holding hands and helping her pick out duvet covers. You and “that asshole” Mr. Ex stopped talking. Time goes by. Then some afternoon you come home to find her blowing a guy from the laundromat. And the sad thing is, in the end, you are the douchebag, and that’s all there is to it.

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6. Getting Married Too Young

This rotten son-of-a-bitch trap can swallow even the most farsighted individuals. And I get it: You meet the woman of your dreams. You spend all your time with her; she gets all your jokes. And pretty soon, she’s on the pill and you’re living under the same roof, picking out paint for the dining room, secretly wondering what the hell happened to your manhood. Before you know it, you’re d*ck deep in webcam girl bills and pleated khakis. Next up, divorce, which charmingly includes going into debt to pay for the lawyers. But the sick twist is, she never wanted any of that bullsh!t either.

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5. Not Traveling (Enough)

It’s hard to realize when you’re 21, but the time for whisking off to foreign lands with nothing to worry about besides which awesome thing to see next quickly evaporates. (Just ask any older person, they’ll tell you all about it.) Before you know it, you’re still in the same place you were seven years before, but with too many responsibilities to get away with jetting off to India for six months, just for the hell of it. So the best bet is to get as much traveling in while you’re single, childless and can still afford to not be working on building up your 401K (as if those mattered much these days, anyway).  So what are you waiting for?

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4. Not Finishing School

One thing you quickly learn in college is that not having any money to spend sucks a hot cup of assholes. By your junior year, all you want to do is sit still for two f**king seconds and relax, instead of zipping around like a PCP addict. So you drop out, get an OK job, do OK stuff and have OK things. Cool, right? Maybe. But if you want to really do something interesting with your life, you’re going to have to do a hell of a lot better than that.

Not only should you finish school, but you should become passionate about something, study abroad and then go to grad school. Become an expert. You know, or you could knock up some chick, get a predatory loan and hope to God you never get fired for the rest of your life.

(NOTE: I know, this is not always the case. Some of the most successful people in the world dropped out of school. Fine – whenever you want to go invent something that changes the world, be my guest.)

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3. Smoking

If you didn’t know smoking kills you by now, then you probably deserve whatever fate becomes you. Whatever. The thing the never-smokers don’t understand is, smoking is good for the soul, damnit! (Unfortunately, you only think that because you’re addicted to nicotine.) But unless you’re some type of endlessly-going genetic anomaly, THIS SH!T WILL KILL YOU. Seriously, so unless you want your kids to think you’re a total asswipe, quit right now. If you don’t want to have kids, fine. But that’s not going to make the chemo any less sucky, that’s all I’m sayin’…

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2. Bad Credit

This one applies to everyone, since we Americans all seem to be addicted to f**king ourselves over in the long-run by getting greedy and buying a bunch of stupid crap every 10 seconds when we can’t afford it. Yep, I’ve been there, too. And for now, while your biggest commitment in life is playing Left4Dead, it might seem OK. But when you have a family to support and sending your kids to college is suddenly slopped on your plate, you’re going to be eating a giant sh!t sandwich. That is, unless you call saving for the future and holding-off on that new 50-inch plasma  something other than a sh!t sandwich. Not that I have to tell you that anymore, since you don’t have a job. Hmmmm, I wonder how that happened…

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1. Not Spending More Time With Your Parents

Mom and Dad might not be hip to your world or your life or even the Internet, but that doesn’t mean they aren’t the two most important people you have. And believe it or not, they can be gone before you know it. (Other times they stick around so long, you could kill them yourself, but that’s another article.)

So whether you live miles away or blocks, make sure to spend time with them whenever you can. Call them, send them a card, do anything that lets them know that you’re not a complete f**k-up. They will thank you for it, whether you know so now or not. It’s not to say that, if you are still living on your parent’s couch, you’re going to be the most satisfied person on the planet. But if you only see the folks once a year, you’re going to have some therapy bills to pay for once they pass, guaranteed.

Honorable Mentions: not banging a MILF, heavy drug use, not learning a foreign language, beastiality

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Have a regret to add to the list? Just tell us in the comments!

Comments

165 Responses to “Top 10 Things From Your 20′s That You’ll Regret When You’re 40”
  1. Cameron says:

    I regret wasting my time, reading lists that tell me that I waste my time doing everything I love, except for reading your pointless blog. touche, subliminal marketing is cool /s

  2. Danny says:

    So true… I think in general a lot of your articles are tongue and cheek, but the final 4 were so true. My folks told me this when i was going through school.. now I am telling my kid the same thing… Pure awesome article!!

  3. Mobilemoll says:

    Oh, the travelling one is something I preach to my (mostly) knuckleheaded teen nieces and nephews. It's amazing how 'boring' life is when you have no job and basically bullshit the day away after school. Right after giving the "Get that important piece of paper!" speech, I remind them that life is short, the years will whiz by and to start saving money so that they could travel a bit and do other things before family, bills, mortgage/rent, etc. bite them in the ass.

  4. dave says:

    Besides the fact that your top 10 is very understandable and down to Earth. The humor that is riddled through your article is fantastic. Keep up the good work.

  5. Electronasty says:

    Definitely the traveling one. Unless you're on your way to becoming a billionaire, do that shit.

  6. Defunct Dave says:

    #11: whoring out your sister because you were bored

  7. Bob says:

    I saw a loser at the store the other day whose entire face was covered with a tattoo. He kept trying to keep his back to everyone by listening for footsteps and rotating in the opposite direction.

    What a Class A Loser.

  8. Biff says:

    #12 – Chewing ice. Cracked molar and root canal at age 50.

  9. Dus-Sn says:

    I agree on all points except for the statement in the traveling section where it says "So the best bet is to get as much traveling in while you’re single, childless and can still afford to not be working on building up your 401K (as if those mattered much these days, anyway)."

    In my opinion it is never too early to start putting money in to a 401k because for all young people time is on their side and that money will compound. Most young people (if you were like me anyway) have no sense of how to budget and so putting money somewhere that's inaccessible for an amount of time could prove more beneficial.

  10. Earther says:

    All correct… but the picture you used to illustrate the tattoo is not appropriate. That guy waited until his 60's after he ended his career in law enforcement (i think) to have the tattoo he wanted all his life. It is the tribal tattoo of his people. He goes around to schools giving talks now.

    Pretty cool guy. For a lot people tattoos really mean something.

  11. Lasse says:

    Earther; The meaning of tattoos. I think the most common meaning of a tattoo is the one people make up to have a excuse to get one.

    Example, you took guitar lessons when you were 12, then the tattoo might contain some notes etc. Then you can brag to your friends how music saved your life or how you been inspired trough tough times and you got this tattoo as a tribute.

    Sound's much better than the truth, "everybody else got one, they are cool so i want one as well"

  12. dice says:

    You sir, are a boring fucker. Mired in society, left with only a handful of ideas, you have to tell people where they are going wrong in order to fit in. Great, self-aggrandizement, social standardisation and vanilla humor have all been rolled together to create this list. It could be that the regrets have piled up in your life just like those bills and responsibilities you talk about.

  13. ferginho says:

    isn't the point of these lists to be amusing while saying something pertinent?

    This just came across as snarky and completely contrite.

  14. Ken B says:

    I would argue that heavy drug use is something you SHOULD do when you're in your twenties. You can't do that shit when you're knocking on 50 so get it in while you still have the chance. Obviously you don't want to fuck yourself up with it but don't worry, drug related death = loser death. And you're not a loser, are you?

  15. Phil E. Drifter says:

    Shame you had ok parents that you can stomach. I can't fucking stand my father and I haven't seen him in years since he jetted after leaving my mother with 4 kids to raise. oh, and fuck you. Most people CAN'T afford college themselves, and not everyone has a mommy and daddy who can float the bill. So fuck you for that too. Vacations? Fuck you.

  16. Smokey says:

    From experience, I'm only 22 but I already regret the heavy drug use. Heroin, meth, etc, just aren't worth it, and neither is smoking weed every single day. The time will come when you don't want to just sit around destroying your brain all day (weed may not kill brain cells directly but it sure will atrophy!) but you constantly have the urge to toke up and most of your friends are heavy drug users who don't do anything worthwhile. I've seen many people go beyond the tipping point, doing H every day, dropping out of school to become dealers or strippers or whatever.

    Just my experience, as always YMMV.

  17. Shelly says:

    I am almost 40 now and I don't regret being estranged from my parents. They were physically and emotionally abusive–a completely toxic relationship. I confronted them and they refused to acknowledge their behavior and they believed they have the right to treat me with disrespect. So, my life is better off without them and my brother can deal with them.

  18. Peter says:

    Telling everyone you know that the problem with the world is there are too few liberals. It's hard to be a rebel without a clue your whole life (unless you get into politics).

  19. thelipstickdiaries says:

    I have to agree with not spending enough time with the parents, but i disagree wtih not going to college- my CEO of my company and his wife are some of the most succesful people ive ever known and they didnt even go to college, so this could be argued. but schooling urself is important even if it's just Self Taught or discovery channel.

  20. immy00100 says:

    Profanity never make you look cool!