Biggest skate regret

[Fernzilla]

I was thinking about this today. One time when I was like twelve my uncle took me to this very jenky very ramp with my parents. There was a five foot section and my uncle was telling me to drop in. I’d never skated a ramp before and was too chicken. Wish I’d have gone for it. Might’ve got wrecked but fuck it, would have been cool.

That's why I always "try" if I see a drop it that I think I should be able to do.

I was at a pool a couple of years ago with a friend. I haven't skated a pool in so fucken long. We were skating from within on the higher end but I just said fuck it. I climbed up and dropped in.  It wasn't that gnarly, maybe five and half or so high. I stuck the drop in but fell on the roll away. My friend goes - "holy shit I can't believe you just got up there and did it" I told him - "It would haunt me forever if I had never at least tried it"

[Scarecrow Radio]

Repeatedly jumping down sets of stairs in my teens and twenties

[augustmoon]

Giving up on tricks I wanted to do, putting them off until later in life thinking I had all the time in the world, not thinking that some random health event would come up and cut my time short. Things I know I could have done, but now my body just isn’t capable. 

Settling for “close” being good enough and not pushing it harder when I was in my window

[hotstudios_on_youtube]

being shy and not asking someone to film me board slide a jersey barrier from flat

[Frank and Fred]

I am starting to regret my Flame Boy and Wet Willy tattoos.

I really should have put Willy on my right shoulder and Flame on the left.

[RoaryMcTwang]

Quitting

[Easy Slider]

Quitting

Same, I wasted 22 years getting high and drunk instead of skating between 1998 and 2020.

[Sila]

I regret not filming more as a kid. I wasn't any good myself but would be cool to have memories of the homies at spots that don't exist anymore.

[cucktard]

Quitting

My friends’ biggest skate regret is me not quitting

[radcunt]

Not bothering to learn flips and stopping for years

[Blind Fisherman]

Not getting comfortable with transition after almost 20 years of skating. I can do very basic shit, but anything beyond simple stalls and slash grinds scares the hell out of me.

[Musicaldeath107]

I could go with the easy one of quitting when I was younger before re-discovering my passion for it but honestly I don't think I would love it as much as I do now if I hadn't stopped.

So I think my biggest regret is never skating transition stuff when I was young.  There's a whole side of skating that I really just don't do much of because the barrier to entry on learning it as I get closer to 40 feels so huge.

[rosemaryBB]

Not filming more, even if I’ve never been that good

Spending too much time worrying that “real” skaters would think my tricks are “kooky”

Wearing skate shoes instead of literally any supportive shoes during my day to day life from ages 11 to 26

Not stretching enough

Looking at Slap message boards

[doomstation55]

I studied abroad in Melbourne for 6 months, and the library triangle book thing was under construction the whole god damn time until like two weeks before I left. It was on the way to the grocery store I went to so I saw it a bunch. When it was finally done I skated it like 4 days in a row and even did a bank ride on it with my groceries in my backpack and a bunch of people around. It was sick. I wish I’d been there another time. I guess I also wish I’d filmed and/or skated more in general in Australia but I had a good time there.

[JM]

Not taking an offer to go skate with the Tiltmode crew for a weekend back when they were huge and I was at my prime ... who knows what could have been ...

Reading that one really hurt.

[Rick Trapasso]

Being a little poosey when I was younger.

Should've pushed myself more.

[IUTSM]

To be honest, 110%, sticking with the group of cats i grew up with into my mid 20s who lived on a heavy criminal/drug element and had beef with everyone, rather than going to skate with the other group/crews that invited me to go skate and on trips. I felt such a strong sense of loyalty to my friends that really held me back.

[A_ _ Ron]

Stopping and waiting so long to get back into it.

And not doing more vert when I was young and fearless.

[Dwyck]

My buddy broke his wrist on the college mini so I was convinced it was cursed and never dropped in. Don't know the specifics of the dimensions but I've skated bigger since. It had a teensy bit of vert. I'd hit coping too quickly pumping it or something.
I want to go back with knee pads for my five year reunion

[ok boomer]

Never did a 540

[Xen]

Not moving to Manhattan (grew up on the East End of Long Island - we did skate in NYC a lot tho - hung with HHunter's group/BBanks)
Not pushing myself sooner after my first shop sponsor (contests, etc.)
Not moving to California sooner
Getting to Californian and skating the EMB (prime 90s emb) and realizing how behind we were
Realizing I needed to sleep at the EMB (like kids were actually doing) to progress (see above)
Stopping when work took over/no friends around to skate with
Picking it up half assed
Quitting again when I got married (once divorced I picked it back up and been skating ever since)
Not being better at transition (I have acrophobia and get vertigo around 6-8' fucking sucks)
Don't ever stop.

[Yonnycage]

Not moving to Manhattan (grew up on the East End of Long Island - we did skate in NYC a lot tho - hung with HHunter's group/BBanks)
Not pushing myself sooner after my first shop sponsor (contests, etc.)
Not moving to California sooner
Getting to Californian and skating the EMB (prime 90s emb) and realizing how behind we were
Realizing I needed to sleep at the EMB (like kids were actually doing) to progress (see above)
Stopping when work took over/no friends around to skate with
Picking it up half assed
Quitting again when I got married (once divorced I picked it back up and been skating ever since)
Not being better at transition (I have acrophobia and get vertigo around 6-8' fucking sucks)
Don't ever stop.

Shout out east LI. Greenport is still haggard as shit but Montauk just got an insanely sick park built out there. Acrophobia is no joke, I straight up have woken myself up screaming from nightmares about being stuck on top of a skyscraper before. Just thinking about that kinda shit gives me crazy PTSD type symptoms let alone radio tower climbing videos or any of that parkour stuff. Nooooooope no no no no thanks.

[b00tyclappa69420]

spending age 15-30 mostly smoking/drinking at the park/sesh instead of actually trying to skate. i would hit a “sweet spot” sometimes where i could actually skate and did progress a bit…but could have been more for the 15+ years i’ve been skating. luckily ive quit drinking and am having a 30+ skate renaissance… so lets see. nothing like learning tre flips at the ripe old age of 31 

[let’s go home]

I never bothered to properly learn transition skating and now at 34 especially landing to fakie (pivot to fakie, blunt to fakie…) feel so damn unnatural to me.

Also I should’ve done more skate travelling but I can actually do something about it.

[rusty knees]

shouldve filmed every little ride on grind and drop in and whatever dork tricks i could come up with...could have had parts for years by todays standards

[moonordie]

Watching that Gabbers part

[Groondor the Orc]

I regret not learning to skate vert, I have a lot of natural ability that I wasted, could have probaly been Bucky Lasek level good. Also street, didn't skate stairs so wasted the opportunity to be Reynolds level stairs flipper. Also rails in Cali are smaller and I didn't move there so I'm not Paul Machnau level rail skater either.

[scavenger]

Went to EMB around '89, when I was 15-16, with the intention to try the Gonz Gap. I was feeling pretty confident but broke an axle when I clipped on the 7-stair (was going way too slow and decided to ollie it last second). Had to go home that day without even trying it and didn't end up coming back until after it was gone

[somethingmustbreaknow]

deck width, should have sized up way earlier to 8.5 or something. but back then even an 8" was considered a ship.
landing tricks down stairs/gaps maybe would have been easier, more room to place us12 sized feet on something wider than a 7.5 to 7.8. shrugman

[Fasttimes]

Biggest regret.  . . Not skating when I know it balances me and fixes my mind. My advice is, learn the basics, you look good to anyone that doesn't understand, but skating and cruising in the dark and just ollieing manhole covers is better than a harley.