started skating on a 7.5, had no idea that boards had sizes - 11 years old
my next deck was an 8 and i set it up with the trucks of that 7.5 complete - still 11, bout to turn 12
after that i got a 7.3 and that board was crazy skinny and short, that's when i learned about sizes - 12 years old
started buying 7.75s and stuck with that size for about 2 years
at 14 i moved up to 8.0, still couldn't kickflip, set up a 7.8 to learn that, went back to 8.0 after i learned it, luckily i was able to keep doing em on the 8, but i set up a 7.75 again to learn how to 360 flip, that was like a month before i turned 15
15-16 i kept switching from 8.0 to 8.125, stuck with those 2 sizes, then one time my board got ran over and i was given an 8.5 from a friend, skated it but it felt too big, so i moved down to 8.375, then 8.25 and stuck with it for a couple months until i broke one and the shop only had 8.5s
naturally i got the 8.5, got used to it, from 17 up until i was like 20 i was mostly skating that size, occasionally going up or down 1/8
i think i learned about wheelbases at 18 because one of those 8.5s felt longer than usual but lined up with my previous board - it had a 14.5 wb while pretty much all boards i had before were shorter in that aspect
at 20 i went back to 8.25, knowing that i can do 14.25 or 14.38 and anything bigger will be harder to adjust to
at 21-22 i gave up on the 14.38s and stuck with 14.25 since (i'll be 25 this month). obviously i had a few boards that were different, disliked all of them, but was often broke so i had to make em work. in that time period i convinced myself that widths are not as important as the wheelbase, so i skated boards from 8.25 up to 8.625 without any real problems
at 24 i finally got a real job and started buying blanks in bulk, they were 8.375s at first, this last pack i got were 8.25s though and i think i like them a bit more, but both shapes work well for me.
truck wise - my first real trucks at 11 years old were ventures, i think 5.0 lows and they were rasta colored, i also had a silver pair, a baseplate broke on one of them somehow and i got royals in a crailtap colorway, blue hanger with a bunch of clouds, also skinny. i don't remember if they were good or not. i was 12 when i had the royals.
at 13 i got a set of indy 139s that were purple
at 14 i was skating thunders which were a busenitz colorway with a thumbs up/down graphic that said "seal of approval/disapproval" depending on which way you looked at em, they were 145s and had a hollow kingpin
at 15 i was skating silvers, size 8.0, from 16 to 18 i was back on thunders, 147s at first, then i moved up to 149s at 18. i was skating 8.5 boards with 8.0 trucks for over a year because of a reynolds set up video. 149s definitely made more sense.
at 18 i got a pair of ace 44 classics, that was my truck of choice for the next 4 years
at 22 i was given a set of ventures from a friend, ended up loving them, been on ventures since, just ordered a new pair of 5.8s
wheels - my first were zero, then i got bones 100s in the party pack colorway. i have a photo of my set up from that time period somewhere, purple plan b logo board, rasta ventures, wheels in 4 different colors, i'm pretty sure i had caution tape grip on there too.
i rode the bones for a super long time, i think 2+ years, i remember that one of those wheels was like 38mm in diameter when i took them off. to replace them i got a set of spitfire grossos in 54mm with a traditional tattoo graphic, they flatspotted super quick and other skaters were calling me ursus, which is a tractor manufacturer, because my board was crazy loud because of it. those got replaced with 54mm mini-logo "a cuts", i had them for a year, then i got my first set of f4s for christmas 2015 and stuck with em. i had like 4 sets of wheels that were different in those 9+ years, i had a set of pig wheels, some dialtones and i think jart wheels once.
my first f4s were 54mm conical fulls, i ran that shape for about 4 years, at 19 or 20 i got 58mm classics and then i kept getting classics or radials only, with a 56mm minimum, 97a if i could find em, 99a otherwise, never had 101s.
bearings are still whatever i can get for free or mini-logos if i have to pay
oh and jessup for life