Well suggested by Pete Harwood.
my very first custom board - 9’8 Wardy ordered from Al Giddings at the Bamboo Reef in SF, 1965. T-band with outside stringers, 7 piece tailblock, speed fin, absolutely balanced board.
I have 3. 2 eggs, one 6’10", one 7’10", and my old home made, thick heavy twin keel.
The old hobie with all the t-bands and redwood rails, the wardy, dewey's... and that magic . single fin made for pipe.
Makes me sick, young and dumb full of false pride. I feel shame. Bad subject around our home.
Better go surfing
An original MR twin.
My first board I ever built… with my first hand foiled wooden fin.
9’6" Phil Edwards I bought in 95. Worked to pay it off all summer and surfed it and my Pops (now stolen 1970 Sunshine) for 8 years and nothing else. A couple of years ago our beloved first OES died suddenly and I feeling as though it was time for a new start traded it for a Velzy to my neighbor. I have since sold the Velzy, weep for the theft of my Pop’s last board from my own home…ride my wife’s noserider and can see the Hobie on my neighbor’s wall…at least I know where she is and that she’s still being adored and cared for…that board was good from knee high to eight foot easy…got my first hang ten on that board…I really really really miss her (more than I knew after reading my own post!).
My first board a 9’-6" Surfboards Hawaii. My second board a Dusty Rhodes Spyder, a great nose rider. Got my first tube ride on my third board a 7’-6" Morey/Pope McTavish Tracker. All the rest don’t compare.
the Wardy on the right looks really similar to my treasured first custom, just missing the diagonal racing stripe pinlines…few years after getting it, gave it to a girl from Hi who had just moved into the hood with her Mom and older sister…she could really surf and needed a board, so pretty much just gave it to her as I was riding a new Hansen I’d just got…
9"4" G&S custom ordered from the Dana Point/PCH shop in 1963. My third board (after a Dave Sweet and a Weber) , but the first one that really worked and helped me start surfing competently.
Sold it in 1966. It was one of the magic ones: should have just stashed it in the garage.
That said, maybe it’s just as well: I’ve had other “favorite” boards that I DID hang onto only to hate them when I tried to go back to them months or years later.
It’s all a matter of perspective/frame of reference shaped by what you’re riding at any given time. Your boards and surfing ability keep evolving and, hopefully, improving. Going back to a less-refined design from a bygone era can be difficult and disappointing, regardless of how much you loved it before you’d ridden better.
The same holds true for old girlfriends… 
Me and my highschool sweetheart (circa 1965):
My beloved Maui Model by Greek. Disappeared some day around 1973-1974, never found it again.
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This was my magic board that really made surfing into something I wanted to do forever. I got it at the Harbour shop in 1964, the nose was f’ed and it was a trade-in that just arrived. It cost a fortune back then for a 14 year old, $35 bucks. Granny came through with the $10 I was short. I rode it for a few years until the racks flew off my VW bug on the Long Beach freeway. It had white pigment on the rails and the stripe down the middle was green. It had a model name, but I can’t remember what it was.
I recently sold my first, second and third surfboard. My first G and S longboard, a slew of other McCoys, Two 1960’s Bing David Nuhiwwa nose riders and a few other old boards. Don’t regret a single one. I keep the boards I ride and sell the rest. A new set going up for sale soon. Just surfboards. Nothing more. No magic outside the water. I keep a Lance Carson around that I still ride sometimes and it is now the oldest board I own.