... too many to list really, can't think of which would be 'best'.
I guess most of them would come from my earlier playing days, just after my GCSEs. Pretty much a Summer Holiday filled with gambling.
I think when I was younger, the wins meant more, and I staked less to achieve them. It was before I'd say I became a full-blown helpless addict. It was before I started playing in arcades / betting offices, so it was purely pub gambling.
As such, it was structured around going out with a few mates, some darts / pool, and grabbing a few beers (I was always tall for my age, and had a great reputation, so most pubs served me and were probably aware of my age).
Anyway, I digress... best one was probably Tulip Parade, sure it was the same year as my GCSEs (2002?), and I was on study leave. Started off with £10, spent the first fiver on a Guinness and 10 Richmond, and went on Viva Rock Vegas. First board is a flash, flat £25. Got another board a couple of presses later for another £25, and another board after (no flash) which I wussed out on and took £10, so that's £60 out.
Went on the Full Moon Fever next to it, unusual Impulse machine. Don't think it was a flash but punted out a nudge gamble of some sort to get £25, although I can't remember if it repeated or not. Pretty sure it didn't.
Either way, the day had just started, and I was plenty up.
Walked towards the river to a pub I played darts for at the time, Temple of Treasure. £5 in, Nudge Code bonus which gambled up for £25 and repeated twice for £75.
Of course my mates were gobsmacked, none of them played machines, and couldn't work out how the hell I had over £150 in coins at this point.
Obviously it was just bloody lucky, but as they didn't have clue, I milked it a bit.
You can probably guess who bought the beers
Did some more gambling after that, made some more profit. Don't remember how much, I only remember getting wasted on the riverbank.
That was a good, old time session - surrounded with best mates, lovely weather, plenty of drinks, and a good time.
Unlike the way my gambling turned out - anti-social, dingy arcades and desperation.