I don't bet much these days - probably only about 3 fivers a year - but I used to have a bet on the Premiership most weekends. I'd usually bet on 8 matches, staking 15p on 28 sixfolds, 8 sevenfolds and 1 accumulator. Total cost of bet £5.55. (Yeah, I love the 555...)
Potential winnings varied massively from week to week, of course, depending on the odds of the teams I was betting on, but typically you were looking at around £50-£200 if six came in, around £500-£2,000 if seven came in, and around £5,000-£20,000 if all eight were correct.
Never once got all eight, or indeed seven, but I got six out of eight right about once a season. I think that in every single instance Boro were one of the two teams that let me down (don't ever bet on your own team in an accumulator!*).
I can't adequately convey the frustration and mixed emotions of collecting about £80, knowing it would've been about £800 if the team you love could have held on to their two goal half-time lead against ten men instead of throwing away two points and £720 of my money...
*Especially if they're a bit crap.