I have lost many myself, but the one that my wife and I reminisce about the most was one that she once had on. Now, bear in mind that my wife is not an angler...she is to angling what Genghis Kahn was to the 'Love thy neighbour' movement, but this was one of those things you just 'do' when on holiday. We were in the Maldives, and they always lay on an evening fishing trip for the guests each week, local dhoni (open boat with a crew of 3 or 4) sunshade/rain cover, handlines, chopped up skipjack or similar for bait...drop the 4 ounce lead over the side, feel it down, then sit and wait. Bit like similar trips from Padstow or wherever...but warmer.
We were all catching small stuff, same every trip, but fun...and some very pretty colours. Suddenly my wife said she thought she had hooked the coral, so I hauled on it for her, felt slight movement eventually, so handed it back and told her to wind it up. Ten minutes, and much slow hand over hand stuff on her part later, the biggest stingray I have EVER seen was laying unmoving just below the surface, an extremely perplexed fish that obviously had no idea it was hooked, but had gently been coaxed to the surface by the soft touch of a woman. Now I don't know exactly how big this thing was...it was dusk by then, although you could see the outline of the thing. What I will say is that they had a stingray that they had affectionately named Bob, which came to a viewing hole in the floor of the over-water restaurant every night, to be fed by the waiters. Bob was roughly five to six feet across. The thing my wife hooked may well have been Bob's mum....
The crew went apoplectic when they spotted it, rushing around in a blind panic until one found a knife and cut the line. My wife was sorry to see it go as it slowly sank out of sight...but I dare not tell her what might have happened if the thing had realised it's plight and decided to go home in a hurry. With some of the line (at a guess, 100lb b/s mono minimum) wound around her hand, she would have been in serious trouble had that crewman not moved quickly. Neither of us will ever forget that trip, but to this day she has no idea of the danger she was in. Bless
Cheers, Dave.