Most constantly enjoyable PVP: Small-gang fights, less than 10-15 on each side.
Least enjoyable PVP:
FLeet fights. FCing for hundreds of people and herding sheep. Taking an hour for people to get into the right ships, constantly keeping a lasso on large groups.
Excessive hotdrops. Dropping 50 or 60 ships on top of my 4 or 5 person roam is just annoying.
Some of fondest pvp memories:
The fights where you are barely hanging on, armor failing, structure failing, trying to squeeze out one more rep cycle (back when people armor repped). Outnumbered, outgunned, ship on flames with corp mates dying around you, yet somehow chasing off an attacking gang. Yelling in all caps in local mid battle: "MY TANK IS FIGHT!"
Hunting, being hunted, laying traps, falling into traps.
Winning fights when outnumbered and outgunned. NOTHING feels better.
Captaining an Alliance Tournament team, coming up with strategies and fits for the team. Winning all of our prelim rounds with I think a single loss almost flawlessly.
The first time I saw a Titan on field and it turned its guns on my carrier, and I survived.
One-shotting buzzing interceptor pilots while in a battleship. Flying around trying to tease my big slow guns and then when they forget about transversal... zap.
Some of my worst pvp memories:
Leeroying entire fleets to death, losing 50 or 60 ships to my own stupid FC decisions. Letting fleeties down with poor tactical decisions and watching us all die horribly.
Spending HOURS an entire afternoon trudging about a hundred pilots damn near 40 or 50 jumps to join an 'epic fight' about to happen, and watching to my horror as the FC placed us on field directly in path of incoming bombers. They killed literally like 50 ships in one salvo, ships and pods dying horribly. Hours of prep time, an hour of travel, dead in 15 seconds.
Getting my ass severely kicked in alliance tournament as soon as we got to the big boy large team televized rounds.
Chasing nano-gangs. Hate nano gangs. Pre-nano nerf this was just ridiculously frustrating.
Most Embarrassing Loss:
Thinking I was safe on a station undock with a battleship, and then getting bumped by a Macharial about 50km away from docking range, watching helplessly as I was summarily chewed to pieces.
Undocking in a shuttle to transport somewhere, being instalocked by some jerkface in a quicklock loki, and then being instapodded before I even knew what was happening. Embarrassing!
Trying to solo an Abaddon in a curse once, thinking I would be ace and safe with tracking disruptors and such. Abaddon was extra-tracking-fit and was boosted remotely. Shredded me in about 4 volleys. Pop!
Losing a fully rigged Damnation because I miscounted my security status and jumped into a .9 system trying to get to a Sansha live event.