It is Spyro the Dragon!
(well, it's one of the games in the series. You must know which one?)

Your turn.

Which one specifically? I finished the original PS1 version earlier this year and I'm fairly certain that that's not it.

It's number three - pretty much the same game but instead of freeing dragons from statues you rescued dragon eggs which hatched (fig. 2)
There was also different characters who you played as for certain levels - Sheila the Kangaroo and James Bird the flying penguin are two of them. You're goal is to defeat the evil sorceress who is trying to use the dragon eggs to make powerful magic. (pictured in fig. 1)

As I remember it, it was a really good game, as fun as spyro 1 and 2. There were also skatepark levels because it was the 90s.

I will post the artwork as soon as I am able. It's Christmas time now, and stuff, but I haven't forgotten about this. :-)

I will go in Captain Obvious mode with this one:

Captain Oblivious ?

Indeed. It is your turn now.

Rough New Year's Eve apparently? :P

More than you'd think. But yeah, keep forgetting about that. One second.

Ok. Quickie.

Everybody had a rough valentine's day it seems... ;p

If this is three, what is this?

(Monkey Island 2)

Correct.

(I spent a ridiculous amount of time on this puzzle, jolting notes and little sketches on a huge page, before the painful facepalm.)

Haha, my first correct guess! I will try to post a new one tomorrow.

(It's a relatively simple puzzle, but the troll potential before realizing the answer is priceless).