Hey there!
I added a few games, that are freeware so you can download them for free and speedrun them and make some juicy times. These are:
Boxer's Story it's a boxing game, focused on a fictional story of Adam Bradbury. Complete the story mode and become the champion of the world! Game has an interesting mechanic, where you don't need to win certain matches to progress further. Game was delisted from author's website but he rest assured me that I could put the game on this website and here it is! Also you can download it straight from the game page and Resources page, it is fully playable and fixed with dgVoodoo
Popscene: Track 2 it's a music industry simulator. Get on top of the music industry doing music, hire people as band members, get sued (or win court cases) and get record deals and such. I put some categories up there, if you wouldn't play for speedrun I recommend playing it out of boredom. You can make yourself a band and tour, or release an album which is bad and you might get kicked from an underground label :D
Popcorn is a Movie Industry simulator, mainly inspired by "making Hollywood movies" kinda thing (but in a funny, satirical way too), where you make indie movies and your goal is to get on top of the filming industry and maybe even win an "oscar" (it's simply called an award there). You can also get sued in game, or get fired or make the best movie ever and still not get any award (the randomness is interesting). I have put some categories there as well, but game is alot more harder than Popscene: Track 2 or Boxer's Story in my opinion. It took me a few attempts to do a Movie Label Any% run where your goal is to get the Movie label record contract in the fastest time - sometimes it can come fast (outside of recording happened in 7 minutes) or in the case of my submitted run around 26 minutes (might take even hour). And Award any% or Number One Movie category are much harder too, because at the beginning you basically can't have a movie on the top straight away, you need to consistently grind and hire new actors to maybe make better movie.
If you wish to speedrun them, feel free. I can validate your runs. I hope you like them! :)