BEST AND WORST GEN AT THE SAME TIME

⇒ Pokemon Designs - Gen 5
⇒ Region (Towns/Caves/Landmarks) - Gen 5
⇒ OST (music) - Gen 1
⇒ Gym Leaders - Gen 4
⇒ Elite 4 Members - Gen 6
⇒ Champion (pick name as well) - Gen 3 (Steven, not Wallace, f*ck Wallace)
⇒ Post Game (extra content after game completion - Gen 5
⇒ Mechanics (gameplay/delivered best experience) - Gen 3
⇒ Overall Favorite Generation (Everything into one) - Gen 6
⇒ Overall Worst Generation (Hate almost everything or just the worse of the six) - 2

Never played the Gen 5 games

⇒Pokemon Designs - Gen 6
⇒ Region (Towns/Caves/Landmarks) - Gen 1
⇒ OST (music) - Gen 3
⇒ Gym Leaders - Gen 1
⇒ Elite 4 Members - Gen 3
⇒ Champion (pick name as well) - Cynthia (Gen 4)
⇒ Post Game (extra content after game completion - Gen 2
⇒ Mechanics (gameplay/delivered best experience) - Gen 6
⇒ Overall Favorite Generation (Everything into one) - Gen 2
⇒ Overall Worst Generation (Hate almost everything or just the worse of the six) - Gen 1

⇒ Pokemon Designs: XY
⇒ Region (Towns/Caves/Landmarks): BW2
⇒ OST (music): BW2
⇒ Gym Leaders: RSE
⇒ Elite 4 Members: RBY(cos is not monotype based)
⇒ Champion (pick name as well): RBY Lance
⇒ Post Game (extra content after game completion): HDSS & BW2
⇒ Mechanics (gameplay/delivered best experience): XY
⇒ Overall Favorite Generation (Everything into one): HGSS/BW2/XY(just cant pick one)
⇒ Overall Worst Generation (Hate almost everything or just the worse of the six): RSE

Wat are you waiting for? o.O hurry up and get it

⇒ Pokemon Designs - Gen 1/3/4
⇒ Region (Towns/Caves/Landmarks) - Gen 1/2/3/4
⇒ OST (music) - Gen 1/2/3/4
⇒ Gym Leaders - Gen 1/4
⇒ Elite 4 Members - Gen 2/4
⇒ Champion (pick name as well) - Blue, Lance, and Cynthia
⇒ Post Game (extra content after game completion - Gen 2/3/4
⇒ Mechanics (gameplay/delivered best experience) - Gen 6
⇒ Overall Favorite Generation (Everything into one) - Gen 4
⇒ Overall Worst Generation (The worse of the six) - Gen 6

Let's see here... Thanks for the template too!

⇒ Pokemon Designs: 1 & 2
⇒ Region (Towns/Caves/Landmarks): 2 & 6
⇒ OST (music): 6
⇒ Gym Leaders: 1 & 3
⇒ Elite 4 Members: 2
⇒ Champion (pick name as well): 4- Cynthia
⇒ Post Game (extra content after game completion): 3, 4, 5.2 (Gen 3 because Battle Frontier, 4 because of legendaries, 5.2 because of total package)
⇒ Mechanics (gameplay/delivered best experience): 6
⇒ Overall Favorite Generation (Everything into one): 2
⇒ Overall Worst Generation (Hate almost everything or just the worse of the six): I used to hate gen 3 the most, but now that I think of it, due to it's stay on the DS and its more linear nature, I have to say overall gen 5. Plus gen 5 imo had my least favorite designs. I still really enjoyed it, but it's my least favorite of Pokkemon.

Also... you forgot STORY!!! I'd give best story to Gen 5 though!

5.2's story felt completely disjointed. The first 5th gen game's story was amazing!

Best rivals (for me)- 1 and 2

Worst rivals (for me)- 6

Also forgot best/worst antagonist... ie) Team Rocket, Team Plasma, Aqua, Magma, etc. I feel story is heavily influenced by how good, or bad the antagonists are.

⇒ Pokemon Designs - Gen 1
⇒ Region (Towns/Caves/Landmarks) - Gen 2
⇒ OST - Gen 6
⇒ Gym Leaders - Gen 4
⇒ Elite 4 Members - Gen 5
⇒ Champion - Gen 4
⇒ Post Game -Gen 5/6
⇒ Mechanics - Gen 3
⇒ Overall Favorite Generation - Gen 1/2
⇒ Overall Worst Generation - Gen 3/4 (I don't hate them, I just find the other games more enjoyable)

⇒ Pokemon Designs - gen 5
⇒ Region (Towns/Caves/Landmarks) gen 2
⇒ OST (music) - gen 5
⇒ Gym Leaders - gen 4
⇒ Elite 4 Members - gen 5
⇒ Champion (pick name as well) - Cynthia gen 4
⇒ Post Game (extra content after game completion gen 5
⇒ Mechanics (gameplay/delivered best experience) gen 6
⇒ Overall Favorite Generation (Everything into one) gen 5
⇒ Overall Worst Generation (Hate almost everything or just the worse of the six) gen 3