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Around what generation do you think your love for Pokémon was at its peak?
It was during Gen 5 (especially the second half of Gen 5) and first half of Gen 6 for me. It was the time when I finally started understanding a concept of building a good and fun teams so because of that I had some of my best and most memorable playthroughs during this period. This is also the time when I became aware of the competitive battling and I spent a lot of time learning and battling with many different "competitive" teams that I tried to build. I also spent a lot of time breeding for competitive Pokemon with Egg moves and Hidden Abilities, especially during the early days of Gen 6. I also discovered the "Pokemon side" of YouTube during Gen 5 and learned about shiny hunting and nuzlockes so I tried doing both during this time period and I had a ton of fun with it.
This was also the first time that I actually followed the release of the new games (X and Y) from the first trailer and never missed any update (even a few fake leaks managed to fool me for a couple of hours). Following the release of Gen 6 was an amazing experience, especially since Pokemon was moving to 3D. The Mega Evolution reveal was so amazing and I'll never forget the hype during those days.
You can also see that this was where my love for Pokemon peaked because Gen 5 is still my favorite generation and Gen 6 (especially first half of Gen 6) is my favorite competitive period in Pokemon.
Gen 4. The P/S split was one of the hugest improvements in the series, as it made Pokémon that were completely useless like Sneasel (terrible Sp. Attack on a Pokémon whose two stabs were special types) inmensely better. And on top of that it also added many welcomed evolutions to Pokémon that really deserved more attention making them a lot more viable. I just can't go back anymore to anything pre-Gen 4 with such nonsenses as Shadow Ball being a physical attack while Bite/Crunch are special.