Most annoying gym leader

[TheSilentBang]

None are annoying. Unless youre on a nuzlocke and yoir torchic hasnt evolved. Then well... Roxxanne?

 

[Räven Velish]

I remember particularly having trouble against Winona.

 

[SoulMuse]

Tate and Liza. At least a long time ago. I need to rebeat emerald more recently to say for sure....

 

[Savanny Killersaurus]

I remember Winona and Tate and Liza completely obliterating my team in Ruby. I almost cried fighting Winona.

 

[Aquarelle]

The most annoying for me was Wallace on Ruby. My battle against him took forever because that Milotic just wouldn't go down. Winona was also annoying because during my Ruby playthrough, none of my Pokemon were good Altaria counters.

 

[Jirachi Dude]

The alt aria that belongs to winona was the worst thing EVER! It caused me to give up for a year, then restart my save file.

 

[PKMNinja]

The 7th gym. The dual leaders were hard. It toook my about say twenty times. I just had to focus all my power on one side of the pokemon to win.

 

[Greatemboar]

The 7th gym. The dual leaders were hard. It toook my about say twenty times. I just had to focus all my power on one side of the pokemon to win.

Really? Gardevoir learns Imprison around level 35 so you can stop that psychic and calm mind those annoying psychic types use

 

[PokemonOwn]

For me it was usually Brawly and Winona. But I guess I sort of blame myself for having a hard time against the former; I usually neglected training before that Gym battle. :x

Yep. I didn't train right for Brawly eaither

So for me it was Brawly and Tate/Liza.

 

[Cmack102]

Hands down Winona, starting with Blaziken and with my second being Breloom, it was horrible to say the least, glad there was no Cotton Guard in that generation..

Tate and Liza come a very close second.

 

[ashiemore]

With Tate&Liza I completely forgot that Blaziken was weak against psychic types, so I put Blaziken and Gardevoir up bu then the Lunatone got in Psychic and OHKOed my Blaziken. It took me three tries to finally win xD

I don't know why everyone thinks winona is so annoying, she was really easy on Emerald for me.

~ashiemore

 

[elitegirl123]

Winona. I lost to her the first time I battled. Altaria is the reason! I already beat the game already though! XD

 

[kankoon11]

The gyms were actually pretty easy especially the duo silence and lunatone due to my swampert and mitotic. The elite four in emerald is what I had problems with

 

[ChuckNorris]

I always had trouble with Brawly. His gym was annoying to navigate also.

 

[Volcer]

Juan and Norman, they were so annoying. Juan's Sealeo was horrible with ChestoRest and Norman's Slaking KO'd all my Pokemon.

 

[EspNeon]

For me,Liza & Tate without a shadow of a doubt.

 

[Everlasting]

Roxanne was a nightmare to me. I had chosen a Torchic and I put it at level 15 (Roxanne's higher level) without evolving it because I was quite lazy. I also had a Ralts (pretty useful) and Surskit. Surskit's Bubble wasn't enough to Nosepass and I lost at least 5 times to her before finally defeating her. Then there's Flannery.
Flannery, gosh... At least my Combusken was there and Masquerain too. Her Overheat-spamming Torkoal was annoying.

 

[Palamon]

Tate & Liza.

...The amount of times I lost to them because of their annoying double battle.

And Winnona. That gosh darn Skarmory won't ever stop killing my Pokemon.

 

[DarthVader]

Tate and Lisa are definitely the most annoying ones for me.

 

[FusionKT]

Tate and Lisa. I was stuck on that gym for so long!