Somehow, I don't think the center one is Kamitsure either...

It's clearly Cilan/Dent.

Not clearly. He pulls that off a bit too well.

Again: the "It's a trap!" pool is NOT a crossdressing pool. Please read pool descriptions before adding to them. It's not hard.

Both Ash and Iris are staring in confusion at the same things we are.

You know that outfit doesn't look too bad on Iris actually...

Given the breast pads visible, yeah, I'd say it's Cylan.

Kinda fun that even the pokemon are cosplaying as her.

Ash is not new to crossdressing. He's no Kojiro/James but this is probably nothing new to him.

Yeah Ashley/Satoko isn't new to cross-dressing.

@saizo0070
Though it could be the first time that his crossdressing included wearing tights.

RiderFan said:
@saizo0070
Though it could be the first time that his crossdressing included wearing tights.

Eh, he probably had something similar the time he was a maid.

@HaroldRowsdower
:) *Two things*
1. He was wearing socks in that episode.
2. http://www.youtube.com/watch?v=R6OPyfQxwDM

TheSteamyAuthor said:
You know that outfit doesn't look too bad on Iris actually...

:) *Two things*
1. It nearly matches her hairclips.
2. It complements her hair color.

HaroldRowsdower said:

Both Ash and Iris are staring in confusion at the same things we are.

Yeah

TheSteamyAuthor said:

You know that outfit doesn't look too bad on Iris actually...

She looks so beautiful 💜