James has to go out with his boyfriend.

[ShootingStarz990]

they just pulled a Jersey Shore with their tans.

[xceis]

James's female disguises always turn out better looking than Jessie in general...

[xjoannax07x]

i seriously thought that jesse was going to hit james for saying "Cool~!" all the time....:D

[legendsrock0404]

ash : dya know anybody who says radical anymore ( XD XD XD )

[MQ7474]

Dang, this video is just so cooooool. I can't get over how cooooool it is. To-ta-ly.

[TehLastMuffin]

Wow I never realized how short Brock is until I saw this.

[arellagrayson21]

COOOOOOOOOL!!! XD

[greenpigen]

... That was so cool1

[pikachuluver611]

coooooooooooooooooooooooool!

[LunaGirl2001]

Coooooooool!

[zelkor1]

I Loved this video , James: Woooooooo!

[Sasuke006]

lol i think in one episode team rocket made a joke how they could put anything on and ash and the others wouldnt recognize them

[RedDress]

COOOoooOOOOL

[BoysskaterR]

Pause at exactly 1:17 and prepare to laugh at their faces lmao!

[ShayminQueenReviews]

@BoysskaterR :D

[Dracosgal8]

James says coooooool 7 times in this clip...well 8 if you count the one after

[Lollyholly99]

fuck i remember this episode. i had it on video. but my vcr broke and i was devastated.

[Junior27z]

Jessie always makes James dress up as a girl. LOL

[MeiReiNeko]

@Junior27z Nope, James is the one willing to use inflatable breasts and wear a bikini.. the most disturbing thing is that it suits him.. wait...

[XDJenny1]

james is the coool girl!!!^^

xD ilove it!!!

[crisisdead1]

Jesse says "we had to go out with our boyfriend"

[reminiscor]

0:34 James' Giggle

[sheiks65]

1:22 they should had james say 'cool!'

[HelloKityfan]

omg, jessys voice actor sounds like clover from totally spies here...

[LucylovesKohta]

Haha I never noticed Jessie said "fer sure" before lol

[devilishperson]

I love how they frolic away at the end

[kmd0220]

toatally free toatally free to-ta-ly -FREE

[BlackLupinLove]

:36 is the shit.

[DarkAbsol8811]

Funniet part of Pokemon ever!!!!

[lava172]

LOL James keeps saying cool.

did they seriously dye their hair just to scam them?

most hillarious scene ever from pokemon.

[metakight4]

to-a-lly free XD

[animegurlz2012]

"coooooool" lol

[TheSoulVids]

This isn't the first time James dressed as a girl ^^

[pkmnaggressor]

COOOL!

[hatsunemiku011]

What I have to say about this is......

Cool.

[usmcandrew16]

"have a nice day..forsure"

[matcraizy]

holy shit wtf james is wering a miniskirt

[remembercoment]

??? james you retard you can just where a boy disguise and P.S.YOU LOOK 100 MORE TIMES RETARDED BEING A GIRL!!!!

[shadowfax273k]

COOOOOOOOOOOOL~!

[MsCupik]

James is funny

[EcksDeeOneTwoThree]

Coool!

[Faylien64]

Are they ever going to... get taller?

[Waluigi2009]

JAMES IS SEXY

[OliviaRiceCakes]

@Waluigi2009 I agree XD

[trumpeterjen]

"COOOOOL" Count:

Ash: 1

James: 6

Jessie: 7 + Bonus points for 2 uses of RADICAL!

Winner = Jessie.

[agmendelssohn]

You know, for one of their future costumes,Team Rocket could just throw on shirts that say "We're Not Team Rocket" and use that as a disguise...and it would work!

The twerps are that dense!

[Naruhinaluver15]

@agmendelssohn finally someone who agrees with me how can they be so stupid

[Naruhinaluver15]

@Naruhinaluver15 @agmendelssohn and the worst part is they have the nerve to actually be surprised when they reveal themselves

[TeamRocketshipper5]

James is, like, the COOOOOOOOLEST anime character ever!

[megahappypinkskitty]

totally free

to-tally free

to-ta-lly free-ee

[ashleyy1tisdale]

0:06 ;P

[SOSHaruhi101]

Coooool!

[Gangstadaime]

COOOLLLLLLLLLLLLLLLLLLLLL

[CaptainYuzuki18]

Ash, Misty, and Brock are retarded -_-

how do you not recognize them?!?!?! It's like Sailor Moon!! They look the exact same....hair style and all!!!!

[inuyashachick13]

Haha XD I love that part....

The only thing that could have possibly made it better would be if Brock had hit on James.

[2XxxSweetShanicexxX4]

Lol yeah, that'd be gr8! XD

[Shiinsan23]

I had a dream where that happend.

[Jteam987]

@inuyashachick13

in this one episode james dressed as a girl and kissed ash on the cheek

[AquaMoonlight]

CooOOOoooL!!

[SoopaPuppie]

James is a prettier girl then Jessie.  Ha!

[Purdoomsday]

@SoopaPuppie i'd titty fuck jesse

[HentaiSweetie]

Aww you didn't show the part that came after it "Like wow don't I make like the cooooooooooolest girl?!"

[pikachugirl254]

ash is so stupid

[KairiLovesAlphonse]

haha i have that episode on video! Love that part

[gabenevinslover9229]

Wow, I almost forgot how much I love James.

[DragonBoy341]

LOL Cool!

[WELLTHENLETSGO]

PFFF

WHAT THE ACTUAL HELL

i love this guy

[mathjuca]

C-R-E-E-P-Y lol

[KigurumiAlice]

HOoooooot Hot

[SunshineTheHedgehog]

lol coooool! james rocks

[inuyashachick13]

Lol James is so awesome...

CoooOOOOoooollllll!!!!!!!1!!!

[Slagsmuklubben]

What the fuck

haha

oh yeah 1:23 Brock's face. Boner time.

[treeckolucario777]

most radical DUDES!

CO-oool!

[27dayz]

lol COOOOOOOOOOOOOOOOOOOOL! XD.

You've gotta love out little Jamsie the crossdresser.

[Larrylarp]

0:36 That giggle cracks me up.

[TheFunGreenDragon]

If James says cooooool one... more... time... lol.

[NintendosAdvocate0]

The thing that cracks me up about Ash and his fellow twerps is how completely stupid they all are. How many times have they seen Team Rocket throughout the years and STILL can't recognize their costumes or distinctive voices? Boy they're airheads. And why doesn't Team Rocket ever learn their lesson? So many repetitive things about Pokemon but I still love it!

[Lightwings]

... James going "coooool!~" all the time really freaked me out xD

[skittycat3]

Yep.

[luple1001]

Very creepy. Even so, that has to be one of their most obvious costumes ever.

[TheProblemChild]

WTF Creepy