Though not spoken out loud (it's a Japanese kids' show), it's heavily canonically implied that James is gay. Jessie is only close to James because he's non-threatening.
The real TR redpill is she regularly fucks Giovanni. Giovanni keep them employed for two reasons.
>1)
Field testing for machine prototypes. Ever thought about how this loser trio gets to play about with giant mecha machine robot zord things every other episode, destroy them, and yet manage to get another one one/two eps later? Machines that would cost tens of millions of USD each (probably the equivalent of hundreds of millions these days)? Thery are just prototypes. The engineers at TR use the data collected after each trio fail to improve the next design.
>2)
Regular hot Jessie pussy. Every time they go back to HQ for debriefing, Giovanni either only calls Jessie into his opffice, or calls all three in but then tells the other two to leave after five minutes but for Jessie to stay behind. He then rawdogs her right there in the office. He then forces her to swallow a Plan B pill and then take a shower in his private office bathroom. This is so she can freshen up but more importantly to observe that she doesn't throw the pill up in time. That way, no pregnancy. Sometimes he fucks her in the ass instead, but still makes her take the pill.
James and Meowth wait outside like good little cucks (James wishes he was the one getting fucked by Giovanni, Meowth is generally frustrated he doesn't get Meowth pussy). Ostensibly Giovanni is giving Jessie their next assignment. James and Meowth talk awkardly to each other, pretending to speculate over what the next task will be. Neither says it to each other, but both know exactly what's really going on behind those doors and that it doesn't take half an hour to say "Ok keep trying to get that Pikachu mmmmkay?". Jessie finally exits the office walking with a slight limp for a day or two.
