Now that the original trio have been claimed, I wanted to do Team Rocket next. I thought about maybe having them both get captured together, but I don’t think I actually wanna do any threesomes with how limited this format is. Instead Jessie gets her ass claimed by Hypno in this page, and James will do the same next time.
I’ve wanted to do a bi pic of some sort with Jessie and James for a while, and decided to go ahead and draw them getting fucked side-by-side in this POV position that seems to always get a good reaction. I don’t have too much to add to this one, since the concept’s so simple, but I think both Jesse and James look great with cocks inside them.
So this is another one of those old pics I decided to go back to and finish. I’ve got a fair bit of Team Rocket-focused pics I started and dropped over the years, but this time when I got the itch to do something with them I decided to return to an older pic rather than start a new one. In the past I drew Jessie and James as controlling over Ash, but I’ve shifted their relationship some here. Some of you may remember one of Jessie’s Character Asks a while back, where she said they’d tried using sex to bribe Ash for Pikachu, but he and Pikachu still would get away even after a good fucking. I like this idea as it plays into the characters’ natural dynamic from the show, and I like to think that’s what’s going on here. Team Rocket is using their sexual wiles as older teens to seduce young Ash, but the rapscallion will still escape with his electric mouse in the end and leave them high and dry (maybe not so dry).
So the title of this one might be a little misleading, since Frieza and Ash aren’t paired together in the traditional sense… but they are the focus of this piece, so here we are. I had the idea a while back (like, before SES) of drawing Frieza pole dancing. I went back and forth on a few different options for the audience for said performance (Frieza’s soldiers or the Giny Force, the Z Warriors, anonymous aliens). Setting the pic in the Near Hentai Studio, however, let it be a bit more open. I still stuck mostly with people he knew before the studio in the audience (same with Ash in the background), but I like the narrative this approach creates. Both Ash and Frieza are sluts for attention in and around the Near Hentai Studio, and this is a fun way of illustrating that. ^_^ I was a bit worried about the colors for this one, but I think they turned out okay.
So, my first response to this Ask was to think, “Well, it’s already been established that these two have gotten physical with each other.” At first I thought maybe it’d be funny to have Jessie admit that she gives it up to easily for her to use sex as a bartering tool, but then I remembered that, like, catching Pikachu isn’t the problem. Team Rocket catch Pikachu more often than not, the problem is he always gets away. So then I thought, you know, maybe Jessie has tried (repeatedly) to sex Pikachu away from Ash, but Pikachu still escapes so Ash is basically just tricking her into fucking for nothing each time. That seems pretty in-character to me. The fact that Jessie would keep trying that tactic despite not getting the results she wants is kinda on her at this point.
My first thought reading the question for this Ask was Jessie’s original response. Jenny and Joy both seem like returning characters, but there’s actually very few times any of them make return appearances in the show. Jennys even get unique designs (especially in later seasons), though I went with the more standard design for recognizability’s sake. I had a few different ideas for how to convey the concept here, but in the end this is what I went with.
I’ve decided to change up the aesthetic of the Character Asks just slightly by giving them a more colorful background. Like the various shades of off-white the old Asks have, these colors will change with each new month, or set, of answers that I do. As for this Ask in particular, it’s referring to the pic I did a while back of Jessie rimming Ash. Like her answer suggests, this was not an isolated incident, as Jessie and James have both enjoyed toying with Ash and his friends when they have the chance. A much older pic I did of them involves Jessie guiding Ash’s head as he blows James, and there are surely countless other incidents that I haven’t drawn. ^_^ I’d like to do more with Team Rocket some day if I can.
So originally this was just the big image, but I wanted to show more of the whole “ass eating” thing to I added in the other two panels to kinda flesh it out a bit. Even though all three of them were pretty simple, it ended up taking a long time to finish because I kept getting discouraged by how much was left. After finally finishing it I’m pretty happy with the final result, and I hope you all enjoy it.
I drew the original sketch for this one back at the same time as my Trunks/17/18 picture, and you may notice it has a similar theme. Like with that picture, I tried to leave just how rapey the situation was up for debate, so the viewer can decide for themselves based on their own tastes.
I’m always worried about coloring old pictures, because I know I’ve made some improvements even in the short two months since I drew this. Still, I think it holds up fairly well, and people who are into this sort of thing should enjoy it.
I’m expecting Ash to crop up in my rotation again before too long, especially since Delia Ketchum did so well in my MILFs poll. I haven’t decided what I want to do with the two of them yet, but I think I should do at least one pic with the two of them that doesn’t involve Prof. Oak.
Still working on my Pandoras Box kick, here’s a non-DBZ pic that’s always been one of my favorites. Just everything about this pic is great for me. Ash and Misty going at it on Jessie’s back is golden enough, but then all the little details like Jessie’s expression or James sleeping in the back do nothing but add to it. Throw in Delia with her camera as a nice touch, too. Hopefully you all can enjoy these colors as much as I’ve enjoyed the original over the years.
