First a clarification, the "no mom/son" capped pics thing starts in January 2015. My goal is to diversify, and get all the older caps uploaded, and then in the month of May, the month of Mother's Day, start the slew of mom themed capped pics.
Also, I have begun to work on the request I received. For the requester, it may take some time. The pic hunting phase is over (I think), but every way I've thought to cap it kinda went against your instructions, so I had to switch celebrities and thus a new plot is currently stewing in my mind. Also, I believe there's a whole blog called Celebswap that kinda specializes in that genre, so you may want to direct requests there for quicker results.
I don't mind the celebrity swapping thing mind you, I've sorta done it before, but long ago, and doing the request does help improve my variety efforts, but I don't usually pic hunt celebrities so I don't have any archived and so it takes longer than usual.
Now, does anybody want more "Level Up"? I had two more players set up, and I had more to cap for Player 1 expanding on being the principal and his mom.
Also, I see a lot of readers liked "Like Mother, Like Son", that series was actually a request from a reader that sent me the pics by e-mail (firstname.lastname@example.org). The names were changed so I could post it to the group, but that's how and why it got made.
If you use the contact form on here it'll send your request to that e-mail address. If you need or have pics already send them as an attachment to that e-mail address saying what you want.
Now, I've got one new one done I'm going to upload. I just noticed my 2012 tagging is a bit lagging, but I think that's because I didn't tag them all. I want to finish that today.