The original creator of the very first Thomas mod, Kevin Brock, revealed in this report that it began out of spontaneity after receiving some Thomas models from a friend. This much comes from a recent report by publication, The Face, that took an in-depth look into why gamers keep adding Thomas the Tank Engine mods to games.
Yet it appears that the original creator of the very first Thomas the Tank Engine mod in Skyrim got into legal trouble with Mattel, the company who owns the rights to the intellectual property. For example, there is a way to replace the gigantic snake boss in Sekiro with a Thomas the Tank Engine mod, and Resident Evil 2 has a mod that turns Mr. Whenever a new game comes to PC, there's no doubt that Thomas the Tank Engine will appear as a mod soon thereafter.