I've always loved drawing funny pictures of my friends and found I had a knack with photoshop for spinning funny or awkward situations from normal photos. My co-workers and I would have contests to see who could photoshop the funniest changes to random photo the quickest. This led to getting special requests from friends to troll photos, then that led to friends of friends and so on.
I try to keep these photo changes pretty clean and try not to do anything I wouldn’t feel comfortable showing my kids, “it doesn’t have to be crude to be funny.” Having a digital painting background I feel allows me to have a leg up other photoshop experts where I’m not limited to the pixels given in the photo or what photoshop will give you to make the changes I’d like to make.