A guy his age (intended to be early 20s) seems like a good subject to play with that middle ground between AB and DL. A lot of DLs I know have some appreciation for some AB things (particularly clothing) but otherwise arent into the regression kind of things. Similarly, many of them wouldnt introduce diapers into their sex life but find it a fun element to include in self gratification.
As I often say, boys will be boys, no matter what theyre wearing .
Im not quite sure how this set came to mind but I know the endless picture blogs here on Tumblr are party to thank/blame. It never hurts to have some variety and thats what one should find between these. Barely-partly-fully clothed, buzzing-squirting-humming toys, locked-down-up boy bits, pre-mid-post orgasmic states, that kind of thing.
That choo-choo train sleeper was a great touch on Jims part, it looks mighty comfy about now.Boys and Their Toys
Art by Jimmyrumshot