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You likely haven't actually finished all of yoruichi's content, by like talking to her and resolving the end of a bunch of the quests. Boruto has to explain the plan to her and arrange for her to come to the house for a photoshoot. which is a pre-req for Hima's.

I resolved everything so far as I can tell. My conversation with Yoru won't even begin because it says I need to convince Hima to work with me. But all conversations with Hima result in Boruto thinking I need to convince yoru first lol tried every conversation option and nothing 

Check interactions with Yoru under sexual favors tab and you should have option to start 1st photoshoot.remember that you need to buy camera 1st.

I had same issue playing 2nd time. 

i have the same problem as him and when i try to press the sexual favours tab it says maybe getting hima to agree to a photoshoot would help, i go back to hima and it says i need to go back to yoru( im on the love path btw so maybe it has smth to do with that)