Re: Freelancer Photographer: No "Change a sim's outfit" option
You should have Ask To Change Outfit and Plan Outfits For Fashion Subject under the Freelancer menu if your model is wearing the wrong type of clothes. (I didn't check whether you have those options if the model is already wearing the right type of outfit.) Ask To Change Outfit lets you choose any of the model's existing outfits.. Plan Outfits For Fashion Subject should take the model to CAS, so you can put together new outfits. These interactions should be available with most Sims but they were missing from two service NPCs (maid, pizza deliverer) during my test. If you can't find them with one Sim, I would suggest trying another.
Ask To See Outfit... comes from the Friendly menu under Small Talk. I don't think it's the interaction you want.