It sounds like he is lonely to me and reaching out for a bit of company. Not everyone is a freak. There are genuinely nice but very lonely guys out there.
Regarding the bedside picture. You are not alone with that one.
Another girl I know went for an outcall to see her regular guy, he usually came to see her for a couple of hours at the parlour but this time outcall. She jokingly said "I have a bad feeling, I bet his mums there or something".
Off she went. Back she came. She had arrived and been shown into the kitchen. His mum was there finishing the washing up. He announced "Mum this is **** the escort I told you about"
His mum said hello and she was very pleased to meet her then went out looking "slightly concerned" (my friends description).
On arrival in his bedroom there was one of the pictures of her that he had copied from the website in a frame on his bedside table. His laptop was open and his screensaver was another picture of her and he had a poster on the ceiling above his SINGLE bed of another picture of her that he had got blown up larger.
So?she had to have sex with him on the bed looking up and staring at a poster of her on his ceiling. When she turned the other way she was on the bedside table and the other way she was on his laptop screen. The entire rest of his walls was covered in hundreds of titty posters. The guy is about 30
Funny as fuck, sorry, but it was.