Yes, I agree, I think he's got himself mixed up with someone very independent and strong willed from what you describe lilly. Single parent, financially self sufficient, frequents some rough places, heavily made up, still keeping her social life separate, got a temper on her and will resort to physical violence if she feels like it.
This isn't some simpering needy woman grateful for the attention. I'm not complimenting her, be very clear there, just stating the type.
I also don't think she will be overly accommodating either.
He has no friends, no home of his own, likely skint, following her around on a Saturday, left alone whilst she goes out, posting shit from long past on social media.
Also as rhis relationship is only a few months old, she won't be overly emotionally invested in it. He's given up a lot. She's given up nothing except space in her home.
Who knows it may last, but I just can't see how this is all love and laughter for him. Not even slightly. There has to be moments where he is sitting thinking "what have I done".