Been with him for 8 months now. It's such early days I know, we haven't slept together yet although that's not for want of me trying. He seems very shy somehow in that department, even though we are both middle aged. He's been married before and has children, now divorced of course. I initially thought he was being very respectful and taking it slow, but now I'm not so sure.
He talks about his children a lot, they are all in their twenties and for the most part, they have all done well for themselves and he is very proud of them. I have met them all and get on with them, they all seem very well rounded, happy people with good jobs and lives. On quite a few occasions, he has mentioned his stepdaughter, how stunning she was before she got married and had a family, how she was so curvy etc. etc. I thought it a bit over the top but let it go. Then a few days ago we had a few drinks together and we were discussing careers and the struggle young people have nowadays getting on the property ladder etc. He said: "Stepdaughter is so sexy..... oops I can't get the words right... I mean stepdaughter is so SUCCESSFUL". Having had a bit to drink I laughed it off, but the next day thought it was really out of order. Like in vino veritas?
I had a horse when I was a teenager through to my twenties and we walked past the local riding stables. Another odd comment: "Ah imagine that's where all the lovely long-haired..... oops I mean all the young girls that love horses just like you did go".
Red flags or not? There are other odd things that he's said. But I think those two are bad enough...?