This is it in a nutshell. I think for the story to work we have to be able to see his appeal to Lily - now he is being portrayed as a total arse I
I'm really , really, really, really not seeing his appeal. The supper was excrutiating- his behaviour was so gauche. And now he is -I don't know how to describe it. Silly and spoilt? And deeply unattractive.
To make "Lily falling for an older man" story believable for me he should look like say Sam Neill or Anthony Head at that age and have the sort of worldly intelligence, wit and confidence of someone like the late Christopher Hitchens or Martin Amis or Andrew Neil or the sort of characters Roger Allam often plays and be as knowledgeable about the arts as say Mark Lawson or Michael Ignatieff.
In Cabin Pressure Anthony Head's character was disparagingly (and inaccurately) called Herc the Berk- Russ is 100% berk.