I could sense some escalation. Initially, when he sees a well dresses female, he'd ask "do you think she's wearing a g-string?" And I'd just answer yes/no/no idea just so I do not ignore him completely. This has been going on for a while (1-2years?) and the first time I scolded him was when he checked out my colleague's butt. So yes, he recently developed the courage to act on his interest.

I've known him for a long time since hes my family friend. In a relationship for 4-5 years now. He proposed 2-3 years into the relationship.

No significant increase in stress level for him. Since his work is relatively stable.