Seems strange to me.
The whole ‘gentleman always pays’ is an anachronism based on the idea that the man is the breadwinner whilst the little woman sits at home hoovering and squeezing out babies.
It’s always nice to be treated by a partner, and nice to be able to treat one, regardless of gender. I’ve been in relationships where I’ve been the richer one and where I’ve been the poorer one (indeed, I’ve been in both of those situations at different times within my current relationship) and in either case it’s a compromise to play to each other’s strengths at that moment. One of is more flush than the other, they pick up the tab (usually). We’re both a bit short, nice home-cooked meal. I have a hand-made birthday card from a few years ago made from an A4 sheet of paper folded into four, and it’s more precious to me than any Hallmark special.
I’d like to say that I hope it’s reciprocal, and the hypothetical lady in question is hypothetically tending to the hypothetical OP’s hypothetical preference for expensive bikes, weekends away in hypothetical gentleman’s clubs with his hypothetical mates, and enthusiastic horatio three times a day. Hypothetically.
But really, keeping up with someone’s ‘expectations’ at the cost of half a week’s salary for dinner sounds like a shortcut to financial ruin to me, followed swiftly by bachelordom.
I wish you more power to your hypothetical elbow, but I can’t see it ending well unless you “manage expectations.”