"If women are expected to provide sex why should they not recieve something in return?"
Women aren't the gatekeepers of sex. You either want sex or you don't. Those of us who meet Men and want to shag them, shouldn't have anyone telling us that we are 'cheap', 'easy' etc and should be holding out for a financial reward. We shouldn't need a Man to take us anywhere. Those days should be gone.
For me, it would be a case of finding out if he'd ever want to go out, or if you wanted to go out with your mates, would he object. Life changes and you want to make sure of compatability.
If I was you and I wanted a relationship. I'd be looking to plan holidays, trips away, but thays because that's what I enjoy and would pick a Partner based on him doing those things with me.
I like the dressing-up-for-a-new-BF, tipsy wine bar flirting etc, thing.
I finished with someone who was happy with what you describe. He has since asked me out properly, but I feel rejected, so that won't be happening.
So I understand the attitude that it's been a bit easy, like a habit you fall into, but one you can break if you decide you want something else.