I have who I call my Sunday boy who comes over each week and he often spends the night and I Uber him back to his parents house. It's not robbing the cradle if you put them back! (He's actually 23). Then there are maybe 1 or 2 others during the week.
I'm 51, executive level job, no debt, 1M+ in retirement accts, so I have a good amount of discretionary income.
My partner is actually older than me, we spend time in two houses, we have been together for 23 years and encourage each other's dalliances. We don't play together but we do sometimes have our regulars meet us for dinner somewhere so we have faces to place with names. We like different things - I like 18-23ish and he is more into guys 30's-40's.