Are there any sugar daddy or sugar mama books?
You know, I've yet to come across a sugar mama romance (there have been a few books I've read where the hero had a sugar mama in the past but they... were never really framed as healthy relationships which I feel is kind of telling).
There are a lot of historical romances with wealthy heroes and not-so-wealthy heroines (and he'll inevitably buy stuff for her) but I can only think of two heroes who actually have sugar daddy vibes, and both of them unsurprisingly are Lisa Kleypas heroes. Secrets of a Summer Night's hero Simon Hunt is the og; he wants to make Annabelle his mistress and is fully like "tell me your price" and "you could do with a bit of spoiling", and backs it up by buying her really nice boots (the first pair of shoes in a long line of extravagant shoe purchases), and there's a very sugar daddy-esque scene where he buys her jewels and the second they're home, she all but pounces him to thank him. Marrying Winterborne's hero Rhys Winterborne has a similar energy where he thinks plying a gal with gifts is the best way to court her (and plying her with a piano or a greenhouse is the best way to get her to sleep with him which.... does work tbh), and Helen actually has to teach him to curb some of his more extravagant impulses.
Moving onto contemporary recs:
No Ordinary Love by Ann Christopher is similar to Marrying Winterborne in that the hero has only ever had transactional relationships before, so that's all he knows. So this man, Baptiste (he's French) hooks up with Samira ONCE and pays off 11k in credit card debt. She's understandably shocked and tries to make him take it back and as the story goes on, she teaches him that affection ≠ money.
So Sweet by Rebekah Weatherspoon: A classic modern sugar relationship; Kayla signs up for a sugar website but ends up hitting it off with the website owner/Internet billionaire Michael at a mixer and they begin a sugar relationship that morphs into something more pretty quickly. I also appreciate how it dealt with a pretty common misconception about the kind of person who has success attracting sugar daddies (skinny, white).
Skyscraper Cinderella series by K. Webster: Kind of a bonkers sugar relationship; Winston propositions Ash, the maid who's cleaning his office, and then financially incentivizes every sex act (and non-sexual acts) that Ash performs. There's a good amount of degradation involved. That being said, their relationship is actually really hot and pretty damn hysterical.
Highest Bidder by Sara Cate: Fairly run of the mill as far as sugar daddy/baby romances go, but it fits the bill; obscenely rich older man, financially unstable younger woman, he likes to be called daddy in bed, he takes her to Paris at some point.
The Master by Kresley Cole: So Cat is a substitute escort and it's supposed to be a one-night thing, except it isn't, and then he freaks out about her baby-trapping him and holds her as prisoner in his penthouse so she buys a lot of stuff on his card out of spite (or as she calls it "retaliatory consumerism"). That's the sugar aspect, but honestly the highlight is the prisoner bit.
Preferential Treatment by Heather Guerre: Mikhail offers Kate money to get her our of debt in exchange for domming him. There is also a huge financial domination component that takes a WILD turn when she has him donating money to Super PACs to (ironically) overturn Citizens United.
