Princess Lover!

Living a modest and ordinary life, Teppei Arima has his world turned upside down when a car accident kills both his parents and his wealthy grandfather suddenly pulls him into the world of high society. One day he's a normal kid, the next he's heir to the Arima Financial Combine and enrolled in an elite academy where his classmates include actual royalty. Charlotte Hazelrink is a princess with way too much energy, Sylvia van Hossen is the noblewoman he's apparently been arranged to marry (news to him), Seika Hōjōin runs the school like she owns the place, and Yuu Fujikura is the family maid who's been assigned to look after him. It's a 12-episode TV series based on a visual novel, and it leans into exactly what you'd expect from a harem comedy set in a ridiculously fancy school: romantic misunderstandings, ecchi moments, and a protagonist trying not to drown in a world he never asked to join. GoHands did the animation, and the production quality is genuinely solid for what it is. The wealthy academy setting gives it a slightly different flavor compared to your standard harem setup. If you liked the aristocratic romance vibes of Walkure Romanze or the chaotic harem energy of Love Tyrant and Oreshura, this hits a similar spot. It's not trying to reinvent anything, but it's comfort food with nice character designs and a fun cast. Sometimes that's exactly what you want.