For me it’s a tie between Say I Love You and Insomniacs After School. I’ve rated other romances higher, but because of different aspects.
Shows
Bloom Into You, His & Her Circumstances, Nana, Toradora, Revolutionary Girl Utena, Yuri On Ice
Movies
Weathering With You, Your Name, Only Yesterday, Howl’s Moving Castle, Five Centimeters Per Second
My fave is Kaguya-Sama: Love is War
Toradora!
It’s one of the few anime I rewatch at least once a year.
I can’t say the best but these are what came to mind first.
Love, Chunibyo & Other Delusions. A slice of life story about a few different pairings getting together. But mostly about a pair becoming more mature and dealing with trauma.
Chobits, a robot falls in love with a man, exploring the ethical and social issues with that.
https://anilist.co/anime/14741/Chuunibyou-demo-Koi-ga-Shitai/
Chobits sound interesting, I’ll add it to my watch list.
Chobits mentioned, based user spotted.
Not a series, but the movie Your Name is one of my favorite stories ever.
Insomniacs After School is an unique pick. I also enjoyed it a lot. But for me it is Toradora! or The Danger in my Heart. Both for different reasons. And an unique one for me would be Love, Chunibyo & Other Delusions.
I really like A Sign of Affection:
Your name (Kimi no Na wa). I’ve watched it three times now and every time I feel like a 12yo kid again. Waking up to life and falling through the depths of all possible emotions.
I’d say Horimiya and Wotakoi. The romance in both stories feels like it evolves organically and between realistic characters.
Came here to mention both, my job has been done!
Boku no pico
TF
Jokes aside, Koe no Katachi, and Kimi ni Todoke are probably my favorites.