Anime recommendations

I was about to recommend Oregairu or Love is War but it seems you're already a fan haha

Try Toradora! it's in your planning, and while I had some qualms with it it was almost just as meaningful to me as the Oregairu and Love is War (my favs)

Shigatsu wa Kimi no Uso
Kimi ni Todoke
Ore Monogatari
Toradora

I will always ask people to watch this if they want an ultimate romcom series:
Tsurezure Children

The best you can get from modern animes:

Urusei Yatsura 2022

Taishou Otome Otogibanashi

You might need to squint a little to call it a "romcom", but Chicken Papa in its subtly exemplifies the essence of the romantic comedy genre, with but a dash of tragedy. And as we all know, Comedy = Tragedy + Time.

Chicken Papa

let me put you onto some shoujo romcom classics
Kamisama Kiss
Ouran High School Host Club

this is a silly fun romcom that not many talk about
GAMERS
so maybe it's a bit of a hidden gem :o
anyway I hope you have fun watching all these recommendations, many people have already dropped some pretty great ones ^^
and soo when you're thru 'em all feel to come back & ask for more!

but also here's a nice counterpart that I kinda think of as a fitting rival, like two flipsides of the demographic coin :o
Monthly Girls Nozakikun

also there's this classic:
Baka and Test Summon the Beasts

I think you'll find this one pretty fun too, interesting concept:
NoRin

also I feel like this new recent shoujo anime is particularly notable being one of its type that does actually well in the comedy aspect of romcom instead of just the rom!
A Sign of Affection

You can't go wrong with Toradora. It's been mentioned a bunch of times, and it deserves to be.

Have you considered the greatest rom-com of all time perhaps?
anilist.co/anime/1453