If you liked
Toradora!
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...then you might like
Yahari Ore no Seishun Love Comedy wa Machigatteiru.
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The plot of both series somewhat revolves around helping others getting their date or something that is related to friendship, both plots are very engaging, however the main character in this one is quite different from Ryuuji. He is not as dense as Ryuuji, he is very well aware of what is actually happening and especially, he is very smart. This kind of personality is rarely seen in romance anime because creators love to make dumb and dense main male characters, but not this one. This one is truly a unique one. Both plots have romance evolving in a very correct pace and in-depth characters. Both plots have truly heartbreaking scenes and moments, but also heartwarming and happy ones too. I very highly recommend this to anyone who enjoys watching Romance series!