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I think WNL going longer than Nisekoi was pretty much impossible from the start. Nisekoi started in their first year so was able to do events like Christmas and Valentine's Day multiple times as well as introduce new kohai characters after a while that work for new antics.
WNL started in 3rd year so once Christmas and Valentine's happen they can't again. The only new character for the harem since like volume one was a senpai from cram school. It could try the college route but it would be completely different characters since sensei has to stay at high school and the rest of the harem (and Nariyuki) all have completely different goals and are aiming for different schools (Takemoto even potentially a different country).
WNL started in 3rd year so once Christmas and Valentine's happen they can't again. The only new character for the harem since like volume one was a senpai from cram school. It could try the college route but it would be completely different characters since sensei has to stay at high school and the rest of the harem (and Nariyuki) all have completely different goals and are aiming for different schools (Takemoto even potentially a different country).
