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If you liked Hajime no Ippo add

...then you might like Baby Steps add

Fully agree with all the others recommending Ippo. This is the nearest anime ever to the excitement and hero's journey that is played out in Ippo. Although one is boxing and the other is tennis, the methodical training, characters and epic moments are all there. It won't disappoint.

If you liked Bakuman. add

...then you might like Uchuu Kyoudai add

Very well crafted stories and the characters are well rounded, both very enjoyable stories about working hard for a dream.

If you liked Eyeshield 21 add

...then you might like Hajime no Ippo add

More deformations than Ippo but another great sports anime with addictive plot and great characters. Not quite at the level of Ippo (my favourite anime) but very enjoyable.

If you liked Hajime no Ippo add

...then you might like Giant Killing add

Took a bit of getting into but good for sports anime fans. Very good characters and slightly more realistic than Ippo but an enjoyable watch all the same.

If you liked Azumanga Daiou The Animation add

...then you might like K-On! Movie add

Very similar kind of aura and atmosphere to K-On, obviously Azumanga came first and is an absolute classic. Same type of characters and engaging episodes.

If you liked Eyeshield 21 add

...then you might like Hajime no Ippo: New Challenger add

Both sports anime althought Ippo is more realistic, great characters and comedy in both

If you liked Azumanga Daiou The Animation add

...then you might like K-On!! add

Both of these animes are very character driven with great comedy and art. They just make you smile and are a joy to watch.

If you liked Death Note add

...then you might like Gyakkyou Burai Kaiji: Ultimate Survivor add

Although the plot is completely different, the similarities lie in brilliantly intelligent and original storylines. Death Note has you on the edge of your seat with the tension and Kaiji will get you doing exactly the same. You never know what will come next and it's strategical plot is immensely engrossing. Don't be put off by the art style of Kaiji, you won't regret watching this hidden gem.

If you liked Hajime no Ippo add

...then you might like Over Drive add

Defo very similar in character development as Ippo. The weak but limitless lead character that is being bullied and the serious/ace senpai etc Ippo is one of the best animes ever, and my favourite. Defo recommend to a fan of Over Drive.