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If you liked Nineteen, Twenty-One add

...then you might like 1/11: Juuichi Bun no Ichi add

Very similar feeling. Though 1/11 is a compilation of short stories while 19, 21 is a continuous story.

If you liked Denei Shoujo add

...then you might like GE: Good Ending add

Very similar plot lines with hopelessly indecisive male lead surrounded by women who love him as he bounces from one heroine to another, often without properly ending his current relationship. The feeling of these two series is almost exactly the same after the end of the first major arc in Video Girl Ai, so if you liked one you'll probably like the other.

If you liked Hayate no Gotoku! add

...then you might like D-Frag! add

Both employee lots and lots of random humor, have harems that torment the hero and like to build up to nonsense climaxes. If you like one you'll probably like the other.

If you liked Ashita no Ousama add

...then you might like Oishii Kankei add

Both series are about college age women discovering a career that they love and devoting themselves to it, both have romantic subplots that develop slowly in the background and both have very similar artwork. If you liked one, you should definitely try the other.

If you liked Orange Yane no Chiisana Ie add

...then you might like Love So Life add

They both have a very similar feel. If you like heartwarming revolving around family moments they're both good series to read.

If you liked Skip Beat! add

...then you might like Oresama Teacher add

If you love Kyoko you'll probably love Mafayu. Both girls scare those around them without realizing it, dream of shoujo-manga type romance, and start the manga by trying to restart their lives with a clean slate.

If you liked Ichigo Mashimaro add

...then you might like Hidamari Sketch add

both anime have a very similar feel to them, if you liked one there's a very good chance that you'll like the other.

If you liked Aa! Megami-sama! (TV) add

...then you might like Aria the Origination add

Both AMG and Aria are upbeat slice of life anime that have a very positive outlook and while AMG is a bit more action oriented than the extremely laid back Aria, they are both very sentimental series that never fail to bring a smile to my face.