If you liked the Penguin Musume Heart anime, the Anime-Planet community thinks you'd like:
The timid, virginal Kouta is a new student at Kunpo High School; and while others in his situation might be a wallflower forever, Kouta has no such luck – he has attracted the attention of the busty Chizuru, who happens to be a fox deity! However, Kouta’s misfortunes don’t stop there; he’s also pursued by Nozomu, a wolf deity. Between being molested, propositioned, having his face shoved between mammoth breasts or witnessing endless panty shots, Kouta must also attempt to maintain his studies – even though all Chizuru and Nozomu want is to be the one to deflower him first!
Kanokon and Penguin Musume Heart are both extremely ecchi anime with little to no substance to speak of. If you like nothing more than panty shots and random nonsense, knock yourself out with these titles.
Ryouta is a typical elementary school boy in class 5-2. He likes hanging out with his friends, he plays guitar on his broom instead of cleaning the classroom and he’s more interested in whose Superball bounces the highest than seeing a girl’s panties or sneaking a peek at a dirty magazine. However Ryouta also has the unfortunate luck of often being caught in the most seemingly-perverted situations at the worst possible times. Still, amidst becoming the guru of the turn-on of a collarbone, Ryouta continues to live a normal day-to-day life; that is, as normal a life as a tormented pseudo-perverted schoolboy can!
School is the main scenery here. Both go though out the school's students daily lives and the friendships they share. They are both funny and ok animes and if you liked one you will most likely the other. Main difference is that Kyou no Go no Ni has one scene of ecchi each episode, while Penguin Musume Heart has a lot more with fan service.
In present day Japan, the life of a school girl is never dull. The easily-bored Konata never finds time to study because of her otaku habits, which frustrates hard-working Kagami to no end. On the other hand, laid-back Tsukasa always manages to go with the flow, while Miyuki is concerned with keeping her status as resident know-it-all. Join these four girls as they muse and meander their way through everyday events such as eating chocolate cones, doing homework, gaming, and trips to the beach galore.
Take this recommendation partially with a grain of salt. While Lucky Star leans more towards randomness and Penguin Musume Heart leans extremely towards ecchiness, both involve otaku characters who are obsessed with anime and other cultural elements.
This is somewhat rare for anime, so I think these two fit well together; just bear in mind that given your personal tastes, this recommendation might not work for you.
Yuuto Ayase is not interested in girls - if his two housemates are anything to go by, girls are loud, brazen slobs that are best left alone. However, when Yuuto accidentally discovers an important secret of his school’s most popular female, Haruka Nogizaka, the two become bound in a budding friendship. All too soon, Yuuto discovers that, despite her flawless appearance, Haruka is clumsy, naive, and a closet otaku... and he just might be falling for her.
Both series involve girls who are otakus. Both Penguin and Haruka are incredibly interested in anime, sometimes to the dismay of their peers. Both girls are also rich, and they both have nosy little sisters.