If you're looking for anime similar to Konya mo Nemurenai, you might like these titles.
Newly appointed to the student council as Vice President, Chiga is eager to begin his duties, especially beside the attractive and naive President Kokusai. As Kokusai is oblivious to others' advances and is too timid to speak up for himself when he’s groped on the train, Chiga decides to accompany him daily as a bodyguard. However, little did Chiga know that he’d begin to fall for his sempai...
The 100-year truce between the countries of the world has been broken as the Empire of Eurote invades and expands across the continent. Free lands are falling to the Empire left and right, but officer Taki with his left hand man, Klaus, is just barely able to keep their expansion at bay. But Klaus doesn't work for free and after every battle seeks compensation from Taki in the bedroom. Taki keeps silent because Klaus is a powerful ally, but can Taki really trust a knight who was born in the Empire of Eurote...
For the past five years, Tetsuhiro has had an unrequited crush on his friend and co-worker Souichi. However, there's a problem – Souichi is a homophobe who is disgusted at the thought of two guys being together, especially since his younger brother eloped with another man! As time passes, the two spend more and more time together and Tetsuhiro's feelings grow stronger. Will he muster up enough courage to confess, and more importantly, can he change Souichi's mind about masculine love?
Kyousuke Iwaki and Youji Katou who are both in the film industry, having starred in various adult video films and are trying to climb the ladder of success and become greater actors. Iwaki is accepted to star in a popular movie, having beaten Katou in the auditions. During their time together, Katou believes he is in love with Iwaki-san, who on the contrary refuses to believe that he is in love. It is later on that another gay actor comes back to Japan and co-stars with Katou that problems starting arising. And it is from then on that the two realize where their hearts are set.
Struggling with heavy gambling debts, Tetsuo Ishii comes up with a harebrained idea to sell his student cousin in an auction. Offering an unprecedented 1.2 billion yen, the highest bidder is Kanou - a successful company president. It seems that he has an ulterior motive for buying the innocent and naive Ayase, using the debt to keep the jobless student by his side. What does Kanou want from the beautiful Ayase? Does it go beyond offering him 500,000 yen a night for his body?
Mira Munakata is a typical high school freshman; he goes to school, hangs out with friends, and has sex with his father. Ok, maybe not so typical. With the affections (and advances) of everyone from childhood friends to senior classmates, Mira has a wide selection of prospects to choose from; but the only one he really wants is his loving (literally) father Kousuke. So, when Kousuke stays out late and is rumored to be married to his beautiful co worker, what’s a boy to do but cry?
Chisato Takatsukasa would like to think he's a normal concerned parent. His attractive son, Riju, has many male friends and Chisato is certain that they all want nothing more than to take advantage of him - and thus he concocts schemes to scare away each and every one of them. However, there's one man who doesn't seem to get the hint: Shunsuke Sakaki, Riju's best friend who is secretly in love with Chisato. Through a series of encounters Chisato comes to realize he has feelings for Shunsuke as well, but what about Riju and his feelings?