Jikyuu Jisoku de Nani ga Warui
> cosplay sex, video taping, role play. SPOILERS - plot summary two virgin best friends decide to have sex to change this reality. one of them is a mangaka, the other one is his assistant like college student friend (also works in a convenience store i think). however, mangaka friend disregards their feelings and gets a girlfriend. things get messy.
Darenimo Naisho de.
SPOILERS - plot summary first story: maki is a pretty popular guy, but has no experience. his classmate uses this information to blackmail him into a relationship. they eventually get into the same uni and live together. second story: a mangaka and a highschool student. as far as i understand they are not relatives but live together and know each other for some time. hs student doesn't get if they're dating or what he should do.
30 Sai Kara no Coming Out