Renai Shimasen ka?
Shall We Love?

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Both protagonists are college students who have kind of a fake relationship with the main heroine.  

Both have characters that start dating after the main female asks the main male out, however are hiding something from their partners. Renai Shimasen takes place after highschool/college and is a bit more ecchi, while still maintaining a soft/pure feeling to it, whereas HajiOtsu takes place in highschool and is much more pure in both art style and dialogue.  

The protagonist is bad with women but one day, a random girl comes along and decides that it was a good idea to date him as the girl and the boy were bad with the opposite sex. 

Similar story, where the the girl/boy have been hurt by the opposite gender, in which they encounter.