Adult PC Game: Andrealphus - Love and Sex: Second Base Version 21.9.1 Win/Mac Archive

The game is structured around a year of 4 months/seasons (summer, autumn, spring, winter) of 30 days with holidays, the protagonist and girls have a birthdays and can react accordingly with the calendar. Moreso they can react to each others and if the player is two timing he can get in trouble, the game has a date and a phone systems so you can invite girls to dates, ask their numbers and send them dirty texts.
The hero lives in a small house and work a boring office job in a cubicle, during the course of the game he has the possibility to get promoted.
Each girl has her own schedule and is at different places at different times, dressed differently and having different activities, when the hero meets a girl he can talk to her, give her gifts, compliment her, ask her on dates, ask her number or her birthday...