Adult PC Game: Pig Order v1.0 by cocoaboom Win/Mac Archive

Overview:
Your life has been a mess ever since your dad vanished without a trace. Your stepmom and stepsisters treat you like a servant, working you to the bone without a second thought. But everything changes the day you get the news that flips your world upside down—you're the grandson of the billionaire owner of the famous adult magazine Pig Order.
But don't think the fortune is yours just yet. To prove you're worthy of the inheritance, you have to take on an insane challenge: hook up with 1,000 women in a year. To help you out, you'll get a million dollars—just for expenses. And, of course, your stepmom, who once looked down on you, suddenly becomes your biggest supporter, taking on the role of your manager, setting up dates, and making sure you stay on track.
But it won't be that easy—you're not the only grandson.​