Love Esquire
Summary
Love Esquire is a romantic-comedy visual novel/dating simulator, with a nostalgic touch of old-school RPG combat. In this game, you're not a famous knight, but a good-for-nothing squire who's on a quest to find man's greatest pleasure. Getting the girl won't be easy though, since most of them are waaay out of your league!
To make things worse: you have a few months left before this huge war happens, and the only thing you know is how to milk cows. Good luck cramming years worth of training into four months! If it's any consolation, you get a medal if you die.
No one believes that a lowly squire can save the world while banging -- err, bagging -- the girl of his dreams... but with a shitton of dumb luck, well... you might just prove them wrong!
Welcome to the world of Love Esquire, and may the fertility god have mercy on your virginity.