You wouldn't think to expect a great deal of quality from a weird eclectic genre mix that's "a gameplay first approach that’s part dating sim, part puzzle game, with light RPG elements, a visual novel style of presentation, an abrasive western writing style and plenty of “plot”."
And yet, it still manages to squeak onto this list for pure LOL-worthy play. This is one of those dating sims that doesn't particularly care whether or not your character is male or female - it happily caters the same way to both, by throwing as many pretty girls in your path as possible.
Originally a Kickstarter darling (one that actually managed to pan out properly), HuniePop opens with a simple premise - you are awful at picking up women, and Kyu the invisible love fairy is determined to make you the greatest gift to womenkind the world has ever seen.
And boy, once you get into it, an entire world of shameless pickup lines and unlockable sexy outfits is yours to discover.