The Best Dating-sim Games for Mac OS - Page 2

You have 3 weeks to get a date for Monster Prom! Go through absurd and funny situations, raise your stats and seduce one of your classmates. Beautiful art, bold, unapologetic dialogue and hard choices make up this Multiplayer (1-4 players) Dating Sim. Be your worst self.

Experience the twisted world of high school romance and poetry in Doki Doki Literature Club Plus! Romance your way through the Literature Club and unravel the dark secrets hidden beneath the surface. With upgraded visuals, hours of new content, and a phenomenal soundtrack, can you achieve the perfect ending? But beware, this psychological horror game is not for the faint of heart.

Doki Doki Ragnarok is a viking visual novel in which you pillage and date villages around the world. It takes place in a ridiculous world where viking raids are like going on a date - with the village!

Welcome to Crush Crush - the Idle Dating Sim! Meet, flirt, and fall in love with a motley cast of girls in this heartfelt and hilarious game.

"What is love?" We try to answer that with this game. The game encourages people to have a warm, soft, and understanding heart.

You're here to slay the princess. Don't believe her lies.

The player becomes Gu Yi, uses the first-person perspective to immerse himself in meeting six beauties, and embarks on a joyful and sweet love journey with them. Six girls that are charming, innocent, intelligent, wild, sexy, glamorous, who will go to the end with you is up to you to decide.

Having moved away from her friends and family to attend community college, Allison Merlo is a fresh student struggling with the day to day challenges of life.

Kitty Powers’ Matchmaker is a hilarious dating simulator with a difference. Manage your own matchmaking agency with the guidance of your fabulous boss, drag queen diva Kitty Powers!

You wake up in a cute girl's home who's eager to keep you by her side! Engage with thematic stories, puzzles, and unique AI NPCs who'll go to any lengths to protect you—even when it means contradicting themselves. Bask in meet-cutes or brace for chaos if you try to escape.