The Best Dating-sim Games for Mac OS - Page 3

Update : Paradise added at rank #4.
21

Hello Love: 18 Again (2025)

View Similar Games
92
Review score
Logo of Hello Love: 18 Again Screenshot of Hello Love: 18 Again Screenshot of Hello Love: 18 Again Screenshot of Hello Love: 18 Again

Mac OS PC Windows

Unexpectedly back at 18, you embark on a thrilling and sweet campus rebirth journey with the memories! The campus goddess, the sexy girl, the childhood sweetheart, the frigid CEO, the gentle teacher. Who will ignite your heart among the dreams and regrets of youth? Relive old dreams without regrets!

Buy

  • fmv
  • cinematic
  • dating-sim
  • immersive
  • multiple-endings
  • visual-novel
  • first-person
  • romance
  • fiction
  • quick-time-event
  • simulation
  • story
  • fps
  • interactive
  • drama

22

Deluge: Threnody of Crashing Waves (2022)

View Similar Games
90
Review score
Logo of Deluge: Threnody of Crashing Waves Screenshot of Deluge: Threnody of Crashing Waves Screenshot of Deluge: Threnody of Crashing Waves Screenshot of Deluge: Threnody of Crashing Waves

Linux Mac OS PC Windows

In the not so distant past, the Isle of Abbot underwent a mysterious evacuation event. Delve into the secrets of this unsettling place and elicit the girls' tragic fate. An interactive visual novel with psychological and lovecraftian undertones.

Buy

  • philosophical
  • lovecraftian
  • visual-novel
  • dating-sim
  • choices
  • psychological
  • immersive
  • anime
  • simulation
  • modern
  • conspiracy
  • mystery
  • mysterious
  • political
  • story

23

Find Love or Die Trying (2021)

View Similar Games
83
Review score
Logo of Find Love or Die Trying Screenshot of Find Love or Die Trying Screenshot of Find Love or Die Trying Screenshot of Find Love or Die Trying

Xbox One Linux Mac OS PC Windows

Welcome to the only killer dating show where ending up single means ending up dead! Date or die, it's up to your choices!

Buy

  • dating-sim
  • romance
  • visual-novel
  • emotional
  • multiple-endings
  • anime
  • mature
  • psychological
  • choices
  • drama
  • comedy
  • story

24

Raptor Boyfriend: A High School Romance (2021)

View Similar Games
70
Review score
Logo of Raptor Boyfriend: A High School Romance Screenshot of Raptor Boyfriend: A High School Romance Screenshot of Raptor Boyfriend: A High School Romance Screenshot of Raptor Boyfriend: A High School Romance

Nintendo Switch Xbox Series X Xbox One Playstation 5 Mac OS Playstation 4 PC Windows Linux

Raptor Boyfriend: A High School Romance is a dating sim about a teen girl who moves to a small secret community of cryptids. Romance a magical Fairy, a sensitive Sasquatch and a bold Velociraptor. A satirical 90's teen drama about trying to find love in your last year of high school.

Buy

  • dating-sim
  • visual-novel
  • dinosaurs
  • lgbtq
  • romance
  • choices
  • multiple-endings
  • 1990s
  • drama
  • story
  • 2d
  • funny
  • hand-drawn

25

Otaku's Adventure (2019)

View Similar Games
97
Review score
Logo of Otaku's Adventure Screenshot of Otaku's Adventure Screenshot of Otaku's Adventure Screenshot of Otaku's Adventure

Mac OS IOS iPhone PC Windows

"Otaku's Adventure" is a different kind of AVG.The story tells of an Otaku who has been single for many years and thirst for love. While he inadvertently embarks on a fantastic journey, he eventually wins girls' love. The game combines storytelling with alternative TAKAGISM, and mini-games.

Buy

  • dating-sim
  • multiple-endings
  • funny
  • visual-novel
  • mouse
  • anime
  • romance
  • choices
  • story
  • fiction
  • rpg
  • point-and-click
  • comedy
  • cute

26

Monster Prom 3: Monster Roadtrip (2022)

View Similar Games
95
Review score
Logo of Monster Prom 3: Monster Roadtrip Screenshot of Monster Prom 3: Monster Roadtrip Screenshot of Monster Prom 3: Monster Roadtrip Screenshot of Monster Prom 3: Monster Roadtrip

Linux Mac OS PC Windows

Embark on a road trip like no other in this co-op narrative survival adventure. Visit fun locations, meet wacky characters, and manage your resources wisely. And yes: you still can date some hot monsters ;)


  • dating-sim
  • choices
  • lgbtq
  • visual-novel
  • comedy
  • romance

27

Later Daters Premium (2022)

View Similar Games
71
Review score
Logo of Later Daters Premium Screenshot of Later Daters Premium Screenshot of Later Daters Premium Screenshot of Later Daters Premium

Mac OS PC Windows Nintendo Switch

Welcome to Ye OLDE! Your new retirement paradise. Date as an octogenarian and find somebody to love, or just get your kicks in while the getting is good. Remember, if the chairs are rockin', don’t come a-knockin.

Buy

  • dating-sim
  • romance
  • visual-novel
  • narrative
  • casual
  • simulation

28

Helltaker (2020)

View Similar Games
93
Review score
Logo of Helltaker Screenshot of Helltaker Screenshot of Helltaker Screenshot of Helltaker

Linux Mac OS PC Windows

Helltaker is a short game about sharply dressed demon girls.

Buy

  • demons
  • dating-sim
  • puzzle
  • cute
  • short
  • anime
  • harem
  • comedy
  • 2d
  • art

29

Best Friend Forever (2020)

View Similar Games
75
Review score
Logo of Best Friend Forever Screenshot of Best Friend Forever Screenshot of Best Friend Forever Screenshot of Best Friend Forever

Mac OS PC Windows Nintendo Switch

Pat the dogs... and then their owners. Step into the world of Rainbow Bay in Best Friend Forever, a dating sim-meets-dog care sim where you pat, pamper and train your pup while you search for your own forever friend.

Buy

  • dating-sim
  • lgbtq
  • dog
  • conversation
  • visual-novel
  • romance
  • combine
  • choices
  • modern
  • cute
  • colourful
  • simulation
  • funny
  • management
  • controller-support

30

Game of Fate 2: A Century's Promise (2025)

View Similar Games
78
Review score
Logo of Game of Fate 2: A Century's Promise Screenshot of Game of Fate 2: A Century's Promise Screenshot of Game of Fate 2: A Century's Promise Screenshot of Game of Fate 2: A Century's Promise

PC Windows Mac OS

Transported back a century by fate, you find yourself in a legendary tale of vengeance. Amidst powerful enemies in a tumultuous era, your mission is to assist those around you. Experience this immersive epic from a first-person perspective—authentic, weighty, yet brimming with hope.

Buy

  • fmv
  • dating-sim
  • cinematic
  • immersive
  • lore
  • multiple-endings
  • historical
  • simulation
  • fiction
  • mystery
  • interactive
  • choices
  • first-person
  • emotional
  • story

Not seeing your game?