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Dating Sim

Dating sims (or dating simulations) are a video game subgenre of simulation games, usually Japanese, with romantic elements. The most common objective of dating sims is to date, usually choosing from among several characters, and to achieve a romantic relationship.

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Multiple Endings

Your choices throughout the game will determine which ending you get. Likewise, your ending will vary with your choices.

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New & popular paid
for macOS tagged Dating Sim and Multiple Endings (35 results)

35 results

Explore games for macOS tagged Dating Sim and Multiple Endings on itch.io Β· Sell your games for macOS on itch.io to have them show up here.

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I Wani Hug That Gator!
$14.99
The Pre-historic Romance a million and two years in MS Paint to tell.
Cavemanon
Visual Novel
AI2U - With You Til The End - Yandere AI Girlfriend Simulator
$9.99
A first-of-its-kind escape room game with AI-powered NPCS who are desperate to keep you by their side.
AlterStaff
Adventure
Meeting my Father-in-Paw
$4.99
Solve puzzles and impress the family of your future cat-girl wife.
DavidVaan
Puzzle
Play in browser
Twofold
$20
In bundle
a romance story about a college student caught between feuding friends
Studio Γ‰lan
Visual Novel
As Long As It's Not Illegal: Last ACT
$7.99
Many revelations will be realized as Roxanne's year the the crew comes to an end in the finale of this episodic trilogy.
MC
Visual Novel
The Radiants
$16.99
A Magical Romantic Adventure
Rose Arcana Games
Visual Novel
As Long As It's Not Illegal- ACT II
$7.99
Join the senior class as they split off into groups to see what the city holds.
MC
Visual Novel
Rapscallions On Deck! - Friendship Otome
$4.99
Go on an adventure with unhinged pirates!
ChaniMK
Visual Novel
Our Fate Forsaken
$4.99
Your guardian angel or your soulmate?
ChaniMK
Visual Novel
GIF
Mima and Nina's Chocolate Workshop
$2.99
a chocolate-making visual novel. give cute chocolates to cute people!
npckc
Visual Novel
WINGS ~ a tale of secrets and love
$14.99
Play as the Princess Cameron Lavelle of Vicinia and begin your quest for fantastical love!
Cosmicrology
Visual Novel
Wrapped With A Kiss
$5
Who says the holidays have to be lonely?
LegendEx Games
Visual Novel
Brassica - A Marry Tale
$5
A fairy tale about political marriages and gay alternatives
Boys Laugh +
Visual Novel
Quantum Suicide (Visual Novel)
$19.95
FRIENDSHIP. COURTSHIP. HARDSHIP. SPACESHIP.
CottonCandyCyanide
Visual Novel
I deserve a happy ending!
$3.50
A BL visual novel about a prince who lives inside an unfinished book
Man-Eater Games
Visual Novel
Find Love or Die Trying
$4.99
Can you survive on a life or death dating show?
Auden Cho-Wong
Visual Novel
Starlight Shores
$4
Wish on shooting stars while you enjoy a weekend getaway at the beach!
Delphinium Interactive
Visual Novel
GIF
VivaCity
Β£4.99
Chapters 1 & 2 out now! Are you 𝗢𝗻 or π—Όπ˜‚π˜?
rusicariaGAMES
Visual Novel
GIF
A Marble's Muse
$4.99
Will you be able to find love and create art in Liliana, a colorful land full of marbles?
HusbandoGoddess
Visual Novel
Bistro Days
$11.99
Kikai Digital
Visual Novel
Love Hues! [Full Game]
$11.99
LGBT+ friendly university VN with secrets galore! Features platonic and romantic paths.
Oneirocritica Games
Visual Novel
Chemically Bonded
$9.99
A downloadable, romance visual novel for Windows, MacOS and Linux.
ds-sans
Visual Novel
Once More
$14.99
Write the ending you always deserved
Malheur Games
Visual Novel
Maid for You – Otome Game (Pre-order)
$9.99
An otome visual novel about a hardworking maid.
Lockvia Studios
Visual Novel
Prank Masters – Otome Game
$4.99
An otome visual novel about a heroine prankster.
Lockvia Studios
Visual Novel
The Spanish Privateer
$14.99
An otome romance visual novel on the high seas! Romance pirates in this GxB, 228K+ word adventure!
SinSisters
Visual Novel
XOXO Droplets: Extended Edition
$19.99
A massive otome dating sim!
GBPatch
Visual Novel
LongStory
$14.99
LongStory: A bit weird, fairly charming and very LGBTQ+ friendly dating sim.
Bloom Digital Media
Visual Novel
GIF
Emily is Away Too
$4.99
Message your friends, surf the web and choose your path through this brand new narrative.
kyleseeley23
Visual Novel
We Know the Devil
$6.66
A Group Relationship Horror Visual novel.
pillowfight
Visual Novel
Blind Men
$3.50
A boys' love visual novel about a supervillain and the spies that try to stop him.
Man-Eater Games
Visual Novel
Chronotopia: Second Skin
$24.99
A unique rewriting of the Donkeyskin fairytale, a darker variation of Cinderella.
Traumendes_Madchen
Visual Novel
SoulSet
$16.99
A Mystery/Romance Visual Novel, with pursuable male and female characters.
NoBreadStudio
Visual Novel
Destiny Fails Us: A New Life
$10
It's time to start a new life.
Strawberry Dagger Studio
Visual Novel
GIF
My Nigerian Prince
$0.85
-15%
A tale of unrequited e-mail.
Oh, a Rock! Studios
Visual Novel
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