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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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Interactive Fiction

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New & popular free Interactive Fiction
for macOS tagged Dating Sim (212 results)

212 results

Explore Interactive Fiction games for macOS tagged Dating Sim on itch.io · Upload your games for macOS to itch.io to have them show up here.

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Intoxicating
What's your poison, my little kitten?
HusbandoGoddess
Visual Novel
Play in browser
High Fashion Hellions (Demo)
Everyone has their secrets, and some are worth taking to the grave.​
Gallows
Visual Novel
Spectrum of Hybrids
Choose 1 of 5 main chars and bond with others (belly bonuses) in this feel-good SFW VN!
Spectrum of Hybrids
Visual Novel
Rosefield Requiem Demo
A murder mystery dating sim...
Amoriem Labs
Visual Novel
Play in browser
ERROR143
A fully voiced bickering-and-bantering rivals-to-lovers visual novel <3
Jenny Vi Pham
Visual Novel
Love/Delete
A short visual novel about love and betrayal
leastell
Visual Novel
Play in browser
Breadlover
A friendly slice is here to keep you company when you get stood up.
I_worry_me
Visual Novel
Mask - Beyond Lies 1.2 (04/03) Yuki ch.2
Lost in the world of Yokai, how will you go back home ?
Kakera
Visual Novel
My Insect Girl Can't Be This Cute (Demo Version)
https://store.steampowered.com/app/1594100/My_Insect_Girl_Cant_Be_This_Cute/
IFOnly
Visual Novel
Walking for Your Heart
Is your routine turning you into a caged animal? We have a solution! Get your shoes on and let's walk for your heart!
Honey Bunny
Visual Novel
GIF
LOVERGIRL LIV (DEMO)
Date the girl of your dreams (or nightmares)!
nihomi
Visual Novel
The Robot Boyfriend
An Unforgettable Date
Nina-games
Visual Novel
Play in browser
GIF
Yandere Heaven
See true love through rose-tinted glasses in this whacky world where yanderes rule.
melancholicmarionette@gmail.com
Visual Novel
The Ouroboros Express
A romance visual novel on a luxury train. Are you ready to uncover their secrets?
Small Loan Studio
Visual Novel
Tank Dating Simulator
Ever wanted to date a tank ? Well, look no further !
BiscuitPrime
Interactive Fiction
Play in browser
GIF
Bullwhip
Wrestle your way to love and glory!
Major Minion
Visual Novel
Wholesome Monster Girl Academia
A monster girl visual novel that's 100% wholesome set in a Catholic high school.
Yomic
Visual Novel
Soulbond
A dark visual novel settled in Hell.
float
Visual Novel
Match Made in AI-ven
Play as a match-maker robot and decide the love life of 4 characters in 5 minutes!
Drad
Interactive Fiction
Cryptid Crush
A TTRPG inspired Cryptid Sim! Meet Monsters, crush on cryptids.
Drowsy Drake Studios
Visual Novel
GIF
FFS, Another Northern Duke (Demo)
Isekai Slice-of-Life Romance VN (Demo)
Chthonic Chrome Studio
Visual Novel
Canelas Dating Simulator
Um dating simulator para todas as idades, gêneros e etnias!!!!!!!
joslo5
Visual Novel
Love Like Ice [DEMO]
Will the frost over his heart ever thaw?
Tea for Two Game Studios
Visual Novel
Aira Come Home Chapter II
More adventures await in Enstarrie High School!
Aira Come Home
Visual Novel
My Douchey Boss Has a Gentle Twin Brother?!
Caught between estranged twin brothers, who will you choose?
ChaniMK
Visual Novel
Uncanny Desire
This is a horror style otome where you can either end the night safely, or someone's delicious meal.
Pickle
Visual Novel
Play in browser
GIF
Fling with a Tiefling
Intertwine yourself with your devilishly handsome companion.
HusbandoGoddess
Visual Novel
Our Life: Now & Forever
A paper airplane, two new neighbors, four autumns, and a one of a kind life.
GBPatch
Visual Novel
Bury Your Gays
The teen slasher movie every 80s lesbian deserved.
kasha.dev
Visual Novel
Play in browser
Of Frost and Flowers
An invention created to bring happiness becomes the world’s greatest weapon of destruction.
Elseth
Visual Novel
CleaningSim Pre-Alpha 0.1-3
Supernatural house infestations + cute girls
Lixy O'Rorke
Interactive Fiction
Play in browser
ama me (in incisis)
reconnect with an old friend from high school in a very specific italian experience (or die trying <3)
radicalhoodie
Visual Novel
Keepers of Astraela Demo
A dark fantasy otome where you play a writer whose characters come to life.
GSEstudios
Visual Novel
GIF
DEVIL'S LIMINAL
A demon's imprint, a final summer.
Renee Blair
Visual Novel
Binary Star Hero
A shining hero will always cast a shadow. Find out who Binary Star is behind the mask.
CONCRETEPARASITE
Visual Novel
GIF
Belladonna's Flight
A poison-dealing romance
Night Asobu
Visual Novel
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