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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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Top rated free released
for macOS that last about a half-hour tagged Dating Sim (84 results)

84 results

Explore released games for macOS that last about a half-hour tagged Dating Sim on itch.io. Dating sims (or dating simulations) are a video game subgenre of simulation games, usually Japanese, with romantic eleme · Upload your released games for macOS that last about a half-hour to itch.io to have them show up here.

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Saint Spell's Love Guide to the Magical Student's Spellbook
Dating sim set within a magic school. Features 29 characters.
jiefinch
Rated 4.8 out of 5 stars
(877 total ratings)
Visual Novel
Swooning Over Stans
A Grunkle Dating Sim
sovonight
Rated 4.9 out of 5 stars
(540 total ratings)
Visual Novel
Karamu
Yandere ex boyfriend otome in storybook style with animated illustrations.
Chattercap
Rated 4.9 out of 5 stars
(237 total ratings)
Visual Novel
GIF
Caught by a Spider
You've fallen into the spider's web.
Pitouhui
Rated 4.8 out of 5 stars
(277 total ratings)
Visual Novel
May I Take Your Order
A Light Goreromantic Comedy
AlexisRoyce
Rated 4.6 out of 5 stars
(433 total ratings)
Visual Novel
Play in browser
Here For Sweethearts
An episodically updating VN where you make friends in midst of a recent tragedy!
arcadekitten
Rated 4.7 out of 5 stars
(309 total ratings)
Visual Novel
Is Lupin Still Flirting?
Enemies to Lovers Dating Simulator
AlexisRoyce
Rated 4.8 out of 5 stars
(144 total ratings)
Visual Novel
Play in browser
Flamebait Dating Sim! Developing games! (and feelings?)
1. Game dev, 2. ???, 3. Romance?
Rotten Raccoons
Rated 4.8 out of 5 stars
(180 total ratings)
Visual Novel
Duskbound
Gothic horror otome with a yandere vampire LI
nefferinthia
Rated 4.8 out of 5 stars
(128 total ratings)
Visual Novel
Bug Dates: a bugs life
just moved into a new city and now you've been selected for a dating show?!?
Ace_child_12
Rated 4.7 out of 5 stars
(176 total ratings)
Visual Novel
Mermaid Splash! Passion Festival
Mermaids! Passions! 23 endings!! Help CiCi follow her dreams~
Sofdelux Studio
Rated 4.6 out of 5 stars
(202 total ratings)
Visual Novel
JOB HUNTING 9000 (gamejam ver.)
Find a job with the help of a mary sue...who might be out for blood...and gay...
axetrax1
Rated 4.9 out of 5 stars
(42 total ratings)
Visual Novel
Play in browser
Pageant
An interactive story about a girl who joins a beauty pageant to improve her college applications.
Autumn Chen
Rated 4.8 out of 5 stars
(64 total ratings)
Interactive Fiction
Play in browser
Fall into Happily Ever After
If you make the wrong choice, you fall into "Happy Ending"!? Japanese high school Short Otome Novel.
origo
Rated 5.0 out of 5 stars
(24 total ratings)
Visual Novel
Play in browser
New Year's Eve, 2019
Social anxiety simulator/dating sim
Autumn Chen
Rated 4.8 out of 5 stars
(40 total ratings)
Interactive Fiction
Play in browser
GIF
Reel Me In
Boys, bait, and what lies beneath.
renbie
Rated 4.9 out of 5 stars
(29 total ratings)
Visual Novel
Resident Evil 4: Otome Edition (ver 1.04)
Relove the Nightmare
Shimmersoft
Rated 4.8 out of 5 stars
(39 total ratings)
Visual Novel
GIF
first date/can't relate
1. get into character 2. go on dates
ub4q
Rated 4.6 out of 5 stars
(84 total ratings)
Visual Novel
Play in browser
Sons Of The Hunt
4 boys on a hunt for the elusive Bigfoot.
Koopacake
Rated 4.8 out of 5 stars
(32 total ratings)
Visual Novel
GIF
Graveyard Girls
"Grief isn’t a low. It’s a terrifying high, atop a mountain I never climbed."
Delphinium Interactive
Rated 4.7 out of 5 stars
(50 total ratings)
Visual Novel
Loveless on Lockdown
Who needs romance amid a pandemic? Not me!
ilyilaice
Rated 4.5 out of 5 stars
(158 total ratings)
Visual Novel
A Crane's Gratitude
A short visual novel based off the classic Japanese Folklore - "Tsuru no Ongaeshi"
Kitome Games
Rated 4.8 out of 5 stars
(26 total ratings)
Visual Novel
ama me (in incisis)
reconnect with an old friend from high school in a very specific italian experience (or die trying <3)
radicalhoodie
Rated 4.7 out of 5 stars
(36 total ratings)
Visual Novel
robo-tea:1cup!
let's go on a cute, queer robot date!
robohaven
Rated 4.7 out of 5 stars
(39 total ratings)
Visual Novel
Vicboys - Demo
A Dating sim set in the Victorian Age.
Sakubaka
Rated 4.6 out of 5 stars
(65 total ratings)
Visual Novel
Master of Masters! [Demo]
One maid to rule... one of them! (at a time)
Isa, Isa
Rated 4.6 out of 5 stars
(47 total ratings)
Visual Novel
Office Dating Simulator 2020
Escape your menial life.
Brainloaf Studio
Rated 5.0 out of 5 stars
(10 total ratings)
Interactive Fiction
Aria at the Funeraria
See ghosts and corpse brides at the funeral home.
ilyilaice
Rated 4.8 out of 5 stars
(19 total ratings)
Visual Novel
reacti0nary
Woo your crush with reaction images!
corviday
Rated 4.8 out of 5 stars
(18 total ratings)
Simulation
GIF
Glass Half Full
A romance story about two men on a business trip.
Raccoon Formality
Rated 4.7 out of 5 stars
(26 total ratings)
Visual Novel
Play in browser
Picamor
A Date Hell type game
dinoware
Rated 4.5 out of 5 stars
(46 total ratings)
Action
Play in browser
Halloween House Party
Will you be swept off your feet, or will you end up getting ghosted?
omelette
Rated 4.5 out of 5 stars
(46 total ratings)
Visual Novel
Master's Strange Side
A puppet comes to life and meets his master
ChaniMK
Rated 4.6 out of 5 stars
(34 total ratings)
Visual Novel
Intoxicating
What's your poison, my little kitten?
HusbandoGoddess
Rated 4.5 out of 5 stars
(39 total ratings)
Visual Novel
Play in browser
why is this dragon so fucking cute??
your job is to hunt a dragon, but she is so cute?!
nadia nova
Rated 4.3 out of 5 stars
(82 total ratings)
Visual Novel
Appetité Amor
Warrior Girl Fianna stumbles upon a cafe owned by an otherworldly cook and his drool-worthy dishes.
Akua
Rated 4.5 out of 5 stars
(36 total ratings)
Visual Novel
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