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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
for macOS that last about a half-hour tagged Dating Sim (144 results)

144 results

Explore 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 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
(872 total ratings)
Visual Novel
Swooning Over Stans
A Grunkle Dating Sim
sovonight
Rated 4.9 out of 5 stars
(535 total ratings)
Visual Novel
Gentle Fall [Demo]
As the leaves fell... i felt the need to protect you forever.
Isa, Isa
Rated 4.8 out of 5 stars
(337 total ratings)
Visual Novel
Karamu
Yandere ex boyfriend otome in storybook style with animated illustrations.
Chattercap
Rated 4.9 out of 5 stars
(233 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
(276 total ratings)
Visual Novel
GIF
Monstrata Fracture
Don't date monsters. Your mother would be disappointed.
Astralore
Rated 4.7 out of 5 stars
(311 total ratings)
Visual Novel
GIF
Wayfinder (v1.9.2)
A modern furry fantasy...
Lavan
Rated 4.9 out of 5 stars
(158 total ratings)
Visual Novel
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
(306 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
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
(178 total ratings)
Visual Novel
Duskbound
Gothic horror otome with a yandere vampire LI
nefferinthia
Rated 4.8 out of 5 stars
(127 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
(175 total ratings)
Visual Novel
Prehistoric Relations
Dating sim but with dinosaurs and prehistoric animals
PR Crew
Rated 4.8 out of 5 stars
(107 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
Rolling for Romance | DEMO
Can you roll your way into a DnD nerd's heart?
Hermit's House
Rated 4.9 out of 5 stars
(30 total ratings)
Visual Novel
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
(49 total ratings)
Visual Novel
Dimlight Cafe
Can a falling star fulfill their own wish?
Celestea Productions
Rated 4.9 out of 5 stars
(29 total ratings)
Visual Novel
Serial Lover
A dating sim rhythm game where you seduce serial killers!
Sugar Slip
Rated 4.4 out of 5 stars
(233 total ratings)
Rhythm
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
Birds of Paradise - DEMO
Grab your guitar and rock along to this hilarious boy band dating sim!
Fiendish Fiction
Rated 4.7 out of 5 stars
(34 total ratings)
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
Rated 4.8 out of 5 stars
(28 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
Star Crossed
Space Gays
RainbowJellie
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
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
(35 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
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