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Comedy

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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 tagged Comedy and Dating Sim (108 results)

108 results

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

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​Our Life: Beginnings & Always
Grow from childhood to adulthood with the lonely boy next door in this near-fully customizable visual novel.
GBPatch
Rated 4.9 out of 5 stars
(4,982 total ratings)
Visual Novel
GIF
Trapped with Jester
You wake up in a carriage with an annoying stranger...
Anta
Rated 4.7 out of 5 stars
(1,491 total ratings)
Visual Novel
Play in browser
WORST DATING SIM
MRGRGR.
saturn
Rated 4.8 out of 5 stars
(540 total ratings)
Simulation
Pizzaro Project Deep Dish
Finally, a game where you can date a clown! A passionate April Fool's project.
batensan
Rated 4.8 out of 5 stars
(335 total ratings)
Visual Novel
Morris❤️
❤️EARLY DOVE GETS MORE LOVE❤️
CatTrigger
Rated 4.8 out of 5 stars
(353 total ratings)
Visual Novel
Play in browser
Rewritten
Meet the hottest singles from the fiction section!
Weird Little Beasties
Rated 4.9 out of 5 stars
(187 total ratings)
Visual Novel
Teachers. With Love and Passion.
It's time to start a new life, make friends, live a sweet school romance, and face dark secrets.
Honey Bunny
Rated 4.8 out of 5 stars
(311 total ratings)
Visual Novel
Last Minute Love – The Nursing Home Dating Sim
Will you be able to find love or die alone?
Philip Cal
Rated 4.7 out of 5 stars
(311 total ratings)
Adventure
Play in browser
Pre-Odyssey: Odysseus, Penelope & her Ducks [Otome; NaNoReno Version]
Love story between the Greek hero Odysseus and Penelope, but with ducks.
Anta
Rated 4.8 out of 5 stars
(146 total ratings)
Visual Novel
Play in browser
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
Extracurriculars
A scholastic love affair
lysrie
Rated 4.7 out of 5 stars
(250 total ratings)
Visual Novel
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
GIF
Our Fantastic Wonderland
A fun-filled irreverent romp!
Carrot
Rated 4.9 out of 5 stars
(96 total ratings)
Visual Novel
I love my follower (count)
A stat-raising Boys' Love visual novel about an eldritch horror catboy and his faithful priest. Nya.
But Wholesome Games
Rated 4.8 out of 5 stars
(132 total ratings)
Visual Novel
Pearlglow Cafe: Sweet Crumb Kisses - A Cozy Food-Themed Otome
NOW OPEN - Come on in! 🌞
Studio Ghost Legs
Rated 4.8 out of 5 stars
(146 total ratings)
Visual Novel
Tender Love and Care: A Leorio Dating Sim!
Can you help Kurapika win Leorio's heart?
raspberryroses
Rated 4.9 out of 5 stars
(75 total ratings)
Visual Novel
The Villainess Just Wants to Eat!!
I wanted food, not death flags!
TheChosenGiraffe
Rated 4.9 out of 5 stars
(63 total ratings)
Visual Novel
Is It Wrong To Kiss The Bracken?!
Kiss kiss fall in love with the Bracken from Lethal Company!
HelloYinny
Rated 4.9 out of 5 stars
(75 total ratings)
Visual Novel
Rose garden sentiments
You talk to a pretty prince in a rose garden
teletuu
Rated 4.9 out of 5 stars
(71 total ratings)
Visual Novel
Subject:LOVE
Can a heartless witch understand love?
Honey Bunny
Rated 4.7 out of 5 stars
(168 total ratings)
Visual Novel
Christmas Otome
The 3rd entry in the Holiday Otome series
Synokoria
Rated 4.8 out of 5 stars
(97 total ratings)
Visual Novel
Renting Love for Christmas
Save your Christmas and spend your holiday with 4 cute boys!
Honey Bunny
Rated 4.6 out of 5 stars
(168 total ratings)
Visual Novel
GFxF
A yuri romcom visual novel about fandom and fiction
punishedhag
Rated 4.8 out of 5 stars
(75 total ratings)
Visual Novel
Melissa ❤️
❤️ She can do so much with 4 kb of ram ❤️
CatTrigger
Rated 4.4 out of 5 stars
(365 total ratings)
Visual Novel
Play in browser
Shadow The Hedgehog
A Dating Game
Shibaya
Rated 4.8 out of 5 stars
(62 total ratings)
Visual Novel
The Things You Do For Love
stalk my crush or eliminate my rivals? what should i do?
miseri
Rated 4.7 out of 5 stars
(89 total ratings)
Visual Novel
Play in browser
Cooked with Love
the way to the heart is through the stomach! ♥
yam harvest games
Rated 4.5 out of 5 stars
(188 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
Resident Evil 4: Otome Edition (ver 1.04)
Relove the Nightmare
Shimmersoft
Rated 4.8 out of 5 stars
(39 total ratings)
Visual Novel
Broil My Buns
A fast food based dating simulator! 🍔🍟
simone 🐛
Rated 4.5 out of 5 stars
(128 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
Hello Counsel 💋
Right to counsel involves counseling from both parties, right?
miseri
Rated 5.0 out of 5 stars
(21 total ratings)
Visual Novel
Otome Legends DLC (Senpai Edition)
Find the senpai of your dreams as an otome heroine.
Jagaimo Studios
Rated 4.8 out of 5 stars
(38 total ratings)
Visual Novel
Something Is In Your Closet
That dark figure is probably just a coat... right?
Vampulator
Rated 4.8 out of 5 stars
(24 total ratings)
Visual Novel
Eldritch Idol
An idol-raising statsim with a Lovecraftian twist. Do your best to raise Cthulhu into a cute idol! ♡
ebi-hime
Rated 4.7 out of 5 stars
(38 total ratings)
Visual Novel
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