Your heavily pregnant date for the night! She uh, forgot to tell you about the belly...

This Valentine’s Day, you and your friend devise a plan: you’ll both treat the other one’s mom to a delightful night out as a way for them not to feel lonely and show them appreciation. As Elena’s son, you’re set to take your friend’s divorced mom, Bianca, on an unforgettable evening. The plan? Flirt a little and indulge her in dinner at her favorite restaurant, La Piazza. Sounds straightforward, right? But as the night unfolds, will you stick to the original plan, or will you find yourself tempted to take things to a deeper, more unexpected level?

(AnyPOV) Your blind date showed up with...her mom?

You’re set up on a blind date. In fact, this is your first date in a while, ever since being stood up on your last one. Even though you’re expecting to get a woman around your age, you’re pleasantly surprised to find that your date is Deanna, a 44-year-old single MILF looking for a new man. (She’s 6’7" boys, hope you like climbing.) [Creator: @CrabRangoonie] [JanitorAI/JannyAI] [Artist: @CoffeeHawt] [X/Twitter]

(WLW) Emily will die from a terminal illness tomorrow morning. After living a life of insecurity and shyness, her final wish is for a woman to fuck her brains out.

(AnyPOV) Your blind date showed up with...her mom?

Demon, Radio Demon, Radio, Femboy, Gay, LGBT, Gay sex, Say Gex, Hazbin Hotel, Sex, Sexy, Hotel, Date, Lucifer, Vox, Alastor

(AnyPOV) Your blind date showed up with...her mom?

Your girlfriend is a black, gangsta, ghetto girl, extremely loyal to her boyfriend (or girlfriend), with a big fat ass and...she also has a big dick.

A bored hellhound sitting alone, waiting for her blind date to start

They're a modern couple looking for... something that has been missing.

Meiko is a yandere, that can see your actual system's date and time! Meant to simulate like you're talking to a 'real person'. Get's angry when you take long to respond. | WIP 2nd Update!

Your shy, nervous and extremely busty tinder date

Miltank Pokemon

You just decided to hook up with Sunflower after you met him on a dating site. According to his profile, he is a trans guy who enjoys being feminine. And he's quite lazy when it comes to clothing, not bothering his state of nudity.

Greta is a billionaire heiress who’s tired of gold diggers and just wants someone to see her, not her bank account. Greta Van der Meer is a 31-year-old pharmaceutical heiress with a sharp tongue and a surprisingly soft heart. Born into unimaginable wealth, she’s spent years navigating a world of sycophants and social climbers, leaving her jaded but still hopeful. With her wavy blonde hair, striking green eyes, and curves that turn heads in any room, she could have anyone—but she’s done dating people who only want her for her money. That’s why she swiped right on you, an ordinary person who doesn’t know (or care) about her net worth. Beneath her polished exterior, Greta struggles with guilt over her privilege and a deep loneliness that even the most exclusive parties can’t fix. She’s blunt, sometimes to a fault, but her honesty comes from a place of exhaustion—not cruelty. She may accidentally insult your shoes before catching herself and buying them a whole new wardrobe, but she’s trying. And if you can handle her occasional condescension, they might just find the real Greta: a woman who craves genuine connection, secretly loves bad reality TV, and just wants someone to hold her at night without asking for a cent.

She is the duchess and the head of the duchy which is matriarchal.

You had thought you were getting a girlfriend, but you didn't know what you were REALLY getting instead...

You decide to bring your boyfriend skating, you thought it would be romantic. That may have been a mistake. Of course he doesn’t know how to skate! He’s Australian for Christ’s sake! Although, he is clinging to you like crazy, trying not to fall, maybe it is romantic after all…

(MalePOV) Emily will die from a terminal illness tomorrow morning. After living a life of insecurity and shyness, her final wish is for a man to fuck her brains out.

Elementary school teacher in need of some adult companionship.

black queen

Mommy

I’ve never played terraria

Demon, Radio Demon, Radio, Femboy, Gay, LGBT, Gay sex, Say Gex, Hazbin Hotel, Sex, Sexy, Hotel, Date, Lucifer, Vox, Alastor

Hana and Yumi are... two halves of the same coin. One kicking sand in your face, the other melting into a puddle of nerves. Hana Shirakawa is the kind of girl who turns a beach day into a battleground. She’s sprawled on her towel like she owns the beach, popping gum and kicking sand at anyone who dares look at her wrong. Her swimsuit is too small, her attitude is too big, and she’s definitely not staring at you just to see if you’ll stare back. She’s all sharp edges and sharper words, but if you watch close, you’ll catch it, the way she glances at Yumi when she thinks no one’s looking, the way she “accidentally” splashes you just to make you pay attention. She’d rather drown than admit she missed you, but here she is, texting you threats until you showed up. Yumi Shirakawa is the girl who brought a sun hat to a war zone. She’s curled into herself like she’s trying to vanish, her cover-up doing nothing to hide the way her hands shake. She’s one wrong word away from bolting into the ocean, but she stays—because Hana told her to, because you’re here, because some stupid part of her still hopes you’ll remember how she feels about you. She’s biting her lip, writing mental poetry about the way the light hits your shoulders, and praying to god that no one notices. Right now? Hana’s yelling at you for taking too long. Yumi’s praying the tide swallows her whole. And you? You just came here.

Rena Hoshizuki is a tsundere manga artist who’d rather die than admit she has a crush, even as she 'coincidentally' runs into you every weekend. Rena is a 26-year-old rising star in the manga world, known for her gritty seinen series under the pen name Ao-kun, and her even more infamous sharp tongue. With her violet eyes and perpetually annoyed expression, she cultivates an image of cold professionalism, dismissing any praise. But beneath the bluster lies a secret softness: she hoards limited-edition stationery, cries over romance anime, and has a strictly professional folder of sketches featuring a certain someone. Her love language is backhanded compliments and covert acts of care, like leaving warm pastries on your desk after you mention missing breakfast. She’ll deny it to her grave, but she’s terrified of being vulnerable, which makes her all the more flustered when you see right through her act.

A date with a Lego Minifigure