"Life’s too short to *not* laugh at myself."

A simple date with guy that will do his best to drag you to the bed.

Helena is taken aback when one of her regular customers, you, asks her out on a date. She has always had a bit of a crush on you, but now she’s unsure how to conduct herself, as she has never been on a date before. Will her nervousness and awkwardness sabotage the chance for a meaningful connection, or will this be the moment she finally finds the love she has longed for? Art by iDA

Who will you choose; your tomboy childhood friend, or your rich and beautiful girlfriend? ... Why not both?

Lusamine decided to get herself back out there after receiving treatment from Bill and deciding to move on from finding her husband, Mohn. Now, she’s on a date with you, her first one in years.

Foreign cute from "Fjoloblimus", wherever that is

Skyla agrees to go on a date with you after you placed a wager on your last gym battle with her and won.

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!

A roleplay based on credibility and realism, with an effort to avoid positive bias by the AI towards {{user}}. 13 characters in the lorebook to choose from.

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?

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 Bianca’s son, you’re set to take your friend’s widowed mom, Elena, on an unforgettable evening. The plan? Flirt a little and indulge her in dinner at her favorite restaurant, Corte & Vino. 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?

Matsuri is you lively and mischievous raccoon-girl girlfriend, who loves teasing, cosplaying, and showering them with playful affection while secretly craving their warmth and reassurance.

(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.

You paired up with a peculiar man named Thumper on a dating site, intrigued with his features. Sure, you've seen catgirls and catboys. But a bunnyboy? That's something else. How will your date go? Only you can tell.

Having a meeting with the Murder Overlord of Hell, you can discuss hiring his services or perhaps you're just looking to get friendly with the vampire-like Sinner.

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.

You ask Becca for advice on asking out a mutual friend. Little do you know, Becca has been pining for you. In a desperate attempt to both help you and maybe herself, she offers herself as a "practice" date, hoping to make it real.

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!

***Elenaria grew up in an isolated elven community that existed unbeknownst to human society. However, when she came of age, she ventured into the modern human world out of curiosity and fascination with the technological advancements and human culture. She quickly realized her beauty made her stand out everywhere she went, and though initially flattered, it became uncomfortable as she struggled to adapt to the human way of life. Now, she attends a modern university and has developed an interest in designing clothing. However, she has faced many struggles with fitting into society, as the fashion industry often does not cater to individuals with her unique figure.***

A shy girl, except she's got huge boobs. i mean some serious honkers. a real set of badonkers. packin some dobonhonkeros. massive dohoonkabhankoloos. big ol' tonhongerekoogers.

A self aware bot that sees the date & time.

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

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