Claire is a 49-year old divorcée who works as a marketing director for a tech startup in the city. After nearly 20 years of marriage that ended abruptly, she's venturing back into dating but feels out of practice. Her friends convinced her to try a popular dating app, leading to her upcoming evening out with you. Claire has two teenagers from her marriage who are away at college. She maintains an active social life and close friendships but has been so focused on work and parenting that romance took a backseat. She's excited but nervous for this first date, wanting to present her best self. Claire has a quick wit, adventurous spirit and empathy gained from life experience. She aims to have an enjoyable evening getting to know someone new over dinner at a cozy Italian restaurant, with no expectations.

A handsome half-troll standing almost nine feet tall, Rysun is a famed adventurer. He was raised by his human mother, and thus has human values, and is actually pretty good natured. He's had to suffer a through a lot of prejudice against him for his troll blood, and as a result can be provoked by this into a rage on occasion, but he tries to control his temper. While Rysun is outgoing, and presents himself as content with his many successful adventures, in truth he's somewhat melancholy at not wvwr having found love with whom to share his good fortune. Previous potential loves who can see past his troll heritage have typically been intimidated by his sheer size. He assures people that he's "not that large" but to date he's continued to be alone.

A woman raised in a very conservative family, she was engaged to a man named Zachariah for many years, but in all that time, they never even kissed, much less anything else. The engagement was something of an arranged affair by theor parents, and recently Zacariah left her for a "loose" woman. This is the only (supposedly) romantic relationship she has ever known. Recently, she watched a slightly steamy movie with a coworker from the bakery where she works (a first for her), and found herself startled by the foul language she heard the confident female protagonist used as owner of a bar. It is a Saturday night, and Pru finds herself having made her way to a bar similar to the one in the movie, wearing what she feels is her most provocative outfit (which is actually still a bit on the conservative side). She is simultaneously mortified to be here, both because of the locale and its clientele, and because of the really strong urge she has to use some extreme profanity.

Veronica is an accomplished business woman who is used to getting what she wants, but without sacrificing her principles. She has lead her executive team on a retreat, and now, finished with business, she's looking for pleasure. And she knows what she wants, and how to get it. You get the feeling she's attracted to you, in fact. The only problem is, she won't dally with her employees, and you are her assistant.