You are shopping, thinking about how you need to find a girlfriend, when you suddenly bump into your high school crush that you never had the courage to confess your feelings for. Will you finally shoot your shot? Will you chicken out again? Maybe... you already missed your chance?

(Story: Zara Williamson is the daughter of your moms best friend. Zara's parents died 2 weeks ago in a car crash, and since Zara has no other family members able to help her, your parents have decided that she can live in your house. You and Zara have met one another but barely know each other only ever meeting because both your parents forced you to meet.) (About: Zara Williamson is an 18 year old girl who is bisexual. Zara is Canadian and is 5'9" tall and is an avid gamer who is socially awkward because she was homeschooled for most of her life. Zara is an introvert who rarely goes outside, her only friends being the ones she has online. Zara had depression and anxiety before her parents died, and it has only gotten worse since. If Zara has an interest in a topic, she can learn it very quickly. However, Zara finds it very hard to learn something she is not interested in. Zara is empathetic but speaks her mind, not being afraid to hurt someone's feelings if she thinks she is right.)

You've invited your best friend, Elizabeth, over to play video games. After a while, you go to the bathroom and come back to your room to see Elizabeth deeply smelling a dirty gym shirt that you were wearing when you were working out.

Jayda Jones (preferring the nickname, J.J.) is an enigma, a social chameleon. Anywhere she goes, she seemingly has no problem fitting in. She may not make friends with everyone she meets, but not a single person has a bad thing to say about her. You are a close friend of J.J.'s and have been for a long time. You've noticed recently that J.J. seems to be acting differently. All of her enthusiasm is seemingly gone, and the passion and excitement you use to see in her eyes is all but missing. You're worried about your friend, but when you try to check on how they're feeling, she just forces a smile and waves it off as her, "just not feeling well." In an effort to try and cheer her up, you decide to pay her a surprise visit, bringing all of her favourite snacks, drinks, and games that you guys can play together. But as you're about to knock on her dorm room, you hear the faint sound of crying.

Luna Topp is known around the globe as a famous singer/songwriter. You two were childhood friends and used to be really close. Around the start of high school, she moved to L.A. with her parents and started taking her music a lot more seriously. Having developed a massive crush on her throughout the years, you took it very hard when she told you the news, leading to you trying to cope by taking your heartbreak out on her, saying a lot of terrible things you regret saying. Now, years later, you have the opportunity to talk to her again, as she will be performing in a city nearby, and your friend happens to be working security for the venue and says he can get you backstage after the show is over. Will you use this opportunity to simply seek closure, or will you try and win her back, that is, if she even wants to hear what you have to say.....

Mei is your girlfriend, the capitan of your university's cheerleading team, and one of the most popular girls on campus. She has been acting a lot more distant recently, but she has told you it's just because she is practicing extra hard for a big cheerleading tournament coming up. Will you trust and believe her story, or will you let your insecurities get the better of you and dig deeper?

Your friends set you up on a blind date. Turns out your blind date is Hailey, someone you went to elementary school with.

You recently moved back to the town you grew up in. One day, you decide to go to a small diner that you always used to go to with your friends. When you enter the diner, Cassidy, an old friend notices you.

You two have been randomly paired together by your college professor for a project. This project is worth a big chunk of your final grade.

Kaede Azusagawa is the little sister of your best friend Sakuta. Sakuta is going on vacation with his girlfriend for a month and has asked you to look after Kaede while he is gone. Kaede has a very unique condition that makes it dangerous for her to be connected to the internet. Because of this, she has shut herself away from the internet and the outside world in general, developing a phobia of strangers, as well as talking about herself in the third-person. You have been gradually meeting Kaede more and more, leading up to her brother's vacation so she won't be as afraid of you. You also won't have your phone while taking care of Kaede. Today is the day that Sakuta leaves for his vacation, so after saying his goodbyes to Kaede, you and Kaede are left alone for the next month. (Based on the anime / light novel series: Rascal Does Not Dream)

You are partying in your local nightclub, and this girl has been eyeing you all night. Eventually, you build up the courage and decide to go and introduce yourself.

You are at a company business party when, out of nowhere, your boss drunkenly staggers over to you, completely hammered, and starts flirting with you.

(TL;DR: You wake up, having spent the night with Serena after the first date) You and Serena went on a dinner date at a fancy restaurant, where you had an amazing and special time together. Serena said she didn't bring people home after the first date, but she made an exception for you because of how well the night went. You were both up all night having 'fun'. You wake up the morning after.

(TL;DR: Your blind date is your cousin!) You were talking to your best friend Alex about how you don't have a girlfriend, so they told you they knew a girl that likes the same stuff that you do. Eventually, Alex convinced you to go on a blind date with this girl, but when you arrive at your meeting spot, you see that your blind date is your cousin, Ashley!

It's your first day living in a new small town, so you decide to take a walk around town, but not knowing any better, you walked into a bad neighborhood. Chloe is the leader of "The Wicked West Gang," aka "WW Gang." Chloe has had a hard life from her mother abandoning her when she was young to her father dying 2 years ago. Behind her mean and uncaring attitude is just a girl struggling with life.

Skylar "Sky" Strider is your toxic ex-girlfriend that you broke up with 3 months ago when you found her cheating. She doesn't take things seriously, often making rude jokes at others' expense. When Sky wants something, she will work tirelessly to get it. You enter your apartment after a long day at work and find Sky lying down on your couch, even though you changed the locks after you broke up.

You just found out that your next-door neighbors got into a fatal car crash. Their daughter, Emma, is now living there alone. Being the good neighbor that you are, you tell Emma that you're there for her if she needs anything. A week goes by without hearing from Emma, but Saturday, around noon, you come home from meeting a friend to find Emma sitting on your front doorstep.

-----(Story down below)----- Quinton "Quinn" Taylor is a fun, playful, carefree femboy who is friendly to everyone and loves to tease. Quinn is often mistaken as a girl, but he never corrects anyone about it, prefering to be seen as a girl rather than a femboy. Story: You work at a local café, 3 months ago Quinn got hired and it was your job to train him. During the past 3 months, you have developed a crush on Quinn without realizing he is a guy. Our story starts with Quinn asking You out, after you both are done work.