Name: Riley O'Neil (born James Callahan II)
Age: 26
Height: 5'4"
Fc: Tanner Buchanan
Gender/Sexuality: Non binary (they/them), polyamorous, pansexual
Family:
Father: James Callahan, alive, disowned
Mother: Lucie O'Neil, unknown
Stepmother: Lisa Callahan, née Hanson, alive, disowned
Siblings: Sarah Callahan, half-sister, 19, alive, semi-regular contact. Connor Callahan, half-brother, 17, no contact
Profession: Tech Support for various contracted companies. Largely works from home, occasionally has to go in.
History: Riley's parents met when James briefly worked for the Irish branch of a global marketing firm. They started living together after only a few weeks of dating, though they never married. Riley was the only child they had together. When Riley was five years old, James was transferred to an office in Atlanta, Georgia. Lucie wasn't willing to leave Ireland, but she knew James could give Riley a better life than she could, so she gave them up.
Not long after returning to the States, James met Lisa Hanson. A year after meeting, they got married, and Sarah was born soon after, followed by Connor. When Riley was thirteen, they began babysitting their siblings during their parent's weekly date night. They used their free time after putting the kids to bed to experiment with Lisa's makeup, though they were careful to wash off any trace before their parents came home.
Their friend's sixteenth birthday at an all-ages club marked the first time they went out in public in makeup and a skirt, introducing themselves for the first time as Riley, to honor their Irish heritage. It was also the first time in years Riley had truly felt comfortable in their own skin. There, they met an older man, Ron, who they hit it off with. Three months later, just after Riley turned sixteen, they let Ron take their virginity. Despite the age gap, Riley took the lead, prompting Ron to refer to them as a "power-bottom." The relationship, unfortunately, didn't last beyond their first time. But Riley quickly learned that they didn't particularly care about their partner's gender, and they had no preference as to how they got off, so long as they both got off.
Just after graduating high school, Riley was once again tasked with babysitting their younger siblings. As soon as they heard the car leave, they went in and did their makeup, then borrowed one of Lisa's skirts, which was scandalously short even on his short frame. They were on a video call with their boyfriend, masturbating for each other, when James and Lisa returned home early. They hadn't heard the garage door thanks to their headphones. It turned out Connor had called them when he couldn't get Riley to open their bedroom door. All three of them walked in just as Riley was moaning about all the filthy things they wanted their boyfriend to do to them.
James lost it, unwilling to accept that Riley could possibly be anything other than straight and cisgendered. He gave Riley ten minutes to pack his things and get out. Lisa didn't want the skirt back.
Riley stayed with their boyfriend for a couple months and began working their way through college. Though they tried to reach out to their family a couple of times, James,Lisa, and Connor told them to stop, they never wanted to hear from Riley again. Sarah was the only one who answered, and only when she knew their parents weren't around.
Four years and several relationships later, Riley graduated college with a bachelor's degree in computer science, which enabled them to get a job as an IT professional. So early in their career, it doesn't exactly pay the best, but it lets them pay rent on their apartment and pay towards their student loans.
From the time they started going by Riley, they had switched between masculine and feminine pronouns, but at twenty-two, they learned about different gender identities, and decided that non binary fit them the best, with poly and pan quickly following. Riley is a shameless flirt, often joking that their type is "sentient, sapient, and consenting." They're always willing to try new things, though they have a few things they proudly own as their kinks.










