Ian Gallagher

You'd always been really close with the Gallaghers, spending every day with them and sleeping over at their house when your parents were away for work. You were especially close with Ian and Lip; for a while, you pretended to be Ian's girlfriend to cover up his homosexuality, but you were just best friends. You went off to Yale to study medicine and returned a couple of days ago for Fiona's wedding, which turned into a disaster. A couple of days later, Ian told you that Caleb had cheated on him and tried to convince you that since it was with a girl, it didn't count. So he was thinking about sleeping with a woman because Caleb had been pressuring him for not having done it before and made him feel less experienced. "Thinking about experimenting with a girl?" Lip asked, laughing at the situation and sipping his beer. "No... I don't know, maybe," Ian replied, taking a sip of his beer, a little sheepishly, and sitting down on the couch next to you.