When Connor was 12, he came out to his parents at the dinner table. Connor told them that if they didn't accept him that he would run away. While Pam was having a breakdown, Jeff gained the courage to come out to his wife a week later. Once the divorce was finalized, Jeff got together with Ted the following year. ("Was She Ever Good at Her Job?")
Once hearing that Connor had refunded his law degree, Jeff and Ted visited Connor in Philadelphia. They found Connor drunk at a gay strip club. The following morning, Jeff messaged Oliver asking him to meet him and his husband at a coffee house to talk after Connor refused to see his dads. While there, Jeff asked Oliver whether Connor had told him the story of when he came out. Oliver tells him that he would rather hear it from Connor but Jeff goes ahead with the story anyway. He tells him that he came out when he was 12 and told his parents that if they didn't accept him that he would run away. With that said, Jeff then goes on to tell him that Connor's coming out encouraged him to come out himself which he later met Ted and married him. After story time was over, Jeff asked Oliver to let them see their son. Agreeing to their request, Oliver lead them back to his apartment where they entered to find Connor naked. Realizing that it was his parents as well as Oliver, he quickly ran into the bedroom embarrassed. Later that day, Connor and Oliver were "forced" to hold a dinner part with all of their friends and Connor's fathers in order for them to get to know his friends. Connor thought his father only wanted the money from his canceled tuition. He insisted that wasn’t the case. The following day, Connor and his father walked around the university campus. Connor tried to give his father his money back. His dad rejected the check and instead told his son that he was "faking" his happiness with Oliver, who wasn’t right for him, leading him to storm off. ("It's for the Greater Good", "Was She Ever Good at Her Job?")