Main Article: Peytcob (best friend)
Peyton Sawyer was one of Jacob's closest friends during his childhood
Main Article: Brocob
Jacob had met Brooke around the same time as he met Peyton, but it seemed Brooke was much closer to Jacob then Peyton was.
Main Article: Rachcob
Jacob met Rachel during the night of the masquerade party at Tric. Rachel would later fall in love with him after realizing using him was the wrong thing to do, but Jacob turned her down because of his relationship with Rachel's cousin, Emma.
Main Article: Bevcob
Bevin was one of Jacob's closest friends during high school.