It was initially Manny's best friend, Emma Nelson, who was seemingly winning Craig's affections, though he surprised both girls by asking Manny to dance with him during the upperclassmen's Senior Dance in the season two episode, Girls Just Wanna Have Fun. Manny then developed feelings for Craig, which resulted in her having frequent fantasies about him. Manny was persuaded by Emma to take the initiative to asking Craig out herself in the season two episode, Take My Breath Away. However, Manny and Craig provided two substantially different accounts of how their date went. Whilst Manny thought that all went well, Craig was highly put off by Manny's lack of maturity, even going as far as to say that she reminded him of his five-year-old half-sister, Angela Jeremiah. Thus, Craig promptly breaks it off with Manny, leaving her heartbroken. They later engaged in an affair during the third season of the series, while Craig was in a relationship with Ashley Kerwin. Their affair began in Should I Stay or Should I Go?, after losing their virginity to each other, then ended in Holiday (2), when it was revealed to Manny that Craig had lied to her about having ended his relationship with Ashley. Manny then discovered that Craig had impregnated her the night they had sex, due to misunderstanding regarding the usage of protection. Their relationship was rekindled in Accidents Will Happen (2), though ended in Accidents Will Happen (2), because Manny's decision to have an abortion was not mutual. Their third and final relationship began in Weddings, Parties, Anything, of the fifth season, and ended in the season six episode, What's It Feel Like to Be a Ghost? (2), when Craig chose his cocaine usage over his relationship with Manny.