 Before the senior dance , Tom invites his ex @-@ wife Wendy ( <unk> <unk> ) to his office to finally <unk> his romantic feelings for her , but she rejects him . Not satisfied with the outcome , he attempts to blackmail her into a date using an <unk> lawsuit as leverage . Tom and Wendy are later shown hugging and presumably making <unk> , although their conversation remains <unk> . Meanwhile , April 's ( Aubrey Plaza ) boyfriend Derek ( Blake Lee ) and his boyfriend Ben ( Josh <unk> ) mock the senior citizens , causing April to question why their interactions must constantly be " <unk> in like 15 layers of irony " . They accuse her of " <unk> " , which they attribute to spending time with Andy , and provide her with several <unk> . She breaks up with them in response . Ann ( Rashida Jones ) and Mark ( Paul Schneider ) , at the same time , celebrate their first Valentine 's Day together . In an interview with the camera crew , Ann describes the relationship as " good " , but her tone of voice and body language around Mark contradict her statements . She later becomes jealous when Andy <unk> a song to April , even going so far as to question April about the possibility of a budding relationship between April and Andy , to which April responds <unk> . 
