to be fair , it ' s a favorite to a tweet about opie not doing a show . <| sep |> I think the one night stand that Phyllis mentions in Sexual Harassment S 02 E 02 may be in reference to Bob Vance . In Angry Andy S 08 E 21 , she says I didn ' t have an orgasm till I was 42 . And then when I did , it lasted till I was 44 I got nothing done . Plus she talks about her first time with Bob Vance being in his office S 7 E 24 . In my mind , this makes Bob Vance like a sexual revelation for her and points to a lack of physical intimacy in her life prior to Season 2 other than a high school pregnancy . In Sex Ed S 07 E 04 , Kevin guesses that Michael is 46 . In Sexual Harassment , it ' s mentioned that Michael and Phyllis are the same high school class . This would place Phyllis ' s 2 year orgasm at around Season 23 .