This is a Manly Man turned sissy, forced feminization, first time with a best friend, crossdressing erotica.
When Johnny is forced into being his best friend's date at a fund raiser, it was supposed to be just a convincing act. However, Johnny, who is playing the part of Janice, is becoming a little too comfortable with the feminine role he's playing. Not only that, but his best friend, Craig, is as well.
They manage to put on such a show that everybody in attendance is convinced that Johnny is actually Janice and that he and Craig have a healthy relationship. Natalie, who would have been Craig's date, but turned him down, becomes noticeably jealous and Craig decides to throw a cherry on top with a kiss before taking his beloved Janice home for the evening. Speaking of cherries, there's more than bottles popping tonight.