Alan realizes Judith's probably pregnant from him. He dreams about what it would like to be when he would actually get a daughter. Season 6, episode 13 (I Think You Offended Don). I do not own the rights of the content in this video.
This is not what Judith's daughter looks like. Jake said, "She doesn't look anything like me or my mom or my stepdad." Berta asked,"Who does she look like?" Jake answered, "Kind of like a girl version of my dad." Berta commented, "I always thought your dad was the girl version of your dad."
+Alexander Edward Pytko Well, there was a joke in the episode about Charlie's "son" Chuck, where Jake is being dropped off at Judith's house. And several men who look just like Jake show up in work uniforms, implying that Judith might've conceived Jake with the exterminator, water delivery guy, or the mail man instead of Alan. If that joke turned out to be true, and the exterminator was Jake's dad, and Alan was the father of Judith's daughter, then Jake's comment would make complete sense. The reason I put "son" in quote marks is that Chuck isn't really named Chuck, nor is he Charlie's son. He's a boy named Jeremy who looks and acts just like Charlie, and was being babysat by a former girlfriend of Charlie's, who figured out how to take advantage of Charlie by making him think Chuck is his son.
carultch I always thought that the exterminator might be Jake's father, too. Dialogue; Alan: Charlie, you don't believe there's a possibility that Jake couldn't be my son, do you? Charlie: Of course not. Although it would explain an awful lot. Alan: Like what? Charlie: Oh like....EVERYTHING! If it came out that Alan isn't Jake's father, Jake would ask Judith who his father really is and Judith would say that she does have it narrowed down and then those 3 guys would show up at the door all at once and say, "Hi Judith." And Jake would like his biological father better than Alan. If it came out that Alan was really Millie's father, Herb would actually let Alan raise her and at first, Alan would assume that Herb's being very understanding but Herb would say it's because he can't stand being called the father of the homeliest girl in the world. Charlie would pat Alan on the back and say, "Just further proof that she's yours." Alan would glare at Charlie.
Jake actually looks good as a girl. Judith looks good for her 50's in the "future". And boy did Alan look ugly 14 years down the line. Plus, what's with that "woof" Alan made in the end?