- Robin tries to date a guy with a child, even though she does not like or want children. Meanwhile, Ted finds it impossible to make it with a woman he knows that Barney slept with a year ago.
- Lily thinks that a guy she knows named George is perfect for Robin, but he's a single father (his son, Doug, is in Lily's class), which is usually a deal breaker for kid hating Robin. Robin decides to give George a try and she does fall for him, even strong enough in her feelings and confident enough to tell him that she has a problem with kids. But when Robin inadvertently meets Doug in a morning after situation, Robin ends up having a slightly different reaction to Doug, which brings up a situation Robin has never faced. Meanwhile, Ted and Barney make a bet on who can sleep with the next beautiful woman they see at MacLaren's, that woman whose name is Stacey. As Ted's luck would have it, Stacey ends up being an old conquest of Barney's who she hates. Ted seems to have the bet in the bag, until his conscience gets the better of him.—Huggo
- Lily tells Robin she will set her up on a date with a guy named George (Brad Rowe). After she lists his good qualities, Ted points out that she has not mentioned his flaw (or as the gang call it, his "but...") though when pushed, Lily reveals that George has a son in her kindergarten class. Despite Robin's personal dislike of children (even as a kid, she hated other kids), she goes on a date with George and ends up meeting his son, Doug (Nicholas Roget-King). Robin wants to know her "but", and her friends say there is nothing wrong with her, while secretly thinking, gun nut, afraid of commitment, Canadian, didn't like Field of Dreams.
After some initial hesitancy and an argument about how cereal should be served, Robin and Doug actually hit it off. However, when Robin decides to break up with George before Doug becomes attached to her, Lily shows Robin a picture that Doug has drawn of his "new mommy" (Doug studies in Lily's class at school). Despite Robin claiming otherwise, everyone else believes the woman in the picture is Robin. Lily informs Robin that if she breaks up with George, she must break up with Doug as well - Robin reluctantly agrees.
Meanwhile, Ted ridicules Barney's latest pick-up plan (A bunch of snakes got loose in Central Park. They were training for the Death Valley Iron Man. The snakes attack a little baby and the guys save the baby while strangling 6 cobras with their bare hands.. They got bit on the eye, hence the eye-patches) and the two argue about who has more "game", while, to his dismay, Marshall is classed as irrelevant (Marshall argues that if dating is the game, then marriage is winning the game). Marshall calculates that if he and Lily had sex twice a week, plus 17 times on their honeymoon, minus 2 weeks when he checked out a girl at the mall, they had sex 1053.5 times.. 0.5 is because, Marshall's mom called once in the middle. Ted counts it as 1. To settle the argument, Ted and Barney select a girl from the bar to see who can sleep with her first. While Ted is distracted Barney makes his move, only to be slapped in the face. Barney explains this is because he had already slept with the girl the year before and therefore, has won the bet, but Ted rules otherwise and begins his pick-up attempt and succeeds.
Ted and Stacey (Janet Varney), the girl from the bar, have begun dating so he gloats to Barney about winning the bet. However, Barney makes Ted uncomfortable with thoughts that Barney has already been with Stacey (He has had sex with her, motor-boated her and so on) and Ted breaks up with Stacey (since every time he tries to get intimate with her, he pictures Barney on her body), admitting to Barney and Marshall that he was unable to get past the thought of her and Barney together.
Barney reveals that he had not slept with Stacey at all; on the night of the bet, he asked Stacey to slap him to make it appear as though she hated him to set up the entire ruse that they had slept together. As Ted gloated about his dates with Stacey, Barney learned various details about Stacey's life (she likes yoga, plays bass in a reggae band, says love cliches and so on) and befriends her, so that he could be there for her when she broke up with Ted. However, one month later, he finds himself bored and frustrated for agreeing to Stacey's request to take things slowly since her experience with Ted.
Robin goes to see Doug and takes advantage of the fact that he has never been dumped before by using "every cliche in the book" (its not you its me, we can both use some space right now, we need to talk, I really need to focus on my career right now) but she is interrupted by the arrival of George's new girlfriend, Brooke (Deanna Russo), whom she realizes is actually the woman in Doug's drawing. Lily tries to comfort Robin after her breakup, but cannot believe she was dumped by a six-year-old. Robin claims she is done with kids but Future Ted narrates that she would eventually make her peace with kids and go on to appear in some important works of art - pictures drawn by his kids of themselves with "Aunt Robin".
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