Come On
Season 1, Episode 22
Ted decides to make a final grand gesture to win over Robin. Then he learns she's planning to go on a weekend camping trip that includes her co-anchor, Sandy Rivers (Alexis Denisof), who also has feelings for her. Penelope: Amy Acker.
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Milk
Season 1, Episode 21
The day after Ted turns 28, he learns that the dating service he visited months ago has finally found his perfect match. He arranges to meet her, but before she arrives Lily calls and asks him for help during a life crisis. Tracy: Brenda Isaacs-Booth. Butterfield: Nate Torrence. Beautiful Woman: America Olivo.
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After booking an exclusive hall for their wedding, Marshall and Lily rush to prepare for the event. Their plans hit a snag when Lily insists on hearing a prospective band before hiring them, but the only place to see them is a local high-school prom, so she decides to sneak in.
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Without asking him, Barney gets Ted a beautiful “escort” (Erinn Bartlett) for Robin's media-awards dinner in an attempt to make Robin jealous and get his two friends together. Sandy: Alexis Denisof.
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A lonely Robin asks Ted to come over after 2 A.M., and on the way there he debates the decision with his friends on the phone and with Victoria in his conscience. Victoria: Ashley Williams. Sandy: Alexis Denisof.
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Marshall interns at the corporation where Barney works and finds that he is becoming a shallow jerk as he tries to fit in with his Barney-like coworkers. Meanwhile, Ted feels guilty when he receives several gifts from Victoria while he hasn't sent her anything. Blauman: Taran Killam. Bilson: Bryan Callen.
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Cupcake
Season 1, Episode 16
Victoria (Ashley Williams) and Ted have some deciding to do when she tells him she's been offered a fellowship at a culinary institute in Germany and has to leave in a few days. Meanwhile, Barney takes Marshall to his tailor for a wedding suit while Lily looks for a wedding dress. Tailor: Sergey Brusilovsky.
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Game Night
Season 1, Episode 15
Victoria (Ashley Williams) gets to know the gang better on game night, and they are all surprised by Barney, who recalls a sentimental love story from his past that reveals a side to the lothario they've never known. Shannon: Katie Walder. Businessman: Mark Derwin.
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Having abstained for weeks, an amorous Ted and Victoria (Ashley Williams) rush back to the apartment, where Lily and Marshall are in the bathroom and don't dare come out and ruin the moment. Meanwhile, Barney, in need of a buddy for the night, asks Robin to go “bro-ing” with him. Robin: Cobie Smulders.
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At a wedding, there's instant attraction between Ted and a woman (Ashley Williams). Both agree to preserve the evening in memory by not exchanging names or numbers, but Ted falls too hard to let it go and tries to find out her identity. Claudia: Virginia Williams. Tanya: Napiera Groves.
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Ted asks an excited Robin to be his date for a wedding, but the emotional bride won't allow him to bring her, telling him he never checked “plus one” on his R.S.V.P. Victoria: Ashley Williams. Stuart: Matt Boren.
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The Limo
Season 1, Episode 11
Ted rents a limo to take the gang out to sample five New Year's Eve parties in a quest to find the perfect celebration. Mary Beth: Kathleen Rose Perkins. Natalya: Natalie Denise Sperl. Moby: J.P. Manoux. Derek: James Tupper.
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Ted's memory is fuzzy as he recalls a time when all he clearly remembers is getting drunk and waking up in bed with a mystery woman---and a pineapple. Trudy: Danica McKellar. Marshall: Jason Segel. Robin: Cobie Smulders. Barney: Neil Patrick Harris.
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Ted and Robin volunteer at a homeless shelter on Thanksgiving and are stunned to see Barney's also there helping. Meanwhile, Marshall takes Lily to Minnesota to meet his family. Judy: Suzie Plakson. Marvin Sr.: Bill Fagerbakke. Amanda: Elizabeth Bogush.
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The Duel
Season 1, Episode 8
When Lily moves into the apartment, Ted fears that she and Marshall will edge him out and that they'll get the place after they're married. Waitress: Miki Mia. Katie: Keri Safran. Kevin: Martin Star. Erin: Maya Parish. Moving Man: Brian Petrucelli.
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When a professional matchmaker (Camryn Manheim) tells Ted that his perfect mate was paired with someone months ago, Ted steals the woman's file and meets her. Dr. Sarah O'Brien: Beth Lacke. Barney: Neil Patrick Harris. Lily: Alyson Hannigan.
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On Halloween, Ted makes his annual visit to a boring party, where he met his dream woman four years earlier, lost her number and hopes each time that she'll show up. Meanwhile, Marshall and Lily go on a double date with Robin and her new boyfriend (Jeremy Gabriel). Carl: Joe Nieves. Hula Girl: Krizia Bajos.
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Robin takes Ted and Barney with her when she gets VIP passes to an exclusive club, while Marshall and Lily, who decide they need to do grown-up stuff, host a wine-tasting party. Kelly: Vanessa Evigan. Phil: Samm Levine. Chris: Ryan Raddatz.
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Ted reconsiders women he rejected in the past, thinking his taste has changed, and decides to call a woman (Anne Dudek) whose heart he broke when he broke up with her---on her birthday. Jackie: Jackie Geary. Steph: Ange Billman. Marshall: Jason Segel.
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Barney cons Ted into going to the airport to meet women, and the pair end up on a flight to Philadelphia with two prospective dates. Laura: Tiffany Brouwer. Tatiana: Alyshia Ochse. Carl: Joe Nieves. Derrick: Robb Derringer.
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Hoping for a second chance after their intense first date, Ted invites Robin to a party, but when she doesn't show up, he throws a party again...and again. Fantasy Girl: Lindsay Schoneweis.
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Marshall announces he's proposing to Lily, prompting Ted to realize that he needs to find love and settle down.
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