After meeting in a bar over too much tequila, Kim and Miles wake up handcuffed to Kim's bed frame and find that the key is missing. Mona, who is a lesbian, and her straight twin sister Dominique swap places and hook up with each other's lovers. Vanessa dresses Jamie in drag for a drama exercise, then Jamie uses the disguise to get to know Sabrina better.

Miles, still handcuffed to Kim, tries to convince her that they are meant for each other. Mona gives Dominique's boyfriend Jonathan oral sex tips while Dominque takes a shower with Mona's girlfriend, Joy. Jamie remains in drag to attend an all-girl slumber party, but his plan backfires when boys arrive and he has to play spin the bottle as a girl.

Miles reveals that he was hiding the key to the handcuffs to spend more time with Kim, who finally admits that she likes him. Mona and Joy break up when Mona and Dominique come clean about switching places, while Dominique benefits from Jonathan’s experience with a lesbian. Jamie winds up "dating" Eric to stay close to Sabrina, prompting Vanessa to reveal her long-time crush on him.

Tess' blind date, Alex, mistakenly shows up at Hope's apartment and Hope invites him to stay for the night. Berk pretends he's attached to get Lori interested in him, but when she wants visual proof of his relationship, he has to find a "girlfriend" fast. Jamie reveals to Sabrina that he dressed in drag to be close to her, but when Sabrina becomes interested in him, Jamie decides he really likes Vanessa.

When Tess accuses Hope of stealing her blind date, they toss a coin to see who should go out with Alex--Tess wins. Kevin helps Berk stage a fake make-out session with the aid of a blow-up doll, but when Berk later breaks up with his "girlfriend," Lori still won’t go out with him. Rebecca agrees to go on a date with Kip without seeing his face, which is covered by a hockey mask in order to hide a huge zit on his nose.

Hope, still feeling guilty for stealing Tess' blind date, sends Alex away after Tess stands him up, then begs him to come back after Tess revels she's met someone else. When Berk convinces Kevin to get in bed with the fake Natalie (a.k.a. the blow-up doll), so that he can "pretend" to catch his "girlfriend" cheating on him, the real Natalie shows up, forcing Berk to tell Lori that he has lied to get her to like him. Kip puts a bandage over his zit and tells Rebecca that he got in a fight while playing hockey.

Chuck suspects he has gonorrhea and confronts his girlfriend Jane who then confronts her lover/ex-boyfriend Peter, accusing Peter's girlfriend Siska of starting the STD chain. Renzo tries to convince Jim to ask Annie out, but Jim's conversation with Annie's roommate Carla leads him to believe Annie wouldn't date a man in a wheelchair. When Rebecca asks why he got into a fight, Kip confesses that he made it all up.

Jane confronts Siska with her suspicion that she is the source of the gonorrhea, in the process revealing her ongoing affair with Peter. Annie backs out of her date with Jim when she finds out he is disabled. Bonnie, the overweight cartoonist and victim of ridicule, tells Max, the campus golden boy, that she knows he is the anonymous writer of poetry in the school paper.

When Siska admits she cheated on Peter, Jane must admit to Chuck that she was sleeping with Peter, which leads to Jane and Peter getting back together. Annie changes her mind and goes out with Jim, who then accuses her of keeping the date out of pity. After her friend dares her to prove her power over her boyfriend, Cassidy says she'll sleep with Max--for the first time--if he takes Bonnie to the dance.

Josh convinces Rick to pretend to be his butler for his date with Devon, but when they rehearse dinner service using Merrith as a stand-in, she gets food poisoning. Renzo steals Jim's wheelchair, stranding him in Annie's room where Jim apologizes, resulting in Jim and Annie having sex. When Cassidy reveals she coerced Max into taking Bonnie to the dance, Max must prove to Bonnie that he actually likes her, and they wind up kissing for the first time.

When Rick confesses that he is not really Josh's butler, Devon leaves with Rick prompting Merrith and Josh to console each other, which leads to sex. Renzo invents the game of "Love Bowl" to help spice up Megan and Casey's sex life. Max decides to date Bonnie, even though Monica and Cassidy tell him that no one will accept them as a couple.

Rick and Devon go on a date and return to the apartment, only to run into Josh and Merrith as both couples search for condoms. Renzo substitutes his own kinky fantasies in the Love Bowl, leading Casey and Megan experimenting with lipstick and lunch meats, which disgusts Megan. Ruddy tells Brad to dump Katrina because she won’t sleep with Brad, but then Denise gives them the idea of staging a horror film video night to promote snuggling, and eventually sex.

When Merrith and Devon arrive for dinner at Josh and Rick's, Devon suggests they switch partners. Megan apologizes to Casey for writing a list of things she didn't like about him after she finds out Renzo rigged the Love Bowl, but they wind up breaking up and decide to have sex one last time. Ruddy's plan to scare the girls into sleeping with the boys backfires when the girls find out about it and leave angry.

After the couples swap partners, Merrith and Rick keep their sleeping together a secret since Josh and Devon didn't have sex, but Merrith and Josh wind up getting back together. When Dale and Kitty break up, geeky Milo consoles Kitty, which makes Kitty's sorority sister Terry fear what others will think. The boys invite Denise and her friends over for "a sure thing," but their girlfriends find out.

Cory admits to Bryce that she went on the Love Nest (a game show) to make her ex-boyfriend Russell jealous, then Cory and Bryce get together as Russell leaves a message on the answering machine. Dale tries to be a better listener like Milo in order to have another chance with Kitty, and Milo overhears the conversation, bummed. Alison bluffs the guys into revealing their intention to fool around with Denise and her friends.

Russell, a multi-millionaire, surprises ex-girlfriend Cory by showing up at the Love Nest, where he offers Bryce money to leave Cory alone. After Milo sees Kitty kissing Dale, Kitty breaks up with Dale and tells him to take Terry to the Luau. Kitty gets together with Milo. "Double D" Denise tells the girls which boys cheated on them, and agrees to help the girls arrange a "pajama party" where the girls will get back at the guys.

When Cory discovers that Russell paid Bryce to fail the love test, she tells both of them to leave and winds up having coffee with Donnie (a.k.a. the "love pest"). Pilar, Joy's new bisexual roommate, shows an interest in Dominique, causing Mona and Jonathan to plot to make Dominique jealous. With Denise's help, the girls go to the lair and lure their boyfriends into taking their clothes off, then ambush them with cameras for revenge photos to be posted on the Web.

After two years of cyber sex, shy Amelia arrives from England to meet Ethan for the first time and winds up getting a crash course in sex to loosen her up from Ethan's roommate Josie. After Mona tells Jonathan that she and Dominique switched places the night he got the oral sex lessons, Jonathan and Mona make plans to sleep together, leading Dominique to make plans to sleep with Pilar. Katrina goes to meet Brad, Allison blows Ruddy off, and Jamie makes up with Vanessa.

Amelia reveals she's never had an orgasm with someone else present, so Josie and Ethan help her learn to relax, unleashing a nympho-like quality. Mona goes down on Jonathan, Pilar tries to get Dominque to do the same to her, but Dominique can't go through with it and barges in on Mona and Jonathan together. Eddie delivers pizza and a note from Jamie to Vanessa, who is on a hunger strike until her parents let her see Jamie again.

When Amelia suggests a four-way with Ethan's roommates George and Josie, Ethan tries to curb Amelia's newfound sexual freedom, but Amelia leaves and tells Ethan that she's not ready to give up her sexual experimenting. Mona and Dominique fight, so Jonathan enlists Joy to help settle things. Jamie barges in just as Eddie is about to kiss Vanessa, which leads to the revelation that Eddie really wrote the letters he's been delivering.

Kim is upset when Miles' get together with a high school buddy turns out to be his ex-girlfriend Wendy, who has returned to see if Miles is still in love with her. Casey's little sister Sydney hits on Renzo who, for once, is trying not to get laid in favor of his relationship with Casey. Eddie reveals to Vanessa that he, not Jamie, is the author of the poetry and Jamie walks in just as Eddie and Vanessa are about to kiss.

Kim learns that Miles and Wendy never had sex and Miles admits he still has feelings for Wendy. Sydney tries Renzo's Love Oil, which burns her skin, so Renzo helps her shower off as Casey discovers them and believes they had sex. Laura agrees to let slacker Clyde crash on her couch if he will help her with a catering gig where another girl asks him out, making Laura jealous.

Wendy, who doesn't usually drink, has too much tequila and shows up at Miles' apartment just as Miles has called Kim to reconcile. Sydney tells Casey that nothing happened between her and Renzo, but chides both of them for treating her like she has no control over her sex life. Laura helps Clyde get ready for his date while Clyde tries to get her to loosen up and admit that she likes him.

When Daniel asks Quentin to move in with him, Quentin and his roommate Rex contemplate their relationship, resulting in Quentin and Rex sleeping together for the first time. Annika decides to make Elliott and Mark the subject of her research on human sexual competitive behavior while Elliott and Mark have made a bet as to which of them Annika will like better. Audrey invites Clyde on a runaways' road trip, while Laura loses her school election and starts to deal with her feelings for Clyde.

Rex invites Sammy over, making Quentin jealous and Daniel realize that Quentin and Rex slept together, ending with Rex having a panic attack as Quentin prepares to move out. Annika makes dinner plans that throw Mark and Elliott together, but when the competition between them results in Elliott injuring his back, Annika's roommate Mindy swiches laptop computers to reveal to Elliott that he and Mark are Annika's research subjects. When Laura becomes a slacker after losing the election, Clyde tries to make her feel better.