Season2,Episode1:Sophomoriaaa
　　OriginalAirDate—26September1999
　　Felicitystartshersecondyearatcollegewithapossiblenewrelationship,andtheaftermathofherdecisiontocopewith.Elsewhere,housingshortagescauseunusuallivingarrangements.
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　　Season2,Episode2:TheList
　　OriginalAirDate—3October1999
　　BenworriesaboutFelicity'sexpectationsofhim,SeanandJuliethrowaparty,andFelicitytriesunsuccessfullytocounseloneofhercharges.
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　　Season2,Episode3:AncientHistory
　　OriginalAirDate—10October1999
　　Felicity'sdecisionaboutherhairleadstoevenmorelifechanges,Julielooksforanapartment,andNoeltakesanartclass.
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　　Season2,Episode4:TheDepths
　　OriginalAirDate—17October1999
　　AstalledsubwaytrainforcesFelicityandJulietoconfronteachother,NoelandRubygotoanartshow,andBenstandsuptoaclient.
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　　Season2,Episode5:Crash
　　OriginalAirDate—24October1999
　　NoelandElenabecomeobsessedwithavideogame,Felicitygoesoutonablinddatesetupbyherprofessor,andBenisconfusedbyMaggie'sactions.
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　　Season2,Episode6:TheLoveBug
　　OriginalAirDate—7November1999
　　Felicity,Ben,andNoeleachdealwithuncertaintiesintheirindividualrelationships,andMonohitscampusjustintimeformid-terms.
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　　Season2,Episode7:GettingLucky
　　OriginalAirDate—14November1999
　　AstraydogFelicitypicksuponthestreetimpingesoneveryone'slives,andprovidesherwithplentyofexcusesfornottakingthenextstepwithDavid.
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　　Season2,Episode8:FamilyAffairs
　　OriginalAirDate—21November1999
　　HolidaygatheringsaredifficultforFelicityandBen.Ben,becausehehastoworkapartygivenbyMaggie'shusband,andFelicityfeelspressurefromanunexpectedfamilyvisitandfromDavid.
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　　Season2,Episode9:Portraits
　　OriginalAirDate—19December1999
　　FelicityandNoelstruggleagainstfeelingsforeachotherwhileworryinghowtheiractionswillaffecttheirgrade,Rubymakesasurprisevisit,Juliemeetsamusicproducer,andBenisonshort-timetocompleteafinalinAmericanLit.
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　　Season2,Episode10:GreatExpectations
　　OriginalAirDate—16January2000
　　Felicity'sfatheracceptsapositionintown,andhisnever-endingpresencebeginstograte,BenreconsidershisdecisionaboutFelicity,andJuliebeginstodoubttheintentionsofErik.
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　　Season2,Episode11:HelpfortheLovelorn
　　OriginalAirDate—23January2000
　　Thisepisode,atributetoTheTwilightZone,followsFelicityasshetriestohealherbrokenheartandstrangedoingsatTheClinic.
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　　Season2,Episode12:TheSlump
　　OriginalAirDate—6February2000
　　BenandFelicityareforcedintocounselingfortheirprankatthepool,Elenagetsanewlabpartner,andNoel'sargumentwithRubyismoreseriousthanhethought.
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　　Season2,Episode13:TruthorConsequences
　　OriginalAirDate—13February2000
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　　Season2,Episode14:TrueColors
　　OriginalAirDate—20February2000
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　　Season2,Episode15:ThingsChange
　　OriginalAirDate—27February2000
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　　Season2,Episode16:Revolutions
　　OriginalAirDate—5April2000
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　　Season2,Episode17:DocuventaryII
　　OriginalAirDate—12April2000
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　　Season2,Episode18:PartyLines
　　OriginalAirDate—19April2000
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　　Season2,Episode19:RunningMates
　　OriginalAirDate—26April2000
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　　Season2,Episode20:BenWasHere
　　OriginalAirDate—3May2000
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　　Season2,Episode21:TheArethaTheory
　　OriginalAirDate—10May2000
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　　Season2,Episode22:FinalAnswer
　　OriginalAirDate—17May2000
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　　Season2,Episode23:TheBiggestDealThereIs
　　OriginalAirDate—24May2000