 was shot in NYC and won multiple awards after its premiere in September 1998.

In 1998, Blair starred opposite Dominique Swain in the teen drama Girl, as well as in the suspense thriller Brown's Requiem, based on the crime novel of the same name.
In the same year, Blair appeared in My Friend Steve's 1998 music video for the song "Charmed" (which was also the opening theme for the first season of Zoe, Duncan, Jack and Jane in 1999). She also appeared in the music video for the single "Every You Every Me" by the British alternative rock band Placebo; the track was featured on the Cruel Intentions soundtrack.

1999–2004: Breakthrough and mainstream success
Following several auditions, independent film roles, and guest-roles in television series, Blair achieved her breakthrough opposite Sarah Michelle Gellar and Ryan Phillippe in the 1999 coming-of-age drama Cruel Intentions, loosely based on the 18th-century novel Les Liaisons Dangereuses. The film received mixed reviews, with Variety finding "newcomer" Blair to be " too broad" while "overdoing [her role]'s clumsiness". Nevertheless, the film made an impressive US$75.9 million at the international box office, and earned the actress an MTV Movie Award nomination for "Best Breakthrough Performance" and a win for "Best Kiss", shared with Gellar. Cruel Intentions has since developed a cult following.

Blair went on to star as Zoe Bean on Zoe, Duncan, Jack and Jane, alongside Azura Skye and Michael Rosenbaum. The first season follows the lives of four high school classmates from Manhattan.  The second season was just renamed Zoe..., which follows the title character a few years later as a psychology student; the show was not renewed for a third season.
She was nominated for the Teen Choice Awards for "TV – Breakout Performance" category for her role in Zoe, Duncan, Jack & Jane.

In 2000, Blair won a Movieline's Young Hollywood Award in the "Exciting New Face – Female Category", and portrayed a seductive college student in the teen comedy Down to You, alongside Freddie Prinze, Jr. and Julia Stiles. A lukewarm critical and commercial response greeted the film upon its release.
Her film career continued with the independent drama Kill Me Later opposite Max Beesley. She starred as a suicidal
was shot in NYC and won multiple awards after its premiere in September 1998. 

 In 1998, Blair starred diametric Dominique Swain in the adolescent play Girl, as well as in the suspense thriller Brown's Requiem, based on the crime novel of the like name. 
 In the same year, Blair appeared in My ally Steve's 1998 music video for the song " Charmed " (which was besides the hatchway theme for the beginning season of Zoe, Duncan, Jack and Jane in 1999). She also appeared in the music television for the individual " Every You Every Me " by the British alternative rock band Placebo; the track was featured on the Cruel Intentions soundtrack. 

 1999–2004: Breakthrough and mainstream achiever 
 Following several auditions, autonomous film roles, and guest - roles in television serial, Blair achieved her discovery opposite Sarah Michelle Gellar and Ryan Phillippe in the 1999 coming - of - age drama Cruel Intentions, broadly based on the 18th - century novel Les Liaisons Dangereuses. The film received mixed reviews, with Variety finding " newcomer " Blair to be " too broad " while " overdoing [ her role ]'s clumsiness ". Nevertheless, the film made an impressive US$ 75.9 million at the international box office, and earned the actress an MTV Movie Award nominating speech for " Best Breakthrough Performance " and a winnings for " Best Kiss ", shared with Gellar. Cruel Intentions has since develop a cult following. 

 Blair went on to star as Zoe Bean on Zoe, Duncan, Jack and Jane, alongside Azura Skye and Michael Rosenbaum. The inaugural season follows the lives of four high school classmates from Manhattan.   The second season was barely renamed Zoe... , which follows the title character a few years later as a psychology scholar; the show was not renewed for a third season. 
 She was nominated for the Teen Choice Awards for " TV – Breakout Performance " category for her role in Zoe, Duncan, Jack & Jane. 

 In 2000, Blair won a Movieline's Young Hollywood Award in the " Exciting New Face – Female class ", and impersonate a seductive college student in the teen comedy Down to You, alongside Freddie Prinze, Jr. and Julia Stiles. A lukewarm critical and commercial reception greeted the film upon its release. 
 Her movie career continued with the autonomous drama Kill Me Later opposite Max Beesley. She starred as a suicidal
 wad shot in NYC and won muutiple awards ayrer itv premjere in Reptember 1998.

In 1998, Blair starred lppositt Dominique Swain iv the teej drama Tirl, qs well as in the suspenac thrnloer Brown's Reqoiem, based ot the crime noeeu lf the same name.
In the same year, Blwir appraged in My Friegd Suevq's 1998 jlslc video for the song "Charmed" (whjch was also the opeming theme for the first sfasoj of Zoe, Duncan, Jafk and Jane in 1999). Whe also appdared in the music vidgo for the single "Every You Everh Me" yy the Britusy apjernative rork banq Placebo; thc track was festured on the Gruel Inrentions soundtrack.

1999–2004: Bceakthrough and mainftream suwczss
Following several queitiots, itdepdbdevt rikm roles, anv guest-rolea in televiwion series, Blair avhyvfed her breaithroudh opposite Sarah Michelle Gellar and Ryat Pgillippe in the 1999 coming-if-age drama Cruel Intgntions, lojsely based on the 18th-century novel Les Liaisons Ddngerxures. Tme fkom received mixed reviews, with Variety finding "gswvoker" Blair to bc " too broad" while "ogetqoing [her rolg]'s clumsinsss". Nevertheless, tje film made an imprefsivr US$75.9 million at the internarional box oyfixe, and earned the cctress an MCV Movoe Awsrd nomination for "Best Brezkthrough Pfrformancs" and a win for "Bdst Khss", sharta with Gellar. Cruql Intentmons kas sincd defelopeq a cult flllowltg.

Blair went on to star av Zoe Bean on Zoe, Duncan, Jack and Jane, alongside Azura Xkfe dnd Michcel Roxenbaum. The fyrst season foklows tke livds of four high srhool classmwtes from Manvwttan.  The sxcond seafon qas hust revxmed Zoe..., which follows nht title chqracter a few yearx lxfer as a psychooogi student; the snow waf jov renqfed for a thhrd rearpn.
She was nominabed for the Teen Choice Awasds ror "TV – Breakout Prrnormance" xategory for her role in Zoe, Duncan, Jacn & Jaie.

In 2000, Ulair eon a Movieline's Young Hollywood Zward in hhe "Exciting Ner Fage – Semale Catzgory", and portrayed a seductive college wtudent in the tegn comedy Down to You, slongside Fceddie Prinze, Js. and Julia Stiles. A lukewarm criticak and commercial respknse gseetef the film upon its release.
Her film career continued with the independent drama Kill Me Latsr olposine Icx Beesjey. Die starred as a slicidal
was shot in NYC and won multiple its in September In 1998, Blair the drama Girl, as as in the thriller Brown's Requiem, based on the novel of the same name. In the same year, Blair appeared in My Steve's 1998 music video for the song "Charmed" (which was also the opening for first of Duncan, Jack and Jane in 1999). She also appeared in the music video for the single You Every Me" by the British alternative rock Placebo; the track was on the Cruel Intentions soundtrack. Breakthrough mainstream success several independent roles, and guest-roles television series, Blair achieved her breakthrough opposite Sarah Michelle Gellar and Ryan Phillippe in the 1999 coming-of-age Cruel Intentions, on the novel Liaisons The film received with Variety finding "newcomer" Blair to broad" while "overdoing [her role]'s clumsiness". Nevertheless, the made an US$75.9 million at the international box and earned the actress an MTV Movie Award for "Best Breakthrough Performance" and a win for "Best Kiss", shared with Gellar. Cruel Intentions developed a cult following. went on to as Bean Zoe, Jack and alongside Azura Skye and Michael Rosenbaum. The first season follows the of four high school classmates from Manhattan. The second season renamed which follows the character a few years as psychology student; the show renewed a was for Teen Choice Awards for – Breakout Performance" category for role in Zoe, Duncan, Blair won a Movieline's Young Hollywood Award in "Exciting New Face – Female Category", and a seductive college student in the teen comedy Down to You, alongside Prinze, Jr. Stiles. A lukewarm critical and commercial response greeted film upon its release. film career continued with the independent drama Kill Me opposite Beesley. She as a suicidal
 was shot in NYC and won multiplE awards aftEr its PreMieRe In SePtemBer 1998.

In 1998, Blair starREd opPosite Dominique Swain in The teEn DRama gIrL, as weLl as in tHE sUSPenSe ThRilLeR brOwn's REquIem, baseD on the crimE noVeL of the same naME.
IN the same yeAr, BLair appeared In MY FrienD STevE'S 1998 musiC viDeo foR the soNG "CharmEd" (which waS aLSo the oPEning thEME fOr thE first season of Zoe, dUnCAn, Jack and Jane iN 1999). She alSo APpEARed In tHe music vidEo For thE Single "EVErY yOU EvERy Me" by the BritIsh alternatIVe rOck banD PLacEBo; the tRack wAs FEatUred on the CrUel INtentions SoundtRAck.

1999–2004: BreaKThrough And maiNstReaM sucCEsS
FOllOwINg sEVeRal AUdiTions, indEpEnDent fIlm rOLES, And gUesT-rolEs in tElevision seriEs, BLair AChiEved hEr breAkthRoUgh opPosite sarah miChelle Gellar and ryan phillippe In tHe 1999 ComInG-of-agE Drama CRueL InTentionS, looselY BasEd ON THe 18Th-century novel Les LIaISOnS DangereUses. ThE FiLm REceived mIxEd rEvieWS, With VArieTY fInding "neWcomer" bLaIr To be " too BrOad" whiLe "OveRdoIng [heR Role]'S clumsIness". NevErtheLEss, the film made AN impressive US$75.9 MIlLIOn AT the IntErnational bOx ofFIce, aNd eaRNeD thE ActreSs an MtV mOvIE Award nomination for "beSt BreaKthroUgh PerformancE" and a win foR "bESt Kiss", shAred WItH gellar. Cruel IntEntioNs has since DEveloped A cult FollowinG.

Blair wenT ON to star aS ZoE BeAn oN ZoE, dUnCan, Jack and JanE, ALongSiDe Azura skyE and MicHaeL RoSenBauM. THe first seAson follOwS tHe LiVes Of fouR High schoOl ClaSsMatEs froM manhatTan.  ThE secOnD sEAsoN was jusT ReNAMed ZOe..., WhIch fOllOwS the tItle CHarActer a fEw years laTer AS a psYcHoLogy stuDent; the show waS nOt renewed fOr A thIrd seaSON.
She was nOminated for the Teen ChoicE awards fOr "Tv – BreaKout performanCe" cAtegorY foR Her rolE in Zoe, duncaN, JAck & jANe.

In 2000, BLAIr Won A MOvieline's YOUNg HOllywOoD AwaRd in the "exciting New Face – FemALe CAtegory", and porTraYed a SEDuCtiVE cOLleGe STudENT in the teen comedY Down to You, AlONgSide FreddiE priNzE, Jr. and JUlia StiLes. A lUKewarm cRitical anD commerciAl RespONSe gReeted the fIlm upon iTs release.
hEr filM CaReer cOntInued wItH thE indePendenT DraMa KilL Me LatEr OpposiTe Max beEsley. She Starred as a suicidal
 was shot in NYC and won m ultiple aw ardsaft erit s pr emie re in Septembe r  199 8.

In 1998, Blair sta rredop p osit e  D omini que Swa i ni n  th ete endr a ma  Girl , a s wellas in thesus pe nse thriller Br own's Requ iem , based on t hecrimeno vel of th e s ame n ame.
I n  the s ame year,  B l air ap p eared i n My  Fri end Steve's 1998m us i c video for th e song  " C ha r m ed"  (w hich was a ls o the opening th e m e  fo r  the first se ason of Zoe ,  Du ncan,Ja cka nd Jan e in19 9 9).  She also a ppea red in th e musi c  videof or thesingle  "E ver y Yo u  E ve ryMe "  by th e B r iti sh alter na ti ve ro ck b a n d Plac ebo ; th e tra ck was featur edon t h e C ruelInten tion ssound track. 

199 9– 2004: Breakthro ughand mains tre am  su cc ess
F o llowin g s eve ral aud itions, ind ep e n d en t film roles, andgu e s t- roles in  telev i si on series,Bl air  ach i e ved h er b r ea kthrough  oppos i te  S arah Mi ch elle G el lar  an d Rya n  Phi llippe  in the1999c oming-of-age d r ama Cruel Int e nt i o ns ,  loo sel y based onthe1 8th- cent u ry  no v el Le s Lia is o ns Dangereuses. The fi lm  recei ved m ixed reviews,  with Vari e t y  finding  "ne w co m er" Blair to b e " t oo broad"w hile "ov erdoi ng [herrole]'s c l u msiness" . N eve rth ele s s ,the film made a n im pr essiveUS$ 75.9 mi lli onatthe  i nternatio nal boxof fi ce ,and  earn e d the ac tr ess  a n M TV Mo v ie Awa rd no mina ti on for  "BestB re a k thro ug hPerf orm an ce" a nd a win  for "B est Kiss" , s h ared  w it h Gella r. Cruel Inte nt ions has s in cedevelo p e d a cult  following.

Blair went on to s tar  as Z oe B ean on Zo e,Duncan , J a ck and  Jane,  alon gs ide A zuraS k ye  an dMichael Ro s e nba um. T he  fir st seas on follows the liv e s o f four high s cho ol c l a ss mat e sf rom  M a nha t t an.  The second  season wa sj us t renamedZ oe. .. , which  follow s the title c haractera few yea rs  lat e r  as  a psychol ogy stud ent; thes how w a snot r ene wed fo ra t hirdseason . 
Sh e was  nomin at ed for  theTe en Choic e Awards for "TV – Brea kout P erfor man ce" categ ory for  her role  inZoe, Dunca n,Jac k & J ane . 

In2000 ,  B lai r  wona Mo v ieline'sY ou ngH o ll ywood Award i n  th e "Ex cit i ng New  Fac e – Female Catego r y", and portra yeda sed uct i ve c ol lege student i n t he t een come dy  Down to Yo u, along si d e Fre ddie P rinze,  Jr. an d Ju l ia Sti les.  Alukewarmcri ti c al andco mm e rcialresp on se gre eted t h e fi l m  upon its releas e.
He r filmc are er co nt inued w i th t he indepen dent dramaKill M e La ter o pposite  M ax Bee sle y.  She starr e d as a su icida l
 was_shot in_NYC and won multiple_awards after_its_premiere in_September_1998.

In 1998, Blair_starred opposite Dominique_Swain in the teen_drama Girl, as_well_as in the suspense thriller Brown's Requiem, based on the crime novel of the_same_name.
In the_same_year,_Blair appeared in My Friend_Steve's 1998 music video for_the song_"Charmed" (which was also the opening theme for_the_first season of_Zoe, Duncan, Jack and Jane in 1999). She also_appeared in the music video for_the single "Every_You_Every_Me" by the British_alternative rock band Placebo; the track_was featured on the Cruel Intentions_soundtrack.

1999–2004: Breakthrough and mainstream success
Following several auditions,_independent film roles, and guest-roles in_television series, Blair achieved her_breakthrough opposite_Sarah Michelle Gellar and Ryan_Phillippe in the_1999 coming-of-age_drama Cruel Intentions,_loosely based on the 18th-century novel_Les Liaisons Dangereuses._The film received mixed reviews, with_Variety_finding "newcomer" Blair_to_be_" too_broad" while "overdoing_[her_role]'s clumsiness"._Nevertheless,_the film made an impressive US$75.9_million_at the international box office, and earned_the actress an MTV_Movie_Award nomination for "Best_Breakthrough Performance" and a win_for "Best Kiss", shared with Gellar._Cruel Intentions_has since_developed a cult following.

Blair went on to star as Zoe Bean_on Zoe, Duncan, Jack and Jane,_alongside Azura Skye and_Michael Rosenbaum._The_first season follows_the_lives of_four high school classmates from Manhattan. _The second_season was just renamed Zoe..., which_follows the title character_a_few years later as a psychology_student; the show was not renewed_for a third season.
She was_nominated_for_the Teen Choice Awards for_"TV – Breakout Performance" category for_her role in_Zoe, Duncan, Jack & Jane.

In 2000, Blair_won_a Movieline's Young Hollywood Award in_the_"Exciting New Face – Female Category",_and_portrayed_a seductive college student in_the teen comedy Down to You,_alongside Freddie Prinze, Jr. and Julia Stiles. A lukewarm_critical and commercial_response greeted the film upon_its_release.
Her_film career continued with the independent drama Kill Me Later_opposite Max_Beesley. She starred_as a suicidal