Considerat unul dintre cei mai de succes artiști din țara noastră, Smiley este extrem de discret în ceea ce privește viața sa personală.
Cea mai cunoscută și comentată poveste de iubire a acestuia a fost cu actrița Laura Cosoi, cea care acum este căsătorită cu Cosmin Curticăpean. Relația dintre Smiley și Laura Cosoi a durat cinci ani.
În prezent, se spune că artistul ar avea o relație cu senzuala Gina Pistol.
Deși se pare că Smiley este foarte atras de blonde, prima iubită din viața lui a fost o superbă brunetă creață.
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Prima cucerire a lui Smiley se numea Olivia. Povestea lor de iubire datează din liceu, când ambii învățau la Colegiu național „Zinca Golescu”, din Pitești, potrivit one.ro.
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După terminarea liceului s-a rupt și povestea de dragoste dintre cei doi.
Simpatica Olivia, care în liceu a fost desemnată Miss Boboc, a apărut și în videoclipul piesei „Oare ştii”, din anul 2002, pe când Smiley era la începuturi în domeniul muzicii și activa cu trupa Simplu.
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