Born in Ascoli Piceno, Marche, Pasqualini started his career at hometown club Ascoli Calcio 1898. He was the member of "Allievi" U17 team in 2004–05 season. Pasqualini was promoted to the reserve in 2005–06 season; he also received his first senior call-up in May 2006, for the last match of 2005–06 Serie A. He did not made any debut and remained in the reserve for the next seasons in Campionato Nazionale Primavera.