Masucci graduated from the reserve in June 2004. That transfer window he was signed by Serie C2 team Sassuolo. The team also signed numbers of player that season, which some of them became the protagonist for the promotion from Serie C2 to Serie B in 2008. As of 2011–12 season, Masucci, Nicolò Consolini, Marco Piccioni and Alberto Pomini were the only four players from the original 2004–05 squad plus Francesco Magnanelli who already played for the Emilia team since 2005. ;2004–2008 Masucci was the starting forward in promotion playoffs in 2005, 2006, 2007. In 2008 Sassuolo finished as the first in the Group A of 2007–08 Serie C1 and won the 2008 Supercoppa di Lega di Prima Divisione to become the grand champion of the third division. However Masucci did not play. Masucci scored 9 goals in 2007–08 season. As Masucci sometimes wore no.7 before the team had a fix number in 2008, Masucci sometimes incorrectly known as midfielder, as the line-up in the news usually listed players in alphabetical order or according to position. Masucci also wore no.7 shirt since the team had a fix number in Serie B. ;2008–11 Masucci scored 4 times in 2008–09 Serie B. He made 23 starts that season. In the next season Masucci made 18 starts, in the 4–3–3 formation. In the promotion playoffs the forwards were Quadrini – Martinetti – Noselli in 4–3–3 formation. Coach Stefano Pioli also used 4–3–1–2 formation when Masucci was not available in whole October 2009. Masucci signed a new 2-year deal in September 2010. With Sassuolo in the first half of 2010–11 Serie B, coach Daniele Arrigoni and Angelo Gregucci and stick with 4–3–3, but Masucci lost his starting place in early November ;Frosinone After half season with 11 starts, Masucci left for fellow Serie B club Frosinone on 28 January 2011, along with Gianluigi Bianco. On the same day Antonio Bocchetti also joined Sassuolo in temporary deal but later as a replacement of Mauro Minelli who left for Frosinone on 31 January.. Masucci chose no.7 again with Frosinone. In his 5 months stay, he made 17 starts as first as a wing forward 4–3–3 formation. Since round 37, coach Salvatore Campilongo changed back to original 4–4–2 formation and Masucci usually was the right midfielder of the team Frosinone relegated at the end of season. ;2012–2013 Under Fulvio Pea, Masucci made 12 starts before the winter break. He only played twice after the winter break. ;2012–2013 He won promotion to Serie A in 2013. ;2013–2014 In his only Serie A season, Masucci played 13 times.
Frosinone
On 3 July 2014 Masucci was signed by Serie B club Frosinone Calcio in a 2-year contract.
