1992 DeSimone won the September 15, 1992 Democratic Primary and was unopposed for the November 3, 1992 General election, winning with 2,872 votes.
1994 DeSimone was unopposed for the September 13, 1994 Democratic Primary and won the November 8, 1994 General election with 2,600 votes against Republican nominee John Walsh.
1996 DeSimone and returning 1994 Republican challenged John Walsh were both unopposed for their September 10, 1996 primaries, setting up a rematch; DeSimone won the three-way November 5, 1996 General election with 2,527 votes against Independent candidate Joseph Casoli and Walsh.
1998 DeSimone was unopposed for both the September 15, 1998 Democratic Primary, winning with 609 votes and the November 3, 1998 General election, winning with 2,299 votes.
2000 DeSimone was unopposed for both the September 12, 2000 Democratic Primary, winning with 786 votes and the November 7, 2000 General election, winning with 2,435 votes.
2002 Redistricted to District 5, and with incumbent Representative Gordon D. Fox redistricted to District 4, DeSimone was unopposed for the September 10, 2002 Democratic Primary, winning with 1,548 votes and won the November 5, 2002 General election with 2,692 votes against Republican nominee Karl Poirier.
2004 DeSimone was unopposed for the September 14, 2004 Democratic Primary, winning with 278 votes and won the November 2, 2004 General election with 3,129 votes against Republican nominee Ramiro Fernandez.
2006 DeSimone was challenged in the September 12, 2006 Democratic Primary, winning with 1,209 votes ; returning 2004 Republican challenger Ramiro Fernandez was unopposed for his primary, setting up a rematch; DeSimone won the November 7, 2006 General election with 2,934 votes against Fernandez.
2008 DeSimone was challenged in the September 9, 2008 Democratic Primary, winning with 410 votes and was unopposed for the November 4, 2008 General election, winning with 3,752 votes.
2010 DeSimone was challenged in the September 23, 2010 Democratic Primary, winning with 1,339 votes and won the November 2, 2010 General election with 2,298 votes against Republican nominee Mark Garofalo.
2012 DeSimone was unopposed for the September 11, 2012 Democratic Primary, winning with 625 votes and won the November 6, 2012 General election with 2,615 votes against Republican nominee Daniel Grzych.
2016 In August, Rhode Island Progressive Democrats filed a complaint against Rep. DeSimone with the Rhode Island Ethics Commission; based on him not listing delinquent state and local property tax debts and tax liens on his financial disclosure forms. R.I. Progressives endorsed DeSimone’s primary opponent, Marcia Ranglin-Vassell in the September Primary. Rep. DeSimone had earlier said that his allowing property tax obligations to become delinquent and then paying them before a "tax sale" on the property, was a method of financial management which he used. He lost the Primary on September 13, 2016 with 661 votes to Ranglin-Vassell's 682. He then ran a write-in campaign for the General election on November 8, 2016 but lost to Ranglin-Vassell.