Mine did the same thing. I found two issues, the rounded end on the IPOD did not allow the plug to stay in tight and (I was told) they have a traditional hard drive and the bumps make it skip around. I went to a cheap IPOD NANO and loaded my songs on it. I have not had problems since changing IPODS.
2011 Victory Cross Country
IPOD wiring, Cee Bailey lowers, Klock Works windshield, Corbin seat
2003 Valkyrie Standard
2004 1300 VTX
1997 Honda ACE 1100