Eight Days a week (For some reason only one I can think of.)
Sugar
Brown Sugar (The Rolling Stones)
No Sugar Tonight (The Guess Who)
Sugar Sugar (The Archies)
Next word
time
Time After Time - Cyndi Lauper
Next word - Pillow
Tears On My Pillow (Little Anthony And The Imperials)
Next word
Wind
"Wind Beneath My Wings "
Next Word - storm
Riders On The Storm (The Doors)
Next word
city
"Detroit City" - Bobby Bare
"City Of New Orleans"- Arlo Guthrie
Next word - railroad
Hobo Bill The Railroad Bum (Merle Haggard)
Next word
break
"Break My Heart "
Next word - walking
Walking After Midnight
Walking the Floor Over You
I'm Walking
Just Walking In the Rain
Next word: Flying
Leaving On A Jet Plane
Silver Wings
feet
This was rough but I finally thought of one.
Clap Your Hands And Stamp Your Feet (Bonnie St. Claire With Unit Gloria)
Next word
Lonely
All My Life (Foo Fighters)
Next word: good
"Good Night Irene "
Next word - city