Jethro Tull - One White Duck/0<sup>10</sup>=Nothing at All. It's just one track on the album, but it's clearly two different songs.
Greatful Dead - Help on the Way>Slipnot>Franklin's Tower. I actually had to think about the title, because my former deadhead buddies always just called it Help Slip Franklins.
Phish - Mike's Song>I am Hydrogen>Weekapaug Groove
Blue Öyster Cult - Harvester of Eyes>Flaming Telepaths>Astronomy. The last three songs on the Secret Treaties album just flow into one another.
Pink Floyd - The Wall, Disc 2. Hey You>Is there Anybody Out There>Nobody Home. Then Vera>Bring the Boys Back Home. Then Comfortably Numb pretty much stands by itelf, linking the first half of the disc to the second. Then the Show Must Go On>In The Flesh. Then Run Like Hell. Then Waiting for the Worms>Stop>The Trial>Outside the Wall.
Cake - Comfort Eagle. I think this entire Album flows one song to another.
Jethro Tull - Aqualung. Another one like Dark Side of the Moon or Comfort Eagle where the entire Album flows together, but in particular, Cheap Day Return>Mother Goose>Wond'ring Aloud>Up To Me on side 1, and My God>Hymn 43>Slip Stream on side 2.
Now, some songs that just seem to work together:
John Cougar Melonhead - Human Wheels > Midnight Oil - Forgotten Years
Flogging Molly - Black Friday Rule > ZZ Top - Beer Drinkers & Hell Raisers
Bush - Machinehead > Sponge - Wax Ecstatic
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