More pairs of songs that I think segue well:
1. I Feel Free-Cream
(Rest in peace, Jack Bruce. Thank you to Peter Brown and you for crafting one of Cream's best, strong-right-from-the-opening-note songs.)
2. Help Me-Joni Mitchell
(One of Mitchell's best hit singles; the lyrics flow naturally with those in "I Feel Free.")
---
3. The Island Groove-Sandy Owen
4. Treat Streat-Vince Guaraldi
(Behold the power of a well-played piano.)
---
5. Tempted-Squeeze
6. Better After All-Jonatha Brooke
(The perils of being on either side of a rejection, conveyed in two similar melodies.)
---
7. Machine Gun-The Commodores
8. Outa-Space-Billy Preston
(Two fun, of-their-time early '70s instrumentals.)
---
9. Mr. Sunshine-Lori McKenna
10. Storm-Big Wheel
(Weather conditions conveyed lyrically as metaphors for people; what's not to like?)
---
11. Warm Weather-Larry Coryell & Brian Keane
12. Almost April-Michael Manring
(Weather conditions conveyed instrumentally to evoke the feel of particular seasons; what's not to like?)
---
13. Theme From "Lord Of The Rings"-Aragorn Ballroom Orchestra
14. Theme From "Flaregun"-Marshall Crenshaw
(Cool fast-paced instrumentals from distinctly different eras.)
---
15. Train Ride In G-Mason Williams
16. The Train-Bobby McFerrin
(It's Self-Explanatory Theme Day at the ballpark...)
---
17. Harold T. Wilkins, Or How To Wait For A Very Long Time-Fanfarlo
18. Rooftop-Lady Lamb The Beekeeper
(Similar era, similar feel...)
---
19. The More That I'm Around You-Kelly Willis
20. Talk Of The Town-The Pretenders
(I'm surprised I've never heard these songs back to back, at least on a noncommercial station.)