working with my top 20 now.

Looks like Bowie getting 2 in the top 5.
Whitney probably out of the top 10.

at some point I am just going to have to go with the order they are in, because I can't listen to them an infinite amount of times.

sing it bb. i want you in my 10. sing.

pretty much done.
have numbered up to 35.
will see if I can stack another 5 on, and then good to go.

40. Misfit, Curiosity Killed the Cat (1987)
https://www.youtube.com/watch?v=59M9ggdpFjQ
39. Heatwave, Martha and the Vandellas (1963)
https://www.youtube.com/watch?v=dAvq_gimOto
38. Paperback Writer, The Beatles (1966)
https://www.youtube.com/watch?v=yYvkICbTZIQ
37. Enola Gay, Orchestral Manoeuvres in the Dark (1980)
https://www.youtube.com/watch?v=d5XJ2GiR6Bo
36. Dancing With Tears In My Eyes, Ultravox (1984)
https://www.youtube.com/watch?v=PSQWUZ8a2Ho
35. Fade to Grey, Visage (1980)
https://www.youtube.com/watch?v=0gMEUc2Zf6M
34. The Fear, Lilly Allen (2009)
https://www.youtube.com/watch?v=q-wGMlSuX_c
33. Last Christmas, George Michael (1984)
https://www.youtube.com/watch?v=E8gmARGvPlI
32. Kiss Me More, Doja Cat (2021)
https://www.youtube.com/watch?v=0EVVKs6DQLo
31. Push the Button, Sugababes (2005)
https://www.youtube.com/watch?v=oJDGcxAf9D8

30. Dancing With Tears in my Eyes, Ultravox (1984)
https://www.youtube.com/watch?v=PSQWUZ8a2Ho
29. God Only Knows, The Beach Boys (1966)
https://www.youtube.com/watch?v=NADx3-qRxek
28. The Day Before You Came, ABBA (1982)
https://www.youtube.com/watch?v=1HnOFwqpLRQ
27. So Emotional, Whitney Houston (1987)
https://www.youtube.com/watch?v=0YjSHbA6HQQ
26. Girls and Boys, Blur (1994)
https://www.youtube.com/watch?v=WDswiT87oo8

25. A Little Respect, Erasure (1988)
https://www.youtube.com/watch?v=pSTVwmangqo
24. Surfin USA, Beach Boys (1963)
https://www.youtube.com/watch?v=KcZn05qxVgg
23. Will You Still Love Me Tomorrow, The Shirlees (1960)
https://www.youtube.com/watch?v=Y2e8B2CmicQ
22. Surrender, Elvis Presley (1961)
https://www.youtube.com/watch?v=O3Bj9fQkvGo
21. It’s Now or Never, Elvis Presley (1960)
https://www.youtube.com/watch?v=Uwelrtb8Oho

20. My Girl, The Temptations (1965)
https://www.youtube.com/watch?v=y3KJ7d2qBoA

19. You Can’t Hurry Love, The Supremes (1966)
https://www.youtube.com/watch?v=ovoBi3pXD_A

18. Sledgehammer, Peter Gabriel (1986)
https://www.youtube.com/watch?v=OJWJE0x7T4Q

17. Torn, Natalie Imbruglia (1997)
https://www.youtube.com/watch?v=VV1XWJN3nJo1

wait a minute.

I have had a rethink and have made it a 15 way tie for first place.

It's Now Or Never (listed above at 21) is included in that, so bump 17-20 above down a place

So these became 16-21, in whatever order you want:

My Girl, The Temptations (1965)
https://www.youtube.com/watch?v=y3KJ7d2qBoA

You Can’t Hurry Love, The Supremes (1966)
https://www.youtube.com/watch?v=ovoBi3pXD_A

Careless Whisper, George Michael (1984)
https://www.youtube.com/watch?v=izGwDsrQ1eQ

Sledgehammer, Peter Gabriel (1986)
https://www.youtube.com/watch?v=OJWJE0x7T4Q

Perfect Day, Lou Reed (1972)
https://www.youtube.com/watch?v=9wxI4KK9ZYo

Torn, Natalie Imbruglia (1997)
https://www.youtube.com/watch?v=VV1XWJN3nJo1

Also, I forgot How Soon is Now, by The Smiths.

In response to the OP, I can not separate these 16 songs:

It’s Now or Never, Elvis Presley (1960)
Angel Eyes, Roxy Music (1979)
Ashes to Ashes, David Bowie (1980)
Jealous Guy, Roxy Music (1981)
Souvenir, Orchestral Manoeuvres in the Dark (1981)
The Power of Love, Frankie Goes to Hollywood (1984)
When Doves Cry, Prince (1984)
How Soon is Now?, The Smiths (1985)
Crazy For You, Madonna (1985)
Absolute Beginners, David Bowie (1986)
Kiss, Prince (1986)
I Wanna Dance With Somebody, Whitney Houston (1987)
Ordinary World, Duran Duran (1993)
Common People, Pulp(1995)
I Feel it Coming, The Weeknd/Daft Punk (2017)
Save Your Tears for Another Day, The Weeknd (2020)

OK I have 10

16. Save Your Tears for Another Day, The Weeknd (2020)
https://www.youtube.com/watch?v=XXYlFuWEuKI

15. Ordinary World, Duran Duran (1993)
https://www.youtube.com/watch?v=FqIACCH20JU

Sorry bb

14. I Wanna Dance With Somebody, Whitney Houston (1987)
https://www.youtube.com/watch?v=eH3giaIzONA

13. Common People, Pulp(1995)
https://www.youtube.com/watch?v=yuTMWgOduFM

12. Kiss, Prince (1986)
https://www.youtube.com/watch?v=H9tEvfIsDyo

11. Ashes to Ashes, David Bowie (1980)
https://www.youtube.com/watch?v=HyMm4rJemtI

Which leaves me with the following top 10:

It’s Now or Never, Elvis Presley (1960)

Angel Eyes, Roxy Music (1979)

Jealous Guy, Roxy Music (1981)

Souvenir, Orchestral Manoeuvres in the Dark (1981)

When Doves Cry, Prince (1984)

The Power of Love, Frankie Goes to Hollywood (1984)

Crazy For You, Madonna (1985)

How Soon is Now?, The Smiths (1985)

Absolute Beginners, David Bowie (1986)

I Feel it Coming, The Weeknd/Daft Punk (2017)