For anyone browsing the internet attempting to learn about Dylan and listen to his music, keep a few things in mind.
1. You likely will not understand the music upon first listen.
2. Dylan's output during the first 10 years or so of his career varies greatly in the style and subject matter
3. Dylan is a true poet. His voice isn't beautiful by any means, but that's integral to the aesthetic. He doesn't try to be Elvis, Marvin Gaye, Freddie Mercury, etc., it's the tone and sincerity in that nasaly, sometimes crackly voice that delivers the lyrics properly.
4. Do not be deceived, Dylan can write some beautiful melodies. Blonde On Blonde is a good album to reference, along with Highway 61 Revisited.
5. Post Blood On The Tracks Dylan sucks cock, honestly, almost everything is boring minus Desire, and he's my favorite artist. Everything up to Nashville Skyline as well as Blood On The Tracks is amazing, though.
Anyways, my top 25
1. Tangled Up In Blue ( New York Version )
2. Sooner Or Later
3. Like A Rolling Stone
4. The Times Are A Changin
5. Mr. Tambourine Man
6. Girl From The North Country
7. Blowin In The Wind
8. You're Gonna Make Me Lonesome When You Go
9. Queen Jane Approximatly
10. All Along The Watchtower
11. Lay Lady Lay
12. Sad Eyed Lady Of The Lowlands
13. Stuck Inside A Mobile
14. Subterannean Homesick Blues
15. I Dreamed I Saw St. Augustine
16. Peggy Day
17. Tombstone Blues
18. It's Alright Ma ( I'm Only Bleeding )
19. Shelter From The Storm
20. Knockin On Heavens Door
21. Absolutely Sweet Marie
22. Simple Twist Of Fate
23. Tell Me That It Isn't True
24. Maggie's Farm
25. I Want You Back
Honorable Mentions: Visions Of Johana, Idiot Wind, Rainy Day Women #12 and 35, Just Like Tom Thumb's Blues, I'll Be Your Baby Tonight
I beg to differ on your thoughts that Bob Dylan sucked after 1975. Here are songs to hear after 1975 from Dylan.
1. Gotta Serve Somebody - Slow Train Coming 1979
2. Blind Willie McTell - The Bootleg Series Volumes 1–3 - (Rare & Unreleased) 1961–1991 ( Outtake from Infidels) 1991
3. What Was It You Wanted - Oh Mercy 1989
4. Everything Is Broken - Oh Mercy 1989
5. Dignity - Bob Dylan's Greatest Hits Volume 3 1994
6. No Time to Think - Street Legal 1978
7. Pressing on - Saved 1980
8. Trouble - Shot of Love 1981
9. The Groom's Still Waiting At The Altar - Shot Of Love 1981
10. License To Kill - Infidels 1983
11. Foot Of Pride - The Bootleg Series Volumes 1–3 - (Rare & Unreleased) 1961–1991 ( Outtake from Infidels) 1991
12. Every Grain Of Sand - Shot Of Love 1981
13. Man Of Peace - Infidels 1983
14. Jokerman - Infidels 1983
15. Political World - Oh Mercy 1989
16. Abandoned Love (unreleased version) - Biography 1985
17. Up To Me (unreleased version) - Biography 1985
18. I and I (live) - Real Live 1984
19. Blowin' In The Wind (live) - At Budokan 1979
20. Brownsville Girl -Knocked Out Loaded 1986
21. Silvio - Down In The Groove 1988
22. Ugliest Woman In The World - Down In The Groove 1988
23. Ring Them Bells - Oh Mercy 1989
24. Unbelievable - Under The Red Sky 1990
25. Under The Red Sky - Under The Red Sky 1990
26. Emotionally Yours - Empire Burlesque 1985
27. Never Gonna Be The Same - Empire Burlesque 1985
28. Dark Eyes - Empire Burlesque 1985
29. Mississippi - Tell Tale Signs : Bootleg Series Vol. 8 (Version 2) (unreleased Time Out Of Mind) - 2008
30. Born In Time - Tell Tale Signs : Bootleg Series Vol. 8 (outtake of Oh Mercy) 2008
31. Series Of Dreams - The Bootleg Series Volumes 1–3 - (Rare & Unreleased) 1961–1991 ( Outtake from Oh Mercy) 1991
32. Dignity (unreleased version) - Tell Tale Signs : Bootleg Series Vol. 8 (outtake of Oh Mercy) 2008
33. Jack-a-Roe - World Gone Wrong 1993
34. Blackjack Davey - Good As I Been To You 1992
35. If You See Her, Say Hello - The Bootleg Series Volumes 1–3 - (Rare & Unreleased) 1961–1991 (unreleased version) 1991
36. Seven Days (live) - The Bootleg Series Volumes 1–3 - (Rare & Unreleased) 1961–1991 (unreleased version) 1991
37. Idiot Wind - The Bootleg Series Volumes 1–3 - (Rare & Unreleased) 1961–1991 (unreleased version) 1991
38. World Gone Wrong - World Gone Wrong 1993
39. Shooting Star - MTV Unplugged 1995
40. Make You Feel My Love -Time Out of Mind 1997
41. Not Dark Yet - Time Out Of Mind 1997
42. Sugar Baby - Love and Theft 2001
43. Things Have Changed - Dylan 2007
44. Mississippi - Love and Theft 2001
45. Life Is Hard - Together Through Life 2009
46. It's All Good - Together Through Life 2009
47. Workman's Blues #2 - Modern Times 2006
48. When The Deal Goes Down - The Essential Bob Dylan 2014
49. Long and Wasted Years - Tempest 2012
50. Tempest - Tempest 2012
51. Somethings Burning Baby - Empire Burlesque 1985
52. Changing Of The Guard - Street Legal 1978
53. When You Gonna Wake Up - Slow Train Coming 1979
54. Handy Dandy - Under The Red Sky 1990
55. Need A Woman - The Bootleg Series Volumes 1–3 - (Rare & Unreleased) 1961–1991 (unreleased version) 1991
There you go 55 songs from the years between 1975 and 2014 or basically now. They are not bad tunes. You can't say Bob Dylan sucked after 1974 or 1975.