Desire - Hurricane
Blonde on Blonde - Just Like a Woman
Blood on the Tracks - Tangled Up in Blue
Highway 61 Revisited- Like a Rolling Stone
Bringing It All Back Home - Subterranean Homesick Blues

I'd rather have a crack at EVERY album:
Bob Dylan - House of the Risin' Sun
The Freewheelin' Bob Dylan - Don't Think Twice, It's All Right
The Times They Are A-Changin' - North Country Blues
Another Side of Bob Dylan - Ballad in Plain D
Bringing It All Back Home - It's Alright, Ma (I'm Only Bleeding)
Highway 61 Revisited - 7ecDesolation Row
Blonde on Blonde - Sad Eyed Lady of the Lowlands
John Wesley Harding - All Along the Watchtower
Nashville Skyline - Girl From the North Country
Self Portrait - N/A
New Morning - Day of the Locusts
Pat Garrett & Billy the Kid: Knockin' on Heaven's Door
Planet Waves - Wedding Song
Blood on the Tracks - Tangled Up in Blue
The Basement Tapes - All
Desire - Sara
Street Legal - Senor (Tales of Yankee Power)
Slow Train Coming - Slow Train
Saved - N/A
Shot of Love - Every Grain of Sand
Infidels - Sweetheart Like You
Empire Burlesque - N/A
Knocked Out Loaded - N/A
Down in the Groove - N/A
Oh Mercy - Man in the Long Black Coat
Under the Red Sky - N/A
Good as I Been to You - All
World Gone Wrong - Jack-A-Roe
Time Out of Mind - Standing in the Doorway
Love and Theft - Sugar Baby
Modern Times - Nettie Moore
Together Through Life - Beyond Here Lies Nothin'
Tempest - Scarlet Town
Shadows in the Night - I'm a Fool to Want You

1. Blood On The Tracks - Simple Twist Of Fate
2. John Wesley Harding - Down Along The Cove
3. Blonde On Blonde - Just Like A Woman
4. Bringing It All Back Home - Its All Over Now, Baby Blue
5. Planet Waves - Never Say Goodbye
6. Highway 61 Revisited - Ballad Of A Thin Man
7. New Morning - Father Of Night
8. Desire - One More Cup Of Coffee
9. Another Self Portrait - I Went To See The Gypsy
10. The Basement Tapes - Tears Of Rage
    I was tempted to include some bootleg stuff, but dont consider any of those as proper albums. Also, even though I have included The Basement Tapes, I tend to prefer my own playlist with a different mix and without the non-Dylan tracks.
    My favorite unreleased stuff/singles include Blind Willie McTell, Percy's Song, Pretty Saro, Mama You Been On My Mind, Abandoned Love, Shes Your Lover Now, Paths of Victory and Lay Down Your Weary Tune.
    I cant get into Dylans recent albums. Bob seems either nostalgic or resigned.

Very hard to choose just 10 so I'll go with my first instincts. Would quite possibly have a different choice in another day and I'm not including live albums or The Bootleg Series releases. In no particular order:
Street Legal-Where Are You Tonight? ( Journey Through Dark Heat)
Blood On The Tracks-Tangled Up In Blue.
Time Out Of Mind-Trying To Get To Heaven
Shot Of Love-Every Grain Of Sand
Blonde On Blonde-Visions Of Johanna
Oh Mercy-Shooting Star
Highway 61 Revisited-Like A Rolling Stone
Modern Times-Workingman Blues #2
Desire-Black Diamond Bay
Planet Waves-Forever Young.

Very hard task.

1. Highway 61 Revisited - Ballad of a Thin Man
2. Bringing It All Back Home - It's Alright, Ma (I'm Only Bleeding)
3. Blood on the Tracks - Tangled Up in Blue
4. Desire - Sara
5. Blonde on Blonde - Just Like a Woman
6. The Freewheelin' Bob Dylan - Don't Think Twice, It's All Right
7. Planet Waves - Going, Going, Gone
8. Nashville Skyline - Girl from the North Country
9. Modern Times - Thunder on the Mountain
10. Time Out of Mind - Standing in the Doorway

It's a very hard task, so I'm gonna put only studio albums in chronological order. And the favourite songs are the favourite songs in this particular moment:

1. Frewheelin- A hard rain's a-gonna fall
2. The times they are changing- When the ship comes in
3. Another Side of Bob Dylan- My back pages
4. Bringing it all back home- It's all over now, Babe Blue
5. Highway 61 revisited- Ballad of a thin man
6. Blonde on blonde- Absolutely Sweet Marie
7. New Morning- Day of locusts
8. Blood on the tracks- Idiot wind
9. Desire- Sara
10. Street Legal- Changing of the guards/Senor
11. Shot of love- The groom's still waiting at the altar/ Every grain of sand
12. Time out of mind- Love Sick/ Not dark yet
13. Love and Theft- Mississippi/ Po' Boy
    I also love Positively 4th street and Things have changed.

The Times They Are A Changing- Only A Pawn in thier Game
Highway 61 Revisited-Ballad of a Thin Man
Freewheelin Bob Dylan- Talkin' World War 3 blues
Bob Dylan-Song to Woody
Slow Trian Coming- When He Returns
Nashville Skyline- Girl From the North Country
Saved-Saved
And I was blinded so that I might see, the Man in White- Johnny Cash

1. Time out of Mind Standing in the Doorway
2. Blood on the Tracks Tangled up in Blue
3. Highway 61 Revisited Like a Rolling Stone
4. Bringing it all Back Home Its all over now, Baby Blue
5. Modern Times Workingman Blues #2
6. Blonde on Blonde Visions of Johanna
7. Love and Theft Tweedle Dee & Tweedle Dum
8. Freewheelin Bob Dylan A Hard Rains A-Gonna Fall
9. Oh Mercy Man in the Long Black Coat
10. Desire Sara
    "Keep Your Friends Close, But Your Enemies Closer"

My 10 favorite Dylan albums in chronological order:
The Freewheelin' Bob Dylan
Don't Think Twice, It's All Right
Another Side of Bob Dylan
Ballad in Plain D
Bringing It All Back Home
Love Minus Zero/No Limit
Highway 61 Revisited
Desolation Row
Blonde on Blonde
Visions of Johanna
John Wesley Harding
I'll Be Your Baby Tonight
Nashville Skyline
I Threw It All Away
(I love the fact everyone in this thread whoever picked this album chose a different song)
Blood on the Tracks
You're a Big Girl Now
Street-Legal
Is Your Love in Vain?
Empire Burlesque
Tight Connection to My Heart
I don't mean to impose, but I am the Ocean.

1. Blood on the Tracks - Probably Tangled Up In Blue
2. The Times They Are A-Changin' - Only a Pawn in their Game
3. Time Out of Mind - Tryin' to Get to Heaven
4. Bringing it All Back Home - It's Alright, Ma (I'm Only Bleeding)
5. Desire - Sara
6. Highway 61 Revisited - Desolation Row
7. The Freewheelin' Bob Dylan - Don't Think Twice, It's All Right
8. "Love and Theft" - Mississippi
9. Blonde on Blonde - Stuck Inside of Mobil1c84e with the Memphis Blues Again
10. Nashville Skyline - Girl from the North Country
    Picking out the songs was incredibly hard
    That's my top 10, but Modern Times barely misses it, and John Wesley Harding, and The Basement Tapes wouldn't be too far off either.

The Tree of Life is rated PG-13. Birth, death, the end of the world.

1. Highway 61 Revisited - Desolation Row
2. Blonde on Blonde - Stuck Inside of Mobile with the Memphis Blues Again
3. Modern Times - Nettie Moore
4. Street Legal - Where Are You Tonight? (Journey Through Dark Heat)
5. Desire - Black Diamond Bay
6. Another Side of Bob Dylan - My Back Pages
7. Oh Mercy - Man in the Long Black Coat
8. Bringing It All Back Home - Love Minus Zero/No Limit
9. Blood on the Tracks - Tangled Up in Blue
   10.Love and Theft - Mississippi
   "All the truth in the world adds up to one big lie"

• Bob Dylan

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1. Highway 61 revisited: Desolation Row or Ballad of a th7ecin man
2. The times they are a-changin: Spanish boots of spanish leather
3. Blonde on Blonde: Most Likely You Go Your Way (And I'll Go Mine) or Temporary like Achilles
4. The Freewheelin Bob Dylan: Blowin in the wind
5. John Wesley Harding: All Along the Watchtower
6. Bringing it All back home: Mr. Tambourine Man
7. Desire: Hurricane and Isis
8. Another Side of Bob Dylan: Spanish Harlem incident
9. Love and Theft: Summer Days
10. Pat Garret and Billy the Kid: Cantina theme or Knockin on Heaven's door

Considering just studio albums:

1. Blonde on Blonde (it varies, usually between "I Want You" and "Leopard-Skin Pill-box Hat")
2. Time Out of Mind ("Love Sick")
3. Pat Garrett & Billy the Kid ("Billy 7" or "Knockin' on Heaven's Door")
4. Desire ("Hurricane")
5. Bringing it All Back Home ("Bob Dylan's 115th Dream")
6. Highway 61 Revisited ("Ballad of a Thin Man")
7. Together Through Life ("Beyond Here Lies Nothing")
8. Blood on the Tracks ("Tangled Up in Blue")
9. The Freewheelin' Bob Dylan ("Don't Think Twice, It's Alright")
10. Nashville Skyline ("Lay, Lady, Lay")

WOW! Your picks are immaculate!
And I want to especially lift up my hat for the choice of "I Pity the Poor Immigrant" - the Hard Rain performance of that song is amazing!

Bob Dylan - Song to Woody
Freewheelin' - Blowin' in the Wind
Times They Are a-Changin' - Boots of Spanish Leather
Another Side of Bob Dylan - Chimes of Freedom
Bringing It All Back Home - It's All Over Now, Baby Blue
Highway 61 R2000evisited - Like a Rolling Stone
Blonde on Blonde - Visions of Johanna
John Wesley Harding - I Dreamed I Saw St. Augustine
Nashville Skyline - Tonight I'll Be Staying Here With You
New Morning - If Not For You
Pat Garrett & Billy the Kid - Knockin' on Heaven's Door
Planet Waves - Forever Young
Blood on the Tracks - You're a Big Girl Now
The Basement Tapes - You Ain't Going Nowhere
Desire - Sara
Street-Legal - Where Are You Tonight?
Slow Train Coming - I Believe in You
Saved - In the Garden
Shot of Love - Every Grain of Sand
Infidels - Jokerman
Empire Burlesque - Dark Eyes
Knocked Out Loaded - Brownsville Girl
Down in the Groove - Silvio
Oh Mercy - Shooting Star
Under the Red Sky - Born in Time
Good as I Been to You - Sittin' on Top of the World
World Gone Wrong - Delia
Time Out of Mind - Not Dark Yet
Love and Theft - Summer Days
Modern Times - The Levee's Gonna Break

Is that all of them?
black and white movies were better

1. Blood on the Tracks - Can't pick. Too perfect a record.
2. Time Out of Mind - Make You Feel My Love
3. Highway 61 Revisited - Like a Rolling Stone
4. Bringing it all Back Home - Love Minus Zero / No Limit
5. Love and Theft - Bye and Bye
6. Blonde on Blonde - Just Like a Woman (I almost went with "Visions of Johanna" but the album version doesn't do much for me)
7. Desire - Hurricane
8. Oh Mercy - Ring Them Bells
9. Modern Times - Workingman's Blues # 2
10. Nashville Skyline - To Be Alone With You
11. John Wesley Harding - I Dreamed I Saw St. Augustine
12. New Morning - The Man in Me
13. Slow Train Coming - Precious Angel
14. Another Side of Bob Dylan - All I Really Wanna Do
15. Infidels- Jokerman
16. The Freewheelin Bob Dylan - Don't Think Twice, It's Alright
17. Planet Waves - Forever Young
18. The Times They Are A-Changin - The Times They Are A-Changin'
19. Together Through Life - Life is Hard
20. Street Legal -Changing of the Guards
21. Shot of Love - In the Summertime
22. Christmas in the Heart - Must Be Santa
23. Bob Dylan - You're No Good
24. Empire Burlesque - Dark Eyes
25. Under the Red Sky - Under the Red Sky
26. Saved - In the Garden
27. Knocked Out Loaded - Brownsville Girl
28. Down in the Groove - Silvio
    I'm A Lead Farmer, beep - Lincoln Osiris

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Shame on you all for not mentioning 'The Lonesome Death of Hattie Carroll' (or "Only a Pawn in Their Game") from The Times They Are a-Changin' album
Even the title is pure gold! Lets not even mention the live version during the Rolling Thunder Revue: WOW!!!
Or 'Dirge' from Planet Waves. A revelation, a heart-breaking song.

1. Blood on the Tracks-Idiot Wind
2. Highway 61 Revisited-Queen Jane Approximately
3. Desire-Black Diamond Bay
4. Together Through Life-Forgetful Heart
5. Bringing it All Back Home-It's All Over Now, Baby Blue
6. Oh, Mercy-Most of the Time
7. Blonde on Blonde-Absolutely Sweet Marie
8. Under the Red Sky-God Knows
9. Another Side of Bob Dylan-To Ramona
10. Modern Times-Ain't Talking
    But that's just today. Ask me again tomorrow, and I'll have a completely different answer. Hell, two hours from now I might say something else.
    "We had all the momentum; we were riding the crest of a high and beautiful wave. . .

Highway 61 Revisited- Like A Rolling Stone
Desire- Isis
Bringing It All Back Home- It's Alright Ma (I'm Only Bleeding)
Blood On The Tracks- Tangled Up In Blue/ Idiot Wind
Blonde On Blonde- One of Must Know (Sooner or Later)
Infidels- Jokerman

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Not an expert on which albums are which, so excuse any ommissions

1. Blonde on Blonde- Sad-Eyed Lady of the Lowlands
2. Blood on the Tracks- If you see her, Say Hello
3. Modern Times- Thunder on the Mountain
4. The times they are a changin'- The times they are a changin'
5. Highway 61- Like a Rolling Stone
   black and white movies were better