I would like to have a complete list of Lyndon's talk options and when to do them for his talk achievement.
Diablo III – How to Get Lyndon’s Conversations for ‘To Catch A Thief’ Achievement
achievementsdiablo-3
Related Solutions
TP to town at the very beginning of Act 4 Quest 1 (Fall of the High Heavens) for "A Lost Friend", "A Dark Outlook", and "Adria's Betrayal"
The Enchantress's "Eirena's Journey" is available for most of Act 2 (from the very beginning), but Act 2 Quest 2 (The Road to Alcarnus) will spawn you right next to her:
Conversation availability does not change between difficulties, but some conversations are only available for brief periods (esp. with the jeweler and blacksmith). You can load these levels and get them immediately, though. For what it's worth, those A4Q1 conversations above were the most elusive of the lot.
According to the author of http://www.d3lexicon.com/, a complete list of all conversations is given here. The data is gathered from the internals of the Diablo III client.
You can filter the conversations by "Fol" for "Follower" at the beginning, then by "En" for "Enchantress", "Sc" for "Scoundrel", "Tp" for "Templar", and "All" for all of them.
Example "Fol Sc En Wrld 2" (talk between scoundrel and enchantress):
Scoundrel: However did you become so good at charming others?
Enchantress: I learned the charm spell long ago and spent many hours practicing it.
Scoundrel: That's not what I—never mind.
Example "Fol All Camp 02" (talk between all three followers):
Scoundrel: Kormac, anyone can tell that you are lonely. Let me help you find a woman.
Templar: I already told you: I have forsaken the pleasures of the flesh! How hard can that be for you to understand?
Scoundrel: There's no sin in merely talking to a lady, is there?
Enchantress: The way you talk, there is.
Example "Fol Player En Wrld 004" (talk between enchantress and player):
Enchantress: The templar is so strange around me at times.
Player: He's in love with you.
Enchantress: What?!
Player: You never noticed?
Enchantress: No!
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Best Answer
Lyndon's Origins (Act I-IV) - Available after completing The Broken Blade (Part 6).
The Unrepentant Rogue (Act I-IV) - Available after completing The Broken Blade (Part 18).
Kingsport Fighting (Act I-IV) - Available after completing The Doom in Wortham (Part 9).
Sticky Fingers (Act I-IV) - Available after completing Trailing the Coven (Part 15).
Difficult Decisions (Act I-IV) - Available after accepting Return to New Tristram (Part 1).
Blood Ties (Act II-IV) - Available after completing Shadows in the Desert (Part 3).
Brothers Divided (Act II-IV) - Available after accepting City of Blood (Part 1).
The Guard's Fate (Act II-IV) - Available after accepting Unexpected Allies (Part 3).
First Love (Act II-IV) - Available after completing Betrayer of the Horadrim (Part 7).
The Thief's Secret (Act III-IV) - Available after accepting The Siege of Bastion's Keep (Part 1).
The Scoundrel's Wealth (Act III-IV) - Available after completing The Breached Keep (Part 5).
Brotherly Love (Act III-IV) - Available after accepting Heart of Sin (Part 1).
A Dark Outlook (Act IV) - Available after accepting Fall of the High Heavens (Part 1).
A Lost Family (Act IV) - Available after accepting Fall of the High Heavens (Part 1).
A Final Gift (Act IV) - Available after accepting Prime Evil (Part 1).