So, after your help in this thread and many other thoughts this is what I've come up with:
(18 Rogue / 2 Monk)
Goals: Better DPS than a monk vs 0 and 50% fortification mobs, Better DPS than a rogue vs 50 and 100% fortification. Excellent stunning fist DC for leveling purposes, solid stunning fist in epics.
Multiclass progression: Level 1 as a rogue, 1 level of monk sometime soon after that, second level of monk much later, maybe 20th.
Alignment: Lawful Neutral
Stats and Race (34pt build):
Half-elf
Str: 40 (16 base + 5 levels +2 enhancements + 3 tome + 6 item +3 exceptional +2 rage +2 yugo +1 LotD)
Dex: 24 (15 base + 2 tome + 6 item +1 LotD)
Con: 24 (14 base + 3 tome + 6 item +1 LotD)
Int: 20 (8 base + 2 tome used at level 7 +6 item + 3 exceptional +1 LotD)
Wis: 34 (16 base + 2 enhancements +3 tome +7 item +3 exceptional +2 yugo +1 LotD)
Cha: 17 (8 base + 2 tome + 6 item + 1 LotD)
Ability increase every 4 levels: All in strength
Skills: (1: 7*8=56, 2-7: 6*7=42, 8-20: 11*8= 88. Monk: 7. Total: 193). UMD: 23. Search: 23. Disable Device: 23. Concentration: 7. Tumble: 1. Move Silently: 23. 101 so far. Open Lock: 10. Spot: 15. Balance: 23. Hide: 10. 159 so far. 34 skill points left over for: Bluff, diplomacy, jump, listen (probably choose either diplomacy or bluff and put left over in jump).
Feats (by level): Two Weapon Fighting (1), Past Life: Monk (1), Half-elf Dilettante: Fighter (1), Monk Bonus: Stunning Fist (2), Power Attack (3), Stunning Blow (6), Quickdraw (9), Crippling Strike (11), Improved Critical: Bludgeoning (12), Improved Evasion (14), Improved Two Weapon Fighting (15), Opportunist (17), Greater Two Weapon Fighting (18), Monk Bonus: Toughness (20)
Enanchments:
Code:
Assassin III 8
- SA Accuracy IV 10
- SA Training IV 10
- Damage Boost II 3
- Improved Hide II 2
- Improved MS II 2
- Subtle Backstab I 1
Haste Boost IV 10
Extra AB II 6
Toughness II 3
Versatility IV 10
Fighter Strength I 2
Adaptability: Strength 2
Adaptability: Wisdom 4
Monk Wisdom I 2
Subtle Backstab II 2
Half-elf strategy: SB 3
---------------------------
Tot 80
Equipment:
Cloak: Epic Cape of the Roc
Goggles: Epic Time Sensing Goggles
Gloves: Epic Brawling Gloves
Bracers: (Epic) Jidz Tet-ka
Ring1: Nyoko's Band (holy burst)
Ring2: Encrusted Ring (shocking burst)
Boots: GS Boots (+45 HP, +6 con skills, +5 prot, heavy fort)
Trinket: Litany of the Dead/Greater Cunning Trinket/Pale Lavender Ioun Stone (for ToD)
Head: Pirate Hat (Seeker +6, Balance +15)/Epic Helm of the Mronan
Necklace: Nyoko's Necklace
Belt: Knost's Belt
Body: Red Dragonscale Robe (slotted with toughness)
Slots:
4 yellow (cove gloves, mronan helm, cape of the roc, time sensing)
2 clear (red dragonscale, time sensing)
1 blue (red dragonscale)
+1/+2 exc str: cape of the roc
+1 exc wisdom:
+2 exc wisdom: epic time sensing goggles
+6 str: berzerker
+6 dex:
+6 con: nyoko/berzerker
+6 int
+6/7 wis: nyoko, epic helm of the mronan
+6 cha
+1 exc dex: nyoko
belt set options:
Berzerker (con +6, GFL, +2 damage, str +6, exc str +1)
necklace set options:
Ninja-Spy (con +6, wis +6, exc dex +1, +2 AB, -20% threat)
Kensai (con +6, +AB's, +2 AB, str +6, exc con +1, +3 confirm crits)
Shintao (con +6, wis +6, concentration +15, exc str +1, +2 att/dam)
Tempest (con +6, dex +6, balance +15, +1d4 dam, +1 exc wis)
swap in set options:
Mechanic (con +6, dex +6, +15 open lock/disable, +2 dex skills, +1 exc int
Assassin (con +6, dex +6, exc int +1, -20% threat, level drain, sneak attack)
Details:
HP: 20 base + 18 rogue x6 + 2 monk x8 + 6 con x 20 + 30 GFL + 10 draconic + 22 toughness + 20 enhancements +45 GS HP +20 toughness = 20+108+16+120+30+10+22+20+45+20 = 411. Bracers of the Claw would raise that to 431 (bit light but I think I can deal with it).
Stunning Fist DC: 10 base + 10 CL + 10 item + 12 wisdom + 2 enhancements = 44. +2 ship buff = 45. A +4 tome would free up 4 APs.
UMD: 23 base + 3 (cha) + 4 GH = 30 standing if I can slot +6 charisma. +2 (ship buffs) = 32. +1 exc charisma slotted = 33 standing. +5 human versatility: skills boosts it up to 38 UMD which is no fail heal scroll (1+38 = 39?) without gear swaps. For gear swaps epic spyglass, golden cartouche and epic buccaneers ring will boost it up to 46 without any problems.
Search (Goal: 60). +20 epic spyglass + 4 GH + 2 good luck +5 int + 23 ranks + 5 human versatility: skills boost = 59
Disable Device (Goal: 60). +7 tools + 15 item + 4 GH + 2 good luck +3 ventilated bracers + 5 int +23 ranks +5 human versatility: skills boost = 64
Comparisons:
19 rogue, 1 monk. Lose quickdraw, a monk philosophy and +1 monk wisdom for +1d6 sneak attack, +1 assassinate DC and slippery mind (or something). Afaik, the DPS from quickdraw more than makes up for the loss of sneak attack. The stunning fist DC boost from the extra point of wisdom more than offsets the loss of assassinate DC.
13 rogue, 7 monk. Lose 1d6 sneak attack, 6 points of assassinate DC, lots of skill points, crippling strike and vorpal fists for shadow fade, healing amp, tier 2 strikes, 2d6 fists with item and PL: monk (at the cost of quickdraw).
10 rogue, 9 monk, 1 ranger. Lose 3d6 sneak attack, assassinate and others above for ToD, 2d8 fist damage (with item and PL: monk at the cost of quickdraw), FE: evil outsider.
20 rogue: You can get ITWF and GTWF 3 levels earlier if my off the top of the head BAB calculations are correct which will balance out the DPS advantage for those affected levels that handwraps would otherwise have (until the pure rogue gets the capstone).
Variants:
Boost intelligence by 4 by dropping wisdom to 14. +2 Assassinate DC and more skill points at the cost of 1 AC and 1 stunning fist DC. I'm not sure which way is better but I think I have to build for stunning fist DC to be safe.
Please criticise, compare, ridicule to your hearts content.
Particularly, I would be interested to know the DPS comparisons against various levels of fortification of this build compared to:
Black Lotus.
A pure dark monk.
A pure assassin rogue.
Any suggestions on more optimal gear setups are welcome. However, no abishai sets. No sets that don't involve Epic Brawling Gloves (they are close to optimal DPS and so easily accessible and once slotted with GFL can be useful to many characters).
Edit: made a boo boo as Aylin pointed out, just a typo, enhancements etc reflect the actual choice.
Edit: added in bonus rogue feats, any comments (with reasoning) on the choice or the order would be appreciated.
Edit: noticed that I hadn't taken enhancements reflected in my calculations, hopefully in order now