With downtown manager ID, office suit coat, office dress pants:
- anchor chain - seems okay (tested 10 encounters, no "drop it")
- ancient rifle - "drop it" (2 guards, gained 10 Lobby Alert, I didn't have any Lobby Alarm before)
- ancient rifle - "drop it" (2 guards, gained 10 Lobby Alert, bring it up to 25)
- ancient rifle - "drop it" (2 guards, gained 10 Lobby Alert, bring it up to 33)
- ancient saber - seems okay (tested 10 encounters, no "drop it")
- antique control gloves - seems okay (tested 10 encounters, no "drop it")
- antique dueling pistol - seems okay
- antique needler - "drop it" (3 guards, gained 15 Lobby Alert, I didn't have any Lobby Alarm before)
- arachnid blade - seems okay
- army drone model - "drop it" (3 guards, gained 10 Lobby Alert, bringing it up to 22)
- artificial bone knuckles - seems okay
- assisted pistol - seems okay
- autolock sidearm - seem okay
- autotargeting sidearm - seems okay
- Barsukov sidearm - seems okay
- battered crowbar - seems okay
- battered hammer - seems okay
- binding chain - seems okay
At this point I switched to the following, still office work outfit, but with +5 chance of combat encounters for extra insurance:
Hat: ghoulish crown
Weapon: (various)
Offhand: downtown manager ID
Shirt: gilt gang jacket
Pants: office dress pants
Gadget: actual antique watch
- black bayonet rifle - "drop it" (3 guards, gained 10 Lobby Alert, bringing it up to 18)
- black gemstone - seems okay
- black silver blade - seems okay
- black silver chain - seem okay
- black switchblade - seem okay
- blade of the snows - seems okay
- bloodied knife - seems okay
- bloodied rifle - "drop it" (2 guards, gained 10 Lobby Alert, bringing it up to 38)
- bloodthirsty sidearm - seems okay
- bloody icicle - seems okay
- bloody switchblade - seems okay
- bone automatic - "drop it" (3 guards, gained 10 Lobby Alert)
- bone edged chain - seems okay
- …
- broken bottle - seems okay
- close combat needler - (3 guards, gained 15 Lobby Alert, I didn't have any Lobby Alarm before)
- collapsible baton - seems okay
- cosplay polearm - 2 guards, 10 alert
- Ecofuel flamethrower - seems okay
- fire axe - "drop it" (2 guards, gained 10 Lobby Alert)
- glowing bone - seems okay
- golden cane - seems okay
- grave shovel - seems okay
- heavy baton - seems okay
- hunting spear - "drop it" (2 guards, gained 10 Lobby Alert)
- Midgard MG2 - 3 guards, 10 alert
- palace spear - "drop it" (2 guards, gained 10 Lobby Alert)
- personal nailbat - seems okay
- personal sniper rifle - "drop it" (2 guards, gained 10 Lobby Alert, bringing it up to 41)
- speargun - 2 guards, 10 alert
- steel clad bat - seems okay
- the Hammer's sledge - 2 guards, 10 alert
- Zaibatsu mister - 3 guards, 10 alert
EDIT: Full weapons-type list:
- automatic weapon - 3 guards, 10 alert
- axe weapon - 2 guards, 10 alert
- bat weapon - seems okay
- nailbat subcategory - seems okay
- baton weapon - seems okay
- collapsible batons subcategory - seems okay
- bottle weapon - seems okay
- bone club weapon - seems okay
- cane weapon - seems okay
- chain weapon
- crowbar weapon
- fishing pole weapon
- flamethrower weapon - Ecofuel flamethrower - seems okay; Zaibatsu mister - 3 guards, 10 alert (it's also automatic)
- garotte weapon
- gatling weapon
- hammer weapon - seems okay
- sledge hammers subcategory - 2 guards, 10 alert
- I-beam weapon
- knife weapon
- knuckles weapon - seems okay
- mining weapon
- needler weapon - 3 guards, 15 alert
- including safety needlers
- parasol weapon
- pistol weapon - seems okay
- rifle weapon - 2 guards, 10 alert
- rock weapon
- shotgun weapon (both kinds) - 3 guards, 15 alert
- silver weapon
- shovel weapon - seems okay
- spade weapon
- spear weapon - 2 guards, 10 alert
- fishing spear subcategory
- speargun subcategory - 2 guards, 10 alert
- polearm subcategory - 2 guards, 10 alert
- switchblade weapon
- sword weapon
Other one-offs:
- digging claw
- more