OK - if you're game!
I'll give an X) option when I'd like to broaden the decisions, otherwise I'd ask you to stick to the scripted choices. Gracias!
You have arrived at the town's south gate. There are a few shanty shacks in the near distance huddled up against the town wall - which stands 16' tall, in general disrepair. The Keep looms above, from near the town center, its south face painted a pale (and now faded) orange. Two guardsmen stand watch, outside the gate.
What has brought you here?
A) You arrive at dusk with the nervous merchant
B) You arrive at dusk, captured and in chains
C) You arrive at night to try a stealthy entry
D) You arrive at night with your gang to raid the merchant's guild
E) You proceed to the guardsmen and offer a password to them