Seeing the worry in your eyes he hastens to reassure you.
"Don't worry. The sheriff has very little respect for women. If
anything slips out he won't think for one minuite that it was you. I
don't agree with the sheriff about anything so I know you are indeed
capable of taking on this task, if you so wish." You think and
decide..
He nods. "Hmmm. You have a nice body, maybe you could be a spy
for us. There is a tavern that the sherrif ALWAYZ goes to. They are
alwayz needing more help. Serve the sheriff personally, if you can.
Flirt with him a bit to get him interested then get him drunk and make
him tell you everything."