As well as the above comments, I'd query the motivations. If Greb is an abject coward, he'd likely be made braver with ten men around him, famed warrior or not. This is a convention that we see all too often, and I blame hollywood. No swordsman can best ten men in close quarters. If he has a means of reducing how many he faces at once (such as a doorway) or if he has room to move then he may stand a chance, but in the common room of an inn he's toast, no matter what his skill (assuming, of course, he has no supernatural assistance).
I'd reduce the number of men with Jordan to five, much more realistic.
Finally, if Jordan had a pants related 'accident' such as you described, it adds a new dimension to what might happen if he were to, say, vault onto a horse.