Will watched as the woman rose. There was just a slight hesitation, a shift from one leg to the other. She was slightly injured. Though seeing any woman injured wasn't something he usually was glad for, she was a criminal and that meant the guards had been able to graze her. Which in turn would make her capture all the more easy - or easier.

"I've never met a pirate before," he said in response to her comment about familiarity. "So there really shouldn't be any familiarity." 

He moved slightly to the left, his gaze never leaving her. All those years of studying, all that practice - all of it coming down to his first fight with a real pirate. Woman or not. It was a bit odd but Will wasn't going to dwell on it too long. She was a pirate. She had the look. The manacles indicated she was the same person the guards were looking for and even now her own admission indicated as such. 

"I'm a firm believer that a woman should be defended but seeing how you accosted a young woman yourself and seem more than capable of handling yourself, I'll make an exception. You're a pirate and woman or not - you'll face justice for that."

His blade hit hers, the sound of metal hitting metal filling the room. He pressed against her. She was skilled. Undoubtedly she had been in more than one fight and that was in her favor. However, she was also injured. That combined with his strength and his own training would give him the edge.

"I should thank you," he hit her sword again. "I've been eager to take out pirates."