Tipson loved playing a variety of roles and grew up in these sorts of streets, slept in a number of alleys, and lived to tell the story. He'd never trust innocent in this area but then again he didn't trust anyone anywhere. Living life paranoid however would be terribly boring so Tipson just trusted in himself to get out of whatever sticky situation playing games landed him in. Everyone could be his friend until they weren't.
Looking towards the voice Tipson offered his best charismatic smile to the young lady. He didn't have any superpowers, he didn't even have any great fight training to keep his ass alive so he better be able to smile and talk well. "Tipsy," the young man offered back with a bob of his head in greeting.
Ah, this was just straight up about a job. "Oh sure, I can find all sorts of lost items. Even missing socks." Was there anything in the world that went missing as much as a sock? "So, want me to find a sock or something else for you?" There was a part of Tipson that couldn't resist a job and more so when the pay would be good. The funny part on that is Tipson really didn't care about having lots of money, it was just the act of making it and proving he could handle any assignment. Sometimes Tipson wondered how the hell he was alive this long.
"I'd never dream of saying no to a pretty lady," a moment's pause as if that was the only reason he was doing it before adding, ", especially the ones who are rich enough to pay well." Hey, the help of idiots ready to risk stupidity for the sake of profit charged more. He'd prefer getting the assignments from a third party he knew but apparently, this woman had her own connections if she knew to come directly to him.
"So, how about we go to your place and you tell me all about this missing item of yours and how much you can afford to spend?" If he could get into her house he could get a better idea of how much she could afford or see if she had anything he wanted. Who knows? Maybe he'd get a bit of food or drink if she was a good hostess. Tipson still had his bag of weapons that were really meant for the black market and not a thing he wanted to haul around everywhere but he also didn't want a potential client to go find a competitor for a job. "I assume your place is close by?" Might as well make sure his assumption was correct. He wasn't about to take his bag of goods to certain areas of the city. Someone might get the wrong-right impression.