In Unwired there's rules for spoofing a lifestyle. It allows a hacker to live without costs by abusing the automated nature of bills and the like.

My question is this: should a face be allowed to do something similar via the con skill? Sure, he's not going to con a computer into sending his bills to the wrong place, but he might be able to convince his 'new best friend' to pick up the tab for his drinks, and his 'bestest buddy' to help him out with that rent bill. It's never going to be as reliable as spoofing, but IRL professional con-men can live quite well off of other people's gullibility. If so, am i missing how this could be somehow gamebreaking? (I'd probably double the threshold for spoofing a lifestyle in order to con it, both because Con is easier to get ridiculously high than spoof, and because people are harder to manipulate than machines)

Also, how could a similar mechanic be introduced for other types of characters (Street sams, Mages, ect)?

Human interaction makes things difficult to express in game values.
Also, the human element makes this more risky, in my opinion. Con-artists can do this, because they move a lot between cities, sometimes even countries, but if you stay in one place, it won't take long until you're made, especially if you have a 'signature con'.
It would be a problem, except when the team moves around.

True, and i doubt you can get your complete lifestyle conned unless you're really good. pornomancer good.
however, the face could probably get a decent discount on lifestyle if they're careful. even if it's just convincing someone else to buy the drinks every time they go out, that adds up.

After all, we do want to make the face even stronger.

I feel like the simplest version of this is the age-old 'sugar daddy' (or momma) setup. Maybe your GM will let you prey on some rich lonely people.

Which could be represented by "Living with parents"
The lifestyle gets cheaper, but you still have to pay

I didn't mean 'parents', but sure. I never liked the Spoofing Life rules to begin with, so I'm leery of any codified Conning Life rules. Outside of such a mechanic, the GM can certainly work with you (through roleplaying, obviously) to use your con/social skills for lifestyle-related benefits.

I know you didn't.
But some of the qualities can be repurposed. You let yourself be carried by a sugar daddy? Well, he's gonna ask, why you've come back all bruised and bloody
I would regulate this by roleplaying too, and it would have to be a huge strain on the character's usual routines. Lately, I've been watching Burn Notice and Bruce Campbell's (all hail the king ^^) character has a lot of problems with this. And he's not even actively scamming

Exactly, I was thinking of Sam's lady friend too. Hehe.

I was thinking of the Beverly Hills Cop series with Axel conning posh places to live in. And all of Sam's Gigolo Adventures.

This is actually covered under the Roomates policy in Runner's Companion's advanced lifestyle rules. It raises the cost of a given lifestyle by 10% per additional person using it.

All a face has to do is convince his "friends" that he's worth that price.

Can the Face cook?

I would use the rules for Spoofing lifestyle but with increased difficulty per month.

Unlike hacking where you actually redirect invoices and have other parties pay for your monthly upkeep a Conman can in the end only fool people - This would get back and bite them in the ass in the end.

For each month of Lifestyle paid add the lifestyle below to the needed successes. Add an additional dice modifier depending on your required lifestyle.

Base TN: Lifestyle
Squatter: +0
Low: +1 (You have to convince the landlord in his dirty t-shirt that yes, you did indeed pay the rent - check the records again)
Middle: +2
High: +3
Luxury: +4 (You live in Hilton Hotel Penthouse - they are starting to be suspicious around your "superstar" status...)

Hospitalized care will simply not work as you are in a hospital bed and cannot really influence people.

Second month of middle lifestyle would be 12+2= Treshold 14

The sixth month in the Hilton Hotel Penthouse you have Treshold 100+(4*6) with a total of 116+. Its not much of a change from 100 but luxury is absurd regardless of treshold.

Whenever I think about this subject I'm always reminded of Templeton "Faceman" Peck of the A-team. He tends to 'house-sit' expensive villas and apartments while the owners are out of town.
While this would be more difficult in the sixth world due to the matrix, all you'd really need to do is befriend people who own nice places and are often out of town. At that point you can theoretically get your friends to lend you their places while they're away on business.

At least, that's the theory.

was he by any chance a former Navy Seal

Contacts, baby, it's all about the Contacts!

"We got a nice posh place set up in the nice part of town. Great security, even has legal Autoturrets hidden in the lawn statues." "OK, what's wrong with it?" "The owner has to leave town due to the Triads..." "Oh, just a minor problem with it then."

Yeah, that's not really Conning Life (per se), just judicious use of good favors. Neal on White Collar isn't conning June (instead, she's a Contact he developed really fast), but the Beverly Hills Cop example is. The big difference between just rolling Spoof and using face powers is that the face powers should be unique roleplay; the hacking stuff is literally faceless.

June is one of the cooler contacts, in my opinion.

Burke: That's not jewelry on his ankle, you know. He's a felon.
June: So was Byron.

And in the series he does end up doing a "run" for her so it all balances out.