Why yes, I *do* live in the Annex!
I'm a male escort, and you know how we let security slide. So, I have no buddy system... Of course, it's still dangerous for us, but perhaps at least ever so slightly less dangerous, unless you count the risk of HIV.
I happen to be a student as well, and if that's so toxic I could omit it altogether unless directly asked. Although I look about 17 I'm capable of dressing nicely and speaking well, but as you say that may be irrelevant to high-rise living (all the cool neighbourhoods near Yonge St are made of bigger buildings
).
I'm not against the idea of registering as self-employed, although it seems to me that if this teenaged-looking punk kid, who's also a student, claims to be some vague form of physical therapist without any details nor formal qualifications in therapy, any landlord is going to know right away what that's all about. Even if he were okay with it, he'd be likely to think my career wouldn't last and that payments would stop after two months.
In addition, I do have some scholarships. Would it work to say "oh, in addition to my day job, I live with the several thousand dollars that I've won [without specifying the amount, although there are thousands]"? Is it also feasible to say "my dad visits me and gives me $300 every month"? Something like that could actually be completely true but leave no paper trail!
So... I wonder if scholarships + parent story + reference from current landlord + day job combined might work, although I may be very naive indeed! If I were a landlord I'd probably want documentation.
And finally (you must be tired of reading this!), I'm intrigued by this fake employment letter. How did you go about doing that and how did you get away with it?