How do I emulate the tube/tape saturated vocal sounds of the early 60's?

I'm about to do a couple of Sinatra-like recordings just for fun, and I need to fake some tubes and tape to get the vocals right. Are there any plugin(s) that will do this with decent results? My signal chain is Studio Projects B1 -> TLA 5050 Tube Preamp (yeah, there is one tube in there, but I need more) -> soundcard.

Maybe I can CurveEQ the end of this clip to get (some of) the frequencies right? ;)

SINATRA RECORDING SESSION

Suggestions? Thanks. :)
 
I love those really old elvis recordings where his voice starts distorting when he sings loudly.
 
A lot of Sinatra's recording's were done using a C-37a as well. I would definitely try and get a (nice) tube microphone if you're trying to get that sound.

It'll get you there a lot faster.

+2 for Tape head