Can I be put to sleep (IV) and get an extensive amount of dental work done all at one time?

There is no need to be embarrassed - we're dentists, this is what we're here for. Yes, IV sedation is certainly possible, just make sure your dentist is certified to administer this. You'll be okay!

Yes you can certainly have IV sedation for extensive dental work.  Just make sure that your dentist is either IV certified or has an anesthesiologist that comes into the office to do the sedations for him/her.  Some dentists will try to tell you that oral sedation is just as good as IV sedation.  They are, in fact, different and require different levels of certification by the state.  For smaller amounts of dental work, oral sedation or even Nitrous Oxide can be a nice option.  If you are needing extensive work and you want to be "out" for the procedure, IV is probably the way to go.
As for being embarrassed about your smile, that's what we dentists are here for.  We are here to help.    

Of course you can. you should contact a dentist who works with a dental anesthesiologist or can bring a regular MD anesthesiologist to office and administer IV sedation