Not usually unless you are a fairly high value customer or there are some other special circumstances. Being bored or just wanting a new handset won't get you there. If you want to upgrade more frequently than every two years, I highly recommend you either pay more for your phone and only take a one year contract or buy phones from ebay, etc.
Straight from the My TMobile web site:
Quote:
How do I qualify for an upgrade?
You qualify for the best upgrade price based on the time since your last upgrade and rate plan qualification:
11 months if you are on a one-year service agreement, or 22 months if you are on a two-year service agreement.
A qualified rate plan is $29.99 or greater with a single line, or $49.99 or greater on a shared family plan.
You must sign a new two-year service agreement each time you upgrade. Of course, if you do not want to sign a new service agreement, you can always purchase a new phone at full price. The choice is yours!
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(Note, you can get a one-year contract by calling customer care. Phone price is normally $50 more than the two-year contract. You cannot get the one-year on the web.)
Upgrade Period? 
