First off, I really think that more than doubling your spending for "discretionary" is not going to be that easy for you to do. Sure, maybe for a year or two, but once those expensive things are checked off your bucket list I think a frugal person will be hard pressed to spend so liberally, particularly with all that extra time (ie opposed to your thoughts that extra time will cause you to spend more). I'm not sure what you plan to spend an extra 2K a month on, but most things are actually cheaper when you have the luxury of time. For example, you can golf on the deal days, or travel with less of a strict timeline and take advantage of discounts, cook more at home, etc. Frugality is in your nature, you're not going to be able to pay triple cost for these things when you have the luxury of time, at least that's my bet.
I think your biggest issue here is going to be a mental one. Seriously, the OMY or Two is all dependent on when you can get stuff straight in your head and accept your FI situation. This is the most ignored issue in the FI blogoshpere and one you are going to have to come to terms with before you can enjoy the fruits of your labor.