another rider here... currently running a CBR600RR, GSXR600RR & Z750.... raced the R1's and just sold my WR motard... looking for another (never should have parted with it
personally i recommend you get on a Motard as you will have more FUN and will be less bored than being stuck on a learner 250. Also come the time to upgrade you will sell quicker (if you want to sell it!) and lose less dollars...
You can also have a set of dirt rims to play on weekend trips, trailer it out with the Jeep and play in the dirt.. I suggest a Yamaha WR400/450 or the likes.. you'll be more comfortable on the larger size bike than the little babyblade... and the torque, power and gearing will keep you entertained..
not to mention the satisfaction of sliding past some supersport bikes in the hills
mattyducati will back me up on this