Voski,
If you know you want to fly, just go ahead and apply to OCS now. It's impossible to predict what the people on your board will be looking for and how they value it. Enlisting for four years in order to build up your OCS experience, in my eyes, isn't something worth spending the time on. If you have a genuine interest in our enlisted/aircrew side, that's another story. There's lots of good times on that side of the house as well as some really fun deployments.
A couple of things to beware of. Flight school is competitive, but the good news if you can apply every 6 months. Also, if you get picked up for flight school, fixed wing is often very competitive as well and you may find yourself flying helos. If you are ok with that, go for it.
Good luck with whatever you decide and feel free to drop me a PM/reply if you have any more questions.