I was a primary instructor in the 06-09 timeframe, and we did have quite a few helo guys who got 1000-1500 hrs of fixed wing instructor time with us, so yes, that is definitely a possibility. In the past, those guys have been hired on with the airlines. I know because many of them were reservists.
The days of helo guys transitioning platforms to fixed wing are pretty much over. Of course, there are onesies and twosies, but with manning what it is today, most communities are loathe to let their good pilots go, and the gaining communities don't want the trash. The best way, honestly, to make this happen in the Navy is to go FTS or SELRES with a VR unit and not to stay active duty and endure the pain that comes with AD officer promotion.
Best way for a guy who selects helos to get fixed wing time in the Navy:
Kick ass as a helo guy (or you are done from the start)
Go to a VT command
Go FTS/SELRES when your commitment is up
Of course, this would require the obligatory 2 year boat tour, but if your timing is good, YMMV.