1.) Are you 100% positive there hasn't been a successful copulation? My former breeder male Hugh (RIP buddy) had a routine where he'd do the deed with one of my females on the first try, and then if I paired him with the same girl after that, he'd do exactly what your male is doing. The cycle would repeat with literally every girl I paired him with.
2.) I know dragons are capable of breeding year round, but it's not exactly the traditional mating season right now. Some males won't go (or at least won't be particularly fertile) until after the winter nap. Maybe this is what's going on with her. She might need the winter nap before she's ready to go again.
3.) I don't know the climate you live in or if this would really be applicable to dragons, but some reptiles, such as ball pythons, are more likely to do the nasty if there's precipitation. Even from inside, they can sense the barometric pressure changes, and for some reason, low atmospheric pressure outside tends to rev them up. If it's raining anytime soon, maybe try it then?
4.) I don't know when or where you got your female from, but if you got her as an adult, do you think it's possible that she may have been spayed at some point?
