Conch stretching questions?

Depends on what size it was. If your conch was pierced with a large gauge then you'd want to wait quite some time. If it was say a stretch from 14g to 12g then you'd want to wait at least 3-4 months before stretching again. If it was a larger size then you need to wait longer. Gotta be patient with cartilage. Double flared plugs should go in easily if they are good quality and the right size. It's usually the crappy cheap acrylic that is going to get stuck in there if worn for awhile.