Gwyn and two other Catholic prisoners, John Hughes and Robert Morris, were ordered into court in the spring of 1582 where, instead of being tried for an offence, they were given a sermon by an Anglican minister. However, they started to heckle him (one in Welsh, one in Latin and one in English) to the extent that the exercise had to be abandoned. He was frequently brought to the bar at different assizes to undergo opprobrious treatment, but never obtaining his liberty. In May, 1583, he was removed to the Council of the Marches, and later in the year suffered torture at Bewdley and Bridgnorth before being sent back to Wrexham.