While sporadic persecution of
mukhannathun dates back to the time of Muhammad, their large-scale governmental persecution began in the Umayyad caliphate. According to
Everett K. Rowson, professor of
Middle Eastern and
Islamic Studies at
New York University, this may have been prompted by "a perceived connection between cross-dressing and a lack of proper religious commitment". Some
Islamic literary sources associate the beginning of severe persecution with
Marwān I ibn al-Ḥakam, fourth caliph of the Umayyad caliphate, and his brother Yaḥyā, who served as a governor under the caliph
ʿAbd al-Malik ibn Marwān, while other sources put it in the time of ʿAbd al-Malik's son,
al-Walīd I ibn ʿAbd al-Malik. The governor of Mecca serving under al-Walīd I is said to have “issued a proclamation against the
mukhannathun”, in addition to other singers and drinkers of
wine. Two
mukhannathun musicians named Ibn Surayj and al-Gharīḍ are specifically referred to as being impacted by this proclamation, with al-Gharīḍ fleeing to
Yemen and never returning back. Like al-Dalāl, al-Gharīḍ is portrayed as not just "effeminate" but homosexual in some sources. Beyond these two singers, relatively little is known of the
mukhannathun of Mecca, compared to the more well-known group in Medina. The most severe instance of persecution is typically dated to the time of al-Walīd I's brother and successor
Sulaymān ibn ʿAbd al-Malik, seventh caliph of the Umayyad caliphate. According to several variants of this story, the caliph ordered the full
castration of the
mukhannathun of Medina. Some versions of the tale say that all of them were forced to undergo the procedure, while others state that only a few of them were; in the latter case, al-Dalāl is almost always included as one of the castrated
mukhannathun. Some variants of the story add a series of witticisms supposedly uttered by the
mukhannathun prior to their
castration: After this event, the
mukhannathun of Medina begin to fade from historical sources, and the next generation of singers and musicians had few
mukhannathun in their ranks. Rowson states that though many details of the stories of their castration were undoubtedly invented, “this silence supports the assumption that they did suffer a major blow sometime around the caliphate of Sulayman.” By the days of the Abbasid caliph
al-Maʾmūn, the
mukhannathun working as entertainment were now more associated with
court jesters than famed musicians, and the term itself seems to have become synonymous with an individual employed as a
comedian or pantomime. The Abbasid caliphs al-Maʾmūn and
al-Mutawakkil employed a famed
mukhannath named Abbada as an actor in comedic plays. He served as a buffoon whose act depended upon mockery and "low sexual humor", the latter of which involved the flaunting of his "passive homosexuality". These characteristics would define
mukhannathun in later eras, and they never regained the relatively esteemed status they held in the early days in Medina. ==Religious opinions==