This is one of the first trans criminals I heard about.
Karen Jones / Karen Lawson – Trans Crime UK
In fact the whole site is quite useful if you're genuinely interested in trans criminals.
Edited to add excerpt:
Mark / Karen Jones (aka Karen Louise Lawson), a violent male who identifies as a trans woman, was sentenced to life imprisonment in 2003 at age 21, for the attempted rape of a female shop assistant in Manchester. The attack took place in 2002, five days after Lawson was released early on licence after being jailed for manslaughter. At the time, Lawson was living in a female bail hostel, having presented as a trans woman, though was sentenced under the name of Mark John Jones.
According to the Evening Standard Lawson was reported as having “carried out the attack as a cry for help so that she could go back to prison and have the sex change operation she had needed all her life.” The Manchester Evening News reports Lawson’s lawyer having told the court “[he] had committed the crime because he wanted to go back to prison. There, he thought, he would be given treatment for his condition.”
Lawson forced a lemon into the woman’s mouth, punched her in the face and held her by the hair in a back room of the Transformations shop (a shop for men who wish to buy and wear stereotypical female clothing and accessories). The attempted rape was so terrifying the woman told the police she thought she was going to die; the attack only ended when Lawson failed to get an erection.