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A former RAF sergeant has been jailed for eight months... wearing a blonde wig and calling himself Foxy Roxy.
Transsexual Martin Shaxted, 60, appeared in the dock at Canterbury Crown Court and admitted keeping a brothel.
Police officers raided his home in Godwin Road, Cliftonville, in December 2010 and discovered he was offering kinky sex services with a 15-year-old boy.
Oliver Saxby, prosecuting, said it was accepted Shaxted thought the youngster was 19 years old.
Judge Adele Williams rejected a call to suspend the sentence because "of the kind of experiences he could expect in prison".
Mr Saxby had told how Shaxted had advertised his services - calling himself Roxy Jayne and Foxy Roxy - on the internet.
And the Crown Prosecution Service said it was concerned the advert could still be accessed.
But Judge Williams said she had no powers to order the Internet Service Provider to ban the advert.
Shaxted had advertised his transvestite services as: "Very convincing hot sexy pre-op TS Girl, ready and waiting for you now."
The ex-RAF man - who served in the armed forces for 23 years - also offered "a 2 girl service".
The court heard the boy confessed that he had told Shaxted he was 19.
He later admitted taking part in smoking cannabis and taking "legal highs and poppers" and for four months engaging in sex with men aged between 50 to 60, including one man who was tied to a bed with a rope and humiliated.
Police who raided the home discovered child abuse pictures on Shaxted's computer. They also took away calling cards, whips and a variety of "sex toys".
One calling card described themselves as "The Scrumptious Girls" and had an image of Shaxted and the teenager together lying on a bed.
Shaxted admitted meeting the youngster in a gay bar in Margate and denied encouraging him to take part in the sex services.
Mr Saxby said the teenager "couldn't remember" how many people had bought his services - at between £50 to £70 a time.
Shaxted admitted charges of keeping a brothel and three charges of making and showing 32 indecent images.
Diaries revealed his services had netted him annual totals of £5620 (2008), £5180 (2009) and £5955 (2010).
John O'Higgins, defending, said: "He became associated with a person who masqueraded as a much older person. He took up escort work five years ago. But he did not entice this young man into providing the services.
"He is not in the best of health and is now a recluse and is very embarrassed."
Judge Williams jailed him for eight months after telling him: "The mischief here is this that even though you believed him to be 19, he was in fact 15 at the time.
"You are 60 years old. You allowed a very young man to be providing these services. But I accept you did not exploit him"
He was also ordered to sign the Sex Offenders' register.