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James MacLaine

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James MacLaine aka The Gentleman Highwayman (17243 October 1750, was the youngest son of a Scottish Presbyterian minister in the north of Ireland.

Educated for a career as a merchant, Maclaine took his father's inheritance to Dublin where, aged 18, he spent all the money on expensive clothing, gambling and whores. Shunned by his family, he moved to England, married an innkeeper's daughter and set up store as a grocer. When his gambling ruined the business and his wife died, he struck up a criminal partnership with bankrupt apothecary owner William Plunket. With stolen pistols and horses, and their faces hidden by Venetian masks, the pair had a short but highly successful career as a highwayman.

Despite rickety beginnings (Maclaine fled from their first robbery), the pair committed around 20 hold-ups during a six-month period, often in the wilds of London's Hyde Park. As a highwayman MacLaine listed Horace Walpole, Lord Elgington and Sir Thomas Robinson among his many wealthy victims. The robberies were always conducted in a restrained and courteous fashion, earning Maclaine the "gentleman highwayman" tag and giving him enough money to finally live the society lifestyle he'd always craved.

Maclaine was eventually arrested when he tried to pawn Josiah Higden's distinctive coat (ripped off during a hold-up on Hounslow Heath early on 26 June 1750). Such was his position among the fashionable glitterati that, following his capture in 1750, his trial at the Old Bailey court was a social occasion, while he reputedly received nearly 3,000 guests during his imprisonment in Newgate prison. Reputedly a great many high-society ladies, such as Lady Caroline Petersham and Miss Ashe, clamoured for an audience with him in his cell. Despite calls for MacLaine to be saved from the gallows, he was hanged at Tyburn on 3 October 1750, as sparing him could have been viewed as "setting a bad example". At his hanging he simply said "May god forgive my enemies and receive my soul". His accomplice Plunkett was smart enough to escape with both his money and his life.

Maclaine is widely accepted as the original model for Macheath the Knife, charming bigamist hero of John Gay's "The Beggar's Opera".

A heavily fictionalized potrayal of MacLaine by Jonny Lee Miller is presented in the 1999 film Plunkett & Macleane

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