Background
Cheshire was born in London on 3 June 1988.
Cheshire was born in London on 3 June 1988.
He was scouted by Select Model Management at 15 years of age while studying drama. Soon after Cheshire became an overnight success as the new face for Calvin Klein. Cheshire gave up drama studies for model career.
In 2008 he did Jack Wills advertising campaign in Rajasthan, India.
Cheshire has also been modeling for Dolce & Gabbana, Missoni, Abercrombie & Fitch, Hollister, Vivienne Westwood, Gap and Marks and Spencer. Marks and Spencer announced a 50% increase in the sale of men’s swimwear whilst Cheshire was fronting their campaign.
He has reported on Men"s Fashion Week for Gentlemen’s Quarterly magazine and also writes a fashion blog in his spare time. In 2015, he was named one of Gentlemen’s Quarterly"s 50 best dressed British mentor
Cheshire currently dates English singer Pixie Lott.