He attended The Ridgeway School and Sixth Form College. He then studied at Hartpury College, where he was a member of Hartpury College R.F.C., coached by Allan Lewis in a team that included Alex Cuthbert on the opposite wing.
He plays as an outside centre, wing or fullback. He has also played as a dual-registered player for Moseley. After joining Gloucester"s rugby academy, he made his first start for Gloucester Rugby in a pre-season friendly against Bath Rugby on 15 August 2009, and the next weekend he scored a try against Connacht after he had come off the bench.
On 20 February 2010, May was a late replacement for Gloucester"s match against Leicester Tigers at Welford Road Stadium after Fuimaono-Sapolu pulled out with a dead legal
Although Gloucester lost, May played well and scored a try on his Premiership debut. May made 2 more starts for Gloucester during the remainder of the season against London Wasps and Northampton Saints.
May made his debut off the bench against Scotland, and made his first start against Ireland the following week. May was named Gloucester"s Young Player-of-the-Year for 2011/2012, and his stunning solo effort against Harlequins was named Try-of-the-Season at the Aviva Premiership Awards.
In December 2012, May signed a two-year contract extension with Gloucester until the end of the 2014-2015 season.
On 24 October 2014, May signed a new long-term contract with Gloucester Rugby. On 9 January 2014, May was called up for the 2014 Six Nations Championships where he was in the starting fifteen against France, Scotland, Ireland, Wales and Italy. He started the first test against the All Blacks in England"s 20-15 defeat, but was dropped for the next two tests.
In the QBE Autumn Internationals, May played in all 4 test matches.
These were against New Zealand, South Africa, Samoa and Australia. May scored once against New Zealand and twice against Samoa.
His first taste of first team action came in the Heineken Cup when he replaced Charlie Sharples against Newport Gwent Dragons and just over a month later he made his first start against London Wasps in the Anglo-Welsh Cup,playing on the wing. In January 2012 May was called up to the England Saxons, which he celebrated by scoring two tries from full-back for at Kingsholm against Toulouse in the Heineken Cup. In March 2012 May was named as the inaugural winner of the LV= Breakthrough Player Award. May was called up to the senior England tour of South Africa in June 2012, scoring two tries in England"s 57-31 win over Sharks. May won his first international cap during England"s 2013 summer Tour against Argentina in the second Test which England won 51-26.
