Johanna Konta lost her first match since March in straight sets to Jodie Burrage at the Battle of the Brits tournament in Roehampton.
British number one Konta, 14th in the world rankings, was far from her best against British number seven Burrage, losing 6-4 6-3.
Konta last played at the Monterrey Open in Mexico before elite tennis was suspended due to the coronavirus pandemic.
Burrage, 21, who looked sharper than Konta and served out impressively to seal the match, could not hide her delight after causing an upset.
“It feels amazing to win against such a great player, I feel overwhelmed,” she told the LTA’s official website
“I was surprised with how I played. When I found out I was playing her I was nervous and didn’t want to get hit off the court.
“This morning I was excited to get out there and swing. I didn’t have any pressure.”
British number two Kyle Edmund defeated teenager Anton Matusevich 7-5 6-3 and Aidan McHugh edged out Ryan Peniston 6-4 3-6 10-7.
In the women’s singles, Heather Watson won 7-5 6-4 against Beth Grey and Katie Boulter overcame Emma Raducanu 6-4 6-3.
Evans later teamed up with Lloyd Glasspool in the men’s doubles to beat Dom Inglot and Alastair Gray 6-4 7-6.
In the mixed doubles, Glasspool and Naomi Broady defeated Inglot and Eden Silva 6-4 6-2 before Joe Salisbury and Harriet Dart defeated Jamie Murray and Heather Watson 7-5 3-6 10-8.
The event has been organised by Jamie Murray to help keep Britain’s players active, with the professional tours suspended.
Britain’s top men and women players make up two teams of 13 – the Union Jacks and the British Bulldogs – and will go head-to-head in singles, doubles and mixed doubles matches.
The action will unfold throughout the week, culminating on Sunday, with the first team to reach 60 points crowned Battle of the Brits champions.
Andy Murray, on his way back from pelvis and shin injuries following hip surgery last year, will compete in the doubles matches only as he prepares for the US Open.