James Ward went out in the second round of French Open qualifying with a three-set defeat by Sweden's Christian Lindell.
The British number three was two points from victory in the second set but lost 3-6 7-6 (7-5) 6-2.
Compatriot Liam Broady went down 6-7 (5-7) 7-6 (7-2) 6-2 to Moldova's Radu Albot in round one.
In the women's draw, Jo Konta and Naomi Broady both won their first-round matches.
Konta, the British number two, beat Serb Jovana Jaksic 6-0 6-3, before Broady saw off Cagla Buyukakcay of Turkey 6-1 7-6 (7-4).
They will play their second-round matches on Thursday, along with fellow Britons Brydan Klein and Kyle Edmund in the men's draw.
Ward, 28, made it through qualifying to the main draw last year and was seeded eighth in qualifying this time, but he let a winning position slip on a rain-interrupted day in Paris.
The Londoner twice led by a break in the second set only to hand the advantage straight back, and then could not convert from 5-5 in the tie-break.
Lindell, ranked 94 places lower at 200, grew stronger in the decider as his opponent faded, sealing victory at 8pm local time.
Andy Murray, Aljaz Bedene and Heather Watson have all qualified directly, with the draw to take place on Friday.