Southampton midfielder Victor Wanyama and defender Cuco Martina both tasted defeat last night in crucial international qualifiers.
The pair, who both captain their respective nations, are the first Southampton players to play in a busy week of international fixtures for Ronald Koeman's men.
Wanyama's Kenya beaten
Kenya were beaten 1-0 against Guinea-Bissau in a 2017 African Cup of Nations qualifier in Bissau on Wednesday afternoon.
Guinea-Bissau took the lead in the 18th minute from a header by Idrissa Camara as the Kenyan side dropped to last place in qualifying group E.
Wanyama nearly earned his side a point, but he saw his effort blocked on the line after some tidy build-up play by the Kenyans.
That loss leaves Kenya in a tough position in the group after collecting just one point from three matches.
They will face the same opposition again on Sunday when they welcome Guinea-Bissau to the Nyayo National Stadium in Nairobi. Kick-off in that clash is at 2PM BST.
Martina's Curacao also lose out
Curacao lost out in their opening match of the Caribbean Cup qualification, with a one-nil defeat at the hands of Barbados 1-0 last night.
Like Wanyama, Martina captained his side, but he couldn't stop his side from falling to a narrow loss.
For much of the match it was Curacao who were the better team, but they couldn't find the goal and young midfielder Romario Harewood scored the winner against the run of play in the second-half.
Curacao now travel back home for their second qualifier against Dominican Republic, at the Ergilio Hato Stadium, in Willemstad on Sunday at midnight UK time.
In their next match it is vital for Martina and his team-mates that they avoid defeat, as in order to reach the second round of qualification they need to finish in the top two places to advance through.