Harry captained the Three Lions for the second time and responded with both goals but it wasn't enough as Hugo's France recovered from initially going 1-0 down and then down to 10 men at the start of the second half to win 3-2 at the Stade de France.
It was a proud moment for the Club in Paris as both Harry and Hugo wore their respective captain's armbands for the friendly.
Harry was joined by Dele Alli, Eric Dier and debutant Kieran in the starting line-up. Kyle Walker then came on at the start of the second half, making it five Spurs players in the England 11 for the fourth time, matching the Club best set in 1987 and matched in 2006 and 2016.
Dele was involved in both goals. His pass found Raheem Sterling who in turn set up Ryan Bertrand to cross for Harry to tap in the opener in the ninth minute but France responded with goals from Samuel Umtiti and Djibril Sidibe to lead 2-1 at the break.
The game turned again inside a minute of the restart when Dele was fouled by Raphael Varane in the box. Referee Davide Massa pointed to the spot and after consultation with the video referee, sent off Varane.
Below: Great wide view of the Stade de France as Harry buries his penalty
That left an intriguing battle from the spot between Harry and Hugo, and Harry drilled straight down the middle for 2-2 and his eighth goal in an England shirt.
Gareth Southgate's men looked set to push on for victory and Dele tested Hugo with a header from a corner but the home side continued to cause problems despite being a man down and few could argue they deserved their win, secured by Ousmane Dembele 12 minutes from time.