Drake was part of a star-studded Centre Court crowd as Serena Williams made it through to the Wimbledon semi-finals.
The Canadian rapper, who reportedly dated the tennis star, was seen leaping to his feet in the stands as Williams took on Italian Camila Giorgi for a place in the final four.
Singer Justin Timberlake, who is performing shows at the O2 in London, was also pictured enjoying the action with wife Jessica Biel.
Williams, who is eyeing up her eighth Wimbledon singles title, is married to Reddit co-founder Alexis Ohanian.
Drake was easy to spot among the thousands of spectators, wearing a green hoodie and sat with a companion in a bright yellow tracksuit.
As Williams broke her opponent in the third set, he rose to his feet and clapped enthusiastically.
Despite losing the first set, Williams went on to beat Giorgi 3-6 6-3 6-4 in one hour 43 minutes.
Olympic gold medallist Dame Kelly Holmes and culinary queen Mary Berry were also among those on Centre Court as the competition heats up.
Three British men will be fighting for a place in the men’s doubles semi-finals on Tuesday.
Jamie Murray and Brazilian partner Bruno Soares will play on Centre Court, while Britain’s Joe Salisbury and Frederik Nielsen, from Denmark, are due to play on Court Two.
The football-mad pair have joked that World Cup tensions may erupt on court, as they prepare for their home nations to battle it out on Wednesday.
After a run of hot weather, Wimbledon spectators were enjoying cooler conditions with highs of 24C (75F) forecast.