This chapter of the guide to Dragon Ball Z: Kakarot has a walkthrough for The Great Ladiesman side quest.
Time frame: From Majin Buu Reborn - Episode 1: Good News to Episode 2: Time for the Tournament!
Reward: 206,721 EXP, D Medal, Super Power Protein
Where to start: Southeast Mountains Area, as Gohan.
To start this mission, you need to go to Satan City. There you will meet an arguing couple - approach them to get a new side mission.
After a conversation, you will be attacked by opponents. You must defeat them to continue the mission story.
After defeating the opponents, go to the places marked on the map and talk to the woman.
Your new objective is to complete the race within a certain time limit. If you do this, you will be able to continue the story.
The last part is to play a match on the school field. Hit the ball correctly to complete this substory.