Location: You need to talk to Mary Ann staying at the large Vinewood sign (the above screenshot). It is best to start this mission only after you have developed Trevor's stamina although, this is not required.
After you watch the hilarious cutscene, during which Trevor declares his love, hop onto the mountain bike and join the race. While reaching successive checkpoints, try not to collide with Mary Ann's bike and do not worry if she is ahead of you at the beginning of the race, which should dwindle as the race progresses. The mission will be complete after you are the first one to reach the finishing line.
Rewards for the completion of the mission:
- New contact on Trevor's contacts list: Mary Ann
Requirements for the completion of the mission in 100%:
- Good Cyclist - You cannot collide with Mary Ann's bike.
- Quick Win - You need to win the bike race within 1 minute and 42 seconds. Try to pedal as often as possible but, do not exaggerate in order not to deplete Trevor's entire stamina bar.