IShowSpeed dusted surprise livestream guest Chloe Bailey while racing in a aquatic obstacle course during his Caribbean tour . Just a few days into the two-week trek, the popular streamer hit the island of St. Lucia where he ran into the Trouble in Paradise vocalist. Bailey challenged Speed to a race, calling herself competitive, although she pointed out the differences in their physicality. “I’m a girl, you’re a guy, so you’re naturally just gonna…I’m gonna do my best, but I am competitive,” Bailey told Speed. “Wipeout time!” the 21-year-old declared. After the two suited up, Speed and Bailey went out to the water on jet skis, but the actress-singer struggled early on due to the equipment being slippery. “I’m about to bust my butt,” she warned. “If I fall, I fall,” she later told Speed before they began the competition. After calling Bailey nervous, Speed said that there was “no way” that she could beat him. The streamer ended up being right, because Bailey had a rough start and tumbled into the water.…