05 JUN Issa New Bae? Insecure’s Season 3 First Trailer is Here By Dymond Alexis Twitter: @dymondalexis Instagram: @dymondalexis Issa Reunion! Insecure is coming back August 12th and guess who her boo is? Daniel! Remember at the end of season two Issa returned to her ex’s house and it looked like things weren’t too promising. Check out the teaser above! Post Author: Blackaphillyated Music is my life and my son is my everything. Goal is to promote positivity, businesses and highlight bomb music.