During Chapter 3 - Go Directly to Jail on Albatross Island you will need to do a task by collecting a Basket Ball for an inmate to gain access to the Basketball Court so that you can speak with Blue (Free man lol).
Once your in the court go up to a hoop as shown below to be prompted with
You are now required to get 3 hoops without missing there is a cursor that moves with speed each basket you score and need all 3 without missing in one try please see image for cursor below:
If you fail you can attempt this as many times as you wish so do this before you move on, as soon as you get your consecutive 3 hoops, pop achievement unlocked.
Here is a game clip I made for clarity: