This is how you enable watersports for the new content(0.08.03): Even if you've seen the scene existing watersports scene with Jenna and Jenny while walking you need to perform these actions again.
- Make sure that work on the website for the Pizzeria has begun.
- Go for a walk at the home location at 01:00 on a Saturday.
- Select Right, Right.
- When you are prompted with choices select "Keep looking" (if you turn away then watersports won't be enabled).
- After the scene is done you should have an indicator that watersports is turned on in the achievements menu under general.
- Make sure to do all this before you take the final exam as that should be one of the last things you do before the new content starts.