Let me rephrase.
You expected X to happen, but it 'broke', and Y happened instead, yes? Or didn't happen.
What are X and Y?
You shouldn't need swimwear, you just get fined 100 Credits
In my testing, I've found the Swimming Hole scene to be frustratingly rare. It seems to often be superseded by the Shower scene.
The 'interaction menu' where it can be repeated only appears after you've taken a walk with Carrie and rarely, even then.
'Swimming Hole' only appears in that menu if you've at least chosen 'Build It!', starting the Bad End.