One word support multiple words with "and"

1. I don't know how to ride a bicycle, motorcycle, and a fly an airplane.
Intended Meaning: I do not know how to pilot/ride the two vehicles and the bike.

2. I don't know how to ride a bicycle, do know how to ride motorcycle, and do know how to fly an airplane.

Intended Meaning:
I do not know how to ride a bicycle.
I know how to ride a motorcycle.
I know how to fly an airplane.

Sorry for the poor examples. I just want to know if "don't" can support the phrases, clauses, or whatever you call them.