Trim woody end off asparagus spears. Cut each of the prosciutto slices into long thin strips.
Place the strip of prosciutto on a board and lay the cut end of the asparagus to make a letter “V”. Tightly roll the asparagus over and start winding the prosciutto strip around it. Repeat with all asparagus and prosciutto strips.
Heat a large frying pan with olive oil and fry wrapped asparagus for a couple of minutes on each side or until the prosciutto is brown and crisp.
Arrange on a plate and drizzle with aioli and ground black pepper.