Wiktionary
n. 1 (context idiomatic uncountable English) (non-gloss definition: Used to describe an activity that is not encountering any problems.) 2 (context idiomatic uncountable English) (non-gloss definition: Used to describe having sex without a condom.)
Wikipedia
Smooth Sailing is an album by the saxophonist Arnett Cobb recorded in 1959 for the Prestige label and released in 1960.
Smooth Sailing or Smooth Sailin' may refer to:
"Smooth Sailing" is a song by the American rock band Queens of the Stone Age, from their sixth studio album, ...Like Clockwork. It was released as a promotional single in February 2014. It charted 32nd on the Billboard Mainstream Rock Charts
Usage examples of "smooth sailing".
Besides, as he may also have seen, the voyage had demonstrated how better suited he was for action than for smooth sailing with little to do.
Maybe they'll be so busy scrapping and arguing, we'll have smooth sailing to the coast.
Twas but a moment's work to contrive the Wheel of a Maiden's dreams, Jupiter smiling upon Venus in the house of partnerships, Mars exactly at the mid-heaven, Mercury with smooth sailing ahead, not a retrograde body in sight.
Jefferson was fond of images of storm-tossed seas and employed them often, as he did now, though in his own travels at sea he himself had known only smooth sailing.
And she told me there's going to be nothing but good weather and smooth sailing for the next three weeks.
But like a boat, a relationship with him would never be all smooth sailing, and there was bound to be maintenance.