It's true -- wishing someone luck is tricky, because Lady Luck has two faces, one of them being fateful.  From Dark Shadows episode 220.

A fifty-fifty chance might seem simple, but there are actually rules involved.  From Rules for 50/50 Chances by Kate McGovern.

Rare -- Father Time atop a lucky horseshoe.  From Millikin's 1973 yearbook.

From The Film Daily, 1945.

Reblog if you've ever given Petulant a good luck kiss.  From Mary Washington's 1961 yearbook.

From Almanach de Bonne Fortune, 1770.

"Missed!  Death had missed him again."  From Unknown, 1940.

This cat's name, "Fred Onepound," sounds like one of the cat names coined by comedian Bob Mortimer.  (Such as Papa Handwash, Bobby Resistance, Softy Pinkpowders, and Sargeant Walnuts).  Plus, this cat's the mascot of a ship named after the goddess of sorcery.  From Navy News, 1967.

From Nebelspalter, 1930.

From Almanach de Bonne Fortune, 1770.

May you, like Little Bear, find some lucky money today.  From The Bunny and Bear Book by Laura Rountree Smith, 1923.

We can vouch for the authenticity of this drawing.  As obsessive stoopers for lucky coins, we can't count the times lightning has knocked our hat off.  From Colorado College's 1920 yearbook.

Daikoku, Japanese deity of wealth and luck.  From Rockford's 1929 yearbook.

What would you wish for if you had three wishes.  From With Pencil and Pen, Language Lessons for Primary Schools by Sarah Louise Arnold, 1906.

Few people have heard of the tiny sea creature called the "ploshkin."  A web search for "ploshkin betty wales" will reveal all, as will this fashion history blog post about it.  From Chowan's 1917 yearbook.

This book failed to prove that Friday the 13th and broken mirrors aren't unlucky.  We remain unconvinced that old superstitions are useless.  From The Business of Life by A. B. ZuTavern and A. E. Bullock and illustrated by Leo Thiele, 1936.