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Answer for the clue "Deceive on more than one occasion ", 8 letters:
two-time

Word definitions for two-time in dictionaries

WordNet Word definitions in WordNet
v. carry on a romantic relationship with two people at the same time

Wiktionary Word definitions in Wiktionary
that is or are what this adjective qualify twice over v to be unfaithful to one's partner

Douglas Harper's Etymology Dictionary Word definitions in Douglas Harper's Etymology Dictionary
"to deceive, cheat, betray," 1924, perhaps from notion of "to have two at a time." An earlier reference (1922) in a Kentucky criminal case involves a double-cross or betrayal without a romance angle. Related: two-timing (adj.); two-timer .

Longman Dictionary of Contemporary English Word definitions in Longman Dictionary of Contemporary English
verb EXAMPLES FROM OTHER ENTRIES ▪ It turns out Ryan was two-timing Jeannie with her best friend.

Usage examples of two-time.

Another remark about some two-timing dames who had better watch out made Cayle visualize an officer who maintained several mistresses.

Even before Eisenhower had returned from Europe, two-time Democratic rival Adlai E.

La Peregrina, bought for her by her lover and two-time husband, Richard Burton.

If his marriage to Amanda fell apart, that would make him a two-time loser.

He and his design partner, Bill Coore, are already making their mark in course design, and the two-time Masters champion could well make the most significant contribution of any modern player in that area.

A two-time loser for savage rape, he had received the mandatory sentence: surgical neutering and lifetime imprisonment, no parole.

Likewise, any person associated with a negative life experience--the first kid to beat up on you, the first boy/girl to two-time you, the first boss to fire you--forms expectations of others who look or act as he/she did.