Cryptic crossword clue
Half-heartedly hauled with difficulty and rode a toboggan 5

The most common and most likely answer to this crossword clue is the 5 letter word LUGED

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Buddy explains!

The straight part
We know that "rode a toboggan" is the straight/definition part of the clue. The straight part is often a synonym or definition, in this case rode a toboggan = luged.
The cryptic/wordplay part
In cryptic crossword there's often an wordplay/cryptic part as well.
This part involves a more complex hint, such as an anagram, homophone, hidden word, etc.
Sadly, We don't have an explanation for this specific crossword clue yet.

What does LUGED mean?

LUGED verb
  1. To travel by luge; to ride a luge.

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