Cryptic crossword clue
Dresses boy in free clothes 5

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

C
L
A
D
S

Buddy explains!

The straight part
We know that "Dresses" is the straight/definition part of the clue. The straight part is often a synonym or definition, in this case dresses = clads.
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 CLADS mean?

CLADS verb
  1. (past tense clad) To clothe.
  2. (past tense clad or cladded) To cover (with insulation or another material); to surround, envelop.
  3. (figuratively) To imbue (with a specified quality)

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