The most common and most likely answer to this crossword clue is the 8 letter word WOMANISE
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More clues leading to the result WOMANISE
- What Casanova would do, informed about eastern state
- Play around, with puzzling one’s aim
- To have affairs is shrewd — outside sultanate
- Fellow is going through hell to have affairs
- Indulge in affairs? Chap is found in sorry state
- Philanderer's object is clever — to encircle country
- Sensible to embrace Love Island and behave like Romeo
Buddy explains!

The straight part
We know that "Play around" is the straight/definition part of the clue. The straight part is often a synonym or definition, in this case play around = womanise.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 WOMANISE mean?
WOMANISE verb- (said of a man) To flirt with and/or seduce, or attempt to seduce, women, especially lecherously.
- (usually figurative) To turn into a woman; to feminize.