Who did the pirate lose his virginity to?

His first mate.

This joke may have profanity.
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Where to dogs who lost their tails go?

To a retail store.

Why did the phone keep walking into the wall?

It lost its contacts.

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What are Pirate clothes made of?

Yarrrrrn.

What does a Pirate prefer to wear?

Doublet or nothing.

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What do you call seagulls during mating season?

Relationshipgulls

Why did a pair of tomatoes play footsie?

To-mate-toes!

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Who did the sea captain lose his virginity to?

His first mate