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This is a question Accidental innuendo

Freddy Woo writes, "A woman I used to work with once walked into a car workshop to get her windscreen replaced, and uttered the immortal line, "Have you seen the size of my crack?"

What innuendos have you accidentally walked into? Are you a 1970s Carry On film character?
Extra points for the inappropriateness of the context

(, Thu 12 Jun 2008, 12:05)
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I used to be a receptionist at a medical office
One afternoon, my co-worker and I were discussing how some insurance companies had been adjusting their clients' coverage. Some of our patients had their raise quite a bit while others had seen a drop and either way, it meant possibly taking a different approach when it came to scheduling treatments and billing.

One gentleman came to our desk, his new policy in hand. My co-worker -- a dignified lady in her early 50s -- examined his paperwork and exclaimed 'Oh my, doesn't he have a big one?'

The fellow in question and I both burst out laughing and my co-worker was able to have a laugh herself once the embarrassment wore off and I'd explained what she'd meant. To the patient's credit, he took to referring to himself as 'the one with the big policy'.
(, Thu 12 Jun 2008, 18:19, Reply)

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