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Noun - The digit, usually the index finger, that is inserted into your partner's asshole during sex. The gentleman's finger is sometimes used to persuade a reluctant partner into trying anal sex.

If the gentleman's finger is withdrawn from the asshole at any time during or after sex, it may not be used until it has been cleaned. If the sex continues after withdrawal of the finger, all fingers may touch the partner except the gentleman's finger, which must be held up away from the body, so as not to corrupt the partner with ass juices.
I told him to clip his fingernails because he scratched up my asshole with his gentleman's finger last night.
by MilitiaP June 24, 2015
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