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Fail tail

When a man attepts to cling to his youth by maintaining long hair in a ponytail. Usually he is also going bald and wears a ball cap as well.
Mark should quit clinging to scraps and cut that fail tail off.
by Freerobotsex July 6, 2010
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Tail Fail

Unable to ejaculate man gloop inside the womb of a desirable female due to being intoxicated.
Geoffery: 'What what dear chap, did you manage to unload a jar of man mayonnaise into that philly with the big bangers from the polo club last night?'

Rupert: 'Unfortunately I had one too many Scotch's and after one hour of bumping and grinding I experienced tail fail'.

Geoffery: 'Queer'.
by Jagdog June 9, 2011
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