Green’s Dictionary of Slang

1. (also maypole of love) the penis.

1621		Rowley, Dekker & Ford Witch of Edmonton IV i: Else all our Wives will do nothing else but dance about their Country May-poles.
1624		Sun’s Darling III i: A sweet creature; and yet a great raiser of May-poles.
1655		Mercurius Fumigosus 48 25 Apr.–2 May 377: Wee’l Increase and Multiply, and may with any man. You may, indeed good Sir, you May, your May-pole stiff and strong.
1672		J. Lacy Old Troop IV i: Now here be de Queen of Swiveland [...] Den dere be de whore of Babylon, she make great love to de May-pole in de Stran.
1765		Harris’s List of Covent Garden Ladies 11: [A]n odd passion for viewing, strokling, and even kissing the Maypole of Love when erect.
1758		New Atalantis 65: The maypole of love [is] bold and erect like the monument of London.
1788		Harris’s List of Covent-Garden Ladies 123: In regard to price she has one fixed rule, she always measures a gentleman’s may-pole by a standard of nine inches, and expects a guinea for every inch it is short of full measure.
1866		E. Sellon Phoebe Kissagen 47: Opening a little box of cold cream, he carefully anointed his may-pole, and also her lovely cleft.

2. a tall individual.

1715

‘Nickydemus Ninnyhammer’ Homer in a nut-shell Dedication: [S]o tall, so amiable a May-pole.

3. a notably thin individual.

1901

D. Cotsford Society Snapshots 180: Oh, there, look under that palm (designating a middle-aged maypole) canoodling with Bobbie as usual.