Green’s Dictionary of Slang

woodrow n.

[ext. of wood n.1 (7)]

an erection; usu. in phr. to slip her the woodrow, to have sexual intercourse with a woman.

[US]J. Doyle College Sl. Dict. 🌐 slip ’er the Woodrow, to [USC] to sleep with.
[US]T. Dorsey Triggerfish Twist (2002) 171: A few guys get woodrows watching women’s feet.