Pineapple Upside-Down Cake

Sexual position where a man lays on his back with an erection, then two midgets, any gender, straddle together over the man. They make out, pour caramel sauce over there heads, while the bottom thrusts his hips up to orgasm between the two midgets.

I tried a Pineapple Upside-Down Cake last night. It was fun, but I needed new sheets, and the midgets used all the hot water…

by CheshirePanda January 11, 2024

upside down double swank surpreme

The act of someone on a trapeze by their feet jerking off two men

I did an upside down double swank surpreme to bill and John yesterday

by Shabongoman111 November 17, 2016

turn you upside down

When an authority figure such as an army captain or schoolteacher threatens to punish you by bending down, grabbing your ankles from behind, lifting you into the air and shoving his dick in your mouth

"Man, my PE teacher was so mad at you yesterday he threatened to turn you upside down!"

by ManJuice98 August 27, 2015

upside down arse

A stupid person (usually used in text)

Jack: *cracks a stupid joke*

Thomas: "Listen here you upside down arse"

by Rageyyyy August 24, 2021

Upside down cup outside my door

You need to have more sex NOW

The upside down cup outside my door was much needed today

by answers August 08, 2022

Upside-down sideburn

When your asshair connects to your pubes and form a circle of hair on your nether region

Macs upside-down sideburn was a horrific sight to look at when he stood over my face butt naked

by Jimpson October 31, 2020

The upside down Mary Poppins

The act having an umbrella inserted into your anus (handle first) then your partner opens it. Followed by the act of running around creating enough draft to pull the umbrella out.

Man last night was great until Sheila tried giving me the upside down Mary Poppins.

by The Original Aviator January 26, 2022