Repeatedly asking for a favor without actually making the request; usually in a passive aggressive manner
Me: my mom is midwest requesting me to come over this weekend to help her move.
Friend: how many times has she texted you about it?
Me: FORTY
Essentially a Sigma Male who is very talkative.
He's defined by his lack of awareness for privacy and personal space.
"Tom is such a Midwest Male. He wouldn't shut up at the urinals"
When wearing a tie, tuck the tie into your pants and tie the normally loose end around your penis.
Wow, did you see Greg? Dude rocks that Midwest Kevorkian like no one else.
Jack should stick to pencil ties. He seems to be having trouble with his Midwest Kevorkian.
having anal sex in a cancer shack with felons and a viking
Ryan loves being the midwest nerfer inbetween Talio and Ice9
The shot you take at the bar before you walk home during the winter.
I'm going to go up to the bar to order my Midwest Uber home.
When your girl or fella unbuttons your pants to go down on you and finds... SURPRISE! A second pair of pants cuz it so got dang cold outside.
Came home from work the other night and my lady was feeling so steamy I didn't have the heart to tell her she was in for a Midwest surprise.
An alternative to I-70 or I-80 road head. The name for the act of getting suddenly blindfolded and tied up by your girlfriend in a two-star midwestern hotel off the highway; so she can whack you with a potholder, then fellate and ride your lollipop, while you lie there unable to thwart her fast food and White Claw-fueled demands.
“It was a long drive back to Colorado, but I gave him the Midwest Lollipop to break up the monotony.”
“Driving through the Midwest is tediously boring, but the GF gave me the Midwest Lollipop when we overnighted in Omaha.”
“Welcome to Iowa. Home of the Midwest Lollipop.”