After receiving oral sex, placing one's erect penis upon the forehead of a girl while defecating in her mouth. The penis, marked with lipstick, is said to resemble a feather.
While watching the recent Florida State University game, I executed a Chief Osceola on a Seminole girl just as the mascot threw down his spear. She was surprised by the fluid content and even threw up a little bit but still finished masturbating on her Tim Tebow poster.
by UF Cowboy October 2, 2006
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A small town where everyone knows everyone's business. Theres literally nothing for kids to do in this town and the whole police department is under investigation basically for sexual misconduct.
I'm from Osceola Iowa. Or you'll never get any where living in Osceola Iowa
by Dbelieu December 18, 2021
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The Osceola Train ride is a sexual encounter where a person performs oral sex on a man and puts their finger into his anus and massages the prostrate, whilst saying "choo choo!"
"Hey man, have you ever had an Osceola train ride? " "yea, she was 3 knuckles deep last night!"
by KathnPersteph September 21, 2015
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Also known as OHS .

Oldest & Dirtiest school in Florida. Population consisting of 60% rednecks , & 40% blacks who make up 100% of the football team . Also home of the highest population of girls with STDS in kissimmee.
damn who's that sexy slut cheerleader ?
dont even try it man she likes black guys
shit she's gotta be from Osceola High School .
by FormerOHSStudent. July 14, 2011
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a school full of a bunch of white kids with money and teachers who think they're all that. The school is all walls and constantly smells like someone's bath and body works hand sanitizer.
I go to Osceola Fundamental High School, or ohs. I really love it there!
by chickennoodles.12 September 6, 2021
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The best High School in the world. (Also known as OCSA) Located in Kissimmee Florida,Right on OBT aka STRIPPER STREET!! (;
Sara: Hi im Sara I go to OHS where do you go?
Sam: I go to The Osceola County School for the Arts
Sara: OMG IM SO JEALOUS!!!!
Sam: *erie grin*
by TheyCallMeBanana July 8, 2011
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Insert your well lubricated erect cock into your girls Vagina, wrap one hand around her hair and with a good hard, fast, doggy style rhythm pounding. Part way through the screwing, before you get off pull out of her Vagina. Send the next stroke all the way up in her Anus(cornhole) in one continuous stroke without slowing down or losing your rhythm. (good lubrication is required on penis before you start)

Going the Distance is when switching from Vagina to Anus. After placing your Cock in her Anus you must maintain Anus penetration without slipping out. Both hands must be on her, one hand holding on to her hair and the other placed on her hips for control. Maintain your ride for eight seconds.

Also, she cannot know ahead of time exactly when your going to switch cock positions.
After a long night at the Osceola County Rodeo in Kissimmee Florida. A wannabe Cowboy takes his Cowgirl home for a HOT round of Osceola Bronco Sex - Going the Distance.
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