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tushy tobogganing 

The act of sliding your penis between the two butt cheeks without penetrating the butt hole. Usually performed when a man is bored with titty fucking or sticking his penis in every other orifice of his long term significant other, but the S.O. refuses to do anal sex.
Guy: Baby just one time, let me get in that butt hole, just for a little bit.
Girl: For the 1000th time, absolutely not! My friend did it once and said it hurts too much.
Guy: At least let me go tushy tobogganing then.
Girl: Well ok, but no funny business!

Tobogganing 

A sexual position in which a man is making love to his woman's breasts and pushes her down the stairs. He then grabs her by the pigtails and ride her down to the bottom. Typically a New England thing.
The last time my girl and I were tobogganing, we went, down the stairs, straight out the front door and into the street where her neighbor saw us and gave us a nice thumbs up, saying, "nice tobogganing!"
Tobogganing by Jalyssia February 17, 2018

tobogganing 

When I man freezes his feces in a Condom and makes a make shift Dildo and proceeds to pleasure the male/female
Did you hear about Sarach?
No, why?
She's loves tobogganing, takes it like a champ
tobogganing by Tobogganingdaily April 3, 2015

white trash tobogganing 

invented in rural nh. when night sets and there is nothing better to do you go to the largest grass hill you can find and "sled" down them on a. sleeping bags or b. trash bags. rain can assist in the fun but night dew works well enough.
One of us asked what we were going to do tonight and the best thing we could come up with was white trash tobogganing.

Tobogganing 

When a man slowly slides the tip of his penis down the entrance of a woman's vagina letting it fall off the end with a joyful plop.
John and Lily went tobogganing yesterday because penetration is so 2007.
Tobogganing by Assbandit123456 January 20, 2020

Tobogganing 

The act of the man crouching down, reaching back, and pulling his woman’s hips into him more forcefully so as to take her strap on as deeply as he wants.
I knew that only I could get it in as deep as I needed so I reached behind me and we began tobogganing.
Tobogganing by simmerdown001 May 21, 2024
More from Urban Dictionary
The number of years you are still sexually active
While our lifespan is the number of years we will live, our healthspan is the number of healthy years we will have and our sexspan is is the number of years we will continue to be healthy enough to continue having an active sex life.
sexspan by Dr Kat April 21, 2022
Word of the Day on October 28, 2026
A lighthearted reaction upon receiving disappointing news of some sort. Usually something that isn't a particularly a big deal, esp. when it primarily affects someone else - sort of a mild schadenfreude. Sometimes doubled or tripled, and possibly said in a sing-songy voice for added comedic effect to imitate a muted trumpet, which is how the meme originated.
You didn't get any napkins with your takeout pork fried rice? Womp womp.
womp by 175623226 November 3, 2011
Word of the Day on October 27, 2026
When your wife’s boyfriend let you sleep past 8pm 😎😎
Wife’s boyfriend: You have 5 more minutes
Me: Poggers!
Poggers by Just_Charles April 14, 2020
Word of the Day on October 26, 2026

Oblication 

A vacation, feeling more like an obligation, that involves visiting or staying with family.
So Joe where are you taking the kids for spring break vacation? We are going on an oblication to Boca to visit my mother-in-law.
Oblication by kimmerr May 5, 2011
Word of the Day on October 25, 2026

Surf Dracula Syndrome 

A phenomenon in film/television series, most notably streaming series, where the main premise is drawn out to such a point that it takes an entire season or more to get the parts of the series the audience is actually interested in seeing.

For example, if a series is titled "Surf Dracula," a majority of viewers would tune in expecting to see Dracula surfing by the first or second episode. However, the entire first season would instead be tedious padding and backstory before finally ending with Dracula surfing in the last five minutes of the season finale.
I watched "Smallville" on Netflix the other day. Dude, it was ten seasons of filler before he finally flew! Major Surf Dracula Syndrome!
Word of the Day on October 24, 2026

Northstarring

Finding your way back to the truth by fixing on one verified fact and working out from there, the way you navigate by the North Star when everything around you is spinning.
Rumours were flying everywhere, so she went northstarring — one checked fact at a time.
Northstarring by Light Bearer October 22, 2026
Word of the Day on October 23, 2026
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