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!
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 neighborsaw us and gave us a nice thumbs up, saying, "nice 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.
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.