What is Hundred Acre Wood?
1.
outdoor anal sex, slang ,used predominantly in SW Washington
Jasmyn: So he stuck it in your ass? In a meadow?
Hilary: Yeah, he went all hundred acre wood on me.
See
2.
a very magical patch of land where stuffed animals come to life and play with a very courious young boy
christopher robin went on an adventure through the hundred acre wood all day. But got lost in the tall unkept grass and huge bushes
See