Hmmm.
well....
1. Actually going on a pair of skis and going down the snowy mountain.
2. Slang for jacking two guys off.

A pick me is a woman that is willing to do anything for male approval. She will embarrass or throw other women under the bus to achieve this goal. The unfortunate thing about a pick me is usually the men they are trying to seek approval from are of poor quality and treat women badly, leaving little real benefit for the pick me.