More From The Rose

I think you should just change your name to EnlightenedRose, as it seems you have already solved your own riddle. Keep us posted with hints anyway though.

A captivating riddle
Hi, I'm new to all this.
I spent some time thinking about this riddle and I have some info that you may find helpful. Firstly I would just like to say that I do not think that it is a 'true' riddle. Your friend may have indeed been told it by some one else, but that person probably had a good reason for doing so - just as your friend may have. You say that you are (were?) best friends and that you have also been out when he asked you. I think that he cares for you, but as you point out, he probably does not want a personal relationship with you.
To get any sort of insight into this puzzle you should look up references to Ed Steinbrecher's book INNER GUIDE MEDITATION. In it he says that we each have two shadows - male & female. Through meditation we can speak to these shadows. Why should we do this? According to Steinbrecher, while we are growing up we decide 'This is me' or 'This is not me'. Within the 'Not me' category the female shadow represents Yin and the male shadow represents Yang. By talking to these inner shadows Steinbrecher suggests we can produce a more integrated personality and begin to reject less of ourselves.
Your friend obviously knows you very well, and for very personal reasons he told you to find your two shadows. By posing this to you as a riddle (and the same thing having been done to him) he knows that you will probably spend a great deal of time thinking about it, and therefore have more time to not only find out what your two shadows are, but also give you more time to get to know them - in other words more time to get to know yourself.
The references to going into the woods, losing your way and then finding somebody should now make more sense: the woods are yourself; losing your way basically means being somewhere you have not been before; and the 'someone' you find is the true you.
Steinbrecher also says that our friends, partner, room mate and strangers are all screens for us to project our shadows onto.
Sometimes the things that annoy us most about other people are the things we dislike most about ourselves.
I don't think you should be angry at your friend, I think he's just trying to help you become a better person by giving you ideas and notions to begin thinking about.
So that's the woods taken care of; the personal/2 sides thing taken care of; and the personality/reaction thing sorted - the only thing I can't get a hold on is the sewer reference.
Hope this helps.