I sleep with a teddy bear, and I am a lot older. I actually use the bear as pillow, and if I am on the road (I travel a lot), I tend to do the same thing with a regular pillow - bunch it up so I can sleep on my side. I have normal relationships, no attachment to my childhood, no stuffed animal fetish, etc. The only thing that may be a bit different about me - besides the bear - is that I don't give a darn what anyone thinks of me. Maybe your pal doesn't either.