i love making my strange creatures with long skinny arms & tails. pointy, too. i use a chopstick to turn the legs right side out & also to stuff. you have to use little bits of stuffing at a time, especially at first to get some in the tip of the arm, or else it'll clump & be lumpy. when i cut the fabric it has a point & i trim that off before turning, but not too close so there's a little wad of fabric in the end. that keeps me from poking through the end with the chopstick (not a very pointy chopstick either.)
to attach all the arms & legs & heads & tails on my little guys i make a front & back side, pin all the parts inside like a sandwich, sew most of the way around, & then flip it right side out. that way all the limbs are sewn on, instead of hand-sewing them.