Challenging Positions
If you are truly adventurous and/or experienced and have grown tired with all of the basic positions, and maybe even some of the advanced ones, you might want to try a few challenging maneuvers. Warning: These positions require strength and flexibility, and may prove difficult or impossible unless you are in great physical shape.
Backward Wheelbarrow
The man stands facing the woman. The woman wraps her legs around the man, gripping him with her thighs. She then leans backward, so her body is basically facing away from the man. She can support herself by placing her hands on the bed or floor. Essentially, she is upside-down doing a handstand away from the man.
Needless to say, this requires considerable athletic ability on the woman's part and cannot be maintained for long because the blood will start rushing to her head (although some women claim that initially gives them quite a rush).
Acrobat Position
As the name implies, this is a challenging position requiring acrobatic-like flexibility on the woman's part. The man lies flat, and the woman lies on top of him, facing up. She mounts him, then tucks her feet underneath him and leans all the way back, so her upper body is resting on top of him. To picture this, imagine the woman is trying to do the limbo, with the bar very low. A bonus of this position: It acts as a great stretching maneuver.
Armchair Position
This is another position that requires above-average upper arm strength on the part of the woman. The man lies on the bed, sitting up and supporting his weight with his hands. The woman then sits on top of him, leaning back with her feet resting on his shoulders. The man can lean back or forward more to adjust the thrust and angle.

