Big Guy / Little Guy ?
 

I have been hooking up lately with a much larger man then me ,we are the same height and endowment (average) but he weighs a good deal more then me,and am looking to top him soon.
Any suggestions on positions / tips for the deepest penetration?

I find that I get the best penetration during doggie-style. I'm a bottom, and when I guy is well-endowed, I find I can take it deeper when I'm face-down ass-up.

I am a pretty big man myself and when I bottom, I prefer the face down ass up position. However, depending on the curvature of his dick, I have found that as long as he doesn't throw my feet straight up in the air, I can handle missionary. Also, what is kind of nice too is just side to side. I have a hugh foot fetish, so I love rubbing my feet against his as he is fucking me from behind.

Have fun!