I've no experience with a "living" penis, but my girlfriend does me from the back with a strap-on and I use dildo from time to time. What I can tell that the length is not that important, the width (girth) is very important. But the most important thing is the prior to the whole thing, you have to be relaxed and it has to start slowly. And of course the lube. After a bit of starting thrusts, I can only feel pleasure, yet to have orgasm because of that (we've only started pegging just now), but it's great
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