To answer the question of will it be pleasurable when you finally are able to take him.......YES!!!!!!! Gawd YES!!! LOL When he is thrusting inside you with that insanely thick and long dick you will undoubtedly orgasm at some point. A dick that huge will massage your prostate so completely that you will almost surely explode with the repeated stimulation. I've only come a couple of times without touching my dick and both times I was on my back, legs in the air, and my partner was over 9 inches and thick both times. My preferred position now is doggie style. Nothing like thrusting back on a huge penis that's hard and strong. The pleasure is amazing. As simple as it sounds, the only way you are going to be able to experience his dick totally inside you is for you to RELAX. Like some previouos poster mentioned, you should definitely start by sitting on his dick and controlling how much invades your hole at one time. And the advice about pushing like you are trying to defacate is right on the money. This will force your muscles to relax and be able to receive that wonderful prize that you have been lucky enough to find. Good Luck.