I have to agree with Jen 100%. My advise is to use lots and lots of lube and maybe start with something for a few times, or for a few minutes at the start of your "Session" , that isn't as large as your guy. Experiment with some toys, Take your time and have fun. Some of the newer anal toys are not as large as some others. You might find that you have to work your way up in order to fit the "Big One!" in;) ........ Enjoy and have fun,,,Topshot