Not all cycling shorts are created equal. I prefer Castelli and Assos because they have a much more anatomical chamois than Pearl Izumi...so keep that in the back of your mind.
If you are having problems, slide the seat forward and tilt the nose down slightly. You should have the majority of your weight on your sit bones...need to bail for a bit. I'll contribute more later.
Okay, so if your privates are still going numb, a few things to consider:
1) Play with different chamois. Some have way too much padding right in the areas that put pressure on the blood vessels. The brands I mentioned above put in a relief groove right down the middle that helps with that.
2) Adjust your seat position (and double check your riding)...pull up a mirror while you are seated on your bike and check for the things mentioned in several of the other threads. Please don't take pictures of you naked on your bicycle, but I'm sure Freddie would be intrigued
3) Look for a new seat, but this is a tricky one IMO. I've heard guys span the gamut for comfort that range from hard-as-a-rock carbon fiber with zero flex to ones with space-age materials that flex like a hammock. You will need to get out and try them out for size. I personally ride a Fizik with carbon fiber rails and Kevlar weave that is compliant enough for riding all day, but also stiff enough in the right areas to provide the critical support for my sit bones.
4) If you are new to riding, it will take some time for you to get comfortable in the saddle. So I suggest ride several miles, walk around a minute..stand, stretch while standing (just be mindful of your surrounding) on your pedals.
Hopefully one of those things will help.
