Funny, I don't understand why someone would be reluctant to try something they're so curious about

...but maybe you and I can get together sometime and we can both learn something new.  Don't be surprised if my prostate massage leaves you speechless though...

Shameless self-promotion aside, getting your prostate stimulated is often not about the anal play itself, but more about the intensity it brings to one's orgasmic experience.  If a lady knows what she is doing and uses plenty of lube and enters slowly, there should be minimal discomfort.  The best way, IMO, is to couple this with a highly pleasurable activity, such as a BBBJ, which can be fully distracting if you're not too busy experiencing immense insecurity about having something in your ass (hint: it doesn't make you any less straight or any less of a man).  The prostate is an immensely powerful gland that deeply impacts the orgasmic experience!  To ignore it simply because it happens to be.stimulated most effectively from inside the ass (not even that deep inside it either), seems a darn shame.

Anyway, the ass is understandably a complicated place for many people.  So you obviously shouldn't try anything unless you're ready.  But hopefully this has shed some light on the subject for you.

I'm just flat-out terrified when it comes to the prospect of having a dick in my ass. As stated on previous occasions, I'd try it for $7k, but I know no one is going to pony up that much just for some butt stuff. Therefore, I shall likely remain a Greek virgin forever.  

One other thing I just don't get: snowballing. I'm kind of grossed out by the idea of swapping DNA back and forth in an environment that's the perfect breeding ground for all kinds of bacteria. I suppose it's not any more "petrie dish-esque" than kissing (which I love), but it just seems yucky. Y'all would be surprised at how many dudes want to do this. I never say never, so trying it is a possibility. I'm just afraid I'd gag and ruin the moment.

My motto is: Try everything and anything. After all, this "hobby" (stupid term) is made for that. Moreover, the more game your provider for doing wild shit, the better she is as a provider. Ladies without limits are not just voracious, they're also a lot of fun to hang with.

I've done a few firsts

In my short time in the hobby and its worked out nicely. I havent let someone play with my butt ( that's not up my alley I have tried anal with a provider. Moderate choking and hair pulling turned out fun, I even got choked once because apparently I hit a spot that was just right and she needs to squeeze something when cumming and my throat happened to be there. Or I was just so bad at sex that she wanted to take her frustration out that way. Either way is say the hobby is a great place to find mutually interested partners looking for the same kinks.