I would say I have the same tastes as you, and in my mid twenties, I just decided to go for the glory hole and try it. First time I ran out because I was so nervous. But, a few weeks later I went back and had a great time. Been going ever since. The nice thing about adult bookstore glory holes is you can always leave... its' no big deal.
As for STD's, I always use a condom. Always.
Beware though, once you start sucking cock, you will become addicted!