Start with fingers. Use lots of lube and go slow. Butt plugs are great but our first one we bought too big and I couldnt get that last knot inside. 1 bottle of poppers and I was open like a canyon.

furluvr good advice but its harder then you would think, finding a fuck buddy. I ask myself aren't all men horny most of the time?????

Maybe get a prostate massager to try

Very good advice from furluvr.

Always tell people you have no or little experience in getting fucked, never be afraid to do so. It has to be pleasureable for you while you learn how to take a dick inside.

Have fun man !

Butt plugs have all sorts of uses, but in my experience, it's not the way to start with anal play. Your fingers are actually the best way to start. Learn how your ass responds to being probed with a finger, or two, or three; learn how to relax and how your sphincters (there are two) respond. Then try some smaller dildos to get the idea.

There shouldn't be pain. Discomfort, at first, but not pain.

When you're ready, find an experienced man to initiate you slowly and patiently. That's the best way to make getting fucked a pleasurable experience. Good luck, man! Keep us posted!