For a while I have been way to scared to do anything serious and still am but I recently had a chance to purchase a certain type of TOY!! to experiment with I am a little anxious now I have never done anything like this before and I want to try it but I really am not sure what's going to happen my questions are like do you bleed your first time or I do and don't know what to expect this will be a life changing thing to me because it will either prove to me some things or eliminate some things I am so scared (!) (!)
Assuming you mean a dildo, I would get a condom (so much easier to clean!), make sure to use lube, and start slow. You're first few times I'd take it easy so you get used to the sensation and you don't hurt yourself, but you shouldn't bleed. If you bleed you're probably being way too aggressive. Relax your anus and be nice and sensual with it...