Hi - I've been stretching my ass for years.
When I was younger like 11/12 my baby sitter and her girl friend would use me to experiment with. From, sex, blow jobs, me performing on them... then one licked my ass for the longest time. it felt amazing!
When I was by myself I started with things that most of you have all mentioned to insert. As I got older and of course watched porn, I wanted to go big. I started with dog kongs. with the super soft and small ones and now I am all the way up to the XL. I love the feeling of being stretched and filled. I can say, I don't have any prolapse and I can hold an enema. As time went on from me stretching and keeping these inside me longer and longer. The soreness I use to have the following day (it was really sore) keeps getting less and less. I stretched yesterday and feel great today! Just take your time cleaning out, use tons of lube the more the better. Too much, is not true! once I get started its like my hole knows to just open right up and when it slides inside... it feel amazing.
My take, and again. this is just my take. I think the reason these toys do not get stuck in my ass is because they have a hole in the tip and the base. It allows air to flow through it, not allowing any suction. I can easily insert them, and push them out, sit on it and it just slides back in. As I was with each kong I moved to, I am at the point where I am looking for a bigger kong.
Another great way to stretch, is a pool noodle. Lots of lube, I cut a butt plug length and taper the inserting end. I slowly take it inside. Once fully inside me, I can feel it stretch me... I hold it as long as I possible can. Same thing with my super butt plug. I will wear it for about 5 to 6 hours. It's so big and after that time frame I get sore from the pressure on my prostate. Smaller plugs I can wear for a super long time however, they slip out easy. Yes, you can say I have a loose ass, but I can keep what needs to be kept in in. AND allow what I want inside it, in... I want to take bigger objects. Soda cans are easy, apples are easy body wash containers are fun... I have found that the softer and bigger the better.... So start buying those toys and have fun!