Been stretching since 19 years old. The trick is to clean out. Then lube up. And if it hurts, use something smaller. An inflatable is the greatest toy for stretching width. There are other options for depth. Double dildos, thin and long for starters. If you can handle it.
There is also a doggy style position. but put your head lower, Use a hand or two to spread yourself and then pull your stomach in like you're trying to be skinnier ;). It'll open you up and suck air inside you. If you can do that. Close yourself tight by sqeezing like you are trying to keep something in you for 1-5 minutes. you'll be able to put something deeper. Feel it out. Once you have something inside and it hurts pull it out a little bit and squeeze like you're trying to hold a "you know what" push a little bit in and squeeze some more.
when I first started long and slender, then soap bottles in the shower, and that double dildo. I got a "titan man" intimidater , To be honest I regret throwing it away after I moved. It was one of the best toys I ever had. depth and width training.
Patience is a huge thing. Playing a long time is a huge thing.
if interested lets help each other..
OMG I love this topic im 45 an a male an have been putting thing up my ass almost all my life an I just want bigger an longer an as hungry as my ass is it snaps back to water tight every time.i tried fisting my own ass an almost broke my arm doing it lol my favorite lube is Crisco ummm i use plastic bottles shampoo bottles it's kinda funny my eye picks out cyndrical object that I may want to f**k my self with