Will toy's help

A small plug would work best to start getting used to it. After that, you can start moving up gradually in girth and length. Just take it slow
 
I like the small equine toys with a cum tube. Since it lets you apply lube at any depth, and it helps train your sigmoid bend to take a dick. Else, anal will feel kinda uncomfortable until you learn to relax that part. My first toys were knotted, and that was a mistake, as my body was trying to train both depth and girth at the same time. Knotted toys felt a lot better once I had warmed up with a equine toy of similar or longer length.
 
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