I also have a DocJohnson - Dik Rambone 2.
Just wish i was able to get it all the way in.
Weekly training would only come in to play for the extreme stuff, like fisting or worse:
A weighted plug like the Pfun Plug from Njoy can help you get acclimated to an even fuller sensation.
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What toys should I buy?
The last portion is pretty wide and it takes me a while before I can take the plug end of the thing but when it goes in