Yes, of course, instead of a plug, I used to insert some lubricated veggies, like carrot, cucumber, and eggplant. It
The which I get is a Chinese known eggplant which has mostly an even thickness about 2 inches like a cucumber , so it is easy to insert if you lube with a thin lotion. If you simmer for 5 minutes it will get a little softer and more flexible. The surface of eggplant is so soft it moves in and out if you lube it.
Those small eggplants fit perfectly inside my ass, but they tend to go completely in easily and need to be pooped out.
Sometimes. When I do cum with a butt plug or toy up my ass, it is usually very powerful, but sometimes the anal stimulation is distracting and orgasm is difficult to achieve and sometimes it makes my cock soften.
Yes I do, always. Our vibrating plug is my favorite, it has a remote that my wife will trigger on evenings out.
Many times have I peeled one end of a large cucumber, cut a ridge behind the peeled end and shaped it like a man's helmet, spread my legs and, with lots of lube, fucked myself deeply and wonderfully with it! Usually one will give me 3 - 4 beautiful self-fuckings before it gets to soft to use again -- but I'm usually satisfied (for a while, anyway!) after that man times cumming with it buried deep or sliding in & out my ass...!