I've used vibs and dildos, both by my self and with my wife. She's pleasured my ass with either a vib or a dildo, while watching me masturbate. Some of the best orgasms I've ever had. Blew a load a good four feet away onto the wall behind us.
I have a small vibe called "My First Anal Toy" which I use when I'm away on business. I lube up, slip it in and play around with the speed / cycles until I hit one that relaxes. Then I play a few TGirl vids from my favorite site and lay back and enjoy a great night alone. I cycle through the various speed / cycles as I watch, and cum many times before falling asleep. Woke up once with the vib still humming away.
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