Yes,I have. My wife knew all about prostate play and orgasm when we met (her 1st husband was into it) and now I can do it using a dildo
I've tried several prostate vibrators and dildos, but they've never made me cum. I still play with them anyway. While I'll wear one of the prostate vibrators around the house until the battery dies, as SantaCruzRob observed, they're more fun with a friend; someone who can help me insert a dildo and hold it while I fuck it to the point of exhaustion. I might not cum, but it'll sure give me a dopamine buzz. If I jack off to orgasm while getting fucked, it's more intense, and I cum a lot more than otherwise.
I've never experienced a hands free orgasm with any of my toys. I have cum hands free while being fucked when it hurt just right.
Did it today out in the garage. It was already in dripping mode and I really started to work on the dildo and that was it. Hands free
I have orgasmed hands free only twice from fingering myself and it was intense bliss. I have tried dildos,thrusters, and vibrating prostate massagers but(t) can't hold them in the needed position long enough by myself.
I’m getting a little tired of the same anal dildos/vibrators I’ve been using lately, and interested if anyone on here has some ideas of regular household items that work well for anal. Preferably objects that’ll really fill my asshole, at least 1.5” in diameter and at least 8” long. Please share any and all ideas, as I have a few days off work soon, and plan on having a lot of fun with my asshole. Feel free to share your experiences as well!