That's a great fantasy. Ever try putting on some heels and panties? you will get a lot closer to that fantasy. Trust me! You will love it. Try a nice small vibrator, its like you're right in the fantasy!
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I've tried vibrators. Waste of money. I've got this scewdriver with a very smooth, perfectly shaped handle on it that hits the prostate so well! :)

mmm that does sound nice. I had this cute asian TS that used to come over nightly after her 2 am nursing shift and would pound my ass. She had a nice small cock that fit perfectly in my ass. Once she put me on my back and lifted my ass up and pounded me until i came all over my chest with out touching my cock! it was one of the best orgasms of my life!