He briefly paused for a questioning glance over his shoulder, and I tossed him an explanation in return, "I was probably never going to wear it anyway," I said. "Now that I know how devastatingly cute and adorable you look wearing it, I wouldn't care to embarrass myself by inviting an unequal comparison." I know I said I planned to go easy on him, but it was really a rotten shame that I couldn't see his face after saying that . . .
A half hour later, he was headed out the door to his truck when I shouted at him once again: "Hey honey, I've some shopping I need to do myself today. How about one of your credit cards? Just leave it on the stand by the door. Thanks awfully. Ta!" I watched his pickup truck drive out our lane before reaching for my laptop. I'd already done a little research while waiting for him to wake this morning. In eager anticipation, I excitedly used the edge of the credit card to drum a quick cadence on the shell of the laptop, then flipped open its lid. It was now time to do some serious on-line shopping.
My first need, I had decided, was for a strap-on dick. Since this would be my most personal "interface" in the actual process of deflowering his splendid sissy ass, I really intended to get it right but found the many choices a bit overwhelming. Ummh, maybe we need to save that for last, I thought. Second, I figured real girls don't need cocks. That made his a distraction redundant to requirement, and my plan became focused on locking it away until he forgot how to use it. Finally, there was the little matter of his backdoor. My limited research indicated that the male pussy was nowhere close to being in the same league as the marvelously adaptable organ I possessed. Fortunately the male's was said to respond somewhat favorably to "training," and, frankly after what I had read that morning, those prospects sounded like a lot of fun. For me, at least . . .
OK, the "chastity device" -- a CB-6000S (so clinical sounding)! It came in a number of colors which were mostly "sold out." I found that news depressing until I realized "Pink" was not one of the sold-out colors. Gee, I thought, as if my little sissy was going to be locked into anything else! Availability seemed almost instant, too; I clicked "Add To The Cart" and begin counting down the seconds until I could fit him into it and click that little lock closed forever!
To prepare his ass for the fucking of a lifetime, I first did him a favor by ordering an arsenal of plugs which I was pretty certain would systematically open him up to the exciting world of anal sex. Glass, all pretty in pink! Shiny stainless steel, with jewels in the ends! A rather professional-looking set of silicone plugs in graduated sizes that would look right at home in our farm work shop, displayed between the metric wrenches and the socket sets maybe? Works for me! As I splurged on a vibrating plug that featured wireless remote control, I suddenly realized I was also awakening a hunger in my own ass that I never knew existed. That's a rather interesting development, I thought . . .
Heading back to the strap-ons, I finally decided "early availability" trumped other considerations -- I could always order another. In the meantime, a few additional items caught my eye. A leather head harness with a shiny red silicone ball seemed absolutely essential. Even though we lived on a farm, you didn't want your neighbors thinking we're butchering hogs the evening I finally decided to explore the depths of his virgin man pussy! Another head harness, this time for a double-ended dildo gag that straps into his mouth . . .
The idea of the head harnesses, I'll admit, got me wet. I imagined putting his hair into a tight French braid before shoving the dildo into his mouth and cinching the harness straps tightly around his head. I imagined his startled wide eyes almost cross staring down the dildo as it lined up on my soaking-wet pussy . . . Pausing a moment, I edited that scene to also include eye makeup for him -- even better, I concluded, now picturing him with white eyeliner! It went without saying that I also ordered a selection of lubes in preparation for all situations and occasions . . .
Finally, just for fun, I added a pair of ridiculously red silicone lips which comically hid an open-mouth ring gag. How much of my dildo could he swallow, I wondered before concluding that we'd find out soon enough!. By this time I had also noticed that the price for his fantasy of becoming "my girl" continued to climb. "But hey," I told my computer, "it's his fetish, and it's also his credit card!"
My final order complete, I consigned it to the ether with a keystroke, made a cup of tea and settled in to browse the web until he returned from his own expedition. As sexy Benedict Cumberbatch would put it, "The game's afoot!"
