At age 50, Jack's clock was rolled back by a wish-granting genie girl. Follow along as he pays it forward in his 20-year-old body.
In this episode, Jack explores his new "powers" - Should he use them for good or for awesome?
TAGS: Younger man, older woman, fingering, hairy pussy, titfuck, vaginal sex, wet pussy, hard cock, gigolo, flirting
I felt just a little slimy, realizing I had never been aware of what it was like to be impersonally objectified before. But I had a job to do, and would apply myself to it sincerely. I snickered silently to myself as I suddenly remembered a stroke-off fantasy I used to indulge decades earlier, and stepped into the client's condo to act it out for real. I had agreed to be tried out as Mrs. Dixie Tavenner's gigolo for the weekend, and she appraised me with unconcealed avarice as I came in the door.
I had been marketed to her as suavecito experience in a barely-legal package, and as I understood it, she was quite the connoiseuse of both boytoys and professionals. The try-out was for both of us, and for me, the stakes were high.
SIX DAYS EARLIER
What person gets to live the reality of "if I had only known then what I know now?"
I was a week and a half into that very reality. My driver's license says I'm a fifty year old, six-foot-even, buck-ninetyfive male, and the picture matches, but I had to figure out what to do about that because, as of the week before last, my face and body say I'm twenty again.
I mean. Woohoo?
Woohoo!
I couldn't see a downside, other than updating my identification. The picture and weight would be easy. I still didn't have any ideas what to do about the birthdate. Maybe nobody would notice? I was starting to form a plan. This is Florida, after all. Some of the best plastic surgeons in the world are here, and I was thinking I could find one and "reach an arrangement."
I'm also three months into a semi-retirement. Really, I should start talking about it more like a sabbatical or something. I couldn't go back to my old career because my ex-wife had been the partner in my consultant business. But, with this new lease on life, I didn't see why I couldn't start completely over and explore one or more new ones from the ground up. Besides, I still had a new-to-me sailboat and a cruising fund which I had meant to stretch for two years. After that, the original plan had been to go back to work and refill the retirement accounts my divorce had siphoned. It wasn't down to nothing, but still.
It wasn't lost on me that I probably had an extra thirty years now, though, to fatten that particular kitty back up again. For right now, paying myself to do the work on my boat myself would do just fine. I did want to get cruising again, but after a refit to do away with the things I hadn't liked about the previous owners' setup and make her my own. Over the phone, I had notified the boatyard that a nephew would be working on her for me and I was back in the office full-time. The nephew was me, of course, and the office was imaginary, but when I (re-) introduced myself to the administrative lady and the yard foreman, there wasn't a whiff of suspicion or confusion. Other than continuing to call myself Jack.
Livia seemed to think it was cute to call me Jack Junior. She insisted she had to, to keep herself straight between myself and my "uncle," who had paid for six weeks on the hard already, but didn't show up for the haul-out. I mean, I was there, but you know. I hardly ever saw her, but every time I did, "Jack Junior" it was.
I wasn't in any rush to get my bones jumped. I had had one lay since my divorce, and it was just incredible being a man-child again in that situation, but I'm mature enough to know that a lot of unspecial sex kind of ruins it. So, patience, patience. I also had practical priorities and didn't want to procrastinate them.
Still, my mind would drift now and then to how to tease Livia back. If she thought I was such a cutie pie, maybe she'd appreciate sometime a bit of playful come-back, and more. She was probably fifteen years my senior (or junior, depending which way you look at it), but looks-wise she could have been taken for no more than twenty-eight. Dark features, light complexion, mamacita curves, she must sunscreen religiously under the Florida sun. I mean, who wouldn't. It's the 21st century, we fucked the ozone a long time ago.
But, some still don't sunscreen, or, didn't get the memo in time. Florida can seem wall-to-wall sometimes with geezers whose skin made me shudder. I'd seen enough of them as I people-watched in the plaza. I know, it's America, we don't have plazas here. But this was Saint Augustine, the oldest city in the country.
I accidentally-not-accidentally dropped my keys as I walked by the cafe table of a particularly sculpted specimen, and was almost surprised that her "Hey! Young maaa-aaan!" had been able to escape between the masses of supplemental collagen in her lips. No, she was more than particular. Her work was spectacular, and not in a good way. I turned on the charm and, over her treat of coffee, I social-engineered her into giving me the name of the plastic surgeon who had been unscrupulous enough to go along with what I guess she had wanted done to herself.
The patter went along these lines: I elicited a compliment on my looks, and I wholesomely aw-shucksed and returned it to be polite. When she modestly protested and admitted to "a little work" when I played dumb, I naively insisted I couldn't believe her splendid looks weren't 100% natural. Then I just made up a story about a lifeguard buddy whose poor face had gone through a windshield.
I always pictured face-men as just that. Men. But Mrs. Keys-saver's doc turned out to be a lady.
Huh.