“They’re called ‘anti-pullout pins’ in case you’re interested and they cost you more than two hundred bucks. I’d say they’re worth every penny. You’re in there until I release you. I even had to sign a waiver saying that I wouldn’t hold the company responsible for any damage done to your cock, not that it would be much of a loss.”
I’d had enough of this game. I reached out and tore the chain from Gail’s neck. She just laughed. “You must think I’m an idiot. The real keys are in a safe deposit box in a bank in the city. How many banks in the city…any idea? There must be thousands, not that it would matter. Only I can open it. That little stunt is going to cost you another thirty days of chastity. That means you now have ninety…ninety days of vacation for your cock.
However, I’ll be getting laid every night…by Jacob. You’ll be here watching and taking notes…learning how to be a decent lover. Would you believe that I had more orgasms the first time I fucked Jacob that I’ve had in seven years with you. Yes, Ronnie…I’ve faked every one…every single one. But, don’t worry. I’m not interested in a divorce. Jacob’s good for fucking, but not for marrying and you’ll be an even better husband once you’re trained properly. You can begin right now. Take your leak then you can make my breakfast and bring it to me in bed. Get moving!”
To emphasize her orders, she reached out to give my pale white ass a good smack. The noise reverberated in our bedroom as I yelped in pain. She wasn’t any bigger than me, but we both knew she was stronger—the result of many hours at the gym while I was stuck at a desk earning the money that maintained our high-end lifestyle. “By the way, you’ll probably want to sit down while you pee. You’ll be cleaning up any spillage with your tongue,” she spit out with a vitriol I had never imagined she had possessed. She was laughing crazily by the time I had reached the bathroom door.
>>>>>>
That was how it began—how I became a chaste cuckold. After serving her breakfast she told me to clean up the kitchen, then dust and vacuum the rooms on the first floor. I balked until she began to count. “Ninety-one…ninety-two…ninety-three….” She was at ninety-five when I finally jumped up and trotted out of the room. “While you’re at it, I want you to be naked while you work. I want to be able to see your new adornment. It’s so pretty and so very effective.” I dropped my clothes into the hamper and went to the kitchen to begin my servitude, but I wasn’t giving in—not yet and probably not ever. I just needed time—time to plan and time to put that plan into effect.
I had to serve her lunch on the rear deck and she made me lick her pussy while she ate. “How does that taste, cucky boy? Jacob dropped two big loads into me while you were sleeping last night. Incidentally, that wasn’t the first night you were drugged. I had to measure your little cock three different times in order to get it to fit right—snugly, but not too tight. It wouldn’t do to choke off the blood supply and have it fall off, now would it?” Then she rubbed my balls with her bare foot, laughing when I grimaced in pain as my flesh swelled against the prison’s bars. “Did they make it a bit too tight, darling cucky?”
That night was my first real exposure to Jacob. She made me answer the door while I was naked. From there the evening went downhill fast. She made me serve them drinks and call them “Sir” and “Ma’am.” Gail had come into the living room wearing only a short and almost transparent nightgown I had bought her for last Valentine’s Day. Until now she had refused to wear it, calling it “indecent.” Apparently, it was only indecent for me. Jacob appeared to love it. My cock swelled against its prison bars, something Gail noticed immediately.
“Oh my, you seem to be a bit uncomfortable, darling. Too bad you won’t be getting out of there for another ninety-eight days.”
“Don’t you mean ninety-five?”
“I mean whatever I say. Maybe I’ll say ‘two hundred.’ Would you like that? Just think of how much porn you could watch in that time. Doesn’t that idea appeal to you?”
‘No…Ma’am. I’ve lost interest in porn…Ma’am.”
“Just as I’ve lost interest in you…well, in fucking you, anyway. Feel free to find another woman like one of those porn stars you’ve been drooling over. While you’re just standing there why don’t you get us some drinks? I’ll have a Chardonnay and Jacob just loves that Johnny Walker Blue you’re so proud of.”
“While you’re at it, why don’t you get us some cheese and crackers. I saw some great cheddar in there last night,” Jacob added. Then, grabbing Gail by her waist he pulled her onto his lap. I could see their lust-laden kiss as I turned the corner to the kitchen. Johnny Walker Blue! He would like the most expensive whiskey I owned. I was tempted to do something about it, but stopped those thoughts when I remembered Gail’s counting.
I served their drinks on a silver tray with cut cheese and crackers on a dish of our finest china in the center. I had been about to leave when Gail broke the kiss to give me further instructions. “Go upstairs and turn down the bed. Take one of the dining room chairs with you. I’ll tell you where I want you when Jacob and I get up there.”
They arrived about half an hour later, both naked and Gail’s breasts showing several bite marks that would undoubtedly be hickeys by tomorrow morning. Fortunately, they wouldn’t be seen when she went to work. She stopped at her dresser and opened a drawer. “Here; I bought these just for you. Put them on. You’ll wear panties from now on.” I pulled them up my legs even as I wondered how much worse it could get. I found out a few seconds later when I was told to get Jacob hard. I would have thought that would be Gail’s job, but I guessed not. I stroked him for about a minute until his black cock was more than eight inches long and about twice as thick as mine was. Then I had to watch closely as Gail’s pussy lips slowly stretched around the large black organ.
I knew that there were plenty of guys with bigger cocks than mine and I wasn’t surprised that she would choose someone bigger, but how much of this did I have to endure? A lot more, apparently. Twenty minutes later I was required to clean her sweaty cum-filled pussy and his wilting cock—not with a towel, but with my tongue. It was just the first of many humiliating lickings to come.
>>>>>>
Not surprisingly, my situation deteriorated swiftly from that point on. I had to move into the home office so she and Jacob would have some privacy. After all, a queen doesn’t share her bed with the staff. Luckily, tax season was reaching its climax so I was home less and less. I still had to endure several embarrassing phone calls almost every day. Then came the Saturday afternoon when she invited her friends over for drinks. I was dressed in a polo and shorts, but not for long, when she summoned me to the deck.
I had handed Gail the bag and then she sent me to the kitchen for a bratwurst. Still laughing, she jokingly told the women,” Now, I don’t want you thinking that he’s as big as this bratwurst, because he’s not and he never will be, but more about that in a bit.” She pushed the sausage into the cylinder and showed what would happen if someone—think “me”—pulled his sausage out. Then she had me drop my shorts to expose my pink panties as almost all of the women roared hilariously with laughter that only got worse when Gail ripped the panties from my body.