Chapter 13

Our dinner out that night was actually fun. I thought I’d be too nervous to enjoy myself but decided to just let it go - to just roll with it, oh and Yes, to have another drink. Jackie even wore something for me that really pushed her boobs up, without my even asking. It was subtle to the casual observer but, up close, she seemed to bask in my deep glances into her cleavage.

At one point, I slid my hand under the tablecloth of the dimly lit restaurant and gently laid it on top of her thigh. Rather than swatting it away, as I expected she would, she carefully wrapped her hand around a few of my fingers and casually removed it from her leg. Then, she shocked me by placing my limp arm into my own lap and, before pulling her hand away, she intentionally brushed her hand over my groin, giving it a gentle squeeze. It only lasted a moment but, as she held my swelling cock, she looked me in the eye, smiled, and said, “That’s for later.” Then, as she brought her hand back over the table, she said, “You’re not ready to leave yet, are you? We haven’t even finished.”

I chuckled and jokingly responded, “Not before I’ve plied you with a good deal more alcohol, my love. Drink up!” I ordered, toasting to her. She downed her wine quickly, as if she were now in a hurry to finish it and get home. I refilled her glass and instructed the waiter to bring us another bottle. She barely noticed and halfway through the second bottle she was happily drunk. By the time dinner was done and the bottle was polished off, she was totally wasted.

I got her home, naked and restrained in the basement in record time. As soon as I got the blindfold and music on her, I texted Bill who was already waiting outside. He had the dildo with him. He handed it to me as he stripped out of his shorts and t-shirt. As I held the dildo, it was heavy and warm in my hands. I guessed he had filled it up in advance, like last time. I handed it back to him as I stripped. Then, he watched me, naked from the waist down, as I began my ritual of opening her up with the big vibrator, until she had her first, small, opening orgasm.

Then, I opened my palms and turned it over to Bill, mouthing the words, “Just be careful,” before grabbing my phone and hitting Record on the video. Bill used two hands to support the entire weight of the dildo, and gently tilted the tip until it brushed over her closed lips. Upon making contact, some of the fluid leaked out and drizzled in between her puckering lips. Reflexively, she licked up the mystery fluid and giggled, saying, “Yummy.”

I looked at him through the viewfinder, as he fed her some more of the head and another tiny droplet or two of the fluid. I began to feel anxious. I mean, he could’ve been feeding her vanilla ice cream but, the last time I remembered her reacting to something like that, was the time when Bill came all over her face. I quickly shook my head and dismissed that idea, for the moment.

Instead, I zoomed in, as her lips wrapped completely around the wide head of the monster dildo. I could tell from her noises that she was swirling her tongue around the head and trying to suck out more of the fluid. I watched as Bill got up right next to her head. He continued to support the dildo with one hand, not letting it sink any farther into her mouth, and with his other hand, he gently guided her head to the side.

From this angle, her mouth was only two inches away from Bill’s dick. He gave the dildo a tiny squirt and waited for her to smile. As she did, he gently pulled the dildo out of her mouth, inducing a sucking pop from her. She giggled and, at that very moment, Bill substituted the head of his leaking dick into the “O” shape of her frustrated mouth. Without missing a beat, Jackie returned to swirling her tongue around and sucking. As she did, she moaned again as if it was the greatest thing she’d ever tasted.

Now, of course, she might’ve just been responding to the taste of the previous squirt from the dildo. There was no way to know. That thought did not last long as I watched him feed her another inch of his cock.

Jackie seemed to be enjoying the hell out of it. Holding the phone still, I looked up at Bill’s face and saw him closing his eyes, basking in the sensations of Jackie’s wonderful tongue, swirling round and round and hungrily sucking to get more of his precum out of him.

Just to prove his point, Bill pulled his cock out of her mouth with a pop and, again replaced it with the dildo, which she sucked with the exact same fervor.

After a minute of that, I thought Bill would switch his cock into her mouth again and, possibly, even cum. But, instead, he stepped away, taking the dildo with him. I moved aside, allowing him to step between my wife’s spread thighs. As he did, he held the dildo downward, right next to his own slightly drooping penis. Except for the color, the dildo bore an uncanny resemblance to Bill’s cock, I thought once again, and in that moment, I nearly laughed at what looked like a man with two penises - one White and one Black.

He held the Black one with two hands by the base, like it was a strap-on, and brought it up to her waiting pussy lips. Then he dragged it around her outer lips, lubricating the already spit-shined toy with the juices dripping from her pussy. He spent nearly a minute teasing her with it, holding the wobbly piece of latex by the base, and sliding it around her pussy lips, up and down, side to side, and making figure-eights.

At random times, he brushed over her clitoris, or poked shallowly into her opening. Each time he brought the head of the dildo to her opening, her lips seemed to unfurl and dilate slightly, as if it were trying to coax it in. Finally, he tilted it down and gently pressed forward until the latex head sunk just past her inner lips.

Jackie grunted in pleasure. It was slightly uncomfortable but she knew that she was finally about to be feel that amazing stretch once again. As if he sensed her need, Bill gave the bulb a gentle squeeze, which further soothed and coated her insides. Almost immediately, the dildo sunk in another inch or two and Jackie groaned, this time only in pleasure.

Tenderly, Bill began to saw it in and out for a minute or two, working only the first three inches into her, while Jackie squirmed and continued to adjust to it. Then, he looked at me and pointed at the vibrator.

I set the phone down on a box, still pointed at the action, and picked up the vibrator. Taking a guess, I brought it up to her clit and turned it on. Instantly, she started squirming and cumming. Her slipperiness caused the dildo to sink in several more inches, only stopping when her mound bumped up against Bill’s dildo-filled fist.

Having gained nearly full penetration, I watched as Bill held his ground, and pointed to me to return to filming. From behind the viewfinder, I could see that Bill was enjoying this superior position and the feeling of his hand pressed against her pussy. Next, he pulled it out but not completely. I saw the shiny black shaft, glistening with the slickness of her juices. Then, he surprised me by lining up his own cock with the shaft of the dildo.