Tropical Sun and Sand Can’t Mellow His Icy Mistress

Mistress Julia doesn’t take any shit. Even when we’re on vacation, she’s still a hard-ass, and she won’t let anything slide. I knew that when I married her, but she definitely proved it when we went to Hawaii a few weeks ago to escape the ice and snow.

I’d paid for the trip out of my personal account, making sure we flew first class and that we stayed in a five-star hotel. I even packed my wife’s bags so she wouldn’t have to lift a finger. I knew Julia had been working hard, and with all the snow we’d had, I’d been spending as much time shoveling and cleaning the car as I had working in the office. We were both in need of a few days lounging on the beach.

We spent the first night getting ourselves checked in and situated in our room, but the next morning I sent Julia for a day at the spa. It seemed like the perfect thing to help her relax, and I was going to do the same by heading to the pool to swim a few laps and enjoy the beautiful weather.

It was an incredibly relaxing day, and I didn’t go back to the room until I knew Julia’s spa appointment was over and it was time to get ready for dinner. We were ready to go by eight o’clock, and as we rode down in the elevator, Julia asked me where I’d made reservations. I hadn’t even thought to make reservations, and when I told my wife, she wasn’t happy. She didn’t make a fuss about it, but after five years together, I knew from the look on her face that she was pissed. Things got worse when we tried to get into the restaurant she’d initially suggested and we were turned away. My wife’s second choice was only a half mile away, and the food was delicious—as good as anything served at our original destination, according to the guidebook—yet my wife still seemed irritated with me.

Not a word was said about my flub during dinner, but as soon as we were back in the room, my wife was gone and my mistress had taken her place. I knew I was in for a long night—maybe even a long week—now that Mistress Julia was in charge.

“No reservations?” Julia hollered. “You couldn’t be bothered to make one simple phone call to ensure we’d have a nice dinner? Was it so difficult? Or are you really that useless?”

I knew she wasn’t really that mad. We’d had a great dinner at a nice restaurant, after all. But when my mistress has an opportunity to punish me, she always takes it. It’s part of why I love her so much.

I stuttered an apology, trying to explain myself, but even as I struggled to come up with the right words, I knew nothing I said would get me back in my mistress’s good graces. The only way she would forgive me was if I allowed her to punish me and behaved appropriately while she did so. Still, I had to try to apologize or I’d be in even more trouble.

Mistress Julia let me finish what I was attempting to say and then immediately began instructing me on what I needed to do to make up for my grave error. She started by ordering me to undress, and she stood over me as I stripped out of my clothes, making sure I folded them and stacked everything neatly on top of the dresser. As soon as I was naked, she had me get on my knees and bend over with my ass in the air. Then she went to the closet and took out her small suitcase. I knew what was inside, and I got excited.

She opened the suitcase and sifted through the whips, paddles, and floggers she’d packed. I knew which one I wanted her to use, and I was curious to see if she would choose it. As she sorted through her toys, she picked up a few and held them for a moment, as if trying to decide which would do the best job. It took her a couple minutes, but she eventually picked something. She didn’t show it to me right away. Actually, she didn’t show it to me at all. She told me to close my eyes and waited until my head was bowed and my eyes were shut before she approached me.

I heard my mistress’s footsteps as she crossed the carpet, and I felt her presence when she moved behind me and got in position to administer my punishment. I lifted my ass higher in the air and waited for the impact of her chosen implement. She didn’t strike me right away. She drew out the anticipation and made me wait another minute. It was the longest minute of my life.

When she finally made contact, I wasn’t expecting it, and the thud of the leather against my ass made me jump. I could tell from the first blow that she’d chosen my favorite flogger—a suede cat-o’-nine-tails—and it felt so good! I shuddered as a wave of red-hot pleasure swept over me; then I bent forward even further in anticipation of Mistress Julia flogging me again.

My mistress’s next lash came a little faster and harder than the first, and when the whip struck, its sensation was sharp and intense—and delicious. I barely had time to savor the feelings, though, before Julia had pulled the flogger back and struck me again. She was striking me rhythmically, and each lash felt better than the last. I knew I’d been bad and needed to be disciplined, but my “punishment” felt a lot more like a reward. I knew I wasn’t going to get a real reward unless I behaved, though, so I tried to push all the arousing thoughts out of my head, hoping my mistress wouldn’t notice my hard dick.

Mistress Julia struck my ass more than two dozen times, sometimes hard, sometimes light, and then she stopped and tossed the flogger on the floor next to me. I knew my punishment wasn’t going to be over so soon, though, and I waited patiently for my mistress to tell me what was next.

As I knelt with my head down, I heard my mistress’s clothing rustle, and then she told me to straighten up and open my eyes. I obeyed, raising my head but still kneeling at Julia’s feet, and looked at her expectantly. She said that if I wanted to make things up to her, I would have to fuck her to climax—without coming myself. And I would have to do it in less than five minutes. My mistress doesn’t come quickly, so I really had my work cut out for me.

Once my mistress was comfortable in bed, she allowed me to climb on top of her and start fucking. My dick was as hard as steel, and I slid easily into her juicy cunt. She was tight and wet, but even though flogging me had turned her on, I knew getting her off wouldn’t be that simple.

I started thrusting in and out of Mistress Julia’s pussy, fucking her as hard as I could, which is her favorite way to do it. She was reacting well, moaning softly and clenching her muscles around my dick, but I felt like I was going to come before she did—and that wasn’t allowed. I had to find another way to make her climax or I’d be in even more trouble.

Usually my mistress doesn’t allow me to use my fingers to get her off, but I took a chance, sliding a hand between our bodies and reaching for her clit. She didn’t say anything or push my arm away, so I kept going until my fingers were resting on her hot button. I waited another second to see if she would react, but when she remained silent, I started to rub her clit. My fingers stroked and caressed the hard little nub, and then I added some pressure to my touch. I started to rub her clit harder while I fucked her faster, and when her legs moved to wrap around my waist, I knew I was on the right track.

I set a fast and furious pace, and I kept it up until I felt Julia’s pussy start to spasm. She was about to climax. I hadn’t been watching the clock like I knew she had, but I still knew I’d done as she’d asked, bringing her to orgasm in less than five minutes. If I had to guess, I’d say it was three minutes, at most.

Julia cried out quietly as she came, her cunt squeezing my dick the whole time. I’m not sure how I kept from climaxing myself, but somehow I held it together. When she was done, she pushed me aside, and I rolled onto the mattress next to her, my still-hard dick sliding out of her pussy. As my back hit the soft comforter, my mistress reached over and grabbed my cock in her hand. She jerked my dick until I exploded, and she didn’t even get upset when some of my come ended up on her fingers. That meant I’d done an exceptional job of fulfilling her wishes. Then she got up to shower. When she returned, my mistress was gone and my wife was back.

The following afternoon, I made dinner reservations for every night that remained. I didn’t want to risk upsetting my mistress a second time. Not by making the same mistake, anyway. I had other ideas for how I could get Mistress Julia to come back out and play…

—Mr. Jason L., Denver, Colorado