“So am I.”
“I know you feel like you have something to prove, but you’ve shown that you can be a wonderful submissive and if you want to try switching or just go vanilla, I’m willing to do that, too. We should both be happy, and if you can step outside your comfort zone, I can, too.”
He shook his head and leaned against my chest, still staring at the view. “I’m content being submissive, for now. If that changes, I’ll let you know.”
“Please, don’t ever be afraid to share your thoughts with me. I know it’s hard to hear the truth sometimes, but I love you. And your happiness is the most important thing. My ego will recover.”
“Funny,” Jeremy said. “I was going to say the same thing.”
“You love me?” I repeated, throat tight.
“Is that shocking? I mean, I explored my submissive side for you. I loved you before that, even though I wasn’t ready to admit it.” He turned in my arms and put his hands on my shoulders, then he kissed me. “If you weren’t sure I loved you before, I hope my little surprise makes it more obvious.”
I followed his gaze, surprised to see an open suitcase filled with every manner of toy still in the package.
“I thought about packing clothes, but I knew that was pointless. So I packed a few things I’d like to try, and some I’m terrified of.”
“Are you sure this is what you want?” I pressed. “We haven’t even renegotiated the contract.”
“I trust you,” he said, tugging my hand and leading me over to the suitcase. “I know that whatever we decide on Monday, the contract will be in my best interest, and that’s all that matters.”
“You do realize it’s Thursday, right? It’s going to be a long weekend.”
“I’m looking forward to it.” He started undressing without bothering to pull the shades on the windows.
I knew no one could see inside the suites, but the clear view out gave the illusion of being on display, something Jeremy was shy about. But he was undressed in a few seconds, dumping his clothes down a tastefully hidden laundry chute with a smile on his face. “Not sure how I’ll collect them Monday morning, but I’m sure I’ll manage.”
The image of him walking naked into the common areas of The Club thrilled me, and all the tension I’d been holding onto since he’d stormed out the day before was replaced by a sudden need to use every item in that suitcase on him at least twice. But half of the fun was drawing the pleasure out until it was almost painful, then coming together. Jeremy was about to learn how quickly I’d let him climax the first time.
I selected one of the smaller plugs and plain lube, and without being asked to, Jeremy bent over and prepared himself to take it. Like the larger ones, this one had straps to hold it in place, but what was more intriguing was the cordless remote that fit in the palm of my hand. His erection was starting to grow but I didn’t stroke him before I put the plug inside him and tightened the straps around his legs. He whimpered, pumping his hips once, but he made no move to touch himself.
“You are a natural,” I said, sliding the button on the remote up to one and watching him wiggle. “This thing goes all the way up to ten. How does it feel?”
“Good,” he moaned, still kneeling.
I moved to stand before him and tilted his chin up so his hair wasn’t blocking my view of his cock. His erection was already firmer, and a quick pulse on the second setting hardened it even more. I arched an eyebrow playfully. “This could be fun,” then I snapped my fingers and motioned to the sofa across the room. “We’ll watch a movie over there. Assume the position on the ottoman.”
When he stayed on his knees, I was impressed and I told him so. I hadn’t told him to stand, but I hadn’t ordered him to crawl either. I left the choice up to him, though I was happy with his decision. Like I’d told him, he was a natural submissive, even if he didn’t want to admit it to himself.
By the time I sat down on the couch and put my feet up on the ottoman to relax, he was on all fours. Displayed, exposed and looking deliciously miserable. I rewarded him with a few quick swats, careful not to hit the plug. He leaned back, moaning.
“Don’t worry, my sweet,” I told him. “You’ll spend plenty of time over my knee this weekend. But right now, I want to enjoy you just like this.”
He nodded, arching his back deeper and sighing when I gave the vibrator inside him a little buzz. I adjusted the ottoman so it was against the sofa, then I had him back up until his knees were on either side of mine. Handing him a large throw pillow to rest on, I pulled his knees back until he was lying on my legs, cock pulled gently between his legs and resting on my lap. “There, now I can see if you break the rules,” I told him as I stroked the head of his cock and pushed the sliding button to three. “I hope you like long movies. This one is three hours.”
“I can’t wait that long,” he whined, but I slid the button to four, forcing him to shut his mouth and focus on keeping his pleasure in check.
The movie started, but I was distracted by his smooth backside and the toy strapped firmly in place. I took my time, and by the end credits, Jeremy was pleading with me to end his misery. I motioned to the suitcase. “I thought I saw flavored condoms.”
He nodded.
“Go pick your favorite and come back,” I ordered.
He did as I asked, crawling fast, but he couldn’t outrun the plug vibrating inside him. He whimpered, bringing the chocolate-flavored condom back in his teeth. I opened my zipper and pulled my cock out, keeping my clothes on. He rolled the condom onto my erection, but I stopped him before he took me into his mouth.
“You don’t come until I do,” I told him. He nodded. “If you do, there will be consequences.”
When I cupped his cheek and brought him closer, his mouth closed around my cock and he bobbed his head up and down on my shaft, using his hands to heighten my pleasure. But I was used to holding back, and I had him writhing in misery while I was still enjoying the slow build to orgasm. He was eager to please, but he was struggling and the urge to end the game was strong. But I knew Jeremy, and if I let him come without climaxing first, he would be angry at himself. His competitive nature caused him more misery than any toy in the suitcase across the room.
So I backed off the power as often as I could, granting him a reprieve I doubted he noticed in his quest to get me off. When I finally came, I slid the button all the way up to ten, then I held onto him as he emptied himself with such force that he bucked and trembled, then collapsed in a heap with my cock still in his mouth.
We spent the rest of the weekend testing Jeremy’s limits and his resolve. He met every challenge with determination, and when he failed, I held him close and reminded him that he was still learning. But he was a force, and by Monday morning, he’d faced and triumphed over every challenge I put in front of him.
He was still naked Monday morning when the Monsieur met us in our suite with the updated contract. Always a gentleman, the Monsieur made no comment about Jeremy’s state of undress, nor did he ask about the obvious straps that held a very large plug in his ass as we sat around the coffee table and signed the contract I should’ve given Jeremy from the start. He deserved that, and more.