When we arrived at the cabin, Sir turned to me.
"Pet, are you happy?"
"Yes, Sir," I replied with a smile.
"Show me. I want to see you skip like a little girl all the way to the cabin door."
I gulped, knowing what agony that would cause, given all the weights currently suspended by my very-tender nipples. Sir beamed as he read my expression. "If I'm not convinced you look ecstatic, you're going to do it again until you convince me. Understood?"
My voice sounded very tiny and soft as I grasped the situation and uttered "Yes, Sir."
Sir got out of the car and said nonchalantly "Such a nice weekend for a cabin trip!" Sir picked up our bags from the trunk as I cautiously got out of the car, and gave me a warning look. I realized that my caution was not convincing him that I was happy. I was going to have to do this perfectly the first time. If I was lucky, he would accept my performance, but I estimated there was about a 50% chance that he'd make me do it again even if he couldn't find any fault with the first attempt. Hesitation would bring that to 100%, so I put on my best cheerful face and steeled myself as best I could. I skipped as bouncily as I ever have, and tried to disguise my squeals of pain as glee instead. Sir rumbled with robust laughter at my attempt, but it was clear that he had enjoyed watching it. At the cabin door, I turned around and tried to breathe through the agony with the biggest smile I could manage. Sir dropped our bags at the door and approached me. I waited nervously for him to assess my fate, as he reached a hand under my shirt and tugged on the chain. I couldn't keep myself from cringing at the pain, but did manage to not cry out. "Did you enjoy your romp, pet?"
Barely able to whimper, I squeaked out "If it pleased you, Sir." I looked up at him with the only look I was capable of managing at that moment, and he knew from experience that it meant I was complete putty in his hands.
"Good girl. I think that pert ass of yours has had it too easy, sitting on a soft car seat this whole time. Get inside and show it to me." I needed no encouragement to follow this order, as it meant I had miraculously passed his test. I was stopped, though, by the still-locked cabin door, to which only Sir had a key. "Tsk, tsk, already failing at the first part of such a simple task. I'll help you this time, but it'll cost you some extra punishment later."
I meekly responded with a "yes, Sir" as Sir pulled the key out of his pocket and opened the door. I dashed in and did not even wait for the door to close before I was pulling my pants off and dropping to all fours with my bare ass pointed towards him. Sir casually dropped the bags by the door and walked over to give me one good solid smack before informing me that I'd forgotten something.
"Sir? What did I forget, Sir?"
"I shouldn't have had to specify that I need your shirt off, cunt. I've got to see those weights swing delightfully as you writhe from the spanking."
Of course. I don't always have my shirt off for spankings, but I certainly should have guessed that he'd want access. I quickly stripped the shirt off, leaving me dressed in nothing but nipple clamps. Sir picked up the vibrator that had dropped to the floor when I'd taken my panties off, and unceremoniously shoved it into my pussy. It made a soft, wet, sucking sound as it slid into the dripping hole, and I moaned a bit from the roughness. "At least you're nice and wet for me, you dirty whore. Tug on the chain." As I always did, I hesitated at this command. I can't stand pulling on that damned chain, but Sir loves to see me wince and whimper when I do it. He rarely thinks I'm rough enough, though I always go a bit lightheaded from it. "Now," came the usual bark that followed that hesitation. I whimpered in anticipation but quickly brought my hand up and tugged, as hard as I could manage. I fell forward onto my hands with a loud yelp, which trailed into hyperventilating. Sir laughed, called me a good girl, and began spanking me. After a few good smacks, he turned on the vibrator. All the sensations, from the smacks on my ass, the vibrations inside me, and the weights swinging mercilessly from my nipples, merged into a blur. I couldn't have told you how long it went on or how many smacks. I know that if I'd had permission, I would have cum probably half a dozen times, but I did not have permission, so I did not cum. Eventually, all the activity (and sweat) caused one of my clamps to fall from my nipple. Sir stopped spanking and yanked the other off. I whimpered and my face fell to the floor, leaving my ass high in the air, as Sir had not given me permission to lower it yet.