Vacation Preparation - Present Day
The morning after having bound Sam spread eagle to our bed and making her cum over and over until her orgasm brought her pain, I was sitting on our living room couch naked watching the Golf Channel on television. When I'm home alone with Sam, I rarely wear clothes. Sam is never permitted to wear clothes outside of the lingerie I select for her while we're home alone.
As usual, I had woken early while Sam, exhausted from the previous night, slept in. It was getting late in the morning and I was starting to wonder when Sam would wake when she padded into the living room. Sam was naked except for a pair of black pantyhose I had laid out for her. She walked around the couch and knelt on the floor in front of me.
She looked absolutely stunning. She was fully rested. The previous nights countless numbers of orgasms had brought her tremendous relief. Sam was notoriously frustrated if she wasn't permitted to cum for an extended period of time. This made orgasm denial one of the best punishments for her.
I smiled at her, and she returned my smile with her thousand watt smile. Her nipples were still swollen and an angry red color from the previous night's activity. I couldn't see her large clit since her lower body was covered with pantyhose, but I know it also was swollen and a matching angry red color.
"Good morning, Master."
"Good morning, Babygirl."
Sam began our usual weekend morning routine. She bent forward and began to kiss my bare feet while she repeatedly said. "Thank you, Master. I love you, Master. I devote my life to you, Master."
I allowed Sam to continue to kiss my feet for a few minutes before I lifted my foot and Sam took my toes one by one into her mouth and sucked my toes as she would suck my cock. Once she finished sucking each of my toes, I moved my ass to the edge of the couch and Sam leaned forward and began to lick my ass while she grabbed my stiff dick and began to slowly jack me off.
"Babygirl, you need to make quick work of your service this morning," I said, feeling her tongue slide over, around and into my ass. "I spoke to Dave this morning. You need to go into the office. We're leaving for vacation tomorrow and you have things that need to be wrapped up before we leave."
Dave was the CEO of the company where Sam worked. It wasn't unusual for me to speak to Dave, since we played golf together. It also helped that when we began golfing, I had informed him of Sam's challenges with her "Focus". I told Dave that from time to time it would be necessary for Sam to take a sudden vacation so she could get away to fight off the effects of her "Focus". This wasn't entirely true, but he was eager to keep Sam under his employment and happy. He agreed immediately without questions.
Hearing she needed to go to the office, she kicked her efforts into overdrive. Her tongue was everywhere on my ass and her hand was a blur as she jacked my cock. "Oh fuck! Suck my cock," I demanded as I felt my orgasm building. Sam scrambled up and took my throbbing cock into her mouth. She teased the head of my cock for a moment before getting serious and took my cock fully into her throat as her nose was pressed into my pelvis. "You're my fucking whore!" I roared as I exploded, shooting my load straight down Sam's throat and into her stomach.
Sam remained on her knees in front of me as she rained kisses upon my cock as it deflated. "Babygirl, go take a shower and get ready for work. We're leaving in 45 minutes."
"Yes, Sir."
Sam scrambled to her feet and rushed upstairs to the Master bathroom. I gave her time to get into the shower before I followed her upstairs. As I had done everyday for the past 20 years, I began to select what clothes Sam was to wear. After selecting her outfit, I rummaged through her lingerie chest to find the lingerie I wanted her to wear. Once I selected her clothing, I laid it neatly on the foot of our bed. If I wanted her to apply any additional accessory such as a butt plug, nipple clamps, a vibrator, I would place them on the bed next to her clothes. The last item I placed on the bed for Sam was the lipstick she was to apply to her plump lips. I know next to nothing about makeup and I leave that to Sam. However, I always select what lipstick she is to wear.
It took Sam less than 30 minutes to get ready for work. She looked stunning dressed in a body hugging black short sleeve shirt, a tight knee length charcoal skirt, black stockings with a seam running up the back and of course a pair of 4 inch black high heels.
By just looking at her, no one would ever guess that she was an absolute slut who would fuck a chair leg in an instant if I told her to do so.
I stood, and she approached me. She kissed me forcibly with her bright red lips. "Fuck, I love you, Master." Sam breathed.
I didn't permit Sam to curse unless she was in sexual ecstasy. I reached up, easily located her large nipple through her blouse and the lace bra I had picked out for her and squeezed her sore nipple hard. Sam cried out as her knees buckled with pain.
"I love you too, Whore." I replied. I released her nipple and helped her to stand upright. Her tortured nipple looked like an eraser standing on its end underneath her top.
"How are you feeling?" I asked.
"Empty, Master."
I smiled at her. "Is my little horny whore missing having her ass plugged?"
"Yes, Master."
I smiled. I reflected back to the days when Sam had disliked having her ass filled with a plug for extended periods of time. Now, she was missing it.
I reached into my pants pocket and removed a stainless steel plug with a pink jeweled flange. Sam smiled brightly at the sight and without instruction walked over to the breakfast table, bent over and hiked up her skirt. Sam's plump, gorgeous ass was framed perfectly by the black garter belt I had selected for her to wear to hold up her thigh high stockings. She reached back, grabbed her ass cheeks and pulled them apart giving me a perfect view of her swollen and glistening pussy and her wrinkled anus.
I stepped up beside Sam, and pushed the plug into her mouth for lube. Sam made a show of licking and sucking the plug until I pulled it from her mouth and pressed the plug against Sam's puckered ass. I pressed lightly and Sam grunted as the plug slid into her ass with relative ease.
I pulled down Sam's skirt and helped her stand. "You need to get to work. Let's go."
I drove Sam to work talking idly about nothing. As I was dropping her off I told her. "You will be done working and standing in the lobby by 2PM."
"Yes, Sir," Sam said, grabbing her briefcase and heading into her office. While she worked, I ran some errands, went home to pack for our vacation and arrived at Sam's office five minutes early. I watched the empty lobby from my car in the parking lot. At 1:59, the elevator opened and Sam stepped into the lobby. She smiled brightly at seeing me waiting for her.
"Did you get your work done?"
"Yes, Sir. I'm clear to go on vacation."
"Good girl." I grabbed a wrapped present from the backseat and placed it in her lap. Sam smiled at me, but refrained from opening the present. I had trained her well.
"You may open the present, Babygirl."
Sam ripped off the wrapping paper and opened the lid to the box. Sam's smile faultered for a second as she studied the contents in the box. The first item in the box was a black leather pony bit gag with a leather strap to secure the gag behind her head. The gag had two additional leather straps about 5 feet long attached to the outer rings of the gag. Underneath the bit gag was a neatly folded, white robe made of transparent white lace. Under the see through robe was a folded red silk scarf we've used countless times to blindfold Sam.
"Remove everything except for your garter belt, stockings, butt plug, and your heels and put on your robe."
"Yes Sir," Sam said, and she began to strip in the passenger seat. There was no concern of anyone seeing her due to the darkly tinted windows of our vehicle. As she removed an article of clothing, Sam folded the garment neatly before handing it to me. Once she was naked, she removed the robe from the box and threw it around her shoulders.
After placing Sam's clothes in the backseat, I grabbed the scarf from the box and wrapped the scarf around her head a number of times before tying a knot in the scarf at the back of her head, effectively blindfolding Sam.
I pushed Sam back into her seat, and applied her seatbelt, making sure to fondle Sam's tits and sore nipples before latching the belt closed. I handed the bit gag to Sam to hold, removed the box from Sam's lap and began to drive. We had a long drive. As I navigated traffic I grabbed Sam's hand and we began to chat about anything and everything again. I know she wanted to know where we were going, and was very curious about where we're going for vacation, but she knew better than to ask.
Roughly 45 minutes later, I pulled into the small parking lot for a strip of shops. The area was run down and the shops are mostly empty. I could feel Sam tense slightly as I put the car into park.
"Give me the gag and open your mouth," I ordered. Sam obediently followed my directions. I wedged the gag between her teeth and pulled the leather strap tight behind her head and secured the gag.
I got out of the car, walked around the car and pulled open Sam's door. Drool was already beginning to pool at her bottom lip as I grabbed the reins attached to the gag and gave it a tug.
"Follow me, Whore." I slowly led Sam through the parking lot and toward the door of the shop. It was a very short walk, but I could see that Sam was very nervous being on display in public.
A bell mounted to the top of the door dinged as I pushed open the door of the shop and pulled Sam inside behind me. A large woman dressed in leather pants and a sleeveless leather vest stepped through a red velvet curtain that blocked off the back half of the building. The woman had short, jet black spiky hair and wore a leather dog collar with metal spikes around her neck.
She smiled at seeing us. "You must be Jay and Sam," she said.
"We are," I said. "You must be Diamond."
"That's right." She stepped up to Sam and admired my submissive wife. "She's gorgeous. You know the plan, right?" She asked me.
"I should. It's mine."
Diamond nodded and grabbed the pony gag bit reins and pulled Sam toward the back of the shop. Like a good girl, Sam obediently followed the woman's lead. Before she disappeared into the back of the shop, Diamond turned toward me.
