Reading Time: 13 minutes

by Bill

Monday Night
(the third night of our vacation)

After the last night Sarah and I slept in a bit in the morning. Then we hit the town to get an early lunch and see some of the sights. We have been to Key West a couple times before, so it wasn’t like we were the “have to see everything” tourists. We were there to relax and enjoy our time together.

We spent the afternoon playing in our little private paradise in the backyard. We swam a bit and soaked up the sun until dinner. Again, I grilled outdoors and we had a lovely dinner, just the two of us, at the table by the pool.

The one thing different today was that Sarah had all but abandoned her wrap. She, like I, spent the afternoon outdoors totally naked. I never told her about Marcy and Vicki, or that they could see us from the neighboring window.

After dinner Sarah cleaned up the kitchen while I showered off outside. I had just finished and was in the middle of toweling of when I could barely hear Sarah from around the corner of the house.

“I need to get a few groceries,” she stated as started walking towards me “I think we ought to run out to the shopping center and stock up on a few things.”

“Okay,” I stated slowly “if we have too.” Sarah was by now next to me at the outside shower.

“It’ll be fun,” she added.

Sarah then grabbed my penis and massaged it a few seconds to make it hard. Then she stopped, but maintained a good firm grasp.

“You do as I say, and I’ll make sure of it,” she exclaimed. “No arguing, no talking from you, just obedience. Is that understood?”

She swiftly swatted my behind, just as she did last night.

“Yes Sarah,” I responded.

“Good,” she exclaimed. “Finish drying off and meet me in the bedroom.”

I wasn’t sure, but it appeared Sarah was developing a bit of a dominant streak. She had played with my exhibitionist streak from time to time, but now she was getting into giving orders! And I was enjoying it!

I finished drying off and went into the bedroom through the sliding glass doors off the rear porch. Sarah was in the process of getting ready. She already had her shorts on and a string bikini top. I knew she wasn’t wearing any panties, I could tell when she bent over to grab her sandals. I began to rummage through the suitcase to find clean clothes. Suddenly my behind received another sharp swat to get my attention.

“No, no,” she stated firmly.

Sarah handed me my favorite blue athletic shorts. They were baggy on me, had no pockets and a couple stains that wouldn’t come out – probably oil or grease from tinkering in the garage. Sarah hated these shorts because I wore them all the time around home. Now she wanted me to put them on?

“These will do just fine,” she said softly. “And nothing else, is that understood?”

She reached for my penis and grabbed it with her firm and determined grip. At that moment she reached around and gave me another firm swat on the rear.

“Yes Sarah,” I responded. I was beginning to enjoy being under her control.

“Good,” she replied, again softly.

I put on the shorts. My erect penis was now holding out the front of my shorts like a big tent. I was hoping it would go down soon. I stood there waiting for Sarah to finish with a few last minute touches to her outfit. Finally I was relaxing a bit and my shorts were no longer out in front of me.

Sarah turned around and walked back over to me. Facing me she easily stuck her hand through one of the leg openings of my shorts and grabbed my penis again. She rubbed it a bit until it was hard again – it was now standing out straight through the leg opening. Both my penis and her firmly attached hand were out in the open, my penis holding up the leg of my shorts. She let go.

“Turn around,” commanded Sarah.

I turned slowly, now with my back to her. Sarah gently placed her right hand on mine and started to draw it back behind me. What is she up to now? A second later, through the shorts she was wearing, she gently rubbed my hand against her pussy. Then she lifted my hand and arm up behind my back. Doing so, she gently grabbed my left hand and brought it to her pussy. Again through the shorts I rubbed her pussy for a few seconds, then she lifted my left hand and arm up behind my back.

“Grab your elbows!” she exclaimed with a firm voice.

I hesitated a few seconds to figure out what she meant. During that time she reached around and again grabbed my penis still sticking out the leg hole of the shorts. She gave it a very tight squeeze. I complied with her command and clasped my elbows with my hands.

“I found some laundry line in the kitchen,” Sarah said softly holding back a series of giggles in the process.

“Hold still, now!” she stated a little louder. She continued squeezing my firm penis for a few seconds, starting to giggle now. Once she released me she started feeding rope around my hands and arms. I don’t know if she knew what she was doing, but she was giggling and having a good time with the rope. When she was done I was effectively prevented from moving my hands or arms.

Sarah reached around front and pulled the shorts back over my hard penis. With my arms tied it was hard to think of anything calming to reduce the bulge in front of my shorts.

“Let’s go!” she exclaimed.

I followed Sarah to the front door, and then outside. I was waiting for her to lock the door, and waiting for my penis to relax – we were about to go out the front gate. At the front gate, Sarah unlocked the gate and we stepped out to the street. There was that bright streetlight again – reflecting off the blue nylon of my shorts stretched out in front of me. I was glad the shorts were baggy and had lots of room.

We had to walk down the street to get to our pickup. As we were passing the front of our house I wondered if Marcy and Vicki were watching out their window. They might think we do this kind of stuff all the time. I didn’t see them, but continued to think about them as we passed their apartment house. That didn’t help the situation in my shorts.

As we walked by the remaining couple houses to our pickup Sarah kept tugging at my shorts. She’d pull on them like she was going to yank them down, only a couple inches or so, then quickly tug them right back into position. I was sweating – even though we were finally away from the brightness of the corner streetlight. I didn’t know what was on her mind, but I knew from her actions the shorts were coming off sometime. I couldn’t wait and was filled with dread at the same time.

Finally we reached the pickup and Sarah opened the door for me.

“Climb in,” she commanded in a loud and firm voice. It was quiet out, and her voice seemed louder than it needed to be. Maybe she was trying to gain attention.

I had a little trouble getting in without the use of my hands. I sort of threw myself in on my stomach and then wrangled myself into a sitting position. Sarah was giggling the whole time. I had to be careful not to throw myself in far enough to ram my penis into the tough leather seat. Sarah closed the door, went around and climbed in to the driver’s side – still giggling.

Sarah started the pickup, put it in Drive, and pulled out of the space.

Once underway she reached over with her hand and again reached through the opening in my shorts and started to rub my rock hard penis. She’d rub a bit, then let go just resting her fingertips on the shaft. She knew when I was reaching the point of explosion and stopped short every time.

It was a short ride up Truman and Roosevelt to the shopping center and grocery store. The trip seemed to be going in slow motion though. The times when she stopped rubbing seemed to drag on – she would get me so close to exploding each time.

Finally we arrived at the shopping center. Sarah let go of my penis to motor around and find the right parking spot. All the while my hard penis was sticking up, out the leg opening of my shorts. She found the spot she wanted – between the cart rack and the nearest set of parking lot lights, and close to the front entrance of the grocery store. Before shutting off the motor she rolled down the windows.

“I won’t be long,” she said softly starting to giggle again. “You just hang out here.”

Sarah opened the door and the dome lights came on. Hanging out was accurate. My rock hard penis was standing straight up, most of it showing as it poked out the leg opening of the shorts. Still giggling to herself she waved goodbye and shut the door to the pickup.

I never noticed before how long it took for the dome lights to go off after the doors are shut. I really missed my hands at that point. If I could only tuck it back in. I sat there unable to move.

I watched a couple walk by behind the pickup with their cart full of groceries. I tried to think calm thoughts but it was no use – Sarah had gotten me so hot my penis was not going to relax anytime soon. Another young lady walked behind the pickup with her cart of groceries. I was glad for the SUV parked between our pickup and the cart rack.

Another couple walked by, this time in the lane in front of the pickup. With the bright lights I’m sure they could see me through the windshield. I don’t know if they could see the head of my penis – it may have been far enough below the dash to be seen from over there. They sure were moving slowly – I concentrated on every step they made.

“Don’t stop on my account,” I heard from outside my door.

While I was concentrating on the couple in the lane over, a young woman had come up to the driver’s door of the car parked beside our pickup.

“Looks like you’ve been playing with it for a good while,” she stated.

I don’t know which of us was blushing more, or more embarrassed at the situation.

“I haven’t been playing with it,” I replied. “I sorta can’t right now.

“Can’t?” she inquired with a puzzled expression on her face.

She was beautiful – tall, blonde, and slim. I would say she had an athletic build. Wearing jogging shorts and a too short t-shirt she was a sight to behold. I took it all in for a few seconds and then I leaned forward a bit so she could see my backside. I wanted her to know I was harmless.

“Someone’s having fun with you,” she stated in almost musical terms. “Poor helpless you!”

She reached in through the open window and gently caressed my penis with her fingers. Maybe she knew I was about to explode, or maybe she was a little scared of the situation, but she let go after a few seconds.

“Hey, Sammy!” she shouted. “Come see what I found.”

Sammy? Oh no, she’s calling over a guy to take a look. I was so hard I could have just about blasted myself in the face. But now the excitement was turning to fear as the young woman moved a bit forward to make room.

“April, only you could find a hard dick in a parking lot,” I heard as another woman reached the pickup window. “Everywhere we go you find dick!”

Sammy was a petite redhead, with great big green eyes. Fear turned back to excitement with the revelation that Sammy was not a guy. It was a relief, but not the relief I needed at that moment.

“And look,” April stated gleefully. “He’s all tied up so you can play with him.”

April again placed her fingertips on my penis and began to move them lightly up and down the shaft. Suddenly I heard a loud set of clicks and the dome light came on. April quickly removed her hand from my penis as Sarah opened the driver’s door and climbed in the pickup. I know she saw those beautiful women. I know she saw April’s fingers on my penis.

“One more stop!” Sarah half said and half giggled.

I looked at April and Sammy as Sarah backed the pickup out of the space. As we pulled forward I got my last glimpses of their beautiful bodies. Sarah made her way around the parking lot and then started to drive around to the back of the shopping center. Finding a nice quiet spot under a security light she stopped the pickup and got out, leaving her door open. The motor was still running.

She opened my door. “Lift that cute ass off the seat!” she commanded loudly.

I planted my feet firmly on the floor and raised myself off the seat. Sarah immediately started pulling off my shorts. The force of the waistband pulling my penis down, followed by it suddenly snapping back up sent a shockwave through my body.

“Raise you feet,” she commanded.

I planted my bare behind back in the leather seat and raised my feet. Sarah yanked the shorts off with one quick tug. She then started to walk away from the pickup, following the backside of the building. I sat there totally naked, with my arms tied up, the dome lights on, and both the doors were open. Sarah continued to the end of the loading dock and climbed a few steps up to the dock. Horrors! She threw my favorite shorts into the dumpster on the end of the dock

She walked back to the truck, and not saying a word slammed my door shut.

“I always hated those shorts,” she said giggling as she climbed back into the pickup.

“Now on to that stop!” she continued.

Sarah pulled back around to the front of the shopping center, slowly making her way to the store closest the highway. All the while she gently batted my penis from side to side. It was getting late, so unfortunately she found a great parking space – directly in front of doors to the Pier One Imports.

“We need a few romantic candles,” she said.

I sat there calmly as she opened her door and climbed out – the dome lights were on again. I sat there totally naked, tied up, the dome lights on, the windows down, and drenched in the lights from the bright store not ten feet from the pickup. My penis was firmly planted against my stomach about to explode. I kept my head down for a really long time, not even wanting to know if anyone could see me in this situation.

I should have kept my head down. When I raised my head and looked in the store, there were three customers shopping in the store. April, Sammy, and Sarah. All the while the register clerk kept staring at me. April and Sammy apparently didn’t see me out here and I was hoping it would stay that way. I watched, intently now, as the three women roamed the store and made their way to the check-out.

April was first in line with a small purchase. She paid quickly and made her way to the door – immediately I was recognized. With a big grin on her face, April made her way to the window of the pickup.

“You lost your shorts!” she exclaimed. “You are just the cutest plaything, aren’t you?”

April reached in and began to massage the shaft of my penis with her fingertips. After a few strokes she quit.

“You found hard dick again?” exclaimed Sammy. “Didn’t you?”

April moved to the side and Sammy moved in. Sarah was at the check-out paying as Sammy reached in through the window firmly squeezed my penis. She just hung on to it with a firm grip for the longest time.

“Man, this is really HARD dick,” Sammy said loudly, followed by a snicker.

As Sarah exited the store April and Sammy again made their way out into the parking lot. Sarah climbed into the pickup, the dome lights were on again, she was not saying a word. The dome light was just going out as we entered the highway.

It was a quick trip back to the house with only a couple stops for lights along the way. She playfully batted my penis around when she got a chance as she was driving. Each time we stopped at a light Sarah opened her door briefly to turn the dome lights on – each time with the biggest grin on her beautiful face. I’m sure a dozen people saw me sitting in the pickup, naked, with my hard penis pressed against my stomach. We parked in the same spot a few houses down from ours.

Sarah opened my door and I slid down to the street landing on my feet. She followed me as I walked slowly to the front gate, passing by Marcy and Vicki’s again. It’s at that point the streetlight gets bright again – I’m so glad nobody is out on the streets.

Before opening the front gate, Sarah hesitates for a moment and admires her work – my predicament. She unlocks the gate and lets me in.

“Off to your chair and assume the position,” she commanded.

This was so familiar which brought comfort – except I remember all too well the tremendous orgasm I experienced last night at Sarah’s hands. I did as I was instructed which took a little more effort still tied up in back. I was on my knees, my head was buried in the lounger, and my legs were spread apart.

Sarah finally arrived. She had taken the time to take off her clothes and grab a few things from the kitchen. She firmly swatted my rear a couple times and then got down on her knees behind me. Relief was coming. Sarah grabbed my penis with her thumb and index finger, and slowly pulled my penis down aiming it directly at the ground.

“Hold very still! She ordered. “Don’t move! You know what’s coming”

Finally she grabbed my penis with her whole hand – a firm grip. She held my penis firmly aimed down at the ground, and like last night she shoved my penis in a glass of ice. Even though I knew it was coming the shock of the cold still sent electric shocks through my body from my knees to my hands.

“Don’t move!” she repeated firmly. “Don’t move!”

Sarah yanked on my penis a couple times, then shoved it back in the ice. Another wave of electric shocks and I was trembling at the knees. It was quicker tonight, and even more violent than last night. Sarah kept yanking my penis with one hand, working with the rhythm of the heaves and spurts – all the time keeping the glass of ice below my penis.

“Yeah, more than last night!” Sarah exclaimed. “Thank you!”

She swatted me on my behind twice tonight. Then slowly she began untying the ropes from my hands and arms. It felt good to be free, but it felt much better to have finally come.

“Go sit in your chair and rest,” she continued.

As I crawled slowly up into the lounger and turned over, Sarah mixed the small shot of Kahlua into the glass with the ice and cum. I slid the rest of the way back as she stirred her drink with her finger. Sarah sat down on the deck along side my chair just as last night and took a sip of her cum and Kahlua. There was that big grin on her beautiful face again; she was so proud of the evening she gave me. I licked off her finger and thought to myself it was an unusual but palatable taste.

Out of habit now, I glanced up at the neighbor’s 2nd floor kitchen window as I slumped back in the lounger to catch my breath. I couldn’t believe what I saw – April and Sammy were in the window, staring at me, with Marcy and Vicki in the background. I was just about to return their smiles.

“I’m sure glad we went out for more Kahlua”, Sarah said softly. “I’m ready for another round!”

End of Key West BDSM Sex Weekend – Chapter 2

Return To Key West BDSM Sex Weekend Table Of Contents

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