Scratching That Itch

I didn't notice the note on my desk until I got up to leave, the red envelope had my initial on it and nothing else. I opened it up to read it:

I think it is time to scratch that itch again. If you're ready, leave the envelope in my trash can and be ready for me at the end of the day tomorrow. Be sure to wear my panties to work tomorrow.

- K.

It had been a month since Kim had caught me and I had paid off my debt in sexual service, and, as demanding as that was, I knew I couldn't refuse what she might have in mind. I tossed the envelope in her trash can as I left for the day and headed home. That night, I took a long shower, made sure I was cleanly shaved below the waist, and cleaned myself inside and out as best I could. The next morning, I spot checked my shaving, found the thong I wore last time for Kim, and then got dressed and headed to work.

Kim acted as if things were normal in the few interactions we had throughout the day, though she wore high heel boots with tight jeans, heavy perfume, and lingered with her back to me several times. I struggled to concentrate, occasionally tugging at the thong under my jeans and wondering what I had in store for tonight.

As the end of the workday approached, I realized that Kim had already left. A little confused and hurt, I started to pack up when a text appeared: "Before you leave, look in the bed of your truck." Simultaneously, I felt myself get erect as a pit developed in my stomach. I walked outside and opened the bed of my truck to find a medium sized gift bag. I stepped inside my truck for privacy, and nervously opened the bag. The note on top said:

Inside you will find an enema, plug, and some pantyhose. Before you leave, you will be completely clean, with the plug inserted and pantyhose on. Be at the below address at 6:00 PM.

Don't forget to send the control for the plug.

I looked at the address and my watch and realized I would need to take care of things quickly and get on the road -- and an enema at work was going to be interesting. I walked back into the office and slipped into the restroom before anyone could notice. Fortunately, it was a private room, so I could strip down and started the enema. I waited as long as I could before releasing it, and then used the enema bottle to flush myself a second time. On went the pantyhose and thong (the pantyhose were open crotch), I slipped in the plug, and then pulled on my jeans and shoes.

As I finished packing up my things, I sent Kim control of the plug and headed to my truck. In no time, she had it fired up and, after playing with it for a few moments, let it run on it's own program. I did my best to concentrate as I drove to the mystery address -- feeling the smooth, satin touch of the hose and thong and the vibration of the plug often kept my mind off the road.

I arrived at the address, a non-descript house in a wooded lot. As I pulled in, the garage door opened and a text told me to strip and walk into the house in just the hose and plug. I parked the truck, removed my clothes, looked around me and ran into the garage. I tried to close it, but apparently the switch was overridden -- I could only hope no one driving by in the street was too curious. The garage was in the back, but not totally hidden. In the center of the garage was a mat with two eyehooks and chain, some leather restraints, a blindfold and ball gag, and a note:

Welcome to Mistress Judy's home. While here, you will refer to us as Mistress or Ma'am, and will follow our instructions to the letter. Infractions will result in punishments.

Lock the restraints on the pad onto your wrists and ankles, put on the blindfold and ball gag, and face toward the back of the garage. Connect both your wrists and ankles to the chains so that you are in a frog position.

Not many people drive by, and it will be dark soon, so hopefully you will be unmolested until we arrive.

I put on the leather cuffs and knelt as instructed. I bent my ankles back and one by one hooked them to the chain, and then pulled on the blindfold and gag before reaching back to connect my wrists. I fell forward, and remained there on my knees, ass up, legs spread wide, plug vibrating away, as I listened to the cars drive by on the road outside. After what seemed like an hour, I heard a car pull into the driveway, two doors slam, and footsteps coming into the garage.

The toe of a shoe pushed on the plug, and I heard the garage door close. I heard Judy's voice say, "He certainly is obedient." One of them kneeled behind me and stroked me a little to make me hard and followed it up by a few smacks on my bottom. They unhooked the cuffs from the chain, pulled me up, and walked me into the house.

Judy said, "Tonight you will be our toy to play with. Follow our instructions well, and you will be rewarded. Don't follow them, and you will be punished, sent home, or both. Understand, Bitch?" I shook my head since I was still gagged.

"Good. Climb on the table in front of you and kneel."

I reached forward and felt a low, padded table in front of me. I moved forward to get on the table and knelt as instructed. My ankles were pulled apart and fastened to the sides of the table, and I felt the head of a dildo placed under my ass as they pulled the plug out. My hands were pulled behind me and cuffed, and then I felt two clamps go on my nipples and pulled forward. I felt a mouth on my dick as I got a short blow job to keep me excited, and then someone stepped over to place their ass in my face. As they pressed, and I licked, I realized that the further back I slipped, the dildo below would penetrate a bit more and the clamps on my nipples would pull a little harder. So, I did my best to press my face in their ass and lick it without falling back but was slowly losing the battle.

She turned around and pulled my face into her pussy. I could now tell by taste that this was Kim, and kept my tongue busy as she pulled me into her. My legs were tiring, and I slowly dropped deeper onto the dildo. As Kim started to cum, she pushed me down onto the dildo as the clamps pulled off with a short burst of pain. Judy laughed a little bit as the dildo completed full penetration, but Kim was too busy coming for either of us to notice as she gripped my head in both hands covering my face with her juices.

Kim climbed down, and I was left impaled on the dildo as they walked out of the room. A few moments later, Judy came back in, grabbed my hand, and lead me into another room. She gave me a glass of water, and, after I finished it, pushed me backwards onto a bed, and then tied my cuffs behind me to the head of the bed. My legs were pushed back and ankles secured such that I was on my back with my legs spread open and tied with my knees pulled back as well, leaving me fully exposed for their whims. Judy inserted a plug into my ass, which I quickly realized was inflatable as she filled it with a few pumps and turned on its vibration before heading out of the bedroom herself.

I heard them talking in the next room and laughing, and the occasional clink of ice. After around 30 minutes, I heard them both come in the room and climb on the bed. Not surprisingly, one quickly straddled my face, spread their cheeks, and had me begin to tongue their ass. I felt both their mouths on me -- one giving me a slow blowjob while the other playing with the plug and licking my balls. The plug deflated and came out, as Kim moved between my legs with a strapon. Judy repositioned herself so that her pussy was on my tongue (and did her best to spread her juices all over me). Without much fanfare, Kim thrust forward and filled me, stroking in and out as Judy continued to suck on me and spread my cheeks.

They both kept a slow pace initially, but as the vibrator began to do it's magic on Kim and my tongue was doing it's job on Judy, they both picked up the pace until Kim was slamming the strapon into me with her thighs hitting my cheeks, and Judy rubbing herself all over my face as she blew me and stroked me. It didn't take long before all three of us were coming.

As they finished, they both climbed off the bed, loosened the restraints, and said I was free to head home and wait for their calls again.