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Ann To The Rescue

Ann To The Rescue

by trngpet77
19 min read
4.71 (28700 views)
adultfiction

I was trying not to panic. I told myself there was nothing I could do. I would just have to lay there another thirty minutes. The panic and anxiety I was feeling was not going to change my situation. In thirty minutes Ann would arrive. When I didn't respond to her knock, she would let herself in and then she would find me. I would have a lot of explaining to do but I would be free.

This had been the plan.Β A plan I had hoped would never be implemented. In spite of those hopes, deep down, I knew it was possible, maybe even inevitable. The thing was, Ann didn't know about the plan. She had no idea she was my safety net.

As a teenager I discovered bondage. I became fascinated by it. It provided an excitement that I couldn't explain. Being afraid to confess my fascination to anyone, it evolved into an obsession with self bondage. I started simply but quickly expanded to the point where I had a small collection of restraints and devices, including butt plugs, dildos, chastity devices and time locks.

Now in my early twenties, I had my own place. It was just a small one bedroom apartment but it afforded me the ability to indulge in my kink any time I had the urge. Being alone as I was, I learned early on that safety considerations were essential. Self bondage is not the safest of endeavors and if something were to go wrong there was, by definition, nobody there to help. That's where Ann came in. She was my safety net. As my self-bondage sessions advanced and became more elaborate, I made sure to have Ann scheduled to visit before I considered a session.

Ann and I had been friends since high school and while she doesn't know about my kinks (although she's about to find out) I decided that if there was anyone I could confide in, it would be her.

We met our first year of high school in band class. We both clarinet and quickly became friends. Close friends, I thought. Close though we were, we never actually dated. It wasn't from lack of effort on my part. I asked her out several times. Her response was always the same.

"Nope, not my type," she'd say.

She did indeed have a type and I saw enough to know that I wasn't it. I watched her go through more than a few boyfriends throughout high school and beyond. All were taller and bigger than I was. More the jockish types. Not that I was all that small but I guess in her eyes, I didn't measure up, physically. She had girl friends she hung out with too, but we always seemed to spend a good amount of time together.

High school ended four years ago but we were still as close as ever. We hung out often, especially when she was between boyfriends. Today, a Saturday, was to be one of those days. I was just waiting for her to arrive and I was a sight she wouldn't be expecting. Naked, except for the chastity cage I was wearing. I was bent over the back of my bed. Legs spread and secured at the ankles to the bottom bedposts. My arms were stretched up over my head. There were handcuffs on my wrists. A piece of rope ran from the cuffs to the headboard, securing them in place. In addition to the restraints I had a ball gag in my mouth and a vibrating plug in my ass.

My laptop was open against the headboard and had been playing a pre-programmed list of videos that depicted scenes similar to my current predicament. The one major difference between the two was that the videos had women present who were teasing, spanking, pegging and otherwise tormenting their restrained male submissives. The videos combined with the vibrating plug were enough to keep me excited and on edge while the chastity cage ensured I was unable to get enough friction from humping the edge of the bed to cum.

My problem at this point was my inability to release myself. There was a key to the handcuffs within easy reach. At least it had been. The key had been in a box that was secured with a time lock. The one hour timer had expired and the lock had sprung open. The problem occurred when I attempted to remove the key. Somehow, I had fumbled it. The box rolled to the side and the key had been thrown out onto the bed, just out of reach. Try as I might, I couldn't get a finger on it. After struggling for a bit, I had finally managed to knock the key off the bed and onto the floor. Now, with absolutely no chance of retrieving it, I had resigned myself to waiting for Ann to arrive.

Ann was always prompt and I had conditioned her over time to let herself in whenever she came over. It had been a relatively easy thing to do after I had moved into my own place. Every so often, when she was coming over, I would leave before her arrival and then come back after I knew she was there. Never more than five minutes or so but that was enough. She'd text, asking where I was and I'd say I was almost there, running late. I'd leave the door unlocked and tell her to just go in. After a while, she just started letting herself in when I didn't answer her knocks, even when I was there. So today I was fairly certain she would do that. I was also sure she would quickly find me and release me from my restraints.

It was now about fifteen minutes before she was due to arrive. The videos were still playing. The current one depicted a male tied down over a table having his ass spanked with a paddle by a mostly naked woman. I say mostly because she had a seven or eight inch strap-on hanging down between her legs. Having watched this video many time before, I was certain it would still be playing when Ann arrived. Even with that thought, my anxiety over my situation had mostly abated. I was resigned to being discovered as I was. I was now mostly concentrating on the video again. As I watched, the woman had stopped paddling the man's ass.Β  She was running her hand over the bright, red skin, commenting on how warm and red it was. I wanted to be the man in the video. My own ass, red and warm from such a thrashing.

Happy with her work so far, the woman grabbed a bottle of lube.Β  Pouring some on the man's ass, she used her hand and fingers to work it in and around the ass that she would soon be fucking. My ass tingled with the vibration of the plug. My cock was hard inside the chastity cage as I awaited the moment of penetration.

The woman on the screen had just begun applying lube to the fake cock that hung down in front of her when I heard the knock on the door. Panic hit me again. In spite of the fact that I had resigned myself to being discovered, my anxiety rose with the inevitability of it. The video was forgotten as my attention was drawn to my open bedroom doorway. I stared at it, waiting for Ann to appear.

I'm sure I was a sight. I could feel my heart pounding through my chest and my cock straining against the confines of the cage. I heard the front door close. I was sure she was inside. She called out my name but with the gag, I wasn't able to respond. How long, I wondered, before she wandered down the hall to my room. Then the thought occurred to me, "Why would she come down the hall?" The obvious answer was that she wouldn't. I hadn't responded to her call so she'd just plop herself down on the couch and wait for me to show up. Then I heard the television come on and I realized that she wasn't going to come looking for me. I was stuck and she had no idea. What if she got tired of waiting and just left. She'd text first but I wouldn't be able to answer. What I had thought was a perfect plan was starting to unravel. Panic set in again for a whole new reason.

I still had a chance. I started to call out to her. The problem was that the ball gag muffled my voice. Even to me it wasn't very loud and she was in another room with the television on. I had little choice. I kept calling.

Several minutes passed. My mouth was getting dry and my voice getting hoarse. I was beginning to think she would never hear me.Β Then the television changed. Had she turned down the volume? Had she heard me? I started yelling with renewed enthusiasm.

The television went silent. Maybe she had heard me. Either that or she had given up and was leaving. I could hear movement. She was coming down the hall. I could hear her footsteps. Nervousness kicked in again. She appeared in the doorway and upon seeing me, stopped dead in her tracks.

"Oh, my,,,," she stopped mid sentence.

She stared with mouth agape, frozen in place. I suppose she was processing the scene before her. It seemed like an eternity before she moved again. Suddenly, a big smile appeared on her face. Then she started to laugh. She quickly brought her hand up to cover her mouth in an attempt to conceal her amusement. I turned my head away, now too embarrassed to face her.Β  Staying in the doorway, she called my name.

"Greg."

I didn't move. Not that I could but I kept my head straight, staring at the headboard. The headboard and my laptop, which was still playing the video. Only now, the woman on the screen was pegging her subject with long, deep strokes.

Ann called out my name again, louder and more emphatically.

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"Greg,,,, Greg,,,, look at me, Greg."

Slowly, I turned my head. I could feel the tears begin to well up in my eyes. Ann saw this too and she immediately crossed over to the bed to be next to me.

"Oh Greg," she said in a more comforting tone. "It's okay. It'll be alright. Let me get you untied."

She took hold of my hands, looking at the handcuffs and rope. Realizing how I was secured, she asked me where the key was. I answered as best I could with the ball gag still in my mouth. What came out was garbled at best.

She moved her hands to my head, moving it around as she inspected the straps holding the gag in place. Then she reached behind me and unbuckled it. It fell from my mouth. My jaw was stiff and sore. I had been wearing it, wearing everything, for over an hour now. More than half an hour longer than I had planned.

With my mouth free, I was able to tell Ann where the key was. She picked it up and held it in her hand. As she looked at it, she seemed deep in thought. I pleaded with her to unlock me. She seemed not to hear me, so I asked a second time. As if snapped out of a dream, she looked at me and said, "What?" Again, I asked her to release me. She smiled with an evil grin. I think she realized her position and mine.

"Ah, No."

"I think I've changed my mind about that. We'll keep you where you are for the moment. You've got a bit of explaining to do first."

"Please," I begged.

"Nope," she said, matter of factly. "Not until I get some answers. You can start by telling me how you came to be tied up like this."

I was silent. I didn't know what to say. I mean, I did but I didn't know how to say it. Ann could sense my hesitation.

"I've got all day. And clearly, you're not going anywhere," she said, laughing.

I stuttered a bit at the beginning but eventually started talking. I told her I had locked myself up and explained how that worked and about the time lock. Then I told her about mishandling the key and being stuck until she showed up. I even explained how she was my safety net in case something went wrong, as it had today.

After my explanation, Ann said nothing. I asked her again to unlock me but she remained silent and didn't move. I started to beg. She raised her hand up and shushed me, threatening to put the gag back in place. Immediately I stopped. I was still tied and at her mercy. The plug was still vibrating in my ass and I started to wonder how long the charge would last. Thankfully, the last video had ended so there was nothing on the screen. I had no real choice but to do as she said. I was lost in my own head, contemplating my situation when Ann spoke again, bringing me back to reality.

"So let's see what all is going on here," she said as she stood up and walked around behind me. I tried to follow her with my eyes but could only turn my head so far. I could feel her eyes upon me, taking everything in.

With command in her voice, she said, "Eyes front."

I turned my head and stared at the headboard of the bed. I jumped slightly as I felt her fingertips brush across my ass. Her touch was causing my dick to stir. It started to get hard inside the cage. Her hand stopped when it made contact the plug. She pressed on it lightly and a moan escaped my lips.

"You naughty boy. Like having your ass filled, I see. And a vibrating one at that."

She grabbed and wiggled the plug some more, causing me to moan again. Then she withdrew her hand and without warning, slapped my ass. It was a stinging blow that again caused me to flinch and yelp. She spanked me three more times with some fairly hard blows before stopping.

"I'm betting you like that too, don't you. Let's see how hard you are," she said as her hand went between my legs. I could feel her fingers as they moved over my balls. As she came into contact with the cage, they abruptly stopped. She didn't move for a moment but then she started to feel around. I couldn't see but I'm sure she bent down to see as well.

"And what do we have here," she said, fingering it as she spoke. "You're just full of all kinds of surprises today."

I remained silent, except for my breathing, which was getting heavier with my increased excitement. My cock was straining inside the cage as Ann caressed and fondle it. I moaned loudly in disappointment when she pulled her hand away.

"Where are the keys to that thing," she asked as she lightly tapped my balls. Keys. She clearly knew about this stuff. She slapped my ass again, hard. Again, I let out a yelp.

"I said, Where, Are, The keys."

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Her tone was becoming more commanding. The keys were in the bottom drawer of my dresser. I was only hesitant to say so because of the other items that were also there. Underneath a couple of old t-shirts were other toys. There was another butt plug, two dildos, two other chastity devices and some other restraints. Her hand came down hard on my ass again.

"Do not make me ask you again."

Hesitantly, I told her where to look. I dared not move my head but I was able to see her out of the corner of my eye as she knelt down and opened the drawer. I could hear her, more than see her, as she rummaged through the things she found there.

"Look over here," she said, holding up a set of keys. "Are these the keys to the one you're wearing?"

I nodded and said, "Yes."

"I do hope you're smart enough not to lie to me," she added.

Again I nodded and said, "Yes."

"Then tell me the truth, have you actually had this thing up your butt."

Now she was holding the bigger of the two dildos. It really wasn't all that big really. It was seven inches long and fairly slender but was shaped like a real cock, with a head, balls and veins running down its length.

"No," I said. That was the truth. I had played with it some but I had never put it in.

"Really," she said as if doubting me. "Never. Never even tried."

Reluctantly, I told her that I had played with it some but that was all. I added that it had been a recent purchase so I hadn't used it much.

"Perhaps you just haven't tried hard enough. Maybe some incentives would help you."

I didn't respond. My mind envisioned Ann behind me forcing the dildo into my ass.

"How about your mouth," she said, snapping me back to reality.

You wouldn't think I could be any more embarrassed but here I was, too embarrassed to admit that I had indeed sucked that fake cock. I turned my head away from her in my embarrassment and in an almost inaudible voice said, "Yes."Β I stared straight ahead, no longer able to look at Ann. Yet in spite of my overwhelming embarrassment, I was very aroused. I was keenly aware of the fact that my cock was as hard as it could be given the confines of the cage. I could also feel my heart pounding in my chest and my mouth had gone dry.

I felt the bed move and saw Ann climbing on in front of me. She was naked. "When had she removed her clothes," I thought. In her hand she held the dildo. On her face was a big smile. She sat down in front of me, scooted down and laid her legs over my shoulders. I was staring directly into her pussy which was less than a foot away. I could feel the heels of her feet on my back. Her pussy was clean shaven except for a small patch on top. My mouth began to water as I looked at it. She held the dildo by the balls and pressed the head to my lips.

"Suck," she said, pressing it forward. My lips parted and I took the head in. Ann pressed harder but after taking only about two and a half inches I began to gag. She was considerate and pulled back a little. When I recovered, she moved it forward until I was gagging again. This process repeated several times but I don't think I ever got more than two inches or so in my mouth. Finally, she removed the dildo from my mouth saying, "You'll need to work on that. You should be able take all of it for me."

With that she turned the dildo around in her hand and touched the head to the lips of her pussy. Slowly she moved the head up and down her lips. As it moved, the lips of her pussy spread more and more with each pass until finally the head disappeared. At that moment she gasped and froze. I was staring intently at the scene unfolding just inches in front of me. I didn't even realize until that moment that I was pressing my pelvis into the mattress in a vain attempt to get some stimulation to my caged cock.

Ann's hand started moving again and the dildo began to disappear inside her. She continued to press it inward until the entire length disappeared. Then she slowly withdrew it until only the head was inside her. I ground my hips into the mattress as I watched her move the dildo in and out. With each stroke her speed of movement increased. I could hear her breathing becoming more labored and ragged. She continued pistoning it in and out until it was virtually a blur in front of my eyes. Then she suddenly grabbed the dildo by both hands and rammed it as deeply as she could and held it in place as her body stiffened and shook. She squealed and screamed loudly as she came, holding the fake cock deep within her.

Her body went limp and she relaxed her grip on the dildo. It slid partially out but about half remained inside her. I noticed a significant wet spot on the bed as I continued to stare at the vision before me. I could hear her breathing but moments passed without her moving.

When she finally recovered, she pulled the dildo out and turned the head towards me again and pressed it to my lips.Β  She didn't say a word. She didn't need to. I opened my mouth voluntarily and took the head in. I swirled my tongue over and around, trying to get as much of her juices as I could. Ann pulled it out and I was momentarily disappointed until she turned it sideways to that I could lick around the lower end and base.

When Ann was satisfied that I had cleaned the dildo completely, she tossed it to the side and climbed off the bed. I watched as best I could as she dressed. When she was finished, she put the handcuff key in my hand and kissed me on the cheek.

"Unlock yourself and clean up," she said. She held out the chastity keys and gave them a jiggle. "I'll be keeping these."

She watched me unlock one hand, then walked out. I heard the front door open and close. I finished unlocking myself and removed the other restraints. As I rose off the bed, I noticed the mess I had made. Somewhere along the line, I had cum without even realizing it. As I cleaned up and put things away, I wondered what lay in store. My relationship with Ann had been permanently altered. We had both revealed some things to each other and I was looking forward to the possibilities for the future.

to be continued??

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