Ann To The Rescue Pt 02

My life had changed. Ann, my closest and best friend, had found me. Doesn't sound like much until you consider that at the time of that discovery I was tied down, bent over the back of my bed, naked except for the chastity cage I was wearing, the butt plug in my ass and ball gag in my mouth. It had been a humiliating experience. It had also been one of the most exciting and exhilarating experiences of my young life.

Unknown to her, she had been my safety net. The person I relied on to to save me in the event there was a problem during one of my self bondage sessions. That's what happened yesterday. I had fumbled the key and was unable to unlock myself. So I had waited for Ann to arrive, discover me and release me. Not as smoothly as I had imagined but that is basically what happened.

Much to my delight, Ann's reaction upon finding me could not have been much better. Once she got over the initial shock of what she was seeing, she really seemed to enjoy herself. Even masturbated right before my eyes prior to unlocking me. After she left, I was certain that we had only started on a journey that would make both of us very happy and bring us much closer together. I had always dreamed of a sexual relationship with Ann. Perhaps now it would finally become a reality. Time would tell.

I had questions. Such as, when would I be getting back the keys to the chastity cage I was wearing. Ann had taken them with her when she left. I hadn't objected at time but I wasn't accustomed to any sort of long term wear. The truth was that I rarely wore one for more than a few hours at a time and almost never overnight. Not being able to remove it had made for a slightly uncomfortable and somewhat sleepless night. I was up early.

The new morning brought the internal debate of calling Ann or waiting for her to contact me. I decided to wait a bit. Turns out I didn't have to wait long. Ann texted just after nine saying she was on her way. She said we needed to talk. I wasn't sure what that meant and my mind imagined all sorts of scenarios. Some good but some disastrous. Fifteen minutes later she walked through the front door.

"Good morning, chastity boy. Did you sleep well?"

She had a big smile on her face. I could feel my face go red with embarrassment at her calling me "chastity boy". I could also feel my excitement growing inside the cage and I realized dooms day scenarios were out the window.

"We are going to have a long, serious talk," she said, completely ignoring the fact that I hadn't responded to her first question.

"But first, I need you in the right frame of mind. Not all sexually frustrated and excited. As you are now, you'd probably agree to just about anything 'cause I bet your little dick is just bursting at the seams in that cage."

I stood there staring blankly at Ann. She was correct in all her assumptions. My desire to be released by her made it likely that I would agree to anything and everything she might suggest. She was in control. We both knew it. I just tried my best not to look too eager or foolish.

"Are you even hearing me," she asked, sounding somewhat annoyed.

I hadn't spoken and I suppose Ann was beginning to wonder if I was in some sort of a trance or something. I nodded and started to stammer a response but she cut me off.

"Ok, so long as you're hearing me," she said chuckling. "We're probably better off if you stay quiet and just follow directions for now anyway. At least until we get your head clear."

I nodded in agreement and kept my mouth shut. Whatever she had in mind, I was all for, especially if it meant unlocking me. I watched as she stuck her hand into her pants pocket and fished out the keys to my chastity cage.

"Drop your pants and underwear," she said, giggling the keys.

I couldn't get them down fast enough. I pulled them both down in one fell swoop, exposing myself to her without hesitation. My cock stuck out as much as it could, bulging and straining against the confines of the cage. Ann smiled and giggled at my excitement. She told me to sit on the edge of the couch and as I did, she got down on her knees in front of me.

"Somebody seems awfully happy to see me," she said as she reached out with her free hand. Her fingers danced over and around the cage and my exposed balls.

"Or is it these you're happy to see," she teased while giggling the keys some more.

In my head I was begging and pleading with her to unlock me. Outwardly, I was silent. My heart was pounding so hard I could hear it in my ears and I was certain Ann could hear it too. I was sure it would burst through my chest at any moment.

"Take off your shirt, too. I want you completely naked for this," she said.

As I pulled my shirt off over my head, Ann leaned forward and inserted one of the keys into the lock. With a simple twist, it popped open. She pulled the key out and returned them to her pocket before removing the lock. When she did, the cage was pushed forward by my straining cock, which was now allowed to grow to its full length.

I stared down at Ann while she stared at my cock, which bobbed in front of her face. Neither of us moved for what seemed like an eternity. Finally, Ann sat back on her heels, pulling the cage off as she did. She set it and the lock down at her side.

"Well that is a pleasant surprise," she said with a grin. "It's bigger than I thought."

Now don't get any wild ideas. I'm no John Holmes but I can honestly say I'm a full six inches when hard. Maybe more on this day, considering how excited I was.

Ann wrapped her hand around my cock and started running it up and down the shaft, slowly. Her hand was very loose and barely touching me as she moved it. I resisted the urge to push my hips forward. I knew she was intentionally teasing me but it still felt wonderful. Without thinking, I closed my eyes and fell backwards into the couch. I didn't see her lean forward and didn't realize what she was doing until I felt her tongue touch the head of my cock. I may have jumped a little at the touch. I know my eyes popped wide open. When I looked down, she already had over half of my cock in her mouth.

She held the base of it in her hand as she began bobbing her head up and down. I hadn't been the recipient of many blowjobs but it was evident that Ann was quite practiced at it. She took almost the entire length into her mouth several times as she took her time working her way up and down its length. Her slow, deliberate process was having the desired affect. It wasn't long before I felt that building sensation and warned Ann that I was getting close to cumming. If she heard me, she ignored my warning and continued sliding her mouth up and down my shaft.

I didn't want it to end and tried to hold off as long as I could. All too soon I found myself at the point of no return and I exploded. Ann stopped moving but kept her lips tightly wrapped around my cock. She held me there as I released shot after shot into her mouth. Even after I was spent, she continued to hold me in her warm mouth and stroke my shaft. I could feel her tongue moving about as she used her hand to milk the last drops out of me.

As my cock softened, Ann pulled back and let it slide from her lips. She looked up, smiling and licking her lips as she did. She got up off the floor, pulling me up with her. We stood just inches apart until she leaned in and our lips met. I could immediately feel her tongue pressing forward and willingly allowed it into my mouth. As our tongues danced I could taste the remnants of my load. It wasn't the first time I had done that.

Eventually she pulled away and told me to get dressed. As I was doing so she commented on my willingness to kiss her after having just cum in her mouth, saying most of the guys she knew wouldn't let her do that. When I didn't respond right away, she quickly followed up by asking if I had tasted my own cum before. Sheepishly, I admitted that I had.

Once I was dressed, we sat down together and had a long conversation. We discussed just about everything. Kinks, fantasies, experiences, likes, dislikes and more. Her assumption about my state of mind had been correct as I was in a much better position to have this rational conversation after having cum. We both shared a lot. In the end it seemed that we no longer had any secrets between us, sexually speaking, at least. It was very obvious to both of us that our relationship would be quite different going forward.

Eventually, Ann said she was starving and suggested we go get something to eat. It was only then that I realized we had been talking for almost three hours. We had covered a lot of ground and we both had a lot of new information to process.

We walked toward the door to leave and Ann paused. She pointed to the cage, which was still laying on the floor with the lock.

"Want to put it on for me."

It was the way she said it. Not a demand but not a question either. It didn't make any difference. We both knew I would put it on. Among the many other things, our discussion had made it very clear that I was a submissive and was very willing to be her submissive. I walked over and picked it up. As I pulled down my pants to put it on, the question in my head was 'how long this time'.

Ann watched as I struggled to get the cage on. My growing erection made it difficult and I could see her trying not to laugh at my efforts. Eventually, I managed to get the cage on and everything secure. I pulled my pants back up and off we went.

We went to a local place I frequent and had a nice quiet meal. The conversation was more mundane. Mostly about work, schedules and such. One thing became clear as we talked. Our schedules were such that we might not get to see each other during the week. Weekends would provide ample opportunity but weekdays would be few, if any. I'm not sure why I never realized this before but I hadn't.

Suddenly, it occurred to me that I could be locked up for five or six days straight unless Ann returned the keys to me before we parted. This would be a new experience for me. I had told her about my prior chastity usage. The longest time I had spent caged and that I rarely slept with it on. She had to know that it would be a struggle for me to go that long. In my head, I was fairly confident that I could do it. I just never had. Sleep might be a struggle but having to go that long without cumming seemed a greater challenge. I masturbated fairly often.

It was still relatively early when we made it back to my place. As soon as we got inside the door, Ann quickly went into dominant mode. She told me to go into the bedroom, strip down and get on the bed. I followed her instructions and waited, wondering what she had planned.

Ann appeared a few minutes later, wearing only her panties and carrying a large glass of water. She set the glass down on the bedside table and went over to the dresser. She went into the bottom drawer where I kept my assortment of toys and restraints. Her body blocked my view as to what she was getting but I didn't need to wonder very long. She stood up and turned around with a few straps in her hands. She didn't speak but as she moved around the bed, I offered up my hands and feet willingly. In no time at all, I was secured, spread eagle on the bed. My cock bulged through the bars of the cage, showing my excitement. In my mind I was begging Ann to unlock me and fuck me.

Satisfied that I was secure, Ann stood at the foot of the bed and we stared into each other's eyes. As she stared at me, I watched her hook her thumbs inside the waistband of her panties. She bent at the waist as she pulled them down, never losing eye contact. Being able to raise my head only slightly, I couldn't see much of the show she seemed to be putting on for me. When her hands came up, she leaned forward and climbed up onto the bed. She crawled all the way up until she was laying next to me on her side. She put her top leg over mine, allowing her thigh to come in contact with the cage. I could feel the warmth of her pussy against my hip. She layed her head on my shoulder and her hand found my caged cock.

"I know what you're thinking," she said, barely above a whisper. "But I'm not unlocking you."

I started breathing heavily. Disappointed as I was at her statement, I was also very excited. Ann was running her hand over and around the cage and it had my cock straining.

"I do have something for you, though, and I'm sure you'll like it."

Ann rolled up on top of me, laying her chest upon mine. I could feel her tits pressing into me as our lips met. As we kissed, I was sure I could feel the heat and moisture of her pussy on my belly, just above the cage. I tried to raise my hips in a vain attempt to press into her as much as I could. She broke our kiss and pushed herself up so that she was sitting on me. We were staring at each other. Ann had a big smile on her face. She was clearly enjoying herself and the control she had.

"I know you want to fuck me." She paused and wiggled her ass on the cage. I tried to press into her with little to no success.

"And you will," she continued. "I promise. But not today."

She started rubbing herself on my caged cock. The dampness that I thought I felt told me that Ann was as excited as I was.

"Yesterday, you got to see my pussy. Today, you get to taste it. I want to find out how good you are with your tongue."

With that, she spun around and lowered herself onto my face. I immediately raised my head as much as I could and ran my tongue across her pussy. Not being able to move very much, Ann helped by moving her hips back and forth as I did my best to keep my tongue in contact with her. Her head was down, close to my cock. I could hear her softly moaning as I pleasure her. I could feel her breath on my caged cock. It strained against the confines, wanting desperately to be touched.

I felt her hand. First on my thigh, then on the cage and my balls. She held my balls, enclosing them in her hand, squeezing them. Lightly at first, then progressively harder. She wasn't moving very much now and the less she moved her hips, the harder she squeezed my balls. I tried my best to reach her clit with my tongue. Her moans were getting louder and more constant as I flicked my tongue across her most sensitive spot.

She went stiff and her thighs began to tremble. I struggled to breathe as she pushed herself into my face. She ground herself into my mouth and nose as she came hard. She dug her nails into my flesh as she squeezed my thighs. As painful as that was, I was thankful it wasn't my balls. Breathing was beginning to be a struggle when she finally went limp and her thighs released my face. I gasped for air while Ann lay on top of me, not moving.

She seemed to take quite a while to recover. I was pleased with myself, seemingly having performed very well. We lay there together, neither of us moving for a bit. Not that I could. I was still tied to the bed. Eventually, she did reach for my bonds and started releasing me. After undoing all four, she curled up next to me and we cuddled up on the bed for a while.

Ann got up first and drank from the glass of water. After satisfying her thirst, she handed it to me. As I drank, she asked me if I had any tape. We both dressed and I brought her what I had, a roll of duct tape. She took the chastity keys from her pocket and took one off the ring. Then she tore off a piece of tape and wrapped it around the key, enclosing it completely. She asked for a pen and used that to write on both sides of the taped up key. When she was done, she handed it to me.

"This is for emergencies only," she said. "Keep it with you and only use it if you really have to."

I walked her to the door and we embraced.

"I'll be in touch through we probably won't get to see each other til next weekend," she said, confirming what I already suspected.

Then she ran her hand over the cage and my cock began to grow hard.

"Hope you have a fun and frustrating week," she said, giggling. "Think about how nice it's gonna feel out of the cage and inside of me."

My mind immediately went to that image and if it's possible, my cock filled the cage even more.

As she walked away, she said, "No guarantees, by the way. We'll just have to see how good you behave."

I shut the door, knowing it was going to be a long week. I also made myself a promise. Do my absolute best to ensure that my ultimate dream would come true.