A Complicated Situation Ch. 06

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Tom's weekend with Amanda and Teresa.
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Part 6 of the 6 part series

Updated 01/23/2024
Created 12/17/2023
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A complicated situation part 6 -- First weekend together

I got up a little after 6:30AM. I had the feeling that sleeping in would be a thing of the past, especially when I knew I had to be somewhere relatively early. I had set my alarm for 7AM, but I woke up because of the cage and it was not worth drifting off to sleep again.

I showered and got dressed. I was too late for the lockbox to open, but I tried anyhow. It did not work. I went to get my laundry in since I had a bit of time and did not want to forget like last week. By the time I had the machine going I heard my phone ping.

The text was from Amanda, and she had noticed my attempt to open the lockbox. It read, "Really? Trying to escape my clutches already? Maybe you should bring that box back over here when you come by." There was a thinking emoji that accompanied that.

I chuckled and went to make a coffee. While I sipped it, I thought about Amanda's text. I came to the conclusion that it was a trap. If I didn't bring it over now, she would send me back to get it, and probably add more time before I could cum. If I bring it over, maybe she will decide to keep it, and I will have to beg or agree to be pegged or something to get it back. Heck the penalty for not bringing it might be pegging. I should not have tried to open that box this morning. Damn.

At one minute to 8 I left my apartment with the lockbox, figuring that, when dealing with Amanda, complying with a 'maybe' was probably always better than making an assumption that she was not serious.

Teresa was in the hallway just coming up to Amanda's door as I came out. "Good morning!" she said as she came in to kiss me. Moments later we walked into Amanda's apartment, knocking as I opened the door.

She was coming towards the door as we came in, obviously expecting us to be punctual. She came in close and kissed me, then turned and did the same with Teresa. They looked more comfortable and intimate greeting each other that way than they did earlier in the week. The thought that passed through my mind was that Amanda was trying to behave exactly the same way towards both the people that she controlled, so as not to show favoritism.

"I have a pot of coffee ready." She said, "Come join me." She did pause to take the lockbox from me without a word. Then she walked towards the couch. I noticed that one of the dinette table chairs had appeared by the couch and the coffee table had been moved. I glanced over, and there were three chairs by the table, so this must be the one from the bedroom. I wondered what new thing this meant.

"Okay, before you sit, please both of you strip." She said. "Tom, you have that chair when you are done." As she pointed at the chair.

As we had before, Teresa and I faced each other and stripped. I can only imagine her enjoyment from it, but watching her strip was always a pleasure, and a better pleasure than with the old chastity cage.

After my clothes were folded and put on the couch, I followed instructions and sat naked in the chair.

Amanda came back into the room with the tray of cuffs and collars, sat in her chair as Teresa sat on the couch nearby. Amanda used her phone to unlock the box and pulled out the key to my chastity cage. She handed the key across to Teresa and said, "Once you have your cuffs and collar on, you get to unlock Tom's cage." That put a grin and a twinkle in Theresa's eyes. She reached into the tray to take the collar with the studs and proceeded to get herself appropriately attired. I did the same with the remaining gear.

Amanda then locked us in place. The only change she made was for me. She made sure that the ring of the collar through which she put the chain was at the back of my neck. This left my hands hanging around my ears rather than dangling under my chin. While she finished locking me up, Teresa started to unlocked my chastity device, removed the tube from by cock, and struggled to get the base ring off. She finally did, but the collateral squeezing and pinching she did to my cock and balls was worse than what she had done last Sunday.

Once we were done Teresa was kneeling in front of me, my cock standing straight up like it had enjoyed that rough treatment, and we looked over at Amanda.

She was smiling and said, "So I thought I would cook breakfast for us this morning, and will start in a few minutes, but I would not want either of you getting bored, so I have a planned activity for you two. Teresa, face Tom's cock." Teresa turned her head and shifted a bit so that her face was close to my cock. I widened my legs a bit so as not to interfere with her. She did not look at me, just at my cock and I felt like she had stopped thinking of my as anything but a task for Amanda.

"Good," Amanda said, "Now the rules. No touching his shaft with lip, tongue or hand. I would say don't even breath on it, but I don't know if that is possible. You can play with his balls all you want, in whatever way you want. Now look at the spot on his cock where the head starts, where that crease starts. You are going to lick that spot once a second. You can go slower, but you cannot go faster. If he starts getting a build up of precum leaking out, you can purse your lips and suck on the whole head to clean it up, then go back to your licking task. Understand?" At that Teresa nodded, her focus completely on that spot on my cock.

"Then begin!" Amanda instructed. As the first flicks of Teresa's tongue on that spot started sending tingles down my spine I heard, "Tom? Your task is to not cum. I am not sure if you could with this, but I am just reminding you. If you get too close you can say stop, and Teresa will stop!" Teresa's licking continued, and the sensations were sending chills and goose bumps all over me now. I nodded to Amanda to indicate I understood.

Teresa just licked. Lick. Lick. Lick. At one point, who knows how long into this exercise, my cock twitched. Teresa took this at a cue to start holding my balls at that point. At first, she was just holding them, not squeezing too hard, and continued a steady pace of licking. At one point she pulled on my balls, and that made my cock lower and instead of licking, her lips sealed around my cock head and her tongue played and poked into the hole at the top as she sucked hard. It felt electric, it felt amazing, but I wanted so much more. I wanted her entire mouth travelling down my shaft and feeling all of it. When I moaned all Teresa did was squeeze my balls harder, not letting me think I could do something I shouldn't. She then went back to her licking.

Amanda was quietly and calming watching this, entertained and happy about her plan coming together.

At some point she got up, and headed to the kitchen and that was my last awareness of her until she came over to tell us breakfast was ready. While she was gone Teresa continued her torment. She did change it up a bit. There was a period where she would pull on my balls, so my cock head came to her tongue instead of her tongue coming to that spot. For a time, she squeezed my balls as she licked, and a time where she looped her fingers behind my balls and somehow was doing a pulling squeeze on my balls. I did a lot of moaning and groaning as Teresa worked on me, but Amanda had been right, I did not get close to an orgasm. I am not sure I would have remembered what I was supposed to do if I had got close, I was so distracted by the sensation and need.

"Time to stop and clean up." Amanda said as she came over to unlock the chains. "Breakfast is ready."

Naked, cuffed and collared, Teresa and I sat on either side of Amanda while we ate a wonderful breakfast. I was starving, and it was a good distraction from the incredible need that I had building up inside my balls.

"How was that little exercise?" Amanda asked the both of us.

Teresa was the first to answer, "It was fun! Can we do it again?" She was looking at me as she said that, smiling eagerly! Amanda seemed to be energizing Teresa's natural teasing talents.

I told them both how wonderful it felt at times, and how frustrating it was. The most frustrating part was that growing and desperate need to feel touching, pressure, stroking, anything on my cock while the teasing was happening. I ended my description with a question that was probably a mistake to ask at that point. "Amanda, why can't I just cum?"

Teresa made a big smirking surprised face when I asked the question and sat back to be entertained by Amanda's response.

Amanda looked at me considering her thoughts for a moment, then reached out and put her hand on my wrist. "I hope you understand that you can always ask to cum, and if I don't have a plan in mind, or a restriction in place for you, I will consider your request. I actually encourage you to ask, because it helps me feel more in control, and sometimes I might get such a thrill from the request that I will grant it. Just don't do it too often because you won't like to see me irritated."

"Now," she continued, "there is a restriction that is currently in place." She looked over and smiled at Teresa, "Our sweet little Teresa gets to cum before you because you lost at euchre last night. We want to make sure she is really ready for it and the sweet build up to the first orgasm I let her have, is something to remember. You are helping with that, and though it may be frustrating for you, making our sweet Teresa happy is worth it, isn't it?" I nodded at that without much thought, because I was in full agreement that hot, 'sweet' Teresa deserved to be made happy. It did not really give me the answer I was looking for, but Amanda wasn't done answering me yet either.

"In case you have missed it," She continued, "having this control over you makes me incredibly horny, and makes me so very happy, and I would think that is some compensation for the frustration you feel. There are two other reasons for delaying your orgasms though. One, men have a tendency to roll over and nap, or go off and play games or watch sports once they shoot their load. Making you horny and keeping you that way, keeps you engaged with us, and though you don't like the frustration I do think you are very much enjoying all three of us being focused on each other." She paused here to let that sink in, and she was not wrong. I loved being engaged with both of them, individually and together. The last week, other than working, I had not wanted to be anywhere else than with one of both of them.

She continued, and this answer was a hard one for me to get through, "Two, I think a bit of discipline in necessary for you. You have been living a lifestyle of always jerking off then isolating yourself. When you moved in two months ago both Teresa and I noticed you. There are few single men in this building. For my part I had hopes that you would talk to me more, engage, find out I was single and ask me out. I could feel your eyes on me when we passed in the hall, and I could tell you were interested, but no follow up. I blame the fact that you were likely always jerking off."

"Needing to cum is a great thing. It makes you horny and needy, and makes you go out to make a fool of yourself, if need be, to meet girls and try to get laid. If you had done that and jumped on the chance to make me a conquest, maybe my kinky side would have made me your submissive little slut by now, eager to suck you off whenever you needed, or be fucked in whichever hole pleased you. I could have been a good submissive thing and happily jumped into a three-some and made Teresa just as happy too with you in charge of us both." I let those images rattle around in my brain, and then rattle around some more. She was torturing me again.

"But that is not what happened. You were jerking off, and that sucked all the motivation out of you, but the desire was still there. You were so passive that it took one of us to pull you out. In one drunken moment I made a choice and you agreed, which triggered my power exchange, control freak side, and so now I am in charge and just want more of it. I recognize that you didn't have discipline which you really need, so I am helping with that. I am going to build up your energy and motivation for pursuing sex, but I am now in charge of focusing it where I want. It will feed my desire, and I am pretty sure your desire too. So I know you don't like the frustration, but it is part of what you need to accept." With that she let go of my wrist, sat back and gave me a bit of time to digest this.

I looked over at Teresa, who had gone from a gleeful 'oh-I-get-to-watch-him-get-in-trouble' look to thoughtful and nodding.

I took a deep breath. With my horny brain haze I could not really grasp all that Amanda had just said, but I would think about it as time went on. I did get and understand the last message that she had, that I have to accept not being in control of being able to cum. I expressed that response to Amanda and Teresa, and they both looked satisfied.

After a bit of a pause, Amanda turned to Teresa and said, "So last Thursday, while you were off playing volleyball, I started teaching our Tom a new skill." She had Teresa's full attention at that, while my brain went 'Uh-oh!' "Yes, I started teaching him how to edge. He still needs a lot of work to develop his skills, and I don't want him to push himself too much because an accident would be very bad right now. How about you help me by learning to supervise him while he edges?"

Teresa's response was far too much eagerness. I did notice that she did not ask what an edge was.

Amanda had me return to the chair I had been at earlier and proceeded to instruct me as she had on Thursday night. The sensation of my hand on my cock was very satisfying after the earlier Lick The Spot game, however it was awkward and a bit embarrassing to be stroking my cock in front of these two very attentive women. It got better when Amanda went to get the blindfold and covered my eyes.

I continued to stroke and edge as she directed and felt Amanda's finger scoop the precum off my cock, before she said she would go glean up after breakfast, leaving Teresa in charge. As she left I felt her hot breath on my ear, sending goosebumps down my neck. "Be good for Teresa but understand that if you cum without permission I will lock you in that cage for six months straight!" and then she was gone.

Teresa, of course, pushed my limits further than Amanda had, and with the threat that had just been made, I was very motivated to be cautious. That did not please Teresa, and she pushed harder for me to get closer to the edge. There was one moment there where I almost lost it, and Teresa gave me bit longer to relax before reaching over to collect the precum.

"Now that is what I am talking about," she said, "Look at how much more leaking you do when you get close enough to the edge. Mmmmm. That is where you should be all the time." Amanda said something that I did not quite catch, and I had to assume that Teresa gave her a non-verbal reply.

When I went back to stroking, I found my cock very sensitive. I barely started before I was so close again. Teresa gave instructions to lighten the grip and finally to just rub my fingers at the front of my cock. I could easily trigger that pleasurable sensation that builds up into an orgasm, and by stopping at the right point in time and getting a break, I could then go right back to it. It was very pleasurable, and I would almost call it addictive, but left me feeling oh so needy. As I was discovering this, Amanda came back and had me stop, and I felt very disappointed at that. Such a change for me since just Thursday.

I was surprised to find that Amanda had finished the dishes, had gone to shower and had changed in the time that Teresa had been having me edge. She told me to just sit there and breath, then turned to take off Teresa's cuffs and collar. Mine stayed on, and I recalled that Teresa was driving her brother to the airport. Had that much time passed already?

Teresa got dressed, while I just sat there breathing and relaxing, then came over to me, and at Amanda's direction, put my cage back on. It was a bit rough, as the removal had been, but she got it done. She then gave me a nice long kiss, said "This has been a fun morning!" and left the apartment.

Amanda put the wrist cuff chain back in place, ring at the front this time, dragged me off to the bedroom where I was to 'practice' the other skill I was learning. I spent most of that time with my head between her thighs, and based on her reactions, I was improving at least a little bit. Some of the time we spent cuddling, or trying to with that chain and all, until Amanda said it was time to start getting ready for the evening. We showered together, which meant I got free from bondage, but not the cage. It was a fun experience that was far too short. I liked Amanda's body, and for the first time was free to explore it all with my hands. It was also fantastic feeling her explore mine, and finding out how playful she liked to be.

I dried her off, another fun experience, then myself, my thoughts wandered to how I was feeling. I was still horny enough to burst but was more relaxed about it than I had been at breakfast. I was desperate but was accepting of my situation. Strange. Was it the edging that had changed that, or the fact that horny as I was, I was doing what I should be doing when horny. Playing with the beautiful body of a wonderful woman. I only had the brain power to ask the philosophical questions, I could not fathom the answers at this time.

Amanda had a meal planned for which I was once again her sous-chef. I was also running around doing chores, like washing the bedding, collecting, arranging and setting things up the way she requested. In the puttering around I did I discovered that Teresa's schoolgirl uniform was still here for some reason. That made me think of that day where she was at my place, and I dwelled on certain aspects for quite a while. I was really hoping that Teresa got to cum today, because that mean I could cum soon, maybe even today as well.

Teresa, when she returned, was once again locked up in what I believe is turning into Amanda's standard way of making sure that we know we belong to her. She helped with the salad and setting the table, and we then had a wonderful meal, accompanied by wine. I was tasked with cleaning up after dinner but was first entertained by watching Teresa' cuffs chained behind her neck like mine had been before Amanda inserted the little reddish egg into he pussy.

Cleaning probably took me longer than it should have. I could see the couch quite clearly from where I was, and Amanda had sat facing the TV, one leg extended on the couch, the other on the ground, and Teresa had sat nestled between her legs.

Glancing over I would sometimes see Amanda's hands on Teresa's breast, Teresa frequently eyes closed, gasping and moaning. I took my time cleaning and had to double check that I had done it right. Once the dishes were clean, the counter and table clean, and the only things remaining where the three wine glasses we had going, I went and stood beside then on the couch.

Teresa seemed out of it, and Amanda seemed to be in heaven. She looked up at me and smiled. "I have found just the right setting and timing to edge our sweet Teresa." She said. "She is very, very ready for her orgasm now." Amanda tapped her phone, and a sighing moan came out of Teresa that was a cross between relief and disappointment. She took a couple of deep breaths and opened her eyes, and at gentle nudge from Amanda, she stood up. I helped steady her, as she seemed a bit unsteady.

We followed Amanda into the bedroom and Teresa was told to lie on her back, sideways across the bed. Once there Amanda pulled out her little reddish egg, and once again plopped it in my mouth for cleaning duties. While I was busy with that, she went over to her closet of many possibilities and came back with her strap-on harness, equipped with a strap-on. I was thinking that I would be watching her use it on Teresa, and had a very strong reaction, but that was not her plan.