Sally had picked up that I like short dresses. She did not disappoint me. She had a short red dress on that coincidentally made her boobs look huge and showed a generous amount of cleavage. We sat on the opposite side of the table; I will try to capture the essence of our conversations, etc.

After ordering a round of drinks and telling the waitress it would be a while before we ordered dinner we just talked. Lots of small talk first, but I will just jump into the heavy, relevant stuff.

“Aren’t you married or something.”

“Technically no, but I have a full-time girlfriend that I would be happy to marry when she is ready.”

“Why are you out with me tonight, and why did you kiss me.”

“Have you ever heard of polyamory?”

“Yes, are you one of those?”

“Ally and I have talked about it a lot in the past and in the last month or so, we are giving it a try, I guess. We haven’t really put a name on what we are doing, but it is complicated. But Ally knows and approves I am out with you.”

“Are you sure it is not just you that approves?”

“Ally has gone out too. She knows we are out together. Perhaps if we go well, we all can meet and you can hear from Ally yourself. Don’t you have a boyfriend?”

“I do and don’t. We are not getting along so well at the moment. I don’t know if I want to go out with someone that is poly. Sounds like a lot of stress. I don't like the idea of sharing.”

“Well, let’s just enjoy talking and don’t do anything that you are uncomfortable with doing. We can just be friends if you want. We can define our relationship as we go.”

“You don’t find me attractive or your kind of woman?”

“Of course, I do. You know that I am attracted to you. You can trust your instincts on that.”

I wasn’t thrilled about Ally’s sister, Beca, coming. I was afraid it would affect Ally’s behavior around the house and with me. Ally had never really tried my kinky games in the past, but she definitely was all in with my kink with Chastity Cages. If anything, she was now into it more than I was, or perhaps, she was into so much that it was scaring me a little, well, maybe a lot. I was really struggling in the new cage and really wanted out, but I was resisting getting mad at Ally because she actually was doing what I had asked her to do. And the real truth was that I was afraid if I misbehaved, like getting angry, I would be punished and never get out. I really was behaving as if I were her sexual slave.

In my new world, I started each day between Ally’s legs listening to all the glorious sounds she made as I took her through a series of orgasms that left her singing and me a moaning pile of nerves. We were noisy but we were in an otherwise empty house. Beca would be in a bedroom across the hall. I had no doubt that Ally would still expect her morning jolt of sex but how would the dynamics change knowing we could be heard. Ally often came home from work to find me cooking supper. She sat at the kitchen table and I put a drink in front of her and if she had a stressful day she made a little hand motion and opened up her legs, and I went down on my knees to give her a quickie, which for her meant a half dozen orgasms in fifteen or twenty minutes. After which I sat in the floor shaking, or laid in the floor shaking and moaning, until I got my shit together enough to get up, fix Ally a second drink so she could go upstairs and change into being nude or sometimes a t-shirt or nightgown depending on how she wanted to torment for the evening. I spent the evening wanting her as she sat around nude, often with me waiting on her. She had really gotten into the role of being Princess and expecting me to wait on her. That’s a whole other podcast how she would expect me to indulge her.

I was always expected to follow her to bed when she decided it was time and give her a massage with a happy ending. All of it was very noisy for both of us. After she was satiated, she expected me to cuddle with her until she went to sleep. I then usually got up and got a beer and worked at getting rid of my erection and the jitters that came from another arousal on top of hundreds of others without relief. Sometimes I drank the beer sitting in a hot bath which seemed to help with my chronic aching blue balls. How was the whole evening going to work with Beca sitting around the house? How was I going to get my daily quota so I could get close to eventual freedom? I was struggling but there was a certain comfort in the routines Ally and I had established.

Robert likes to talk about his struggles with this game, like it is all easy and fun for me, like nothing about the game is a struggle for me. First remember it was Robert who asked me to lock his junk up, and then to tease and then to deny him. Also, remember the first time we played this game more than a year ago, I teased and denied him, then he begged to be free and I let him go, and then he got upset that I had been too easy on him. I know right now he thinks I have gone too far in several areas. But, I would like to make my case to him and to any readers that think I am being unreasonable. I think when you look back, Robert, you will think that I was an awesome keyholder and that you have been teased and denied by the best. A little suffering is just part of the game.

I sat next to her on my bar stool. Ally rotated around where we now both faced the bar. The bar only has eight stools, and we were the only two at the bar. She let her knees move apart the width of the barstool and asked me about her new diamonds, “do you like them. They are zirconia. I think they are a little big and gaudy, but they do get me attention.”

On cue, before I could answer, an older gentleman, perhaps in his mid-sixties sat on the stool next to Ally. Her legs flinched inward for very brief moment then she held her position and let her diamonds shine. The man ordered a whiskey as if she wasn’t there. He then asked the bartender to give us drinks on his tab. Ally was halfway through her martini, and I hadn’t ordered. I asked for a seven and seven. Alfred introduced himself to Ally and me and commented on Ally’s new jewelry[RO1] , “I heard you say they were too gaudy, I think they’re just right[RO2] .” He turned slightly and looked down, and then looked up at the bartender, a small woman I guessed to be in her twenties[RO3] . “What do you think of her zirconia?”[RO4]

[RO1]end of part 1

[RO2]on anchor part 2

[RO3]Billy Joel part 3 stand alone

[RO4]On anchor part 4

My three wolves of course remember the night in the bar when my drunk-self did not try very hard to stop the three of them from putting their hands all over me. My very short dress with no underwear and sitting on the high stool was certainly a tease on my part. I can’t say I planned what happened, but I gradually tempted them so much and got everyone so aroused, including myself, that I lost control of the situation, and perhaps myself. I say all that to say that I understand how my continuing to wear very short skirts could be seen by these three men, and others, as a continuation of my provocative and permissive behavior of that night. I can’t argue with that too much, except that I am doing a little better job in controlling the situation and up to now, a very good job in controlling myself. My skirts are actually shorter now being at the absolute minimum length when I am standing. Doing my best not to show it, guys get glimpses, it is unavoidable. The game is to convincingly pretend I don’t realize I am giving glimpses whether it is deliberate or not. Gary mentioned some jewelry I forgot to take out when I dressed for work. I have no idea how or when he saw it, but he was right that it was sparkly. So, what I am going to tell you about is in part orchestrated by me in one case, and in the other case, represents an undesirable outcome of playing with fire.

Gary, the Scottish guy, came up behind me when I was getting coffee this morning. We were alone when he patted my butt gently. I just stood there, still close to him, and did nothing but continue watching the coffee pot sputter as it filled my cup. His hand went back on my butt as I asked him how he was doing. He took my behavior as consent, and it was, although I could have been clearer. Maybe five seconds later, his fingers went under the edge of my dress and OMG, he was checking out my bare ass. His finger quickly changed to his entire hand rubbing and feeling my bare ass. I know what my ass does to you and I was confident it would work the same magic on him. I think I heard a small gasp of appreciation and I felt the energy in his hands. I red-lined being turned on and I think I leaned forward slightly to make my ass more accessible. Who knows, I think he believes we are intimate, as do I. We are both waiting for an opportunity for more guilty pleasures.

As I was picking up my cup of coffee, Fred was there in the room with us. I didn’t see when he arrived; I don’t know what he saw. Fred is the guy I made out with at the bar, but that was a mistake. I do not like him. Another guy named Steve appeared at the coffee machine, but I don’t think he was aware of the vibes in the room. Too bad because he is smoking hot. Ha.

I felt like I wanted to say something positive to Gary, but he spoke first and just said “good morning.” I said, “are you enjoying your morning,” setting him for his line which was “I am now.” We stood there with pleasantries still standing a little too close together. And before you ask, yes, I was so turned on I could barely breathe. I am guessing from all I have learned the last few weeks, that Gary was too. So yes, I liked it very much.

So, my butt was seriously dragging, but on the bright side, Ally seems so damn happy these days. She goes around singing and she is absolutely in love with her body especially right after we make love. She prances around and walks out of the house in her short skirts likes she owns the world. In this mood, she enjoys her sexuality, she enjoys teasing and she does not feel guilty. Teasing and denying me, and perhaps all men, has given her a whole new outlook not only on her sex life but who she is. She wants to have a serious talk tonight with me at the bar. She was reading this as I typed it in and then added below (via cut and paste).

Robert, you were fabulous both times last night. I felt a little guilty about leaving you in a fetal position this morning. I hope your shaking has settled down, but I hope Happy is still throbbing for me.  He was really throbbing hard for me this morning. You mumbled something about wanting me so badly that you were awake all night. Poor baby, but I love that you are aching for me so much you couldn’t sleep. Your aching and moaning makes me so wet and naughty.

I spooned behind her like she wants for about an hour after she was asleep. I ran my hands over her very soft and smooth legs a few times and she moaned softly, but I stopped so I wouldn’t awake her. I waited for my penis to stop throbbing as I lay against her softness and thought about her playing with Teddy. After what felt like hours,  I couldn’t get rid of my erection or go to sleep so I went downstairs and got a beer. After a couple of hours of insomnia on the couch, I re-read the story and headed upstairs to wake up Ally and go down on her around 3 am. She welcomed me and wanted more than I could give her. Again, she went back to sleep, and I lay there with this story of her and Teddy keeping my dick “off and on” hard all night. When her alarm went off, I was still awake. In my exhausted state, I was only able to give her a quickie when she wanted to make love and get her morning fix. She went off to her shower singing, and I passed out in a nap. My exhausted self was still suffering from an off and on erections when I awoke from the nap. I ended up late for work again. I can’t believe she has this much power over me. The story she had me read to her last night is below. I am in a little bit of a time warp and I’m not sure I’m making all of this clear, but it is the best I can do right now.

This is Ally. As most of you know, Robert is my chastity slave in a kinky game the two of us are playing. One of Robert’s tasks is to tell our story as it unfolds. He does the first draft and I edit it and publish it. An exception to this is some kinky fun I am having with some other men where I draft the story and let Robert edit it. Another day for that discussion. Robert is more than a week behind in telling the story. I am working on some incentives for him. Stay tuned.

The rest of the story today, except for some comments at the end, come from Robert. His comments are very self-centered with a lot of complaining about his life in the cage. There is a lot of indirect complaining about me, or that is how I see it.  A year ago, we tried chastity games and Robert rapidly went down the tube and spent all his time complaining. Well, it sounds like he is heading in that direction again. If I was you, I would just listen to a little of his complaining and then skip to my comments at the end.  Last time, I just gave him the keys and quit the game. This time, he has to earn first the right to fuck me and then freedom. He needs to focus on his quota if he has any hope of his life getting easier. For now, I am going to add to his quota for complaining and not following the rules.

I wrote this email to Beca, my sister, a while back, but for obvious reasons, I did not post it in this log when I wrote it. So, this is Ally in the future.  Real-time, the story is also a few weeks into the future. Robert has been really distracted as the game progressed and he has not kept up with the log, among other things. I also have my hands full with many new things, and men, but I am also committed to keeping this Journal going and filling in for Robert as he struggles to keep it together.  So, bear with us as we try to edit the rough draft of the journal and bring it back up to real-time. So, here is the email I wrote to Beca and her first response. I hoped this email would help things roll out a little smoother, but Robert’s rapid decline has not been helpful. I am curious to see how Beca’s presence will change our dynamics.

Ally decided to pick me up at my work. I assume she didn’t want me to get cold feet about the new cage. Her car is manual; that coupled with her very short skirt meant that we both knew I would be turned on minutes after getting in the car. I am not sure it would have mattered if she tried, but she made no effort to hide her bare pussy that flashed as she shifted. I asked her a question about it.

“What would you do if someone else was in the car with you?”

“I drove Teddy to lunch today. Is that what you mean?”

“Yes, I did.”

“Okay. We both sat in the front seat and ate barbeque sandwiches. Per my new rules for him, he hadn’t come since he had breakfast with me and he was commando. With a little help from my feet, he soaked his pants twice in forty minutes. I got him to agree when he was on the edge of losing it to go into a chastity cage on Saturday to learn to control himself. It is almost too easy with him, but it was fun and he left me horny as hell. I pretend I am cool and unaffected when he is around me. But, let’s talk about your new cage. The tattoo shop is twenty minutes away in downtown Wilmington.”

“I assume the cage is sitting there waiting for me. Who is going to put in the piercings?”

“Kate does the piercings. I would guess she is in her forties and much of her body is covered with tattoos. She does the piercings and the tattoos. She is the one that has the keys to your present cage. I have been talking to her since the beginning and she suggested that she hold your keys. We have some hurdles I have to go through to get them back that keeps me from making rash decisions just because I am horny and want to fuck you.”

“Is she going to have the keys to the new cage?”

“For a few days. But, she says I have to find someone new to keep the keys since you will now know that she has them and she does not want the potential hassle. I am working on something that I can’t tell you about, obviously. I think I still need a buffer, because believe it or not, some days I want to fuck you so bad I can’t stand it. Sometimes, when you go down on me, as great as it is, just leaves me wanting to fuck you more than ever. I think that is part of the reason I want you to go down on me so often. And most of all, I want to give you a chastity slave experience beyond your wildest imagination.  And besides, it is really fun messing you up.  So, how are you feeling about all of this?”

“I think I am insane to let you do this. In some ways, being already so horny I am sure destroys my good judgment. And if that didn’t do it, then watching you flash your pussy as you shift your car would make me insane anyway. I don’t know why, but thinking about you locking me in an escape proof cage has got me so turned on, it feels for once that I could come in my cage. So, I guess, if I wasn’t already lust-insane, it would be insane to let you put me in this new cage. Ugh, I don’t really know what I am doing, I guess.”

“If you could come in your cage, I think that would have already happened. By the way, Kate is going to go through the whole procedure with you and your options. You can receive a local anesthesia or you can be knocked out until it is done.”