My story

It really was, I dunno how to rate orgasms I have but on a 1-10 scale it was about as much of a ten as I can imagine. She is good like that though. I tried so hard to not cum, I might have gotten 5 pumps and I knew it was over. If I breathed I'd cum. That's what happened. That and her staring at my eyes, She knows that puts me over the top if I am right at the very edge.

Speaking of her staring into my eyes. She learned that trick and how it works on me years and years ago. We of course were younger and fucked a lot more often. This was when we lived in Florida near 20 years ago. We took a weekender to Sanibel Island. The whole purpose ws to go have hotel sex at a great beach, yanno go have dinner and drinks like a vacation. She sexed it up as soon as we got the hotel. She let me turn on the Saturday NASCAR race and have a beer, as I sat on the bed she came out of the bathroom looking hot as fire in lingerie. She had my attention but told me sit back and relax, enjoy the race and gave me another beer. She then went straight for my zipper and pulled my hardening dick out. She blew me for at least 50 laps. . Wouldn't let me cum.

We probably had sex with her cumming 3 or 4 times before we went for dinner. We had a nice dinner, we even made out in the parking lot and I finger banged her like we were on prom night. Nice dark spot behind the restaurant. I was wanting to fuck her but she told me to take us back to the hotel.

We got back and she said she had something planned. Awesome! was my thought. She told to go out on the balcony and give her a few minutes. Hell yeah!! She came back quickly, dressed in a beautiful nightgown that barely covered her pussy, she looked so hot. She told me to go to the bathroom and I'd know what to do.

So I do as told and in the bathroom was some of her lingerie, I don't know what you call it all, but there was a sexy top with garters on it, real sexy skimpy black panties, and a pair of black stockings. She knew my fetish for wearing her things, of course I knew what to do. My dick was so hard as I put it all on. I am sure I looked ridiculous but I have never given that a thought. it makes me horny as hell to wear lingerie.

I came back out and she was lying on the bed waiting to see me. We then did what we do.

After a while she was staring at me in her lingerie and fingering herself, she was watching me jerk off. We looked into each other's eyes and I could not help but cum. She later told me my eyes kind of rolled back as I sprayed cum all over both of us.

She does not play that card all the time, but she knows what happens of she does.

 

and the whole point of coming here tonight was to mention that I have been ordered to bed at right about 11:45. I doubt I am gonna get any, but one never knows. I am sure of one thing, she wants to cum and tease me.

 

it is always a great time.

Brief update from last night. We met in bed, her naked body felt so good against mine, it is cold here and the heat coming off of her skin felt amazing. We cuddled and I massaged her breasts until she spread her legs. I worked on her pussy as skilfully as I could, she came many times, one final cum with her gushing fluid from her pussy.

I don't think she even touched my caged dick or rubbed my balls, last night was all about her. I spent a fitful night waking with erection after erection, well as much of an erection as my little guy could manage in the cage.

She told me at one point how much it pleases her to control my penis. She loves me not cumming unless it is what she wants.

I hope there is more tonight.

 

So we are supposed to have sex tonight. As usual she determines the definition of having sex.

What she doesn't know is that over the weekend I picked out a bra, panty's with attached garter straps and black stockings. They came today. Perfect timing. I was nervous as I opened the box. Just as advertised. I had to go and try them on. My little penis was throbbing inside the cage. There is no way I wouldn't have beat off if I was not caged. I was so turned on my hands were shaking as I adjusted the length on the garter straps, I had a hard time snapping them shut, lol. I felt so turned on as I looked at myself in the mirror. I picked out one of her black very sheer nightgowns to go along with it.

I want to surprise Mistress tonight by wearing it to bed, I hope she approves.

 

well she loved the lingerie I wore to bed. Particularly the garter straps which she used to pull on and let them slap onto the soft flesh on the back of my legs. It stung like a bee sting but made my little penis strain inside the cage. i made her orgasm several times by finger fucking her and eating her pussy out. She tastes so good.

Now the bad news maybe. The next day she told me she needed to take a break from this. I understand it is hard on the Mistress too, it does require a lot of effort on her part. Her work schedule is wearing her out and she has some personal health issues to deal with.

She told me to take the cage off and handed me the key. She told me it was okay to do what I wanted and there would be no questions asked or no punishments given for whatever I did. She did tell me that if I really felt like I needed to jerk off it was okay but that she hoped I'd control myself.

So presently I am uncaged. I told her I'd wear it anyway but she said no and to take it off. I am kind of bummed out. But she did promise to lock my little guy back up when her teeth issues are all dealt with.

 

Small update

On Sunday she asked me if I missed wearing the cage, I honestly do and told her so. She apologized for our lack of a sex life for the last few weeks. She asked me how I was getting by with it. Of course that meant was I beating off. I admitted I had been, though not everyday. I told her actually it had been several days since I had. She told me she wanted to watch me do it that night and she asked me to put the cage back on for her for the day. she ran her hand over my crotch and felt my quickly hardening little dick. She said she wanted to watch me put it on. So with an erection I worked as best as I could to stuff myself into the cage. Took some effort to get the little guy to calm down, I tried stroking it but she slapped my hand away and told me to wait until later. So I got it on and she told me to close the lock.

I was so horny for the rest of the day. Several times over the day she came to me and reached inside my pants to feel it. I was pretty well worked up and my dick was leaking.

Finally she told me to go the bedroom and take off my clothes, go to her drawer and put on something sexy. I chose thigh high stocking, pink and black bra and a tight elastic black g string. I was super turned on when she came in the room. She asked me if I wanted to jerk it for her.
I told her yes and to please let me out of the cage. She said I looked so hot wearing lingerie and she knew that wearing the cage had me turned on. And she also reached over and rubbed my caged crotch to the point I was whimpering and begging for release.

Then she told me that she believed I liked the denial more than stroking off and that I was going to spend the night caged in her lingerie and there would be no jacking off. It has never happened before but my cock strained and twitched and cum came out. There was no flexing of my dick and being in the cage did not allow me to feel an orgasm, just gooey cum leaking out. So there I was locked and dressed with cum leaking out of my cock. She told me I was pathetic and said enjoy being locked and I could take it off in the morning. I felt crushed.

The last thing she left me with was to not get used to being unlocked for much longer.

Monday morning the key was on my nightstand with a note to take it off but no cumming without her approval. So now my dick has gotten hard so many times I have lost count since Monday morning, I have edged it many times but never taking it all the way. Sure enough yesterday she asked me if I had cum, glad I did not because I can't lie.

So that's where we are now.

Her teeth issues are on the mend so I am hopeful that all of this is leading up to having sex again.

 

crushed because she did not let me masturbate.

 

so she texted me this morning, I am off today. She is working.

She asked if I have been masturbating. I answered yes. She asked if I had cum from it, I answered yes. She told me she did not like it one bit.

She then told me to pick out a bra and panties, put them on and then relock my dick. She also told me to come visit her at work so she knows if I followed her instructions and to bring her the key. So I am off to pop in on her at work.

So I am wearing a lacy black bra and leopard print panties, my dick is caged and I am so horny I want to beat off.

 

not too much to report here really.

Per my previous post I went to her work and gave her the key. It pleased her. She rubbed my back to make sure she could feel the bra straps and told me it was making her horny knowing the effect wearing it and the cage was most likely having on me. My little dick was straining at the time and she always likes that.

There has not been much going on. She did unlock me a couple of nights ago so we could have sex and I was told to be ready to fuck her.
We did our thing and she told me not to cum until she said so. She never said so. When she had cum several times she said that was enough. She did let me sleep unlocked that night but first thing the next morning she had me put it back on.

Been wearing it ever since. I have not complained or pestered her to be let out. I hope that is gaining me points.

I am pretty much horny as a three peckered billy goat right now.

 

still wearing the cage. She has used me a few times since my last post and has even let me cum in her once or twice.

The only real change is I have absolutely no access to a key anymore, even for emergency's. But the cage is almost comforting to wear now again. I doubt I will ever get past having night time erections and waking up from them.

Oh yeah, I am wearing the cage in my avatar. While it is way too big it allows me to have more of an erection and Mistress K believes that keeps me more frustrated and she likes how tight my balls feel when I am struggling with an erection while wearing it.

 

It has been a couple of week since my last post. And it is time for an update.

My Mistress sort of took off on a new track with chastity. It has been like the opposite of chastity for me. About ten days ago or so she told me to take the cage off and masturbate for her. She told me to go slow and really enjoy myself. She had me lay on the bed and she sat next to me watching. She told me I appeared to really be enjoying it. I admitted I was loving every stroke. She told me how happy that made her and that she wanted me to jerk off as often as possible. I was not sure what to make of that.

The next morning she told me she wanted to watch me again, she told me to go play in her lingerie drawer while I was doing it. She told me she wanted to see how I did it when she was not there. It felt sort of awkward but I did as I was told. Soon I was wearing a couple of her things and stroking it. She said she was really enjoying watching me do my thing. I stroked it so hard at that point I was about to cum and was very worked up. Then she told me to stop for a minute and really enjoy stroking it in front of her. She then suggested I get my laptop and lay on the bed with it while looking at what porn I enjoy most. She sat on the bed and let me read a couple of stories on a site I like. She asked if I was turned on. Of course I was I said. She told me that she was glad to see me jerking off like she was not around. I was told to finish up. She told me to shoot my cum and that sent me over the edge.

I had to work later that afternoon and as I came out of the shower she told me she wanted me to jack it for her again before leaving. So who am i to disappoint and asked if she would help me a little this time. She said no and to use the porn I like to look at and read. She just wanted to watch me. my dick was raging hard from this treatment. I jerked it fast and came quickly, of course the amount if cum was not so great and she commented on that.

That night I got home around 11 and after some small talk she said she wanted to see if i could jack of again for her. Well I am not one to let her down and said that I would try again for her. This time she helped me get hard and encouraged me to cum. I did but honestly the third orgasm in about a 12 hour period at my age was not so great. It did not feel amazing and barely any cum came out. She commented on that too about how small my load had gotten. After that I assumed we were done with sex for the day. I was ready to go to bed for sleep a couple of hours later. She told me that she did not know why but she was really enjoying watching me jack off and she wanted to watch me one more time. I told her I doubted I could even get hard without some real help from her. So low and behold she told me to show her my little dick and she then proceeded to suck it. She has not done that in a while and while I loved it I really could not get hard again. She noticed it and said it was too bad that her blow jobs did not turn me on anymore.
and to go ahead and go to bed. My mind was spinning.

The next morning came and before I could get up she told me to do it for her. I was able to get hard but to be honest my cock was sore from the previous days abuse. I did cum for her though, and again she expressed displeasure with the volume of jizz.

Long story short she kept at me to jack off for her the next couple of days. I was really ready to take a break from it.
After the last time she blew me again to get it hard, then told me to finish it alone and left me to it. I really did not want to do it again.
IIRC over those four days or so she had me jerk off 15 times, and maybe 4 or 5 times I really couldn't stay hard and the amount of sperm was really small.

I asked her afterwards what this was all about. She started teasing me saying I'd rather beat off than do anything and now I had it done it so much I wanted to stop it, she kind of laughed at me. She then pulled out the small Attica cage and told me to go put it on, my jerking off was done. I was so happy to put it on and there it has remained.

All that has changed is me wearing the cage. After a couple of days I was horny again and wanted to beat it for her, but her reply was to look at porn and make myself horny for her. I was soon straining in the cage and thought she was going to have me jerk off. But she told me no more. So our nightly routine now had turned into her making me look at porn and display my caged cock to her so she knows I am turned on by it. So I think it has been about a week not of this. My cock aches, my balls are sore and she just told me to deal with it.

I am confused by this game. She has me read cuckold and chastity blogs, dress in her lingerie and some times she plays with my balls. But she won't let me lay a finger on her.

Sorry this got way long. I ask her what is going on and she just grins at me and reminds me that I wanted this.

 

puzzling but I am loving it really. Her controlling my jerking off is what this was all about to begin with. I just hope she does not go for a month.

 

I have not updated this in forever. Soon after my last post my wife became extremely sick, she passed away from the illness. Some of you may recall a post I made about this happening in another thread.

Now a few months have gone by. Recently I have met a wonderful woman. We are getting to know each other very well. She knows that chastity has been part of my life in the past. Last night we discussed it some. I showed her the cage and eventually put it on for her. She locked it shut without me asking or telling her. It was pretty clear that me putting it on last night was just to show her. She was not freaked out at all by it. My penis tried getting hard when I put it on, she noticed. I took it off a little while later.

But she understands I was a chronic masturbater. And chastity was to keep me from doing it .She said she was going to have to get a book, LOL. I tried to explain that there are no rules and if she decided to play with me this way I can't offer direction. The whole "you can't top from the bottom" thing. She seemed to understand that.

It was so awesome and exciting to tell her about it and not have it become a argument or sore spot between us. I think it might have turned her on some too.

I am hopeful it can become part of our relationship. If not I am good with it too. She really is wonderful.