November is coming to an end and I am still locked, for ~56 days now and still counting. This is my first stint in the new “Jail Bird” chastity device, and I am really loving it so far! All in all there is really very little difference between this one and my Queen’s Keep, other than the fact that I think I really have finally gotten the measurements near-perfect now. The length and diameter of the cage do keep me very restricted to my most flaccid size. I was even sick one day a couple weeks ago, and that’s when I can usually really tell exactly how large a cage is on me since that’s obviously when I’m by far the LEAST aroused! But in this case it really didn’t change much; the cage still fit very tightly all the way around the sides and tip! The only thing I may change, eventually, is the gap size between the base ring and the cage. It’s not terrible, but does seem just a hair too long. So one of these days when I might happen to be unlocked for a few days, I may decide to go ahead and send it back in for Mature Metal to reduce that by at least 1/2 a size.
So I’m still locked, but Angel and I HAVE been able to have quite a lot of fun this month! Mostly for her benefit of course, but some for me as well. I have even managed… Let’s call it 1 1/2 orgasms for myself this month! Starting with the full one, I remember there was one night after I had been treating Angel to one orgasm after another with my fingers, tongue, magic wand, etc. and she decided that she really wanted to see me have one as well! I wasn’t going to be allowed inside of her, but she really wanted to make me come by HER mouth! She handed me the key to the Jail Bird, and I had the cage off very quickly. When I started to take the base ring off though, she stopped me saying that I might as well leave that piece there, as I was DEFINITELY going right back in! Have I ever mentioned how hot that is when Angel takes charge to that extent? 🙂 Anyhow, as HER dick was springing to life, Angel took it a step further and pulled out our cuffs from under the bed so she could secure both of my hands to the corners. Now she could really have her way with me!
Angel teased and tantalized me for several minutes before finally taking her plaything into her mouth and licking/sucking in such a way as I’m not sure I’ve ever felt before! This only took a few minutes before I was right on the edge and practically begging her to either finish it off or just lock me back up and let me simmer down that way. It was completely her choice and I truly didn’t care; I just couldn’t take much more of that! Angel had never really considered the latter proposal, and thinks that would be kind of “mean,” but she did finally give permission to explode in her mouth. That was about the best I’d felt in a long time, and as I laid there reveling in the moment I barely noticed that I was still tied to the bed for a while when Angel disappeared to the bathroom to clean up a bit. When she came back and released me, I went to the bathroom as well, taking the Jail Bird with me, and dutifully locked right back up again as per Angel’s request. Total time out was less than 20 minutes, so in my opinion that doesn’t really count as being out of chastity as far as my Current Status page is concerned. That streak will continue until I’ve been out for at least most of one full day. After all, I’m only counting days locked, not necessarily days without an orgasm! 🙂
The other more memorable experience from this past month involved playing with a new toy! We now have one of these double-dildo type things, or a “strapless strap-on” if you will. We have used a regular strap-on several times in the past, mostly with me wearing it over my cage and letting Angel feel some real penetration while I get zero stimulation from it whatsoever. Only once have we reversed roles with HER wearing the strap-on and taking me in the ass, which was also quite an enjoyable experience! This time, I took it upon myself to at least try to provide something more pleasurable for both of us at the same time. This time, ANGEL was the one tied to the bed (at her request even, which is somewhat rare!) I was not unlocked at all this time, but got to spend a good amount of time working her entire body, drawing orgasm after orgasm from her! After a while of this, I pulled out the new toy, lubed up the short end and worked it inside of her. I had to go very slow with that as it almost seemed to be hurting her, but I don’t know if that’s because it was just too big/inflexible, or Angel just isn’t really used to being penetrated much anymore! Regardless, it eventually slipped in and Angel became more accustomed to it. Now it was my turn, so I also lubed up the longer end, then straddled her while slipping it into my ass! It took a little while to get the angles right for it to be comfortable, but eventually everything hit home!
This toy does also have a pretty good little vibrator built into it, though I believe I was feeling much more of that than Angel was. As I kind of bounced around on top of her, exactly the way that she typically enjoys riding ME, I was feeling like I was VERY close to having a little mini-orgasm just from anal stimulation alone! But alas, as I was getting pretty close to it, the vibrator’s battery died. It’s rechargable, and only comes partially charged at time of purchase, so I guess that’s what I get for not following the directions and taking the time to fully charge it before the first use! Lol Though that part was over, it still felt pretty amazing being completely impaled while riding on top of Angel. Her magic wand was still laying right there beside us, so I tried picking that up and holding it against the toy to continue the sensation–but it didn’t work particularly well. I settled with holding the wand against my cage, which of course made EVERYTHING try to spring to life once more! It wasn’t long at all before I knew I was close. It’s not like Angel was in much of a position to stop me, but I still asked her permission to finish myself off on her belly. She was throughly enjoying the show happening on top of her, and oblidged my request. Pretty much as soon as I got the nod, it was all over! Of course it felt very nice and all, but there’s still just something quite different about coming from within the confines of my cage, where I am not fully hard in the least! So I guess that’s what I’ll call the 1/2 orgasm. Not exactly a “ruined” one, but certainly not the normal full-blown “out of this world” experience either!
So that’s the latest, and now I’m still locked for who knows how long. Most likely at least until the holidays, as fitting for our song that Angel just loves for me to play for her daily! For November I did manage a couple of brief releases despite being locked in my Jail Bird for the whole month. But hey, even a REAL “jailbird” might be granted a conjugal visit on occasion, right? I know, I know… The jokes kind of write themselves with this device, right? Lol
Lyrics by: pcguy0681
Music by: Dying Seed
To the tune of Bing Crosby’s classic melody: “I’ll Be Home For Christmas”
I have one of those too, love it.
Nice! So.. IF you don’t mind my asking… Do you ever have any issues like, holding it in? Especially if using it with/on somebody else at the same time? Is it ever truly a “hands free” type of toy?
I finally had to resort to wearing it with a belt harness, I couldn’t/haven’t yet gotten the hang of using it without one. I even practiced just wearing it around…lol. It was, um, awkward. A very new sensation.
Ah, ok – as I suspected then. Thanks for the great insights! 🙂
Did you suspect they are a bit unwieldy? I still do love it, though. I keep thinking I just need more practice to fully integrate it.
Yea, more or less. I mean don’t get me wrong, we’ve only used it the once so far and did have a LOT of fun with it. I’m not really sure at this point that it would ever become one of her regular toys of choice or anything, but you never know. It is certainly a different option now with a whole new set of possibilities!