My path to chastity

Where to begin? Well I got interested in the idea of chastity a few years ago. Initially I think it appealed as a means of controlling a high sex drive. I didn't take any action on it though. After a while I met my current girlfriend; she is very much a sub whilst I am a switch who tends towards being a dom most of the time.

After a while of doming her in the bedroom I wanted to try being the submissive one. At one point she made a comment of wanting a chastity device for me to because of my high sex drive and I thought this was the perfect time to try it out. After a few practice wears we tried an 8 day lock up; she was away and was getting back then. I found that I loved that hand over of control and felt that this was the way I wanted to explore my submissive side. And it didn't hurt that when she got back I got to dom her for 2 days .

Since then we've tried lockups on an infrequent basis, gradually increasing the length of time. I'd like to do it more often but she is a sub at heart so she has to be in the right mood for it. The only problem I had is that she wasn't willing to push me as much as I'd like and I occasionally ended up topping from the bottom. I wanted to find a way to truly hand over control to some one who would push my limits and truly make me submit to them.

That leads me to where I am now. My girlfriend's best-friend already new we had engaged in chastity play and occasionally teased me about it which I found exhilarating. So I asked her if she would be interested in controlling my lock up and she said yes. So in a way I currently have 2 keyholders; my girlfriend who is here to tease me and her best-friend who I am submitting to and will determine my next release. I'm not long into this trial but it seems to be working well so far and I have no idea what is in store for me when the best-friend decides its time to really start teasing me.

 

So a week ago I got locked up again; how should I celebrate this? Well a friend of mine invited my gf and I to a burlesque show! So I arrive at the local pub to find out this is not just a burlesque night but a burlesque and pole dancing night! First thing I should say; I have spent a lot of time around female athletes and I REALLY appreciate a woman with muscular legs, funnily enough exactly the kind a pole dancer would have. Having said that I was doing really well cage with with the pole dancers. At this point my gf leaned into me and said "I am really glad you're locked up right now". Then the burlesque act began; at this point I should note that my gf is bisexual and the dancer was pretty close to her ideal female form. So she starts dancing and walking around the audience and then she is standing between my gf and I, and she is dancing all for her; eying her up the whole time as she dances away and then strips off her skirts and kicks it away straight at me where I catch it. I don't think I've never experienced anything hotter than that moment. Later in the night the same girl came on again as a maid where she proceeded to polish my arm and then as a schoolgirl where she shook her stuff right in-front of my gf and I. Now while (fortunately) I didn't end up straining against my cage as much as I thought I would I can assure you there is nothing I want more right now than to get off!

 

A touch frustrating I must say; a friend has just pointed out how clearly horny and desperate for sex I am right now.

 

So there's a first for everything; today for me that was anal stimulation. Now about a year and a half ago the girl who is currently my KH introduced me to the idea of prostate play. At the time I had a lot more hangups about the idea of receiving anal stimulation so she showed me a guide to external stimulation by the perineum. It was amazing and it became a regular part of how I played with myself and how my girlfriend stimulated me.

Lets fast-forward to the just before my current lock up; the idea of actually trying anal play was growing on me and I felt that soon I might get up the nerve to try it. I mentioned this to my current KH and she encouraged me to try it but still I didn't go through with it.

So we come to today. My KH had instructed me to frustrate myself by watching porn. Unfortunately I was finding my usual material boring as opposed to frustrating. So I thought how can I get the frustration I'm looking for. And remembering conversations I had had with members of this site about anal play I thought now is the time. So I loaded up the following instructional tease and broke out the lube:

http://www.milovana.com/webteases/showflash.php?id=25816

Now this tease is defined for when you are unlocked but I reckoned I could work around that. So off I went on this voyage of discovery. It didn't take long for me to realize I have been missing out my whole life so far; I mean I had enjoyed the external play before but this was something else! The best part was that no matter how pleasurable it was it couldn't go anywhere with my cage on and all I was doing was milking myself. The frustration I was looking for was there but I just wanted to keep going.

In the end I stopped more because it was remarkably difficult and uncomfortable trying to do that with my own finger. So clearly a new toy is needed on the wishlist because I will most definitely being doing that again.

 

Well I had a small vibrating egg that I've never used before (it was a freebie with an order). Seemed to be just about small enough but oh god the frustration from that was so much greater!

 

So I'm a but frustrated right now. You see I just had a tease session with the gf. I convinced her to try doming me more than she has before. So I was locked into a spreader bar with my wrists at my ankles and my cage on. Then she got behind me and spanked, cropped and vibed me with a wand. She did really well teasing me with the tip of the crop and threatening where she might strike, even threatening my balls. That being said it wasn't that much of a threat as she never struck that area too hard. So what happened next; well I was untied
and we talked. I was told to put my egg in so I am riding a frustrating edge and she is in another room spending time with Mr. Pink (her vibe).

 

A little update:

The gf just came back upstairs after her fun, she was completely naked and looking for clothes. I asked if I could worship her body whilst she looked (I've always been a sucker for her body). She consented and proceeded to bend over on the bed whilst looking for clothes; she was still freshly wet from her pleasure and all I could think was that I needed to take her. This has been the high point of my frustration so far, she proceeded to tease me and then asked if I hated her a little bit right now my answer being of course not the teasing the denying it was perfect!

 

So I had a chat with my KH today. Essentially all that happened was that she taunted me about not knowing my release day; what with all the horniness I am complete mess and putty in these girls' hands right now!

 

I think that's their plan!

 

So last time I was locked up I had a problem; whilst my cage certainly prevented me being able to get myself off it does have space for me to reach between the bars and stimulate myself slightly. I looked into ways to discourage this and came across a site that focuses on erotic hypnosis. Now I'll preface this by saying I was skeptical as to whether hypnosis is possible so I did a little research and decided if I approach it with an open mind then its worth a try. I found a file on this site called keyolder's binding:

http://esuccubus.com/

Now it took a couple of tries to get into the right frame of mind but after a while I found that whenever I started reaching to stimulate myself my hand would stop just short. I had developed a reflex to stop my playing with myself, now with enough willpower it would have been possible to push through that reflex but I didn't want to and so it effectively stopped me stimulating myself without permission. So over the last year I have occasionally when I needed relaxation or a little fun listened to some other files and they have all worked out. I should add that I've never tried any of what I would call the more implausible ones as my imagination is not that good.

Fast forward to today. There was a file called ruled that I had contemplated trying before which is about submitting to a strapon. Whilst strapon play has always intrigued me before I've never experienced it. Now having talked to people on her about it and having started to experiment with anal play i thought it an appropriate time to try it out. I have to say the file might have worked a little too well. This was my experience:

The file lasted about 20 minutes. After a short begging it lead me through a fantasy series of my mouth and behind being used by this strapon; it was easy enough fr me to replace the author with my KH and gf in these roles in my mind's eye. I spent most of the session straining my cage as hard as possible and I have no doubt that if the cage was not there I would have orgasmed without ever touching myself (that's happened before with one of her files purposly meant to do that). However, the file also builds in a desire to worship this strapon and associate sexual fantasies to it; as I write this and am thinking about it I am finding it hard not to want to open my mout or wrock my hips as if I as taking a strapon. Once again a horny mess here; why do I do this to myself?!?

 

Quick update;

The gf just walked by naked going to the shower, she presented her breasts to tease me. I immediately dropped to m knees to worship her gorgeous naked body. Kneeling before her I couldn't help but wish she was wearing a strapon right then. This lockup has made me more submissive than I have ever been before I feel.

 

So my KH just made a small demonstration of her power over me. I've come to understand what a dominant is like as a KH, as opposed to my submissive gf, and just how powerless I truly am before her.

 

So every time I do an extended lockup I get to a point where I think; you know what? This would be a good lifestyle. Today I believe I reached that point. There are two problems with this. Firstly the gf isn't interested in it as a lifestyle. Secondly I want to be able to let out my dominant side every soften and you can't really do that if some one has you locked in chastity! Not really sure what to do with this feeling.

 

So this morning the cage came off for cleaning. Instantly I ended up getting hard and my God did it feel good to be fully erect again! It's not like I touched it (that is certainly not allowed) but that brief erection just reminded me of everything that the cage takes from me.

 

I'm clearly too horny for my own good seeing as I just chose to add extra days until next orgasm in return for some play time out of the cage now.

 

The gf just told me that if I hadn't made that deal I would have been released today. Did I just make a very bad deal?