Day 300

The weekend is going to be very exciting.  My boyfriend is flying in for MIR and it's going to be a ton of fun.  But before he gets here I have to lot of work to get done.  I have two large papers due on Sunday and Monday right after MIR.  So they need to get done before the weekend begins.  One is finished but the other is just getting started.  Hopefully without distractions I'll be able to get them accomplished and be able to totally enjoy the weekend!  As long as I don't get super horny this week I should be okay.

Hopefully playing with myself for an hour a day will help and on top of that today playing with my balls will help a little...or maybe it might make it worse.  We'll have to wait and see...

Day 299

I've had so much fun playing in my ass everyday for the past week and I've still got about a week left.  I really enjoy it, but I definitely wouldn't be doing it if I wasn't told to.  I rarely give myself that kind of attention even when I want it.  Plus my hole is getting stretched and it's spectacular!

Day 298

So as promised today is my review of the new device.

It is the Steelheart from Steelworxx.de and is the most comfortable device I have worn yet (and there's no way I'm going to break this one)!

So there are many benefits to wearing a steel device, but one of the big ones I appreciate is not having to lube up daily.  This is not a hassle with the CBs, but it uses a lot of q-tips, lube, and consumes some of my time.  But not having to worry about chaffing is a wonderful thing. Also this steel device is the same size all the way down the tube, though not all are, which is a very nice thing.  When my cock gets hard in no longer feels like it is being crushed by the sides of the device (though I do miss seeing my cock pressed in there, skin poking out the holes).  Personally I like peeing at urinals with this device better as well.  It does make a louder sound because it pours straight down, but it's so much easier to control the stream of piss.  In other devices for me since I have a large piss slit I have trouble perfectly aligning the holes up.  But in this one it's only got a small hole at the bottom to get out of.  For me this creates an occasional back up in the tube so the device keeps peeing momentarily once I've stopped, but that doesn't bother me.

I do have to admit I clank around in this device more than others since it's metal on metal.  I don't notice a whole lot but it does certainly make slightly nervous.  Also though I like the single hole to piss through, it does tend to have a little residual piss in it which isn't always desirable.  And the cleaning process is proving to still be a bit of a challenge.  Though I think I've established a good routine with it.  Before my shower I squirt a couple of bulbs of water into the device (filling from the sink) and then take my shower and rinse the tube out once more before I get out.  This is not the perfect process but until I find the bottle I want (below).  It will do.

So overall the negatives are greatly out numbered by the positives and I couldn't be happier wearing this device. ;)

Day 297

Another wonderful day enjoying my new device. It still gets me each time I get hard and feel myself pressing against the cold steel. It's not every time just after showers, go outside, or walk around naked. I am planning on writing my full pro/con list tomorrow so hopefully you boys looking to lock up find it helpful.

I'm still in my jock and it's already full of precum, but today I was playing with myself opening my hole and almost for my fist in there. I probably would have cum had I, but I'm building up that last load for RubberRedBear.

Day 296

I love steel!

It just feel so much better. There is something natural feeling about this device. Today at least I felt it a lot more than I felt then CB 6k for a while but it was nice. I found that my PA was clanking a bit this morning but really it wasn't too bad.

There are a few differences that I'm noticing, mostly just that the shape of the device is better while yes the "cock" shape of the CB is kind of nice because it gives room for the head. This device is thicker all the way down and so my exertions feel completely different. It's almost like when I get hard I don't really feel hard because I don't feel like my cock is trying to break free. It's a good feeling, but I also kind of miss my skin poking through the holes on the side. Hehe I also really enjoy that the steel feels hot and cold it kind of reminds me that it's there more often. And yes pissing is way different in this device but not unmanageable. I haven't tried peeing at a urinal yet but that will be interesting. Because it only has the one hole (smaller than the piss hole on the CB) it takes longer to drain which means sometimes it starts filling up the tube...

But for cleaning last night I picked up this little thing:

And it worked fairly well this morning.its difficult to use in the shower because I need a bowl or something to suck up the water from but I made it work. Only problem is it took like 6 or 7 times for me to really feel like it got clean which is a lot more time than cleaning the CB. So I'm looking for something else either like it but bigger or something I can fill up almost like a bulb douche, but most of those have tips too large for the whole at the bottom of the device. But I'll keep looking until I find the perfect piece of equipment.

Day 295

Oh my goodness, soooo much to write about today.

First off I got to play with Sir today which is always a good time.  As usual there were a couple things to punish me for and let me tell you I'll be thinking about them for a couple days.  He canned my ass in what felt like the exact same spot over and over again.  Just before that though he took out the plug I'd had in for 2 hours while I was running errands and hanging around. Once he got it out he got his fingers inside pressing up against my prostate, enough to make me moan but not enough pressure to get me anywhere.
After he was finished beating my ass he fucked my hole so hard and so well tonight.  My hole was already opened up and ready for him to pound away as he always does.  He puts so much force behind his cock straight into my ass and it feels so good!  After a while he put me on the mattress and began fucking me there where he begin hitting up against my prostate while he was fucking me.  It felt awesome to get pounded here and there by his cock instead of my fingers. And since I'm supposed to be getting lots of ass play these two weeks I'm in this jock, he plowed until he was done and I wasn't going to stop him, not that I ever would or could. :)

But that was not the only exciting thing that happened tonight.  After we finished up, he took me to the bathroom and took off my device for cleaning which happens occasionally.  Then I hopped in the shower got out and he surprised me with a nice shiny piece of metal for my cock!  He'd apparently had enough of me breaking his plastic devices so metal is the next logical option right?

So far I absolutely love it!  It just feels less complicated and like it's just better.  It's a little heavier, but not really noticeable.  My PA does clink around a little bit more in it since it's metal on metal, but with tighter underwear it shouldn't be noticeable.  I didn't hear it once I put my jock back on.  It was interesting though when I went to the corner store to try to find something to aid in cleaning the device I got a little hard and my cock pressed up against cold metal from walking outside.  It was an odd feeling but kind of fun and nice.

I'm still wearing my red jock and it's getting quite a nice musk about it and I've still got over a week to go....

Day 294

Today was pretty nice and easy. I had a long day of work which was frustrating because I had other plans for my day and had forgotten about it. But it ended up okay and it's money so I can't really complain. But.....

Yesterday I was plugged up for 2 hours. I finally took it out and, I was feeling really horny.  I though it might subside a little, but then I realized I didn't want it to.  I wanted to get back in my hole and have some fun.  So before bed around 2:00 am I pulled out the lube laid backed and started working me hole.  It was nice and warmed up, a little loose and ready to get used.  I was quickly filling it with 3 and 4 fingers, but I really wanted to give it a good workout so I lubed up both my hands, stuck my fingers in my hole.  I started opening it up, relaxing my hole, and stretching it out just a little bit getting my fingers deep in my hole playing around inside.  As my fingers were exploring around just finding new spots to hit that felt amazing I started to feel like I was going to cum.  I didn't think I was hitting my prostate; I certainly wasn't trying at least.  So I gave my hole a break but I'd hit that point and it was coming.  Soon jizz was dribbling out of my cock and into my jock, not really an orgasm, just cumming.

I thought to myself, I wasn't done!  So I kept going working my hole just invading it with my hands enjoying all of the sensations going on.  Soon I stood up and saw my jock covered in cum and as I went to pull them down to clean up a bit a little dribble of cum was still stuck to my cage waiting to drip into the jock...

Day 293

It's so nice to successful sometimes. I've been putting a lot of work into studying for my midterm that I took today and did very well on it!  I've been channeling a lot of focus into my school work in an effort to detract a little from my locked up cock and it's paying off.

My adventure continues with my red jock that I'm preparing for RubberRedBear and it's coming along nicely.  Playing in my hole everyday is wonderful and though I certainly can't do it forever, it does take some time and effort, these 2 weeks will be well worth it.  Today I wore it to school for the first time which was a little exciting for me because well if my classmates only knew. Haha.  When I got home though it was time to give my hole it's hour of attention so today in an effort to continue my productivity I plugged up and just give it a wiggle now and then and pull it up with my ass everyone and a while.  It has done it's job letting me have some fun and make some precum.  Below you can see the jock at school, yeah it's in the bathroom, I'm not quite daring enough to do much more than that there.  Along with that though you can see the pool of precum I worked up this evening in my jock.

Day 292

Another wonderful day following the rules for my jock strap.  I spent an hour working my hole nice and slow just working it open and relaxing it.  It felt as if I was edging myself from my hole which is just an interesting experience, but wonderful!  It definitely felt as if I could have worked a load of cum out tonight, but I want to just build up a nice big one.  Too many times and I might feel like I'm cheating on chastity, and I really wouldn't want to do that!

Day 291

I've been chatting with a wonderful guy on Recon RubberedRedBear and a while ago he sent me a picture of him in a jock.  He was looking really hot and got me going as usual, because he likes to tease me by getting me horny.  And he threw the idea out there that perhaps I got could get the jock he was wearing after a while if I earned it.  So he took a couple days and came up with an appropriate way to do so.  Essentially I'm to wear it at all times and only take it off for showering of course, wouldn't want to wash any of the good smells away!  And I have to play with my ass for an hour each day to fill up the jock with as much precum (and hopefully a little cum) as possible.

Once he gave me my guidelines I was almost running to the store to by a jock for him.  Just thinking about it was getting me hard.  So yesterday I bought a nice red jock, wore it all day, got my fingers in my ass and started the 2 weeks.  

Today I've kept it on and played with my hole again.  It's gonna be nice and used for the next two weeks and I'm excited about it. 

Day 290

It's shocking how long the effects of an orgasm can last when you only get them so often. Today I still feel wonderful in part to my organs yesterday. I can just feel the release still.
While I can't say the long lasting effects outweigh the awesomeness of frequent orgasms I will say it's a nice feeling.

Day 289 Part 2

So I posted a while ago but there has been a new development in the day, I came!  Yes you have been reading my constant desire for an orgasm now for a while and it finally happened.  And I have to be honest it was worth every moment of waiting!  I had been playing with my ass for a while (took some video of that so hopefully it will be up soon) and after the camera went off I decided I was going to play with my prostate and just see what happened.  I was certainly horny enough for it.  As I enjoyed being in my ass I hit on my prostate just quickly and I kept on it and only a couple of minutes later I was there on the brink of cumming.  It came out of nowhere but I sure wasn't going to stop.  As I kept pounding on my prostate the cum started flowing from my cock, shooting a little and then pouring out of my caged up dick.  I don't really remember much from when it started oozing until a couple minutes later when I realized yes I need the camera for this to snap a picture.  It was just simply sensational!

Day 289

So I got the pics from my friend and here you go it was quite the adventure of an afternoon as you'll see down below.  But today was good and relaxing definitely a good change from yesterday when I left my play session and was incredibly horny.  It's been nice and relaxing getting some work done.

He started by getting me tied up very securely on the bed making sure I wasn't going to go anywhere.  He inserted an Aneros prostate stimulator and hooded me up while I waited for what was to come next...

 Soon the clothes pins came and he placed them where he could and toyed with them, flicking them and soon bringing out the vibrator teasing and torturing them all...

 But soon, they came off he lifted my ass up and started to hit it.  I wasn't exactly sure what it was but it was very nice.  I couldn't tell what it was until we were all done.

 And after he had his fill the vibrator came back out and he was teasing my ass again.

 Soon it was time for the electro and I was hooked up and it was zapping away.  It felt wonderful and I remembered exactly why I enjoy electro because it's almost like my cock is getting touched in an odd way.

 It continued almost getting me to cum, but ultimately my cock laid in it's cage just dripping precum.

Day 288

Today was another good day.  It's been a little less productive, but it's been well worth it.  Today I also played with a friend of mine that I played with a while ago and had a wonderful time!  I got really close to coming with electro, but of course with my luck neither that nor the prostate stimulator got me off.  So I left extremely horny, but I felt amazing!

This time we got pictures so hopefully those will be up in the next couple days.

Day 287

Wow is today better and no orgasm, and to be quite honest being able to jerk off probably would have just sat around all day doing that instead of what I did.  I was productive, took sometime for myself, and feel SO much better.  It's easy for me to let things pile up, and usually when they do I take care of it.  Lately though I haven't had the time to do that and today I finally did and life feels better.  While I think chastity has added to this experience, it definitely was not the cause.  And tomorrow I'm supposed to be playing with a friend so hopefully that will make me feel even better. :)

Day 286

I'd really rather not post today I'm just in the mood to eliminate all responsibilities from my life for 24-48 hours. Unfortunately that won't result in a positive outcome in the long term so I won't but I'd sure love to!
So I was hoping that with the next couple of days I would have some time to just do my own thing and like I said yesterday center myself again. That's not happening. School is consuming me. It's one thing after another one project into another application process into another paper into a midterm... It just doesn't end and that little bit of time that would be for me when I don't have to be doing school work or the breaks that I build in to it are for work or staying socially connected so I don't turn into a hermit. But some days I need and want to be a hermit so I can figure out what the hell's going on with me and deal with it.
I just need me time and not in the sense of masturbating...while it sounds phenomenal and would make a lot of thing a feel better it's not really a great coping mechanism...
Aaaahhhhhhhhh!!!

Day 285

Todays been okay, I'm definitely ready for Tuesday though because I will finally get the chance to relax and I am planning on doing something for me.  I definitely need that too.  I'm not even thinking of anything sexual just time for me.  I've been feeling the need to recenter myself and just kind of bring all of the things in my life back together.  At the moment I'm just doing everything one thing at a time taking one challenge on and then moving to the next.  It's been working but I don't think it's good for me.  It means that I'm leaving other parts out and not getting back to them because it's not immediate.  So hopefully Tuesday I will find a way to feel whole again.

Day 284

Yes I'm late again, today though that's the least of my worries. This morning was hell, not due to chastity but due to lack of sleep and annoying students at school. So I just have been in a mood that hasn't been all that positive, but I think back on it and it's probably a good thing. It has taught me an important lesson about planning and paying attention to my school schedules. While I would really enjoy saying its because I couldn't jack off but really that has nothing to do with it. Yeah it may have made my day a tad bit better and relieved a little stress but then I wouldn't have thought about the actual issues of the day. So thank you chastity for making me more self aware.

Day 283

It's been a good day, a little busy but that's a good thing. My most difficult days are the ones with nothing to do. It's too easy to fixate on my cock I can't have and the sexual cravings I have. Those days are also difficult because I want them to be lazy days and lazy days do not include cleaning out and impaling myself. For those who do it as I have it takes work!

Day 282

Perhaps my hole just can't get enough.  This afternoon I was trying to sit down to study, but I simply couldn't focus I was horny and watching porn, wanting to have some fun.  But I knew that was unlikely as it was the middle of the day, and most people have to work. So I went into my closet and my tub of toys, grabbed a plug and slowly worked it into my hole.
I was hard just feeling the rubber plug against my hole and started dripping precum all over.  It slipped in and I felt great sitting down to my work.  It helped.  I wasn't as horny and could focus on my articles.  As I moved around I could feel it rubbing around inside keeping my cock hard and making me ooze precum. A couple hours later before going to the store, I figured I should take it out.  When I looked down at my underwear I could see a nice big wet spot from my cock dripping like it always does.  I secretly wished it was a load of cum in there but I was content with a puddle of precum. Perhaps since it's already stretched out I'll have to find something more to go in it later...

Day 281

It feel so good to get fucked!  A good friend of mine that I've fooled around with hit me up on my way home this afternoon.  He got straight to the point and just asked if I was up for a fuck tonight.  Of course I was, in this state I'm always up for it.

So I got home got ready and went to his place.  As soon as I walked in the door we stripped down and I was almost gagging on his cock as it hit the back of my throat.  Once he'd had his fill of my throat he brought me up bent me over his sofa and started pounding away.  He went to town fucking my hole using it oh so well.  As he got more and more into it he started spanking my ass just driving me absolutely crazy.  He kept fucking and I was bouncing back against his cock making it go as deep as his cock could plow into my hole.  I knew I wasn't going to cum from this fucking but it didn't matter one bit because it felt awesome! He kept fucking my hole until he couldn't hold back and blew his load.  I almost didn't want to it end, but my hole was used up and feeling good and so was I.

It was a a great way to spend the evening waiting for my latest iPhone update to finish downloading. :)

Day 280

So today was nice, I didn't quite get the time to play with myself that I had hoped for but that is due to my own lack of planning.  I had to do it before work, but sleep sounded so much better...while I was still laying in my bed.  So I didn't work towards that orgasm I've kind of been wanting and craving lately.  I will get there one of these days, but I rarely feel like putting in that effort.  Yes I know that sounds somewhat silly, but personally it takes quite a bit to bring myself to orgasm from playing with my ass.  Also the last few times that I've tried to do it, I haven't been able to make it happen for some unknown reason.  I'm perfectly content not either that's the other thing at play.  Not cumming doesn't bother me so when it doesn't happen I'm not super disappointed or upset, life just moves right along.  So we'll see when it happens, but one day soon I hope I'll have an orgasm....somehow....

Day 279

So usually Mondays are fun days, but not today I was being productive and getting lots of things accomplished. So I decided tomorrow is going to be my fun day. I'm going to try to make myself cum. I just feel like I need to get rid of some from my body. Maybe it'll just happen overnight and I won't have to worry about it. Either way I'm pulling out some toy tomorrow. :)

Day 278

Another good day in chastity, but I'm about to get very busy with school.  I knew this was coming up and I have planned accordingly, but it's still going to be a very stressful time.  So I'm hoping to have fun with others and myself to keep sane, but I'll make it happen I'm sure.  In case I start to get crazy on here I just wanted forewarn you.  I'm already a little anxious to get play with my cock.  I've kept it at bay fairly well so far, but it's about to have me up the walls...
Maybe I'll be able to get a load out of myself soon, hopefully!

Day 277

Another great day in chastity nothing new to report; of course it's still on and I'm enjoying it. I was entertained when a friend of mine asked if I had gotten out because he was in town. Not yet, but I never know. I doubt it though. I don't want to add any more days to my chastity nor does Sir or my boyfriend...I think.

But it's wonderful having my boyfriend around and being with friends all weekend.

Day 276

My boyfriend is here yay!!! Just having him around is a wonderful thing and makes everything better. The CB 6k is still on and keeping me locked up. Nothing new really to report still horny and aching but that's about it.

Day 275

Another day without an orgasm, what's new in my life! ;)

It's been a good day and my boyfriend gets in soon for the weekend so I have plenty to be excited about.  But chastity is just chastity at this point.  I really wish I had hot stories of guys groping me in bars and their shock and horror.  Or men looking over while pissing at the stalls at school, but alas I have nothing exciting.  I have become accustom to this lifestyle of infrequent and unknown orgasms.  It's what I wanted/want, but it's certainly not always exciting.

Day 274

Ahh, just another good relaxing day. Not much thought was devoted to my chastity. Of course I couldn't escape it all day, but the thoughts came and went quickly. But the thought of jacking off keeps coming back into my mind....I hope it goes away some day.

Until then I'll just keep putting it into the back of my mind and hope it doesn't drive me crazy!

Day 273

Today was a nice day for me.  It was very relaxing which I've been needing for a while, but it still wasn't totally what I've been craving.  And no I'm not talking about an orgasm.  I've been fairly satisfied in that department for quite a while.  Though I haven't had one in I don't know how long I have come so close a number of times that it's keeping me content.  Some more me time will be nice tomorrow, but I can't spend it all relaxing.  Coming up with a really good balance in my life with an even more unpredictable schedule is proving a little difficult.  Even with my work having a funky schedule it was less funky than what I'm doing now with work and school.  And that was part of what helped keep me sane was that I had days off that I knew I didn't have to do anything.  Now in school and constantly having readings and research to do it's not quite as easy.  And again the lack of instant gratification and pleasure I get from jerking off has made it a little more difficult, but this is the year I choose and I'm enjoying it.  Personally I wouldn't have it any other way right now.
I find chastity a really great experience and enjoy it thoroughly.  If I were to do it again on such a scale, I would have to work in a way in which I could have time with my penis occasionally though.  Rarely being able to get to it myself is my one real struggle.  I like giving up the control of it, but I don't want to give it up.

Day 272

When I ordered my newest toy, I also got a couple little ball stretchers which I thought might be fun.  Well today I finally got one on.  I tried really quickly when I got it of course but with the device it looked like it was going to be tough so I put it off.  So after a long day today I figured it would be worth it to make it happen.  Let me tell you it was not an easy task.  With the device around my junk it's a bit of a tight space, but I stretched my balls out and squeezed them through one at a time.  It was a bit painful but that's part of the fun!  Of course it's a nice tight fit and I'm really looking forward to how it feels with a nice raging hard on.  There is normally a nice little pull from the device but now with them already stretched it should be nice.

Day 271

ARGH!!!! I've been working on a paper all day and not necessarily a difficult one but I have struggle focusing on it.  I have no idea if this has to do with my chastity or not, but I'm attributing it there.  So yes at the moment I would love to smash the device into tiny bits and see if pumping out a few good loads help.  But if that is the case, then I need to save that for later when I have real papers! lol
Part of me is trying to remember back to college and what my habits were with writing papers (other than my constant procrastination).  But I don't really remember, I mean why would I?  I was jacking off at least once a day then probably more most days!

Day 270

I'm back in a weird horny place again.  Like a couple weeks ago I'm feeling really horny, but don't feel like doing much about it.  I know that part of that has to do with school kind of taking over my life at the moment, but since i know that's the case I feel a little bit better because I know the feeling will pass.  Or at least I hope that it does.
It could also be that I've been getting bits of fun and attention here and there and so I've not had an overwhelming urge to burst out sexually lately.  That's not really a bad thing just not really normal for the entire previous year.  Most of the year I've spent trying to calm the insatiable urges that have been tried taking over my life from time to time.  Now I have either done so well at that it's gone to far or other things are starting to take it's place and move my sexual desires to the back burner because I'm not constantly thinking about since I don't have the option to play with my cock.  Though it's a very aware back burner because I definitely know my cock is telling my body to have some  fun.