Saturday, 29 December 2018

100 days or more?

I know that Mistress plans on making me go 100 days, what I don’t know is when she is starting the count from. She can start counting from my last orgasm, or from when I got locked up or the worst case scenario would be from when she officially made her mind up.

Option One
 This seems the most realistic and sensible to me.  The whole point is 100 days with out an orgasm so why wouldn’t you start counting from my last orgasm. I’m pretty sure Mistress looks at it the same way as I do but I could be wrong. If that’s the case February 5th will be my end day.

 Option Two
Chastity and denial do go hand in hand with our adventure so I can see this option as a possibility. I don’t think Mistress will go that route but you never know. If that’s the case my end day will be March 12th , a total of 135 days.

Option Three
I highly doubt Mistress will take this path but anything is possible. She could end up really enjoying keeping me frustrated and stepping up to this level. I don’t think she has the mean or cruel streak in her but you never know what can develop. If that’s the case it will be a total of 159 day without an orgasm taking me April 4th.

 At this point I’m guessing Mistress will go with option one with a bit of a twist. She will most likely push me just past the 100 days just prove she decides when I get to cum. Technically she did decide on the 100 days but I may of planted a few seeds in her head to get her thinking in that direction. I’m going to try my hardest not to bring up days remaining or the end date just in case I accidentally plant seeds that lead to option 2 or 3.  All that’s left now is just to wait it out and see when Mistress decides!

Thursday, 27 December 2018

Another 100 day attempt.

Long time no write, sorry to those readers who have been patiently waiting.
 Since my last entry we went into a bit of a vanilla slump that lasted a few months and when we did start to get things back on track real life got busy. Real life is finally slowing down but our adventure isn’t fully back on track yet.
 We recently moved to a different house and we decided it was best if my energy was used for packing/ moving and not wasted on sexual activity. My last orgasm was October 27th and at that time  I wasn’t aware that it was the last time I’d cum in that house. It was a few days later that Mistress informed me I’d have to wait until we were in our new house.  I wasn’t too phased by that since our possession date was only 2 weeks away.  Those 2 weeks went by really fast and had some late nights packing so we were too tired to play anyway.
  As moving day got closer Mistress started making a list of things she wanted done at the new house, it was than decided that I wouldn’t get to cum until some of those things were completed on the list. My to do list began to grow once we actually moved in but Mistress said she would reward me once I crossed a few major things off the list, a progress payment so to speak. I got busy on my list right away and managed to check off a decent amount of tasks but Mistress would side track me with new jobs that weren’t on the list. The first 2 weeks went by fast in the new house and by than I was getting close to a month since my last orgasm, I asked Mistress if it was time for a progress payment or if she just wanted to keep me denied to keep my productivity at a high.  She decided it was best if I just kept working on my list.
 Deep down this is what I actually wanted! I don’t want to say a progress payment showed weakness but it didn’t show strong dominance either. I’ve been wanting Mistress to advance for a while now and this was a step in the right direction. I continued to work on my list and Mistress continued to verbally add things to my list.
 All this time was just denial without chastity but Mistress finally unpacked the box with her keys in it and decided it was time to lock me up on December 1st. Most of my list was checked off but we still had lots to do to actually get settled in our new house and than holiday season started, so my list has kind of been on the back burner for a while.
  Mistress wasn’t too worried about my list anyways, she had something else planned for me. I asked her if I should be counting out 100 days but she said she didn’t intend to push me that far. I know she likes to keep me in the dark as to what she is thinking or plotting so I didn’t fish too much for answers, I just simply asked her if she had a plan or was playing it day by day.  She told me she had a plan and that’s all I needed to know.
 As the days went by I started to think about 100 days and how I was one day closer. At this point I really didn’t know if I wanted an orgasm or wanted to keep the denial streak going. It’s not like it was really up to me, if Mistress really wanted me to cum she would order me to. I didn’t bother asking her for 100 days because I didn’t want to over ride her plan that she was plotting but I did casually mention it a time or 2 so she knew I was thinking about it.
 A few weeks later was my birthday and that’s when I found out what Mistress was plotting. I was let out of my cage for a proper cleaning before my shower and Mistress was waiting for me in the bedroom. Once I walked into the bedroom and finished drying off Mistress dropped to her knees and began to give me a blow job. I only lasted a few minutes before I had to ask Mistress to please stop, she gave me a minute break and than went back to it.  This repeated a few times before I finally told her I didn’t want to cum. Mistress instantly stood up and said “ Ok if that’s what you want, but who knows when an opportunity like this will come around again”.  Similar situations like this have happened in the past and she usually makes me wait at least a week before I’m given another opportunity to cum again.
  Christmas morning we woke up and cuddled, cuddling turning into teasing and that’s when I told Mistress I was horny. She more less told me I’ve gone this long without anything so 100 days won’t seem that long now! 

Friday, 25 May 2018

So close but so far.

On day 96 I had a weak moment that resulted in an orgasm. I was dry humping Mistress ( still in my cage and underwear )  and she gave me permission to try and get off as long as it was only a ruined orgasm.  Once she gave me the green light I got a bit more into it, not fast like a jack rabbit just pressed up against her with more pressure and concentrating a bit more. At first I thought this feels good but I don’t think it will be enough to get me there and than Mistress began to touch me more. She was just running her fingers up and down my back but that was all the extra contact I needed, in a matter of seconds I found myself at the edge and over.

I don’t know how to explain the experience, it wasn’t a good orgasm but it didn’t seem like a ruined one either. I did feel one spurt but the rest just seemed flow out instead of squirt, the size of the mess on the bedsheets is what made me believe it was more than a ruined orgasm. I have had ruined orgasms in the past but it’s not something we practice, most of my experience is with teases going too far and me not being able to hold onto the edge.

At the time I convinced myself it was a ruined orgasm but as I thought about it more the next day I started to consider it a fail. I’m rather disappointed in myself for letting it happen, I was so close to the finish line that I should of avoided stimulation for the last few days. I’m still proud of myself for making it that long but sad and mad for not reaching my goal.

I’m still locked up and tomorrow is my 100 day marker, as for what’s going to happen to me I’m not sure.  Mistress hasn’t gave any information on how she feels about my failure. I personally don’t think she will make me start all over from scratch but she could surprise me with that. As much as I don’t want to dive into another 100 days right now I think it would be appropriate punishment for failing that close to the finish line. As always only time will tell

Tuesday, 8 May 2018

Day 82

Wow 82 days with out an orgasm or release! I can see the light at the end of the tunnel and I hope these next 18 days fly right by.

Nothing major has happened in the last few weeks. Play time has been minimal so my hornyness and frustration seems to leveled out again.  The last few days I’ve had the desire to please again but only had the chance to fill that urge once.

I showed signs of weakness last week and asked Mistress if she would try to release some pressure. I had a butt plug in and asked Mistress if she would put a vibrator against it in hopes of that helping to hit the right spot. After a bit of foreplay she made me select the vibrator I wanted and roll over into little spoon position so she could accommodate my request and still play with my nipples. I instantly enjoyed the new sensation the second the vibrator came in contact with the butt plug. As much as I enjoyed the combination of the two toys it wasn’t enough to provide the result I wanted. Mistress moved the vibrator around on the base of the plug but it never really hit the right spot.  About 10 minutes in I knew it was hopeless so I asked Mistress to stop. She moved the vibrator to the front and put it against my cage and I instantly asked her to please stop, we did that in the past and it gave me a ruined orgasm and I didn’t want to risk that again during this challenge.  In the end I was left more frustrated and feeling defeated.  We do have other toys and approaches we can try but I think I’m just going to try to ride out the rest of my 100 days with no relief.

Mistress confessed to me that she has no intention of pushing me past 100 days at this point.  She thinks I’ve handled this very well so far and I deserve my reward. I had mixed feelings when she told me this and I truly believed she wasn’t going to end it on day 100. I was the one who picked 100 days and I thought she would push me past that just to prove that she makes the calls. As for my mixed emotions I wanted Mistress to grow from this experience, does it really show growth or advancement if I’m set free and get an orgasm on the day I picked? But on the other I’m really looking forward to that long awaited release so I’m happy she won’t be pushing me past the 100 days.

Saturday, 21 April 2018

Day 65

 I have now set a new personal best, 65 days without an orgasm or release ( besides pre-cum). I am really proud of myself and I feel accomplished now that I’ve passed a milestone. At least 35 more days to go and that still seems like a long time even though I’m over 2/3s done.

Frustration and desperation is starting to set in more now and I always seem to have sexual thoughts on my mind. The last few play times I’ve tried negotiating with Mistress to see what’s allowed and her definition between orgasm and release.  I was hoping maybe a ruined orgasm might be allowed but not so much. Mistress more less said anything more than pre-cum could be considered an orgasm,   we haven’t really played around with ruined orgasms (on purpose) so Mistress hasn’t perfected the act to guarantee that it would be a ruined orgasm and not a real or full orgasm.  Yesterday Mistress put her foot up to the cage and said I could try to make myself cum and she wouldn’t count it as an orgasm but I still had to pay the price for below the knee. It crossed my mind but I really don’t think I could of made myself cum from that with the cage on.

Milking has also been a subject of conversation lately. We have played with it a bit in the past but I don’t think we ever had success. Mistress said she would accommodate to me but I have to ask her for it and be specific about what I’m asking for. We do have toys for milking and for pegging and that’s why Mistress wants me to be specific. Our experience with both activities are very limited and have never resulted in any form of release in the few times we have tried in the past. If we were more experienced with those activities and we knew what the outcome was going to be I’d have no issues with asking. As of right now I have mixed feelings because I don’t know if I’ll get any release or possibly too much of a release and push the boundaries of an orgasm.

Mistress did confess to me that a wet dream will result in punishment but she won’t consider it a fail to the 100 day challenge. Before she confessed this I wanted to be milked to avoid a wet dream but now that I know it won’t be a fail my desire to be milked only sets in while we are playing and my frustration level is at its peak. I know Mistress would prefer me to go the full 100 days with out any release so as of right now I’m refraining from asking for a milking just to make her proud, but in the heat of the moment as my frustration builds so does my desperation.  I just need to stay strong and not give into temptation in the next 35 day.

Friday, 6 April 2018

Day 50.

Potentially half way done my challenge and 11 days away from a new personal best.

There isn’t much to write about since normal life has been really hectic lately. We are kind of in a play time drought right now. We have only played once in the last couple weeks and it was more of a “ give me an orgasm real quick while the baby is asleep” situation. Nothing too special a bit of foreplay to moisten things up , than rub Mistresses clit until she came. I received a bit of attention in the process and that’s all it took too drain out some pre-cum or chastity tears as I call them. Chastity tears is still the only form of release I’ve had so far which really shocks me, I thought by now I would of had a wet dream but maybe Mistress has put a scare in me about that.

I’ve been a really good boy lately, going over and above all my required chores and also taking on daddy duties. Mistress has noticed this and thanked me several times but I haven’t got much of a reward or even praise for it. A few weeks back Mistress kind of bribed me by saying “ if your a good boy all week I’ll put on something visually stimulating for your spankings”. Well I was good and she did, it was a black corset and thong.  It was sexy but she has way better outfits in her collection, I didn’t expect her best since my behaviour was only good not great. I’d say my behaviour has been between great and excellent for almost 3 weeks now and the lingerie drawer hasn’t opened up. I know I shouldn’t expect rewards for my behaviour but I’m starting to feel that all my hard work has got me nothing. Sure I’ve got verbal thank you and appreciations but after weeks of well above good behaviour I feel I need more than that as incentive to keep it up.

I don’t want this to turn into a big rant so I better wrap this post up. Thank you for letting me vent to you and hopefully I can write about something less negative in the near future. Please feel free to comment, I’d like to hear some feedback and if for some reason the comment section isn’t working let me know on OD ( I’m pretty sure that’s how all you readers found out about this blog).

Sunday, 25 March 2018

Wet dreams.

I’ve had more wet dreams as an adult than I did as a growing boy. As far as I can remember I only had 1 wet dream when I was an early teen going through puberty, as a grown man I’ve had 3. All three happened after chastity and tease & denial were introduced.

My first wet dream really took Mistress and I by surprise. We had more less just got into lengthy (more than a week) denial periods and about 10 days in it happened. The dream was fairly vivid and I remember waking up just after I climaxed in my dream. The sheets were still wet and warm and I felt how I would of if I had a normal orgasm while awake. I woke Mistress up by telling her not to roll over into the wet spot and she seemed happily surprised by me having a wet dream.

The second one was years later and I didn’t remember any of the dream. When I woke up the sheets were wet and sticky and that was the only sign that I had a good dream. I didn’t feel anything like I did the first time and got no pleasure out of it. This dream was about 30+ days into a stretch of denial.

The third time was once again a few years later and just over 3 weeks into a denial stint. It was a mix of the first two experiences. I remembered the dream and my orgasm but I didn’t wake up instantly, so in the morning I felt the same as the second time. I would describe that feeling as extra frustrated and feeling no relief.

Since than I’ve had one strange experience but woke up to dry sheets. It was also a fairly vivid dream  on the lines of foreplay and than it just kind of skipped to the end result of cuddling after sex. It was almost like how a TV movie skips part of the movie during commercials and this scene that got skipped was the money shot. I remember the action leading up the point of penetration than things went dark and all of a sudden we were at the other end of the bed still breathing heavy and all hot and  sweaty. I told Mistress about this dream and she seemed amused that I avoided a wet dream and now thinks I have the power to control my urges in my sleep.

So now 38 days into my 100 day challenge my history tells me that a wet dream should be right around the corner but now I’m scared to have one. Mistress thinks I now should be able to control that and has straight out said I’ll be in trouble if I have a wet dream. I’ve done my research and explained to Mistress that it’s a natural bodily function and it can’t be avoided and she more less said it’s still me cumming without permission.  She hasn’t said for sure but she is making me believe that it will be considered a fail and I will be starting all over again back at day one.  If that’s the case my 100 day challenge could turn into permanent chastity with wet dreams as my only form of sexual release.

Punishment and discipline

Today is day 34 so potentially over 1/3 done my challenge. I say potentially because Mistress has the final say if it does end after 100 days. I’m finally starting to feel horny but not really a frustrated horny. My mind is all over the place wanting stuff but since I know I can’t have an orgasm that’s not what I want. I want kink, all kinds of kink! My mind jumps from wanting stuff like bondage and nipple clamps to be humiliated. I think in general I just want a reminder that I’m submissive and Mistress is in charge.

Back in the days of our points system Mistress would take away points as a punishment, that worked good at first until I collected a massive amount of points. I could have multiple infractions and still have enough points to get anything off our menu I wanted. After that we needed to bring in a new form of punishment.

The common theme pointed to spanking as punishment so why not try that path. We had played around with spanking prior to this but play is the key word there. It had always been more sensual than anything. Along with that we would sometimes use chastity and denial as punishment but if that’s what I wanted at the time it wasn’t a real punishment.

At first things worked out great, if I screwed up Mistress would get me to drop my pants right there and than and she would correct my actions. Sometimes she would even just casually walk away to get a weapon of her choice and return telling me to bend over. This was all fine as long as we were alone and at home but what about if we were out and about or had company over. Mistress did take mental notes and sometimes actual written notes of my infractions but sometimes my actions never got corrected. Eventually punish just faded away as our adventure would go into hibernation.

Just prior to the arrival of our newborn I proposed an idea to Mistress that not only would correct my actions but also get our adventure back on track.  My idea was to spank me once a week every week if I needed it or not, it was more less intended to be a weekly review of my actions. I think we started out with 5 spanks just for maintenance and than 1 for each infraction. We tried that for a few weeks but decided to up it 5 spanks a cheek for maintenance and 2 spanks per cheek for each infraction.

My maintenance spanks come first and Mistress makes me count them out, they are about medium strength and gradually increase in sting factor. Than my infraction spanking come and they are slightly above medium strength. I’m also made to count those out and say why I am receiving them. Mistress usually makes me drop my pants and bend over the foot of the bed than ask me if I think I’ve been a good boy this week. So far all the spanks have been delivered by a crop but Mistress does like to keep a wooden spoon on hand if I deserve it.

We have been practicing this for probably close to half a year now and I would say it’s really helped get things back on track. It is our Sunday activity and we have only had to reschedule it later in the week 2 or 3 times now. Since I’ve started the 100 day challenge I’ve only had 3 infractions that needed to be corrected, I’m not sure if they will come back into play later so I’m trying to keep track of them.

This post took me a few days to complete so it is now Sunday day 38 and I will only be receiving my maintenance spankings this week since I’ve been an extra good boy this week.


Saturday, 10 March 2018

Pleasure in pleasing.

Day 23 and going strong, sleep is still hit or miss but like I said before I’m not completely blaming that on chastity. I find I can’t stay up as late anymore so that could be why I get so restless around 5:00 am and probably because my mind starts going the minute I wake up. It’s seems the first thing I think of in the morning is what day I’m on and how many more days left to go ( that I know of)!

I still don’t feel that horny or frustrated yet, I have been getting attention but it doesn’t seem to drive me crazy for too long after the attention has stopped. The new cage restricts erections more than the holy trainer so maybe that makes the attention I do get less enjoyable and that’s why I find I’m not too frustrated. But on the other hand the attention I have got hasn’t been too extreme, it has been more on the lines of foreplay and not a tease and I have yet to get any stimulation while out of the cage. I personally prefer it that way, it takes the risk factor out of having a tease go too far.

After the dry spell of our first 2 weeks of the challenge I’ve found myself wanting to please and get Mistresses orgasm count up. I’ve easily made up for that dry spell, Mistress is now averaging an orgasm a day in March and 4 a week so far this year. I’ve found I’m wanting to play more often now but it’s not because I want attention. In the past I’ve wanted to play more often while I’m locked and denied but that was mainly because I wanted attention, sure I wanted to please back than too but that wasn’t my main focus. Lately my main focus seems to be on pleasing and not receiving pleasure.

I’ve read in several places that a denied male will shift his focus to giving pleasure when he can’t have his own pleasure but I’ve never truly experienced it until now. I don’t want to go as far as saying I use to think it was a myth but this feeling I’m having is totally different than how I’ve felt in my past experiences. Maybe this go round is different for me because I really want to last the full 100 days without an orgasm and I’m avoiding my pleasure to minimize the risk of an accidental orgasm. But if that was the case you’d think I would just avoid play time all together.

In the past I’ve found I get a bit grumpy around the 3 week mark and so far I haven’t experienced that. Maybe it is because I’m really not too frustrated yet or it’s because I know it usually happens around now and I’m trying my hardest to not let it happen.

Saturday, 3 March 2018

Day 16

So far the days seem to be sailing along just fine, my sleeps are still off and on and my frustration level doesn’t seem too bad. There really hasn’t been too much play time until this week so that could be why my frustration level isn’t bothering me. As for my sleeps I’m not completely blaming that on chastity either, we keep the house at a warmer temperature now with the new baby so I find my self waking up hot and with dry mouth.

During my first 2 weeks there was absolutely no play time just due to busy schedules and no energy left over in the free time we did have but I made a point of trying to change that this week. Mistress hadn’t received any pleasure since she locked me up and I let her know I wanted to change that so we went to bed early Wednesday night. We were just laying there cuddling and kissing and I decided I wanted to make this time all about her, it’s been a really long time since she has received a worship per say and got all the attention without giving any attention.

I got Mistress to roll over and lay on her back and I straddled her and began kissing her neck, I kissed from ear to ear trying to cover every square inch. I moved down to collar bones and high chest and continued to try to kiss every square inch, by this time her breathing had got heavy and she was letting out little moans. I focused on her collarbones for a bit longer before moving down the center of her chest, her neck and collarbones are my go to spot when I really want to get her worked up. As I worked my way down the center of her chest I circled each breast with kisses  than worked my way in , I didn’t give her nipples much attention as she is still producing milk and that makes me a bit scared of her breasts for some strange reason now. Her breasts got equal attention and I continued my path down the center of her body one kiss at a time, a quick circle around the belly button and down to her waist line. By this point it was quite obvious that she was really worked up, I could of planted my face right between her legs and finished her off in no time but I wasn’t done with the foreplay  yet. I focused on her waistline because that’s my next go to spot to get her all hot and bothered, keeping with my every square inch method I kissed from side to side and back again as much as I could without rolling her onto her sides or stomach. Once I got to the side of her waist I moved to the inside of her thighs, still trying to kiss as much of her as I can but staying away from her pussy. I stayed as close as I could to her pussy and kissed as far back as I could on her thighs or lower bum cheek than back to the center of her thigh and continued my way down one kiss at a time. By the time I ran out of thigh and got to her knee I had a decision to make, do I keep going all the way down right to her feet or do I repeat everything on the other thigh first. I decided the other thigh because I was already at the very foot of the bed and I didn’t want to uncover Mistress and get out of bed. I kissed my way up her thigh and got as close as I could to her pussy again kissing the inside of her thigh working my way back to the far out side of her waistline, once I reached as far as I could without rolling her over I switched to the other side of her waistline. I more less repeated the same thing on the other leg but maybe a bit faster because I was getting eager to actually feel how excited she was getting from this attention. I finished my kissing path off at the center of her waistline and finally started my way down to her pussy.

I really wanted to just dive right in there and start going to town and drive her right over the edge in no time flat but I stayed with the more sensual thyme and just gently licked her pussy ( which was soaking wet and practically dripping by now). As she got closer to orgasm I ramped up my pace and pressure to push her across the finish line. I had no intentions of stopping and next thing I know I’m getting pushed away, this was something new usually Mistress pulls me up when she wants me to stop. Still kind of holding me back she caught her breath and simply said “ok” and let me go back to work. I licked her to another orgasm in a matter of minutes and once again got pushed away but this time with a “ I think I’m done”.

Later on Mistress told me that she almost had an orgasm before I even started eating her out.  I asked her if she thought she would of if I would of continued kissing her legs right down to her feet and she said maybe but I might of got kicked in the face. I guess she was so turned on by the time I got to her thighs that some of those close to the pussy kisses were giving her that kind of ticklish jumpy sensation. She also told me that she pretty much came instantly the minute I started licking her and she actually had 2 orgasms before she pushed me away the first time. Some days I really can’t tell if she is having multiple orgasms or just one big one, so I was happy to hear that I got her off more than I originally thought.

After all that I took a walk around the house just to calm things down and release the pressure in the cage. It didn’t take long at all for the swelling to go down. I was turned on by what I just did but it wasn’t really a horny sensation. This just left me with a feeling of wanting to please instead of wanting to be pleased.

Thursday, 22 February 2018

Day 5

Well I’m 5 days into my 100 days and I don’t really have anything significant to write about.

Sleep the first few days wasn’t the greatest, I found that strange since I usually don’t have an issue sleeping in the holy trainer. I would sleep solid until about 4:30 and not be able to get back to sleep. In these cases I would usually get up take a walk around the house until someone calms down enough so I can take a pee and than go back to bed, but those first few days I couldn’t fall back asleep. I’m been making sure to put lotion or oil on every night before bed and that seems to help. 

When Mistress confirmed the 100 days was going to happen I ordered a new cage off eBay. I don’t or didn’t have a metal cage in my collection and wanted to try one out. I asked Mistress if she would take a look and pick out a style she liked, later that day I received a text message with a picture of the one she wanted. I looked up that device just to see the specs on it, I could tell from the text message it was going to be smaller than what I’m use to but I didn’t realize how much smaller it was until I read the specs. The device she picked out was only 30 or 35 mm long, I was a bit in shock I wasn’t sure if Mistress was cracking small penis jokes or what. Turns out she didn’t realize how small it was compared to the HT (holy trainer) but she liked the open concept design of this cage and thought it would be better for hygiene. I than looked for similar designs in longer sizes, it seemed likes I spent hours and looked at hundreds of cages before I finally just settled on one. Well I made a mistake too, I thought I ordered one that was 45mm long but it was actually only 40mm.

I checked the mail after work the first day Mistress locked me up and too my surprise the new cage had arrived already, it was coming from China so I wasn’t expecting it for a few more weeks. I stayed in the HT for the rest of that night and the next day and night. On Saturday we didn’t have any plans of leaving the house so Mistress thought it would be the perfect time to try out the new cage, I totally agreed with her idea of giving it a trial run on a day we planned on staying at home. I wasn’t really worried about an issue during the day, it was night time I was worried about. Mistress let me free from the HT and I jumped in the shower, she was patiently waiting for me to get out with her new keys in hand. At first it seemed like a tight fit getting into the new cage without pinching anything but I managed to get him in there. I instantly noticed the weight difference as it hangs and pulls away from my body. As I expected there was no day time issues and night time wasn’t as bad as I expected, my sleep was similar to my first few nights in the HT. I think my issue has been lack of lubrication so when he tries to grown in the middle of the night the ring is pulling or dragging on dry skin. I’ve put on lotion or oil before bed every night since and it seems to help.

Just for the record it’s taking me a few days to find time to finish this post so it’s now day 7. I also tried to add an image of the new cage but I can’t figure it out but it is a jail bird style for those of you who are curious.


Thursday, 15 February 2018

Day 1.

Day 1 of my 100 day challenge started this morning, before going to work Mistress made sure I got locked up.

Yesterday we managed to sneak in some play time while the little one was napping. It was pretty much a repeat of the day before, I’m not complaining by any means I enjoyed every minute of it. Just like the day before things were just getting good and than crying comes from the baby monitor. Once again Mistress goes down on me and gives me permission to cum, this time I’m not going to turn it down because I was pretty sure it was going to be my last orgasm for at least 100 days. Mistress got right to serious business trying to end it fast since we had a crying baby needed attention, I was already near the edge before she started sucking me so it wasn’t going to take long. Just as I was approaching the edge the baby monitor went silent, at that moment Mistress also decided to remove her mouth and stop what she was doing. By that point it was too late and I crossed the edge, everything just dribbled out without the satisfaction of an orgasm. I truly thought Mistress had timed that perfect and ruined my last orgasm on purpose but I guess she thought our child was going to be content for a while and she stopped to by me some time per say. Mistress got a good laugh out of the disappointed look on my face.

Lucky for me our baby went to bed fairly early so there was time for round two. Round two was more so to celebrate Valentine’s Day, it was more sensual and loving than our normal play. I made sure to get Mistress off before even thinking about getting my needs met and it ended with her wanting her cock in her. I kind of thought she would want that since she will most likely be going 100 days with out that. At the end of the night we were both satisfied and my balls got emptied again in a more satisfying way!


Wednesday, 14 February 2018

Saturday, 13 January 2018

My bargaining chip

Well over a year ago we were playing around in bed, once again I was little spoon and Mistress was playing with my nipples. I’ve stated that my nipples are a big erogenous zone so they usually get a lot of attention in the form of mainly pinching and biting. I like to be little spoon for several reasons but mainly it just feels more submissive. Mistress can lay higher up than me and it gives a towering or overpowering sensation, her touches seem to control my movements, if she runs her hands down my back I tend to arch my back , if she grabs my hips or nipples I tend to spoon in closer, if she pulls on my nipples I stick my chest out and if she pulls my hair I tilt my head back. It’s almost like I’m her puppet.

This particular day she had me extra aroused and my body movements were more profound. As she pulled on my nipples my whole torso would thrust away from her. To counter this reaction Mistress put her leg over me which held me close but also worked to tease her cock. If I’m too close to the edge I will try to turtle instead of asking Mistress to stop or slow down. Well today I had nowhere to turtle to because I was already held close to Mistress , but she knew I was close to the edge from my attempt.  Mistress doesn’t like it when I try to turtle and she will usually just tell me to ask her nicely to stop but this time she read the sign and slowed things down but with a warning. She straight out told me if a came on her leg I would be cleaning it up with my mouth!

This took me by total surprise, Mistress hasn’t even hinted at this before. I know it’s common for most male submissives to clean up their mess this way and I know Mistress has also done some research in the past so there is a good chance she learned that. But over our years of playing with tease and denial she had never brought it up until now.

The tease continued with her leg over top of me and she kept reminding me of what would happen if I came on her. She asked me if I have ever tasted my own cum and than told me that today might be the day I taste it. To make a long story short I didn’t cum on her leg, and to this day I haven’t had to clean up my mess yet.

So that day I found out that Mistress wants me to eat my own cum but she doesn’t want to force or order me to do it. She is more less keeping it for a punishment or until I’m so desperate that I’m willing to clean up my mess. So it has now become a rule that if I ever cum on Mistresses leg I will have to cross that bridge of cleaning up my own mess.  I thought I’d be able to use this to my advantage and end denial periods when I really want to have an orgasm.

In our most recent go round with denial Mistress teased me to the extent that I was so desperate to cum that I actually asked Mistress if I could cum on her leg. I was so horny I was willing to pay that price for an orgasm. To my surprise Mistress shot me down so I guess I was wrong about having a bargaining chip. I was frustrated that I wasn’t allowed to cum but the next day I was happy that Mistress kept her foot down about denial and really happy that I still haven’t tasted my own cum!

100 days will happen

Mistress has informed me that 100 days will happen. At first she just told me that it will be around the corner so I had to ask how far away that corner was, as per usual she didn’t give me any more information. A few days later she curled up to me in bed as the big spoon and started playing with my nipples than asked if I really wanted to know how far away that corner was.  I know she likes to play with the element of suspense so as I good boy I said I really didn’t need to know.  Mistress did end up sharing more information with me but no official date.

She wants to be able to spend Valentine’s Day with me which usually means being intimate in a more vanilla way. She didn’t want to wait too long and get into the heat of summer when things tend to get more sweaty and smelling. Both of these points made sense to me and I prefer not to be locked up in the summer. So as of right now I know I will remain free until February 14th.

I don’t know for sure but my guess is I will be locked back up after we make love on Valentine’s Day.   If my guess is correct and I’ve added up my days right that’s means I won’t get to cum again until May 25th, that is if everything goes good. Mistress has already made comments of “at least 100 days” and put emphasis on the at least part.

The 2 main factors for it going past 100 days will be my behaviour and how Mistress handles the 100 days. I know she will have some fun with it and she will still be getting her pleasures but she will most likely be going without her cock inside her. She really loves the way her cock feels in her, but since we have started this adventure of tease and denial I have lost pretty much all my stamina when it comes to actual sex. Teasing is one thing because I can ask Mistress to stop or slow down but sex is a totally different story, there is too many different elements playing parts and I just can’t last or hold off when penetration is involved. Sure I can stop or slow down but than that brings Mistress further from orgasm. As for my behaviour I don’t know if Mistress will add more time if I do something that doesn’t please her. I guess it all depends on how she is coping with the challenge.

Part of me is scared that she will have lots of fun with it and be content without actual sex, that could mean she will have no problem adding extra time for my infractions. At the same time that fear is exciting, I want Mistress to advance and push me past what I asked for.  I just have to remember that I asked for all of this and I have to be strong and not complain.

Sunday, 7 January 2018

Love and Hate

I’ve always had a love hate relationship with chastity since it came into play, this also goes for denial but they usually go hand in hand for us anyways.

Both chastity and denial bring out my submissive feelings, even if I am the one who decides to put the cage on. Just feeling the cage between my legs is a constant reminder of me losing or giving up control. Mix that with a good tease session and some sexual frustration and my mind goes right into sub space. When ever I really get into sub space I find myself wanting more, almost needing to be deeper into that space. I want more or longer tease sessions, I want bondage or other kinkier toys to be involved in those sessions and I want something that’s going to be a constant reminder after the session has ended. In the journey I discovered I’m a nipple slut, I’ve always enjoyed nipple attention but it has become more aggressive over the years and isn’t just kissing, licking and little pinches anymore. After a really good tease session my nipples can be swollen and sore, resulting in a good reminder for hours or even days to come. Another good reminder is spankings but we don’t play with those to the extent of a reminder for days.

One of my biggest hates or even fears with chastity is someone else noticing or finding out Mistress and I secret. I’m always worried it’s noticeable under my clothes or  worried someone might look over while I’m using the urinal. I’ve gotten pretty good at peeing standing up while in chastity over the years so I can still do that when I’m out and about, but at home it’s a rule that I must sit to pee. Pretty sure Mistress made that rule to take away some of my masculinity along with the obvious cleanliness reason. Other hates are being uncomfortable with rubbing or pinching the wrongs areas, I’ve now had to change the way I bend over to pick up stuff because of that. Not sleeping so well because of rude wake up calls, but that isn’t as much of an issue with the holy trainer vs the CB series. Hygiene in general is more difficult in chastity and maintenance like making sure I’m well lotions or oiled to minimized  rubbing and chaffing.

As for denial that’s a different story. There really is only one thing to hate but it can also be loved. Sexual frustration is a weird thing, I can love it one day and hate it the next. All the variables can be the same but the outcome of love or hate can change. I can be teased one day for X amount of time and have no issues walking it off when Mistress says so, and there’s other days when I can have that same arousal level and the tease could be exactly the same but I don’t want to walk it, I want it to be finished off the proper way with an orgasm. Some days I handle it great and others I turn into a whinny little brat who doesn’t want orgasm denial. I have learned to deal with that better since I know Mistress really disapproves of it. Now I just become a desperate horny mess and try bargaining with her for an orgasm, that’s a different story so keep your eyes open for that.  I’m not playing the blame game but I think part of it is because Mistress doesn’t set lengths of denial in stone, or doesn’t tell me about it if she does. I think if I was told I won’t be getting an orgasm until X date I could handle it better and not get whinny. But Mistress loves the mind trips she can send me on and as much as I try that’s not something I can get use to.

Thursday, 4 January 2018