It's now been 82 days since I have had an orgasm. I have been locked in chastity for 62 days with a one day break. Needless to say I am horny and desperate. My early morning mind is consumed with lot's and lot's of dirty thoughts, but I am too busy to do anything with these thoughts. Here are a few pictures of what I have been fantasizing about.
Wednesday, November 28, 2018
Tuesday, November 20, 2018
Ruined
Mistress and I went away for the weekend. I was given the key to release myself from chastity on Friday morning so that Mistress could have access to my cock. It was nice to be able to shave everything without being blocked by a device. On Friday night Mistress was getting tired and I asked if she had any intention of using me at that time. She said no so I locked up so I wouldn't be tempted. That was a good idea.
Being drunk in a hotel with Mistress asleep in the next room is my 'go to' time for masturbating. Not so on this trip The next morning Mistress didn't say anything about the device so I was locked up all day and night, including the hot tubs at the hotel.
Sunday morning Mistress told me to unlock myself. I went into the bathroom, raised my tight pink nighty and removed my device. I sprayed a bit of my perfume on me and went back to bed. Mistress teased my cock with her hands and it felt amazing. It had been so long since my cock had felt anything in week so I was in heaven. After about 10 minutes Mistress had me put my cock inside her. The feeling was indescribable. Her previous teasing was probably not a good idea. After about 20 slow strokes I was ready to cum. I had to stop. Mistress flexed her vaginal muscles and that was enough to keep me on the edge. She reached up under my nighty to pinch my nipples. I was so close to exploding. And then she started talking. She said I needed to start dressing feminine at home again. Skirts and heels, etc. I had to pull out. Her fucking words put me over the edge. I leaked a bit.
At this point my cock was worthless. I was so hyper-sensitive that it served no sexual purpose for Mistress. I felt bad about it, but also was surprised how my of a sissy chastity slave I have become. This is when it hit me that my mouth and fingers were better than my cock as far as being able to take care of Mistress needs. Talk about a mind-fuck.
Once I gained my composure, I entered Mistress again. In no time I was on the edge again. Mistress spoke about improving my treatment of her. We brainstormed on ideas to improve my behavior in a D/s context. Keeping the cane out so I can be beaten immediately upon was one idea. Another was to keep a pair of my highest heels out so that I can be placed in the corner for time out until I can learn to behave. Again, a combination of words and stimulation brought me over the edge. I had to pull out again. This time I did everything I could to not cum. I clamped down with my kegel muscles to try and stop from leaking. I tried so hard that I felt nothing. No orgasm and no leaking although it was a apparent that I leaked.
As soon as I regained my composure, I was able to enter Mistress and fuck her properly. My leaking took my arousal down enough to allow me to fuck her and not cum. I was finally able to give her an orgasm with my cock which is the first time I had been able to do so in over 2 months. Mistress kept egging me on with promises of making me dress feminine and keeping my discipline up. I was so worked up, but also frustrated. I really tried to cum at this point, but my previous leakage left me exhausted and I pulled out unsatisfied.
Mistress had me stay unlocked the rest of the day. That night I should have gone back into chastity, but Mistress didn't reverse her previous stance that I stay unlocked. I went to bed in my nighty and woke up with something I hadn't had in nearly 2 months: an unrestricted hard-on. Lying next to Mistress I stroked my cock many times. It felt amazing. It was weird to have my cock feel my own hand. It was like it had been disconnected for all of this time. I got out of bed and went downstairs. Mistress got up before I could get myself any further stimulation.
Last night before bed I put on my nighty and went to bed. Mistress said "you're forgetting something". I pretended to not know what she was talking about. She told me to lock myself back up which I did happily. I LOVE it when she "makes" me do things. I also confessed that I had cheated and touched myself.
This morning I woke up, back into my submissive extremely horny state with feminization and torture over taking my thoughts.
You can see my device peeking out through the lace |
Sunday morning Mistress told me to unlock myself. I went into the bathroom, raised my tight pink nighty and removed my device. I sprayed a bit of my perfume on me and went back to bed. Mistress teased my cock with her hands and it felt amazing. It had been so long since my cock had felt anything in week so I was in heaven. After about 10 minutes Mistress had me put my cock inside her. The feeling was indescribable. Her previous teasing was probably not a good idea. After about 20 slow strokes I was ready to cum. I had to stop. Mistress flexed her vaginal muscles and that was enough to keep me on the edge. She reached up under my nighty to pinch my nipples. I was so close to exploding. And then she started talking. She said I needed to start dressing feminine at home again. Skirts and heels, etc. I had to pull out. Her fucking words put me over the edge. I leaked a bit.
At this point my cock was worthless. I was so hyper-sensitive that it served no sexual purpose for Mistress. I felt bad about it, but also was surprised how my of a sissy chastity slave I have become. This is when it hit me that my mouth and fingers were better than my cock as far as being able to take care of Mistress needs. Talk about a mind-fuck.
Once I gained my composure, I entered Mistress again. In no time I was on the edge again. Mistress spoke about improving my treatment of her. We brainstormed on ideas to improve my behavior in a D/s context. Keeping the cane out so I can be beaten immediately upon was one idea. Another was to keep a pair of my highest heels out so that I can be placed in the corner for time out until I can learn to behave. Again, a combination of words and stimulation brought me over the edge. I had to pull out again. This time I did everything I could to not cum. I clamped down with my kegel muscles to try and stop from leaking. I tried so hard that I felt nothing. No orgasm and no leaking although it was a apparent that I leaked.
As soon as I regained my composure, I was able to enter Mistress and fuck her properly. My leaking took my arousal down enough to allow me to fuck her and not cum. I was finally able to give her an orgasm with my cock which is the first time I had been able to do so in over 2 months. Mistress kept egging me on with promises of making me dress feminine and keeping my discipline up. I was so worked up, but also frustrated. I really tried to cum at this point, but my previous leakage left me exhausted and I pulled out unsatisfied.
Mistress had me stay unlocked the rest of the day. That night I should have gone back into chastity, but Mistress didn't reverse her previous stance that I stay unlocked. I went to bed in my nighty and woke up with something I hadn't had in nearly 2 months: an unrestricted hard-on. Lying next to Mistress I stroked my cock many times. It felt amazing. It was weird to have my cock feel my own hand. It was like it had been disconnected for all of this time. I got out of bed and went downstairs. Mistress got up before I could get myself any further stimulation.
Last night before bed I put on my nighty and went to bed. Mistress said "you're forgetting something". I pretended to not know what she was talking about. She told me to lock myself back up which I did happily. I LOVE it when she "makes" me do things. I also confessed that I had cheated and touched myself.
This morning I woke up, back into my submissive extremely horny state with feminization and torture over taking my thoughts.
Friday, November 16, 2018
Femme Dreams & Chastity
I am on my 50th day of being locked in chastity and it’s been 70 days since my last orgasm. Each day gets a bit more difficult, in a good way.
I had a few dreams this week related to chastity and feminization. I had two dreams where I was somewhere barefoot and I was worried people would see my pink painted toenails. So I would walk with my toes curled under into the carpet.
In another dream I was fully dressed in a dress, heels, wig and a hat.
I was out in public and people started showing up. I have no idea why I expected privacy, but when people saw me I panicked that they would know I was a guy (I have a beard). I took off my heels thinking that would make it less obvious. It didn't. The f
A few days ago I was released from chastity to do a device swap out before Mistress and I went to a meeting. The thing is I didn't go into the new device immediately (I intended on locking back up at bed time). When we got home from our meeting Mistress noticed my unlocked status and called me out for it. I quickly locked myself up. It's a huge on turn-on when Mistress either calls me out or gives me commands. Having my chastity device acknowledged either verbally or physically is a huge turn on. So are things such as my perfume, nighties, nail polish, etc. Any sort of bossiness, bitchyness, attempt at humiliation or other form of acknowledgement makes me swoon.
Now chastity is not easy, but it can be very fun with the right attitude.
I had a few dreams this week related to chastity and feminization. I had two dreams where I was somewhere barefoot and I was worried people would see my pink painted toenails. So I would walk with my toes curled under into the carpet.
In another dream I was fully dressed in a dress, heels, wig and a hat.
I was out in public and people started showing up. I have no idea why I expected privacy, but when people saw me I panicked that they would know I was a guy (I have a beard). I took off my heels thinking that would make it less obvious. It didn't. The f
A few days ago I was released from chastity to do a device swap out before Mistress and I went to a meeting. The thing is I didn't go into the new device immediately (I intended on locking back up at bed time). When we got home from our meeting Mistress noticed my unlocked status and called me out for it. I quickly locked myself up. It's a huge on turn-on when Mistress either calls me out or gives me commands. Having my chastity device acknowledged either verbally or physically is a huge turn on. So are things such as my perfume, nighties, nail polish, etc. Any sort of bossiness, bitchyness, attempt at humiliation or other form of acknowledgement makes me swoon.
Now chastity is not easy, but it can be very fun with the right attitude.
Saturday, November 10, 2018
Ready To Burst
It's been 64 days since my last orgasm. I have been locked in chastity for 44 of those days so far which make it a total of 108 days I have been locked in chastity in 2018. I have been locked up 5 days longer than I was in 2017 which was my oldest annual record. I am 48 days shy of my record for being continuously locked up.
Needless to say I am an absolute horny mess. I wake up in the mornings with my cock straining against it's cage. My mind races with erotic, humiliating, painful, and nasty thoughts. I dream of Mistress making me service her in multiple ways while I stay locked. I dream of being dressed up and being her chaste feminized servant.
We've been very busy lately which has limited my posts a great deal. It has also limited our ability to be intimate. We were able to fit in a quick-y a couple weeks ago, but it was so quick and neither one of us came so it was essentially an edging session for us both. While we were having sex Mistress asked me when I thought I should be allowed to cum again. I said 'never'. That was wrong to say. The problem with never having another orgasm makes you forget how good they are. It takes away the desire and the desperation since you know you will never have one. Even if I was to never have another orgasm, I shouldn't know that is the intention. Always believing I have the chance to cum makes the tease and denial that much more effective. So how often should I cum? It's not up to me of course, but I feel it should be a range. Certainly I think I should have extremely long dry spells of 2,3,4,5 months. I also think I should be forced to cum 4,5,6 times in a very short period. To be tortured with orgasms to where I am brought to tears and begging Mistress to stop.
With all of this mental focus on cumming my mind has been going back to something I read many, many years ago. The post was from a Mistress that denied her husband orgasms, but when she did allow them it had to be either non-pleasurable, humiliating, mundane or otherwise undesirable. Of course that puts all sorts of ideas in my head. Here are some that I came up with and some that I found online.
This is a pretty good depiction of my last orgasm |
Needless to say I am an absolute horny mess. I wake up in the mornings with my cock straining against it's cage. My mind races with erotic, humiliating, painful, and nasty thoughts. I dream of Mistress making me service her in multiple ways while I stay locked. I dream of being dressed up and being her chaste feminized servant.
We've been very busy lately which has limited my posts a great deal. It has also limited our ability to be intimate. We were able to fit in a quick-y a couple weeks ago, but it was so quick and neither one of us came so it was essentially an edging session for us both. While we were having sex Mistress asked me when I thought I should be allowed to cum again. I said 'never'. That was wrong to say. The problem with never having another orgasm makes you forget how good they are. It takes away the desire and the desperation since you know you will never have one. Even if I was to never have another orgasm, I shouldn't know that is the intention. Always believing I have the chance to cum makes the tease and denial that much more effective. So how often should I cum? It's not up to me of course, but I feel it should be a range. Certainly I think I should have extremely long dry spells of 2,3,4,5 months. I also think I should be forced to cum 4,5,6 times in a very short period. To be tortured with orgasms to where I am brought to tears and begging Mistress to stop.
With all of this mental focus on cumming my mind has been going back to something I read many, many years ago. The post was from a Mistress that denied her husband orgasms, but when she did allow them it had to be either non-pleasurable, humiliating, mundane or otherwise undesirable. Of course that puts all sorts of ideas in my head. Here are some that I came up with and some that I found online.
- Ruined orgasm
- Use Hitachi on chastity device to force orgasm. Ruin it if possible. Don't unlock him!
- Made to masturbate in front of Mistress and made to lick up the mess
- Cum on Mistress shoes and made to lick it up
- Clean my cum out of Mistress pussy after orgasm
- Forced to cum into a condom and have it poured into my mouth
- After an orgasm, smear the cum all over the slaves face and let it dry. Don't let them wash it off
- Post orgasm torture
- Make the orgasm hard to achieve (stand on one leg, use numbing cream, etc)
- Masturbate slave with icy-hot. If he cums from this he is a real pain slut
- Cum on or in a sex doll. Lick it up. A male sex doll it more humiliating
- Have slave raise his legs over his head and make him cum into his mouth
- Use electricity to make orgasm painful
- Squeeze slaves balls as he orgasms and for a time afterward. See how much cum you can squeeze out.
- Save cum for later
- Only let him cum when he has something in his ass. He will soon associate the 2.
- Make him cum on a dildo and lick it off
- Prostate milking
All of that makes my cock hard. Some of those things I wrote are things I wouldn't want done to me at the time, but I know damn well I would fantasize about it later. Being in chastity sure make my mind more devious.
Now onto some obligatory pictures that have caught my attention lately.
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