LOCK-tober, NO-vember and DENYcember

In 2016 I spent 70 days in chastity.  In 2017 I spent 103 days.  So far this year, it's only been 64 days.  I need 40 more days to beat last year's record.  Here is my tracker https://missbossybitchsboy.blogspot.com/p/chastity-tracker.html

I had hoped to be in chastity for 365 days this year, but as usual, reality is different than fantasy.  Even if I was locked up the rest of the year, it would only be 150 days or 5 months total.  That would be hot.

While I haven't been locked, I have been much more faithful to my orgasm denial regiment.  Here is that tracker https://missbossybitchsboy.blogspot.com/p/history-of-orgasms.html

I have only had 11 orgasms this year and that includes my unauthorized ones.  Last year I had 21 that I admitted to and I am guessing another 5-15 that I cheated and didn't disclose.  My last orgasm was in a hotel pool 3 weeks ago.

All that being said, I have had increasing chastity fantasies.  That's when I am not fantasizing about being dressed in my feminine attire, which I do a lot. 

A couple weeks ago I dressed while Mistress was out.  I hate dressing up without being told to do so, but sometimes the urge is too strong.  I have a hard time with my feminine side without a bit of encouragement and preferably some coercion. 

Yes, LOCK-tober, NO-vember and DENYcember are a thing and have been for a few years.

If the tables were turned

I have been thinking a lot about how Mistress could be meaner to me over the last few weeks.  It's hard to be mean to someone you care about and want the best for them.  That got me to thinking.  What if the tables were turned.  What if Mistress came to me and said she was tired of being the dominant one?  What if she asked me to take control and to 'be mean' to her?  What would that look like? 

Now while I am submissive, I certainly have a switch side that I can call up when I want to.  If she wanted to switch places, I know I would be very, very good at it.  Here are some ideas of what I would do if I had control over her.

Every morning she would have to touch herself until her pussy was wet, and then she would have to start stroking my cock until I was rock hard.  Some mornings I would fuck her and other mornings I would tell her 'no' and to get her day started.

On days that she didn't have appointments, she would have a 'uniform' to wear.  I would requite her to wear secretary style clothes during work hours in our home office.  Heels would be required and stockings optional. 

Or even better.  A hobble skirt to make it hard to walk.

Throughout the day I would summon her to my office.  Sometimes I would have her do down on me at my desk.  Other times I would make her lift her skirt and show me her panties.  Other times I would just dismiss her.

On weekends I would have her wear a skirt as much as possible.  We would go out to and I would have her go into a bathroom, remove her panties and hand them to me.  Later I would give them back for her to put on.

She would have to wear a nighty every night and a long restrictive night gown would have to be worn on occasion.

Occasionally I would do something called "Power Hour".  It would be an hour that I showed her how much power I had over her.  The scene that sticks in my mind is one with her in the pillory in our basement.  

Once her head and hands were locked up I would spread her legs and attach them to the frame.  I would tell her she would remain in this position for the next hour.  At first I would just walk around and touch her.  I would smack, pinch, prod and do things to make her feel more exposed.  I would sit in a chair in front of her and stroke my cock.  Eventually her legs would start shaking from the stress of being bent over and spread out.  Then I would clamp her nipples and hang weights from them.

Depending on my mood I may give her multiple orgasms.  Other times I may turn off the lights and leave her in the dark, watching her from in infrared camera.  Other times I would put my cock in her mouth and force her to suck my cock.

I might change it up and instead of power hour, have contemplation time.  I would tie her to the bed, blind fold her, and put headphones on with white noise or porn playing in them. I might put a vibrator inside her and either leave it on really low or really high for as long as I wanted.  Other times I might put the e-stim in her and on her and have her randomly tortured.  Other times I might make her stand in the corner and make her contemplate her new found desire to submit.

And I would be remiss if I didn't say that the fucking machine would be put to regular use on her.

This is just a tip of the iceberg of what I can imagine doing to a needy desperate submissive (like myself) if given the opportunity.

   

Yearning For Meaner

A dial inside my brain has been turned up.  My desire to be treated poorly is getting stronger.  Much stronger.  I crave the idea of being pushed physically and especially mentally, to my limits.  I yearn to have freedoms taken away from me.  To have to earn things in life that I now take for granted.  To be given tasks and orders just for the cruelty of it. To endure private humiliation.  To wear bruises at all times, not necessarily because I have been disobedient, but because this is the life we have chosen.  To have a weekly day of worship, where I worship my Mistress in any way she desires.  To have an endless list of chores.  To have my work inspected and critiqued.  To have restrictions.  To be taken to a place of true servitude.

As I write the above I obviously have my fantasy built into much if it, but deep down that's not what I am looking for.  I really and truly want to be of service to Mistress.  To be trained to be a benefit and not a burden.  To have her be able to tell me to do something with 100% confidence that I will to it to her standards. To truly fear her wrath when I fail.  For me to be more of a true slave than I am at this time.

Here are some GIFs from TV shows where the Owner and the slaves are real...

     

Vacation

Mistress and I went on a week long trip to somewhere tropical.  Last Saturday morning Mistress let me out of chastity for our vacation.  I packed my teeny tiny device just in case. 

The first hotel we had was a very nice place.  On the first night I gave Mistress several orgasms and had to beg her to not make me cum.  It was then that I had agreed to wear a nighty every night for the rest of my life and to keep my fingernails and toenails painted for the rest of my life.  Mistress said I had to keep them nice as well, no slacking.  I am looking forward to other life long D/s enhancements to our life.  After we went to bed, I locked myself up as I was so horny and I didn't want the temptation.

The next morning I went up to the private patio on the roof. I wish I had known our room had this as I would have brought my bikini bottoms.  Instead I improvised with a pair of thong underwear and did some private sunbathing.  I am getting a nice feminine bikini style tan.

The rest of the trip I did my best to try and get Mistress to let me pleasure her, but she kept me wanting and extremely horny.  I wore a nighty every night which also kept my horniness at a level 10.

One night we were out for dinner after a few too many drinks.  There was an attractive woman that was waiting for a table and she was standing behind me.  Mistress is ok with me checking out other women, but apparently I over did it this time, although it didn't feel that way.  We got in a bit of a tiff.  I wished I didn't get so defensive.  I need to be punished for gawking and for getting defensive.  In the future, I'd also like to have a protocol where Mistress says something likes "eyes down" or "eyes, front and center" as a command to stop gawking.  She would practice it in public on a regular basis to make sure I don't hesitate and I don't react poorly.

Yesterday Mistress and I were hanging out in a small private-ish plunge pool.  We started making out and I was telling her how I needed to buy her another gift so that I can get another torture session.  I rubbed her clit through her bating suit and she rubbed my cock.  In short order, my swimsuit was unzipped and Mistress had full access to my cock.  She stroked me all while I begged her to get meaner and meaner with me.  I hinted we needed to pull out the fucking machine as well as the sucking machine.  I was soooo horny.  In no time at all I was on the edge of cumming and asked Mistress if I could cum.  I had hoped she would say no and would stop stroking me, but instead Mistress made me spew a month's worth of cum into the pool.  I was shocked and spent all at the same time.

I would have thought the orgasm would have reduced my horniness and my desire to be tortured, but it only amplified it.  I did have a tough time this morning.  Typically on vacation I would have sneaked off and given myself another orgasm, but I stayed true and did not. 

As I sit in the airport and type this I am reminded of a conversation we had before bed last night.  Mistress said she wanted to buy me some more chastity friendly underwear.  I am guessing I will be locked up sooner rather than later.  I love my Mistress and how she brings out my desperation.



  

Chastity Effects

I am horny.  So very horny right now.  I woke up at 3 AM with a raging hard-on.  From 3 to about 4:30 all I could do was fantasize and let my mind run wild with ideas.

I am starting to think that chastity is the ultimate aphrodisiac for me.  There is absolutely no way in the world for chastity to not make me horny.  Even when I really, really don't want to be wearing a device, I am horny.  Maybe part of the reason I get horny is because I am relinquishing control of my cock to my Mistress even when I don't want to.

Having a device on can get easier, but there is no forgetting it.  It's not like a pair of panties or a collar that you can forget at times.  A chastity device is 24/7 restrictive bondage. 

I can tell that chastity is very powerful as my fantasies get more involved and darker.  My blog posts are much more frequent.  My desire to be feminized is much, much stronger.  I crave something in my ass so that I get some sort of stimulation since my cock can't feel anything.  It also makes me want to stay in chastity - indefinitely.

Mistress and I are about to go on vacation.  I different fantasies about being locked up while we are away.  In one fantasy, Mistress leaves the keys at home, and I end up spending all week pleasuring Mistress with my tongue and fingers.  In another Mistress and I go to a semi-private beach and I have to suntan in my bikini bottom or a skimpy swimsuit.  Even in swim trunks I would be paranoid about someone figuring it out.  A good paranoid.   

However since Mistress loves penetration I fantasize about being locked up and only released when she wants cock.  The rest of the time I am locked.  This also keeps me from masturbating without permission while on vacation which is my most frequent cheating time.  Of course nighties and panties are good vacation accoutrements.

I know I will eventually re-adapt to being able to sleep more soundly, but I will never get 'used' to it.  That's the way it is meant to be.  I am a lucky man!

 

 

  

Things I like to/want to hear

Last night was a rough night.  The roughest since I went back into chastity last week.  I kept waking up with my cock erect and straining against my chastity device.  I would wake up, think of things to take my mind off of my cock (hard to do when you sleep in a nighty) and as soon as I realized I wasn't hard any more, I would get hard again.  As I tried to go to sleep I tried to make lists to get myself bored enough to fall asleep.  The opposite happened.  I ended up making kinky lists and one of them is the topic of this post.  Here are things that Mistress says to me that I love or things that I would love to hear in the proper context.

• Strip
• Kneel
• Kiss my shoes
• Go put your chastity device on

• Go plug yourself for 3 hours
• Go upstairs, get the bed ready tie yourself up.
• You will not be getting out of chastity any time soon
• Don't you dare cum
• Lick your cum out of my pussy
• I want your toenails painted until I tell you otherwise

• Put on your collar, lock it and give me the key
• Come here, bitch
• Put your fingers inside me
• You're grounded
• Put on your nighty

• I want you fully dressed, now
• Wake up, make me cum
• Driver slower, or else
• Get me another drink
• Bitch, go upstairs and get me...
• Get into the cage
• Lick me
• Go stand in the corner until I tell you to can stop
• Wear something feminine under your clothes today

• You will not speak unless spoken to
• Tell me all of your naughty thoughts
• Deep throat my strap-on until your eyes water
• Wait until I take you out in public dressed up

Readers, please comment and let me know what things you like to say/hear from your Owner/slave.  

Randomness

This post is going to be a bit of a rambling one.  You see, I am in such a horny state right now that my mind keeps jumping from one naughty thought to another and I can;t do much to stop it.

It's been several months since we had engaged in anything very kinky.  However last week Mistress tied me up, beat me and teased and denied me and left me in an incredibly horny state.  Now I am locked in chastity, wearing perfume, wearing nighties every night, and back to serving Mistress her morning coffee.

All of that makes me even hornier.  My mind can't stop about thinking about going further.  Staying in chastity indefinitely (especially when we go on vacation).  Wearing nail polish, fingers and toes.  My ass plugged or fucked frequently.  Dressing feminine as much as possible.  Giving Mistress orgasms every day with my mouth and fingers while I am locked.  When I am given the very rare pleasure of an orgasm I must eat it, every drop, no exceptions.  Collared again.  Frequent punishments, even if I am doing well, just to reinforce our dynamic.  Mistress ignoring my needs to make sure hers are met.  Her being bossier.  Much bossier.  No longer allowing me to direct my own time. Her being mean just to test my obedience.  List of chores and consequences for not doing them or doing them poorly.  Mistress punishing be for driving in a way she doesn't like.  Bruises.  I love it when Mistress gives me bruises.  Taking naughty pictures of me that I have to post on this blog.  The list goes on and on.

Now for the obligatory pics of things that get me going today.

     

Today’s Mood

I got tied up last night!!!

Last night I got tied up!  It was a reward for a gift that I recently gave her.  The last time Mistress had restrained me was on January 29th, when she strapped me face down to the bed to give me a quick caning before a business trip.  208 days (nearly 7 months) without being tied up and I sure did miss it.

Mistress had put our session on the calendar the day before.  I made sure to have my body fully shaved, a nice spray of the perfume she bought for me and I even wore panties, although I don't know if she noticed.

Mistress had me put on my restraints while she pulled implements of pain out of the night stand drawer.  Once I was secure to the bed and blind folded, she used some liquid coconut oil to stroke and tease my cock.  Mistress alternated between causing me pain and teasing me to the edge.  To cause pain she used rubber bands on my inner thighs (cheap and effective) and other instruments on my inner thighs and on my balls.

From last night's session

I went back and forth from extreme ecstasy and extreme pain.  The endorphins built up quickly and I was high off of them.  Mistress kept me on the edge very well and the frustration was maddening.  When I get high like that, I can't control myself from talking too much.  I begged Mistress to lock me in chastity afterward.  Not because I wanted to be locked up, but because I tend to cheat and masturbate after an orgasm or a ruined orgasm.  Mistress mentioned that my toenails would soon be painted 24/7.  That prompted me to ask for night-time feminization which she readily agreed to.  She also mentioned that I should be tanning in a g-sting before our upcoming vacation.

The back is much smaller and gives naughty tan lines

As Mistress kept torturing me, she made sure to mention that her coffee needs to be ready to go before we go to bed at night.  My desperate mind made me yell out "and the dishes too".

As we progressed I thanked her for being mean and implored her to increase her control over me.

Mistress said we had 2 minutes let to play and that instantly got me to the edge.  I'm pretty sure Mistress knew it but she stroked a few strokes longer than what I thought she would.  That did it.  I leaked an unknown amount (I was blindfolded) but I soon found cum covered fingers in my mouth feeding my cum to me.  I didn't even come close to an orgasm but Mistress was done with me.  She untied me and told me to get cleaned up and into chastity.  

At bed time I was torn on what to do.  I wanted to be told to put on my nighty, but I also wanted her to know how desperate I am to do anything she tells me to do so I put it on.  

I had a rough night of sleep.  I hadn't been overnight in chastity in 6 months.  My mind was racing with erotic thoughts.  I had a dream that Mistress hired a personal coach to help her push me even further.  I also dreamed that I was serving a ladies group in a cocktail outfit.  

This morning I woke up so very horny.  My inner thighs hurting.  Still in chastity.  I put on a bit too much perfume and went about my day.  My head is spinning due to the smell and the left over libido I have.  It's all I can do to keep from begging Mistress to torture me some more. 

   

Dressing up, edging and ball busting.

Yesterday after my post, I decided to do a bit of self feminization.  I put on a pair of black panties, black bra, my silicone inserts, a dress and a pair of heels.

It had been some time since I had worn heels so they hurt fairly soon.  Apparently I need to keep my feet conditioned for heels.  I worked for a few hours and then went to shave.  Before shaving I wanted to see if I could edge myself with the Hitachi with such a small chastity device on.  I could.  

I took turns running the Hitachi on the chastity device and on the prostate stimulator in my ass.  I think I could have milked myself if I had time.

I got ready and met up with Mistress.  I snuck off my device when she wasn't looking.  She's got a lot going on and I didn't want to bring any of this to her without her asking for it.

Mistress is occupied today as well, so I decided to do a bit of self-bondage.  I put on my humbler device on the front.  I also tied up my ankles, below my knees and above my knees.  I promised I was going to hit my balls 100 times with the thick plastic paddle or the thick strap.  My stroke #20 on my balls I could feel an orgasm starting.  I had to stop.  Holy cow.  I am so horny I could come from a ball busting.

You can see a bit of cum that leaked out.  I hungrily licked it up.  I hit my balls another 10 times and the same thing happened with a bit more leakage.  I decided to stop before I went over the edge.  

As I write this I have the shocking dog collar on my balls.  I edge myself and then give my balls a quick shock.  I stop doing this as I can feel the pain is going to push me over the edge.  My goodness  I am so horny.

Gotta Run!

Punitive Chastity, Prostate and Play

Mistress will be occupied during the day for the next few days.  This gives me some time to be a bit naughty.  This morning started with me trying out my new impossibly small chastity device. I just got back from a bike ride wearing it.

My goal is to wear it at least until bedtime tonight.  I'd love to be forced to wear it for a few days.

Next I put in my prostate massager.  I'm hoping this will rub my prostate into a frenzy and possibly get me leaking a bit without any stimulation to my cock.

And now I am deciding whether or not to dress a bit feminine today or to try some self bondage, or both.  It's been quite a while since I have done either.