Monday, July 29, 2013

Wonderful Weekend

Not a whole lot to tell in the way of chastity news, but I did manage to have a fabulous weekend with my Keyholder. We got to eat out, go to the beach, I got to dote on her, and we generally had a wonderful time. I did rack up some cane strokes during the course of the weekend for "whining." She delivered these this morning, 30, all together, and some of them hit home quite effectively. There's one in particular I can feel if I shift just right – yep, there it is. Now starts a long workweek of not seeing her. And, of course, no touching:)

Thursday, July 25, 2013

New Clock Ticking.

Did all my service pay off, or did my Keyholder simply decide it was time? Whatever the reasons, my chastity clock starts ticking from day one, starting now. Yes, I got release. It was so much more than that. A lazy morning in bed, really taking our time, being very loving. I was beside myself with desperation, but I had decided to not beg (well, beg with my eyes only). It was so great being intimate, close with my Keyholder. And when she whispered into my ear permission to come, I had to ask her to make sure. Still, it was ladies first, and I waited for her to have what looked like a very good orgasm. For a moment I was afraid that she would change her mind (it's happened) but no, she allowed me release, and I bonded with her in that most intimate of ways. Wow – after a month (35 days, actually) of pent up frustration, my release was volcanic.

Now, I wait. There is always a come-down period afterwards. Right now, I'm rather lethargic (plus, I'm worn out from a rather brutal workout I recently performed). But I am also grateful that my Keyholder allowed me release. I'll try and be extra attentive the next couple of days to counteract my natural tendency to let things slack post-orgasm.

Monday, July 22, 2013

Smacks

My Keyholder came over last night. I hadn't seen her in a few days, so it was very good to see her indeed. I thought a quiet evening at home was to unfold. Little did I know what she had in store for me.

She sat on the sofa and told me to come lay across her lap. I obeyed instantly (I'm far beyond questioning or hesitating, I hope). She then proceeded to spank me, barehanded. It wasn't for anything I'd done, or not done. It was just because she could, and she wanted to, which made it all the hotter.

I hadn't had any corporal punishment in a while, and I was tender. Even her hand got my attention. She then had me get up and get the hairbrush, a heavy, wooden affair. This she used to great effect, turning my bottom red. I tried, really tried to stay in position, to not squirm, and was successful for the most part. Then, she had me fetch the cane. Not the rattan cane, either, but the black one made of springy – rubber? plastic? painodioum? Whatever it's made from, it hurts. A lot. She caned me as I counted out the strokes. Fifty plus, combined from the hairbrush and the cane. I was gripping the pillows, breathing hard, sweating. It didn't bring me to tears, but I was close.

But she wasn't done. "Bring me the eagle claws," she said. I gulped. What these are, you see, are little nipple clamp devices, but with a sharp wire "claw" that retracts as it closes. It hurts. A lot. Blindingly so. She put them on as I stared, dazed now, into her eyes, and she had me take the pain. Again, not because I'd done anything wrong, but because I was hers, and this is how she wanted to use me. She cooed into my ear that I might get to come if I was good. I tried to be good, though I know she says this a lot and doesn't allow it often. She caned me some more, I think, with the claws digging into my sensitive nipples. To be honest, I don't remember much after that; it all gets hazy. I do know she took them off (hurts more taking it off, of course), and had me get to the bedroom.

There, I pleasured her. She used my (her) cock to her satisfaction, then had me lay at her side while she brought herself to completion, all the while I pumped uselessly into the side of her leg and begged, a little. When she was satisfied, she had me clean up, and we went about the rest of our night.

This morning, she caned me again – just 10 maintenance strokes with the thicker rattan cane. As I sit and write this, I am conscious of every movement. My bottom – raw and warm. The shirt rubbing against my sore nipples – a reminder of her dominion over me. Thus is the life of a chastity slave.

Sunday, July 21, 2013

One Month

It has been one month since I was last allowed to pleasure my Keyholder with an orgasm (mine, not hers...).  Truth be told, this month has flown by, and it has been easy. It's been a tough month occupied with lots of other life activities, house guests, work, etc., and sex has fallen by the wayside as a result. Nonetheless, the chastity is still a service to my Keyholder. Does service need to be difficult, always? Or can it be easy, and still be service?

Thursday, July 18, 2013

Holding Pattern

Well, you know what I'm not holding...this is a chastity blog, after all. In all seriousness, readers of the prior posts may have been wondering, what ever happened with the contract? Due to a family emergency, things have been put on temporary hold. When things sort themselves out here, my Keyholder and I will resume cementing out contractual obligations. She's been a way for a few days now, and I miss her very much. I can't wait to see her again, soon.
In the meantime, it's been "voluntary" chastity for me. Voluntary, from "voluntas," Latin for "what one wishes." It is her wish that I hold to, that I remain chaste for her, and so I do despite the temporary "freedom" of not being in the cage. Truth be told, it is increasingly easy to hold to her will. Due to the aforesaid emergency, I haven't really been particularly randy, anyway. Even aside from that, disobeying her is unthinkable....I would not be able to face her otherwise. And, I so want to face her, to hug her, and so I patiently await her return.

Wednesday, July 10, 2013

Pleasuring my Keyholder

I finally, finally, got some time alone with my Keyholder. We had a wonderful time. She released me from the cage, and teased me in that most expert way that she does. I was able to pleasure her for a long time, bringing her to an extended orgasm, all while I whimpered and begged for release. She did not allow it, though. Afterwards, we cuddled, my satisfaction coming form having pleased her, my manhood hungry for more.

She's let me out of the CB-6000 today. I had some chafing, which I get from time to time with it. Something about the way the skin stretches when erect and rubs on the top of the cage. This is a good practice, I feel, actually, to be let out periodically and let things settle down down there. Chastity is in the mind, and the heart, not in the cage around the cock. I will not be coming anytime soon, until she says so. Which may be a long time off.

And it may be a trying time ahead, for yesterday she gave me a taste of her new toy – a Venus 2000. Basically, this is a very good milking machine. She put it on me, and it felt fantastic. The thought of being hooked up to this thing as it relentlessly tries to make me come, and not being allowed to, is exciting and a little terrifying. Stay tuned...

Monday, July 8, 2013

Sissy?

My Keyholder is quite the talented author, and she just released a new story:
My Bride's Maid

I'm not much into the whole sissy maid thing, but I must admit that parts of the story really turned me on. Anyway, there's a free preview of the story available on there if you want to check out the beginning.


Temporary Reprieve

Life has once again gotten in the way, and the signing/piercing that was scheduled for today has had to be postponed due to house guests.
I've thought long and hard about this contract. I was filled with anxiety the first night after we'd finalized it. Here it was, everything I've ever wanted in this lifestyle, and I was wondering whether I'd have the guts to go through with it. Well, now I have a few more days to think about it – a blessing and  curse...

Thursday, July 4, 2013

Things are Getting Serious

Things are getting serious. My Keyholder asked me to come up with a chastity contract, which I've pasted below. As you might expect, it is pretty one-sided. It will be signed and sealed with a piercing, which I am very nervous about. I've got all weekend to think about it, to dread the piercing, to look forward to making her happy. It's going to be a long weekend...




CHASTITY / SERVANT AGREEMENT


This Agreement made on ________, 2013 by and between __ (“Kept Boy”) and Ms. Hightower (“Keyholder”).

WHEREAS Keyholder is the owner of Kept Boy, and

WHEREAS Kept Boy wishes to freely submit to the dominion of Keyholder; and

WHEREAS Keyholder provides life coaching and training to Kept Boy; and

In consideration of the mutual covenants and agreements, the parties hereto agree as follows:

I. Chastity Terms

Keyholder will have total 24/7 control of the Kept Boy, in every aspect, and subject to the following terms and exceptions, as follows:

A. Ownership. Kept Boy submits ownership of his genitals to Keyholder as her property.  Keyholder accepts complete control of the Kept Boy’s genitals.  The Kept Boy is not allowed to touch or fondle Keyholder's newly acquired property without her consent, however, Keyholder has free reign to do whatever she desires with her property.

B. Orgasm. Keyholder will ultimately decide when/if permission to orgasm will be granted based solely on her own judgment. All of Keyholder’s decisions shall be final and not subject to review or appeal. Begging by Kept Boy may only occur with permission from Keyholder.

C. Device. The Kept Boy submits to the use and wearing of a locking chastity device of the Keyholder’s own choosing. Keyholder shall have access to all keys, except that she may allow Kept Boy access to a key for emergency purposes. The Kept Boy is not authorized to touch any of the Keyholder’s keys without prior consent, except that he may kiss them with Keyholder’s permission. The Kept Boy will only be allowed to open the chastity belt in the case of emergency, or at the pleasure of Keyholder.

D. Hygiene. Keyholder shall allow removal of the chastity device for hygiene and maintenance purposes, on at least a weekly basis. During said removal, Kept Boy shall deep-clean device, shave, and scrub genitals clean. Kept Boy is to keep device and genitals in a clean state at all times to the best of his ability. 

E. Removal by Keyholder. The chastity device may be taken off, at any time Keyholder wishes, and for any reason Keyholder wishes. Removal by Keyholder may occur, at her discretion, in the following circumstances: While Keyholder is sleeping with Kept Boy; while Keyholder is playing with Kept Boy and has need of or requires access to his genitals; while Kept Boy is out on a date. Keyholder, at her discretion, may allow overnight removal of device at least a once a week for the health of Kept Boy.

F. Removal by Kept Boy. Kept Boy does not have authority to remove the chastity device from Keyholder’s property for any reason. The Kept Boy may however, submit a request for removal of the chastity device explaining the reason or reasons for removal. Keyholder will have the final decision whether to approve or deny the request. Keyholder shall not unreasonably withhold consent for removal of device for the following reasons: Kept Boy’s visit of family, metal detectors / security checks, travel, or dating (when requested).

 G. Behavior While Device is Off. While the device is off, Kept Boy is not allowed to touch his genitals or orgasm or pleasure himself in any way without the permission of Keyholder. Kept Boy shall strive to be even more servile while device is off. Any insolence, negative behavior, disobedience or disrespect shown to Keyholder shall warrant immediate re-application of the device, and punishment as deemed fit by Keyholder.

 H.  Milking. An attempt shall be made at least once a month to induce a prostate milking of Kept Boy. Kept Boy shall be responsible to induce said milking, except that Keyholder can, at her pleasure, milk her property.


II. Further Ownership Rights of Keyholder

I. Chores. The Kept Boy will perform any and all chores and tasks asked by Keyholder, without complaint. Keyholder shall determine whether said chores or tasks were done to her satisfaction, and may punish appropriately, as she deems fit.

J. Pleasure. Keyholder may tease and deny Kept Boy at her pleasure. Kept Boy is to pleasure Keyholder in whatever manner she deems fit for so long as she sees fit.

K.  Assignment. As owned property, Kept Boy may be assigned, rented or lent out to others by Keyholder at her sole discretion for whatever purposes Keyholder wishes. Kept Boy shall have no right to complain or deny Keyholder. If Keyholder decides she no longer wants Kept Boy or is otherwise incapable or unwilling to care for Kept Boy, she may assign her interest in him to another of her own choosing, and Kept Boy shall have no say in this new ownership. Keyholder may rent out Kept Boy, and any moneys made in so doing shall be turned over to Keyholder.

L.  Dating by Kept Boy. Keyholder may allow Kept Boy to date others, at her pleasure and discretion. Such privilege may be revoked at any time by Keyholder, who shall hold exclusive rights to Kept Boy. Kept Boy shall keep Keyholder informed as to any dates, at her direction. Kept Boy may request removal of device for dates. Device shall be locked back on immediately following the date. In the event that Kept Boy becomes involved in a more intimate relationship, Keyholder and Kept Boy shall discuss terms of chastity at that time.

M. Dating by Keyholder. Keyholder has full rights to date anyone, with or without Kept Boy’s permission or consent. Keyholder, at her pleasure, may require Kept Boy to participate in any activities with any third parties (male or female) that Keyholder so wishes. Kept Boy is to participate in any fashion dictated by Keyholder willingly and with a good attitude.

N. Amendment. Keyholder  has the authority to amend any of the terms listed above, at any time, and without the Kept Boy’s agreement.

O. Punishments. Keyholder shall have the right to punish Kept Boy, for any reason (or no reason), in whatever manner Keyholder deems fit, up to and including permanent damage or modifications. Keyholder shall not be held liable for any injuries or mental harm inflicted during punishment.

P. Accidents. If the Kept Boy has any uncontrollable form of orgasm during the chastity period (i.e., wet dreams, etc.); the Kept Boy will report the incident to Keyholder, who has the right to apply punishment for unauthorized orgasm, or she can waive punishment. The Kept Boy has no rights to appeal in Keyholder’s final decision.

III.  Duration

  1. One Year. This Agreement shall be valid for a period of one (1) Year from the date of signing.

  1. Extension. Keyholder, at her own discretion, and without the consent of Kept Boy, may extended the period of this agreement beyond the One Year period, as her ownership of Kept Boy is indefinite.  

  1. Cancellation. Keyholder has the sole right to cancel this binding agreement at any time.

IV. Breach

  1. Breach of any of the rights and responsibilities of Kept Boy under this agreement shall result in punishment, the severity of which to be determined by the sole judgment of Keyholder.

  1. Punishment for minor offenses, such as failure to keep hygienic conditions, sloppiness in the execution of chores, etc., may include, but are not limited to, the following: Six hard strokes with the cane; kneeling on punishment mat for five minutes; face slap(s); pegging on closet peg for 15 minutes; a half-hour in the trunk. These are suggestions, and may be altered by Keyholder.

  1. Punishment for serious offenses, such as backtalk, disrespect, failure to complete a scheduled chore, etc., may include the above, and, additionally, the following: loss of furniture privileges for 3(or more) days; pegging on closet peg for an hour, and the wearing of a plug for a day; loss of food privileges for a day (only water); an hour in the trunk; loss of hot water privilege for three days, etc.

  1. Punishment for the severest offenses, such as unauthorized and intentional ejaculation, lying, or sneaking, shall be punished with two (2) or more of the above punishments from section (V). In addition, and at Keyholder’s discretion, he shall lose dating privileges. If Kept Boy is guilty of a second severe offense, Kept Boy shall submit to a PA piercing, and the chastity belt shall be replaced with one of the Keyholder’s choosing, which Kept Boy will purchase. The term of the contract shall be extended indefinitely, and Kept Boy shall be entitled to no orgasm for the duration of the contract, except at the pleasure of the Keyholder.

  1. Any of the above punishments can be waived at the mercy of the Keyholder. Kept Boy shall show appropriate and undying gratitude for any such mercies. Kept Boy shall also not beg for mercy, and shall accept all punishments stoically and willingly.

  1. By signing this contract, Kept Boy agrees that his right nipple shall be pierced as a sign of his abject submission to Keyholder, with the left nipple left available to be pierced at her pleasure.


IN WITNESS WHEREOF, this Agreement has been duly executed by the parties hereto as a sealed instrument and as of and on the date first above written.

Signed, sealed and delivered
in the presence of:

______________
Kept Boy Date


______________
Keyholder Date

Monday, July 1, 2013

What a wonderful time..

What a wonderful time I got to spend with my Keyholder! We went out to celebrate, and celebrate we did. It started with a stay at a very nice hotel nearby. Far enough away to seem like a trip out of town, but close enough to be, well, close. Dinner and shopping and walking around and art followed. The hotel had the most comfortable bed, made doubly so by my Keyholder and I cuddling within it's down comforter. She allowed me out of the CB-6000 chastity belt, though she kept me in a state of aroused teasing the whole time. I was allowed to pleasure her, and it was quite a pleasure for me, too. I so love her...falling asleep in her arms was my favorite part of the weekend, and, indeed, the summer so far. I so look forward to our next time together....