Cuckold Husband Letter: Chastity Training

Good Morning Mistress,

It has been far too long since I have shared with you the humiliating, and yet exciting things that S has been doing to me as I continue my decent. I would like to share with you a recent evening that we had that actually began at Christmas. A few days before Christmas, S found my Aneros Helix and asked me what it was for. I was very embarrassed as I explained how it massages the prostate and can actually cause me to ejaculate without actually touching myself or could be used to make myself have an incredibly powerful orgasm with tons of cum. She was wonderful about the whole thing and listened intently but we decided that it was something that I should use myself.

For Christmas, she said that she was going to give me 1 month as my chastity keyholder and we have had so much fun since. Albeit, she has had much more fun in terms of her orgasms. I want to share with you our most recent evenings events.

As I stated before, I have been locked for just over 3 weeks as of today and it has been incredibly torturous and exciting all along. A few nights ago S stated that she wanted to play and that she wanted to experiment with me wearing the Aneros. I immediately got hard. . . well, tried to get hard given my chastity cage. Anyway, we got into bed and she asked me to roll over and I did and she very slowly and methodically lubed the device and my ass and began to slowly work it in. I thought she was going to be rough as we have never really tried much in the way of anal play, but she was very teasing about the whole thing, slowly working it in and then gently pulling it back for several minutes before she finally let it settle all the way in. She instructed me to stay on my stomach as she moved around and put her pussy just inches in front of my face. She instructed me to gently begin to lick and I did as instructed, taking great care to enjoy what was going on and on delivering delicate pleasure to my queen.

She began to ask me how I was holding up after being locked up for so long and if it felt odd to have the toy in my ass while my “dicky” was all locked up. I ensured her that I was happy to have been given the opportunity to show my devotion to her. We made small talk for a few more minutes and she then told me that she wanted to play with the newest dildo that I bought for her. Over the years I have purchased several for her but the latest was by far the biggest. It is 9 inches of insertable length, as big around as a RedBull can, has a full set of balls, and it vibrates. Til a few days ago she was apprehensive about giving it ago but this night was different. She brought it out and just held it for a minute staring in amazement at its prodigious size. She asked if I was sure that I wanted her to use it because she had never had anything that large in her before, well, not since we’ve been married. That stung a little, but I caught myself and told her yes, she should.

Cuckold Husband Letter: Chastity Training

At this point she told me to lick it, slowly while she described how funny it was to see me, locked and plugged, licking the cock that was about to make her cum. Got I was starting to really work the Aneros in my ass and was getting very hot. After I had licked it sufficiently, she said she couldn’t wait anymore and told me to work it into her pussy. I slowly guided the head to her sopping wet whole and began to work it into her. I have never heard her make the sounds that she made as it slowly disappeared into her waiting pussy. After a few minutes of my gentle manipulations, she grabbed the base from my hands and told me to lick her clit while she began to fuck herself like a woman possessed with the giant phallus. She gave herself several world moving orgasms before she was done and it was then that I realized that I had ejaculated, but not orgasmed all over the sheets to which she found great interest. She said that since I had “blown my load”, there was no reason to let me out next week as previously planned and that we have many more nights of her exploring her new “lover” with me worshiping her pussy.

What have I done?

Milking for Sissy Control

Milking is good for Sissy Control…

The sissy writes: “This is because it is not enough that i am no longer allowed to cum…except in very special circumstances. Milking is good for sissy control, so that the sissy remains aroused. Milking does not generate any of those dangerous hormones that make her feel like a man, and reduce her feminine urges. Urges are important.

They are the only thing that really gives a woman control of a man; so, no releasing of them.

Mistress says i should think about submission, that it should be the only thing that arouses me, and that it should arouse me all the time, and the frustration i feel at not being allowed, not being able to, orgasm like a woman (hah!) and certainly not like a man, should be something i yearn for as i play with my titties (remember, only women and girls have breasts) and nipples and my cunt (because only women and girls have pussies), and yet have to learn to love the incompleteness of it all.

She says that humiliation and degradation and cocksuking are going to be my “keys” to exultation without fruition and that i am going to be made to rejoice in that feeling and help her to implant it in my brain, become hypnotized by her exotic use of those feelings. And my emasculation.


teased, tormented, denied…

Hello Mistress,

I realize that i haven’t called in a while but I haven’t stopped thinking of you. Lately, i have been fantasizing about you taking away my ability to orgasm. Well, not so much the ability to orgasm, but taking away my ability to have any pleasure other than yours. In this fantasy, I am locked in a chastity device for an indeterminate length of time, with only you as the one with the ability to remove it. I am teased, tormented, denied, for periods far longer than I have ever gone before. I don’t know where this could lead, and that is the thrill of it, not knowing. I just wanted to share with you. I hope life is beautiful and good for you and that I may have a chance to speak with you soon.

evil mistress part 6–doggystyle!

i stood in front of Mistress Alexa and she yanked my panties down, freeing my eager meat which leaped up at her. she slapped it down and told ‘it’ to behave. she reached under my balls to gauge their fullness, weighing them thoughtfully. a smile crossed her face and she gently enclosed my cock in her fist, stroking it and feeling it swell within her finger prison. as i throbbed thru its length Mistress smiled and held it skyward and shook it saying, “there we go. a nice fat stiff prick. lets go upstairs with it.”  as i followed her up the stairs, i had a tremendous view of her exaggerated swishing ass, creating a code 4 with my about to burst nuts. in the bedroom Mistress lay across the bed, ass on the edge, feet on the floor and legs spread wide. “clean me out,” she ordered. had she gone out for 90 minutes to get FUCKED AND FILLED?–“I SAID clean me out you jizz drinking cumhound!NOW!!”—i crawled forward and licked the inside of her thigh, then kissed it gently and slid my nose up along her thigh and brushed her pussy with it. i paused and gently licked her moist lips and slowly inserted my tongue into her. withdrew it-and inserted it again. i pushed it as deep as i possibly could and then pulled out-covering her complete sex with my mouth and began slapping her twat with quick strikes of my darting tongue. as she began moaning i struck at her clit with my tongue tip and she closed her thighs around me while her fists filled themselves with my hair, pulling me tight to her crotch and locking me there skillfully. my tongue renewed its effort to get deep within her, and she rewarded me by splaying her legs wide, allowing me a fair chance to search for her honey. driving my nose upward across her thickened bud, my lips pinned her cunt spread open and my tongue drove into her as my neck rammed forward. i felt her tense as i sucked and licked for all i was worth as she screamed “thats it slut! suck it outta me! get in there! here i cum YOU WHORE!!”–and as i slurped at her box, a warm batch of sticky, sweet juice began a steady run onto my lips and tongue. i had to hold her down as she bucked away, in order to get my reward–i wasnt giving up ANY of these honey drippings. in the middle of her orgasm i inserted one finger in her ass and continued holding her fast, digging my toes into the rug to give myself more purchase. her pussy continued to erupt and its quantity was damn impressive. i glanced up and her nipples were harder than chinese arithmetic–causing my cock to hop about like a taser victim. as she wound down and her orgasm ebbed to a close, i relaxed a bit and she hoarsely commanded, “lick it all out of there bitch. get it all–you like it, no?” –“mmmmmmm”, i managed. moments later she was lying back on a pillow, looking down at me. “how did that spunk taste, sweetie?”–i told her it was hot, sticky and sweet. –“like berries?,” she asked. yeah, like berries, i thought, just like berr—-!! what the fuck!?? –Mistress Alexa howled with laughter as i realized the implications. “thats right, sissy!! the correct answer was ‘none of the above’!!  the spooge that you gobbled off the 4 saucers belonged to all strangers! yours i inserted up my snatch 2 hours ago until you successfully pulled it out of me and gulped it down seconds ago!”–i blushed and my cock began to hide as she laughed at my predicament. “but ill tell you what sweety. ill still give you a nice doggy style fucking. get on the end of the bed on your knees!!!! youve got much more to do AND learn this week, but right now im gonna love sissifying your tight ass!!”–she forced me to watch as she began the process of strapping on a large purple weapon of ass destruction………part 7 soon sissies, tweetmaid

Female Copulatory Vocalizations Not a Reflexive Effect of Orgasm

Evidence to Suggest that Copulatory Vocalizations in Women Are Not a Reflexive Consequence of Orgasm

by Gayle Brewer • Colin A. Hendrie
Received: 16 August 2009 / Revised: 9 April 2010 / Accepted: 21 April 2010 / Published online: 18 May 2010
Springer Science+Business Media, LLC 2010

Abstract: Studies investigating copulatory vocalizations and their relationship to orgasm in women revealed that orgasm was most frequently reported by women following

  • self-manipulation of the clitoris
  • manipulation by the partner
  • oral sex delivered to the woman by a man
  • least frequently during vaginal penetration.

While female orgasms were most commonly experienced during foreplay, copulatory vocalizations were reported to be made most often before and simultaneously with male ejaculation.

These results demonstrate a dissociation of the timing of women experiencing orgasm and making copulatory vocalizations and indicate that there is at least an element of these responses that are under conscious control, providing women with an opportunity to manipulate male behavior to their advantage.

How to do Kegel Exercises

How To do Kegel Exercises (for men)
From Cory Silverberg,
Your Guide to Sexuality.

Kegel exercises are designed to strengthen your pelvic floor muscles (also called your PC muscles ). Kegel exercises can be good for men who are experiencing incontinence or who lack ejaculatory control (premature ejaculation). They have also been recommended as a way of changing how orgasms feel (some, but not all, men say it enhances their orgasms).

Time Required: Once you know how, kegel exercises can be done several times a day for 5-10 minutes per session.
Here’s How:

1. Start by locating your PC muscle.
Many people begin doing kegel exercises but are actually squeezing the wrong muscle. Before you start the exercises, find your PC muscle, make sure you know where your PC muscle is and what it feels like.

2. Squeezing kegel exercises: start slow, find your baseline.
The basic exercise can be done anytime and anywhere. Just squeeze your PC muscles as hard as you can, and hold them. This is doing a kegel exercise. Start by squeezing and holding for a count of 3-5 seconds, then release and relax for 5 seconds. When you release, notice how your muscles feel. The first time you do a kegel exercise see how many times you can do it before you feel your muscles getting tired.

3. Squeezing kegel exercises: use sets of repetitions
Your kegel exercises will be most efficient and have the most impact if you get into doing sets of repetitions of the squeezing. Once you’ve found your baseline, you can work from there. If you can, start with doing 5 repetitions (squeeze/hold/release). Judge for yourself how long you can hold the squeeze for, but don’t push yourself too much at first.

4. Building up strength with kegel exercises.
Once you’ve found your baseline, do your exercises, and every couple of days increase both the length of time you hold the squeeze for, and the number of exercises per set. As a guideline, try to work up to a point where you can hold the squeeze for ten seconds. And try to work up to doing ten reps of kegel exercises per set. So you squeeze, hold for ten second, release, relax for ten seconds, and repeat ten times.

5. Do your kegel exercises three or four times a day.
Try to take three or four times in the day to do kegel exercises. Again, everyone is different, but as a guideline try to do ten reps per session, holding for ten seconds on each exercise.

6. Vary the intensity and time in kegel exercises.
You can also try to vary the intensity of your squeezing and the amount of time you hold the squeeze in a set. Once you’re comfortable that you’re doing the exercises properly try a set where you do rapid squeeze and release. Experiment with how long you can comfortably hold a squeeze. Remember not to push yourself to the point of pain or discomfort.

7. Do kegels while masturbating and having partner sex.
Once you’re comfortable, incorporate kegel exercises in your masturbation. Do them while you’re getting warmed up, doing them before you have an orgasm, and even try to do them while having an orgasm. You may notice that kegels change the way your sexual excitement and your experience of orgasm feels. For some men, kegels can be a way of “pulling back” from the edge of ejaculation, and can allow them to better control ejaculation.


1. Isolate the PC muscle when doing your kegel exercises. Avoid contracting your abdominal, thigh, or buttocks muscles, or squeezing your sphincter muscle only. This is something many people do, but it reduces the effectiveness of the kegel exercise Concentrate on breathing and trying to keep yourself relaxed, and only tense the PC muscles you are using. Try not to tense up your whole body.

2. Finding time to do your kegel exercises. You don’t need to set aside a big chunk of time to do kegel exercises. Do a few reps while waiting for a stop light to turn green. In the last ten minutes before lunch, when you’re sitting at a desk, do a few reps. Do them while you’re waiting for the movie to start, or a commercial break to be over.

3. Don’t overdo your kegel exercises.Like any exercise, it’s important to build up slowly, and pay attention to your body. If you are experiencing pain or discomfort, you are pushing yourself too hard. It is possible that you could strain the muscles and aggravate a current problem, when you are trying to resolve it.

Published February 4, 2006.

More How To’s from your Guide To Sexuality
Updated: July 9, 2006