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Anal Play Masturbation: Break Out of Strictly Up and Down!

Hello Horny Readers, and Happy Masturbation May!  To celebrate, many of Us dominant Women will be writing blogs all centering around different ways to enjoy this favorite pass time of most LDW playmates. Miss Andi kicked things off yesterday with Her post regarding the anticipation with which a stroke boy looks forward to having “time alone”.  Today, I’m going to encourage boys to get the most they can out of self-pleasure by giving some consideration to anal play masturbation.  It’s not for everyone, but too many boys are severely under-utilizing the privilege of having a g-spot up their assholes.  Stimulating it while stroking can take that favorite pass time and make it even more memorable!anal play masturbation

Engaging in anal play masturbation doesn’t make you gay!

I’d like to think that by now, most boys realize that the enjoyment of anal masturbation isn’t a symptom of a particular sexual orientation, but of all the guys who’ve come to Me looking for ways to spice up their masturbatory life, more than a few have been hesitant to try it simply because they seem to think it does!  If I’ve said it once, I’ve said it a million times:  there’s nothing wrong with being gay, but gay men enjoy anal stimulation because it feels good, not because it’s a hallmark of being gay!

It doesn’t have to hurt!

Another objection I’ve heard to giving anal play masturbation a try is the fear of pain.  I’m not an advocate of forcing things, but I really doubt that there’s an asshole out there so tight that it can’t accept at least a finger with the right psychological preparation and enough lube!  That’s right–anxiety can make your pucker seize up!  So relax, take your time, and open up!  If you are one of the few boys who truly have an asshole, or a mind, that’s too rigid to allow it, you can still locate and stimulate your “slut spot” from the outside.  The space between the balls and ass can be rubbed with fingers or a vibrator for a milder, yet still pleasurable effect.

Try some toys!

Speaking of vibrators, there are a number of toys you can use to add some in-and-out to your up-and-down! Check out the tab at the top of this page where I offer some recommendations for toys meant to enhance both masturbation and anal play.  From anal beads to big fat dongs, there are any number of things a boy can work up to using for anal play masturbation.  If you don’t fancy the idea of fucking yourself for your Mistress, but you still want to experiment with prostate stimulation while stroking your cock, a good ass plug, either vibrating or analog, or something like the Aneros, is just as, if not more effective, for kicking your self-pleasure up a notch!

Masturbation May is the perfect time for trying something new!

Need some encouragement or guidance in exploring anal play masturbation?  Masturbation May is the perfect time!  Those who know Me well are probably not surprised that I’d choose to focus on the possibilities the asshole holds for My post, given that I’m addicted to the male slut spot and ass, so I encourage curious boys to seek Me out for some enthusiastic, yet patient ass play coaching!  If you don’t get around to it this month, never fear;  It’s never a bad time or too late!

Dickbreath Jamie: Portrait of a Sissy Fuckdoll in Denial!

I had the opportunity to speak with the illustrious Dickbreath Jamie a few days ago.  I think (s)he must have become aware of Me the same way I became aware of hir, as I had commented on a hilarious post about hir made on the blog of Miss Simone.  In O/ur conversation, I discovered . . . → Read More: Dickbreath Jamie: Portrait of a Sissy Fuckdoll in Denial!

Schedule Change for the Week of 4/4/16

It’s happened once again, playmates:  Miss Rachel’s penchant for late night documentary binges has turned Her schedule upside down!

Usually, as you all know, I’m available between 4pm and 4amEST.  This week, while I re-calibrate, it’s more like between 9pm and 1pmEST.

Once again, it’s a bonanza for those who’d love to play more, . . . → Read More: Schedule Change for the Week of 4/4/16

Do You Have A Fetish, or Are You Just Kinky?

I don’t mean to be pedantic, horny readers, but I wonder whether or not I have many playmates who actually have a fetish for one thing or another, or if they’re just kinky.  I don’t mean to say “just kinky” as if to have a kink rather than a fetish is boring or less . . . → Read More: Do You Have A Fetish, or Are You Just Kinky?

Sissy Shoes: Which Ones Are Yours?

This should be a fun post!  I love shoes, and I’ve grown to love Tumblr.  One of the reasons is because of the posts I’ve gotten to enjoy from the Women Shoe Daily account, among others. I see lots of shoes I’d wear of course, but I also very much enjoy the shoes I . . . → Read More: Sissy Shoes: Which Ones Are Yours?

Captive Slave for an Alpha Male: The Conclusion

Your Alpha male master continued to pulse his hips, only now his hands were positioned to keep your head from moving in and out.  Your shoulders trembled with the effort of resisting the urge to bring your hands up to try and control how much of his cock went into your throat, and how . . . → Read More: Captive Slave for an Alpha Male: The Conclusion

Turned Gay: Captive Slave for an Alpha Male (part 4)

Remember when you turned gay, bitch boy?

By the time you conceded, My “straight” beta meat-gazer, the joystick by which you would now be turned gay was approaching full mast.  Like a well-trained but drooling dog that waited motionless for permission to snap up the dog biscuit balanced on his nose, you were still . . . → Read More: Turned Gay: Captive Slave for an Alpha Male (part 4)

Bondage Descends: Captive Slave for an Alpha Male (part 3)

“I asked you if you like my dick.  I think you do.  But I want you to say it,” the Alpha stud cock said, in that same cool, authoritative tone.  Another chain of psychological bondage coiled itself around your brain with every word and every moment that passed.  You still didn’t fully realize the . . . → Read More: Bondage Descends: Captive Slave for an Alpha Male (part 3)

Tales of The Captive Slave for An Alpha Male Returning Tomorrow!

I promise, horny readers–within the next day or two the tale of what happens when a beta boy meat-gazer gets caught will continue. Miss Rachel has admittedly been taking it a little easy the last week or so, and letting a few things slide. That’s what happens when the weather gets the least bit . . . → Read More: Tales of The Captive Slave for An Alpha Male Returning Tomorrow!

Captive Slave for an Alpha Male (part 2)

Captive slave, the thudding of your heart sounded almost as loud in your ears as the cascading water. You watched him out of the corner of your eye, willing your breath to slow as the washcloth was methodically passed over every part of his muscular body.  You noticed that he hadn’t yet lathered his . . . → Read More: Captive Slave for an Alpha Male (part 2)