Archive for category Anal Sex

Difficult Decisions

Sometimes it’s nice to enter the house through the front gate. The lawn is nicely trimmed, and the door swings open wide and welcomes you right into the warm and comfortable interior. Other times it can be fun to enter through the back door—it’s less accessible and feels more as though one is being let into a private entrance, one usually kept locked and barred. Either way, it’s wonderful to be inside. But it can sometimes be difficult to choose which route to use on a given night.

As I’m certain you’ve realized by now, I’m not really talking about gates and doors and houses.

Joy’s “front gate” is always ready. Though she’s rather proper and keeps it firmly closed to other passersby, it is always open to me. When she parts her legs, I find her moist and warm, and it just feels good to slide inside her. I like Joy’s vagina very much…no, that’s not strong enough. I love Joy’s vagina, and it pleases me to make it feel happy, to make it feel fulfilled. Honestly, most nights, if all things are equal, I’d be happiest to deposit my sperm in the depths of her pussy.

However, her “back door” offers tantalizing possibilities as well. Oh, it can be harder to enter, but it’s at least as willing to be filled as her pussy. It’s dark and deep and has a firm grasp around me as I sink inside, and it squeezes and spasms as I ride her. Coming in Joy’s ass isn’t as intimate as coming in her vagina somehow, but in some ways, it is even more exciting. As I said, choosing the option in which to end the evening can be quite difficult.

I know which entrance Joy would select. I know there are female readers out there who are skeptical about anal sex, and who have a hard time imagining that it could be enjoyable. Please allow me to disabuse you of that notion. Joy would choose the rear entrance every time. Oh, she likes vaginal sex very much, and is happy to give herself to me in this way when I desire it. But in the ass…well, that’s her favorite, and it brings an entirely different level of energy to the proceedings when she feels me penetrate her dark little rosebud.

So, which should I choose tonight? You might think that I could wait and make my decision on the spur of the moment, based on the reactions I get from Joy and how I feel at the time, but no. As mentioned in other posts, I am a planner, and I want to make sure I have a clear vision of how I want this adventure to go. The clothing I instruct her to wear, the activities I choose as foreplay and the positions (if any) I choose to bind her in are all influenced by this decision—front or rear.

Hmmm…

You know what? Right now, just sitting here typing, I had an idea. I’m going to arrange things specifically so that I can leave the decision open, so that both choices are completely available. And then, when it comes time to select one, I’m going to stop and say to Joy (who I believe I’ve just decided will be wearing a gag at the time to ensure she will be unable to respond) , “Hmmm….pussy or ass…which should I choose to come in? That’s a tough choice, and it’s really hard to pick! I’m afraid I’ll just have to flip a coin.”

And then, while she’s watching, I will flip a coin. If it comes up heads, I’ll take her pussy, and if it comes up tails, I’ll fill her ass. I’ll make my decision on how to use her body completely arbitrarily, based solely on the flip of a coin. Joy will have no say in the matter whatsoever. I believe we’ll both enjoy that.

There, problem solved! I guess it wasn’t that difficult after all.

Enjoy yourself,

Jake

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The Return of Sophia

Joy has never seen Sophia. I keep her locked away in a dark closet at the back of the playroom, and only let her out when Joy can’t see. Joy has, however, met Sophia rather intimately…up close and personal. It’s just that she was blindfolded at the time, and therefore couldn’t view Sophia’s round bottom, welcoming thighs and swelling breasts topped with cherry nipples.

Sophia is a blow up doll—a rather well-made and expensive inflatable companion. I purchased her years ago to aid in taking baby steps towards giving Joy to another woman. Sophia served her purpose rather well, allowing Joy to “practice” via fantasy what she would eventually experience in reality. The blindfold was necessary to help preserve the illusion that Sophia was a real girl. Even expensive blow up dolls fare poorly in clear view.

Since then Sophia has dwelled in the dark, in the back closet of the playroom, locked away in a cold and lonely storage chest. Though she had served her purpose, I couldn’t bring myself to throw her away. After all, she’d done so well by both Joy and I, and it wasn’t her fault that she was no longer needed. In a sort of eerie way, she had developed a personality for us, taken on an odd sort of quasi-reality, and it didn’t seem right to simply cast her into the dust bin.

And so I felt almost happy when I came up with another way to take advantage of her unique skills. I brought her out and used her foot pump to re-inflate her, discovering that her time in storage had caused no real damage other than to muss her hair. And when she was fully inflated and looking her best, I laid her out upon the playroom bed, prepped her for her new adventure, and then re-introduced her to a blindfolded Joy.

You see, Sophia has the ability to wear a strap-on dildo. The harness fits nicely over her hips and snugs into place, holding the dildo tall and proud when the buckles are tightened. Lying on her back, Sophia’s artificial erection points straight up at the hook set into the ceiling over the bed, the one that I sometimes secure Joy’s bound hands to.

One of the many fantasies that Joy is both tremendously attracted to and yet highly afraid of is the idea of being penetrated simultaneously by two men, one fore and the other aft. We have approximated this fantasy many times using a double penetration dildo harness, and Joy has found much pleasure in it. However, that approach does not provide her the same sensation as being sandwiched between two naked bodies, each one the owner of a shaft filling one of your bodily orifices. I thought that Sophia could help me give Joy the gift of a more realistic double penetration. She’d have to play the role of a man, but I didn’t think she’d mind, and with Joy’s vision restricted, I thought she just might be able to bring it off.

We begin with a blow job. Oh, not for me, but for Sophia. I inform Joy that another man lies on the bed, and he is anxious to meet her. I bend blindfolded Joy over the dark-haired beauty on the bed and tell my wife that she needs to “make his cock good and hard so that it’s ready for your pussy”. Her lips close around the head of Sophia’s member, gliding up and down. I spank Joy while she sucks, and she whimpers and jumps when my hand makes contact with the reddening flesh of her bare bottom. After mere moments she is thoroughly moist, and I enter her from behind, savoring the feeling of her soft, warm vagina. Sophia and I both enjoy Joy’s attentions for a few moments, the former in her mouth and the latter in her pussy, but while this position is wonderful, it is not the main event, so soon I withdraw and urge Joy forward up onto the bed, instructing her to “climb on top of the cock she’s been sucking”.

Joy mounts Sophia and the doll’s plastic penis slides deep into her eager vagina. I grasp Joy’s cuffed hands and attach them to the hook overhead, then sit back and observe for a moment as Joy becomes used to taking Sophia’s hard, thick shaft. She lifts her hips up and down and rolls them back and forth, riding the doll beneath her, using her hands secured above to help raise and lower her body. With her vision obscured, the inflatable body under her could just as easily be male as female, and so the fantasy I have created persists, fueled by the vibrator I apply to Joy’s clitoris while she rides Sophia’s dick.

In a few moments I judge that Joy is nearing orgasm, and so I quickly release her hands from the hook above and instead draw them behind her back, cuffing them securely together. Then I bend her roughly forward, Sophia’s member still thrust deep inside her vagina, and place my own hard penis against Joy’s snug rear entrance. I press forward until she swallows me, taking me deep inside, and now Joy’s body is completely full.

Joy loves to be fucked in the ass, and the illusion that she is bound and helpless, being simultaneously used by two men, one underneath and the other on top, quickly overwhelms her. Her orgasm is sharp and powerful, and neither Sophia nor I relent when it is finished. We both continue to use her body until we have taken our own pleasure, Joy gasping and shuddering with each thrust between us. When it is finally over, Joy cannot dismount from Sophia without my assistance—she is too spent, even when I release her hands from their bonds.

Sophia will likely play her new role again at some point in the future. Joy liked it very much, though she won’t easily admit to it. Until that time she returns to her closet, but the doll wears a smile on her face when I fold up her deflated body and place her in the storage container. Sophia’s smile has a hint of cruelty to it, a sharp edge that nicely fits the Dominant role she fills for us. I’m happy for her as I close the closet door, because she now has a new purpose to contemplate as she waits folded in the dark for her chance to come out and play again. She can lie there and think plastic thoughts of sweet lips and moist, warm openings, of smacks and whimpers and gasps of pleasure, of the press of soft woman flesh against her smooth and rubbery skin. She can pass the time in the dark with dreams of cruelty and pleasure, of lust and love. It’s always easier to wait when you have something to look forward to, don’t you think?

Enjoy yourself,

Jake

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A Conversation at the Grocery

Yesterday morning I went out to the grocery store to get somethings for dinner. Nothing major or elaborate–I just needed some fresh vegetables and to restock a few items we were running low on. My plan for the night was to cook a stir-fry, so one of the ingredients on my list was fresh ginger root for the sauce.

Now, for those who have been following along, we use ginger root for more than stir-fry at our house. It plays the chief role in “figging“, which is one of Joy’s favorite D/s activities. Even though I had no special plans around figging for the weekend, whenever I shop for ginger I always take this potential use for the root into account. Therefore, rather than being one of those people who breaks off a little piece from a larger “hand” of ginger, I’m the opposite–I look for big roots, ones that are thick and sturdy so that they will fill Joy’s bottom nicely and won’t accidentally break off during use. The store I visited had only a marginal selection, but finally I found a hunk I thought might do and put it into my basket and continued on with my list.

When I arrived at the checkout line, the cashier ringing up my groceries was young…I’m going to guess maybe 22 or 23. She had blonde hair and a fresh, innocent face, and she was both polite and friendly as she greeted me while I put my purchases on the conveyor belt to be rung up. I futzed with my credit card for payment while she did her job, and she made conversations–nice weather, etc. But then she got to the piece of ginger.

“My goodness,” she remarked as she put it on the scale. “This is a big piece of ginger! Most people buy little pieces.”

I was still distracted with the payment keyboard and so didn’t think much about my answer. “Actually, I was looking for a bigger one.”

“Really?” she replied. She looked me straight in the eye, a smile on her face. “What do you do with it?”

I want you to know that I was very tempted to give her a straight answer. I saw my choices laid out in front of me, option A and option B. I studied her face, looking for any hint of secret knowledge that might lead me to believe she knew what use I might have for ginger. She didn’t look away–her gaze was forthright, friendly and direct. And so I chose option B.

“Asian cooking,” I answered. “I’m making stir-fried chicken tonight.”

It was an honest answer–that’s where part of the ginger root went. And another part went towards making Joy gasp and whimper and thrash this afternoon as my hand came down on her bottom and her natural reaction clenched her muscles around the ginger, intensifying its effect.

I’m sure I made the right choice–there would be no reason to tell the checkout girl the truth. But I have to confess that part of me still wonders–did she know what she was asking about? All sorts of people enjoy the pleasures of BDSM. She was awfully young, but could she have been one of them?

Enjoy yourself,

Jake

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BDSM Product Review: Tristan Anal Plug

Just posted a review of our runner-up extended wear butt plug–the “Tristan”. It’s an excellent plug that markets itself as being made for long-term wear, but sadly features one design flaw that prevents it from being our favorite. Nonetheless, others may find it enjoyable. Take a look for my full review.

In addition, the spanking challenge participants have been active over the weekend. BIKSS apparently played a little tune on fondles’ behind in the music room, Spanky continued his adventures, and Joy and I enjoyed the leather sofa in our family room in a whole new way. Check out the standings for a full report.

Enjoy yourself,

Jake

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Bondage Product Review: Mood Naughty Medium Plug

The Mood Naughty Medium Plug starred in the “do as you are told” week we had a few weeks ago. It proved a smash hit, and kept Joy simmering for hours at a time (which, of course, kept me on a low boil as well). While it’s not particularly imposing to look at or insert, that’s good, as we purchased it with the idea of extended wear in mind. Joy was able to wear it for hours at a time, which is just what the doctor (okay, “Doctor Jake”) ordered. If you’re interested in learning more, take a look at the full review.

Enjoy yourself,

Jake

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