Jerry's Request
I am lying in bed with my dear husband, Jerry, and nearly asleep when he suggests that maybe we should try anal. In over five years of marriage, he never once mentioned this interest. The shock of his announcement tonight makes my heart stop for one painful second, and then my anus involuntarily clinches. My head snaps toward him as I give him my "Are you freaking insane?" glare -- the same one I gave when he wanted us to go spelunking together through dark, unexplored caves. I am not as adventurous as him.
I take a deep breath and hold it for a long while to calm myself down. Had I heard him correctly? And was he serious or merely kidding? Did he mean right at this moment or, perhaps, at some future juncture? Surely, we both feel exhausted after a long day spent hiking through a nearby state forest. And why would he make such a vulgar request that went against everything my mother had taught me about hygiene down there? Had he grown bored with my vagina? Was he a closeted homo? Besides, won't it hurt and perhaps cause permanent damage? Such questions ricochet around in my brain before I remember to exhale. I gasp for my next breath.
I need to think long and hard about what he just said. So, I suggest he sleep in the guest bedroom tonight at least. I also promise to revisit the topic after I wrap my mind around it. Pressing his luck, Jerry asks if he might give my rosebud a sweet goodnight kiss. How strange is this creature here in my bed? Does he not see how much his words have upset me? Yet reluctantly, I roll onto my belly, hug my pillow tight, and I let him.
My muscles tense up, and my heart races as he slides my panties down past my knees. I cannot believe this is happening. Might I be dreaming all this?
Jerry starts by nuzzling my butt cheeks, his soft lips planting little pecks here and there. Then, he gently spreads those same cheeks with his strong, callused hands and begins kissing the valley between. I soon feel his warm, wet tongue circling my most private anatomical feature. I must concede this motion feels somewhat enticing. However, I am also feeling very self-conscious. I have never shown him my backdoor before, nor have I ever seen his. And I almost always shower before sex. Surely, I am sweaty and stinky tonight. So, what possesses him to eat out my hiney?
I can only presume it's because my legs are shorter, and thus, I hike slower. He usually lets me lead and set our pace on such outings. After ogling my butt the whole day, Jerry must have grown much too horny. So, why didn't he ask for relief on the trails? There was usually no one around. I would gladly have blown him.
His tongue now presses into my anus. As that muscle slowly relaxes, his tongue probes deeper. This feels even better. Maybe there is something to this naughty perversion?
Jerry pauses for a quick breather and whispers, "Babe, you taste so damn delicious." I seriously doubt his assessment. But before I can offer my thanks, he dives right back in for another ten minutes. I then remind him I need some rest and that he should retire to the guest bed.
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Over the following few days, I wonder if Jerry's new interest includes me playing with his. Surely, he would feel similar pleasures as me. And I have always found his butt cute. However, I cringe at the thought of touching anyone's poop. And I cannot envision kissing him there either, no matter how much he washed up. Although I dare not say "I'd never," my personal limits can only stretch so much at any one moment. Clearly, he has thought more about this kink than I ever have.
I ask a close friend if she has tried anal. She admits she has, with an old boyfriend. She recalls it was pretty painful at first, but he had not kissed her as my dear husband had me. This brings me hope that my experience will be better than hers. She recommends I surf the many video clips on the 'net to get more comfortable with the practice. There, I discover positions and definitions that I had no clue even existed. Butt play seems much more common than I ever imagined. And both women and men seem to enjoy receiving deep backdoor attention. My curiosity grows as I view numerous short films. I touch myself a few times; then, eventually, I taste my finger.
I even work up enough courage to consult my mother on this delicate matter. She confides that she and Daddy enjoy butt play sometimes to spice up their sex life. I share details of the wonderful kiss that my dear hubby planted. Mom simply smiles. Then, I ask about penetration and how it feels. She offers that, with proper preparation, it often feels more intimate than any other sex act and intensely pleasing as well. And yes, Daddy enjoys getting pegged. Mom assures me that this does not make a man gay or even more likely to stray. While this new information is more than anyone probably should know about their parents, it boosts my self-confidence to explore my options. And so, I thank her. I then decide that next weekend I will take my husband's cock deep in my butt for the first time.
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Friday evening, we go out for a romantic dinner and drinks after. Driving home, Jerry asks if I am ready to talk more about his request. I tell him of my conversation with Mom and ask if it upsets him that she now knows of his new interest. He says he does not feel embarrassed. I silently doubt that, but whatever ...
Next, I ask, "Does your proposal include pegging?"
"Most certainly it does," he replies, "I would not ask anything of you that I would not myself try."
No doubt, I will remind him of that broad proclamation someday. But for now, I ask, "Do we have the proper equipment?"
"No, but I can order some things tomorrow," he pauses, then continues, "In the meantime, you can probe me with your fingers or other found objects."
"Really?" I say, and then smirk, "What makes you so sure? Self-discovery or fun with some other guy?"
At first, he does not reply. Then, he sheepishly admits he has enjoyed a variety of homemade toys for most of his life. I suspect he has many more details to confess, but I let his vague answer suffice.
"Let's shower together," I say as we pull into our driveway. "Then perhaps we can continue this discussion later tonight."
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I spread an old beach towel on our bed, figuring things might get messy. I am already naked, of course, as I lie face down on the towel. I tuck my knees under my belly as Jerry approaches, lifting my ass in the air. I invite my dear husband to kiss me again down there, admitting I liked that. His pace is much quicker and more intentional than last week's introductory session. His attention tonight feels so much better, I think. I only wish it had lasted longer. But after only a few minutes, his lips and tongue disengage.
Jerry applies a cool cream onto my lower spine. I start feeling much warmer as he spreads it and massages it into my glutes. He then wipes his hands on the towel and dribbles a thinner liquid onto my tailbone. It feels cold, too, as it trickles down to my butthole. Ooh, that tickles and I squirm just a little. His fingertip probes gently, at first. I relax and push back against it. Soon, his finger slips completely into my booty. It feels pretty damn good as he strokes in and out. The thin lube seems slicker than any I have ever tried. A few minutes later, he adds a second finger. I feel noticeably fuller and hornier, too.
"Are you ready for the real thing?" Jerry eventually asks.
"I think so. Let's give it a try. Please treat me nice."
"I will take you slowly, I promise. Just let me know if you feel any pain as I am going. You may need more time to adjust."
I feel his fingers abandon my anus. My rump now feels empty and wanting. He places his hands on my hips and presses his penis against my hungry hole. He holds this position, allowing me time to catch up. I take a deep breath, expecting the worst to soon happen. Exhaling, I press myself back slowly onto the head of his cock. As I stretch open, I feel a slight but bearable pain. I pause briefly until it subsides, then I press onward, sliding my butt down his stiff shaft to his balls. "Wow, I have actually done this!" I say.
Jerry remains still, allowing me total control of all motion. His cock feels much larger than I remember. I pause to focus on the fullness it offers, then slowly begin rocking my hips back and forth.
Soon, his grip on my hips tightens, and he takes charge. His every thrust slams my face down into the pillow. I am surprised just how much I enjoy this hard pounding. I feel his cock pumping its warm cum inside me as he finishes far sooner than I desire.
We collapse on the towel, covered in sweat, lube, and probably some traces of stuff that escaped me. I rest a few minutes, then step away to shower again. Soon, Jerry joins me. Afterward, as I swap the old beach towel on the bed for a fresh one, he starts dressing. "Whoa," I say to him, "It's your turn now, mister."
Jerry replies, "OK, sure. But let's wait a short while. I could use a cold beer and a small snack now if you don't mind."
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Jerry assumes the same starting position as I had earlier this evening. I close my eyes as I lean in to kiss his freshly washed bottom -- a quick peck at first, followed soon by a few others. My tongue now tentatively traces around his tight pucker as I explore its unique texture and features. After a few minutes, I begin pressing my tongue into its center, scared of any reaction I may have to what lurks beyond it. His taste is not nearly as awful as I expected, but I would not say I liked it much, either.
I lube him up generously, insert one finger, and eventually another as he had done to me. He moans in appreciation of my efforts. With my free hand, I reach between his legs to cradle his stiffy. He pushes my hand away and utters, "Just fuck my butt tonight."
"With what?" I wonder aloud in our darkened bedroom.
He gestures toward the nightstand. I open the drawer. The only thing even remotely phallic is an old EverReady flashlight. "This?" I ask as I retrieve it.
He nods. So, I apply fresh lube all over its shiny chrome body, doubting I could ever insert its flat base into such a tight opening. Surely, we need something tapered. Yet, it slides in a few inches without too much effort. I hold tight to its red bezel while stroking in and out of his bottom. I also wiggle it from side to side to wallow him out a bit further. His butt begins rocking, his pulse quickens, and soon, he is sweating. He cums on the towel, then collapses down on it. His sphincter's grip on the chrome device tightens as his body tries to reject it. But I continue probing his ass until he begs me to stop. As I remove the filthy flashlight, he reaches and grabs it. Then, he proceeds to lick and suck it. This disgusts me somewhat. So, I turn to watch his gaping asshole slowly subside.
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A nondescript box arrives during the next week, but we wait until the weekend to open it. I cut the box open on our kitchen table. My dear husband removes a tangled ball of straps from it, then a rather large attachment with a lifelike head and veins molded throughout.
"Oh, hell no!" I say, "That silicon mister is way too big for this petite sister."
Jerry chuckles, then lays it aside and retrieves another, smoother toy of a more typical size.
I untangle the harness as he watches and slip it over my jeans to see if I have it assembled correctly. Jerry suggests I should wear it next to my skin. Of course, that makes more sense when it comes time to use it. The look on his face indicates that he cannot wait. I undress. We adjust the straps for a snug fit and secure the smaller toy. I pause to reflect. Here I stand in my kitchen, looking ridiculous, completely naked except for this harness and its bright purple protuberance.
Jerry undresses as I make fruity drinks in the blender. "Welcome to our naked happy hour," I say as we clink our glasses and then rub our erections together.
I lead him into the bathroom, bending him over the vanity as I step in behind him. We can see each other's faces in the mirror. I like that. I lube up the dildo and press its tip against his sphincter. No kissing or fingers today as we get straight down to business. I slowly rock my hips forward and back a few times. Then, I pick up the speed and depth. Jerry remains silent as I see his eyes close in the mirror. I reach under his arms and tweak his nipples. He soon bites his lower lip. Surprisingly, the harness rubs against my clitoris. I silently vow to fuck him until I cum tonight. I pump harder still, lifting him slightly with my every thrust.
He cums first, and his legs get rather wobbly. I am not done, but I fear I cannot hold him from falling. I suggest we take a short break and move to our bed.
He lies face down on the mattress and relaxes. Meanwhile, I swap out the attachments and apply fresh lube. Then, I straddle his limp body and press the big dildo against him. He protests at first but is flat on the mattress and cannot escape me. His ass soon surrenders to the intrusion of this larger toy. I grip his shoulders and resume thrusting. I grind as deep as I can get inside him. Fifteen minutes later, I enjoy my orgasm. Oh, what a ride.
I remove the harness and cuddle beside him. We are both far too exhausted to clean up our mess tonight. We drift off to sleep. Good night.
In response to Jerry's request, I question if he meant to try anal tonight or in the future. I express my surprise and self-consciousness about his proposal, as I had never shown him my backdoor before.
As Jerry's request becomes a reality, I find myself writhing in pleasure as his tongue circles my most private anatomical feature. I concede that this motion feels somewhat enticing, despite my self-consciousness about being a first-timer.
