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A few years back, just to spice things up for me and my wife, I ordered a dildo from Amazon. I made sure to keep it small enough to be realistic... my wife's a petite thing and I didn't think something huge and overpowering would be particularly appealing to her. Unfortunately, I neglected to buy any lube, so when we first tried it out, it was painfully obvious that as hard and dry as it was, it wasn't going to do much for her.
I flashed back to our threesomes, years earlier, when I'd gotten comfortable as the "enabler". I'd suck our friend David's cock to get him hard and ready and thread him into my wife's waiting pussy. As a yet unrealized submissive, it was a new experience that was incredibly arousing for me... for all of us. My wife pitched in, stroking his cock into my mouth until he was rock hard and oozing precum. As a straight guy, this was confusing as hell. Men, brutish hairy beasts that they are, never had any attraction for me, but somehow, in the context of the threesome we were having, it was irresistible to engage with him. By "engage with him" I mean a polite euphemism for sucking his cock, licking his balls, and jerking off as I watched him fucking my wife.
It wasn't just me. My cock found its way ramming into his mouth as much as his did to mine. For a very long time, we were just a sweat-soaked, cum-covered ball of confused but ecstatic people in their late twenties, realizing that the door to our cage was unlocked and we were free to do whatever our filthy, little minds could think of.
But that was then. In the present moment, all the erotic potential of our new toy seemed frustratingly out of reach. I had a thought to suck on it to at least give it some saliva to lube things up. That was when it hit me. I never thought this thing, an anatomically correct looking piece of silicone, would have any erotic potential for me... I'd bought it for her as a supplement to my aging, middle aged penis that could still get hard but was beginning to get notoriously unreliable in staying that way. It was just a fluke that I realized that sucking on it and gradually using it to fuck my wife took me back to a place that had long been just a memory.
She picked up on it as well. Her pussy was getting progressively wetter all on its own, and she got into this lovely rhythm of fucking herself with it and stuffing it into my mouth to reload some extra lube. The taste of her essence smeared all over this thing seemed to give it a life of its own. Without thinking, she started to stroke it into my mouth, deeper and deeper until it was hitting the back of my throat and it was all I could do to suppress the urge to gag. I'm not complaining. She's usually very sweet and gentle, but I was absolutely getting off on this newfound sense of dominance she'd fallen into.
"Well that was fun..." she said once we were done. If I had to guess she'd had what seemed like one of the more powerful orgasms of her life. I'd jerked myself off to cum when she did, pushed over the edge as she pulled it out of her cunt and made me slurp it up, my cock spurting streams of cum hard enough to reach from her pussy to spill on her face.
It became part of our repertoire. We even named it "Ludwig" after the Beethoven sonatas we'd play to mask the sounds of what we were doing when there were other people in the house.
It's been a lucky break that in some key areas, the two of us seem to be in sync. I was loving this more aggressive side of her. She got off on being the mistress of the house, "forcing" me to helplessly suck on her newly adopted cock.
One day she got particularly inspired. She pulled it out of my mouth and with her strategically timing her stroking my cock, proceeded to have me cum all over it. I thought we were done when she said, "... oh you think that's it?" and proceeded to push that semen-covered dildo back into my mouth. The taste of the juice from her pussy mixed with all the loads of my cum made my mind go numb. I was floored and helpless as she fucked my face with it. She wasn't satisfied until it was squeaky clean and I'd licked off every drop. Who says you can't teach old dogs...
A few months in and after watching some gay porn (I'm bi. Being able to get off to everything on the spectrum of sexuality feels like a superpower to me) it occurred to me that I'd never done any butt stuff. Even in our threesome days, that just never occurred to any of us to try.
I waited for a day when I had the house to myself. I did a gummy early on to help me relax. I've seen and read enough about how anal sex is supposed to work and made sure I was clean. Put a towel on the bed. Used a lot of lube to rub on my fingers and started to slowly rub away. I wasn't in any hurry. Felt good enough just to rub lazy circles on the outside of my asshole. Cued up some porn on my iPad and let the visuals guide my penetration and arousal. In a few minutes, I had two fingers in. I had a passing thought that I needed three hands... one to finger my ass, one to jerk off with, and another to hold the iPad. No matter, so far it was feeling pretty good. Good enough to move on to Ludwig.
Just to be safe I must have poured half a bottle of lube on that thing. Pointed it towards my butt and started to cautiously stroke it in and out. It felt ENORMOUS. I had second thoughts that maybe this wasn't such a good idea. I wasn't feeling any pressure to go deep with that thing and before things had progressed much more, I wound up having a pretty good orgasm. I doubt that it ever sank in more than an inch or so.
A few weeks later, I was ready for round 2. By now I had the basics down... A gummy. Clean up. Lube. Towel. Porn on tap. Some time to myself.
Things rolled out the same way as the first time but seemed to go much faster. My fingers got off on the texture of feeling my asshole and seemed to slide inside without much resistance. The erotica I had cued up had Mistress T (look her up, she's amazing!) with a much larger dildo doing nasty things to some lucky submissive. It wasn't long before I wanted more. This time the dildo slipped in almost as soon as I positioned it on my butt. On screen, Mistress T was busy stroking some guy's cock into the hungry, waiting mouth of one of her thralls. I love Miss T and for some reason, inordinately turned on by this kind of stuff. Yes, I love watching guys sucking cock but when there's a woman there, especially her, with her alabaster skin and crystal blue eyes, it seems to take things off the charts.
Slowly, I started to penetrate deeper. I figured out how to brace it on my bed so that I could control the depth of penetration just by moving my hips up and down. On screen, Miss T was jerking off some guy into the waiting mouth of one of her subs, one hand strategically placed behind his head just to make sure he was living up to her stringent cocksucking standards. I'd been fucking myself on this dildo the whole time and realized that holy shit, that thing was in all the way, right up to its little plastic balls that were pressing against my butt. I was impressed. Not bad for a middle-aged straight boy. I grabbed it by the base and, mindful that I was still new to all this, started to cautiously stroke it in and out. I was surprised that it didn't hurt at all. If anything, each stroke radiated way more pleasure than I might have expected. On full penetration, it must have hit my prostate and radiated intense waves of pleasure that spread out through my whole body and then bounced back to focus on the head of my cock. My brain quietly stopped working as I was forced to process an entirely new set of sensations.
My opinion on masturbation has been that it's fine but always a distant second to sex with a partner. For most of my adult life this has been true. At best it can feel really good but ultimately it's a lonely experience. After you're done, just being able to roll over and cuddle with your lover has to be one of my favorite parts of sex. Flying solo just means a quick trip to wash up before moving on to mundane things like laundry and book keeping. But this was new. I'd never had so many sensations... aggressively sodomized, stroking my cock, watching my favorite brand of hard core porn. I was a sweaty mess when it was over. And that dildo was still jammed all the way up my ass. Kind of got nervous about how I was going to get it out of there.
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My wife and I are pretty transparent about sex. It's not a big deal if one of us isn't in the mood to just say "I'm going to go rub one out" and go take care of business. Newlyweds take note... it's highly unlikely that you'll always both be in the mood at the same time and there's nothing as depressing as sex with someone who's just reluctantly going along with things. On my tombstone it may say something like "Some things are meant to be done joyfully or not at all." Ok maybe a tombstone isn't the best place for that but you get the idea.
In this instance I kept quiet about my private time. Her libido can be all over the place and I worried that in an unguarded moment she'd might consider me more perverted that she bargained for.
One night she got this naughty look on her face and remarked that we hadn't done anal in a long time. This is more meaningful for us than for most people. An unattended miscarriage when she was young had left her with scarring and some significant problems with her pelvic region, so much that vaginal intercourse was often painful for her. Anal sex became something we did as a replacement and had gotten really good at. Looking down at my beautiful wife with her legs spread and my cock buried in her asshole... as she locked eyes with me and proceeded to rub her pussy for good measure. No way I could classify that as second best. The problem was on my end. I'm at an age where I can get hard but it's tough to keep it going that way and you really do need an impressively hard cock to deal with penetrating her expectant asshole.
She pulled out Ludwig as we got started. That was normal for us now. I'm not sure who's more aroused... her when she living her best life as the dom in charge or me as someone who can finally let go and let someone else call the shots.
On this occasion, foreplay started with me on my back, my head hanging off the edge of the bed. She stood up from the bed and moved her butt onto my face. This position gave my tongue full, easy access to her asshole. Sweet, considerate thing that she is, she always started out tentatively, concerned that too much weight might hurt me but as we went on, I had the privilege of eating her pussy, licking her asshole and jerking off at the same time. As her arousal amped up, so did the intensity of her size and the arc of her hips locking me under her full weight. Her pussy was steadily oozing her essence into my hungry mouth. Tongue fucking (is that even a word?) her like that had my cock covered in precum, hard and stiff enough to break an egg on. By the time we were ready for the next stage, her asshole was just this lovely, glistening thing of beauty, aching to get fucked.
I started by inserting a finger. It slipped in, knuckle deep, without the least bit of resistance. The way she was fucking herself on it and furiously rubbing her pussy gave me a green light to go for more. A minute later, I was fucking her three fingers deep, my thumb rubbing hard circles around her clit. I love moments like this. She's got a mild case of OCD and in her day-to-day life, completely consumed with checking off the boxes in some unseen agenda. If you can take the sex out of it, this was a chance to help her finally break free of all the hamster cages that were always spinning full tilt in her head.
I was hard and stiff as I was ever going to be. I nudged her onto her back and started to rub the head of my cock against her asshole. Rubbed it around as if I was knocking, asking permission to be let in. No rush. Always worth it to take it slow in the beginning... let her get used to the sensation and let her arousal guide my timing and intensity. In a minute or so, I started to push my cock in, sliding in with just the least bit of resistance. A few more strokes later, I was balls deep and she was starting to breathe in short shallow breaths, each one accompanied by a sigh or moan.
It's worth mentioning that in the last few months she'd acquired a fascination for Japanese bukkake videos. If you're not familiar with the genre they usually feature an Asian girl next door type surrounded a half dozen or more nerdy looking guys. Gradually they'll peel her clothes off and proceed to lick, fuck and suck her until in the end, they all take turns cumming on her face. For reasons unknown to me, this seems to be a national obsession for the Japanese. On her first viewing my wife was pretty appalled (and I think, more aroused than she was willing to admit). Degrading she said. But over time she started to see it as more of a celebration of erotic excess. All those cum shots in the face, tributes in service to some exceptional ecstasy that was only possible in fantasies and movies. I wished our friend Dave was around. It would have been awesome to watch him jerk off on her face, bury his cock in her mouth, lick the cum off her lips and see her flashing me that smile that signaled how happy she was being a slut for me.
Oops. That train of thought triggered something that made me cum hard and much faster than I wanted to. One of the advantages of being in a long term relationship, at least for us, is a kind of confidence that we'll always take care of each other. She knew that I'd never leave her unsatisfied.
Plan B had me rubbing Ludwig in all the cum that was dripping out of her and then slowly pushing him in. I bent over to lick her clit and proceeded to fuck her ass with it. Unlike me, Ludwig never went soft or came too soon. And picking up from where I left off with added plus of me going down her, her toes were starting to curl. I swirled him around to max the sensation and slowly buried it deep inside her. Her clit tasted of her essence mixed with my cum. So hot to look down and see her rocking her hips to impale herself on that cock. I moved on from her clit and proceeded to stuff my tongue into her cunt, not giving a fuck about all the cum that I'd deposited earlier and now gushing to cover my mouth and face. I felt her cum, her legs wrapping around my head and locking me into licking her pussy. Pure bliss, I thought. Not often that everyone could be so happy.
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