Twofer (M/F, anal, long)

Quick warning, this is really long. It’s real life and real life has a lot of build up, or at least mine does. I hope you can stick through it all because I think it’s got a great payoff. :)

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A little backstory for those interested. My wife has a ton of health problems to the point that we’ve gone so far as to find me an escort to fuck, and we’ve attempted to set up craigslist hookups to try and satiate my libido. None of those forays have ever panned out for various reasons, but somehow I’ve always managed to stay sane because when we finally do have sex it’s usually pretty spectacular.

Typically the problem of infrequent sexxing is due to my wife’s varied, colorful and sucktacular health issues, but our latest dry spell was 100% me.

For no apparent reason, over the course of this last year my sex drive went from 100 to 0. It was almost as if my libido was killed, quickly and silently by an anti-sex-ninja.

Every single one of her advances I turned down, no matter what it was that she hinted at. I just found sex to be… well… silly. Which it totally is when you get right down to it. The things we do to each other? The shit we say? The faces we make? It’s pretty damn funny. At the same time, there’s a part of us that accepts it and enjoys it because it’s play-time for adults.

I was the cause of a dead bedroom and it weighed hard and heavy on me. My wife and I often talked about it, asking the kind of questions I think anyone would ask in this situation. What caused it, when did it start, and of course most importantly, how do I get it back?

Yet oddly, I had to ask myself if I even wanted it back. Like I said, our times together were so infrequent that the constant pull of my loins was enough to drive me crazy. I would look at other women and see the beauty in every single one. Short, tall, fat, skinny, homely, young, old, it didn’t matter. I could picture myself dominating any one of them, using up all of their holes and leaving them used and abused.

And for one of the first times in my life I didn’t have that. I functioned without that constant insane lust and desire and it was actually not too bad… for me. My wife on the other hand, not so much. Plus I’d be lying if I said I was totally fine with the change going on with me. Having a raging libido was part of who I was.

So in an effort to get some of my mojo back, over the last few weeks I’ve forced myself to try and be interested in sex. I let my wife give me a handjob one night, and another time I gave her a rough face fuck, but still it was mostly forced and I hated that. I could enjoy it when it was happening but there was no interest right up until my cock was actually in her mouth.

And that’s the setup for what I’m about to talk about.

~~~ Backstory Ends ~~~

Like I mentioned earlier, I was making a conscious choice to try and be interested in sex again, and that necessitated me thinking about it in almost the way someone thinks about what they’re going to eat for dinner. What sounded good? Was I up for something involved? Did I just want to give, receive? I had to ask myself a lot of questions to figure out what I was up for.

We were driving around town doing a few errands when I decided to bring up a couple of the things that I had been thinking about. To my surprise, they were actually pretty hardcore, along BDSM lines with some watersports. When I brought it up my wife really didn’t have that much of a reaction, but I let it slide because talking about pissing in someone’s mouth doesn’t quite jive with a trip to the Container Store.

Fast forward to the next day. I again brought up the topic and this time we talked much more, and I was surprised/impressed in how willing she was to accommodate me. Probably my favorite line of hers was, “We’ve got puppy pee-pads now so if we make a mess, who cares?”

The day passed pretty uneventfully after that, but as the night wore on and our kids started to head to bed, I got playful. I pulled out my phone while we were sitting next to each other in bed and started sexting her in my own nerdy way. We went back and forth teasing and playing with each other, it was fun. But then she said something in one of the texts that all of a sudden sort of killed my interest. It’s not super important what, but I got distant and she picked up on it immediately.

I ended up taking out the puppy and then plopped him on the bed when I got back inside and she looked at me quizzically and asked, “I thought we weren’t traumatizing the dog?”

Remember that face-fucking I mentioned earlier? We ended up doing that right in front of the puppy, and when we were finished he had this sort of horrified look on his face.

I shrugged my shoulders and didn’t really respond. My fragile libido was falling apart.

She frowned at me. “I wish you wouldn’t wear your heart on your sleeve like this.”

“I don’t even know what that means.” I responded.

“It takes so little to hurt your feelings. Someone taps you on the arm,” she taps me on the arm, “and you get hurt.”

“I guess that’s true.” But it didn’t help. She may have been right but it felt like the damage was done. I sat on the bed, pulled out my phone and started to surf reddit. I barely noticed that she had put the dog on the floor and had closed the door until I heard the familiar sound of the door knob locking.

She wasn’t giving up.

I watched her reach under the bed and get her bag of sexy lingerie and she whisked off to the bathroom. I continued to surf reddit, being only half interested in the glorious cat photos on display.

She came out of the bathroom carrying our shoebox-of-fun in a very quick and matter-of-fact way, like a craftsman carrying a toolbox to do a tough job. She set it on the chair next to me and opened it up, taking out a few choice implements: a blindfold, clothespins, a fleshlight, lube, a cockring.

Then just as quickly as she came in, she left again. It was a few minutes before she returned, but when she did…

She was wearing an emerald green form-fitting teddy that hugged her GoneWildCurvy curves, black lace running up the sides. She also had done her hair up in a side pony tail giving her a girlish appearance appealing to a roleplaying weakness of mine. Lets just say I’m a fan of being called, “Daddy”.

She went to the bedroom door to be sure it was locked, and I noticed the teddy barely covered her ass. I’ve said it before and I’ll say it again, Kim Kardashian has got nothing on my wife’s ass. Considering my lust (although nearly always unsatiated) for anal, this has been a good thing.

She sauntered back to me, the ponytail swaying slightly as she approached, and she reviewed the toys she had taken out, then lowered her face down and kissed me. I was timid at first, I still had this sexual inertia holding me back. But I relaxed some and decided I had to give this a go. She was trying too hard not to.

At her urging I took off my clothes and sat on the bed with my back up against the headboard. She looked appreciatively at my cock which by now had gotten the message that it was go-time.

Then, it was time for the props. She reached over and got the blindfold and it put it on me, which I was sort of dreading because I suspected what would be next. Clothespins. She flicked and licked my nipples one by one to get them hard and then I felt the extreme pinch of the clothespins on them. Ironically she’s the one who loves having her tits played with rough, not me, but we both enjoyed being a little cruel in bed so I was willing to play along.

I sucked up the pain and patiently waited for whatever was going to happen next. I find that if the pleasure side of things is strong enough my pain threshold goes way up, and at that moment I really needed it to.

I heard the pop of the lube bottle and felt a wet slickness run all over my cock. I expected to feel the fleshlight next, she had told me she recently had a fantasy of using it on me, but what I got was considerably better.

I felt her flesh on me, but I couldn’t quite figure out what part of her. It was hot, feeling like it completely enveloped me without actually being inside of her and then I figured it out. She had straddled me reverse cowgirl and was rubbing my cock in between her ass cheeks. It felt amazing, the sensation of my cock popping out between them, how slick, hot and soft her ass was as it ground back and forth on me.

I reached out and grabbed her ass cheeks and massaged them as a moan escaped me. I wasn’t sure where she was going with this, but I didn’t care. It felt so good she could have done that to me for an hour and I would’ve drank it all up.

She slightly changed her position and it felt like she was maneuvering her asshole to be more in line with my cock. My mind swam with what was going on. It had been a long time since we had anal, she was having some serious problems down there and we both had often talked about how painful her butt had been.

Yet, there she was, sliding my cock across her asshole over and over again. Just when I thought she was teasing me before moving on to something else, I felt her grab my cock and lower her asshole onto it. I wasn’t going in, it had been too long, but she just kept bumping the head against it. I gently thrusted my hips up to help her and she let out something like a pained whimper.

She got up off of me and I was concerned that was it.

I felt her straddle me again and this time I could tell she was facing me. I felt her lay backwards but still with her legs bent, and again she pushed my cock at her asshole. This time, I went in and there was an audible gasp.

She held still for a few seconds and then she started moving very slowly. I wasn’t in very deep at all, just a bit past the head of my cock, but feeling that tight little hole wrapped around me was like being welcomed home. Once she got used to me inside her, her pace quickened and before long she was actively fucking her ass on the head of my cock.

I was loving the sensations, but the blindfold was starting to annoy me. My wife was humping me with her ass and I wasn’t seeing any of it! I pulled off the blindfold and was greeted by the sight of her fucking me with abandon.

One of my favorite sights during anal is a full ass and an empty pussy. There’s something about the hole that should have a cock in it being empty and denied while the hole that was never meant to have a cock in it being stretched out and fucked. In porn, I get to see that all the time. In real life? Decidedly less often.

I happily enjoyed the show, but then my mind had a realization: my phone was still right next to me. I fumbled for it as quickly as I could and switched it over to video camera and started to film her. My mind became that both of a spectator and participant and I found myself being slightly distant, as if I was only vaguely aware that the cock on the camera was mine.

My wife sat up slightly and laughed when she saw what I was doing.

“You’re filming this?” she chuckled.

“Fuck yeah I’m filming this.” I responded.

She again changed position, lifting herself up off the bed so she was in the more traditional cowgirl position, all while keeping my cock inside of her. I put the phone down mere seconds before it happened, my most favorite sensation. She had lowered herself completely onto my cock, sucking all of it up into her asshole. I could feel the ring of her butt right around the base of my extremely happy dick and she gave it a slight squeeze with her muscles. I let out an, “Oh fuck!”

She pulled the clothespins off of my nipples, which was ironic because by then I barely even registered that they were still on me. Then she reached out and held the back of my neck and started to buck. Her tight asshole stroked up and down all along my shaft making me nearly delirious. She stared into my eyes with a desperate, hungry, sinister look on her face and gave me a slight nod of her head as she hoarsely asked, “Yeah?”

“Oh my god, yes,” I weakly responded.

She humped me good and hard after that, every once in a while asking me that sexy little, “Yeah?”. It didn’t take long with that kind of attention before I felt myself start to cum. When I did she continued her long strokes on my cock with her ass, trying her best to completely get my orgasm out.

She must’ve gone a full 30 seconds before she asked me if I still wanted her to keep fucking me. I normally tap out much sooner because eventually the pain overrides the pleasure, but I was seriously loving both sensations. Even more so mentally, the fact that she was so willing to keep using her asshole to give me as much pleasure as I wanted.

Finally, I decided it was enough and I sat there in sort of a stunned stupor while she climbed off of me and dashed to the bathroom. Not much immediate afterglow in our bed after a hard buttfuck.

She came back a minute later totally naked now, but still with that sexy ponytail, and snuggled up alongside me.

“Good?” she asked.

“Well yeah, sorta.” I responded.

She looked up at me like I was crazy, and she had every right. After all that, I had given her a pretty half-assed answer.

“What’s wrong?” she asked, a bit of annoyance in her voice.

“Well… here’s the thing. Part of me feels really bad because we probably shouldn’t have fucked your ass. You’ve had so many problems.”

I shifted slightly so I could look in her eyes.

“But then there’s another part of me that wonders if there’s a twofer in there. I really want to fuck your ass again.”

She blurted out laughing.

“Yeah, no. No way. I pretty much just used up all I had this week to do that.” she said.

“Well, couldn’t you take out a loan against next week or something?” I asked.

“If we did that again my ass would be out of commission for a week.”

I wish I could tell you guys that I was a nice guy and was just kidding, that I wasn’t serious. But I was. Many years earlier my ex and I had a particularly good butt fuck and I asked her the same question, if we could do it again. She said, what was to me, one of the sexiest things ever. “If you can get it in there, you can fuck it.” Needless to say I got it in there and I fucked it. It was the only time in that relationship that I ever fucked her ass twice in one day.

But here, my wife had serious health problems. She already put herself WAY out there for me and I was greedily asking for more. A wave of shame hit me and I backpedaled.

“I’m sorry, that was stupid. Nevermind. I don’t want to hurt you.”

And then, I could almost see the switch flip in her head.

“No, lets do it.” she said.

“No, we shouldn’t. It’s going to mess you up.”

She got off the bed and walked around to my side, and then the next words she said became my new favorite sexy phrase.

“If you’re not going to fuck my ass again, I’m going to.”

My heart lept, but I was also still worried. There was a very good chance this wasn’t going to work out, and I crash pretty hard when we try to go for anal and it doesn’t pan out. Worse, what if it did work out but she had health issues afterwards?

“Lets just not get too crazy, ok?” she said as she reached for the lube again.

We first tried to do it with her laying on her back, but we just couldn’t get the angle right. Finally she got on all fours instead.

“But I really wanted to look at you while we fucked,” I whined.

“You can still look at me,” she chided and she shook her ass in my direction.

I crawled up on the bed behind her, spit on my cock to get the lube reactivated, and slowly pushed it against her slightly gaping asshole. I watched her grip the covers hard as I inched my cock back into her, but I could tell she was determined. She has always had a thing for pain, and she hoarsely grunted “Fuck, fuck, fuck” and gripped the covers tighter as I began to fuck her ass for the second time that night.

I found myself getting immensely turned on at her playing through the pain, because truth be told I’ve got a sadistic streak. However it didn’t take long before I was actively fucking her and she was moaning and urging me on. My cock slid in and out of her so effortlessly, and I loved the show going on. Her ass cheeks bounced as I thrust into her, and I gripped her hips to force myself deeper into her butt.

Now as you probably can tell, I’m kind of fucked up. I’m sadistic, adore anal, watersports, plus lots of other completely not-vanilla things. This next part is what drove me over the edge.

All of a sudden my wife started grunting more, and then she made these sort of high-pitched short gasps. I wasn’t sure what was going on, but then all of a sudden she says, “Oh my god, I’m going to shit on us both. I’m sorry I can’t help it!”

I think my cock got doubly hard hearing that. The idea that we were fucking her so hard and completely that she was going to lose control was insanely hot to me. I fucked her harder and deeper, expecting at any moment for things to get a lot messier, but in the end the excitement of everything built me up to my second orgasm. Oddly I don’t remember very much about it, only that it happened and it signaled the end of our twofer. I think I was so overcome with guilt and worry for her after I came that it overshadowed everything else.

Again she quickly climbed off the bed and hit the bathroom before coming back and laying with me. We talked about the night, the fun, my feelings of guilt. She noted that I always look for a reason to feel guilty about something I enjoy and that in this case there was nothing to feel guilty about. She wanted to do this for me, there was no other motivation other than wanting to do the kinkiest thing she could think of for me.

“Oh,” she added, “what we just did? That’s why you shouldn’t turn me down.”

A compelling argument.

Source: reddit.com/r/gonewildstories/comments/382sgs/twofer_mf_anal_long