[MF] Wife agreed to do anal but was almost let down by my dick!

I’m not sure what clicked in the last week, but my Wife and I have basically been on a binge of fucking every night for hours, its been incredible. We spend the day sending sexts and pictures getting eachother ready for when the kid is put asleep, then go at it. We have been trying all sorts of new things and I let my Wife know I wanted to work on her asshole, she has always been fine with a finger, but the one time she said I could try and stick my dick in… well it didn’t go well and the night ended with her in pain and I thought my backdoor dreams were done for, that was a couple years ago.

So during the day I research and decide we will work our way up with buttplugs, I convey this message to her and she is down and I am excited. Its Saturday and we can’t keep our hands off eachother, the kid is going to stay the night at Grandma and Grandpa’s house and they said we can drop off after lunch.

Now that we are free, the real fun begins, we have the whole rest of the day planned out, we go shopping for some outfits for the bedroom and I’m walking around the store harder than a diamond in an ice storm. I’m trying to play it cool like I’m some annoyed husband being dragged around to shop, but really I am picking stuff out that will look good fucking her in.

After clothes shopping we need to go to the adult store to find a plug, surprisingly, in the sex shop im totally composed and not walking around with a raging hard on, just browsing like im at Walmart. She looks at the plugs and wants the smallest one which I totally understand, even looking at that one she is nervous but I assure her we will take it slow and she can opt out at any time.

We head home to get ready to go out to dinner, but we are so horny we say fuck it to dinner, as it will just cut into our bedroom time. It was a full moon that night so she had one request which was to go out somewhere remote and fuck under the moonlight. We head out and find a nice spot where I think nobody will drive by, and its going well but then a car appears and rolls slowly by as we try and keep it cool. Thankfully they keep going and we can continue. I fuck her from behind in her new heels we just bought and I pull out before I get too close (I’m trying to save myself for the main event in the bedroom). I spin her around and start to finger her, she is pretty easy to make cum and she is a wet one, but this was like nothing I have ever experienced. I dip my fingers in her soaking wet pussy and after only a few pumps on her g-spot its like the flood gates opened and my hand is immediately soaked and it runs down her legs and tights and I hear it dripping and hitting the ground, I’m glad I had the idea to bring a towel with us.

Back to the house I’m ready to fucking go, she wants me to blow my load on her pussy and film it so thats what I have been saving for (my balls hurt by this point by the way, an entire day of teasing and having a hard on). We get to it and I do as requested, we fuck then I blow my load directly on her pussy and she plays with it, rubbing it all over her tits, it was amazing. We settle into the bed for more action and after a while I remember the butt plug!

I get the lube and the plug out and she turns over to present me her asshole, I lube up a finger very generously and start to work my way in. After a minute or two she says she is ready for the plug, I douse that thing in lube and apply liberally to her asshole and start to apply pressure with it. I’m taking it very slowly, listening to her, doing exactly what she says. Soon enough we get past the largest part and its in and she is loving it, she even says she wants a bigger one. She then requests me to fuck her with it in and then I notice that, while I am incredibly into what is happening, my dick is not at the level of erect that it should be.

It’s hard enough to fuck, but its not like rock hard, I guess a week of intense sex paired with all day teasing has left him a little tired. As we are fucking she tells me to go in and out with the plug, I can’t believe how quickly it went from super tight and hard to insert, to being able to pop in and out easily.

Then she said it, the moment I thought would take days or weeks to hear…She says to pull the plug out and push the tip of my cock against her asshole just to see how it feels (and we all know that means she wants me to fuck her ass). I take the plug out and apply generous amounts of lube, but as I’m doing it, I realize my dick is nowhere near hard enough for this task. I try my best but its pushing rope at this point, and I think I got into my own head about it as well. I couldn’t believe he was letting me down in my greatest time of need. A moment all men wait for, and I can’t get my dick hard enough to complete the task.

I tell her I need a rest before we can try and thankfully she agrees, I place the plug back in and we set an alarm for an hour. That hour goes by in a blink of an eye and I snap too remembering what is happening and I feel my dick and it seems like the rest helped. We get back to work and I try a few positions and its still tricky, but I tell her to get on her knees and put her ass in the air and with a direct line of sight and straight entry, I am able to start pushing my way. I am very cautious as to not go too hard and hurt her, but as I push, she tells me to keep going and before I know it, I am fully inside her asshole, my dick didn’t let me down!

We take it very slow at first, Im applying lube as we go trying to make sure she is comfortable, but before I know it, she tells me I can go like normal, and we switch positions and put her legs up on my shoulders and she looks me in the eye and says go rough and tells me she wants me to cum in her ass. It takes a bit of work and concentration because of everything mentioned before, but my dick doesn’t let me down and I finish in her asshole and slowly pull out, though he got soft pretty fast so it wasn’t difficult, and we collapse on the bed. We ended up playing around until 4:30am after that, and she said that can definitely become a regular thing and not a special occation type of event.

Source: reddit.com/r/gonewildstories/comments/pa3c5u/mf_wife_agreed_to_do_anal_but_was_almost_let_down