Kinky Exploration – An Adventure in Anal [MF]

If you haven’t read any of my other stories you can find them in my profile, they will help give some context.

Background: Me and my wife (Jess) had been going to therapy and working with a therapist and after working on the primary issue we started working mostly of sexual communication. As part of this we took a sexual kink/fetishes/actions survey where we marked this as No, would try if partner wants, would like to do, and done. To help build communication and our sex life she would pick one, at least once every couple weeks, we would discuss it all together (in a safe space) and then depending on that discuss, try it.

Relatively early on the therapist selected anal sex to discuss. At this point in our lives neither my wife or I had ever tried anal. For me it was kind of ‘would like see what it was like, cross it off the list’ type of item and for my wife it was an I’ll guess I will try type thing. We talked about it in front of and with the therapist and my wife was pretty nervous about it and seemed to be leaning against trying it.

Our therapist had a suggestion that threw me for a loop. She asked my wife if she might be willing to try it, if the risk and other potential discomfort was mutual. My wife seemed interested at the thought and our therapist mentioned that we had both put would try on pegging. I will admit that my first reaction was to try to backtrack but as we discussed it, we decided that this mutual risk scenario was a compromise that we could both work with.

We set up a date night and had a plan. My wife went by our local adult toy store on the way home from work and picked a strap on and lube (all the lube). She took it easy on my and picked and attachment that was about my length, but not nearly as thick. We were both pretty nervous and we let the wine flow freely with and after dinner. After dinner and a little more wine, we retired to the bedroom and the shower.

I slipped in while she unpacked and cleaned our new toy and then joined me. She looked as sexy as ever and my cock twitched as she stepping in and the water poured over her body. We both washed and then I quickly pulled her into a kiss pressing our bodies into each other. I could feel her hard nipples sliding against and I started to kiss down her neck. Our hands were running all over each other and I could feel my cock hardening as it pressed against her body. I spun her around and pulled her against me, her warm wet ass wiggling against my cock as I slide my hands around to her breast and stroked, then pulled on both of her nipples synchronously. Her moans filled the shower and I slide one arm down and around to find her wet pussy and begin to tease it. She let out another moan and slide her hand back until he found my cock, which was now fully hard and slowly stroked it, adding my moans to the intoxicating sounds filling the shower. We both teased each other with slow long strokes for a few more minutes before deciding to get down to the main event, so to speak, and quickly dried off, not wanting to lose the buzz of energy running through us.

(Side note here, before trying all of this we read info and watched videos, so we weren’t going into this blind)

I was up first and quite nervous as my wife slipped on the harness. She started with her fingers drenching them in lube before slowly working them in my ass. Her other hand slide around and stroked my cock helping me relax and keeping me hard. The feeling wasn’t back, but there was definite discomfort, but I pushed through, hoping as I relaxed and got use to it that it would wain. After getting two fingers inside me without me complained too much my wife lubed up the toy and moved behind me. She slowly worked it inside me and despite the discomfort it was pleasurable. She worked it in out, pushing in more each time. As I got used to it, there was more pleasure then there was pain and I was moaning, but I am not sure how much of that was from her continual stroking of my cock and how much from the pegging. After a good five minutes she slid out of me. It felt good, but the discomfort was a lot and frankly a lot of things felt better. My wife said that while it was fun to be the one fucking for a change that she didn’t get as much stimulation as she hoped.

Bolstered by the fact that I didn’t scream bloody murder, my wife was ready for her turn. I layed her down on the bed and slid between her legs lapping at her clit to get both her and me back in the zone. I pushed her close to her edge before she turned over and slide up onto her knees. I followed the same pattern as her, working one finger then two inside her while stroking her clit and making sure to use plenty of lube. She moaned and winced, feeling the same mix of pleasure and discomfort that I had but after a few minutes of warm up she was ready to try. I put on a condom and slowly eased the head inside, it was extremely tight and felt so much different then her pussy. Jess was clearly struggling as I worked it in deeper and I asked her if she wanted to stop. She said no but to maybe slow down, work it in and out. And I did, slowly fucking her ass with just a couple of inches of my cock while still rubbing her clit. Soon 2 became 3 and so on until I was completely inside her. My wife had clearly hit that point where the discomfort was less than the pleasure and I started to build speed. She took over rubbing her clit as grabbed her hips and moved faster.

Even though the pleasure was more than the pain it was clear after a few minutes that the discomfort was keeping my wife from cumming and while it certainly felt good and was quite tight, I was having trouble reaching the edge as well. I was missing that warm wetness of her pussy. I pulled out and flipped her over back onto her back and slide my tongue along her clit while I slide two fingers inside her. She was still wet and moaned in approval as I started to finger her pussy and devour her clit, working my back in forth in tight movements. Her moans built and a couple minutes later I was reward with a bucking of hips, screaming of my name, and extra gush of her delicious nectar.

My wife moved to return the favor but there was clearly (even though I had used a condom) some mental block with the fact that my cock had been in her ass. Seeing this, I suggested that we move back to the shower and she agreed with a loving smile. She we soaped each other and she took a long time soaping up and stroking my cock, returning it back to its fully hard state. With it fully clean she slide to her knees in. The water poured down my back as she took me in her mouth and began to slide her tongue around my cock. It twitched as she slid her tongue under the head to my most sensitive spot. Hearing me moan and smiling up at me she started to take me deeper with long strokes, savoring my cock as did my best to hold on and enjoy the feeling as long as I can. She slide a hand down and stroked the shaft, concentrating her tongue on my head as I told her I was close. I couldn’t hold back any longer and moaned out that I was cumming. She pulled my cock from her mouth and stroked my cock quickly, sending rope after rope of hot cum all over her breasts. Satisfied we sunk into each other arms under the hot water and enjoyed the fleeting bolts of pleasure still moving through us.

We talked about it the next day and we had both reached the same conclusions. It wasn’t bad, but it wasn’t good enough that we thought we would do it again. We thought that we could probably push past the edge and cum once we got more comfortable with it, but for us, we would always pick something else if given the choice. No regrets and it was good to try, but just not for us. Not sure which of these to do next. We did about 10 or so I think , with the therapist help and we still do one at least once a month on our own, so if you want to know if we have tried something, just ask in the comments and I’ll let you know and maybe write it up too.

Source: reddit.com/r/gonewildstories/comments/po5pma/kinky_exploration_an_adventure_in_anal_mf