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My First Anal

"I was ready to try."

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Author's Notes

"I have been working up to try anal and the time came to do it."

For weeks now, I have been working on conditioning myself for anal sex with my husband. The desire to do it started when he pushed his finger in my ass while fucking me from behind for the first time. The feeling of fullness sent different feelings through my body when it happened. It got to the point that I wanted a finger in me every time I had sex.

Going back to the time when I was out of town on personal business, and I had, I guess what you would call my first solo hot wife experience, and the man put two fingers in me while he was fucking me, I knew that one day I wanted to be fucked in my ass.  He stretched me beyond what I thought was possible, and the pain and pleasure were like nothing else I had ever felt.

So now, James and I have been playing with butt plugs of different sizes to try to get me to the point that I could take his dick in me.

Since James has been working out of town every week, I have also been using a small dildo in my ass to work up to where I could take his dick.

Last night, James got home from working out of town, and I picked him up at the airport. We went straight home, and I could tell that he was as horny as I was from being away for the week.

We got home and jumped in the shower. We played around in the shower, which got us worked up a lot. When we got out, we went straight to the bed and he kissed me as he started rubbing his hands over my body. I wasted no time and began to rub his already hard dick. He moved down my body and sucked on each one of my tits, sending tingles straight to my already wet pussy. It was like we were on our first date with the tingles he was causing in my pussy. We rubbed and felt all over each other.

I moved around and put his dick in my mouth, sucking on it slowly. When I would feel his body tense, I would back off a little to get him to relax. I was not ready for him to cum. He soon pulled out of my mouth and moved down to my pussy and started licking me. Each time he went across my clit, it would cause my body to jerk.

We continued with oral for only a few more minutes when he said, "Roll over, I can’t wait any longer. I want to fuck you now.”

I rolled over, got on all fours, and he put his dick in me and started fucking me harder and harder.

"Put your thumb in my ass!" I quickly told him.

He slowed down a little and slid his thumb in me and started fucking my ass with his thumb. It was feeling good, and after a bit, I pulled away from him, telling him to hold on.

I got up, went to the toy drawer, and got the large butt plug out. When I say large, I mean the largest one we had. It was maybe 3 inches long and not as big around as his dick. I handed it to him along with the bottle of lube and told him that I wanted to try to take it while he fucked me.

He was like a little boy with a new toy, holding it while looking at me with a big smile. He lubed it up as I got back down on all fours, raising my ass in the air, and I prepared to try and take the big one without working up to it.

He was very gentle with me as he started sliding it in my ass. I could feel it stretching me as he slowly pushed it in. He got to what felt like the biggest point and stopped, just holding it there to make me take the maximum stretch from it. He would then pull it back out and repeat what he was doing a few times. Each time he did it, it was easing the pain and adding pleasure from the stretching.

"Put it in me all the way," I whispered, "Put it in me all the way and fuck me with it in there."

He pulled it out all the way and, with one thrust, pushed it back in me all of the way. I grabbed a handful of sheets as I felt the instant stretch of my ass and then the release of the stretch when it went into the point that my ass closed around the thin part.

He then brought his dick up to my pussy and, without any ease at all, shoved his dick in me as far as he could get it. He started fucking me hard and fast, giving me no time to adjust to having the plug in my ass and his dick in my pussy. It was a feeling of fullness that I had never felt. The combination of pain and pleasure was a way that I can't describe. The plug in my ass made his dick feel twice the size as I was used to.

Then he just stopped fucking saying “wait a minute, I want to try something.”

I was in no state of mind to comprehend what he said or what he was about to try. All I could do was squeeze the handful of sheets I had in my hand and make primal groans while keeping a mouth full of pillow.

"Easy, be easy with it," is all I could get out.

He then pushed his dick as deep in me as he could get while holding on to the butt plug. With his dick still in me, he started removing the butt plug from my ass slowly. I began to feel the stretch as the plug started exiting my tight ass. I tried to relax to let it come out, but with his dick still in me, I was so full that I thought it was going to be impossible to get out.

He kept a constant pull on the plug, and my moans got louder than ever.

I then felt like a pop as the largest part of the plug came out and let my ass close back up.

"What are you doing?" I screamed out.

"I'm going to leave my dick in you and fuck your ass with the plug. Hang on and try to relax," he said.

Before I could get a word out, I felt the stretch of my ass receiving the plug once again. This time it wasn't a slow, long stretch; it was quick, and just as quick as the relief came once it was in, I felt the stretch return as he pulled it out again.

As he repeatedly pushed it in and pulled it out, I started accepting the quickness between the pain and pleasure hitting me. I was beginning to enjoy him fucking my ass with the butt plug.  Every so often, he would switch up and fuck my pussy with his dick and leave the plug in me.

Then, after he was fucking my ass with that plug, I had a feeling coming on me like I had never felt. I was starting to have an orgasm from getting fucked in the ass with the butt plug. I squeezed his dick so hard with my pussy that he could hardly fuck me.

He pushed the butt plug back in me and was holding my hips as he repeatedly thrust his dick into my pussy. I was so full and tight it was sending waves of orgasms through my body, and I could feel every vein on his dick.

I felt his dick swelling in me like never before as he started to cum. I was coming so hard that I had to get his dick out of me to get some relief. He had such a tight hold on me that I couldn't move away from him. I was almost screaming as he started shooting his cum in me for what seemed like forever.

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This was by far the most intense orgasm that I have ever had. As he pulled his dick out of me, the orgasm wouldn't stop. It just kept shooting wave after wave of pleasure through me.

“Pull it out, pull it out, pull the plug out of me!” I cried.

James reached down and pulled it out with one smooth motion. As fast as I felt the relief from him pulling it out, he shoved it back in. He started fucking me again with the plug.

I still hadn’t realized any relief from the orgasm I was having.

“I’m going to fuck your ass with this until you can’t stand it," he shouted.

As bad as I wanted him to stop, I just stayed there on my knees with my ass in the air, taking the ass fucking he was giving me with that plug. He was working my ass over, and I liked it.

After just a few more seconds, I lunged forward, screaming, "Pull it out, please pull it out."

I couldn’t take it anymore and was about to the point I thought I was going to pass out.

He pulled it out, and I just lay there on the bed, my body shaking as I was still having an orgasm. It wouldn’t stop.

After a minute, I finally relaxed as my body stopped shaking.

“Oh shit!" he said, "I have never seen you cum that hard in my life."

“I don’t think I ever have cum that hard and that long ever," I said, "you got into fucking my ass with that thing, didn't you?"

After about 15 minutes of us lying on the bed talking about it, he said, "I’m getting hard again just thinking about what you just did.”

I looked and he was right. He was getting hard again. I moved down and took him in my mouth and started sucking him back to life.

"I want you to fuck me again, but I can't take the butt plug right now," I told him.

He immediately crawled on top of me, spreading my legs. It felt good as he entered me, driving his dick deep in my pussy. He fucked me like that for a few minutes.

“Roll over, I want you from behind," he said.

I rolled over and got on my knees, giving him access to my pussy.

"Let's try something," he said, while reaching over to the side table, picking up the lube bottle.

I was thinking that he wanted to try to fuck my ass. In a way, I wanted to try it too.

He lubed up his dick and spread some on my ass, pushing a little in me with his fingers.

I raised my ass while lowering my head to the bed. I felt the head of his dick touch my ass as I prepared for what was about to happen.

I realized quickly that I was not quite as prepared as I thought I was, and that his dick was much bigger than that butt plug. I started feeling the stretch as he entered me with the head of his dick. His dick was bigger around than the butt plug, but it felt different. It felt like a softer stretch than the hard plug. Regardless, the stretch made me scream out. It felt huge, and I wasn't so sure I would be able to do this.

As he pushed the head in me, I let out a loud moan as I felt my ass wrap around his shaft as the head went in me.

“Oh shit, hold it there for a minute!” I yelled.

After a few seconds, I relaxed, saying, "Okay, I think I can take it all.”

He immediately pushed every inch of his dick in me. I was thinking about the short 3-inch plug he had just fucked me with, and not his 7-inch dick. It felt like he was in my stomach as I screamed, feeling him go deeper and deeper in me. He then held it in me as deep as he could go for a few seconds before he began sliding it back out of me.

I wasn't expecting him to pull all the way out when I felt the head stretch me a little more as it came out. Instantly, he put it back in me, making the head stretch me all over again. The combination of quick pain and somewhat quick pleasurable relief was driving me crazy.

‘Fuck me, fuck my ass hard!” I screamed.

“Don’t stop!” I cried as I felt a whole new sensation coming from my pussy.

"You're so tight," he said. "I don't know how long I can keep this up."

My orgasm came on so fast, and I didn't think it could be any more intense than the one I just had earlier, but it was. His extra thickness and his going much deeper in me than the plug was driving me crazy. I could feel him withdrawing and pushing back in me with extreme detail. Each time he pushed himself back in, it felt like he was in my stomach. I could not take this much longer.

I felt his body tense up as he drove his dick in me and held it there, trying to somehow push more in me.

My legs were shaking, I was screaming in either pain or pleasure; I wasn't sure what it was. I felt his dick swelling in me, filling me up even more. His dick was so tight in my ass, I could almost feel his cum moving up the shaft of his dick as he shot it into my ass.

My orgasm was so intense that all I could do was bury my face in the pillow and scream. It went on for what felt like 2 minutes. He was moaning, I was screaming, and I thought it would never end.

He finally pulled out of me, falling back on the bed at the same time I was falling forward.

I was wriggling there on the bed, holding my pussy with one hand and my ass with the other while trying to calm down.

After a few minutes, I started getting my wits about myself. I got up and ran to the bathroom. I sat on the toilet, emptying more cum out of my ass than I had ever taken from James. He had filled me up.

Once we both cleaned up we went back to the bed to lie down and talk about what we had just done.

"That was pretty awesome fucking your ass," he said, smiling. “You were so tight and got even tighter when you started to cum.”

"I thought I was going to pass out at one point," I replied. "I had the most intense orgasm that I believe I have ever had. It wouldn't stop; it just hit and stayed there like nothing I have ever experienced."

"Just think what it will feel like to fuck two dicks when you do a dp," he said.

"I am not sure I can do that yet," I told him.

The rest of the weekend, James would start fucking my pussy and end fucking my ass. It was like he couldn't get enough. I can’t say I didn't enjoy it, but not every time.

I have figured out some things to do to make the initial penetration easier. While I enjoyed it, I don’t think I want it every time we have sex.

Published 
Written by Mugwump6636
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