A few weeks back, I did some more online shopping and bought stuff specifically for The Boyfriend. Namely, two different types of masturbators. I also got an under-the-bed restraint system.
I always think we’re going to use the stuff the same day it arrives, but it normally ends up sitting in the box for a few weeks without even a thought given to it, before we finally open it up and look at it.
We had experimented with the masturbators already, but I decided that last night, I was setting up that restraint system, with or without his pre-approval. And so, after a good long almost two-hour bath, I decided to set this thing up. It took me about two seconds and being that I wasn’t betting on it’s use, I just kinda slid it under the mattress and left it there.
Even though The Boyfriend had now been up for almost 36 hours, I was determined we were having sex. After three weeks of riding the red wave, I was finally not bleeding and all I could think about was finally having something other than a solitary mastrubatory orgasm. And he was excited to oblige, which I wasn’t expecting and added to the anticipation.
We stayed up way later than we were expecting to. I mean, the kids didn’t go to bed until almost one in the morning, so it was way late. And I don’t know how he managed, other than a great deal of determination and for that I am thankful.
It started on the couch after we had both taken baths separately. I had gone first and then when he was up in his bath, I played games. When he was done, he had me keep playing while he did some playing of his own. As zombies attacked me and I smashed cars into tree after tree after tree, his fingers playfully roamed my freshly shaved flesh. About half an hour or so passed before we finally made our way upstairs.
Almost immediately, he was putting the restraints to use. He laid me on my back and roughly grabbed my left leg, yanking it up above my head and securing the velcro on the first strap. Then, he gently lifted my right leg and kissed my ankles as he strapped the next restraint onto me. I told him that he could tighten it by pulling “this” strap, I signaled with my chin. He smiled and pulled on the straps, my feet now touching the wall behind my head.
He sat back for a minute and admired his work. I delighted in this probably more than anything else. His hands went from around my ankles, where the straps were, to slowly make their way down the back of my legs, across the fold of my knee, up my thighs and resting nicely on my ass at the end. He smiled at me, this mischievous look in his eyes, and I could tell he was debating about his next move.
He grabbed my hands and strapped them into the cuffs at the bottom of the bed and tightened them a little bit. He raised up his hand and brought it down quickly on the left side of my ass, hitting the best spot possible. He did again on the other side and followed it quickly with soft kisses – and his facial hair set my body on fire. I shivered violently as he kissed the tip of my clit.
He just gently rubbed the tip of his cock against my wet slit and I knew he was ready for penetration. “Go slow, because I think it’s going to hurt” and he went really slow. The way that felt… I could feel every single little bump and ridge of his cock perfectly and I cooed at all the different sensations.
I’m a pretty flexible person for the most part. It’s not very often that we struggle to get me into all sorts of crazy positions. But with my feet above my head and my hands stretched below my ass, it felt like the angle he was going in at was much more intense than normal – as if he was filling every piece of available space. He was also leaning more back on his heels, so that right there always changes the way it feels.
He was obviously enjoying the show and I was obviously enjoying that. And when he pulled himself almost all the way out and raised his hand, we both exchanged devious smiles as he quickly brought his hand down onto that delicate area where ass meets thigh. I pulled against all four restraints and said, “My body…”, and he engulfed me, putting his hands in my hair and showering my cheeks, forehead, neck and ears with lingering kisses. His hands caressed down my sides, taking in the curve of my breasts with his weight bared upon them, and the fold of my hip from my bent up legs, and ran his fingers over my wetness and around his girth.
I relaxed back, the cool breeze from our open window hitting the line of sweat that had formed across my forehead, and he lifted off of me and played in the wetness between my legs. His fingers kept traveling further and further back and when he pulled out of me, I knew he was going to try for anal. If I wasn’t already absolutely sure of it, the succession of two or three good whacks on the ass and the rubbing of copious amounts of precum right on the entrance point were damn sure signs.
He moved his head around the straps now dangling in my face and kissed me hard. I reached my hands to my ass and gently pulled at my cheeks, hoping to make the interaction easier than it has been of late. Slowly, he eased his way in. He asked, “Are you okay?” and I nodded fervently. He whispered, “Good girl”, as he ran a finger over my temple and up through my hair. He pushed just a little bit harder and I gasped, “Wait!”. He stopped dead and waited for my next move.
I groped with my hands and he released the right one – my clit rubbing hand. I reached between my legs and felt around at what was happening and he sat completely still waiting for me. I tried to make it feel wetter, easier somehow. But he felt so massive, so unbearable. I tried rocking against him a little bit, relaxing onto him. But I felt so small, so breakable.
I said, “I can’t…”, defeated. He bent over and kissed me hard, “Such a good girl”, and I slowly guided him out of me. I commented right then and there that I did not realize how deep he was and I could not believe that I chickened out right then and there. He paid no attention and put his tongue to work on my still wet pussy.
My toes had begun to tingle. I wriggled them for a good five minutes, not wanting to released. One final slap on my ass was all I could handle, and as I pulled hard against the cuffs, I asked him to let my legs down. He did this part so sensually. He pulled slowly at the velcro strap, and was careful to not let my leg just fall or bounce down. He kissed all the way around my ankle where the strap had been left and gently set my leg down on the bed beside him, rubbing his fingers back up over it. The same on the other side and I immediately wrapped them around him, pulling him in tight for a good long mid-sex session hug.
We took a five minute drink break and I don’t think any drink has ever been so refreshing.
I had been fantasizing all day about taking his reversible masturbator and putting it on him and then sitting on him facing away from him, so that he could see the masturbator/penis/pussy combo. I decided now would be the perfect time.
The masturbator was a bit stubborn to put on, but we had anticipated that from a previous session with it. Once it was securely in place, I eagerly crawled on top of him and he was excited about the position (as he always in anytime I’m on top). He had the smooth side of the masturbator against him and the nubby side was sticking out. Man, were those nubbies ever noticeable at first, and almost not in a good way. It took quite awhile of going back and forth on them for them to start feeling anything less than weird and then, almost as soon as I got to that point, I got to the point of not being able to feel them at all. I could feel the veins in his cock better than I could the nubs on the toy.
He had had enough of the feeling of the masturbator. I have no idea how it felt for him, but he was ready for the real fucking of the night to begin. He was ready for orgasms.
He laid me on my back and swiftly penetrated me, hard and deep, his hands roughly on my shoulders pushing me down onto him. He told me to cum on his cock and I manically worked on my clit as he thrust hard into me. I came quickly and he said, “Now onto the next one!”. He pulled my legs this way and that, adjusting for deeper penetration and then easing up and going hard again, varying his speed, depth, angles, and rhythm. I continued circling my clit frantically.
I told him I was close and he thrust harder and faster. At the exact same moment, we both grunted out, “I’m cumming!” and my orgasm seemed to suspend itself on the pulses of his orgasm. I could literally feel his every drop deep within me. His orgasm finished and I immediately went to work on finishing that suspended orgasm. I felt like I had had my second but like I wasn’t done at all.
I’ve never worked harder to make something happen faster in my life!
He gently rocked his softening cock inside of me and his hands freely explored every exposed piece of flesh. The breeze brushed my nipples and the sweat in my hair made me shiver. His hands gathered up both my breasts and as I erupted into a blissful orgasm, he lowered his lips to mine and we kissed passionately as I quaked beneath him.
I sprawled out beneath him and he laid on me, putting his ear right next to my lips. Our hearts slowed, our breathing synced and his hand gently pushed my hair back away from my face. One last long kiss and an “I love you” was exchanged, before he gently rolled off of me.
I rolled onto my side and he wrapped his hand tight around me, his arm between my breasts, our bare bodies snuggled tight against one another. He kissed my shoulder, “Have a good sleep”. Next thing I knew, it was dinnertime the next day.