Free Erotic Stories

First Time Anal

Hi everyone, my name is Dean and I am a married guy in my mid-forties who is fortunate to live in one of the most beautiful places on earth, beautiful and enchanting Hawaii. I was born in a small Midwest town, where everyone knew everybody… and their business but was lucky to attend college here and I found the love of my life, my beautiful and amazing wife Kelly. Kelly is born and raised in Hawaii and is this stunning woman that is the epitome of the blended cultures of our island home. She is a mix of Hawaiian, Japanese with a “splash” of Portuguese and Filipino.

Kelly often jokes that she has the body of a Hawaiian hula dancer, with the “mixed” looks of her Japanese and Portuguese ancestry and her sex drive from her Filipino blood. My wife is tall for a woman at an even 6 feet tall with an athletic figure. She’s got these light brown eyes which go so nicely with her reddish brown hair that falls to the middle of her shoulder blades. From years of dancing hula, she’s maintained a sexy figure that measures 36-28-38 with “all the right curves in all the right places!’

Kelly and I are what I’d call your typical “normal and vanilla” couple when it comes to our sexlives. No hanging from the rafters and swinging from the chandeliers but the sex we have is always amazing and fulfilling. We’ve been married for just over twenty years and by and large our sexlife was fairly normal. That all changed about several months ago and now were are anxious to see where the next chapter of our exploration will lead us. The funny thing about this new direction with us has been in the makings for almost as long as we’ve been together.

It all really began not long after Kelly and I first began having sex. Like most guys, I assume, I enjoy watching porn. And as anyone that does watch porn will tell you, most videos include a decent amount of anal sex. The thought of having anal sex with my then girlfriend/now wife got me to ask her one night if we could give it a try. In my young and inexperienced youth, I didn’t go at easy and our first attempt resulted in a very bad experience and Kelly saying that she never would do that again! Over the years since, I would periodically bring up giving it another try to which my wife’s reply was always “NO!” Then a few months ago, I again asked Kelly about giving anal sex a try but this time her response was, “You can fuck my ass if I get to fuck yours first!” Needless to say, that went over like a lead balloon. In hind sight, I think it was her way of hopefully shutting that door for good. Instead, of shutting that door, I saw it as a glimmer of hope!

As I mentioned earlier, I enjoy watching porn. One night, Kelly was out with some friends so I decided to watch some porn and jack off. When I ran a search for “anal sex” one of the video icons that popped up showed a guy getting fucked in the ass by his female partner. Of course, I’d latter find out that this was called “pegging”. Seeing that image, my wife’s words began to ring loud and clear in my head….. “, “You can fuck my ass only if I get to fuck yours first!” That combination got my curiosity racing at a hundred miles an hour and so I selected that icon. Before I go any further, I must tell you that at that point I was still wearing a pair of gym shorts and my underwear. So the video comes up and it begins with a really good looking couple. It was like most other sex scenes in these videos with lots of oral given and received by both.

Then when you’d typically see the guy begin to fuck the woman, the actress donned a strap on dildo to which the guy began to suck giving that rubber toy a pretty ferocious blowjob. As he did that, the woman had reached over his back and began to run her finger over the outer edge of his ass. Soon she was easing her finger into his asshole burying the first two digits in him. The more of her finger she slid in him, the more intense the blowjob he was giving increased. She soon began to finger fuck his ass causing him to moan with the dildo still in his mouth. After a couple of minutes of that, the two broke their entanglement and the guy got onto his knees with his ass high in the air. The starlet lubed up the rubber dick attached to her pelvic area and I watched her begin to ease that nearly 10” cock into the guy’s ass.

I watched in utter amazement as she slowly guided that rubber dick into the guy. She had gotten the first couple of inches of that dick into the guy when I realized that in my pants I was having one hell of an erection. Although what I was watching was something strange and unlike anything I’d ever seen, the scene on the screen was erotic as hell and it was getting me hard like I never imagined. I took the notepad that I was watching the video on and headed to our bedroom and dropped my pants and underwear as I climbed in the bed. There I was, lying in mine and Kelly’s bed with one of the hardest erections that I had experienced in a while and it was turning into one hell of a thrill. I grabbed a bottle of lube put in on the dresser next to the bed.

The woman continued to ease that rubber dick into the guy and after a while she managed to get the entire length buried in him. She began to slowly guide her toy in and out of the guy slowly at first. With each thrust, the guy let out a pleasurable moan. I was captivated as I watched him close his eyes and bit on his lower lip as she thrust in and out of him. I was enthralled and completely consumed with the action on the screen. After several minutes of watching the woman fuck the guy from the rear, she pulled the dick out of him and he quickly flipped over onto his back. With his legs spread wide open, the woman repositioned herself between his legs with her rubber toy poised to re-enter the guy’s ass. She grabbed the length of the rubber toy and she unloaded a wad of spit from her mouth onto the guy’s asshole. The woman ran the tip of the rubber cock over the entrance to the guy’s ass before she once again began easing it in him.

With her fucking him “missionary style” I watched as his decent sized cock began to flop up and down with every thrust. The woman’s hands were holding the guy’s legs on his ankles keeping him spread open wide. I gazed at my own erection and noticed that it was pulsing in unison with my pulse which was racing faster and faster as the action unfolded. The actress had been banging away at the guy’s ass for a minute or so when the guy began to demand her to fuck him harder. With his request, the woman increased her pace and intensity. They went like this for a bit when he began to ask the woman to make him cum. Hearing his request, the actress released her right hand and reached for his cock.

She began to stroke his cock in perfect timing with her thrusts in and out of his ass. With him getting fucked in the ass at the same time that he was getting stroked off, I decided to mimic what was on the screen so I reached for some lube myself and was soon stroking my own cock with the same timing as the video. I continued to watch and mimic the video. The scene in the video went on for a minute or so more when the guy began to build to the edge of an orgasm. He announced that he was going to cum and with just a few more strokes, he began to shoot his load all over himself as the woman fucked his ass. The first shot he launched went to high it landed on the woman’s tits which caused her to scream and yell in excitement! I watched as she continued to fuck the guy’s ass as stream after stream of cum shot out of his dick. When he had finished cumming, the woman pulled the rubber dick from his ass and knelt between his legs and she began sucking him clean. I watched in compete amazement as she lapped up the guy's cum then swallowed every drop that she had collected.

I was on the verge of blowing my own load at that point but a strange feeling came over me… I wanted to see what it’d feel like to cum with something shoved up in MY ass. Since Kelly didn’t have anything of the sort, I decided that I’d head to the adult book/toy store about a fifteen-minute drive away and buy something to shove up my ass while I stroked myself off till I came. I wasn’t sure what I’d get but I decided that I’d give it a try…. After all, if I had any hopes of getting to fuck my wife in her ass, I’d have to see if I’d like the feeling of getting something (other than the occasional doctor’s finger) stuck up there. I got to the store and found a huge array of toys designed for anal play. I talked to one of the sales reps and a few minutes later I was walking out with a rubber dildo that was a tad bit smaller than my own dick. All the way home, the thought of the “deviance and naughtiness” of what I was about to do had my erection roaring again.

I got home and raced upstairs to our bedroom and quickly got undressed. I went back to my favorite website and queued up another video featuring a guy getting pegged and this time I bluethoothed it onto the TV in the bedroom. The video began to play and the scene was similar to the one I had watched earlier. I eagerly anticipated the point in the video when the woman would be plugging the guy’s ass. When she began to guide her pelvic mounted rubber dick to slowly ease into the guy’s ass I lubed up my new toy and began easing it into my own ass. I followed the same pace that was on the video and I began to realize that perhaps the reason mine and Kelly’s first attempt went so wrong was I went in too fast. At first I felt that initial discomfort having something shoved up my ass. But as I replicated the pace of what was going on in the video, I realized that going slowly at first gave my ass the chance to get accustomed to the rubber dildo now in me. What helped too was the woman was telling the guy to “relax” and “accept” the dick she was shoving in him. It took a bit but I soon understood what she meant and that initial discomfort soon turned into a decent amount of pleasure.

Before I knew it, I had all but the last couple of inches of the dildo up my ass and like the guy in the video, I took a deep sigh of relief. As the woman began to ease the rubber dick in and out, I also mimicked the motions on myself. It only took a minute or two more before the woman was fully fucking the hell out of the guy's ass. Although I wasn’t feeling the same intensity and forcefulness of the guy in the video I was enjoying the feeling way more than I could have imagined. After a few moments of me mimicking the action on the screen, the woman took things to the next step by reaching for the guy’s cock and began stroke him off. Again, I decided to follow the action on the screen and I put lube on my dick and began to stroke myself as I maintained pushing and pulling the dildo from my ass. The complete sensation was something like I had never felt and I all too quickly found myself on the verge of an orgasm. As desperately as I wanted to last as long as the guy in the video, I think I was lucky to last just over a minute.

I raged into one of the most intensive orgasms I had ever felt. I excitedly watched as ribbon after ribbon of cum spewed out of my cock. Like the guy in the first video, the first shot flew high into the air followed by another shot nearly as high. I shot more cum from my dick than I recalled unloading in a long time, and I couldn’t believe the overwhelming sense of pleasure that I felt. As I laid there in the mess I had just created all over myself and even on our bed, there was one thing for sure…. this would not be the last time that I’d be doing this! I hoped that it would eventually lead to me getting a chance to have anal sex with Kelly but if it didn’t, what I had just done would become more common in my “self-play”. Over the next several weeks, especially if Kelly wasn’t home, I’d find my toy and pull up a video and have a great time.

Kelly and I had planned a special date night that included us staying at a hotel for the night after dinner and dancing. If that upcoming date night was going to be like ones in the past, it usually meant that neither Kelly or I would get much sleep as we normally spend much of that night having some great sex till the wee hours of the morning. A couple of days before that night, I made another trip to the adult book/toy store and this time I walked out with a “surprise gift” for Kelly…. a strap-on dildo for her to use on me. I was both happy and excited with my purchase as I was able to find a rubber dick that was the same size as me as even was the same shade of “flesh-tone” wanting to give Kelly the chance to fuck my ass with the a dick that was as close to mine as possible. I hid my purchase in my end of the closet for the next couple of days and was able to drop it off at the hotel asking them to put the wrapped “present” on the bed so when Kelly and I arrived later that night it’d be there waiting for her.

Our date night was amazing. Kelly wore a lovely dress that was one of those high-neck, sleeveless dresses that shows off her shoulders and most of her back. With the fit and cut of the dress it was clear that Kelly wasn’t wearing a bra but I couldn’t tell if my wife was wearing any sort of panties as there was absolutely no visible panty lines in her dress. My wife has a vast array of panties from full-bottomed ones to the skimpiest of G-strings but she at times has been able to surprise me that when I thought she had on no panties on, it turned out she did….. Either way, with my mind in constant wondering if Kellydid or didn’t have on any underwear had me in a constant state of going form a semi to a full blown hard-on all night. To add to the tension, every time I asked her, Kelly only teased me that “I’d have to wait till later that night to find out!” She would often tease me like that which always added to the excitement for the later part of those date nights.

We finished our dinner and we went dancing. Kelly and I teased each other stealing a touch or feel here and there. We even got a couple of those “get a room" looks from folks around us as we to a certain extent were acting like a couple of teenagers in the way we were carrying on. It was nearly mid-night when we made our way to the hotel our reservations were at. We got to our room and when I opened the door, there was the wrapped “gift” for Kelly. She asked what it was and I told her it was a special gift for her that I hoped that we’d get a chance to use later that night. She excitedly went for the box and I told her that she could only open it after we both stripped out of the clothes we were in and got into something "more comfortable”.

It didn’t take Kelly long at all as she quickly unzipped her dress and shimmied it off of her revealing that she had on the tiniest of G-string under her dress. She began making her way to the bed and the gift when I told her that I needed to “get ready” too and she’d have to wait till I undressed. I went to the bathroom and got into a pair of satin boxer shorts. I exited the bathroom and Kelly was on the bed shaking her gift. I told her she could open it and she quickly tore off the wrapping revealing the box containing the strap-on. “What the fuck is this?” Kelly exclaimed! I reminded her of her statement about us having anal sex, “You can fuck my ass only if I get to fuck yours first! Well Honey, I want you to fuck my ass!” With a perplexed look on her face, I explained over the next couple of minutes about my exploration into anal sex and if nothing else, I wanted her to get a chance to fuck me EVEN if it didn’t lead to me getting a chance to fuck her in her ass after.

Still unsure of what I was bringing into our sex lives, I suggested that we watch a video featuring a guy getting pegged. Kelly isn’t a real big fan of porn but she will watch it with me on occasions and so she agreed to see what I was proposing. I queued up a video on my notepad and streamed it to the TV in out room. Kelly and I laid there together and watched the action unfold. I was pleasantly surprised and somewhat hopeful when Kelly seemed to get turned on watching the woman peg the guy. She especially seemed to like the part when the woman stroked off the guy as she fucked his ass with the strap-on dildo. When the clip was done, she asked me if that was really what I wanted to do which I said that I wanted to do it….. even if it didn’t result in me getting to fuck her in her ass! I told her how much I really enjoyed the sensation of cumming with the dildo I purchased earlier in my ass and I wanted her to be a part of this new piece of my sexual exploration.

The next scene began playing and Kelly was lying next to me on the bed as we both watched the scene on the video. Like the videos I had watched in the past it began with a whole lot of oral play between the two. My dick began to stir as we watched the action and Kelly surely noticed that I was getting turned on. She gently grabbed my dick and began to gently tug and pull on it. It was clear that at that particular moment, she wasn't trying to stroke me or do anything more than the playful tugging and fondling that she was doing at that moment. When the woman in the video began to don the strap-on my dick got a bit harder in anticipation of what would be coming next. Kelly noticed that my dick was hardening and she turned her attention to me seeing how I was transfixed on the video. Only when she began to playfully rub the head of my dick across her face did I realize that she was now focused on me.

I gave her a smile and that seemed to settle her in and she turned her attention back to the video with my dick still in her hand. After the actress donned the strap-on she made her way to the guy who was now on his hands and knees. She made her way to where his head was and she offered her rubber dick to the guy who began to devour it with his mouth. The guy was attacking the rubber cock with his mouth like there was no tomorrow. This had gone on for about a minute when Kelly turned back to me and asked, "Is THIS what you want to do... you want to suck dick?" I responded that I wasn't looking to do "THAT" which was met with my wife giggling almost as if to release a sigh of relief.

Like the very first video I watched, as the guy sucked on the rubber dick, the actress began playing with the guy's ass. As the actress began edging her finger over the guy's asshole my dick went into full erection and as hard as a rock. Feeling my dick harden in her hand, Kelly asked me if I wanted her to do that. I nodded my head and asked her, "Please." Kelly moved down the bed so she was now lying lower on me with her head on my left hip. I opened my legs wide and handed my wife the tube of lube. She drizzled the cool liquid over the area below my ball sack and she used her index finger to gently begin playing with the entrance to my asshole. I told Kelly to follow what was on the video and she'd be alright. Like the action in the video, Kelly circled her finger over the entrance to my asshole a couple of times and every time the woman in the video eased her finger into the guy's ass Kelly followed suit. I had enjoyed replicating the scenes in the videos over in the past but this time was better than ever as I was able to fully enjoy what was being done to me. As Kelly played with my asshole she'd periodically look back at me to see my reaction and every time she looked at me, I gave her a smile and thanked her! I even mouthed to her, "I love what you're doing! It feels AMAZING!" This went on for a couple more minutes when the couple in the video finally separated. Knowing what was next I eagerly anticipated what would happen next.

The action in the video resumed as the lady repositioned herself behind the guy preparing to enter him. Kelly was still tugging on my dick as she continued to gently ease her finger in and out of my ass. The actress began to ease her pelvic mounted rubber dick into the guy's ass and at that point, Kelly stopped everything she was doing. I strained to see if I could see her face and from my angle, I could see a portion of her face and I could tell that she was completely consumed by what was on the screen. As she eased more and more of that dildo into the guy, she told him to relax and let her ease into him. It took a moment or two before she finally got all of her rubber appendage buried in him. Kelly had pulled her finger from my ass but still had my dick in her hand as she intently watched the video with me. The actress was soon fucking the guy in the ass with a steady and forceful pace and the guy was loving every bit of it. Every couple of strokes, the guy got a whack on one or the other cheek resulting in him letting out a slight yelp. As hot as watching these kinds of scenes were, watching it with Kelly made it even hotter now!

After a couple of minutes of the guy getting fucked "doggie style", the woman pulled her toy out of the guy and directed him to turn over. I told Kelly that what was about to happen was what I was really looking forward to doing. As in the other videos, the actress relubed her dildo and guided it into the guy's freshly fucked ass. She easily guided it all into him and began pumping at him again. It was about that point when Kelly began taking things to the next level as she began rubbing the head of my dick over lips but not taking in her mouth. When it got to the point where the woman began to fuck the guy's ass and stroke him at the same time, that's when I hoped that Kelly would be ready to mimic the action on the screen.

She released my dick and sat up, "Are you sure that is what you want to do?" Kelly asked. "Yes I do honey.... I do enjoy anal play and I want you to be a part of it!", I responded. Kelly got off the bed and just when I thought everything was going to end, she went over the box with the strap-on and she opened it up. I made my way over to Kelly and wrapped my arms around her giving her a big hug and a kiss on her lips. We giggled and laughed over the next couple of minutes as we both figured out how to put the strap-on on Kelly. When we finally figured out how to put it on her, we both looked at her and smiled. She even grabbed it like a typical guy and asked me, "How do you like my dick? Are you ready to get fucked by it?!?"

I crawled onto the bed and got on my hands and knees, much like how Kelly had been when I fuck her doggie style. I grabbed a pillow and brought it under my upper chest and neck giving myself something to lie on. Kelly got on the bed behind me and I watched her as she ran lube up and down the rubber dildo attached to her with the leather straps and chrome buckles. After lubing up the dildo well she made her way closer to me lying the dildo against the crack of my ass. I felt her ease a finger into my butt and after the initial shock I was able to relax allowing her to slide more in me. I could feel that it was her middle finger in me as her hand was now against the cheeks of my ass. She began to ease it in and out slowly at first then as I became accustomed to the feel she steadily increased her pace. This went on for a minute or two when she quickly pulled her finger from my ass then took the head of the dildo and placed it at the entrance to my ass. I don't know why but I tensed up as Kelly began to ease the rubber toy into me.

Sensing resistance, Kelly stopped what she was doing. I could feel the "head" of the dildo in me and I concentrated on relaxing. The pressure of the toy in my ass was a little more than I expected but after a bit I was able to relax the muscles of my ass. The slackened walls of my anus allowed Kelly to steadily ease more in me burying more of the dildo in my ass. It took a few minutes to get there but Kelly was finally able to ease all 9 inches of the rubber dildo in me. I took a deep breath and allowed my body to go as limp as possible so Kelly could begin her fucking.

Kelly steadily pulled the dildo from my asshole leaving only the head in me. I felt a cold liquid being dipped on my ass realizing that Kelly was applying more lube. She rubbed the fresh lube around the dildo and my ass then steadily eased her way back in. Once all the way in, she paused a moment before pulling back out. The feel of Kelly going in and out was far more pleasurable than I had imagined and I let her know it by the moans of ecstasy that I let out.

Kelly maintained her slow and steady pace for a minute or two before I begged her to go faster and harder. Much to my surprise, she responded amazingly! Where she initially knelt on both knees, my wife raised her left leg and now had it next to my hip and with her on one knee and her left leg bent at the knee. I felt her hands on my hips as she began to increase her pace. Her pace was quick enough that as soon as she bottomed out she quickly pulled out leaving the first couple of inches still in me. I moaned louder and louder as the feeling intensified! Then with no prompting, "whack"..... Kelly smacked my right ass cheek with her hand. "You like this...? You like me fucking you in your ass don't you!", Kelly exclaimed. I was loving this so much all I could do was moan and whimper my approval. Kelly kept this up for a few more minutes and she really seemed to be getting into it as much as I was. "FUCK ME! Fuck my ass!!! That's it.... it feel so good! I want more.....", I let out!

We had gone at it like that for several minutes when I told Kelly I wanted to cum. She pulled back dislodging her strap-on from me and she fell on my back hugging and kissing me on the back of my neck. That moment of tenderness was amazing. I spun around so we were face to face and the both of us kissed deeply and passionately. I will be honest, it did feel strange to be kissing someone else feeling a "boner” pressed up against me. I was so lost in the pure ecstasy that I was feeling I quickly got over the "strange" feeling and Kelly and I rolled over with my wife assuming the upper spot. She kissed her way down my body and worked her way down to my dick taking it all in her mouth like a champ. Kelly's warm mouth on my dick sent me into another level of eroticism and I felt like i never wanted that night to end. My wife bobbed up and down on my pole devouring it like a starving animal getting it's first meal in weeks. She maintained her efforts skillfully using her hands and mouth to maximize the pleasure she was giving to me. I could feel the building urge deep in my balls begin to build and I knew if she kept up her efforts, I'd cum soon. Although I wanted to blow my load, I really wanted to experience it with Kelly fucking me at the same time. "Honey, I'm gonna cum..... fuck me please! I want to cum with you fucking me!!!!", I requested. With that, my wife was all to eager to fulfill my request.

My wife released my dick from her mouth and sat up. She grabbed the rubber dildo and deposited more lube on it. Kelly used her hand to slather the lube up and down the length of the toy looking like she had done that before. "Spread 'em!", Kelly demanded. So I lifted my legs high in the air and spread them as wide as could. Kelly moved in closer and positioned her dildo at the entrance to my ass. I took a deep breath and did my best to relax my sphincter muscles in anticipation of getting impaled by my wife. She put the head of the dildo against my ass and she eased it in once again. I let out a pleasurable moan as she slid every inch into me. Realizing that I was loving what she was doing to me and now seeing the look on my face seemed to ignite Kelly's efforts more. She found a steady and intense pace guiding her toy in and out of me with incredible skill. She held my legs high and wide as she maintained her assault on my ass and our eyes caught and we both smiled at each other as we shared this intense and incredible sexual experience. Like the male star in the very first video I watched, my cock flop forward and back with every thrust into me. Watching my dick flop seemed to bring a certain almost sinister smile to Kelly causing her to be a bit more forceful and direct. This went on for a couple of minutes when I began begging my wife to make me cum.

I had finished my plea with Kelly and she followed the example that she saw earlier in the night in the video. She released my right ankle and grabbed my dick with her hand clearly bent on stroking me till I exploded. At first the action between her thrusts and her strokes were awkward but it didn't take her long to sync them together. With her actions perfectly timed, it only took a couple of seconds before Kelly had me on the edge of cumming and seeing my swollen balls get sucked up to my body she knew it.

My wife all of a sudden became a sadistic mistress in how she took control over the next phase of the action. I was on the very edge of shooting my load but Kelly stopped her stroking and forcefully shoved the dildo in me pausing with it fully in me. I let out a moan that was a combination of pleasure, pain and angst. My breathing was fast and heavy from being pushed to the edge and Kelly paused waiting for my breathing to go back to some semblance of "normalcy". When it seemed like had calmed down, Kelly began her in and out motion once again with both her hands on my ankles. She did this for a bit then again released my ankle and secured my dick. Her rhythm between the fucking and the stroking synced up instantly building me again to the edge of my orgasm. Once again, Kelly realizing I was at the edge stopped and paused with her toy in me. This "game" of hers was sending me into a realm of sexual pleasure that I had NEVER felt before, and I didn't know how much more of it I could take.

Kelly went through this routine three more times. Each time she fucked and stroked me, that period of time became shorter and shorter and I was at the point that any stimulation of my dick would send me over the edge. I think Kelly knew exactly where I was because the final time she paused, she leaned in with her toy still deep in me and she brought her face next to mine and gave me a kiss. That kiss was like a kiss unlike one I ever remembered us having with so much energy, passion and lust that the kiss almost sent me over the edge. When we broke our kiss, Kelly asked me if I was finally ready to have my orgasm and all I could manage to do was nod my head "yes". My wife sat up one last time and resumed her rhythmic pace fucking my ass. She only pumped me maybe three or four times when she reached for my cock and grabbed it. As I expected, I had been drive so close to an orgasm so many times that it only took two or three strokes before I lost it! My first launch of cum shot high in the air which was met with a cheer from my wife! The second, third and fourth surges also shot high in the air with each one a little lower than the previous one. What seemed like a cup of cum had shot out of my dick all over my lower abdomen area. Kelly used the last bits of cum as lube as she milked the final remnants from my cock. It was one of the most exhilarating and amazing orgasms that I ever remembered having and I was beyond thankful that it was shared with my wife.

Seeing that my dick had released the last of my cum, Kelly pulled the rubber cock from my ass. My wife laid next to me and we held each other close relishing in the post orgasm rush that I was feeling. As we laid together, Kelly ran her fingers through the pool of cum on my torso and began swirling it together. She'd periodically bring her cum soaked finger to her mouth then clean it off. She took turns feeding herself and me the "nectar" of the incredible action we both had just shared. After a few minutes of us lying together, Kelly had confessed that a couple of nights after the first video I watched, she had seen in the notepad's history and the link to the videos I had been watching. She watched that same video I watched and wondered what would ever come of it...... She admitted that she did find the pegging scenes erotic and exciting but never thought that it would be something I'd want to try. We had a laugh together and stayed in each other's arms for a while when Kelly said, "Ok.... now it's your turn! Like I said, You can fuck my ass only if I get to fuck yours first! A promise is a promise..... and I'm willing to give it a try......"

Kelly sat up and she removed the strap-on from her body and she still had on her teeny-tiny little black G-string panty. When she removed the strap-on it was very evident that what little material there was of that sheer mesh was completely soaked. I wasn't sure how much of it was sweat and how much of it was her pussy juices but I definitely was eager to investigate and find out for myself. I pushed my wife onto the bed causing her to fall in the center with her head in the middle of the stack of pillows. She laughed at what I had just done realizing that she would now be the center of all the attention. She opened her legs giving me even a better view of the soaking wet black sheer mesh material that scantily covered her pussy. I jumped onto the bed next to Kelly and went straight for her luscious and full breasts . Her nipples were hard and sticking up almost trying to pop off of her areola. I took one of her nipples in my mouth and began pinching the other one between my thumb and index finger. I love giving her tits all the attention that I can because when she's horny enough, she has been known to cum. I was eager to see if this would be one of those nights.

With me going at her tits, Kelly squirmed and squealed enjoying what I was doing to her. I love nibbling on her nipples and so I began giving a gentle bite to her nipples then periodically gave it a pull then let it "pop" free. I worked her tits like that for a couple of minutes then took things to the next level. I got Kelly to sit up and I made my way behind her. Kelly was sitting between my open legs and I made her lie against my body. I began to nestle my face between the space between the base of her head and her shoulder and commenced with licking and kissing the nape of her neck. My wife began to melt as I worked both sides of her neck when she began to beg me to resume playing with her titties. I reached around and got two handfuls of Kelly's breasts which I began caressing and rubbing. The more I did that, the more she moaned. I could tell that she was on the verge of an orgasm so I released her tits but continued to kiss her neck. What I did was met with a slight bit of anger form Kelly, but I wanted to build her to the highest level of arousal I could. Since my hands were unoccupied, I moved my right hand to the black, sheer-mesh material that covered Kelly's pussy.

When my hand reached the "promise land" I felt the incredible dampness that hand soaked the panty. I rubbed her pussy through the material intent with driving her higher into complete and total ecstasy. I could feel that Kelly's breathing had resorted to some semblance of normalcy so I knew I could resume playing with her tits. My left hand got a fill of my wife's breasts and I continued to play with her pussy, her tits as I kept nibbling and kissing her neck. Kelly moaned as she let herself succumb to all that I was doing to her. As she began to squirm I pulled the tiny piece of material covering her pussy to the side and got to feel just how wet she really was. There was so much pussy juices seeping from her that I easily was able to guide my finger between the folds of her inner and outer lips. The initial touch got Kelly to completely melt into my body. I ran my hand over her pussy which got her to squeal with anticipation. Realizing how horny she was, I knew it wouldn't take much more to send her over the edge. As much as I love fucking Kelly's pussy, I love tasting her sweet nectar even more.

I stopped kissing her neck and gently pushed her forward which allowed me to crawl out from behind her. My wife laid back into the pillows and I made my way between her legs. I stared at the amazing site of Kelly's beautifully groomed and completely dripping pussy. I reached for the thin pieces of material that held her G-string onto her waist and pulled it off of her. As the thin material came off of her, I could see some of her wetness that was infused into her panties stretch into a long trail from her pussy to the G-string. I took he panty and brought it to my nose to take a huge whiff of the wonderful scent of my wife. Kelly always gets a kick from my utter worship of her pussy and she just smiled as I took in her sweet and musky fragrance. Kelly spread her legs wide for me to access her sweet spot and I dove in for my favorite thing to eat..... With my face mere inches from Kelly's pussy I gazed lustfully at the amazing site before me. My wife's pussy was soaking wet and dripping juices from the bottom of her love slit. Her pussy as always is impeccably groomed completely smooth except for a tiny puff of pubes that was trimmed and cut into the shape of a heart! Damn I love how she grooms her pussy!!! I looked her in her eyes and lowered myself to her wanting pussy. I reached under her thighs placing them on my shoulder and reached for her tits. With my two hands filled with my wife's breasts I went in for her pussy.

I took a whiff of her scent one more time before I began my oral assault and her scent filled me with eager anticipation. I buried my face between her legs and the tiny puff of hair over the top of her pussy tickled the edge of my nose. I drove my face in giving me a chance to get my fill of my wife's intoxicating nectar. I stuck out my tongue and ran it from the fleshy spot between the bottom of Kelly's pussy and her ass and began to drink up her sweetness. I can never get enough of her pussy juices and as wet as she was I knew I'd get to drink up all that I wanted. When my tongue got to the tender folds of her inner lips I gently ran the tip of my tongue over them knowing that it'd cause my wife to edge even closer to her orgasm. When my tongue got to her clit it was so hard that it was peaking out from under her hood begging for attention. I briefly ran my tongue over her clit and joyfully watched her reaction to my tongue. As hard as her clit was I knew that it wouldn't take much to finish her off so I decided to try and stay away from her "hot button". Wanting to devour her pussy as much as I could, I chose to focus my attention on the entrance to her love canal.

My tongue curled the edges in an attempt to make it as firm as possible. I took my hardened tongue and began sticking it in my wife's hole as far as I could shove it. With my tongue probing the opening of her pussy, Kelly let out a yelp of pleasure followed by her grabbing the back of my head. She pulled me tightly into her cunt and demanded that I push her over the edge. I outmuscled her pulling my head out from her pussy and told her, "Its payback time now..... The same way you teased me, I'm going to do the same to you now! When I'm done, you'll be pleading with me to make you cum!" I let her left tittie go and brought my right hand down to Kelly's pussy and easily slid a finger in her. With my hand turned up, I rubbed her spot on her inner walls as I got ready to resume giving Kelly the best tongue job I could. I looked at my wife and her eyes were fixed on me as I sent her towards her orgasm. I gently stroked the inner walls of her pussy and began to once again run my tongue over her entire pussy. With each lick, I would give a little flick to her clit as my tongue ran across it. This went on for a minute or two and with every flick of her clit my wife's face cringed and "pleaded" for me to finish her off. Kelly's whimpering got louder the longer I tempted her and I knew I'd have to send her into hopefully her first of many orgasms for the night.

I puckered my lips and began giving direct suction on Kelly's clit. Every couple of seconds, I would relax the suction and give her clit a lick. I repeated this cycle several times when I felt her walls begin to clamp down around my fingers telling me that she was ready to explode. Knowing that she was right at the edge, I pinched her nipple hard and gave it a pull. My tongue went directly for her clit and began to swirl around and over it. All of this finally pushed my wife over the edge and she got to release all the bent up sexual tension that had been building in her. Her legs went stiff and were now high in the air, she began screaming loudly that she was cumming. Her body tensed up and began cycling through the waves of sexual release. Kelly started to buck like a bronco convulsing and letting herself get consumed by her orgasm. She had let out a couple of screams of pleasure then she took a deep breath and she held it as her mouth was closed but still moaning. Seeing how she was reacting, I knew that if I could get my dick in her pussy, I could get her to rage from this orgasm to another.

I quickly got to my knees and made my way between my wife's legs. My cock was rock hard again and I badly wanted to plunge it deep into Kelly's convulsing pussy. In the middle of her bucking and kicking, I positioned myself so that I could enter her with my cock. I grabbed the head of my dick and propped it at the entrance. Even in the middle of her orgasm, Kelly could feel the head against the entrance to her love hole to which she managed to lock her eyes on mine as she begged me to fuck her. "Put your dick in me! Fill me with your dick and fuck me hard! Make me cum again and again!", Kelly demanded. With her pussy wet as it was, sliding my nearly 9" dick into Kelly was all to easy. She was wet but her walls were tight and warm as it surrounded my dick. I pushed all of my cock into her and had my pelvis flush against her pussy. I paused in her for a moment feeling her walls convulse as my wife continued to roll through the final stages of her first orgasm. Kelly reached up and grabbed my shoulders gripping them with all she could. My hands were on her hips holding her tight for the impending pounding that I was going to give her. We allowed that moment of sheer connection consume us for a moment before I began to pump my wife with all that I had. Thankfully, I had cum once already so I knew that I'd be able to last a bit longer than I normally would have under these circumstances.

I leaned in for a kiss and I was welcomed by Kelly leaning us and meeting my lips with hers. We plunged our tongues into the mouth of the other and let our tongues dance together in a synchronized dance of lust and desire. With me still fully in Kelly, I began to ease my cock out slowly. I pulled all 9" of my cock form Kelly then with the tip of my dick still pressed against the entrance to her pussy I shoved it deep in her again. We maintained our lip lock through the first several thrusts but I knew that I'd have to release our kiss once my pace and intensity increased. I gave my wife several long and hard thrusts at first then began to increase the speed and intensity. I leaned up and put all my weight on my arms and thighs as I sped up the pace. Our pelvic areas slapped together and as I increased the rate and forcefulness, the sound of our bodies slapping together got louder and louder. As my pace began to increase, I felt Kelly's finger nails dig into my shoulders sending a sense of pleasurable pain throughout my body. We kept this pace for several minutes when Kelly began to turn onto her side. I knew what she wanted and I let her reposition herself so I could penetrate her deeper.

Kelly turned on to her side with her left hip on the bed. She extended her left leg out straight and ben her right knee up affording me full access to continue pounding away at her pussy. With her now on her side, I shoved my dick into her all the way again and paused there for a moment! This always sends her into a higher level of sexual arousal. After pausing a moment or two I resumed my rhythmic pumping in and out hoping that I could send her into a second orgasm. I grabbed her right breast and gave her ass cheek a smack before I went full force again. That smack got her to let out a scream followed by her demand, "Fuck me hard! I can cum again.....! Make me cum again this time with you in me and you can fuck my ass when you're done!!!" That was all I needed to hear! I went into overdrive wanting to finish her off and send her into another orgasm.

My pace and intensity increased again causing our bodies to slap against each other with every thrust. I continued to caress my wife's breasts as I continued to fuck her as hard as I could. Just when I thought things couldn't get any better, Kelly began to yell, "FUCK YAH!!!! I'm cumming!!! Oh gawd, that feels so good! Fuck yah! That's it!!!! OH GAWD!!!!!" Knowing that I hit the promise land with Kelly, I kept driving my cock into her as had and as deep as I could trying to hold out long enough that I could postpone my own orgasm will she at least finished her second orgasm. I closed my eyes and tried futilely to think of something other than the amazing pleasure that I was feeling at the time. No matter how hard I tried, the feeling of my wife's pussy walls convulsing around my cock sent me to the edge of blowing my second load deep in her. I tried one last measure to stay off my orgasm by slowing my pace, but even that didn't work. I felt the final push over the edge hit me like a freight train and over I went. While Kelly raged through the last of her orgasm I began to explode with my own. "I'm cumming sweetheart..... I can't hold out any more..... I'm cumming!!!" I moaned out. My cries of ecstasy was met with a huge smile and Kelly begging me to fill her with my semen. I felt the first load of cum flow out of my dick and fill my loving wife. "I can feel you filling me up.... give it to me! Fill me with everything you got....!", Kelly pleaded. With each subsequent blast of cum in her, my pace slowed to time with the seed being deposited in my wife. As the final surge of cum flowed from my dick I gave her one last thrust hoping to be able to remain in her as long as I could.

With our orgasms now complete, I fell forward onto Kelly wrapping my arms around her to hold her as tightly as I could. I had been finished with my orgasm for a moment or two when I began to feel my dick going limp. With me laying on top of Kelly it was only a matter of time before my dick came completely dislodged form her pussy and I soon felt it "pop" free. We held each other tightly sharing in the afterglow of the great sex that we just had. We kissed and hugged each other all the while trying to catch our breaths. As amazing as everything was I hope that Kelly's agreement to let me fuck her in her ass wasn't "heat of the moment" talk. It had been about five minutes of us spooning and enjoying the warmth of each other when the answer to my prayers was heard, "If you're gonna fuck me in my ass, you're going to need to get that dick of yours hard again!" Kelly uttered. Hearing my wife say those very words surely got the flow of blood to my dick going again but having just blown my second load of the night I knew I was going to need some help.... I was hoping that Kelly would be all to willing to help revive my cock. Much to my delight, Kelly go up and positioned herself next to me staged for a wonderful '69’ with me. Kelly worked feverishly, hell bent on getting me hard again as she used her mouth to work my cock.

As Kelly sucked on my dick, I lavished again in getting to taste my wife's pussy juices. Thanks to the friction of my dick in her pussy, her juices had turned milky white and I really love licking her when she's been freshly fucked. I used my hands to spread her ass cheeks apart as well as her pussy lips. I gazed at the beautiful sight before me and just before I gave Kelly a lick I saw the first traces of my cum begin to ooze out. As if I needed more reason to dive in, the combined cocktail of my cock and Kelly's well fucked pussy juices is a cocktail I can never refuse. I closed my eyes and extended my tongue reaching for the mix of our love making. I got the first taste full of our mixture and it was heaven! I lapped more and more desperately trying to drink up every last drop. Lick after lick I ran my tongue between the fleshy folds of Kelly's pussy. With each lick the intensity of her sucking increased more and more. My attention was split between enjoying the flavors of our love making and what Kelly was doing to my dick. I was in complete and total bliss at that point. Then just when I thought things couldn't get any better, I opened my eyes and realized that right there, mere inches from my face was the night's ultimate goal... Kelly's asshole.

I stopped my licking just long enough to lube my middle finger with my saliva. I placed my finger at the edge of Kelly's ass and began to rub the outer edge and gently pushing at the entrance but not actually sticking my finger in her. Kelly's response to my finger was surprisingly positive as I watched the muscles around her asshole begin to contract and relax. Seeing her ass pucker like the way it did got me hard enough that I could have shoved it in her right then and there. We continued what we were doing for a little while more then I decided to begin to ease my finger into Kelly's ass. Eager to see how she'd respond, but also wanting to take it easy, I barely got the tip of my finger into Kelly. That initial probing got her to release my dick from her mouth and she whipped her head back letting out a moan of pleasure like I had never heard before. With only the tip of my finger in Kelly, I waited till her asshole relaxed so I could ease more into her. It didn't take long for my wife to get accustomed to the feel of my finger in her and I felt her relax enough to ease more of my finger in her. The second push afforded me the chance to guide all the way up to the middle before Kelly tensed up. After another moment, she again relaxed allowing me to ease the rest of my finger in her. Now with my entire finger in her, Kelly resumed her oral assault on my cock with her mouth. I could feel her clit begin to tense up signifying that she was building again to another orgasm and I was torn..... do I push her over the edge again or do I stop what we're doing and go straight to fucking her ass.

I chose the first and kept licking her pussy as I continued to finger her ass. Kelly quickly showed she was comfortable with my finger in her ass and I soon began to ease it in and out. Her reaction to me fingering her ass was better than I imagined! Kelly gripped me tight with her arms and moaned almost uncontrollably as she continued to suck on my dick. With every push of my finger , it slid in and out easier than the push and pull before it. I decided to pull my finger out and reinsert two in her seeing how she'd respond. I eased my index and middle finger into Kelly and she took to the two fingers with ease. It appeared to me that my wife was now ready and able to take my dick up her ass. I was about to break what we were doing when the waves of Kelly's third orgasm of the night took over her body. She began to buck and convulse again allowing herself to enjoy the waves of pleasure that overwhelmed her. With her cumming I couldn't break free and stop what I was doing so I continued to lick her clit and finger her ass wanting to maximize Kelly's orgasm. My wife was experiencing sexual pleasure like never before and she vocalized it. Even with my dick in her mouth, her moans of ecstasy filled our hotel room and I'm sure that the guests in the rooms on either side of us could hear Kelly. Honestly at that point, I don't think either of us cared how much noise we were making.

Kelly raged through her third orgasm of the night as I continued to lick her clit as I kept fingering her ass. I was receiving the most intensive and incredible blowjob that I had ever received and I knew that if we continued on with what we were doing, Kelly would get me got cum again. Wanting to finally get my chance to fuck Kelly's ass I reluctantly pulled my fingers from Kelly's ass and pushed her waist from my face. I turned us to the side and regretfully pulled me dick from my wife's mouth. Without a word spoke, Kelly knew what I wanted and spun herself around getting on her hands and knees. Her pussy and ass were high in the air begging to be filled. There was a large amount of Kelly's pussy juices and still oozing out and I decided I'd ease my dick into her pussy first. I wanted to get my dick well lubed with her juices then use hew own juices to help me ease my dick in her ass. I spread her cheeks open and when I did her pussy also opened wide and I buried my dick all the way in my wife. I grabbed Kelly's hips and gave her a couple of thrusts getting my dick well lubed. At that point I knew that I was nearing my orgasm so I opted to pull out of her pussy and go for the night's ultimate goal.

I pulled my well lubed dick from Kelly's pussy and grabbed it with my right hand. I could see Kelly's asshole was somewhat relaxed so I placed the head right at the entrance to her ass. My wife sensing that her ass was about to get penetrated by my cock so it tensed up a bit but she no sooner was able to relax enough for me to begin sliding my cock in. I was in utter disbelief as I watched the head of my dick disappear in Kelly's incredibly tight asshole. The feeling of the walls of her ass around just the head of my dick was even more incredible than I had imagined. We paused there for a moment when Kelly was able to relax again allowing me to ease more of my dick into her. It was a slow going process but after we worked together, I was finally able to guide all of my cock into my wife's ass. I could see that Kelly was in some semblance of pain as she had her eyes clinched tightly closed and she was biting her lower lip, with a "death grip" on the pillow. I asked her if she was alright and she nodded her head "yes". "It's sore, but it does feel good..... just go easy!", she managed to say through what discomfort she was feeling. I had been all the way in for a minute or so when I felt her relax some allowing me an easier time to pull my dick out. I got nearly all of my cock out leaving the head still in before I eased my way back in. When I pulled out the next time, I grabbed the bottle of lube and drizzled some on my cock hoping it'd make it easier and more comfortable for Kelly.

With my dick still in her but now freshly lubed I was able to slide in her easier that before. I could also see that Kelly wasn't in as much discomfort as before as she had released her grip on the pillow and was climbing onto her hands into a traditional "doggie style" position. With each successive push and pull Kelly seemed to transition from discomfort into more pleasure. My wife was now really getting into getting her anal fucking and her moans told the story. Kelly was now begging for me to go faster and harder letting me know just how much she was loving this. I had been fucking Kelly's ass for a bit when she shocked the hell out of me. She pulled herself off of me then directed me to lie on my back. Surprised at her request, I got to the middle of the bed and got ready for what she had in mind. Kelly was leaning over the bed playing with something and when she returned to where I was she had the dildo that she fucked my ass with earlier. She pulled off the rubber and used her hands to lube it up. Still not sure of what she was preparing to do I grabbed my dick in hopes that she'd soon be impaling herself on me again.

Kelly stood over me straddling my waist with the flesh colored dildo in her hand. She lowered herself down onto my dick and she helped ease my cock back in her ass. She began to ride my dick like a champion bull rider showing no signs of discomfort, and only shear pleasure and ecstasy. After riding me a couple of seconds, Kelly began suck on that dildo emulating giving a blowjob as I fucked her ass. If I didn't know for certain that this indeed was my loving wife, I'd swear I was fucking a porn star with the way she was taking my dick in her ass and feverishly attacking the dildo with her mouth. That went on for a bit when she took things to a whole new level. Kelly took the dildo form her mouth and brought it to her crotch area. She was in some "other realm" as she was completely lost in her carnal desires. She took the dildo and with my dick still in her ass she shoved it in her pussy giving herself her first ever "DP"! I almost lost it and blew my load right there but what saved me was the moment she got the dildo in her pussy she roared into her fourth orgasm. Kelly's fourth orgasm was unlike any one I had ever seen her enjoy as she began to gush fluid form her pussy. Never before had Kelly experienced ejaculating through penetration and she seemed to want to make the most of it. Kelly fiercely fucked herself with the dildo as she continued to bounce up and down on my dick. Her ejaculate flowed all over us as she sent herself higher and higher into sexual bliss and ecstasy.

I desperately tried to hold off on my own orgasm but with all that was going on, it was futile! I managed to let Kelly get a couple more "bounces" in before I couldn't hold off any more. I griped Kelly's hips as hard as I could then pulled her onto my dick holding her with me filling in her ass. Then it happened, my cum began to shoot into Kelly's ass. At that point, I don't know who was moaning and screaming louder.... our room was filled with our combined sounds of ecstasy as we both came together. I felt the surges of cum launch into Kelly as she bucked and shuttered from her own orgasm. Even though it was my third orgasm of the night, it seemed as if I released a gallon of cum into Kelly as she bucked and squirmed. I held her hips wanting to stay in her incredibly tight ass as long as I could but between my freshly spent dick beginning to go limp and her still convulsing from her orgasm, Kelly managed to squeeze me out soon after my last surge of cum was shot. As soon as my dicl popped out of her ass Kelly fell forward onto me. She wrapped her hands around my upper torso and held me tight as the final waves of her orgasm dissipated. We kissed deeply through the last of her orgasm.The two of us laid there for several minutes enjoying the afterglow of the amazing sex that we had just had. Our spooning lasted several minutes before we began to talk about all that had just happened.

We both shared how amazing what we just experienced was and that we both wanted to keep that as part of our regular sexlives. At one point, I asked Kelly about what she had done with the dildo as I fucked her ass. Kelly shared with me that after seeing the video that had gotten me interested in trying anal sex again, one of the scenes that followed featured an actress getting " DP'd" and it had peaked Kelly's interest. She told me that if we had ever decided to give anal sex a try that she'd want to see how she'd like taking a "DP". We talked about that in length and we resolved that in the future we'd possibly add another lover to the mix giving Kelly a chance to experience a real "DP”... If that ever happens who knows, maybe Kelly will be willing to let me share that experience with you all.........