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There's A First Time For Everything

"A husband and wife's sexual journey culminates in her ultimate fantasy."

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Author's Notes

"A MILF and her husband have a night neither of them will ever want to forget!"

I watched intently as the long, dark brown shaft disappeared into my wife's wet pussy. "How's that feel, baby?" I whispered as I moved up to kiss her.

"Mmm, amazing!" she whispered back. "Thank you for this!" She kissed me long and deep and then turned her attention back to the gentleman we had hired for the task. I moved back to the chair by the corner of the bed to watch this stranger fuck the living daylights out of the woman I had loved since I was 17.

That's when it started for us, at a school dance in our senior year. I had been watching her all evening, trying to drum up the nerve to ask her to dance, and I was surprised when she said yes. We danced a couple of faster numbers, and when the obligatory slow dance to end the evening started, she looked at me and smiled as she moved into my arms. I hoped at that moment this would be the start of something incredible. And it surely was.

We were both virgins when we met, and over the intervening 28 years, we shared many firsts inside and outside the bedroom. The first time we had sex was a clumsy affair, but we figured out what worked, and after leaning on her hair for the umpteenth time, we rutted like wild animals until I filled the latex sheath wrapped around me. The whole thing only took about a minute. We cuddled and kissed in the afterglow, and soon we were ready for more. Thankfully, I had bought the 6-pack, and by the time the weekend was over, we had used them all. Ah, the energy and exuberance of youth!

I remember the first time she went down on me and the mess she almost made when she tried to go too deep too quickly. But she figured it out, and it soon became a regular part of our lovemaking. Then I asked if she would let me cum in her mouth. That was a hard no - until it wasn't. She did have one caveat, though: if she had to taste it, I had to as well. And so I came to enjoy sharing my cum with her. Of course it's not a great leap from that to cleaning her pussy, and eventually her ass after I'd shot my load there.

Then we figured out how to make her squirt. Oh my God, the laundry that created! It was definitely worth it.

As we grew together, our tastes changed. At first, watching or looking at porn was a hard no, but a girlfriend of hers suggested it might be an interesting way to expand our horizons, as it were. And so we began looking at pictures at first and soon graduated to videos and full-length movies. We giggled at the ridiculous plot lines and awful dialogue but, as she said, plot lines and dialogue weren't the raison d'etre of porn flicks. We began experimenting with the different positions that we saw, some of which were ridiculous, but some worked quite nicely, thank you very much!

I asked her what she wanted for our tenth wedding anniversary, and she surprised me with her response. Instead of asking for a necklace or a bracelet or perhaps a trip to one of our bucket list places, she opened the website to a naughty store and pointed out the toy that she wanted. I, of course, bought it for her- well, for us really- and we spent many wet and loud nights learning all the exciting ways it could make her cum.

That's when she realized she liked being watched as she played with herself. More accurately, she loved watching herself in the video I recorded without her knowledge. It was one of those 'better to beg for forgiveness than ask for permission' deals. She was pissed at first, but as soon as she saw her full, curvy body on the screen, she began to believe that she was the beautiful creature I saw. Our video collection is rather extensive and varied now.

It evolved that any time we had a special occasion to celebrate, we added a new thing to our sexual repertoire. Birthday BJs became birthday cum cleanups from wherever on her body I happened to spray it. Anniversary presents evolved from toys to new partners in bed for one or both of us to share.

I remember our 15th wedding anniversary very clearly. That was when my darling bride discovered that women were more fun in bed than men. The woman in question was a gay coworker, and the orgasms they gave each other about raised the roof off the cabin we'd rented for the purpose. Every year for the past 10 years, my wife, her girlfriend, along with two or three or more other girlfriends, went shopping for clothes in the spring and Christmas gifts in the fall. They'd shop by day and fuck by night. My darling wife brought home many stories and more than a few videos of their encounters.

The next year, she and her girlfriend surprised me with a double blowjob. I don't know what was hotter, the two of them sliding their lips along my cock or them sharing the load of cum I spurted onto their faces! Of course my wife made sure I shared in the bounty as I licked my cum from her girlfriend's well-fucked pussy. The two women agreed that being bi was the very best of both worlds.

Last year was the first time I shared her with another man. We'd experimented with double penetration using toys of varying lengths and thicknesses, and she loved every second of it! For the entire week after the other guy and I left her a quivering mass of orgasmic flesh, she thanked me over and over with her hands, mouth, pussy and ass. There was only one more thing that she wanted to try.

Our experiences with toys had seen us using progressively longer and thicker ones until we found the perfect length and girth for both her pussy and ass. The night I restrained her hands to the headboard and fucked her over and over with nine inches of silicone was, according to her, the best night of her life. Then she took it one step further.

"You know how I prefer the real thing to my toys?" she asked.

"Yeah, why?"

"Well, I was just wondering," she mused, picking up her longest and thickest toy.

I finished the thought for her. "You were wondering if the real thing would be better than almost a foot of dildo in your pussy."

She smiled and nodded before bending down and taking my cock in her mouth. "What's it worth to you?" I asked.

"A weekend with me and one of my girlfriends?" I held up two fingers. "I'll see what I can do!" She bent back to her task, and soon my cum was dribbling from her chin and down onto her sumptuous breasts. She guided my head down to clean her up, and we shared the tangy salty taste of my semen with kisses and flashing tongues.

A few months later was my birthday, and she came through. The hardest part was choosing whether to watch two of my wife's friends taking turns sucking my cock or watching her play with herself with her longest, thickest dildo. She was sending me the message that she'd fixed me up, so I was expected to return in kind.

Which brings us to tonight. I'd placed the ad on an adult dating site looking for a well-endowed man to service my wife. When she entered the hotel room after a nice dinner and a couple of drinks to fortify her, she stopped and stared. "Baby, you didn't!" she breathed.

"He's all yours for as long as you need him," I replied, taking her into my arms. We kissed lovingly, and I said, " Happy Anniversary, Sweetheart!"

"You are the very best husband!" she whispered before leaving me and going to him. "Hi! I'm Jess!"

"It's nice to meet you, Jess! I'm Patrick. My friends call me Pat."

"Nice to meet you, Pat," she whispered before tiptoeing up and offering her lips to him. It bothered me a little to see her kiss him as passionately as she'd ever kissed me, but I knew that was part of the foreplay for her. They continued for a few moments, then she moved away. "You have a very talented tongue, Patrick! Perhaps in a little while you can put it to good use!"

Her hand moved to the tent in his slacks, and for the first time I noticed the lump extended quite far down his thigh. I saw her lick her red painted lips and lower herself down to her knees. "Here we go!" I whispered as I took a seat in the cuck chair.

In her excitement, she fumbled with his belt and slacks, but before long they were around his ankles, revealing a long, thick, dark brown cock. "I've never seen one this big before!" she breathed as she ran a fingertip along its length. She looked over her shoulder at me. "Bring me my purse, Baby!l" I obliged, and as I bent over, she pulled me in for a hot kiss. "The next time you kiss me, I will have sucked this beautiful cock!" She rummaged in her purse and took out a seamstress's measuring tape. "Hoped this might come in handy tonight!"

She made a great show of measuring its length. "Look, Baby! A little under ten inches!" She then wrapped the tape around its widest part. "We'll call that six inches!" She looked at me again. "I don't deserve you!" She cast the tape aside and took the monster in both hands. "Here goes!" she whispered as if steeling herself against the task and opened her mouth wide as she took it in.

I heard her moan around it as her eyes rolled up and then closed. My darling wife had always professed a deep love for sucking cock, and on this, the occasion of our 25th wedding anniversary, she certainly seemed to be enjoying doing just that. The bright red lacquer of her fingernails matched the red on her lips as she worked her tongue, trying to get it into her throat. I recalled her efforts to do that to my cock and more than a few others she'd sucked over the years. Truly she was a masterful cocksucker, and she would need every bit of those skills tonight.

I heard her lover groan at her efforts, a confirmation of what I already knew. "God DAMN, you're good!" he muttered as we both watched another inch or so disappear into her mouth.

She held herself there for a moment to catch her breath and swallow before inhaling deeply and trying again. Another inch disappeared, and I knew she would do it. She backed off and stroked it a few times to catch her breath before looking at me and smiling. "You might want to get your phone out, Baby!" She sucked on the head and stroked the shaft as I fumbled to retrieve the device and then opened wide again.

I knew from our previous experiences at recording our carnal activities that I had to concentrate on the screen. There would be plenty of time to enjoy the view later after I uploaded the video to a laptop that we used for the sole purpose of storing our personal pornographic media.

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Slowly she worked her face onto him, using her tongue along the bottom of the shaft. I heard her inhale again as she forced it into her throat little by little. Then, as if it breached some previously impenetrable barrier, the last couple of inches disappeared and her nose touched the closely trimmed hair of his belly. She held herself there for a moment, then backed off to take a breath before going back down and swallowing it again. Holding herself onto him, she flashed me a thumbs up and then backed off. I stopped recording after she came off him, giving the head a soft kiss before she turned and looked at me. "Didn't think I could do it, did you?" she smiled sweetly, looking very much like a suburban housewife turned wanton slut.

"Never doubted you for a second," I replied. As I set my phone down and rose up to go to her. "But that's not why we're here, is it?" I asked, eagerly anticipating watching her smooth pink pussy lips wrap themselves around it. She shook her head and smiled again before kissing me and standing up.

"Me on top, I think," she said to him. She helped him with his shirt, and then he helped her with her dress. I was only a little surprised to see that she'd forgone wearing panties, not that the skimpy thongs she loved to wear could really be called panties. I watched as he lay on his back. I was a little more surprised to see the pink heart-shaped jewelled end of her favourite bum plug reflecting the light. This told me that after he was done ravaging her cunt I would be taking her ass.

She climbed up with him and swung her leg over so her pussy was over his cock. I could see her wetness glistening and knew she would never be more ready than she was at this moment. She looked over her shoulder and pointed to her purse from which I retrieved a condom and handed it to her. "Someday I'm going to make you do this!" she purred as she fitted it and rolled it down over his shaft. I shifted the chair for a better view and picked up my phone again. There was no way I wasn't recording this!

I watched intently as the long, dark brown shaft disappeared into my wife's wet pussy. "How's that feel, baby?" I whispered as I moved up to kiss her.

"Mmm, amazing!" she whispered back. "Thank you for this!" She kissed me long and deep and then turned her attention back to the gentleman we had hired for the task. I moved back to the chair by the corner of the bed to watch this stranger fuck the living daylights out of the woman I had loved since I was 17.

I saw her pussy lips splay out as he filled her. She held herself onto him for a moment, enjoying the stretch and the fullness as she bent to kiss him. "I love your big cock! It fills me perfectly!" she whispered, as much for my benefit as his. She'd said those exact words to me the night she'd surrendered her virginity to me, and she'd said them to every man she'd ever fucked since.

She started moving her hips, and I saw the sheen of her wetness on his shaft as it slid out of her. Just as the broad flange of his glans started to appear, she moved her hips down, and he disappeared inside her again. They soon found a rhythm as their fucking increased in depth and tempo. Her moans and sighs told me she was enjoying this immensely, but I knew she'd soon want to switch positions. A minute or so later, she got off him and lay on her back, inviting him to enter her again. They fucked missionary for a few minutes, then she told him to get up. She got onto all fours, and he moved to enter her from behind.

"Fuck me!" she growled as she pushed herself back onto him. He grasped her hips for purchase and moved in long, slow strokes. Sometimes that's how she likes it, but I knew it wouldn't be long before she'd demand he pound her harder. "Come on! Give it to me! Harder!" she cried a few strokes later. She looked over her shoulder and beckoned me to join them.

I lay on my back so my face was under hers and she kissed me as hard as she'd ever done. "Fuck, Baby this feels so fucking good," she moaned. "You know what I need now?"

"Ten inches of cock in your pussy not enough?" I teased.

"I need another seven in my throat!" she growled. Being a good husband, I acquiesced to her demand and moved so I could feed my cock to her. A second later, I felt my head slip into her throat, and her nose bumped up against me. Normally I can last a few minutes when she favours me with her cock sucking skills, but after watching her take that huge cock in her throat and her pussy, I was pretty close when she started. About a minute later, I pulled out and grabbed my shaft so I could paint her face with my cum. When I finished shooting, she opened her mouth and took me in again for a quick finishing suck.

I moved away and watched her body jiggle as her lover intensified his efforts. Each time he drove forward, a loud slap could be heard as his hips pounded into her full, firm ass. There were no words, just sounds, as he fucked her as hard as she'd ever been fucked. My cum dripped from her face as she looked up at me and rolled her eyes before screwing them shut. I leaned in and kissed her as softly as her heaving body allowed, tasting my cum as I often did.

I left them and went into the washroom, thinking by the time I was done they'd be finished, but when I returned, she was screaming out her first orgasm of the night. He showed impressive stamina and physical conditioning as he kept hammering into her as she came. I watched until she had orgasm number two, this one louder than the first as her pussy gushed clear slick fluid onto the sheet below them. Shortly after that, he grunted and pushed forward as he filled the latex sheath between them with his cum.

Part of me wished that he hadn't covered up so she could feel his cum against the inside of her cunt. Then I had an idea.

Finished, he pulled out of her, and she rolled onto her back, welcoming him in with open arms. I watched as they kissed and cuddled in their aftercare, just as she and I always did. I sat silently until she was ready for me, and when he got up to use the washroom, I took his place.

"That looked like fun!" I whispered between soft kisses.

"How can I ever repay you for this? That was the best fuck I ever had!" She kissed me again.

"Happy anniversary, Baby! My gift to you!" I replied.

Just then he returned, and she got up to use the facilities and refresh herself. Knowing her so well, I knew she wasn't done yet. Once the door was closed, I looked at him. "You have another one in you?" I asked.

"You paid for the night," he replied. "I have as many as she wants."

I got off the bed and got dressed. Taking out my phone, I texted her. "Have fun, Jess! Call me when you're ready to come home. I have one request: when I come to get you, have your pussy full of cum so I can clean you up before I reclaim you! I love you!"

"Make sure that she checks her messages," I said. I put on my jacket, but before I turned to go, I hesitated and looked at him. "Don't hurt her," I pleaded, my heart filled with emotion at the prospect of leaving the woman I loved more than life itself alone with a strange man with a huge cock.

"I know what I'm doing," he replied. I nodded and turned to leave. As I got into the cab to go home, my phone buzzed. "Are you sure?" she asked.

"I want this for you," I replied. "Just remember my request."

It was a few moments before she replied. "You always did love cum tacos, but not always for breakfast!" she teased. "I love you! Thank you for the best anniversary gift ever!"

I spent the rest of the ride in silence, remembering the two of them together. As I got into bed, my phone buzzed again. I opened the text to see a picture of his cock surrounded by her red-painted lips with the caption, "We should have done this years ago!" I smiled and opened the video of her sucking his cock and relieved myself as I watched it.

I awoke to the insistent ringing of my phone. It took me a moment to get my bearings and remember why my wife wasn't beside me. I answered it. "Your breakfast will be ready by the time you get here," Jess panted.

"On my way!" I said, and I scrambled to get dressed. As the hotel elevator door opened, I waited for him to exit. He grabbed my hand and shook it, leaning in.

"You are a lucky, lucky man! Your wife is the best I ever had, and that's saying something given my line of work!"

"I'm sure she feels the same way!" I replied. He left, and I hit the button for the top floor. By the time I got to her room, I was rock hard and ready. I tapped the card and pushed the door open. "Are you decent?" I called.

"Get in here and eat your breakfast while it's still warm!" she called back. I entered the room to see her on her back, her hair a mess and her makeup destroyed. She opened her legs to show me her reddened and battered pussy as she teased the end of her clit with one fingertip.

I moved over her and kissed her deeply. As our kiss broke, I noticed a dribble of half-dried cum in her hair. "Why, Mrs. Simpson, I believe you have another man's cum in your hair!" I teased.

"I probably do!" she replied. She kissed me again. "I have a lot more in my belly," she said. Then she winked at me as she brought a cum slicked finger up for us to share. "And I have a pussy full of it, if you're interested!"

"Mmm, breakfast in bed!" I growled as I began kissing my way down her beautiful body. Ten minutes later, she was as clean as I could get her, and we were sharing the taste with soft kisses.

"I'm surprised you left me alone with him," she said. "I'm not complaining, mind you, but I am a little surprised!"

I grinned and kissed her softly. "Well, as we both know, there's a first time for everything!"

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Written by cantdrive55
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