Regrets

Copyright (c) 2020 James Miehoff, All Rights Reserved.

This work may not be published whether for fee or free without this copyright.

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The following is a work of fiction and as such all characters mentioned herein are fictional and any resemblance to any persons living, dead or fictional is coincidental. All characters mentioned herein that participate in sexual activities are adults (18 years of age or older).

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In the morning light, I roll over to stare at my wife as she sleeps naked beside me, something she rarely does. I guess we both just fell asleep after making love last night.

I sigh. She turns her head and cracks an eye.

She arches an eyebrow. After forty years together, I don't need words.

"Just staring at your beauty," I say lovingly. "I love waking up to your naked tits in the morning. A sight I regret that I don't get to see much anymore."

She pushes my head away just as I latch onto her teat with my mouth. I am rewarded however briefly with the feeling of her nipple hardening in my mouth.

She sits up and declares, "I'll be back, you old goat. I have to pee."

With that, I watch her naked ass retreat.

A few minutes later, I get rewarded with the full Monty as she returns to the bed in her naked glory. My hand reaches down and I begin to stroke myself. She looks interested but distant as she queries me, "You didn't get enough last night?"

My eyes scan her like a Lidar machine as my soft appendage begins the fight towards the semblance of a hard-on.

"When have I ever not enjoyed staring at a beautiful naked lady?" I respond to her question with one of my own.

She cups her breasts so they no longer sag and for a moment I remember her 18 year old breasts I first started fooling around way back then. We thought we were such hot shit back then.

Without thinking, a nagging thought pushed from the back of my head and out my mouth. "Why were we the generation that got punished?"

Her eyebrows, those so expressive eyebrows, furrowed in confusion as she climbed back into bed. I stared at her well-manicured pubic hair covering her mound and I longed to dive in.

But that thought would not go away. "We were either too young or too old for everything."

"We were too young to go to Woodstock. We were too young to get wasted when using drugs was good. All ever we got was 'Drugs are bad' and 'Just Say No'. And now that weed is legal we are too old to start.

"We were too young to drink but not too old to die for our country. Our generation, a bunch of my friends, went to Vietnam and came back broken and fucked up.

"We were too young to get in on all of the free love. Pregnancy, VD, **** and all the bad things got drilled into our heads. Not the good things.

"Now we are too old to go to raves, get high on Molly and fuck our brains out in public.

"We were told that Social Security would be there to take care of us. And if you worked hard and got good grades, a college scholarship was yours. We both bought into that and got dicked.

"We were told that if we saved $250,000, we could retire at 55. Then it was $500,000 and last week our advisor told us that it was a million dollars and that we would still have to work until we were Medicare eligible. And our annuities need to wait 2 more years after that until we can tap them. Or we well go broke before we die.

"And we got dicked again because the great tax breaks turned out to all go to the people at the top and our taxes went up."

She reached out a hand but I was on a roll.

"We had to live through a time where sex was scary. AIDs, medically resistant STDs, infertility and all the rest. We heard about people that were swingers, but we were too scared to try it. Now we are too old."

I looked into her eyes. "I never got to share you with another man or woman. The closest you have ever come to a double penetration is when we use Clyde the rubber dildo while you suck my dick.

"I've never shared you with another woman. I have always wanted to share you with someone who could show me how to please you from a woman's point of view.

"I've never played with a pair of silicon enhanced tits. Not those huge beach balls you see in porn flicks, but somebody that just touched theirs up to go from an A or B cup to a C.

"I've never watched you fulfill your fantasy of being gang banged by a dozen studs with dicks out to here.

"I've never been able to look you in the eyes and kiss you while my cock is sliding into the throat of a blonde with 36DD tits. There are just so many things we missed out on because we were born too early or we were born too late."

She started to laugh and I started getting angry. I was serious. But her hand slid down my chest and joined my hand playing with my cock.

"But look at all the good things we have," she said. "We have seen porn go from dirty movie theaters to VHS tapes to CDs to streaming live naked girls and more. We have Viagra, which certainly enhanced your night last night. We have that Chinese lube you found. The stuff that is so slippery you made me come the last time you fucked my butt. I_Never_Liked_ Getting_Fucked_ In_The_Ass. That stuff made it bearable."

Now she was on a roll.

"When we were first married, remember, you fucked me at least twice a day for almost three weeks before you asked for a break."

I chucked remembering that.

"And we were so bad at it," she continued. "If you hadn't called a halt, I was going to have to because I had rug burns in my vagina. It was so much better when we started back up a few days later and took our time.

"I've never wanted another cock inside me, except yours. Fantasy should remain fantasy. Sure it sounds good to think about a dozen hard pricks filling my every crevice and drenching me with come, but do you know, when I have that fantasy, all of those cocks are yours. When they spurt in my mouth, it's your sperm I taste. When they fuck my pussy, it's your cock I feel. When they take those 20 year old horse dicks and slide them into my ass, it's your dick I feel there."

Her hand was squeezing and tugging on my cock frantically and I looked down from her eyes and saw her other hand rubbing her muff and sliding a finger inside.

"All this sex talk has got me so horny. Get your tongue down there and eat me before I explode."

I pulled her hips towards me and slid down the bed. "Keep talking dirty," I said, "what else do you want?"

As I spread her thighs and used my fingers to part her lips, she moaned. A moan that amplified into a squeal as my tongue licked her cleft.

"Talk or I'll stop," I muttered into her love box.

"I dream of you eating me gently while one of those 20 year olds with the horse cock slides up behind me and slowly inserts himself and begins to fuck me while you keep eating me."

As she was saying that my knee bumped something and I realized where Clyde ended up last night.

Clyde is one of those 'realistic" silicone dildos molded from a porn star. He is about 11 inches but about the same girth as me. He has been our partner in sex play for a number of years but he has never been my partner in a DP.

Licking her slit, I brought Clyde up and pressed him slowly into her front door. She arched and I sucked on her clit.

"As he enters me I feel his hands searching for my nipples. They run across my breasts until they cup my juggs and his thumbs find my nips."

As she was saying this, I lifted my eyes and saw her hands putting words into actions.

"You bring one of your hands up to caress my breast, no, you paw at my tit. And you pull gently on my nipple."

I shifted slightly and brought a hand up to her tit. Finding her nipple I tug on it and she gasps.

"With his free hand the stud reaches down and his wet thumb brushes against my asshole. He rubs it round and round."

I shifted again and used her juices to wet my thumb.

"He begins to slide his thumb into me slowly, stopping and pulling out then pressing back in while my husband continues to lick my clit."

Putting words to actions, my thumb begins to invade her nether space. The only sound is the slight squishing noise as Clyde and my thumb alternate in our respective holes.

"I tell the stud to lie back because I am going to ride him." And she rolls off my face and onto her stomach. She reaches for the Chinese lube and hands it to me.

"My husband knows what I want. I want his hard cock in my ass, while I fuck that horse cock in my cunt. It feels so good he is banging on my cervix and rubbing my g-spot so nice. But I want my husband's cock in my ass to fill me up. But keep using that thumb. I'm close to coming. Shove that thumb all the way in. Deeper. Yessss. Now pull it out slowly and shove two fingers in. Lube me up and sliiip them, oh yes, like that! Spread them to stretch me out. Just like that. Now straddle me and bring your cock up and when you pull the fingers out, slide that big cock into me. Slowly, slowly. Pull them slowly. Now your cock. Just the head. Please wait. I feel so full. That's it and move Clyde in and out, just like that. Now push your cock in. Slowly. Yes. Are you all the way in? You must be. Now slowly fuck my ass. I'll take Clyde. You fuck my hot tight ass."

As Clyde and I got into a rhythm, my wife stopped talking and just began moaning with little snippets of intelligible phrases, mostly "fuck yea" and "oh my god" and "I'm coming".

At last I couldn't take it anymore and my cock swelled and I shot blast after blast of cum into my dear wife's bowels. This was a no no. The first time I fucked her ass I came inside her and she never wanted me to do that again. She said my cock swelled so much, it hurt. So the few times I got to enjoy her ass, I always pulled out and shot my wad on her back or her stomach depending on our position.

This time I didn't care and apparently neither did she. Her ass squeezed and milked my cock for all it was worth. After I was done, I kept stroking my cock slowly in and out while she matched my rhythm with Clyde. My cock was super sensitive and it refused to go soft and I felt that tickling feeling building up in my balls again. She started screaming about coming again and I joined her.