What A Mess: Blackmail

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Can’t wait to see where this goes next! Looking forward to Matt and Char!
 
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Totan

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Opening the front door, I hear the television on. “More fallout from the recall from the pharmaceutical company, Granger.”

“Jim? Is that you?” Char says from the living room.

“Yeah, hon, it’s me,” I say as I see her turn off the television and get up. She’s still in her work outfit. She must not have been home long. “How are you?” I ask, as I give her a hug, pulling her into me and lifting her off the floor.

She brings her face close to mine and we kiss. Damn, I love how she can kiss!

We break the kiss and just stare at each other.

I set her down and we both sit on the couch.

“Jim, I want to ask you something,” she says, slowly.

“Anything for you,” I say as I put my arm around her.

“You’ve always said no, in the past,” she begins. “But I really want you to fuck me in the ass tonight.”

I’m on the bed, looking up at him. His massive cock, hard and sticking straight up. Matt has that intense look in his eyes and I can’t break contact with him. “There’s a lot of things you didn’t use to do, Captain.” As he smacks me with his cock on my face, emphasizing each word.

“Okay,” I say.

“What?” Char says, questioningly.

Hell, I rimmed an 18 year old man. I got him off, too! Am I really taking pride in that? If I can do that involuntarily for Matt, why shouldn’t I do it voluntarily for my wife? “I said, Okay. I guess I’ve been selfish. If you really want this, I’ll do it for you.”

“I am so horny for you, right now,” she says getting up and leading me to the bedroom.

“Oh really?” I say, with a grin.

“Yes, really,” she says. As we are walking, we are both disrobing. Leaving a trail of clothes behind us as we walk to the bedroom.

Shit. She has such a beautiful ass. Each cheek the perfect size for my hands. How many times have I spread them, eating her out? Hundreds. Thousands. And I’ve never touched her ass except to finger it. What a fool I was.

By the time we reach the bed, she’s naked and I’ve still got my trousers and boots on. As she sits on the bed, she reaches up and starts to rub my thick cock through my trousers. She unbuckles my belt and opens my trousers and pulls them down to my ankles.

My cock is straining against my underwear. She mouths it. Up and down the shaft. I reach down and start to play with her nipples. I feel her start to nibble on my shaft and breath harder. I take her head in my hands and press her, hard, against my imprint.

“Fucking lick me.” I tell her as I pull her in tighter. “Take a deep breath,” I tell her. “Smell me.” I hear her breathing in deep. I feel the air move around my cock through my underwear

“Yesss…oh God, Yessss.” She says, over and over. I feel so powerful, right now.

I flex my cock.

Then relax.

Then flex.

She reaches up and pulls my underwear down. My cock flings free and smacks her on the left side of her face. Some leakage is dripping out.

Char opens her mouth and engulfs my cock. The head. The upper shaft. I flex it involuntarily! FUCK! That feels good. She is running her hands up and down my shaft. Getting it wet with her spit.

Her slurping fills the rooms. My toes curl as she sucks harder.

Then she stops and stands up.

Before I know what’s going on, she pushes me, face first, onto the bed.

Before I even finish the bounce, she is between my legs. I feel her hands prying my ass cheeks apart!

“Char, what are you HOLY SHIT!” I yell,l as I feel her tongue on my hole! It’s like a bolt of electricity was shot through my body!

THAT FEELS GOOD!

She is licking my hole.

HOLY FUCK!

She is sucking on it!

JESUS MARY AND JOSEPH!

I’m writhing on the bed. I can’t make my body move. It’s just thrashing about on its own!

I feel a finger press against it.

“AAAAAAHHHHHHHHhhhh,” I moan as I feel her finger enter me. I feel my cock jump. She is still licking my ass as her finger goes in and out. She starts to lick her way over to my ball sack. As soon as she starts to lick my balls, she adds another finger into my hole.

JESUS FUCK FUCK

I flex my cock and I get that churning sensation at the base of it. HOLY SHIT!

My breathing is labored.

My body is moving about on its own.

I’m surfing a wave of pleasure.

She pulls her fingers out of my hole. She starts to roll me over and I move my thrashing body with her.

“Grab your legs,” she says. “Pull them towards you face.”

I grab behind my knees and pull them as close as I can. My pants are blocking any view of what Char is doing. My hole is exposed. My hole is wet. It’s cold because she is now breathing on it.

It’s puckering as she does that.

She stops breathing.

It relaxes.

She breathes on it again.

It puckers.

She stops.

Then her tongue is all over it!

"JESUS!" I shout! " Holy shit. Keep going!"

He tongue rakes its way over my hole.

It’s being assaulted and all I am feeling is pleasure!

My cock is hard and dripping all over my stomach.

She’s still licking. Spitting on it. Then I feel her finger go in again.

AAAAAAHHHHHHHH

My cock flexes on its own and I feel it leak more.

I feel a second one enter and that pleasure expands!

Then I feel her other hand, wrap itself around one of my balls.

I jump involuntarily!

She squeezes.

Slowly increasing the pressure all the while, moving her fingers around in my hole.

I feel them in me. I feel them stretching my hole.

She squeezes my ball more.

Then she hits something in my ass and that pleasure explodes!

She squeezes harder and my cock explodes.

“JESUSFUCKINGMARYFUCKINGJOSEPH,” I shout as I feel rope after rope after rope explode out of my ass.

Her squeezing my ball only increases the pleasure. My ass clenches down on her fingers.

All I hear is my ragged breathing.

My legs fall back down.

Char must have moved as they just land with a thud.

As I am trying to regain my bearings, Char starts to suck my cock head.

I jump as it’s so sensitive. I try to get her off of it, but she bats my hands away.

She sucks more and I jump more.

I feel that churning at the base of my cock.

“Oh, no. Please, no more,” I beg. But she keeps sucking. My cock is getting harder and harder.

And it never went soft.

Then as she puts more of my cock in her mouth, she drives her finger back in my hole.

AAAAAAAAHHHHHHHH

Char gets into a 69 position on me.

My body thrashes.

It spams,

Char keeps my cock in her mouth and finger in my ass as I buck, as I thrash.

She’s is licking my head, as she overloads me with pleasure.

My ass is clenching down on her fingers.

My face is suddenly drenched as Char has her orgasm.

She takes more of me into her mouth.

I jump and force more into her throat.

I shoot again!

I’m feeling the throbbing of my ball from where she squeezed it.

It’s amplifying everything!

She braces her knees on each side of my head and orgasms again!

I’m breathing deeply. Quickly. I’ve swallowed her juices without even trying.

Holy shit

A few moments later, Chat gets off me. Licks my head one last time, making me jump and moan, and then helps me get onto the bed better.

She crawls next to me and we start to cuddle.

Omg it is hot
 
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Sklar

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“Where…,” I begin, “where the Hell did that come from?” I try to get my arm around Char and it feels like dead weight. But I do get it. I’m still breathing hard. The room is rocking slightly.

Holy FUCK! I’ve never had an experience like that! Is this what she feels like when I get done with her? Jesus!

“I never thought you would agree to anal,” she says. “I’ve been wanting to play with your ass ever since I first saw you in class.”

“But I was supposed to fuck you,” I say, slowly as the room starts to settle.

“I couldn’t pass up the opportunity,” she says as she leans over and kisses me on the cheek. “With your legs bound up with your trousers, this would have been the only time I could have actually overpowered you and have my way with you. Which was absolutely fucking hot! I came three times. Without touching myself.”

“Three? You drenched my face twice,” I say, snuggling closer to her.

“The first one was when I started rimming you,” she says, snuggling closer. “Fuck, I’ve been wanting to taste that hole of yours for years.” Then she mock punches me on the chest. “And you’ve always said no. See what you’ve been missing?”

“Fuck. Feel free to rim me anytime you want to!”

“Oh, I will. You really got into it!” she exclaimed. “You were louder than I ever was.” She starts laughing and I join in with her.

“I couldn’t help it. That wave of pleasure. It went right to my brain! Everything was on fire!”

“Next time, I might have to gag you,” she says with a smile.

“I was loud. Wasn’t I?” I say as I kiss her head.

“No, an explosion is loud. You were an eruption of sound. You never stopped,” she leans more onto me. “Can we do this again?”

“Fuck yes! I never knew. If this is what it feels like, I’ve been depriving myself, and you, for way too long!”

Char takes her right hand and runs it up and down my abdomen. It’s covered with my cum. She’s lazily drawing through it with her fingers. She takes them to her mouth and licks them clean. It reminds me of when I did that in the head.

“I do like your taste,” she says.

“You do?” I ask kinda stupidly. “What does it taste like?”

“Here,” she says, as she scoops up a glob onto her fingers. She brings it to my mouth, and I open it. She reaches in and I shut my lips around her fingers as she pulls back out.

I still don’t taste anything.

“I’m not tasting anything,” I tell her. “It’s tacky, kinda like taffy that you’ve chewed on to long. But I’m not tasting anything.”

I like the taste of Matt’s cum.

SHUT UP!

“Really?” She asks, surprised. “I can taste the flavor. I just can’t describe it. Why do you think I learned how to take you so deep into my mouth? I love feeling your cock as it shoots. That big vein, pulsing against my tongue. It’s so erotic to feel it in my mouth when you shoot.”

Huh, I think. I never felt that way with Matt’s cock in my mouth. But at the same time, I wasn’t trying to pleasure him. Just get it in as deep as possible. Something to think on.

Really, Jim?? You just had a mind-blowing orgasm from your wife and you’re thinking about how to please Matt better?

FUCKING FOCUS

“Penny for your thoughts,” She asks.

“I was thinking about tomorrow night,” I say.

Well, kinda.

“Did he say yes to dinner?” Char asks, sitting up a little.

“He did. He’s looking forward to it.”

“So am I,” she says. “You know, I never really thought about it from your perspective. Are you ok with it?”

Like I’ve got a choice! Matt’s been in charge of me since Tuesday. I just don’t know what his actual plan is.

“Yes,” I say, “It will like back when we were in college.”

“Yeah, but those guys were never as big as he seems to be,” Char says. “I wonder how big he is? Do you think he’s bigger than you? Fuck,” she breathes, “that would be a big, fucking, cock.”

“Um, hello? Husband. Right here,” I say with a bit of humor. “He does look like he’s got some girth. But I sure I’ve got the length.”

“Fuck, yours is so beautiful. Yeah, you are certainly hung, mister!” she says as she grabs my semi.

“Speaking of hung,” I say.

“Yes?”

“I overheard a disturbing conversation today, about Matt,” I say.

“What did you hear?” Char says sitting up.

“I overheard two kids, Frances Sinclair and another kid named Royce. Frances has planned an extremely mean prank to play on Matt.”

“What kind of mean prank,” Char says, as she gets that look.

“He has rented a cabin for next weekend and is going to invite a few of his friends over, including Matt. He has hired this high class escort, named Jasmine Dubois. He told her, basically, to get Matt all hot and bothered but she can’t fuck him as he’s too big. Then she’s going to be fucking everyone else.”

“It’s like Betty George, all over again,” Char hisses.

“Who?” I ask. “I’ve never heard you mention her before.”

“That’s because she was a bully when I was in junior high school,” Char says, staring straight out. “I was an early developer. Probably the first one in my class. Betty kept teasing me. Accusing me of stuffing my chest. Saying that I got implants.”

Whoa, I’ve never heard this before.

“She was able to turn my friends against me with those lies. My life was living hell in junior and part of high school. Because of her. It didn’t help that I kept developing, too. I had such a low self-image because of her. Sometimes, I think men have it easier because they can hide their package, if they want to. Mine stick out for the world to see. It’s not my fault the breast fairy gave me double what she gave everyone else! But I was looked at like I’m a freak. There were rumors about me, too. That I fucked my teachers to get better grades. That I slept with the wrestling team. Or the track team. Fuck. I really hated that bitch.”

“What happened to her?”

“Her parents divorced. She withdrew from school in 9th grade. I don’t know what happened to her. All I know, is once she was gone, life got so much easier at school. We can’t let this happen, Jim.”

“I’m so sorry that happened to you, Char,” I say, as I hug her. “I didn’t have any bad experiences. Just got nicknamed “Tripod,” and that was it.”

“It’s different for boys and men,” Char says. “You all want a big cock. You guys brag about it. And then you can lie about it to get laid. You can hide it if you want to. Breasts are there for the whole world to see. It’s no favor to develop early. Nature should have us develop in our mid 20’s. When we are stronger, mentally, to handle that.”

“I guess, we’re both outliers,” I say. “Matt, too.”

“Yeah,” She says. “I know you, Jim. Ever since you heard this, you’ve probably been thinking of plans, haven’t you?”

“You do know me so well,” I laugh. “I do have a few thoughts. The first one is we look up this Jasmine Dubois, and see about meeting her, and get her to change her mind or refund back the money. Take her out to dinner or something.”

“Jim,” Char starts

“The second option is to find out where Frances has rented the cabin and try to get the reservation pulled. We could try and book it ourselves. Tell them it’s for our anniversary. No reservation, no high class escort. No bad experience for Matt.”

“Jim,” Char says again.

“Another option is to do something to Frances’s car. Remove a spark plug or, hey, a guy with the military police, owes me a favor. I could get him to put a boot on his car!”

“James Cleveland Clinton,” Char says, emphatically. “You’re over thinking this. This isn’t one of your covert operations on foreign soil. It’s an 18 year old brat. Just tell Matt what you heard and tell him to come back next week and we can have another 3 way with him. He’s already going to get laid tomorrow. We can do it again next week, too. That way, Frances can still get laid but won’t have Matt as a victim.”

Fuck. She’s right. All we need to do is let Matt know about what’s going on and then he can avoid it entirely. Nice, neat and easy.

“Well,” I say, “now we know who has the brains in the family.”

“No, you have the brains,” she says, moving to straddle my chest. “I have the common sense.”

“That you do,” I say as I reach up towards her ample breasts.

“Now,” she says, sliding back, down my body, “it’s my turn.”

Fuck. I’m grinning big time.
 

Sklar

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I come home and see Char’s car in the driveway. She usually gets home before I do. I park the car next to hers. It’s a gorgeous sunset, tonight. I take a few minutes to just admire the view.

I'm suddenly inside the house.

“Jim,” I hear Char’s voice, “is that you?”

“Yes,” I answer her. “You in the bedroom?”

“I sure am,” she answers. “Come her, please.”

I walk down the hallway and enter the bedroom. As soon as I do, my clothes vanish.

I see Char, doggie position, ass facing me, on the bed.

“It’s about time, stud,” she says. “I’ve been waiting for you.”

My cock inflates to a full hard on as I walk towards the bed. I kneel down so I can start to lick her pussy. I love eating her pussy from this position. I slowly, sensually, lick up and down her lips. Tasting her juices and hearing her moan softly.

As I lick up, I see her ass. Puckering. I start to finger her pussy, as I lick my way up to it. As I get closer, my cock gets harder and harder.

Harder than I’ve ever felt it before. I feel it leaking a steady stream of cum all down my shaft. I start to lick that hole. Feel it spasm as Char starts moving it back onto my tongue. It opens up for me and I’m able to drive my tongue into her depths.

As I lick her, I feel some of the cum I left in her, last night. I bring some of it out and lick it around her hole. I dive back in. I pull it out. I shove it in deeper!

Her hole contracts around my tongue as she cums, I continue fingering her.

I pull my tongue out and as I withdraw, I suck on that hole, stretching it a bit. Char collapses onto her forearms, ass still in the air. I breath into it, inflating it as I drive my fingers deep into her pussy, making her squirm more.

“God damn it, Jim,” she yells, “FUCK ME!”

Taking my right hand, I place it on the small of her back, holding her down. I get up on the bed behind her, aim my cock, I swear, it looks like it’s grown even bigger than normal, right at her hole.

I feel the heat from her hole as I place my cock there.

I slowly sink in, feeling that tight hole, the hole I fucked for the first time last night, open up for me.

“Oh, God,” she moans. “You’re so big and thick.”

“That’s right, baby,” I say, “Take my thick cock!” I steadily, slowly, sink it in deeper. Not giving her a chance to get used to it.

She cums again!

“You think that’s thick,” Matt says, as he is naked behind me, feeling my ass, “take a look at what I have.”

He goes and stands in front of her. “Holy shit,” Char moans. “That’s thicker than Jim’s.”

I feel her cum, again, as her hole tightens around my cock.

She came just from looking at his thick cock!

FUCK

“Yeah, it is,” Matt says smugly. “If it makes you cum just by looking at it, Watch what it can make your husband do. Turn over. See what a real, thick, cock can do.”


I'm feeling anxious. Scared. I'm filled with desire. I like the taste of his cum! My cock stays hard in Char's ass. I keep fucking her. I'm liking my lips. My ass starts to pucker. It remembers Char's fingers in there. Now, it wants Matt's thick cock. Char slowly turns over, while keeping my cock in her ass. Matt comes and stands over her, before me. His cock is right before my mouth.

“What would you like to do, boy?” he says. Those magic words. They fill me with a longing for his cock that shocks me.

“You know what I want, sir,” I say, as I lean forward and take that cock all the way down my throat. I feel it get bigger. My tongue, caressing that big, thick vein on the bottom. Just like Char said she likes to do to me.

“OHMYGOD! OHMYGOD!” Char starts to have orgasm after orgasm as she watches me suck on Matt’s cock.

I feel my own orgasm starting. That churning at the base of my cock.

Matt grabs me by the ears and starts to pile drive my face as I try to match his pace with my fucking Char’s ass. He is effortlessly sliding all the way down to his balls. Then back out.

Faster.

Faster!

FASTER!

I can sense when he is going to cum.

Five – I am sucking him deep.

Four- I am pulling out of char.

Three – He pulls back from my throat.

Two – I slam back into Char’s ass.

She is still cumming and cumming and cumming. Her ass is getting tighter and tighter around my cock.

One – Both Matt and I cum at the same time. My breath catches. I’m hyperventilating. I’m swallowing his cum. It’s overflowing onto my face. Matt pulls out and continues to shoot all over me. Thick ropes of 18 year old spunk hanging on my face like a trophy.

I DID THAT!

I feel fulfilled. A sense of accomplishment!

I'm cumming. I'm still cumming!

I open my eyes, waking up.

My hard cock is still spewing cum all over myself and Char.

What the fuck was that???
 

Sklar

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One spurt.

Two spurts.

Three – I roll onto my back.

Four spurts

Jesus, four more spurts. And I don’t even know how many there were before I woke up. And I get that churning at the base of my cock, again. I see all my cum splattered between me and Char and what’s on the sheets.

And my cock is still hard and leaking.

And that churning is getting more intense. That white wave of pleasure is starting to wash over me. It’s radiating out from the base of my cock.

My cock is getting harder.

Stiffer.

It feels like it’s trying to expand but can’t because it’s too confined.

It’s feeling like a tire pump that is trying to pump one more blast of air into an over filled tire.

“Mmm, Jim,” Char says sleepily, as she rolls over to face me. “What’s going on?”

I’m breathing fast. I’m moaning.

I am vividly remembering fucking Char in the ass as Matt force fucks my face from my dream. I can still feel her ass squeeze down on my cock, from the dream. I can hear her amazement as she watches Matt fuck my face. I can smell his musk from his pubes as they are plastered against my nose. The feeling of fullness as he cock is deep in my throat.

And then that churning explodes out of my cock.

I feel it race from the bottom of my cock to the top and it erupts in one long stream of piss cum.

Char says something but it’s lost between my moaning and the pleasure. Every inch it moves up my cock, it intensifies! In my head, I see my cock as a gigantic syringe, pushing that liquid up and out.

My body spasms.

My heels and shoulders are the only thing touching the bed as my body starts to arc.

I open my eyes. I can feel my toes curling in on themselves.

And I see that stream.

Coming right at my face.

As if it’s all happening in slow motion, that stream arcs up and over my abs. It hits my chin. It hits my neck. My body collapses onto the bed.

I’m gasping for air.

The room is spinning.

I see Char dive onto my cock.

Then I feel it enter her mouth.

“OH GOD NO!” I shout.

It’s so sensitive! I feel electricity shoot straight from my cock right into my head. I start thrashing. I’m bouncing, trying to get her off. She is easily overpowering me.

My arms are dead. They aren’t moving at all.

I am seeing white from the corners of my eyes.

It’s too overwhelming! I close my eyes.

Suddenly, I’m calm. As if all my energy was drained out of me. I’m floating on that white feeling of pleasure.

Something moist hits my mouth. I’m hyperventilating into it. My head is suddenly held still. That moistness presses down on my face as I huff in and out. It’s humid. It’s warm. It’s washing my face, again, as I start to lap at that moisture.

Something.

Anything to wet my throat.

Then a new sensation happens. Something is forcing its way into my ass as my face is washed again. That feeling is spiraling out from my ass.

Spinning faster.

Faster.

I feel it start to spin up.

Up through my balls.

Up my shaft.

My face is washed again.

I feel it come out of my cock and, like it’s suspended, it floats around my shaft.

Then I feel my cock enter something tight. Yet loose.

I open my eyes.

It takes me a few moments to realize what I am looking at.

Chat’s pussy.

Sopping.

Dripping.

Covering my face.

Slowly, I feel her fingers leave my ass as she swallows my last load and pulls back.

Letting my spent cock flap onto my stomach.

Her legs are on opposite sides of my head. Next to my ears.

“What. The fuck. Was that?” she asks as she kneels over my face.

I try to move my arms. They are dead weight. I try to move my head, but Char has it firmly locked by her legs. Finally, I try to blow air up her pussy. That gets her to move.

“What just happened?” she says as she moves beside me.

“I think I had a wet dream,” I say huskily.

“Wet is an understatement, Jim,” she says. “I’ve never seen anything like it.”

I try to sit up and can’t. I’m so tired. I’m shaking. Char helps me sit up against the headboard.

A few minutes pass as I get my strength back and get my balance back.

“So…” she says. Fuck. What do I tell her? That I had a wet dream about fucking her in the ass while Matt was face fucking me? And that she was getting off on it? Fuck.

“Jim,” she says, putting a hand on my left shoulder. “It’s okay. A lot of guys have wet dreams. It’s natural.”

“Sure,” I say, “when I was going through puberty, I was having them 2 or 3 times a night. But I’m 35 now. Fuck,” I breath out. “My last one was in boot camp.”

“You had a wet dream in a squad bay full of guys?” Char asks.

“Well, I wasn’t the only one. It was around week four,” I say, remember back. “A lot of us were talking, well, bitching would be a better word, that we hadn’t had a hard on even since we got to boot camp. One of the other guys mentioned that he had heard that the cooks were putting salt peter in our food to keep us from getting sexually frustrated. Back then, it made a lot of sense. What else could keep 45 young recruits limp the entire time. Not a single one of us had the usual morning piss hard on. So, salt peter made sense. We were all pissed at that. How could they do that to us? Granted, we were in boot camp and we agreed to a lot of stipulations. But we never heard about the salt peter stipulation. This goes on for a few days and our senior drill instruction calls us all to formation and has us gather around him. He told us that he heard the salt peter rumor going around the squad bay. So, he asked us these questions. And I have always remembered them. He asked us, ‘Do I eat the same breakfast as you do?’ ‘Yes,’ we answered. ‘Do I eat the same lunch, that you do?’ ‘Yes, we answered. ‘Do I eat the same dinner that you do?’ ‘Yes,” we answered. ‘When I go home at night, I fuck my wife’s pussy. Every. Single. Night. There is NO salt peter in our food.’ With that, he dismissed us. That night, 9 of us had wet dreams.”

“Oh my God,” Char laughs. “That’s too funny! Pretty embarrassing, too, I’d imagine.”

“No, all nine of us were in the showers washing out our underwear,” I said grinning. “We all knew why it happened.”

“So why did this one happen?” Char asks. Crap. I can’t think of anything to say to modify the truth.

“I was dreaming that I was fucking you in the ass, during the three way. You had commented on how thick I felt in your ass. Matt,” I stop talking.

“Matt?” Char asks. “What was Matt doing?”

“I…I was,” Shit, this is hard. I close my eyes.

“Jim, it’s just a dream. What were you doing?”

Softly, opening my eyes, I say, “I was blowing him.” I’m looking down my chest as I say that.

Now she knows.

Fuck.