A Planned Affair

This is a 3 part story with a few twists and turns.

Prologue - 9 months ago

They had not met for lunch in the city in years. After initial hellos she broke some gossip.

"Sarah cheated on her husband at a conference last year" she said.

"Yeah I heard" he acknowledged then adding "seems like everyone our age is either having an affair or getting a divorce. I don't get it though - like for me it seems the juice isn't worth the squeeze for most affairs."

He added "The idea of an impulsive drunken mistake, late night, messy and risky - like it's just not worth it for me. "

"What if it were premeditated?" she asked "What if it were planned to be exactly what a person wants, planned away from prying eyes - what if it addressed an actual fantasy. An experience that was designed to satisfy, explore, and solve for what you are missing. What if it was guaranteed to be worth it, with almost zero risk?" she confidently pushed the topic.

"Interesting..." he said "I think what you're describing is to good to be true. It would be a lot of planning - there needs to be real time and effort put in by both people. Real thought needs to be put into it. I'm not sure this type of life changing risk can't be mitigated to zero right? Like phones, gossip, feelings getting hurt, jealousy. Im just not sure it's possible, that's not how these things usually go" he paused for a second, "so I hear" he joked dismissively.

With a monotone delivery and serious look she answers "I'm ready to put in the work" she said pausing to add "if you are". Deadpan serious.

Well that took a turn he thought. "Um What?!?" he said. He was sure they were just talking in the abstract he thought.

"I know your sex life has been... frankly lacking" she continued. He gulped - thinking was this conversation planned, did she rehearse this?

"Send me your fantasy, a hand written letter in the mail, no phones, no email. I'll read it and edit it to make sure I want to do it all - no whips or cuck stuff - then I'll send it back to you. If you still like it then rewrite it and send it back. Then I will study and 'train' with it until we meet." She was nervous and said all that in almost in one breath.

"Wait you? You want to be my affair! Also 'train with it'???" he asks "what's that even mean?"

"Yes." She says without hesitation. "Me... I will be your affair and I won't catch feelings" she says with a laugh.

"And 'train' is just - well, I don't know a better word for it but like anticipating, preparing physically - like if your fantasy is a redhead I can dye my hair red or get a wig - but also mentally; I would memorize what you want, I would be thinking about your fantasy when I'm... you know touching myself." She blushed a bit but quickly put her confident face back on.

"I will use it to get myself off" she said this time calmly, directly, and without emotion.

Quickly restating the argument, she repeated. "I will train my mind and my pussy to respond and want your fantasy."

He almost choked on his water when she said pussy. Which she liked, and felt a jolt of electricity between her thighs.

She added "Think of it like practice, yeah thats a better word than 'train' I will practice it."

Admittedly being caught off guard by all of this he worked to regain his composure. He looks directly into her eyes and firmly stated "I liked 'train' better."

"Oooh" she exclaimed flirtatiously, she felt that tingle between her legs again, now he's getting it she thought.

Quickly adding "Ok - We pick the time and the place far away from any risk. No drunken hook ups. And no phones or email - it's all going to be done in hand written letters."

He had one question "I'm very interested in this. I mean you are offering me my fantasy, so yeah of course. But why?"

She anticipated this question from him and was ready "Well assuming this works out as good as I think it will, and like you said if we can make the juice worth the squeeze, later on I'll be sending you my fantasy..." she said adding playfully "to 'train' with."

Just then the waiter brought the food out. "Ok great the food is here and this is all settled, I'll be checking my mail, but until then we don't bring any of this up in real life."

Part 1: Before Dinner

It was midafternoon when he arrived at the agreed upon Airbnb. She was in the shower with the door open when he came upstairs.

"I'll be out in a second, then you come in here and rinse off" she called out.

He noticed two vibrators and some lube on the night stand. This is happening. And by her tone she's 100% unfazed. After almost a year of planning and preparation it's happening now he thought already excited. Their planned affair. His fantasy, the one he's been thinking about for so long - the same one she's been training with.

They quickly swapped places exchanging only a quick glance - she was in a towel but wearing make up, jewelry, and perfume.

He rinsed and dried off quickly. When he was done he came out wearing only a towel. There she stood, she was the sexiest woman he had ever seen and she was now wearing thigh high black stockings and not a lick more, standing in-front of a folded up towel. He saw a perfectly sculpted landing strip above her pussy which was cleanly shaven, her tits looked huge, and her hair was in up in a tight librarian bun.

"You know what I want this weekend" he asked as he walked up to her?

"Yes. You want a non-stop fuckfest and I get to be your personal cumslut." she answered confidently.

He moved behind her, kissing her neck and ear while gently squeezing her breast. She moaned slightly - the date they chose made damned sure she was ovulating -now with her heightened libido and extra wet pussy she was ready.

She whispers "I can't wait for your first cum."

"Where do you want it" he breathed in her ear, simultaneously moving his hand to her glistening pussy.

"Do you want me to first fill your hot wet pussy?" he suggested as he began lightly touching her.

Teasingly he continued, now moving his finger to her mouth "or are you going to swallow my cum first."

They both knew the answer but he wanted to hear her say it.

She licked the finger he had on her lips and confidently said "I want you to cum in my mouth honey, and I hope it's a lot." He groans in appreciation hearing her say this.

She spun around, grabbed his towel pulling it down while getting on her knees on the folded towel. His hard cock was pulsing with anticipation.

She grabbed his cock and looked into his eyes. "I'm going to suck this cock until I make you cum so hard in my mouth you will never forget it. I am your total cumslut this weekend."

He groaned as she slowly stroked him.

She was looking up at him "mmmm you like when I say that? Begging for your cum in my mouth like a good little slut."

Not waiting for his answer, she immediately took the head of his hard cock in her mouth, moaning on it, excitedly pumping it in and out. She knew she needed to slow herself down and started licking and teasing the head - she then felt her pussy drip and couldn't believe how wet she was getting from just sucking his cock.

But it was more than just the hard cock in her mouth. She knew she was giving him his wildest fantasy. She was also excited by the power her dirty talk had on him. She knew exactly how she was going to fuck and suck this beautiful man into ecstasy. She had a plan.

She looked into his eyes while licking him and said "I'm expecting you to cum for me at least 9 times before we leave."

He just whispered "yes" watching her expertly make love to his dick. She sped up stroking him and started sucking again.

She said each word in between lingering sucks looking up at him

"I

Want

Every

Drop

Of

Cum

You

Have.

All

Of

It."

"Oh my god" he said "you are so fucking good." as she continued sucking now using two hands.

"Oh yes" he moaned louder now "I've imagined you doing this for so long. Oh yes, suck my cock, yes, yes."

His hips started moving - she kept on sucking. Even at though she was working his cock at a medium pace, he knew he wouldn't last long. It was so hot having his cock in her mouth while she is looking up at him.

With her one hand she rubbed his big heavy balls eliciting a big moan "fuuuuuuuck" he said "I haven't cum in two days" - his eyes closed shut now - trying to stave off his orgasm - she knew this signaled how close he really was.

She knew it was her opportunity to push him over the edge - she took her mouth off him still stroking his hard cock and said "cum for me! yes do it! cum in my mouth."

He grabbed her hair making her pussy tingle and her mouth moan. He looked down on her and said "Suck me now... mmmm.. Yes suck me... Yes make me cum."

As soon as she put him back in her mouth he started shooting his thick cum. It was a lot, it was warm, it was salty and she swallowed it down hungrily. It was thick and she kept her mouth on him as he shot 6 or 7 times swallowing it all. Pumping his cock after every shot. She kept sucking him, moaning on his cock waiting for him to open his eyes and see her. Once he did and the feeling passed she gingerly licked the last drop off the head of his cock and stood up.

"That's one babe" she got up saying saying flirtatiously "I'm expecting a lot more where that came from. You promise you will give me all of your cum?"

His head spinning and legs weak he embraced her and kissed the same mouth he just unloaded into.

Looking into her eyes he said "don't worry I have a lot more to make you into my cumslut, but first I need to taste you. I'm going to lick your pussy till you scream and cum on my mouth. You can be the loudest slut you want to be - there is no one around for mile"

She jumped on the bed, spread her legs, and said "come and taste me baby, come and lick my pussy"

Not waiting a second he quickly climbed between her legs face first. He gently ran his hands down her inner thighs, letting his nails just scratch her soft skin. At the same time he licked just to the right the entire length of her pussy. She moaned and he did the same to the left side.

He gently moved and licked right between her pussy and ass, resisting the urge to taste her wetness. But he smelled her sex. He then used just the tip of his tongue teasing her flower without touching her clit or opening. This gave him his first taste and he moaned approvingly.

"Mmmm. your pussy tastes so good" he said admiring her pussy, taking his time.

He licked her again, with more pressure - being rewarded with more of her nectar.

"Fuuuck please eat my pussy. I can't take the teasing anymore" she whispered while pushing her hips toward his mouth.

"Tell me how much you want it." he kept teasing her beautiful pussy, going firmer and deeper with his tongue but still avoiding her clit.

"mmmhhm I need you to lick and suck me. mmm I want to cum all over your mouth. please do it.... please I need to cum" she moaned while rocking her body.

He was barley able to tease her any more and wanted so badly to start eating this beautiful pussy. So he did.

He finally made contact with her clit, but gently circled it with his tongue. Reaching up he teased her nipples and grabbed her big tits. He started sucking her clit and then released it moving lower to her dripping entrance. He did this a few times alternating moving his head up and down.

"More" she said "more please more" she repeated. He responded by letting go of her tits, finding her hands, and placing them on the top of his head.

The next time he licked and sucked her clit she made sure his head didn't move moaning "yes. yes. there. don't stop." grinding her pussy into his wanting mouth. Her lust was turning him on and he did a deep low moan on her pussy while sucking her clit - it had the exact effect on her that he was wanting.

He knew she was close by the sounds she was making and moved his hands down and grabbing her ankles, now holding her down keeping her legs spread.

"Don't stop. i. i. i'm so close. please make me cum" she said. Talking into her pussy while still licking her he orders her "cum... yes... cum for me... cum on my mouth" then while moaning he held her clit in his mouth and began flicking it while sucking.

She lost it and started cumming for him, just like he told her. She pulled his hair while humping his mouth wanting more. Groaning "fuuuuckk fuck fuck fuck yes im cumming fuck". He kept at it until she stopped bucking.

He kept his hold on her ankles not letting her move, her orgasm finished but went back to teasing and licking kissing her little pussy which was dripping now. "Please no more, i cant". When he let go of her ankles she felt the blood rush back to her feet. She was on a cloud.

He moved up on the bed and laid down next to her while she was recovering from the orgasm she herself fantasized about. "Oh my god I'm fucking wet" she rasped.

"I loved making your pussy cum on my mouth." He kissed her ear "Making you cum makes my cock so hard. I need to be inside you. Now." he said impatiently.

She was more than willing and pulled him on top of her. She reached down and grabbed his hard dick. Fuck it was hard she thought. If she wasn't dripping wet already she would be just knowing how hard he got from licking her pussy and making her cum - makes sense she though he does have a pleasing kink.

He pushed just past the ridge of his cockhead into her wetness, slowly as he kissed her ear, then slowly withdrawing so just his tip was touching her entrance.

Looking into her eyes he asked her "more?"

"Yes more." she said.

He responded by roughly pushing half his cock in harder and faster. Slowly pulling out again, her pussy closing tightly behind him not yet used to his size.

"more?" he asked again.

"Yes more, deeper, please" she gasped and he thrust as hard, and deep and rough as before but this time his cock was slick with her wetness.

"more?" he asked again

"yes, fuck me deep - please give me your cock" before she finished answering he slammed his full cock into her wet pussy. It felt so big and hard. She finally felt full and stretched. She loved having him buried inside of her dripping pussy. He fucked her slowly but hard, stretching her more each time.

"Oh my god, fuck, yessss" she exclaimed relishing his full cock buried in her. She refocused on him, she needed his cum for the next part and she was going to get it.

"Yes" she urged him "keep fucking me, yea fuck me hard and deep."

He pinned her arms above her head and held her down by her wrists fucking her deep and kissing her. "Yes do it baby. Fuck my pussy." she loved the effect she was having on him with her words and her pussy.

"Oh my god your pussy feels amazing, I can't wait to cum inside you." he said.

"Yes do it. Fill my pussy mmmmmm fill me. I need your cum. I'm gonna put on a show for you after you cum deep in my pussy. Would you like that?" They both knew exactly what she was talking about and it motivated him even more to fuck her harder.

"Give it to me. Fuck me deep. yeah. Give me your cum. I want your cum. Make me your cumslut." she said aggressively, now demanding his cum, digging her heels into his bare ass.

He couldn't stop now even if he wanted to, he held her down and fucked her deep and fast. Every stroke closer to cumming.

"Fill me" she ordered "Cum in my pussy, flood my pussy with your cum" now squeezing her pussy around his thrusting cock.

She triggered him with that - she looked down and watched as he pushed deep and hard shooting cum up into her at least 6 times. She felt his cock pulse each time with each desperate thrust. She felt his body tighten and then began to feel his warm cum drip from her overflowing pussy.

She got what she wanted. She stayed on her back with him still in her, his cock slowly retreating.

"Oh yes babe you gave me sooooo much cum! Sit back and watch your dirty cumslut give you a show." she taunted.

He leaned back on his knees and watched as she teased her pussy with her perfectly manicured red fingernails. His eyes were glued to her as she moaned and rubbed his cum on her little clit still sensitive from him eating and fucking her. He sat back mesmerized by this woman, slowly stroking his cock. Feeling it get bigger.

She was now rubbing his cum up and down her slit. While her other hand reached for the small bullet vibrator.

She began slowly teasing her pussy for five minutes using her vibrator to put on a show for him, she felt so dirty and slutty.

While slowly circling her clit she watched him watching her. "Mmmmm i needed your cum in my pussy. Watch me touch myself. Oooo yea it feels so good being filled up by your warm cum. Thats it - yea stroke your cock. I want it hard again. Are you going to give me more cum? I want more cum."

His cock recovering he moved up on the bed - she already knew what was next and opened her red lipsticked mouth to let his hard cum covered cock in.

She was now really working her clit with the vibrator. He was taking a moment to commit to memory the scene before him. The feeling of her sucking him coupled with the sight of her in black thigh highs on her widely spread legs was everything he dreamed it would be.

He reached down and slid a finger deep in her pussy, withdrawing it - now coated and dripping in his cum. She moaned hard on his dick because she knew what was coming next. She had read his fantasy, she had made herself cum thinking about this part specifically. He slowly circled her tight little opening with his dripping finger, spreading cum all over her tight ring.

She locked eyes with him and said "mmmmmmm do it! make me your cum slut. push your cum in my ass". He slowly pushed the finger covered with his cum into her ass. She moaned on the cock in her mouth. It wasn't deep but her body tightens with each little probe into her ass.

"That's a good girl " he said. "Now you are my total cumslut."

She loved hearing those words, she is building up now she thought - having taken his cum in her mouth and pussy and now in her ass made her head spin! She has gotten off to this very thought so many times in the last 9 months.

She takes her mouth off him but keeps stroking his cock and keeping the vibe on her clit and moans "Ohhhh I love what you're doing to my ass, more. push your cum into my ass with your finger. ugggh I want more cum." He keeps playing with her ass, getting his cock sucked for a few moments. Each time her vibrator hits the right spot she moans on his dick and her ass tightens on his finger. They keep playing like this till she cant stand it anymore.

"I want more cum, are you ready to give me more? can you cum in my pussy again?" she pleads.

He gets the hint, slowly teases his finger out of her cum lubed ass, and moves between her legs. He now see the majority of his cum has leaked from her pussy down all over her cum covered ass. She is a sexy mess.

He tells her "you look so good with cum dripping out of your pussy" while he slowly strokes his hard cock.

She begs him while focusing on her vibrator "mmmm push your cum back in. Push it all back inside me, I want all of it I'm really close i want your cock stretching me." He positions his cock at her cum covered entrance.

"yeah? my little cumslut wants to cum on my cock? you wanna cum again while i fuck your cum filled pussy?" he teases moving his dick up and down her whole pussy.

"Fuck your cum back into my pussy. make me take it. Make me cum! mmmmm fuck just do it" she exclaims spreading her legs wantonly wider.

He is shaking with anticipation as he pushes just past his ridged cockhead all the while watching her use her vibrator.

"I'm close to cumming i need it now. push your cock into me and fuck your cumslut" she desperately demands - he slides his hard cock all the way in. Her eyes grow wide and she opens her mouth wide.