As they kissed, Cassie had to bend backwards to match lips with her taller lover. She threw her arms around him to maintain her balance in her high-heeled shoes. She could feel his heart pounding in his chest and his strong muscles tensing to hold her weight.
James moved one hand from her ass to the tie holding her wrap-around dress together to undo it. The dress opened up like a robe, revealing Cassie’s trim body and lacy underwear. James was astonished that someone could have a body like that after having kids, but he knew she worked hard at it and could tell she was put together by the clothes she wore around the office.
Cassie fumbled with the buttons on his shirt to begin undressing him. She hadn’t undressed a man in quite some time. Her husband and she had settled into a routine for sex and it didn’t involve taking each other’s clothing off. After showers on Sunday nights, they had their married sex before rolling over and going to sleep before 10:00PM.
Once unbuttoned, James took his shirt off and peeled his undershirt off over his head, revealing his flat abs, firm pecks, and a sparse smattering of chest hair. He ran his hands up to Cassie’s shoulders, under her dress and pushed the garment down her arms. There she stood in front of him in high heels, a thin lace bra, and matching lace thong, like something from his deepest fantasies about her.
“You’re even sexier than I thought,” James told her.
“Thanks, you aren’t too bad yourself.”
Cassie reached for his belt and began to undo it, while James undid the clasp of her bra. She unbuttoned his pants, unzipped them, and dropped his trousers around his ankles. James kicked off his slip-on shoes and stepped out of his pants and Cassie allowed her bra to fall to ground on the rooftop terrace.
There they stood, both topless in each other’s arms. With only thin undergarments standing between them and the release of months of sexual tension. James made the first move and hooked his thumbs in the thin waistband of Cassie’s thong to push it to the ground for Cassie to step out of. She kept her heels on, but was free of all other clothing except her jewelry.
Cassie reached for the waistband of James’s black boxer-briefs, worked the band down over his sizeable, throbbing cock and pushed them to the ground. Her face passed within inches of his dick removing his underwear and on the way back up, she ran her tongue along the shaft and licked the salty droplets of pre-cum off of the tip of his dripping cock.
James took a deep, audible breath as he felt her tongue running along his rod and whispered, “Oh fuck.” He flexed his cock and more pre-cum ran down his shaft.
Now naked, they found each other caressing each other and kissing in the crisp, fall air. If anyone was watching from the street or adjacent building, they were getting a show worth more than the price of admission. James’s hand found its way to between Cassie’s thighs; its middle finger ran along her clitoris to the wetness of her pussy’s opening. He brought the wetness back up to her clit and began to gently rub it in a circular motion.
Cassie moaned in ecstasy and bit his bottom lip. She pulled his body closer to hers as he rubbed her dripping pussy. She reached down to grip his substantial cock with her hand. Her fingers could barely touch after gripping them around its circumference. He was so much bigger than her husband and she eagerly awaited the feeling of his cock stretching her married pussy out.
James nudged Cassie back to the ledge and she sat her ass on the edge of it, facing him. He bent his knees slightly, grabbed his cock and began to work it up and down her wet slit. Her wetness, combined with the pre-cum freely dripping from his member made the silky contact between them effortless.
He continued to rub his dick up and down her pussy and circled the head around her clitoris until the anticipation of penetration was too much for either of them to bear. He guided the tip of his cock to the opening of her pussy and slid it inside of her.
Cassie inhaled and threw her head back, savoring the full feeling of his huge cock inside her. Her husband was an attentive lover and always made sure she climaxed, but his cock couldn’t fill her like James’s. James leaned down, kissed her neck, and ran one hand up her bare ribs to cup her breast in is hand. He slowly worked his cock in and out to make sure she could handle its size.
“You like that?”
“Yes,” she moaned.
“You like feeling your boss’s fat cock fuck you?” he whispered.
She responded by getting even wetter and grinding her hips into his cock.
“You’ve wanted this for a long time haven’t you?”
“Mmmmm,” she moaned.
“Your married pussy feels so good; I can tell you aren’t used to a cock like this.” The more they fucked, the more brazen James got with his dirty talk. Cassie worked her hips up and down his fat knob as he began to thrust harder and harder.
James could sense her orgasm beginning to build, so he stood her up and faced her away from him to break the rhythm and prolong her pleasure. Cassie spread her legs slightly and bent over the short wall around the perimeter of the building. James entered her from behind and grabbed her breasts. Her nipples were extremely hard from the arousal combined with the cool air.
He moved one hand from her breast to her clitoris to rub it as he fucked her from behind. He fucked her hard enough for his balls to slap the top of her pussy and her tits to quake with each stroke.
“You want to be my little fuck toy around the office, don’t you?” James propositioned. “You want to ride my cock whenever you can get it.”
“Oh, fuck me!”
“You’re so hot; I’m getting close to cumming. Where do you want me to cum?”
“Inside me!”
“That’s a good little fuck toy,” James approved and began fucking her more vigorously, his pelvis slapping against her ass, her tits bouncing harder with each thrust.
Cassie responded by grinding her hips on his cock as the tempo of the sex increased; she grinded them harder and harder until she convulsed in orgasm. Her back arched, she bowed her head down, and her wet pussy spasmed on James’s bare cock. James thrust his hips into her and released his heavy load of cum deep inside her pussy.
After regaining her composure, Cassie stood up with James still erect inside her. He wrapped his arms around her waist and kissed her neck. Cassie tilted her head back, kissed James on the cheek and calmly said with a smile, “I enjoyed your presentation and think we should move forward with your proposal.”
Chapter 8:
Something for Hubby
Cassie walked into the master bedroom and saw her husband standing naked in front of the bathroom mirror, brushing his teeth after his shower. She sat her purse down and walked towards Keith, untying her dress on the way.
“Don’t put that thing up just yet,” she said with a devilish grin as she walked by and gently tapped his dick with her index and middle finger. She rounded the corner to their walk-in closet, removing her dress so Keith could see her ass in her thong. She looked over her shoulder and could see him standing there with an erection and a dumb look on his face, his toothbrush still in his mouth.
“You’re so easy,” she giggled.
Keith finished brushing his teeth and hurried to their bed. Cassie rarely instigated sex and he wasn’t about to miss an opportunity to make love to his beautiful wife. “What’s got into you?”
“Oh nothing, I just feel bad for falling asleep on you last night and tonight was a huge stress reliever for me,” she said from the closet. She stepped out of the closet, completely nude and slid into bed.
Keith was on his back and Cassie nestled in beside him, tracing her fingernail down his belly and then gently up the shaft of his average-sized cock. Keith’s body shuttered with the tickle and anticipation of what she was doing. She slid her fingertip around the head of his cock and across a sticky drop of pre-cum on the tip. The nectar formed a silken string as she pulled it away from its maker and gently placed its sweetness on the tip of her tongue. “Mmmmm,” she moaned.
Cassie rolled over o
n top of him, straddling his hips. Her pussy, freshly fucked by her boss less than an hour earlier, was pressed against his twitching shaft. She worked her glistening wet slit up and down his member as they passionately kissed.
Her forwardness was extremely arousing to Keith; she normally took quite a bit of foreplay to get warmed up. “I don’t know what got into you this evening, but you need to keep it up,” he said as he traced his tongue from her ear down her neck. He grabbed her ass with both hands and squeezed hard, causing her to rock her hips into his rock hard cock again.
Cassie reached between her legs to guide Keith’s dick into her dripping pussy. His cock didn’t fill her up as full as James’s or Anthony’s, but it hit her in the right spots because she knew how to work herself up and down it, a benefit of familiarity with her lover.
“I love you,” she said as his cock entered her.
“I love you, too,” Keith replied. “Fuck you’re so wet; your pussy feels so good.”
“I fucked my boss tonight and he came inside me,” Cassie whispered. “You’re feeling his cum around your cock along with my wetness.” The admission made Cassie even wetter and she began to work herself up and down his shaft with more fervor.
Keith strained to keep from cumming inside his beautiful wife from the words. The anticipation, the denial from the night before and her forwardness when he was brushing his teeth, made holding back even harder. For years, he prayed she would act a little sluttier in the bedroom for him. Tonight, his dream came to fruition, a shame his cock was so eager to release its load. He hoped to revel in the moment of his bride dropping a barrier she’d kept raised for so long.
“I’m his office fuck toy now, so you’ll need to get used to my pussy feeling this way,” she added.
Those words were more than he could bear and he exploded in orgasm without warning inside her already seeded pussy. Cassie felt his cock tense and release inside of her and shuttered in orgasm on top of her husband from his reaction to her truthful words. Saying the words out loud, admitting her infidelity, and knowing her husband liked it was a huge turn-on for her.
“Holy shit that was hot, you’ve never talked dirty to me before,” Keith gasped, out of breath. “That was just dirty talk, right?”
“Does it matter; it got the job done, didn’t it?” Cassie suggested with a smile and a wink as she unstraddled his manhood and walked to the shower. Her outward confidence didn’t show how conflicted she was within.
In a way, she felt a little better about coming clean with her husband about her extramarital affair. His reaction gave her validation that all would be fine between them. But did she really come clean? Talking about it with her husband’s cock inside her gave her an out, some wiggle room if he didn’t react the way he did. With her newly awaken desires; she’d have to have a real talk with him sooner than later.
Keith watched her tight body round the corner to the shower and his cock began to swell again at the thought of her actually fucking her boss before she came home tonight. The pillow talk while making love always turned them both on, but could he really handle the reality of his wife fucking other men? Something in her changed during his elk hunting trip. She used to never instigate sex, she never talked dirty in bed to him, and she usually got mad at him if he came inside of her without warning her.
Maybe she just drank a little more than she usually did? That used to cause her to drop her inhibitions a little more in college. Maybe the time apart caused her to build up some sexual tension too? That usually didn’t happen though, she usually seemed just as fine without sex as she did with it. She didn’t act restless, like a caged animal, needing sweet release on regular intervals like a man.
Keith hoped to use her massage with Anthony as fantasy fodder, but his wife ambushed him with talk about James. Does she have a thing for James and she wanted to direct his fanciful talk in bed? That could work, dirty talk about any real person would be better than talk about random, faceless “cocks filling her up.” It’d make his fantasy that much more real and if she had some harmless work desires for her boss, he’d capitalize on it.
Deep in the back of his mind, more thoughts churned. Dirty thoughts. Unspeakable thoughts. So deranged were they, he questioned why he was getting so hard again right after sex.
Keith looked past his growing erection under the sheets. He looked further past his feet, all of the way into the mirror in the bathroom. In the mirror, he could see the reflection of his hot wife in the shower. The water cascaded over her face, through her long, blonde locks, down her ravenous body to the drain in the floor of the shower.
Maybe she really did fuck James? No, she couldn’t have. She wouldn’t have. She’s always been so modest sexually. She didn’t even like wearing low cut tops when Keith begged her to, when they went out on dates for special occasions. There’s no way she’d really fuck another man. They dated for three years throughout high school before she ever let Keith between her legs. She never would let another man fuck her married pussy. Would she?
Unless. Unless, something in her changed. Had years of whispering dirty desires in her ears changed the girl he married? They always both agreed those were just fantasies. Was she reaching her sexual peak? All through high school, college, and their early marriage, Keith hoped the sexual peak in women he’d read about was true. Then, for once, maybe he’d get all he ever wanted. But, her fucking other men for real may be more than he ever wanted.
His erection would disagree, though. He wanted it.
Chapter 9:
Validation
“Fuck!” Cassie quietly exclaimed when the phone rang on her desk yet again. She was getting tired of all of the interruptions today and was having trouble focusing on the bid documents she was preparing for the First Street revitalization project.
“Hello, this is Cassie,” she politely answered in her fake phone voice.
“Hey Cassie, it’s James, can you come down to my office for a moment? I’d like to talk to you about something.”
“I sure can, do I need to bring something for you to look at?”
“No, just you,” he chuckled, vaguely aware of the innuendo.
Cassie saved the documents she had open on her computer and walked to her boss’s office.
“Come in,” James said after he heard two knocks on his door.
Cassie walked in the room and James scanned her body with his eyes to take in all he could before she sat down. She had on a green button-down dress that stopped midway down her creamy thighs, with a belt that contoured the dress to her seductive figure. The top few buttons of the dress were open where James could see her delicate collar bones, but his only hope of seeing any cleavage was if she bent over. Her knee-high leather boots with a high heel made the outfit warm enough to wear in the cool, fall weather.
“Have a seat,” James motioned to the chair in front of his desk with his muscular arm. He had the sleeves partially rolled up on his white dress shirt. Cassie could see individual muscles in his forearms, something you don’t see often in men who hold desk jobs. James took pride in his appearance and regularly worked out before getting to the office.
Cassie sat down and crossed her legs, exposing the tiniest glimpse of red panties to James before they were completely crossed. Once crossed, the toned definitions in Cassie’s legs were evident, as she too took pride in her body.
“I’ve been thinking about the other night and I may have said a few things in the heat of the moment that weren’t appropriate. I don’t want to offend you and believe me, there’re no expectations to pursue what I was saying if you don’t want to. It will have no bearing on your job here at the City,” James stumbled through the words, not sure how Cassie would react to the awkward conversation. “I know you’re married with kids and I don’t want to ruin that for you…”
“I thought we had a deal?” Cassie stopped him with straight lips and a burning stare.
“Oh, well, okay then.” James could read no hesitation in his employee’s fa
ce.
“I went home that night and told my husband.”
“YOU DID WHAT?” James’s heart began to feverishly pound in his chest. He couldn’t believe she’d spill the beans so quickly. What kind of cheating wife does that?
“Yeah, we were making love and I told him that we fucked and I was going to become your office fuck toy.”
“WHAT?” James was flabbergasted. “What the, why would you…” He couldn’t put together a sentence to express what he was thinking. She gave her husband a complete confession about their plans? He could almost understand an emotional breakdown or confession more than saying, ‘Hey, I’m going to start fucking my boss on a regular basis, cool?’
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