For as long as Cassandra could remember, she felt like the luckiest wife in the world. Sure, being 27 and the epitome of Latin allure with her combination of raven hair, bronze skin, and amber eyes meant that she never longed for suitors, but it was David that had caught her eye. Awkward as he was gentlemanly, Cassandra always appreciated how David loved her for more than just her looks. For five years now, her 30-year-old husband David had checked every box Cassandra had for a husband- except one. David, committed to being able to provide for their future family, was overburdened by his career. Not helping matters was David’s 40-year-old boss, Jeff.
Cassandra had only met Jeff once, and was immediately turned off by the way he ogled her figure during a company picnic. However, it wasn’t his unabashed desire for her that upset Cassandra the most- it was Jeff’s insistence that David travel for work. By Cassandra’s latest count, David had already traveled for work six times this year, and it was only March! Cassandra was tired of Jeff working David like a dog, but David always defended his boss in an effort to help Cassandra realize that getting in Jeff’s good graces could lead to a promotion and higher salary, enabling them to finally begin trying for a baby.
Despite the constant travel to begin the year, Cassandra took solace in the fact that this upcoming weekend was their anniversary. David always did his best to avoid traveling on their anniversary, and it mean the world to her. Unfortunately, David wasn’t as lucky this year.
“I can’t believe Jeff is making you travel on our anniversary,” Cassandra bemoaned, irritated at her husband’s inability to disconnect from work.
“I know, Cass, I hate it too. But Jeff said that this convention is a great way to connect with others in our industry,” David comforted, hoping that Cassandra would see the big picture.
“I feel like Jeff doesn’t even care about our relationship or us wanting to start a family,” Cassandra replied dejectedly, “he has to know you can’t keep traveling like this once we have a baby on the way.”
David hugged his beautiful wife tightly, consoling her with soft kisses and a back caress. “I promise you, once I get back from this trip, we can begin trying. I want you to known I’m committed to you and the beginning of our family together.” Cassandra felt her eyes swell at his reassurance, and gave him one last big kiss before he left for his trip.
As Cassandra sat around the house, she couldn’t help but dwell on David’s last comment to her before he left. Cassandra had actually stopped taking her birth control a few weeks ago, planning on having herself and David create their first life together on their anniversary, but she knew it was now only a daydream. Or was it? The more Cassandra thought about it, the more she began to devise a plan to celebrate their anniversary together, even if David wasn’t home. Without thinking twice, Cassandra booked a plane ticket and decided to surprise David at his hotel.
Cassandra arrived at David’s hotel, knees weak buy excited to see her husband. She had made sure to look the part at this formal hotel, wearing a tight black dress that perfectly accentuated her curves and bright red lipstick. As Cassandra walked up to the front desk, she noticed the concierge give her a sly look.
“Can I help you, ma’am?” he asked, surprised someone was arriving at the welcome desk just after midnight.
“I hope you can,” Cassandra shyly replied. “My husband is staying here for a work convention, and I was planning on surprising him! It’s our anniversary.”
The concierge immediately understood and asked for Cassandra to provide some personal information about David to verify their relationship. After Cassandra had done so, the concierge began to look for David’s room.
“I will tell you, your husband’s name is not showing up in our room booking system,” the concierge said with confusion. “Is it possible someone else booked his room?”
After a few seconds of contemplation, Cassandra had her light bulb moment. “Can you look up his boss, Jeff? He may have booked both rooms.”
Sure enough, the concierge found both of Jeff’s room. “Ok… I see two rooms. Do you remember which he chose, 310 or 301?” Cassandra replayed her conversation with David earlier in the day. She had tried to do a memory trick, but she forgot which one she had chosen. ‘Did I end up with 301 because Jeff is odd, or 301 because David is my number one’ Cassandra weighed in her mind. Taking a risk, Cassandra confirmed that it was 301.
After the concierge confidently handed Cassandra the room key, she scurried to the elevator, anxious to see her husband. A part of her was nervous about the room number debacle, but she assumed that, worst case scenario, she would see Jeff in the room and immediately go back downstairs, as long as he promised to keep her visit a secret until she traded in the room key for the correct one.
Cassandra approached 301, the sweat in her palms coating the room key as she held it tightly. Finally gathering up the courage for potential embarrassment at the hands of Jeff, Cassandra opened the door.
As Cassandra entered the hotel room, she was filled with excitement at the thought of surprising her husband, David. Her tight dress clung to her every curve, and her high heels made her legs look longer and sexier. Cassandra felt reassured when she saw that the lights were completely off. David told Cassandra all the time about how Jeff likes to stay at the hotel bar and drink until dawn during these types of business trips, so she knew it must be her husband getting an early night’s sleep. Her heart raced as she heard the soft, rhythmic breathing of someone in the bed, believing it to be David.
Cassandra hesitated for a moment, but decided to leave the lights off in an attempt to surprise her sleeping husband. She slowly made her way to the bed, her hips swaying seductively with each step. She climbed onto the bed and straddled the sleeping figure, running her hands over his chest.
“David, wake up,” she whispered, leaning in to kiss his neck.
Jeff couldn’t believe his luck. Jeff had always thought Cassandra would be an amazing fuck, and her own mistake was going to allow him to finally test that theory. Jeff laid in the bed, still as could be, savoring the texture and wetness of Cassandra’s lips and tongue as she traced his neck with kisses, believing it to be David. However, Jeff knew that, if we was going to be successful in fucking Cassandra, he had to keep up the charade, so he continued to pretend to be asleep as Cassandra continued to straddle and kiss him.
Cassandra was surprised by David’s inability to wake up after she had coated his neck and face in soft, sensual kisses, but she remembered that David was a heavy sleeper.
“Looks like I’m going to have to have my way with you, then,” Cassandra teased as she whispered into Jeff’s ear, believing him to be David. Cassandra, seductively nibbled on Jeff’s ear following her remark, her horniness for her husband at an all-time high.
Cassandra took it as a sign to continue, and she leaned in to kiss his neck, her hands roaming over his body.
“Mmm, you feel so good,” she murmured, pressing herself against him. She trailed her lips down his chest, stopping to nibble on his nipples. She could feel his body responding to her touch, and it excited her even more. “You’re so warm and strong, just like I remembered,” she purred, running her hands from his chest down to his abs.
As her soft hands continued down to his thighs, she noticed that he wasn’t wearing any pajamas, and was completely naked. She couldn’t help but tease him as she leaned in and licked his chest.
“Someone’s been naughty, not even wearing any clothes to bed,” Cassandra said playfully, thinking she was talking to David. “I’ll have to punish you for that later.” As she made this comment, Cassandra slowly wrapped her hand around Jeff’s erection, sensually beginning to stroke him with patience and desire.
Jeff couldn’t help but smirk at her flirty comments, but he remained silent, enjoying the deception. Cassandra continued to kiss and lick Jeff’s chest and neck, her hand continuing its slow but methodical stroking of his cock. Cassandra began to rub her thumb on the tip of Jeff’s penis, feeling the precum oozing out of him. Cassandra smiled to herself, thinking that “David” was ready to slide inside of her.
Prepared to escalate the situation, Cassandra licked her way back up to his ear and whispered, “If it makes you feel better, I’m not wearing any underwear, either. Just for you, baby.” As she spoke, Cassandra began to rub the tip of Jeff’s penis between her labia as she continued to straddle him, believing it to be David.
Jeff’s body tensed at her words, and he let out a small moan. He couldn’t believe how easy it was to deceive her, but he also couldn’t deny the arousal he felt from having her tease his penis tip between her labia. Jeff knew they were close to fucking, and he just had to be patient a little while longer.
Cassandra continued to rub Jeff’s penis tip between her labia, covering her entrance with his thick precum. She assumed it was her husband’s and smiled to herself, knowing how much he must be enjoying. “David, you’re leaking so much for me,” she said in a sultry voice, “but I know a better place for this.”
Cassandra let go of Jeff’s cock for a moment as she began to remove her dress, lifting it over her head to reveal her naked figure. Cassandra took Jeff’s hands into her, believing he was David, and placed them on her breasts. Even though the room remained devoid of light, Jeff could feel how full and natural her breasts felt, her nipples standing at attention.
“It looks like someone’s finally awake,” Cassandra teased as she once again took Jeff’s cock in her hand, believing it to be her husband David’s.
Cassandra savored the sensation of Jeff’s length in her hand, stroking him slowly up and down. The hardness of his manhood felt different than she remembered, but she didn’t think much of it, assuming that it was simply because it had been so long since she had been with her husband David.
Cassandra leaned forward and whispered against Jeff’s lips. “I think you’re finally ready, David.”
Cassandra leaned forward, positioning herself in such a way that the head of his penis was pressing against her entrance. She took a deep breath, savoring the anticipation that was building inside of her. She slowly began to lower herself down onto him, taking her time and enjoying every inch of him as she sank onto his cock.
The sensation of being filled up by his rigidness was intense and overpowering. She couldn’t believe how good it felt, and she couldn’t help but moan with pleasure as she felt him stretching her out. The sensation was familiar yet different, and she couldn’t put her finger on why.
Jeff’s body trembled as he felt Cassandra’s warm, wet folds envelop him. He had been waiting for this moment for what felt like an eternity, and the sensation was almost overwhelming. He could feel every inch of himself sliding deep inside of her, stretching her out as she lowered herself down onto him. A low growl escaped his lips as he savored the sensation, relishing in the tight grip of her velvety walls around him.
Cassandra heard his low growl, and a sly smirk spread across her face. “Mmm, you like feeling my walls give you a hug? They missed you,” she purrs.
Cassandra closed her eyes and began to move her hips in a slow, circular motion. She was lost in the moment, the feel of his cock inside of her was all-consuming. Every nerve in her body was on fire, and she was completely overwhelmed by the pleasure that he was giving her.
She thought to herself how much she loved David, how much she loved feeling his hard dick inside of her. She murmured, “You feel so good, David,” without realizing that it was not her husband.
Jeff remained silent, letting Cassandra take the lead. He was enjoying the sensation of her tightness enveloping his cock, and he could feel her warm wetness surround him. Jeff continued to allow his hands to explore Cassandra’s body, making sure to experience as much of her as he could while he still had the opportunity. Jeff began to grip Cassandra’s ass, savoring how plump it felt even without clothing on.
As Jeff and Cassandra moved together in a rhythm, he couldn’t help but marvel at the feeling of her hot, wet walls enclosing him. With each thrust, he felt himself getting lost in the heat and friction between them.
“Oh, David,” she moaned. “You feel so good inside me.”
For Cassandra’s part, she was doing her best to fight back her impending orgasm, to no avail. As she writhed on top of him, he could see her body tense up, her pussy squeezing his cock as she allowed herself to give in to her pleasure.
Jeff couldn’t help but grin at her mistake, enjoying the thrill of the taboo as he continued to move inside her. He couldn’t believe that she still didn’t realize that he wasn’t her husband, David. He could feel his own orgasm building, but he wanted to hold out just a little bit longer, to prolong the pleasure.
Despite his best efforts, Jeff could feel his orgasm getting closer and closer. With each thrust, he could feel the heat and friction between them intensifying. He could feel his balls tightening and knew he was getting close to cumming.
As Cassandra felt Jeff begin to tense up inside of her, she couldn’t help but moan in anticipation. Her body was already pulsing with pleasure, and the thought of feeling his release inside of her was almost too much to bear. She clutched at him, urging him on with her movements as she whispered in his ear, “Yes, David, cum inside me.”
Jeff’s body responded to her command, and he thrust into her one last time, his orgasm overtaking him completely. He let out a guttural moan as he felt the hot, thick semen shooting out of him and into her. With each spurt, he could feel Cassandra’s walls clenching around him, as if her body was eagerly milking every last drop of his seed.
Cassandra’s whole body shook with pleasure as she felt the warm, sticky liquid filling her up, coating her walls with its slickness. She arched her back and cried out, her voice filled with ecstasy as she allowed herself to be lost in the moment. It was as if every nerve ending in her body was on fire, and she couldn’t help but feel like she was in a dream.
As the intense pleasure began to subside, Cassandra collapsed onto Jeff’s chest, still straddling him. She breathed heavily, basking in the afterglow of their mutual orgasm. She could feel the warmth of his body and the hardness of his manhood inside of her, which made her feel completely fulfilled.
Her mind was a blur of pleasure and desire, and she couldn’t help but whisper in his ear, “That was amazing, David. I want you to know that for our anniversary gift, I stopped taking my birth control and I’m ovulating. I want to start our family, and I want you to be the one to make me pregnant.”
Jeff’s heart raced as he realized the gravity of what she was saying. He couldn’t believe his luck and the opportunity that presented itself. He found himself starting to get hard again just thinking about it.
Cassandra continued to kiss Jeff’s lips, believing they were David’s, until she finally decided to look at her loving husband. “Let me turn the light on and see the face of the handsome man who just got me pregnant,” she flirted as her hands fumbled for the light switch. Within seconds, the room was flooded with light. The shock on her face was palpable as she realized the person she had just had sex with was not her husband, but his boss.
Cassandra let out a piercing scream, but before she could say anything, Jeff quickly covered her mouth with one hand, muffling her cries. With his other hand, he firmly gripped her hip, holding her down in his lap with his penis still inside her.
“Shh, calm down,” Jeff whispered in her ear. “You don’t want anyone else to hear, do you?”
Cassandra’s breathing was ragged as she stared wide-eyed at Jeff, trying to process what just happened. She could feel his warm breath on her neck, and the sensation of his hand on her hip made her shiver with both fear and pleasure.
Despite the shock and confusion coursing through her body, Cassandra couldn’t help but feel a flutter of excitement deep in her belly. The thought of being caught in the act with her husband’s boss was scandalous, forbidden, and thrilling all at once.
As she struggled to catch her breath, Jeff leaned in close and whispered in her ear again. “You’re so beautiful,” he breathed, his lips grazing the soft skin of her neck. “I’ve wanted you for so long, Cassandra.”
Cassandra’s heart skipped a beat at his words. She had always known that Jeff found her attractive, but she never imagined he would act on his desires in such a bold, reckless way.
Jeff slowly pulled his hand away from her mouth, and Cassandra immediately began to question him. “Jeff! What the fuck?! Why didn’t you say anything?! I could kill you!” Cassandra whispered with contempt.
“I was asleep when you came in here. Hell, for all I knew, this was just a very realistic dream,” Jeff teased, causing Cassandra to roll her eyes and become even more frustrated.
However, despite her lingering guilt and shame, Cassandra couldn’t resist the alluring pull of Jeff’s touch. She leaned into him, savoring the fact that they were still connected. Jeff slowly picked up the pace of his thrusts, taking Cassandra’s silence as approval to continue. Cassandra was so overwhelmed by emotions that her body turned to the pleasure it was beginning to feel as a sort of defense mechanism, allowing him to take control and guide her body towards another orgasm.
With each thrust of his hips, Cassandra felt a rush of sensation ripple through her body. The feeling of his hard length inside her, coupled with the way he held her down and kissed her with unrestrained passion, was enough to send her over the edge once again.
As her body convulsed with pleasure, Jeff continued to move inside her, his own release building to a crescendo. Cassandra felt him shudder against her, and she knew that he was close.
“Jeff, I wasn’t joking. This is super risky, you have to pull out,” Cassandra pleaded halfheartedly in between moans.
“Baby, the damage is done, at least for tonight. Just accept the pleasure I’m giving you,” Jeff smoothly replied.
Cassandra couldn’t even argue with Jeff’s response, opting to simply nod her head sheepishly. With a final, powerful thrust, Jeff erupted inside her, filling her with his hot, sticky seed. Cassandra felt every splash against her cervix, partially wincing at the knowledge of how dangerous it was for Jeff to be doing this.
Cassandra lay there for a moment, still dazed and breathless from the intensity of the experience. She knew that what had just happened was wrong, but in that moment, all she could think about was the feeling of Jeff’s body against hers, and the deliciously taboo nature of their illicit encounter.
As the reality of the situation began to set in, however, Cassandra felt a wave of panic wash over her. What would happen if David found out? How could she ever explain this to her husband? The questions swirled around in her mind like a swarm of angry hornets, threatening to undo her with their intensity.
For now, however, all she could do was lie there, spent and sated, with Jeff’s body still pressed against hers. The weight of his embrace was both comforting and suffocating, and she knew that she was in deep, deep trouble.