Summary:
Jessica Thompson, a young employee on a business trip in Vancouver, spends the final evening at a hotel bar wearing a revealing dress. After her coworkers leave, she stays with her married boss David and gradually reveals her adventurous personal life. She shows him she is not wearing panties, shares details about her dominant boyfriend, and offers to act on any fantasy he wants. Later, in his room, she performs oral sex on him while he makes a routine phone call to his wife.
Here is your Story: My Boss Got a Blowjob While Talking to His Wife
She sat at the bar. Every guy had watched her all evening. The red dress made her look like pure temptation. Her cleavage plunged deep. The hem barely covered her ass, which is why she picked it. Light hit her strong thighs. Plenty of skin showed. She was the center of attention. Jessica Thompson felt their stares burn across her skin like heat from a summer grill, her nipples tightening under the thin fabric as she shifted on the stool.
She had started with five men. Now only her boss remained.
Bar Tease Turns Serious
Jessica Thompson sat in a hotel bar in Vancouver, sipping a cocktail. It was almost eleven at night. The rest of her work group had gone to their rooms. This was their last night in Canada. Jessica had chosen one of her more revealing dresses. She knew exactly what she was doing to every man in the bar. She sipped her drink through a straw, wrapping her lips around it. Then she crossed and recrossed her legs. Every guy watched on instinct. Was she even wearing panties? Her pussy felt slick already from the thrill, the cool air teasing her bare folds each time her thighs parted.
The Black bartender had the best view of her deep cleavage. He had already had his share of Jessica. She had flirted with him earlier in the week. She showed him her Queen of Spades tattoo, and that meant he visited her room after hours. She welcomed him stark naked. Jessica took care of all his needs. She took two loads from his Black cock. The bartender remembered covering her face and tits before she rode his ten inches until he filled her. Her cunt had clenched around that thick shaft, milking every drop while sweat dripped down her back.
Tonight was planned. She sat with the guys, drinking. Brandon had told her, “On the last day, I dare you to show off to your boss. Tease him. Seduce him. See how far you dare to go.” She had packed the dress because she knew the effect it had on men. Those words gave her free rein. Her limits were almost nonexistent compared to most people. She had already gone through airport security with a metal butt plug in her ass, setting off alarms and getting pulled for a private search. The guard’s hands had lingered on her ass cheeks, and she had bitten her lip to keep from moaning.
Now she sat at the bar, making sure everyone’s eyes stayed on her. Her appetite for alcohol, like her sister’s, left her happy but not drunk. Four of the five guys had already gone to their rooms. Jessica wanted one more cocktail, so her boss David stayed and drank one last whiskey. She felt his gaze drop to her tits again and again, her nipples hard points against the dress.
“So how did you find this first trip abroad, Jessica?” David asked.
“I’ve enjoyed it. It was nice to be asked to step up into Lauren’s role while she’s on maternity leave. Then to be asked to come on the trip with you guys.” Jessica sipped more of her piña colada. “I just hope I did a good job. It was good to see how the Canadian side of the business works.” Her voice stayed steady even as she spread her thighs a fraction wider, letting the scent of her wet pussy drift toward him.
“I think you did really well. I’m impressed.” David’s eyes kept dropping to the body in front of him. “You worked hard. The feedback said you shared ideas and stayed open to new ones.” He shifted on his stool, his cock already half hard in his slacks.
David could not keep his eyes off Jessica’s body. She looked at him. “I love to try new things. I’m more adventurous than most people think.” She winked at the bartender as he walked by. Her fingers traced the rim of her glass, slow and suggestive.
David leaned on the bar and sipped his whiskey. “And who would have thought you would look so amazing on our final night. Letting your hair down.” His wedding ring glinted under the lights as he gripped the glass tighter.
“Oh, this dress was packed for the last night, just to show people the real me. Yes, at work I have to dress normal, but this is how I am outside the office. If you saw me when I work from home.” Jessica smiled. She uncrossed her legs once more, the dress riding up to flash the edge of her shaved cunt.
“Well, it’s quite a revealing side of you. I didn’t mean that…” David tried to sound professional. His pulse hammered in his ears.
Jessica turned on her stool and touched his knee. “It’s okay. My boyfriend chose this dress for me to wear today. He knows how revealing it is. He wanted me to show off on the last night. He wouldn’t mind you and every guy in this bar looking at me.” Her touch lingered, fingers warm through his pants.
“Well, I have to say, you look stunning in it.” David was trying to stay professional, but he was still a man. He played with his wedding ring. His cock twitched at the thought of her bare pussy under that hem.
Jessica faced him, leaning on the bar with a devilish smile. “David, I don’t mind you looking. If I’m honest, I like guys looking at me. Just because you’re married doesn’t mean you can’t enjoy the sight of a beautiful colleague, does it? I’m sure if your wife were dressed like this, you would be admiring her.” She licked her lips, tasting the sweet drink.
Jessica sat provocatively. “I don’t think my wife would dare wear a dress like that.” David muttered, his eyes locked on her thighs.
“Too revealing?” Jessica asked. She uncrossed her legs and straightened the dress. It barely covered her. David’s eyes dropped. He wondered if he had really seen her flash everything earlier. She must be wearing panties. He must have imagined it. But the glimpse of pink folds told him otherwise.
“See, where you’re married, I’m very lucky with my relationship,” Jessica said. David’s gaze snapped back to her face, but he could not help glancing at her cleavage again. His balls ached with need.
“What you see in the office and what I’m like out of the office are two very different things,” Jessica teased. She leaned forward so her tits pressed together, deep cleavage on full display.
David sipped more whiskey, but it did not help him control his lust. His mind raced with images of her on her knees.
“So come on, tell me what the Jessica outside the office is like?” David asked.
“Oh, I would happily tell you, but you’d be shocked. If I tell you, then it stays between us. What’s said here stays here.” Jessica waited. David nodded. His breathing had gone shallow.
“Relax. Your wife’s not here. I’m not going to tell her that you’re looking at my tits. You and every other guy here. But you’re the lucky one sitting and talking to me.” Jessica took another sip. “The real me outside of work… I have a Black boyfriend, but he’s more than that. I’m submissive. He’s dominant.” There was a twinkle in her eyes. Her pussy clenched at the memory of Jake’s orders.
David raised an eyebrow. He had not expected that. His cock pressed hard against his zipper now.
“At times he’s my Master, my sir. He can order me to do things. He gave me instructions for the trip, which included wearing this dress tonight so you get to see the real me. He can even tell me that other people will be my master and I should obey them. Shocked yet?” Jessica’s voice dropped low, husky with want.
“You’re winding me up?” David said. His hand trembled on the glass.
“Not at all. In my room I have a collar I wear that says Black owned. I have a Queen of Spades tattoo, but I’m sure you don’t know what that means. The bartender does.” Jessica nodded toward the Black bartender. Her nipples throbbed under the dress.
David called him over. “Another drink?”
“No, actually a question for you. Jessica says she has a Queen of Spades tattoo.”
“Oh, that. Yeah, I saw it the other night,” the bartender replied. His grin said he remembered every thrust.
“It’s got a meaning to it?” David asked. His throat felt dry.
“White guy… of course you wouldn’t know what it means. You want me to tell him?” The bartender looked at Jessica.
“Of course,” Jessica said. She spread her legs another inch under the bar.
“The Queen of Spades tattoo means she is happy to serve all Black men sexually.”
David’s jaw dropped. He realized the bartender must have fucked her the other night. His mind filled with images of her taking that thick Black cock.
“You really didn’t expect that of me, did you?” Jessica said. Her voice was steady, but her cunt dripped onto the stool.
“But in the office you’re so quiet and work hard,” David replied. His cock throbbed painfully now.
“And outside of work I’m a sexual deviant,” she giggled. “So if I said you could be in charge of me now, boss. No one would know anything, one evening.” She continued. David sat speechless. His balls felt heavy and full.
“Your wife won’t find out. The others won’t find out. Do anything you like with me. Ask me anything. What’s your fantasy?” Jessica sucked the last drops of her drink, then moved the straw like she was giving a blow job. Her tongue flicked the tip suggestively.
“Show me your panties. If you’re serious, show me them,” David said quietly. His voice cracked with lust.
“I am serious, boss,” Jessica said. She sat in front of him and opened her legs on the barstool. David saw her bare shaved pussy. It glistened, slick and ready, the lips puffy from arousal.
“I’m sorry, boss. I seem to have left my panties off. Is that okay?” Jessica held the pose, letting him stare at her dripping cunt.
“You really are…” David could not find the words. His dick strained against his pants.
Jessica helped. “A slut. A whore. A slag. Or just open sexually. Dirty, nasty, kinky, but willing. Is there something nasty your wife won’t do that I might? Let’s go to my room and discuss it. Or just do it.” Her fingers brushed her own thigh, close to her wet folds.
David finished his drink as Jessica stood and ran her fingers along his thigh toward his crotch. He shot her a look. Her touch sent fire straight to his balls.
“So spank me, boss, if I’m that naughty. Put me across your knee and show me that I’m a bad girl. If that’s what you like.” Jessica’s ass swayed as she leaned in, her breath hot on his ear.
David got up and looked straight down at Jessica’s cleavage. “Enjoyed that view all evening. You can ask to see more. As we go to the elevator, I want your hand on my ass. Let everyone know you’re the lucky man who has me tonight. Make them all jealous.”
Jessica was now in full tease. David rested his hand on her ass and squeezed. The firm flesh filled his palm, warm and inviting.
“That’s better. Now you’re getting the hang of it. Do as you please.” Jessica pushed back into his grip, her pussy throbbing.
David knew she had him. Those tits of yours are amazing, David commented. He felt a new freedom. His cock was rock hard now.
Elevator to Naked Hallway
They walked into the elevator. The doors shut behind them. David decided to play along. “Anything, eh? Show me your tits here and now.” His voice was rough with need.
Jessica did not hesitate. She pulled down the straps of her dress and lowered the cups. She stood in the elevator with her tits out. Her 38D breasts bounced free, nipples dark and stiff, begging for his mouth.
“Fuck me, Jessica!” David exclaimed. He looked at her happily baring her breasts. The elevator rose three floors while David inspected them. He reached out, thumb brushing one hard nipple.
“Stress relief, boss?” Jessica said as David touched them. He cradled and caressed her 38D tits until the elevator stopped. Jessica stepped out without covering up. Her pussy left a faint wet trail on her inner thigh.
“My room? I was going to show you why I was so long coming through security.” Again she invited him. David watched her walk ahead, hypnotized by the wiggle of her barely covered ass. Any guilty thoughts were gone. He was horny. His dick leaked pre-cum into his boxers.
Jessica took the card for her room out of her purse and unlocked the door. “Coming in, boss?” she said seductively. David pressed against her and cupped her tits. Jessica ground her ass back onto his cock. They stepped inside. Her ass cheeks parted around his hard length through his pants.
Jessica started to peel off the dress. “Master gave me a dress code. I get naked as soon as I’m in my room. A bit like when I’m at home with him. I’m naked. Yes, those calls on Teams where it’s just my head… I’m naked.” She left David thinking about those calls. Her dress fell to the floor. She stepped out of it and bent down to pick it up. David enjoyed the view. There was the tattoo. Her ass cheeks spread slightly, showing the plug still nestled in her asshole.
Jessica turned around and took David’s hand. “Come with me to the bedroom.” David was led by a naked woman, not his wife, but his employee fifteen years his junior. His cock ached to be inside her wet heat.
Inside the bedroom, on the bed, lay Jessica’s tools. Her collar and leash. Her dildo and two butt plugs, one five inches, the other her black heart one. The sight made his balls draw up tight.
“You wondered why I was taking so long going through security. That is the reason. My master loves having me humiliated. Before you say something, that is a good thing for me. I love the feeling. I was made to expose my ass to security guards. Just like you asked me to expose my panties and spread my legs for you. Did you humiliate me or just turn me on, making me flash my pussy.” Jessica’s voice was thick with lust, her cunt visibly dripping now.
“You had that in your ass,” David exclaimed. His eyes locked on the heart-shaped plug stretching her tight hole.
“Yes. And I fuck myself with that dildo while I’m away because it’s a similar size to my boyfriend,” she told him proudly. She gave the dildo a slow stroke, showing how deep it went.
“Bloody hell, Jessica. You make me feel as if I’ve led a boring life.” David could not believe his ears, but he could believe everything because of how she stood right now, openly naked and showing off her sex toys. His cock was so hard it hurt.
“That’s why I asked you what your fantasy was. Did you always want to bend your wife over your desk? Or spread her on a conference room table?” Jessica ran a finger through her soaked pussy lips, then licked it clean.
“God, your imagination.” David’s voice was hoarse.
“It’s not my imagination. It’s things I’d do. Right now, imagine fucking me as I’m hands on the window watching out. You could fuck me in a lift or a stairwell.” Jessica bent slightly, offering her ass.
“Bloody hell, you’re adventurous. My wife would never do any of that.” David’s mind spun with filthy possibilities.
“Actually, I need to call her and say goodnight,” David told her. His wedding ring felt heavy, but his dick stayed rock hard.
Jessica was not to be stopped. “Call her from your room. I can come with you. While you talk to her, I will suck your cock. She will never know.” Her eyes sparkled with wicked promise.
“Are you serious?” David asked. His heart pounded.
“Yes. Deadly serious. I dare you too. Live a little. When would this ever happen again? Unless you invite me on the next work trip, of course.” Jessica squeezed his bulge through his pants.
“Jessica, you’re a devil.” David groaned as her fingers traced his shaft.
“But you didn’t know the real me until now. So let’s head to your room and let me have a taste while you talk to your wife, and then who knows what you might like to.” She took his hand and led him out of the bedroom. She picked up her room card and headed for the door. Her naked body moved with confident grace.
David muttered, “Are you going to put some clothes on to walk to my room?”
Jessica replied, “Do you really want me to?” Her pussy glistened under the hallway lights.
The ball was in David’s court. She was obviously up for it. It was hard to say no. Actually, it was already hard, but he tried to hide it. His cock tented his pants visibly.
“You really would walk naked to my room?” David asked. His voice shook with excitement.
“The thrill of a slut walk. That’s what it is after all. You can go in front or watch from behind.” Jessica’s nipples were tight peaks in the cool air.
He knew it was only six rooms down the corridor. Hell, you only live once. His balls throbbed with anticipation.
“Take my card. I will shut the door here and follow you.” David handed it over, his fingers brushing hers.
David made the decision. Jessica would walk naked. Both stepped out. Jessica wore only heels. The heels made her feel like she was on a runway. One foot in front of the other. She strode down the hallway. David pulled the door shut. He walked after her, watching her hips sway. Mesmeric. Her ass cheeks flexed with each step, the plug winking.
Jessica strode on until she reached David’s room. Instead of using the card, she turned and stood waiting. David looked up. Curves to die for. Naked at his door. Waiting. He reached her. Jessica held out the card. Her tits rose and fell with quick breaths.
“Are you going to invite me in?” Jessica asked, voice low and sultry.
David slipped the card in. The door unlocked. He slapped Jessica’s ass. She stepped inside and admired the boss’s room. It was nicer than hers. It even had a desk. She walked over to it and ran her fingers along it. Her skin tingled where he had spanked her.
“Imagine,” she said to David. She moved her feet a foot apart and bent over the desk, offering her ass and pussy. “Imagine fucking me over your desk, boss.” Her tits hung and touched his paperwork. She could see the lust in his eyes. Her cunt was soaked, lips parted and shiny.
She walked over to him. “Take your shoes off. Let’s get you more comfortable.” As he slid his shoes off, Jessica reached for his belt and then his trousers, undoing them. They fell to the floor. His cock waited for freedom. It sprang out, thick and throbbing, the head already wet.
“Why don’t you take your phone and sit at the desk while I… well, let’s say pleasure you while you talk to your wife.” Jessica dropped to her knees, eyes locked on his dick.
As David reached into his pocket, Jessica reached for his boxers. His cock came out at the same time as his phone. He went and sat on the chair as Jessica got on her knees and sucked his cock before backing under the desk. She reached up and moved his shirt, giving her the perfect view of his cock and balls just as David spoke. Her tongue swirled around the head, tasting salt and musk.
“Hi, darling. I told you I’d call tonight.” David’s voice stayed even while Jessica’s hot mouth engulfed him.
Jessica reached up and stroked his cock. She could only hear David’s side. Her pussy dripped onto the carpet as she bobbed faster.
“Did you have a few drinks, as it’s your last night?” his wife asked.
“Yeah. I had a couple of beers with the guys. The new girl from the CDE department came and joined us. She was sucking on a cocktail, and then I decided to have a whiskey before bed, so we made sure she got to her room okay.” David’s hand rested on Jessica’s head under the desk.
Under the desk, Jessica heard the words and literally started sucking on David’s cock. She felt a stroke on her head, as if to say that’s it, you’re doing a good job. Of course she was. She had given plenty of blow jobs before in various places. Not even her first time knelt under a desk. Her throat relaxed, taking him deeper, saliva dripping down his shaft.
Jessica knelt obedient. A sub behaving for her master. This time it was an employee for her boss. Her lips sank down David’s shaft, taking his whole cock in her mouth. Her hand caressed his balls. She hummed around his length, the vibration making him twitch.
David continued talking to his wife, trying not to give away that he was being blown. Then his conversation took a turn Jessica did not expect. His hips jerked forward, fucking her mouth in shallow thrusts.
“Yes, of course I miss you, honey. So you remember those fantasies you used to have.” David’s voice grew tighter as Jessica sucked harder.
Jessica’s ears pricked up. Was her boss really going to tell her about his wife’s fantasies? Her cunt clenched around nothing, aching to be filled.
“Yes, those ones. I know it was something you wanted to try, but now it’s pretty much impossible with the little one. How about one weekend I’ll ask my parents to have her.” David’s free hand gripped the desk edge.
Jessica could not help herself. She became eager to hear more. Her efforts on his cock sped up. The feel of her lips made his horniness grow. Would he tell her more of these fantasies? She swallowed around his cockhead, throat milking him.
“So, which would you prefer to try. Another woman being my mistress and making you watch, or a threesome?” he asked his wife. Jessica moaned softly around his dick at the filthy words.
Jessica listened, imagining what the fantasies were. Her fingers slipped between her own legs, rubbing her swollen clit in time with her sucking.
“Just maybe one night she could make you watch, and the next day she teaches you to be a dirty whore for me, and we get to share her.” David’s breathing grew ragged.
There was a pause as David’s wife responded. Jessica’s tongue worked faster, lapping at the underside of his throbbing cock.
“Oh, don’t worry, darling. I’m sure I could find someone who would help us. Maybe she would suck me in front of you before I fuck her over my desk with you gagged watching.” David’s cock swelled in Jessica’s mouth. She sucked harder, cheeks hollowing, ready for his load.
David’s balls tightened. He came hard down her throat, hot cum pulsing in thick ropes while he kept talking to his wife. Jessica swallowed every drop, her own orgasm cresting as her fingers worked her clit. She shuddered silently under the desk, pussy gushing around her hand, the taste of his cum filling her mouth as the tension finally broke in a rush of slick heat and release.
