Witnessing Her Affair with Her Boss

It started with her clothes. Your beautiful wife used to dress in a fairly conservative manner for work. She would almost always wear either pants or a skirt that reached her knees along with a a conservative blouse. She almost always wore a jacket, too.

At first, the changes were subtle. Instead of pants, she wore skirts every day, though they were the same length. Then the cut of the skirts changed to hug her hips a little more. Then they got a little shorter.

The jackets stopped being part of her work outfits before long. The blouses became less conservative. She even began unbuttoning them to flash just a little hint of cleavage. You knew something was changing, but it all happened over the course of a few months so it didn’t really click.

She used to wear either flats or one inch heels to work. She didn’t like having to walk in the far more uncomfortable high heels. Those changed too, though. She started wearing three and four inch heels to work. The shorter her skirts got, the higher her heels got.

She used to wear long sleeve blouses. Those gave way to sleeveless blouses. She used to wear opaque blouses. Those gave way to semi-sheer blouses with a little camisole underneath.

Eventually she started to mix in other types of tops. It was still work attire, but instead of blouses they were skintight quarter sleeve tops that were remarkably low cut. After years of doing everything she could to minimize her spectacular breasts, your wife was now putting them on display in a way that seemed entirely out of character.

Despite all of that, it was her underwear that convinced you that something was going on. One morning, you walked into the bedroom while your wife was in the shower. She’d laid out her outfit of a short skirt and a semi-sheer black sleeveless blouse with a little satin camisole to go underneath it.

On top of the outfit she’d laid out a black lace bra and panty set you’d never seen before. It was the kind of lingerie that you’d only ever seen on her for birthdays or special sexual occasions where she was trying to reward you for being a good husband, and here she was putting it on for work.

You stepped into the closet and looked through the laundry basket. You found half a dozen other bra and panty sets like it. They were all fancy and expensive looking. They were all insanely sexy.

You tried to tell yourself that your wife was simply trying to feel more confident, that by putting on a sexy bra and panty set she was imbuing herself with a kind of confidence that would help her succeed at work.

You knew it wasn’t true, though. You knew that your wife had been staying later at work. She kept telling you it was because she’d taken on more responsibility in her bid for a promotion, but your perspective changed when you saw the lingerie. You put the pieces together. It felt perfectly clear that your wife was having an affair.

You weren’t mad, though. You wanted to be. There was some part of your brain that knew you were supposed to be mad, but you couldn’t be.

Instead, you were turned on. The arousal overwhelmed any anger you felt. The idea that your wife was wearing the sexy bra and panty sets for another man filled you with lust. The idea that she was dressing in increasingly revealing and borderline slutty clothing for another man made your dick hard.

You ran out of the bedroom when she turned the shower off. You couldn’t risk her seeing you with a boner as you rummaged through her lingerie.

You retreated to the kitchen and made breakfast instead. You ate your meal and your mind ran through countless scenarios.

Was your wife having an affair with her boss? Was she fucking a coworker? Was she merely interested in an affair with someone and dressing differently to attract him? Was she in some kind of terrible scenario where her boss was pressuring her for sex in exchange for a promotion?

Normally you leave for work right after your wife. You didn’t that day. After seeing her off you ran to the office, opened your laptop, and found the first office sex scene you could. You pulled your cock out and stroked and in less than two minutes you’d spilled your load and cleared your head enough to get off to work without being distracted.

You thought about it all day. You wondered if your wife was really having an affair. You wondered if she was sucking her boss’s cock or bent over his desk. You wondered if she was sneaking off with a coworker to have sex in someone’s car at lunch.

By the time you got home you were overcome with lust. You thought about jerking off again just to dissipate some of the energy, but you wanted to wait. You wanted your senses to be heightened when your wife got back from work. You wanted to see if there were any signs that she’d been naughty.

She looked perfect when she came through the door. Her hair and makeup were as flawless as when she’d walked out. Her breasts looked wondrous in the tight top she’d worn. The short skirt still hugged her hips in a wondrous way.

“What’s gotten into you?” she asked as you stared.

“You look amazing,” you said. “Like, truly amazing.”

Your wife smiled and happily stepped into the hug you offered. You pulled her beautiful body against yours and let your hands roam over her lower back and ass.

“It seems like you missed me,” your wife said as she felt your erection press into her.

She happily offered a soft, sensual kiss. You weren’t sure, but you thought you detected a taste of something on her lips. It turned you on, though. You imagined it was the taste of another man.

“Maybe we should play tonight,” your wife said.

“I’d like that very much,” you replied.

She reached down and gave your cock a squeeze before stepping aside and heading to the bedroom.

“After dinner,” she said.

You watched her disappear into the bedroom and followed. You peered around the corner and saw her slowly remove her clothes. You stared at her ass with the little lace thong running down the crack. You saw her pull off the sexy underwear and toss them into the laundry basket.

She disappeared into the bathroom and you practically ran for the laundry basket. You pulled out the panties she’d just put in there. They were soaking wet and there was a little white cream in the gusset. Was it another man’s cum? Was it cream from your wife’s pussy? Was it because she was so turned on at work? Was it because of the kiss you shared just a few minutes prior?

The toilet flushed and you rushed out of the bedroom before she could discover your snooping. You headed for the kitchen and surveyed the available ingredients to try and put together a delicious dinner.

Later that night, your wife emerged from the bedroom without a stitch of clothing on. “Do you want to play?” she asked.

You hopped off the couch and bounded down the hallway. You took her into your arms and kissed her as you both walked towards the bed.

“I thought you might wear one of those sexy new bra and panty sets you bought,” you said.

“You saw those?” she asked.

“I saw your bra and panties on the bed this morning. They looked remarkably sexy,” you said.

She looked a little nervous. You picked her up and laid her in the bed before taking one of her nipples into your mouth and flicking your tongue over the erect flesh.

You kissed your way down her stomach with the intention of licking her pussy. You knew there was a chance someone else had fucked her and you wanted to taste it. You knew it was potentially gross, but you couldn’t resist your desire.

“Wait, no,” your wife said.

You looked up. You saw worry on her face. You felt certain she’d fucked someone else.

“What’s wrong?” you asked.

“I’m already turned on,” she said. “Insanely turned on. If you go down on me I’ll cum before you have a chance to fuck me. So get up here and put your cock inside me.”

You couldn’t tell if she was being honest or if she just wanted to avoid having you go down on the pussy that someone else had fucked. You didn’t particularly care in that moment. You tore your clothes off and slipped your cock inside your wife. She wrapped her legs around you. She implored you to fuck her. She told you to cum inside her. You did. Your orgasm was wondrous and fueled by thoughts of your wife with another man.

A week later you were parked outside your wife’s office. She’d told you she’d be staying late again. By that point you were entirely convinced she was having an affair and you hoped you could find the proof you lusted after by watching her exit from the building.

Darkness had fallen and you’d parked out of the light, giving you plenty of cover should your wife scan the parking lot. You knew your plan was probably insane and that the most likely outcome was that she’d come out alone, but you had to try.

As it turned out, your wife didn’t walk out alone. She walked out with another man. They walked close to each other. At one point she reached out and took his hand for a few moments. They’d parked next to each other. They looked around to see if anyone was openly staring and then stepped between the two cars. They shared a long, slow, deep kiss as you watched.

Your wife was having an affair. She was fucking someone at work. She’d been dressing for that man. She’d slowly changed her entire work ensemble, doing all of it to look sexier for someone else.

If you were a normal man you’d have burst out of the car and run screaming across the parking lot. Instead, you sprouted an erection and considered masturbating as you watched your wife kiss someone else.

Three nights later your wife told you she’d be at work late again. This time you decided to do more than wait in the parking lot. This time you decided to go to her office. You wanted to see firsthand what she was doing. You wanted to witness it.

You strode in with two bags of takeout and told the security guard you wanted to surprise your wife with dinner. He remembered you from the Christmas party and happily let you go in. You stepped into the elevator, hit the button for your wife’s floor, and headed upwards.

You left the food outside the elevator and stepped into the mostly dark office. The lights were out in all but a few of the offices and it seemed as though all the cubicles in the inner area were empty. You looked towards your wife’s cubicle. She was sitting and she seemed to be working diligently.

Her boss’s door opened. “Get in here, now,” he said.

Your wife stood up and headed towards her boss’s office.

“This report is a mess,” he said as your wife walked past him. “Did you put any effort into this?”

“I’m sorry, sir,” your wife said as she looked at the floor.

“I’m afraid that sorry isn’t good enough,” he replied.

Your wife looked up at him and paused for a moment before saying, “I hate to disappoint you, sir. Is there anything I can do to make up for this?”

The whole thing struck you as odd until your wife’s boss tossed the folder in his hand aside, unzipped his pants, and said, “There’s one thing I can think of.”

She wasn’t working. They were playing out a little corporate fantasy. He was the boss. She was the naughty employee. She was going to pleasure him in exchange for keeping her job. They were roleplaying.

Your wife dropped to her knees and looked up at her boss as she reached into his pants and pulled out his cock. She leaned forward and took him into her mouth. She sucked his cock as you watched from across the office.

“That’s a good girl,” he said.

You couldn’t believe they were doing it with the door open. It was as if they both got off on the notion of getting caught.

“I can’t fire a cocksucker as talented as you,” he said.

Your wife swallowed the entirety of his cock, which was impressively large. One of his hands moved to the back of her head and he fucked her mouth.

You unzipped your pants and pulled out your cock. It was dark in the office and you didn’t see any cameras so you figured you were okay. You masturbated as you watched your wife blow another man.

“Stand up,” her boss said. “Take your clothes off for me. Let me see what kind of underwear you wear to work.”

Your wife stood up and stripped for her boss. She was still playing the part of the reluctant employee, so she took her time and seemed shy.

Her boss reached out and played with her tits through the lace bra she’d worn for him. “Beautiful,” he said.

His hand moved between her legs and into her panties. Your wife couldn’t help but moan as he stimulated her.

“You’re wet,” he said.

Your wife looked up at him and bit her lower lip as she nodded.

“I’m going to fuck you now,” he said.

He directed your wife to bend over and grasp his desk. She did as she was told. He stood behind her, guided his cock into her pussy, and grabbed her hips. He fucked your wife while you watched. He fucked her doggystyle in his office. He fucked her like the slut you’d seen in the office porn video you’d watched.

Your wife couldn’t contain her desire. She moaned as her boss fucked her. She let it be known that she loved the feeling of his cock in her pussy.

“Does that feel good?” he asked.

“Yes!” she cried out.

“You want it harder?” he asked.

“Yes, please. Fuck me harder. Fuck me harder!” your wife replied.

He grabbed a handful of her hair and fucked her harder. He spanked her ass and pounded her pussy. He made her scream in pleasure.

You masturbated as you watched someone fuck your wife in a way you’d never fucked her before. You watched him fuck her in a way you weren’t aware she wanted to be fucked. You watched him make her cum in a standing doggystyle position.

“Do you want me to stop?” he asked after making your wife cum.

“No, cum inside me,” she said. “Fuck me and cum inside me.”

You lost your load as your wife uttered those words. You came on the carpet, leaving your mark in the office and zipping up after wiping away the little bit of semen still on the tip of your cock.

You watched him cum inside her. You were coming down from your orgasm as another man unloaded in your wife. You saw how much she enjoyed it, how cheating on you with her boss seemed to thrill her.

What she didn’t know is that it thrilled you too. You decided in that moment not to tell her. You wanted to keep enjoying your newfound status as a cuckold. You wanted to find new ways to watch and new ways to masturbate to the pleasure she was experiencing with another man. You wanted to explore your pleasure as she was exploring hers.