Mom's Office Party

Writer's Note: This story was published in 2017 and has been edited & updated as of 2020.

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"So, Honey, is the new job still going well?"

"Well, let's just say it's an interesting work environment."

Adam zoned out from the conversation that his mom and dad were having at the kitchen table. His mind was turning to something else, something that had been captivating his full attention for the last few weeks.

The high school baseball star had recently begun seeing a girl at school, who until the current semester, had gone unnoticed. She wasn't one of the popular girls, nor did she hang out with the popular crowd. His new brunette friend was actually a 19-year-old who had been held back from graduating after failing too many classes in her senior year.

Despite her nerdy glasses and her alternative sense of fashion, which was likely the reason that she was a bit of a loner, the young woman, Olivia, had an amazing body. But what really attracted Adam to her was the way she used her body.

Olivia was the kinkiest partner that Adam had ever experienced. It was apparent from the first time he met her, which was at a party over a month ago. At the party, which celebrated the end of the baseball season, Adam was walking tipsily in his unbuttoned Hawaiian shirt through the masses of his peers, many of whom were holding red plastic cups. He was looking for a bathroom so that he could finally release his beer bladder.

He tried door after door in the main hallway hoping to find a toilet. Of course, the room that had bathroom tile peeking out from under the threshold was in use. So, the lean but muscularly toned student-athlete moved on to see if there was another bathroom in the same hallway.

It was when he pushed open the next door that he first saw Olivia. With lowered consciousness, Adam barged into a room in a quiet part of the back hallway. When he stumbled into the room, he realized it was just another bedroom; however, there was somebody in the room. A girl, donning a t-shirt depicting a cartoon cat and wearing thick-rimmed glasses, was lying on the bed with her mobile phone to her ear in one hand and her other hand in between her thighs.

Adam watched the slightly older female masturbate and moan, as blood flowed to the tip of his penis. Olivia then sensed the presence of another person. But she wasn't panicked. She just casually pulled her right hand out from under her jeans and spoke into her phone, "Frank, I'll call you back."

Olivia brushed her hair back, which glistened with sweat. She placed her phone on the bed and scanned with her eyes, up and down Adam's athletic body.

"Can I help you?" Olivia asked, climbing off the bed and making her way over to Adam.

Recognizing he had interrupted something personal, the turned-on 18-year-old drunkenly responded, "Sorry. I'm so sorry. I was just looking for a place to pee. I didn't mean to stop your conversation."

Olivia laughed, "It's okay, Sweetie. You know there's a bathroom down the hallway?"

"Yeah, it's in use though."

"Oh," the attractive loner smiled as she placed her left hand gently on Adam's exposed chest, "well I actually know of another place where you can go. You know how Braydon is a total asshole?"

Curious as to why she was seductively touching him before pointing him towards another bathroom and why she was talking to him about his teammate (who admittedly, was a selfish asshole), the antsy teenager pleaded, "I guess so? And where is the bathroom?"

Olivia slowly dropped to her knees and reached out to unzipper the fly in Adam's jeans. He couldn't believe what was happening, but he was still turned on from watching Olivia masturbate on the bed.

"Uhhh," Adam moaned, feeling Olivia grab his semi-hard cock. His glazed eyes were wide. "What are you doing?"

"This is Braydon's room," Olivia explained, standing up and walking behind Adam, continuing to hold his shaft. She then whispered in his ear from behind him, "You should pee now."

"Are you serious? You actually want me to pee in here?" There was an incredulous tone in Adam's voice. His tip was angled toward his teammate's bed.

"Well, you really need to pee, Braydon is an asshole who deserves this, and, once you're done, it'll be much easier for me to see your hot body shoot another type of warm liquid. Don't think I don't know that this half-chub is something you grew at the sight of me."

A blushing Adam wished that he had shut the door behind him. But he was in the back of the sprawling house, so nobody was wandering the halls. "I don't know if I can do this. I've never done anything like this before."

"Well, let's see if I can make this easier for you, Sweetie." Olivia released her grip on Adam's cock. She stepped in front of him, gripped the bottom of her shirt, and slowly slid her top over her head. Her large tits jiggled as they bounced back to her chest, covered in a black lace bra.

"Holy shit!" Adam gasped lowly. More blood flowed to his now-erect shaft. He stood there hesitantly, as Olivia moved back behind him and held her curvaceous chest against his back.

"That's certainly a nice cum-rod," encouraged the seductive classmate, taking hold of Adam again. "I like guys who can make me laugh. After you do this funny thing for me, I look forward to seeing what else this hard dick can do for me!"

After another moment of hesitation, and considering his desperate need to urinate due to his many beers, Adam looked down at the hand aiming his cockhead and shrugged. He then began to blast light yellow liquid all over his teammate's mattress. As he peed, for what seemed like minutes, Adam couldn't believe what he was doing. He could only imagine what his friends would say if they saw what was going on.

Finally, his bladder was empty and he heard the young woman behind him laughing hysterically. The comforter, mattress, and carpet were had dark puddles. Instant regret swept over the drunk teenager. But that quickly went away when Olivia spun him around to face her.

Her laughing face, beautiful breasts, and exposed stomach had Adam's attention. "That was... insane," chuckled Olivia. "Do you usually do anything a girl says once she takes her top off? Most men wouldn't do that if I asked them to."

Adam tried to find the hilarity in what he just did. He gulped dryly, "Well, you're pretty hot. It was too hard to refuse."

"I like you, um-"

"Adam!" The panting boy filled in the blank.

"Adam," she repeated. "I'm Olivia. And I definitely like that cock of yours. And it seems to respond well to me," she teased.

Feeling his erect cock flex in Olivia's hand, an embarrassed Adam apologized, "Oh, sorry about that. It kind of has a mind of its own."

The fun-loving girl assured, "Adam, when you're with me, you never have to be sorry about your cock getting too excited. The only thing you could do to upset me would be letting it get hard in my hand and then not putting it to work." Olivia knelt down and took Adam's penis into her mouth.

And with that, a kinky and erotic sex life began, which beforehand, Adam would have never imagined. Luckily for the newbie, Olivia was a fan of sex in the school bathrooms and public parks. But she was also able to come over to play every Friday night.

*****

Ever since Christie had started her new job in middle management at a local independent insurance agency, she had been going out after work on Friday evenings with some of her colleagues. She wasn't an idiot - she that with since her husband, who worked the morning shift, was always dead-asleep by 7:30 on Friday nights, her son, Adam, had a golden opportunity to invite a female friend over.

Her mother's intuition, as well as the uncomfortable task of washing his stained boxers, led her to believe that he was taking advantage. She chose not to ask questions, though. She was young once, and she knew how much fun a secret rendezvous could be. And she trusted him to be smart.

Tonight was a Friday evening and Christie was about to go out for the night with her work colleagues. Walter, Adam's dad, was eating a light dinner so that he could fall asleep soon. And, Adam, excited by what Olivia had planned for the night, was barely touching his food.

"Great dinner, Honey," congratulated Walter.

"Thank you! Well, if everyone is done barely eating, I guess I'll get going soon. I'm meeting the girls from the office at a bar tonight, should be fun."

"Adam, what do you have planned for the night?" his father inquired.

The son answered a bit too quickly, "Homework." He then got up from the table, placed his dishes in the sink, and headed to his room.

It was 8 PM, and an anxious Adam stared through a crack in his door into the hallway. He was awaiting the newly familiar sight of his mom leaving her bedroom and going out the front door. Once that happened, he knew he could greenlight Olivia to come over.

Like clockwork, the high school senior watched as his mom quietly walked out of her room, avoiding waking her sleeping husband. And for some reason, as she did every Friday night, she had a small gym bag with her, in addition to her purse. Deciding not to look too far into it, Adam texted his kinky sex partner that the coast was clear.

After a night of crazy sex, which kicked off with them watching a porno together in the living room and then ended with Adam tugging on Olivia's hair as he shot his cum deep inside of her pussy as a large dildo filled her asshole, it was time for Olivia to leave. Christie would be home soon.

Olivia had never met anyone in Adam's family, and the friends liked it that way since it was more fun to sneak around. Around 1 AM they heard a car pull into the driveway. Olivia knew what to do. Before escaping through the back door to run to her parked car on the next block over, the erotic girl kissed her favorite sex partner and began, "Adam, I think at this point we're comfortable enough with each other where we can tell each other anything and aren't afraid of knowing what the other person wants to do sexually, right?"

"Yeah. I'd like to think so. Why are you asking me this?" A skeptical Adam tilted his face.

"Well, I wanted to wait 'til we were in person before asking you to go with me to this thing that I used to go to before I started seeing you."

As they stood at the glass back door, Adam was unsure what Olivia was hinting at. "What do you mean by, 'this thing'?"

"Well, it's this party- "

Just then, they heard a metal key scraping the deadbolt lock on the front door.

"I'll tell you later, Babe!"

The young pair kissed and Olivia ran into the darkness of the backyard as Adam quickly slid the door shut. He then darted around the corner to the living room and hid behind the wall as his mom entered the house.

With adrenaline pumping through his body, the young teenager did not want his mom to see him and start asking questions. Even though Olivia was gone, he knew his mom would be able to tell something fishy was going on with him - she, as with most moms, had a knack for that.

But when peering at the front door from around the corner, it was Adam who detected something fishy. Ok. Well, that's odd. He noticed his mother's blonde hair hanging down to her shoulder blades rather than being in a bun, which was how she usually kept and was how it was styled when she left. Her black mascara was the same as how it was before, but her beautifully mature and strong face now had a shade of red lipstick. She probably put it on in the car. But its uneven tone also showed that it was smudged. The most notable change, however, was that even though his mom was wearing the same long coat that she wore when she went out, there was no longer a shirt underneath. Between the parted lapels of the mother's unbuttoned tanned jacket, a sexy, bright-red pushup bra was exposed, confidently holding in place two large, firm breasts.

Adam's mouth went dry.

The snooping son continued to peek around the corner, watching his oddly behaving mom tiptoe toward the stairs. As she ascended the open staircase, it became obvious that she had shed the blue skinny jeans that she had been wearing when she left. Adam stared as her toned, long legs took turns stepping through her long jacket.

Not knowing whether his mom was having an affair or simply got caught up in some weird bar game, the mesmerized son didn't care. He was just thankful because he knew that he had just seen the sexiest woman he had ever seen in his life. How had he not noticed her in this way before?

*****

Over the course of the week, Adam went about his life as if nothing had changed. But under the surface, his mind was still reeling from what he had seen on Friday. He masturbated every night to the image of his mom - her hair let down, her red bra, the long jacket covering her body. Adam's testicles would then relievingly send up whatever cum remained after Olivia's pussy had taken its share earlier in the day.

The week went by slowly as if it were a form of torture. Normally, the horny young man was excited about seeing Olivia. But that Friday, he was also excited about hiding in the living room again and maybe getting the chance to catch his mom in a similar situation.

Finally, it was Friday night again. Once again, Adam stared through the crack in his door, watching his mom walk downstairs in the same clothes that she had worn during dinner. Again, she wore tight blue jeans, a blouse, and her blonde hair in a bun. Adam recognized that his mom had the face of a stereotypical of a female manager - sharper features that gave a sterner appearance, but attractive to the point where some jealous men in the office cried that her looks were the only reason for her promotion.

Adam also noticed that she again had the small bag with her. Looking closely, it appeared to be full of clothing items since it seemed as though a long heel was stretching the material of the light bag. The son's eyes then locked on to his mom's round butt cheeks, admiring the way they moved the back pockets of her jeans. Adam's hand stimulated the growing erection in his mesh shorts.

Olivia was in the house within twenty minutes. Adam was already primed to go, and it didn't take long before he was replacing Olivia's glasses with a blindfold on her face and then lining her cherryhole with lubricant.

"Wow, you're moving fast. Someone was excited to see me tonight."

With his 6.5-inch rod buried in his classmate's anal cavity, Adam was getting closer and closer to climax. What made this time different was that he was not looking at Olivia. Rather, Adam's eyes were closed, and he was imagining pulling down his mother's jeans and fucking her firm booty as his hands squeezed her chest from behind. When Olivia's hole filled with Adam's warm jizz, they both collapsed onto the ground.

"That was amazing, Babe," groaned Olivia dreamingly.

They lay there for a while as the surprised son contemplated the meaning of what he just did.

The night passed them by, and Olivia knew that she had to leave soon. She didn't want to risk cutting it close like she did last week. It was then, being in front of the same back door, that both she and Adam remembered the unfinished proposal from last week.

Olivia ran her fingers through her sex partner's short, light-brown hair. "Adam, do you remember what I was about to ask you last week?"

"Yeah, I was just about to ask you about that. You said you wanted to ask me about 'the thing'."

"Right, right," Olivia continued, "Well, as I was saying, we've been doing this for a while, and we're definitely comfortable with each other. I don't think we should be afraid to show each other our most sexual sides and be willing to explore together more." She stood there nervously, awaiting Adam's reaction.

Thinking about what Olivia could be implying, Adam's first thought went to his attraction to his mom. Though, Olivia likely was not hinting at anything close to that. "Yeah, I suppose so. I guess it would be a good idea to explore more. I've always been down for whatever with you."

Olivia beamed, "I'm really happy to hear you say that. The reason I am asking - like I said before - is that I used to go to this thing before I started having fun with you. And that thing was actually kind of a sex party..."

"What?!" Adam was surprised, but he had no reason to be shocked. They were strangers when they met and were having sex within two minutes of meeting each other. "What exactly do you mean? How did you even get involved in that?"

"Are you upset?" She needed assurance before delving into any more details.

"No, no. I'm just surprised that you were involved in something like that at this age."

"Well, it started because on my eighteenth birthday I went to a dance club with friends, and I ended up getting involved with an older man. He was a wealthy businessman, so I was kind of turned on by the idea of him wanting me. He was really kinky and taught me a lot of things. He was the one having phone sex with me at the party where you and I met."

"Ohhhh..." Adam had always been curious about that, but he never asked.

"Yeah," Olivia continued, "so anyway, he owns a massive house off of Main Street, and he actually throws sex parties there every week. Most of the people are older though. I'm not exactly sure how he knows them, but they seem to all know each other from outside the party. I think I was the only one there who didn't know everyone else. I tried not to ask too many questions."

Adam's head was racing as he tried to digest the information. "Well, do you still see this guy? I mean, we've never talked about being exclusive or anything. I don't really care too much, but I'm interested in knowing. And what the hell were you doing at these parties? Was it just a giant orgy?"

"I've mainly just been talking to him on the phone because I've been spending most of my time with you. I actually stopped seeing him alone once he started bringing me to the parties. I kind of started doing things with other men at the parties. And no, it's not a giant orgy," Olivia snickered, "it's a really fun themed-party with drinks and sex games. There are some random hookups and group sex, but it's a really fun and exciting party. The older guy, Frank, has been texting me lately saying that he and some of the other guys have been missing me."

"Wow, that's a lot to take in at once," breathed Adam, finding himself in awe.

Wanting to get him to see things her way, Olivia added, "We will be hooking up there for sure, and there are plenty of other women there - women who can do things to you that even I can't."

"I find it hard to believe that there are women who know more than you," he complimented.

"Well, thanks. But I'm serious. You will have a blast there. Normally, outsiders aren't invited, but I told Frank I would come back only if I could bring a guest, so he agreed."

"Thank you. But what if none of the women want to hook up with me and I end up sitting there the whole time watching you do things with other men?"

"Oh, it would never happen that way. First of all, you're young and attractive, so there are a ton of women who'd want to play with you - if nothing else they'd do it to try something different. Secondly, they will have to. If you go to this party, you have to be willing to have sex with anybody there of the opposite sex. They play games that determine who does what 'activities' with what person. It's a ton of excitement, and nobody is left out."

Adam's first thought was that it seemed too good to be true. He was still unsure, but he saw the desire in Olivia's eyes. He knew that if he didn't allow her to follow her fantasies that he would lose her. "Okay, I'll go with you."