“A foursome? Like…all of us…having sex…at the same time?” asked Whitney.
Roger was wiping off the cum on his face as Simon was pulling up his boxers. Whitney was leaning against a dresser, a puzzled look on her face. Alexis was sitting in the chair at Roger’s desk where his gaming computer was set up. Once the boys were at least in boxers, they sat on Roger’s bed together and continued talking to the girls.
“I figured the best way to ensure we all have a chance to experience each other is if we all have sex together,” said Roger.
“But the only two people who haven’t had sex yet are Simon and me,” said Alexis, looking between Roger and Simon.
“You guys could go first and then we’ll join in after,” responded Roger.
“What are we going to be doing while they’re having sex?” coyly asked Whitney.
“Well…I figured…uhh..we could…you know…if you’re into it,” stammered Roger.
Simon interjected, “Wait…you two haven’t had sex either. Unless you have something you need to tell me, Whitney?”
Whitney looked slightly dejected hearing Simon’s questioning, “No, I wouldn’t hide something like that from you. I didn’t know you thought so low of me.”
Seeing Whitney’s expression, Alexis got up and hugged Whitney as she scowled at Simon, “Don’t be mean, Simon, especially since you’re the one who’s sharing dick. No wonder we broke up, I forgot you’re about as big of a dick as the one in your pants.”
“I wasn’t trying to imply anything. I was just asking for clarification because Roger said you and I were the only ones who hadn’t had sex,” retorted Simon.
“I was just following what Alexis said about how everyone had some of your dick. I wasn’t trying to start any problems. I’m sorry, Whitney if I made it seem like-“
Whitney interrupted Roger, “It’s not your fault, Roger. I just thought that by now, after being co-workers for the last five years, and sexually engaged for the last few months, Simon knew me better than that. I’m not some common skank you met online, Simon. Besides, we agreed that this wasn’t a relationship or anything serious after we first had sex.”
“I’m sorry, Whitney, I shouldn’t have assumed you were hiding anything. Can you forgive me?” asked Simon in a low, regretful tone.
“It’s whatever. I don’t care anymore,” said Whitney.
Roger looked around at everyone as he asked, “So…I’m guessing the foursome is a no, right?”
Alexis looked perturbed as she responded to Roger, “What do you think? I’m not doing anything with Simon if he doesn’t trust Whitney. Honestly, I don’t think any of us should be doing anything for a while. This is already looking like it will get messy if we keep doing this.”
Whitney looked up at Alexis, who was still holding her with an arm, "But…I umm… never mind.”
Alexis’s expression changed hearing Whitney’s objection. Looking down at Whitney she could see that she was sinking into herself to avoid speaking her mind. She knew that pressing wouldn’t get anywhere at this point and she was still fairly upset with Simon for his accusations. The conversation reached an awkward pause for all of them, so Alexis just took Whitney back to her room, where they cuddled each other to sleep. Roger and Simon were left alone in the room with one another.
“Dude, what was that? I just asked a question and they blew up on me,” said Simon in a low voice.
Roger stretched out on his bed and said, “I don’t know, maybe it’s the implication that Whitney was sleeping with me behind your back. I’m surprised that you haven’t realized by now that women read between the lines of conversations. What you said equated her to a hoe that will sleep with her man’s friends behind his back. Honestly, I wouldn’t be surprised if your little…arrangement,” he said in air quotes, “was over.”
Simon got up from the bed, running his hands through his dirty blonde locks in frustration, “It’s not that serious. I wasn’t upset or anything when I asked. I just wanted to know, and it’s like she said: we agreed that this is nothing special.”
“Ohhh…come on…you don’t honestly think she meant that? Bro, women like Whitney are not the type to have unconnected sex. If she were, trust me, she’d be going for guys higher on the ladder than you,” responded Roger.
Simon looked at him with his head cocked to the side, “What does that mean? You saying I’m not cute? What, the only thing people like about me is my dick?”
Getting up from the bed and walking over, placing a hand on Simon’s shoulder, Roger said, “No, that’s not what I meant at all. You’re perfectly handsome, you having a meaty dick is just a…plus.” Roger’s words trailed as he stared at the bulge in Simon’s boxers with a smile.
Simon noticed Roger’s gaze and looking down instinctively, he noticed Roger’s bulge was growing into a full hardon. Roger’s dick was long and had a plump head that outlined itself as his dick pulsed in his boxer briefs. Simon moved closer to Roger and embraced him with one hand as his free hand slid into his underwear. The feeling of his warm dick throbbing in his hand made Simon smile as he looked into Roger’s eyes. His dick began to swell yet again as he got turned on feeling Roger’s hardon.
Simon slowly began to stroke Roger’s dick as he pulled his body to his own, making his nipples more accessible to Simon’s waiting mouth. Roger let out some soft groans as he enjoyed the sensation of Simon’s smaller hand gliding over his dick. Roger still couldn’t understand how someone who stood at only 5’8” and had the stereotypical basement nerd body had such a large and delicious cock dangling between his skinny legs. Roger’s dick wasn’t anything to laugh at, being slightly thicker, though not as long, but at 6’4”, Roger didn’t feel as though his dick gave off the same intimidating vibe.
Roger’s head started spinning as he felt Simon’s mouth slide down his dick, stopping halfway down with a gag. His dick pulsed in Simon’s throat as he felt his throat muscles contract on the head of his dick. Roger grabbed the back of Simon’s head and started forcing him to take his dick deeper. The resulting spit build-up from the constant gagging made Simon’s mouth and throat slick, almost as slick as Alexis’s pussy when she was fully aroused. Roger focused on the thoughts of having her dripping cunt on his face as Simon deep-throated him.
Without warning Roger’s balls contracted and in a body-wide shockwave, Roger began blasting ropes of cum down Simon’s throat. The cum was so voluminous and rapid in its build-up that it started to go through Simon’s sinuses and out his nose.
Simon thought for a moment that he was going to drown in the violent torrent of cum that flooded his mouth. Roger’s cock was already a mouthful, but adding in cum made it more than he could handle. However, Roger did not allow him to pull his head away, coaxing him to swallow or choke on cum until his dick started to soften in his mouth. To Simon’s surprise, this made his dick harder than it was when he was getting sucked off by Roger. Listening to Roger’s groans of pleasure, Simon stood and dropped his boxers.
“Are you still a virgin?” asked Simon, stroking his dick.
“What? No, I mean, you know Alexis and I have been having sex. Why did you ask me th-” Roger stopped talking when he realized what Simon was implying.
Simon smirked and asked again, “Are you…a virgin?”
“You’ll never know. I don’t want to be the next body in your lineup of sluts,” snarkily replied Roger as he reached down to grab his boxers.
Simon pleaded with Roger as he was ushered out of the room, his hard dick waning from disappointment. Once he was out of the room, Simon realized that he’d been used by Roger to get off and somehow even Roger was mad at him for his comments to Whitney. Looking down the hall he thought of trying to go and comfort Whitney, but seeing her door closed he decided it would be best to return to his room.
The next few days, things were quiet in the apartment; everyone tended to stay in their relative bubble. Simon tried to reach out to Whitney, but Alexis was almost always present, so he would usually avoid conversation. Roger also snubbed him for anything sexual, citing that he didn’t want to engage with him until he made things right with Whitney. Simon knew Roger and Alexis were still going at it because he could hear them in Roger’s room deep in the night. He was curious about Alexis and Whitney. He wondered if they had been with each other again since their first time. The most crushing thing was the day he discovered that Roger had started having sex with Whitney.
Simon had gone out one day to do the weekly grocery run for the house and had gotten to the store before realizing he’d forgotten his wallet at the apartment. Returning to the apartment, Simon came in to find things eerily quiet and still for the middle of the day. He started searching the apartment, first Roger’s room, and then Whitney’s. Coming out of Whitney’s room he heard a noise come from Alexis’s room that stopped him. It was a moan followed by the muffled sound of a woman’s voice. At first, Simon thought it was Whitney and Alexis having sex in her room. He inched closer, wanting to get within better earshot of their audio show. Pressing his ear to the door, he heard something that stunned him again.
“Ohhh…mmph…your pussy feels so amazing. I don’t know how long I can last at this rate.”
Simon knew that voice, but it couldn’t be. He heard him groan again as the squeaking sounds in the bed increased. Then another voice spoke up, “Let me get a taste of you two together.”
It was Alexis; she was asking to suck Roger’s dick while it was covered in Whitney’s pussy juices. He had to see what was going on for himself.
Simon started to slowly open the door, trying in earnest to keep from alerting those inside the room. When the door was opened fully, Simon was aroused and upset at what he saw.
Alexis was atop of Whitney, her pussy resting in Whitney’s face as she switched between sucking Roger’s dick and licking on Whitney’s pussy. Roger was standing straight up at the edge of Alexis’s bed, going in between Alexis’s mouth and Whitney’s pussy. On the vanity desk at the far end of Alexis’s room, Simon saw a myriad of toys, lotions, lubes, floggers, and more.
Simon wanted to interrupt but the smell of the sex in the air, mixed with the raw emotions flooding his body, made him watch ever more intently. Watching Roger’s hips thrust into Whitney, seeing Whitney gripping Alexis’s legs as she devoured her pussy, and hearing Alexis moaning was causing Simon’s dick to swell in his jeans. Subconsciously he began to rub and twist his right nipple over his shirt. The fantasy being performed before him had him lost in a trance.
It was intensified when Roger pulled out of Whitney and dropped down to his knees as he started to join Alexis in eating Whitney. Shifting Whitney’s legs into the air, Roger licked and kissed on her ass as Alexis was hungrily sucking on her clit. It must have been too much for Whitney because she released Alexis’s pussy and began to make deep, guttural, carnal groans.
The sound of her voice screaming, “Fuck yes,” and “Make me cum, make me cum,” saturated the air in between the slurping and sucking sounds.
Simon’s attention broke when he realized he was about to make himself cum from rubbing his dick through his jeans. Against his body’s better judgment, Simon forced himself to stop so he wouldn’t cum too soon and ruin the show.
His attention was drawn back in when he heard Whitney declare loudly, “Oh my god, oh my god, oh my god, oh…fuck, oh…fuck, oh…”
A stream of cum shot out of Whitney’s pussy, soaking Roger’s head and traveling beyond him to splatter against Alexis’s dresser that was a few feet from the foot of her bed. Simon’s dick stiffened even more at the sight; he’d never seen her squirt before with such force. The most Simon had been able to draw out of Whitney was a light trickle that would barely fill a tablespoon. While Whitney was trembling and twitching from her orgasm Roger was caressing her legs and body.
Alexis had moved to get up and grab something from her vanity desk. Turning around, Simon saw Alexis had donned an insertable strapon, which was far bigger than his or Roger’s dicks. However, it was at this same moment she noticed him standing in the doorway watching.
“Don’t you know how to knock?” she asked with hands on her hips.
Roger and Whitney immediately jumped and looked as Simon stammered to respond, “I-uh…well…I-uh…my keys…and…when I came back I heard…and so I was curious…and…well…you know.”
Alexis’s expression changed from upset to show she had a devious idea come into her mind. “Well, it’s clear you were enjoying yourself, look how hard you are. I bet if you had five more minutes you would have cum all in your jeans, maybe without even using your hands. You haven’t had any relief, have you?” she chuckled as she spoke.
“Oh c’mon, Alexis, don’t be so mean. I think he’s suffered long enough, and so have I,” said Whitney.
Alexis looked at her, “What do you mean? We’ve been keeping you far more fulfilled than Simon could.”
Whitney blushed as she relished the thoughts passing through her mind, “It’s not about that, well, not entirely. Have I experienced some of the most intense orgasms of my life lately? Yes, but that’s not all there is to sex. What Simon and I had was different and fulfilled me in an entirely different way. I miss it, and I miss him.”
“I’m not going to lie, I kind of miss him too,” said Roger.
Alexis, realizing she’d lost this battle, said, “Okay, we can end the strike against Simon. However, before we can let him back in we have to show him what it’s like to be fucked like a slut. I was going to use this to fuck the cum out of Roger after I gave Whitney a good stretch, but now I think I need to break you in. Roger said you’re likely not a virgin so we shouldn’t need to train that firm ass of yours. What do you say?”
Simon thought to himself for a moment about Alexis’s proposal. While he indeed had been a bottom before in past interactions, this was different. For one, he’d never been bottomed by a woman before. Two, he’d never taken something so big; most of the men in his life were average at best, which worked because it didn’t take much for them to get in. On the other hand, the shape and girth of that dildo seemed like it was made to reach his G-spot as nothing else could.
Whitney said something that sweetened the deal, “If you let her take you I’ll ride your dick the entire time.”
Whitney got up from the bed and made her way over to Simon. She placed her hand on his cheek and pulled him in for a kiss. As they were kissing she unbuttoned his jeans and started to pull them down. Once his dick was free she gripped it with one hand as she took her hand from his cheek and grabbed his butt. Whitney groped his butt as she slowly stroked him, causing Simon to break the kiss to let out a moan.
Whitney led Simon over to the bed, holding onto his cock like a leash. She lay back on the bed and pulled Simon on top of her. Then, as she embraced him in another kiss, she guided his cock into her waiting pussy before wrapping her legs around his back. Slowly Simon began to thrust into Whitney, causing her to whimper and moan.
As they were getting lost in one another, Simon jumped at the sensation of Alexis’s dildo pressing against his ass. It felt even larger than it looked as the tip pressed and stretched his hole. However, the gripping motions of Whitney’s pussy caused him to relax with every painful inch that entered him. Simon almost prematurely came as he felt the head of the dildo press his G-spot. At that same moment, Alexis remarked how easy it was to bottom out in Simon.
Roger, not wanting to be left out, took a position above Whitney and allowed her to suck on his balls as he fed Simon his cock. Simon was being overwhelmed by the amount of pleasure he was receiving.
Alexis realized that Simon was about to lose it by his shaking and said, “Unh-uh…I’m going to force you to cum for me. You’re going to be a good little slut and give me that nut. Whose pussy is this? Whose pussy is this?”
She began withdrawing to the tip and thrusting deep into Simon. She increased her pace, grabbing Simon’s hips, and occasionally slapping his ass. Roger met her ferocity as he gripped Simon’s hair and started to throat fuck him with reckless abandon. Simon could feel his dick reaching the point of no return and uncontrollable dizziness as he tried to hold back his orgasm.
Whitney released Roger’s balls from her mouth and screamed, “Oh…fuck! Cum in me, cum in me, cum in me!”
This was all that was needed to send Simon over the edge. His cock started to twitch hard as he pumped cum into Whitney’s waiting and pulsing pussy. Seeing this, Alexis changed her stroke to focus on Simon’s G-spot as she told him to cum for her. This change in pressure on his G-spot made Simon release Roger’s dick from his mouth as he cried out in orgasmic bliss. Roger stroked his dick until he shot ropes of cum all over Simon’s face, in his hair, and even onto his back.
As everyone was coming down, Alexis slowly pulled her dildo out of Simon, which popped when the head came out. Simon rolled onto his back next to Whitney as Roger moved down to her other side. Simon saw Alexis remove her now cream-coated dildo from her pussy before setting it on her nightstand and crawling atop of Whitney. The smell of their sex was thick in the air and there was even a light fogging on the window.
“I think that was the best sex I’ve ever had in my life,” said Whitney with a huge grin on her face.
“Top 5,” said Roger.
With her hand on Simon’s fluid-covered and softening dick, Alexis said, “I’ve never enjoyed dominating someone so much. I can’t wait to do it again, then I’ll make you scream my name.”
Looking down at Alexis, Simon said, “I’ve always thought of myself as a vers-top but after that, I might change my mind. I didn’t know a woman could have such good rhythm and dick.”
“Hey, you still haven’t let me have a go at you, and I’m sure it's ready after Alexis opened you up. Then again, that dick is amazing. She made me cum multiple times the first time I let her peg me,” said Roger.
“I couldn’t go again right now if you paid me, my legs are Jell-o,” chuckled Simon.
“You’re one to talk, I was on the receiving end of you two. My pussy hurts and my insides feel mashed,” pouted Whitney.
Alexis ran her hand along Whitney’s face as she said, “My poor baby, I’ll make sure to nurse you back to health after the boys are gone.”
Roger and Simon wanted to protest but they were too exhausted. The group eventually all drifted off into sleep as they let their bodies recover from their foray.
As they awoke, each went one at a time to shower and change into fresh clothes. Once everyone was dressed, Simon and Roger went to get groceries and snacks for everyone while the girls tidied their apartment. When the boys came back, the girls were sitting on the couch, sipping tea and watching videos on Instagram.
Noticing the boys, Whitney jumped up from the couch and rushed over to them. After they disinfected themselves and took their masks off
Whitney kissed them both and said, “We have a surprise for you guys.”
Roger smiled, “I like surprises.”
Alexis came walking up and said, “While you were gone, Whitney and I found out that in two weeks they’re going to start letting people travel again.”
“And?” Simon inquired.
“And, we thought it would be an amazing idea if we all took a trip to a hedonist resort we found in Cabo San Lucas,” said Whitney with building excitement in her voice.
“Can we all afford that? Isn’t that usually crazy expensive?” asked Roger.
Alexis smirked, “Normally, yes, but with COVID everything is way cheaper. I found us a beach bungalow, flights, and car rental for under $1,000 for the group for three days.”
Whitney was almost bouncing with excitement at this point, “So what do you guys say?”
“Hmm…a beach at the beginning of summer, beautiful people all around, no big crowds, low-key parties, and Mexico…” Simon’s voice trailed as he looked at Roger.
“Why the hell not?” Roger responded.
The girls jumped up and down as they cheered and declared they had to start shopping for swimsuits and party outfits.
TO BE CONTINUED…