A few years ago I was dating a lovely young woman, for the sake of this story, we will call her Carolyn. She was my ex’s best friend. It was never said beforehand, but we knew we had chemistry. Needless to say, when things ended with my ex, Carolyn swooped in and claimed me for her own. I definitely wasn’t complaining. Carolyn was definitely petite, coming in at 5 foot 2 inches, 95lbs. The thing that got me was her 28H breasts and the tightest, tiniest pus1sy I’ve ever experienced. She was a goddess and little did I know she was a freak too.
Once during the my ex, she told me a story about her and Carolyn getting drunk together in the hot tub. According to my ex, Carolyn started asking ‘weird questions’.
“Don’t you think girls’ bodies are so sexy?” Followed shortly after by, “Have you ever considered being with a girl?”
After more of these questions, my ex got a little nervous. She then felt a hand on her inner thigh. She didn’t know what to do, so she started talking about something trivial. As she talked, the hand moved up her thigh and under her swimsuit and began rubbing her clit. My ex-girlfriend freaked out, got up, and left, and she and Carolyn never spoke of it again.
Back to the story… Carolyn and I dated for a few months. We’ve had plenty of sex, but primarily ‘vanilla’ sex. Since she’s so petite, we are always extra careful so I don’t hurt her during sex. One night we get drunk and one of my friends offers us some Adderall. He was promising we will both be up all night talking and connecting on a level we didn’t think possible. Both being experimental people, we took the pills and went on with our night.
What my friend didn’t tell us is that Adderall is also a sex enhancing drug… and he didn’t tell us to be careful how many we take. What followed was a sixteen-hour bender. We both lay there completely naked, and nothing was off limits. We were watching porn. We were watching each other masturbate. We were playing with each other, and we were talking about our most sexual fantasies.
Back to the story…
Once Carolyn and I had our way with her friend , the first threesome ever for both of us (another story for another time), we both agreed we wanted to explore as many of our sexual curiosities as possible. We dabbled with a few ideas and finally decided we wanted to have some fun with another couple. We were both 100% into the idea of watching/being watched by another couple, and girl on girl action with another couple… but full swap was a hard “maybe” for us both, mostly because she didn’t like the idea of any dick besides mine inside her. But we decided we would spend the coming weekend searching out a couple for some fun.
That Friday night, we dosed up on our favorite uppers and hit Craigslist, posting a few mw4mw ads and responding to multiple ads as well. We had a few decent responses, but the majority of the couples we talked to were 25 years older than us or more, and neither of us wanted that… we wanted a hot young couple just like us!
Around 2:30am that night, we spotted a new ad in a bigger city about 2 hours from us:
couples sex party tomorrow night
I couldn’t grab the mouse fast enough… Carolyn already had it and was clicking the ad. She read it aloud.
“We are a mid 20s attractive couple fun open minded couples to join our party Saturday night,” she said, barely able to hold back the excitement in her voice.
“Is that something you’d be into?” I asked.
“Sounds like the makings of a really naughty night,” she responded.
I let her reply to the ad. She provided pics of us and got some pics back from the couple; they were young and sexy just as the ad described. After some discussion, we RSVP’d to the party… after all, we were trying to explore sexuality together. We booked a fancy hotel room for the next night, and since we were both up all night and fucked up we made the 2 hour drive right away in the morning and checked into our hotel at noon.
We spent that whole day together in our hotel room, watching group sex porn and researching swinger lifestyle and etiquette, taking a break in the mid afternoon to bust out my DSLR camera and some of Carolyn’s lingerie to have a photo shoot. We were drugged up, horny as fuck, and ready for whatever the night had in store for us. Before we knew it, it was 7pm, and time to get ready for the party. Carolyn spent hours on her hair, makeup, making sure she was perfectly shaven, etc. She packed a set of lingerie to bring as well as a couple of her favorite sex toys, put on her sluttiest dress, and we were on our way to the party.
To be on the safe side, we asked to meet the couple from the Craigslist ad out at a bar for a drink or two before going back to their house for the party. We were to them at a reasonable upscale cocktail bar, and just as we were arriving, Carolyn’s phone chirped to indicate a text message.
“They’re here!” she exclaimed.
We entered the bar and saw our couple sitting at a table for 4 off in a corner. As we approached them, the girl jumped up and nearly ran up to Carolyn.
“Oh my god, you’re even prettier than your pictures!” she said excitedly. “I’m Nina, and this is my boyfriend Tom.” Nina was about 5’4”, clearly worked on keeping her body looking good, and I immediately was impressed by both her tits and ass. Tom was clean cut, looked like he probably had some semi-important job somewhere in an office. They were exactly what we were hoping for.
While Carolyn introduced us to Nina and Tom, I grabbed us both a strong drink from the bar. We ended up sitting and chatting and drinking with them for an hour or so before Nina leaned in and said quietly, “So this is your guys first time with another couple or at a party?”
“Yeah, but we’re super open minded and both really excited, especially seeing as you two are so nice and… well, you’re kind of exactly what we were looking for!” Carolyn said somewhat loudly.
Nina laughed and then said “Well you two are too good to be true, and clearly you’re not shy, so should we head back to the party now?”
Carolyn nearly jumped out of her seat and exclaimed “Yes! I can’t wait any longer!”
After a 20 minute drive we arrived at a very nice, reasonably large house in a more upscale neighborhood. There were at least 4 cars in the driveway and more on the street.
“Guess this really is a big party…” Carolyn said somewhat nervously.
“Still wanna do this?” I asked.
Carolyn paused a moment and then replied “I mean, yeah! What’s the worst that happens, we leave? I’m not worried.”
So with that we parked the car, Carolyn grabbed her bag of “naughty goods” as she called it, and we followed Tom and Nina into the house.
As we walked into the living room, I scanned the room as Nina introduced everyone to us, and was immediately disappointed. Tom and Nina were clearly the youngest couple in the group before we came along… by a lot. In fact everyone at the party was very clearly 20 years older than us or more. This is exactly what we didn’t want to happen!
We were handed drinks, and then asked if we wanted to partake in any molly/ecstasy that was on hand for the party. After a nervous yet reassuring look from Carolyn, we both shrugged simulataneously and each took 2 doses of molly right away. Just after swallowing the pills, Carolyn leaned in and whispered in my ear, “well at least we will be super fucked up for this?”
I could tell she was nervous, and for good reason; I noticed immediately after realizing the age difference that most of the men were going out of their way to talk to Carolyn. And the ones that weren’t were staring her down from across the room… not that I could blame them, she was dressed to get fucked and hot as hell, but I was worried she might get uncomfortable as she tended to do in awkward social situations.
Before I could finish my thought, Nina grabbed Carolyn’s arm and exclaimed, “Come upstairs to my room and lets do our makeup and get changed!”
Carolyn looked to me for approval. “Go ahead baby, I’ll see you in a bit,” I said reassuringly.
Carolyn and Nina disappeared upstairs, so I took the opportunity to mingle with the women at the party. A small group of the men had disappeared to the kitchen to do coke, so I very confidently walked up to a group of 3 women and started a conversation.
“So is this your first time at one of these, too?” I asked.
“Oh honey no, we do these once a month usually!” responded a tall, busty blonde woman who appeared to be in her mid 40s. She was in great shape, and I had picked her out right away as one of the more attractive of the women at the party. “You can call me Bella, and don’t worry sweetie everyone is nervous at their first party, but you’ll fit right in I promise!”
I chatted with Bella and her two friends, Jackie and Margaret, for what seemed like forever. We talked about normal stuff like jobs, favorite drinks, favorite resturaunts… but once everyone’s dose of molly started kicking in, Bella suddenly had a filthy mouth and mind. Her and Margaret started discussing favorite porn videos, and before I knew it Margaret had her iPhone out and was showing us a video of her and one of her “man toys” as she called him. It was a video taken with a webcam or a camcorder on a tripod of her getting fucked in a few different positions by a much younger, very buff and very well endowed man. In the middle of watching her get fucked from behind in the video, Margaret turned to me and asked
“Do you have a Pornhub account? I post all my videos on Pornhub. We should make one together someday,” she said very confidently, her hand brushing my ass as she spoke. I giggled a little, a bit flattered at the attention I was receiving from this clearly very experienced cougar.
“Sounds like a plan to me!” I responded.
After what seemed like an eternity, Nina and Carolyn finally came walking back down the stairs together. Nina had changed into a very classy, expensive looking black lace halter lingerie bodysuit that was just see through enough to clearly see her lovely, perfect nipples. As Nina got to the bottom of the stairs, she did a little twirl/slow turn around, letting everyone get a good look at her gorgeous body.
Carolyn followed Nina’s lead, wearing the black lace lingerie set I had purchased for her at Agent Provocateur. She looked like some kind of sexual goddess or Eqyptian queen, a set of gold and pearl chains attached to the black lace set that hugged her slim, perfect body and covering just enough… barely. Carolyn did the same twirl/turn that Nina had so gracefully executed, and just as she finished showing off her body, my new friend Margaret leaned in and whispered in my ear.
“She is gonna get the shit fucked out of her tonight,” she said with a tone of excitement in her voice.
I chuckled hesitantly and then started to make my way to Carolyn, but before I could even get to her, a man clearly in his 50’s walked up to her and motioned to a doorway beyond the kitchen.
“Right this way, sweetie. Everything is ready for you,” said the man.
Carolyn immediately looked a bit nervous, and looked to me for reassurance, but before I could say anything, Nina and the man took Carolyn by the arms and led her to the room beyond the doorway. The rest of the party followed them.
As I walked into the room, I noticed that it was clearly set up just for the party. There were three black leather backless couches in the center of the room, another black leather backless couch on two of the walls on the outside of the room, and various chairs strewn about. Nina and the man led Carolyn to the couch in the very center of the room and sat her down. Not a second passed and Nina was on top of Carolyn, kissing her neck and squeezing her tits. Clearly the two had developed a bit of sexual tension while changing/getting ready, because Carolyn dove right in and reciprocated. As the two began touching eachother, most of the men moved chairs and sat to watch Nina and Carolyn. The other women at the party had spread out, a few made their way to the couches on the outside edges of the room, and Margaret had claimed one of the couches in the center of the room right next to where Carolyn and Nina were. Margaret motioned to me.
“Alright sweetie, come over here and fuck me while Jackie films us on her iPhone,” said Margaret loudly, so that everyone could hear.
I looked to Carolyn for approval, but she was in the midst of what appeared to be some truly amazing oral sex being performed by Nina. I shrugged, took of my shirt, and joined Margaret on the couch. Jackie already had her iPhone out, and was filming the two of us.
Within seconds, everyone in the room was naked. A group of the men began touching themselves while watching Carolyn and Nina, Jackie was softly rubbing herself while filming Margaret as deep throated my cock. Very quickly the deep throating turned into face fucking, and all at once I lost all inhibitions, instructing Margaret to get on all fours for me. Once she did, I stood in front of her and started face fucking her again while reaching over her to play with her ass and gloriously wet pussy. After a minute or two of this, she pulled back.
“Enough playing around, fuck me like a dirty slut,” exclaimed Margaret. “Fuck me like a porn star so I can post this video on my Pornhub”
Without even a word, I stepped behind Margaret and thrust my now throbbingly hard cock into her glistening wet pussy. As I did so, I turned my head to look at Carolyn. It seemed the man Margaret had arrived with had taken his cue to replace Nina on the couch with Carolyn. Nina wandered to a random man and began playing with him, while Margaret’s husband looked Carolyn up and down for a moment.
Without a word, he grabbed Carolyn by the thighs and tossed her onto her back and pulled her into position in front of him. With no hesistation, he began pounding Carolyn’s tight little pussy. Carolyn, clearly feeling the effects of all of the drugs we had taken, writhed around in pleasure, moaning loudly. The man didn’t say a word or have any reservations as he continued pounding my little Carolyn’s pussy for a solid 5 minutes straight.
I tried my best to watch Carolyn, but Margaret demanded my attention.
“Fuck my ass, and don’t hold back, I want it all,” she exclaimed, sticking her ass up in the air as if presenting herself to be fucked. Since Carolyn was so petite, anal sex was not in the cards for us, so I was immediately very focused and distracted by the wonders of fucking Margaret’s tight, perfect ass on camera.
For a while I was completely entranced by the wonders of Margaret; her ass as she bounced it in perfect rhythm with me, her large voluptous tits as they bounced from the force of us fucking, and her loud pleasureful moans and dirty talk. It wasn’t until I heard a very loud half pleasure half discomfort moan from Carolyn that I snapped out of my trance and took a moment to look her way.
As soon as I looked, I immediately stopped fucking Margaret. Four men had gathered around Carolyn, who was on all fours with a man in front of her and a man behind her. The man in front of her was relentlessly jamming his cock into her mouth, which she would reluctantly take and suck on for a moment or two. She then would stop, either to catch her breath or maybe try to not be so overwhelmed, but the man would grab her face, turn it forward, and stick his cock up to her lips until she opened her mouth and took it again. The man behind Carolyn was a very large, buff black man, with probably the largest cock I’ve ever seen in real life. It had to be well over 9” and thicker than I thought possible… and he had no intentions of letting Carolyn work up to his size. He thrusted as much of himself as he could fit into her pussy and began pounding her as hard as he could. Carolyn was clearly very overwhelmed, physically and sexually. Her entire body was red and glistening with sweat, her hair was a complete mess, and after a few minutes of the black man fucking her I could see her body starting to shake.
Before I could even think, the man in front pulled out of Carolyn’s mouth and blew his load all over her face. She reeled in the unexpected facial, caught totally off guard… but before she could even wipe her eyes and open them, another of the men stepped in and began doing the same as the man before, jamming his cock into her mouth. As he did so, the black man pulled out of Carolyn, paused a moment, and then began pushing his cock into Carolyn’s tiny, virgin ass. Carolyn screamed semi-loudly, and then man laughed and said “Alright sweetie, we’ll save that for later…”
The black man turned to another woman, having had his turn with Carolyn, and what was clearly the oldest man at the party jumped in to have his turn fucking her. He was a bit overweight, and had clearly already been busy with other women as he was covered in sweat. Without hesistation he jammed his fairly small cock into Carolyn, and immediately grabbed her ass and began pounding her like the others but with the addition of inserting his thumb in Carolyn’s asshole.
After a moment or two, he leaned forward and whispered but loudly enough so the people nearby could hear as well.
“Don’t fight it sweetie, we’ve got to get your tight little ass loosened up.. Don’t you want to be double penetrated tonight?” he said in a tone I could only describe as creepy as fuck.
At this point, I had to step in.
“Hey guys, I think Carolyn and I need to take a 15 minute break and smoke a cigarette or two…” I said, trying to be as confident and assertive as possible.
The creepy man pulled out immediately and went back to one of the other women. The man in front of Carolyn took this as a “better finish quick” kind of situation. He grabbed her hair and relentlessly fucked her mouth until he came in throat. She was so out of breath and out of it that she didn’t expect it, and the man didn’t do her any favors… so a moment later, cum began dripping out of Carolyn’s nose. The man finally stepped away, and I sat down next to Carolyn as she collapsed onto the couch.
It was then that I noticed her makeup was running all over her face, as if she had been crying. I caressed her shoulder for a moment, then stood and helped her up and made our way to the nearest bathroom.
Once inside with the door closed, Carolyn immediately spoke up.
“This isn’t a fucking sex party, they’re practically gangbanging me!” she exclaimed loudly. I made the “shh” motion with my hand, but she persisted. “I don’t fucking care if they hear me, this is awful!”
“You think I enjoyed watching that?” I asked.
“Fuck no! You think I enjoyed being their fuckdoll? I thought this was going to be couples swapping, not all the men ganging up on me while their women sit around bored!” Carolyn cried.
“Then lets get the fuck out of here,” I responded.
Luckily, Carolyn thought to pack overnight clothes for both of us in her bag, so we both threw on whatever clothes she had packed, and then quietly made our way toward the front door. Just as we were about to open it, I heard Nina right behind us.
“You guys are leaving?! We’re just getting started!” she exclaimed.
“Yeah, Carolyn’s not feeling well so we’re going to take off. Thanks for the invite though,” I responded dismissively.
Nina turned to look around for a moment, then turned back to us.
“Can I come with you?” she asked quietly as if trying to keep a secret.
Carolyn and I looked at each other for a moment, both shrugged, and Carolyn finally. Responded.
“Sure, why not?”
A few minutes later we left the party with Nina, ending up back at the bar we started the night at. The girls disappeared into the restroom to fix their hair and makeup, while I ordered us all drinks and did a few shots of whiskey to rid myself of the anxiety the party had left me with.
After the girls returned, we drank together for a few hours. Nina seemed to understand Carolyn’s frustration, and eventually admitted that the same thing had happened to her on multiple occasions at these parties. Carolyn and Nina bonded over this, discussing it in depth throughout the rest of the night.
Finally, bar closing time came, and it was time to head back to our hotel. As the three of us walked out of the bar, Carolyn stopped to turn and look at me for a moment as if trying to decide whether to say something or not. After a few seconds, she grinned deviously and turned to Nina.
“Wanna come back to our hotel and have our own party?” Carolyn asked Nina.
“I thought you’d never ask…” Nina replied with a huge smile on her face.
Source: reddit.com/r/gonewildstories/comments/6norp9/sex_drugs_and_a_craigslist_swinger_party_group