Beginning in my early twenties, a now ex-girlfriend and I dabbled in the lifestyle on a few different occasions. This is a story of our first, and one of my favorite encounters.
A couple of years ago, I [M26 at the time] was training a new coworker [M29 at the time]. Let’s call him Adam. We found out we had a lot in common and began hanging out after work occasionally. My girlfriend at the time, let’s call her Kylie [F24 at the time], had a second shift job so I didn’t see her much until the weekend and I hadn’t gotten the opportunity to introduce them yet. One night, after work, Adam and I decided to go have a few beers at a nearby bar for happy hour. We ended up having more drinks than usual and it was getting pretty late. We were both a little intoxicated and began talking about girls. Adam confided in me that he hadn’t dated a girl since he was 19. I inquired further and found that not only had he not dated anyone, he hadn’t even hooked up with anyone since that time. He said this girl really broke his heart and he never really got back out there and just stayed busy with work and his other interests. We talked a bit more before deciding to call it a night. I got home around 10pm and Kylie got back from work a bit after midnight. After walking through the door, Kylie plopped down next to me on the couch, we put on some random sit-com we’d watched a million times, and got to talking about our days. I told her about what Adam had said.
“Wow, that’s a long dry spell” she said.
“No kidding.” I replied.
“Can I see a picture?” Kylie asked. “Is he normal looking.”
“Yeah, he’s a totally normal looking guy.” I pulled up his Facebook profile and showed her what he looked like. While we had a lot in common interest wise, Adam and I looked pretty different. While I’m a fairly tall, blonde, and a muscular guy [pics in my profile, sorry for the shameless plug], Adam was super tall, but had more of a lithe runner’s build, and jet-black hair. We were both about the same shade of pasty white, but while I can’t grow any amount of facial hair, Adam would come into work freshly shaved and by the end of the day definitely had some five o’ clock shadow. Kylie studied a few of the pictures on Adam’s profile, lingering on a shirtless photo of what looked to be him in some sort of obstacle course race.
“He’s cute. I’d totally fuck him.” Kylie said casually, but what I felt was only in a half joking manner. I feigned a look of being taken aback.
“Only if I hadn’t already met you of course.” She added with a mischievous smile. She left it at that and got up. She kissed me on the cheek and walked over to the clothes hamper where she took of her top and peeled off her slacks before heading over towards the bathroom for a shower. Kylie is quite tall for a girl. She’s about 5’9’’, and a fair skinned brunette with a b-cup. She was pretty into CrossFit and had a very toned body. As she walked to the bathroom in nothing but her pink little thong, I couldn’t help but think about what she had said. I’d had fantasies about sharing Kylie before and, at first, I was pretty ashamed of it. I later ended up coming to the conclusion that I shouldn’t be ashamed of my fantasies. I hate the term cuck and despise the humiliation aspect of it that some people are into. For myself, I gravitated towards this fantasy because I found it hot that someone would want “my” girl. Also, this may sound stupid, but the sex with Kylie was so good that I felt it would be kind of be a shame if she was monogamous. I’m also not at all a jealous person and comfortable in my own skin. I knew that if I was actually able to fulfill this fantasy, that Kylie would be coming home with me at the end of the day and that I was the one she loved.
At the time, we lived in a small apartment and I could see her in the bathroom mirror from where I was sitting on the couch. I watched her take her bra off, her pretty pink nipples bouncing as she removed her panties and then tossed them at the clothes hamper across the room. I was rock hard picturing those breasts in Adam’s face as she reminded him what it was like to be fucked. She caught me staring, smiled, and closed the bathroom door. In a minute, I heard the shower turn on. I got up and walked into the bathroom, undressed, and joined her in the shower.
“What do YOU think YOUR doing mister.” Kylie joked.
“You just were looking like a such a snack” I said. “I couldn’t help myself.”
I kissed her deeply and ran my hands over her back and down onto her tight little ass. I then traced my fingers up her sides, lightly brushing the sides of her breasts as the hot water poured over us and steam filled the shower. Despite the warm water, Kylie shivered as my hands brushed near her now stiffened nipples. Kylie dropped down to and took my cock in her mouth. Slowly stroking and sucking until I was about to cum. I stopped her, as honestly neither of us are the biggest fan of shower sex. I grabbed the nearby loofah, added soap, and lightly scrubbed Kylie’s entire body, lingering longer than necessary on her cute butt and small breasts. We then switched places and I watched as the water rinsed the suds off her body. She returned the favor, gently scrubbing over my back and abs. We hurriedly dried off and ran to bed completely naked.
We kissed passionately as I slid my hand between her legs to find her soaking wet. I slowly moved my fingers around the outside of her lips until she was pushing her hips upwards, begging for more. She then pushed my head down. I did not need any convincing as I kissed her stomach, slowly moving my tongue lower and lower over her thighs and back up as she spread her legs wide, fully exposing her inner lips that had been previously hidden by her small and well-trimmed, but thick dark brown bush. I teased her wet little pussy with my tongue, lightly flicking it around her clit. She was moaning as she raised her hips up of the bed pushing my face harder into her little pussy. I increased the pressure with my tongue and ran small circles up and down her lips and over and around her clit. As my tongue made another pass over her clit, she wrapped her hands around the back of my head holding me in place as her legs shook and quivered in orgasm. Her muscular thighs tightening around my head. She lowered her legs and urged me upwards. We kissed and she tasted her own sweet pussy right from my lips. She reached down and took my cock in her hands, finding it rock hard. She guided my cock inside her. As I slowly pushed my cock inside, she wrapped her hands around my ass and pulled me into her deeply. I rocked back and forth, savoring the warmth of her tight, wet pussy. As I thrust with growing vigor, I traced my tongue around her large pink areolas, occasionally flicking my tongue over her sensitive nipples, which caused her to shiver each time. She moved her hand back down to my hips and began pulling me down into her faster and faster as she raised her hips up to meet mine. She moaned as I put her nipple in my mouth and sucked harder and harder, just as we fucked harder and harder. She let out a light shriek of pleasure as I lightly bit her nipple.
“Don’t stop” she said. “I need you to cum in me.”
I propped myself up slightly and looked down to see my hard cock glistening as it entered in and out of her beautiful pussy. Watching pushed me over the edge and Kylie pulled me in deeper as she felt my ropes of cum fill her needy pussy.
After cleanup, we laid naked back down in bed. Kylie’s head resting on my chest.
“What prompted that nice little session?” She asked.
“Telling me you’d fuck my co-worker, I had to remind you how good we are together” I teased.
“I was only joking” she laughed. “But if it inspires sex like that, I might tease you more often” she said with a smile.
We were very open with each other, but I’m still a bit surprised at what I said next.
“The thought of it actually turned me on quite a bit” I said shyly.
“I knew it!” she exclaimed. Her excitement encouraged me to push things further.
“You don’t think I’m a loser for thinking that’s hot, do you?” I asked.
“Not at all. I think its super hot too.”
“For real?” I asked.
“Of course. Guys all fantasize about being with two women. Why is it so crazy that a girl would want to be fucked by two guys?”
“Your totally right.” I laughed. “Would you legit be open to it?”
“WIDE open” she winked. I laughed.
“If we were to have a threesome with another guy, would you be down to have a threesome with another girl too?” I asked.
“Hell no! I’m way to jealous for that!” I must’ve looked a little disappointed because she added, “I’m just kidding. Fair is fair. I would just need it to be with a girl that we were really comfortable with, but also someone that I don’t currently know. I wouldn’t want it to be with a girl we see even occasionally.”
“That’s fair” I replied. “What about Adam?” I added a bit sheepishly. “Would you be okay knowing the guy?”
“Are you serious? Well, I don’t actually know him yet. But if you’re fine with it, I wouldn’t care. He is pretty cute. Don’t you think it has the potential to be awkward though?”
“Potentially” I admitted. “Next Friday is his last day of training so he’ll be working from home after that. So it wouldn’t be like I have to see him every day for the rest of my life. Also, I just think it would be super hot.”
“Do you legit think this could happen?” Kylie asked.
“If he’s into it, I don’t see why not. If I was single and some co-worker asked me to fuck his hot girlfriend, I would be totally into it.”
“Well, you’re kind of a perv” she teased. “How would we go about it?”
“How about next Friday him and I get some drinks after work and I try to bring it up. If he’s into it, I could bring him over.”
“You think this could happen as early as next Friday?! Fuck. I’m getting excited” she said.
We talked for a bit more about potential details and any boundaries we wanted to put up. We decided that if I brought Adam over next Friday that it would be on.
I was nervous the whole week leading up to Friday, wondering if I was going to chicken out. Finally, it was Friday. As had become our norm, we went to grab a drink after work. I was more or less encouraging us to drink much harder than usual and as the night wore on, we were really starting to get a pretty good buzz.
“Hey man” I said. “Think you’ll ever throw your hat back in the ring?”
“What do you mean” Adam replied.
“With the ladies” I clarified.
“Yeah. For sure. I definitely want to… It’s just I’m pretty shy. Especially when it comes to girls.”
“If you’re interested, my girlfriend could probably set you up with one of her friends.”
“For real? That would be very nice of her. Maybe in a bit though. I’m not sure I could handle a new job and a new relationship.”
“What about a onetime fling.”
“I mean, for sure. Not sure how that would happen though.” Adam laughed.
We talked about other stuff for awhile and then I steered the conversation back to me girlfriend. I told him how she was into CrossFit and showed him a few videos of her lifting. In one of the videos, she was wearing nothing but super tight and small booty shorts and a thin sports bra where her nipples could just barely be seen poking through.
“Fuck dude.” Adam said. “She’s a smoke show. You’re a lucky guy.”
“Thanks man. Hey, do you want to head back to my place? Kylie will be getting off soon and we could go out and make a night out of it.”
“Sure! Sounds like fun!” Adam replied.
As we were both a little drunk, we decided to get an Uber. As we were waiting, I texted Kylie an update on the situation. I explained that it wasn’t for sure by any means but that we could just see where the night takes us.
We got to my apartment around 9:00pm and Kylie, who had been able to get off work a few hours early, was getting ready to go out. She was wearing a short, tight black dress. Kylie introduced herself and we decided to have a drink or two before we left. Our studio apartment only had a small couch that me and Adam were sitting on opposite sides of. Kylie grabbed a drink and squeezed in between us. She made some pleasant conversation with him and even touched his leg a couple of times and laughed when he made a joke. We then called another Uber and went to the bar. As the night progressed, we hit a few other bars and clubs and near the end were getting thoroughly drunk. Kylie, as she became more intoxicated, became more and more brazen with her flirting. The last place we went to had lots of people dancing. I said I needed to go to the bathroom and left for a minute. When I was on my way back, I noticed Kylie and Adam dancing. I hung back and watched for a bit as Kylie proceeded to grind against Adam. I watched his hands wander over her body and down her legs. This went on for awhile until I saw her whisper in his ear. Adam said something back, Kylie replied something else, and then Adam eagerly nodded to what was said. I walked over to them.
“Just in time!” Kylie drunkenly shouted at me as she ran into my arms. “We’re gonna take this party back home” she said with a wink.
“What did you whisper to Adam?” I asked, the loud music keeping him out of earshot despite being nearby.
“I told him I wasn’t wearing any panties and asked if he wanted to go home and fuck me.”
“Holy shit! What did he say?”
“He asked if I was serious. I said that I was. He asked about you. I said we’re into that kinda thing and hoped he was too. He very enthusiastically said that he was” she smiled.
“Well, what are we waiting for?! Let’s get out of here.” I said.
On the Uber ride back, I sat in the front while Adam sat in the rear passenger seat with Kylie, who had slid over into the middle next to him. I watched out of the corner of my eye while Kylie ran her fingertips over Adam’s legs. I watched as she took his hand and placed it onto her bare leg. Adam seemed to be figuring out what Kylie wanted and slowly moved his hands up her right thigh. Kylie spread her legs a little as Adam’s hand went higher still. We continued on, the activities going on behind me only occasionally illuminated when we passed beneath the street lights. At this point, Kylie’s dress had ridden up high enough that I was able to confirm she really wasn’t wearing any panties. I could see Adams hands moving up and down underneath her dress. Finally, we were home. We all but ran to the door.
As I fumbled for the keys, I saw Adam passionately kissing Kylie in my peripheral. She was pressed up against the wall while Adam ran his hands up her leg. I opened the door, but it took them a second to notice. They followed me inside. I was going to ask if anyone wanted a drink, but they were well beyond needing any further liquid encouragement. Kylie pushed him down on the couch and ordered me to sit next to him. Kylie put on some music and told us to relax. She mockingly moved her body to the music pretending to strip. With some encouragement from Adam and I, she was no longer pretending. She slipped her dress’s straps over her shoulders slowly, one and then the other. She slowly pulled the dress down to her waist, exposing her toned midriff and black push up bra. She turned around, reaching behind to unclasp her bra strap, her back muscles rippling. She slowly removed her bra letting it drop, then she let her dress fall from her waist to her feet. Adam’s eyes were glued to her bare little ass. She slowly bent down, picking up her dress from the floor and covering herself with it as she turned back around to face us. I was rock hard, I wondered if Adam was too.
Ever so slowly, Kylie lowered the dress she was holding out in front of her like a curtain. Her bright pink nipples were erect. Adam had a large smile on his face and so did she. She let the dress she was holding at waist level fall to the floor, exposing her trimmed little bush. Adam was all but drooling as she turned back around, grinding her bare ass into his crotch.
“Some one’s a big boy!” Kylie said excitedly. Adam blushed and said nothing. Kylie turned back around again and straddled him. I could see the outline of his cock in his blue jeans. Kylie kissed him deeply and interlaced her fingers behind his head before pulling him down onto her breasts. I watched as Adam’s mouth found Kylie’s right nipple. Kylie let out one of the cute little sounds she made when she was super turned on and ran her hands underneath Adam’s shirt. Adam stopped for a moment to switch nipples and Kylie used the brief interlude to remove his shirt. I noticed her right nipple glistening from Adam’s saliva before she pressed them up against Adam’s face once again. I saw the muscles in Adams wiry arms work as he explored Kylie’s body.
After a minute or so, Kylie stood up, kneeled onto the floor and unbuckled Adam’s belt before pulling his pants to his ankles, his boxers coming off along with the jeans. Adam had a pretty big dick, at least compared to my average one, and it was especially thick. I think I saw stars in Kylie’s eyes at the reveal. He was also had a neatly trimmed bush, which I did not expect from someone who hadn’t had sex in a decade. Kylie looked over at me and demanded that I get naked too. I somewhat awkwardly undressed as Kylie wrapped her lips and hands around Adam’s cock. I watched her head bob up and down on my co-worker’s dick. Adam’s cock was slick with my girlfriend’s spit and I couldn’t help but start to stoke my own hard cock. Adam let out a small moan and threw his head back, his whole-body tensing. Kylie immediately stopped.
“You can’t come yet!” she teased. “I need that cock inside me first.”
To give Adam a break, Kylie turned her attention to me. She got up onto the couch with us, her lower half resting between us with her legs on Adam’s lap and her face in mine. Kylie wrapped her lips around my cock. The thought that just a moment ago, they had been around Adams’s, was almost enough to make me burst. After a minute or two, Kylie turned her attention back to Adam.
“Think that was a long enough break? Can you fuck me now?” She asked. Adam nodded eagerly, speechless at his good fortune. “Come to bed then.” Kylie said as she prodded us both to hurry. I watched as Kylie pushed Adam down onto the bed and climbed on top of him, running her fingers over his lean body, tracing his abs with her fingers for a moment. She then lifted her hips and grabbed Adam’s cock lining it up to her pussy. I watched as Adam’s big cock pushed through Kylie’s lips, her visibly damp pubic hair betraying her excitement. It was such a turn on watching his dark pubes meet my girlfriend’s dark pubes. Kylie moaned in ecstasy as she moved her hips up and down, slowly picking up speed. Adam’s hands were gripped around her small waist, leveraging her to push deeper into her pussy. I stroked my cock while I watched his cock go in and out, faster and faster, as Kylie moaned louder.
“Come here!” She urged me. “Rub me.” She leaned back and I ran my hand down her body, from her breasts to her pussy, as Adam continued his upward strokes. I positioned my hand so that Adam’s thick cock went through my hand before entering Kylie’s pussy.
“Fuck that’s hot!” Kylie shouted. After a few strokes my hand was soaking, Kylie’s wetness passing from her, to Adam’s cock, to my hand. I then moved my hand up to Kylie’s clit, moving in a slow circler motion as Adam continued to pound her from beneath.
“I’m gonna cum!” she screamed, as I moved my hand faster and faster. I watched her legs shake and heard her sharp intake of breath as she came hard on his cock. It must have been too much for Adam to take, because just a second later I watched his cock spasm as rope after rope was shot deep into my girlfriend’s willing pussy. She rolled off him, laying in between us, a contented look on both their faces.
“That was incredible. Thank you.” Adam said. I think it may have been the first thing he said since we brought him home from the bar.
“Of course, cutie.” Kylie said as she ran her hand over his naked body.
“So, when is it my turn?” I asked Kylie with a smile.
“I’m ready when you are, stud.”
“I’ll be right back.” Adam said as he got up, gathered his clothes, and walked into the bathroom.
“That was so fucking hot.” I whispered into Kylie’s ear.
“Sooo fucking hot.” She agreed. “I need YOU in me now though.”
I didn’t waste any time and climbed on top of her. I could see Adam’s cum just beginning to leak out of her pussy. Her hands wrapped around my ass, pulling me deep inside her. As I pushed inside, some of Adam’s cum was pushed outside, covering both the shaft of my cock and getting in Kylie’s dark brown pubic hair.
“Cum for me baby.” Kylie whispered in a breathy voice. I looked over and saw Adam watching from across the room. Kylie’s whisper, Adam watching, and the sight of more of his cum coming out of her with each stroke was too much to take. I grabbed her firm breasts roughly, feeling her erect nipples in the palms of my hands, and pushed my cock as deep as it could go. I came buckets as I watched Adam stroking his cock to us. I rolled off of her, my cock covered in cum, mine, Adam’s, and Kylie’s. Kylie shimmied down the bed staring at my cum covered cock. Before I could react, she quickly put my cock in her mouth, sucking off every last drop. My dick was so sensitive I couldn’t help but squirm.
“Hold still!” She teased, while licking the last bit off.
“Let’s see how you like it!” I teased back, tossing her back down onto the bed. Her hairy little pussy was absolutely covered in cum as I moved down between her legs to clean her up.
“Holy shit! That’s so fucking hot!” Kylie exclaimed, moving her hand to the back of my head, pushing my face into her pussy. All I did was open my mouth while Kylie held my head in place and pushed her hips upwards, grinding her cum covered pussy on my face. I felt her thighs quiver as she orgasmed again. When it was over, her body was relaxed and I laid down next to her. It was only then that we noticed Adam was gone.
“Fuck, I hope we didn’t freak him out.” I said.
“I’m sure he’s fine. He obviously enjoyed himself.”
“I think so too. I just hope he didn’t freak out.” I replied. Before falling asleep I shot him a text, but did not hear back right away. Kylie and I snuggled naked in bed and turned on the tv.
“We definitely need to do that again.” Kylie said.
“What do you think about doing it with a girl next time?” I asked.
“I suppose it’s only fair.” We left it at that and fell asleep. Thankfully, the next day, Adam text me back that it was awesome. He didn’t give a reason for bailing, but apologized and stated we need to do it again as soon as possible.
Thanks for reading my story! I hope it wasn’t too long!!
Source: reddit.com/r/gonewildstories/comments/ty4052/watching_my_exgirlfriend_fuck_my_coworker_mfm
Great story. Has there been an encore?
Excellent story! And well written. Great detail!