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Author's Notes

"It's been several years since I've written about my sex life, so I figured I'd go back to the wildest relationship I've ever had with my ex-girlfriend Sara, and fill in more detail on the many sexual experiences we shared together. To my new readers, all my stories are 100% real except for our names. All photos are also real, except for the few AI-generated ones for cover images. They are shared in the media section of my profile if you are interested in visual stimulation to go with the story."

It's essential to convey that Sara and I were very sexual in our younger years; however, the majority of our relationship was not all about sex parties and debauchery. We experienced all the usual life events, such as attending friends' weddings, enjoying family vacations, and navigating work and relationship stresses. So when I write about some of our wilder events like the one below, please understand, we kept our sex drives pent up for the majority of the time, and also had an amazing sexual chemistry when it was just the two of us. We seldom had spurts of extreme sexual experiences together, and it's safe to say, she lived up to the idiom of a lady in the streets but a freak in the sheets.

Also, I'm trying to remember my mindset at the time to write this as truthfully as possible. As time went on and multiple other extreme sexual experiences occurred in my life, I learned more about myself and what I enjoyed, and that may have colored how I wrote about these past events. I've noticed in previous stories that I sometimes applied my post-processed understanding of events, current turn-ons, which made it seem like we weren't figuring out our emotions about the more extreme events in the moment. We were, and it was challenging.

After Her Work Christmas Party

On December 14th, 2012, a late Friday night, Sara and I arrived home from her office Christmas party. We had been drinking heavily with her co-workers at a nearby California golf course clubhouse, and I couldn't help but notice her being particularly flirtatious with her male co-workers and boss that night, clearly attempting to turn me on, and succeeding. She was in the bathroom washing her makeup off her face while I was getting ready for bed when she called out, "Hey honey, guess what Nicole told me tonight?"

[To get a visual of what this bathroom and bedroom looked like in our townhouse, there is a photo in Sara's album of her dressed in a black dress before going to Richard's swinger party the first time, which shows the very counter she was using at that moment.]

She paused for a moment, waiting for my response, the water still running in the background. I finally responded, "What?"

Her head and upper torso popped out from the bathroom opening with her signature cute, sexy smile on her face as she continued, "Well, she said Richard is having another party before New Year's Eve and wants me to go with her! Can I?" She paused again before realizing my annoyance on my face, realizing I wanted to go as well, continuing, "I'm sure you can go too, babe! Want to go?"

I'm sure she initially intended to attend the party alone with Nicole. The tone of her question at the end also betrayed her excitement at the idea of me watching her with the group of older men again, as I took my watch off, placing it on my nightstand when I responded, "By party, do you mean with his swinger group?"

She nodded her head slowly, affirming it was with his swinger group when I continued excitedly, "Okay, sounds fun! Let's do it!"

Her co-worker Nicole was a very sexy, young 24-year-old blonde who looked a lot like that Instagram girl, Gracie Higgins. She had an extremely cute personality, seemingly innocent. However, like Sara, was secretly a freak in the sheets and had a very powerful sex drive. She had been involved with the swinger group in the past as well, due to her striking looks, fantastic body, and rumored world-class oral skills. She's of mixed Irish and Norwegian descent with a body that also resembled Gracie's, featuring full natural breasts and a fantastic ass. I knew because my 29-year-old eyes noticed her at their company beach day barbecue. I studied her perfect body that day behind my dark Ray-Ban sunglasses and beer stem, as did all of the guys present.

Also, she was one of Sara's girlfriends who told her about Richard's sex parties in the first place, before I knew about them, and was also one of the girls who told her the stories about fucking Ryan at work. Like with Sara, Nicole and Ryan were also friends with benefits, and she would often fuck him in his office. At least, according to Sara at the time.

What I learned later but didn't know back in 2012 was that after her Vegas trip for the bachelorette party, Sara and Nicole had several threesomes with him in his office. They always worked late hours, drank alcohol during these late work sprints, and were extremely close co-workers and friends. So it's understandable how a group of hot young business people had extreme sexual urges. I'm sure those urges spiked out of control after the secret of Ryan having a massive cock was now out in the open between the girls, since they both had experienced it! To be clear, Sara did tell me about some of these situations at work between her co-workers, but she always seemed to leave out details on purpose and seemed to be attempting to excite me, so I always thought she was embellishing these events to improve our fantasy roleplay.

Back in the bedroom, amused by how excited I was too at the idea of joining the swinger group again, her smile grew as she disappeared back into the bathroom to continue getting ready for bed. I then added as I pulled back the bedsheets, turning off my bedside lamp as I climbed into bed, "But only if I get to watch you fuck that younger black guy again!" I attempted to remember the guy's name as I pulled the bed sheets back, continuing, "In person this time! Watching remotely in Dubai drove me insane! It was fucking torture being that far away from you!"

The bathroom light was now the only source of warm, glowing light emanating into the bedroom as I looked at the ceiling, imagining how that night would materialize and also imagining how Nicole would look nude riding my cock. To be clear, Sara wanted me to fuck her girlfriend, and also seemed to be teasing me about her younger female co-worker that night as well. In the past, she also told me Nicole had expressed a desire to have a threesome with us.

Sara, amused by my statement about her fucking the young black stud again, exited the bathroom with a broad sexy smile on her face, pausing in the bathroom opening, posing leaning against the wall frame, with her fantastic body backlit by the bathroom light. That is when I realized she was completely nude and not wearing her typical night gown for bed. Dangling in her right hand was her 10-inch Marcus dildo, which I almost overlooked since she was holding it slightly below the horizon of the bed.

The idea of her fucking the young black guy again in a few weeks, in addition to her flirting with Ryan and Sam that evening, thinking about fucking Nicole, already had me turned on as it was! Now, seeing her nude posing for me with her black dildo in hand, her extremely healthy, tanned, glowing skin reflecting in the light, it was safe to say we were both incredibly turned on in that moment. She lifted the black shaft upward and, while backlit by the light of the bathroom, took her dildo into her mouth as she playfully licked and sucked it.

She laughed at her actions before approaching me directly. I watched in slow motion as she placed her large dildo next to my body, its cold temperature shocking my side, as her nude frame slowly crawled onto our bed and ascended directly over my lower legs, pelvis, and torso, pushing my sexual desire for her to the limit as she came closer to my mouth. We passionately made out as I squeezed her amazing bare buttocks, pulling her nude body into mine, when I continued, "So, tell me what turns you on the most about going to his party? Did you enjoy all those dirty old men fucking you last time?"

She rolled over onto her back next to me in the bed, kicking her cold feet under the sheets as she said, "Babe, they aren't dirty!"

We both laughed, and I took that opportunity to get up, walk to the kitchen to grab a bowl, fill it with warm water, and place it on my nightstand until we were ready to use it. I learned that she enjoyed the dildo much more if it had a similar body temperature to the real thing. I returned to bed, nestled next to her. Her delicate, soft hand moved from resting on my chest as we kissed before her fingers descended below the sheets.

She grasped the root of my incredibly erect cock and started stroking me when she said, "Well, Nicole said it's a masquerade theme this time where the older guys, as you put it, will be concealing their identities wearing cloaks and full face masks. So I think the idea that turns Nicole and me on the most will be not knowing which older guy is fucking us!"

She paused as if imagining the scene before grinding into the side of my body, continuing, "Fuck, babe. Mmm! Yeah, that will be the hottest part for me! Plus, she's been seeing someone she can't wait to share with me. I think he'll be there as well! From the photo she showed me, the guy is extremely hot and ripped! So ripped it made me wet just looking at him!" I could tell she was really turned on by the guy just talking about him, then she added, "Actually, he looked a lot like the guy from that movie we just watched!"

Intrigued, I responded, "What? You mean Daniel Craig from Skyfall? 007?"

She slowly nodded her head, completely serious as she bit her lip like she did when aroused by a guy, when I continued, "Whoa, calm down, girl! I thought you didn't care if a guy had large muscles!" I recognized the real arousal on her face while she was describing the guy's body, when I playfully continued, "Well fuck! I guess I need to work out more!"

Amused by my playful words, she said, "Babe, you know I love your body. Stop it!" She paused, changing back to a teasing, cute voice, adding, "But some men, you just want to get fucked by! You know what I mean?"

Turned on by how hot she was to fuck this guy, I said, "No, I don't know what you mean! I don't want to be fucked by any guy!"

I'm not sure why I suddenly became a comedian, but we both burst out laughing. When we focused back, I continued, "I'm just playing! That's pretty hot to think about, actually, you being fucked by a muscular stud!" I paused, imagining how the party would go down, when I continued, "So at the party, you're turned on by not knowing which guy is fucking you? What if the guy is in his seventies or Shrek-level ugly?"

Her eyes snapped to mine as she squeezed my cock hard, saying, "Babe, that's mean. Shrek needs pussy too!" We both laughed again, then she continued, "As long as he has a nice fat cock and can still use it, I don't care how old the guy is! I'm not an ageist! Plus, I love watching their faces as I'm blowing their minds!"

I could tell she recognized I was loving the words coming from her mouth since she lowered her voice to whisper and in a seductive tone added, "Actually, the idea of letting them take my much younger pussy, pussy they haven't experienced in years, is so hot, babe! Mmm! Turns me on so much to think about!" Her stroking of my cock intensified when she added, "What about you? Do you like it when older men fuck me?"

She knew I loved it, having shared her with older men at the last swinger party and enjoyed watching her. She was trying to turn me on more with her word choice and stroking, which worked! I responded, "Fuck, you're so fucking sexy. I love when you act like a slut, babe! I love it when you talk like that! I can't wait to watch you with Richard's group again!"

I paused, thinking of why the idea turned me on so much. I was 29 years old, my birthday was a few months away, and Sara had just turned 33 at the time of this event. The memory of how popular she was with the older guys at the last party turned me on the most, in addition to how amazing it was watching her get gangbanged by so many older cocks, the majority of which she met that night. My mind drifted back to thinking about her description of sometimes wanting to be fucked hard by some muscular stud, when I continued, "So about Nicole's guy, I thought you weren't attracted to guys with large muscles?"

Sara laughed, adding, "Babe, stop! When it comes to sex, yes, having a ripped, masculine, alpha man fucking you senseless, using you just for the sex, is extremely arousing! But I can't stand them afterwards, typically! Most aren't the relationship type, you know?"

Processing her words, I responded, "Makes sense, I guess." Her head disappeared below the sheets as she rotated her body 90 degrees off to my left side, as she took my cock deep into her mouth. From the side, I reached behind her ass and rubbed her pussy as her expert cock-sucking skills continued under the thin, white flat sheet. It was a similar position to the sex video we made in San Antonio. [If you want to get a visual of this moment, check out the video in our lush albums.]

As she was expertly bobbing her head on my cock, I hesitantly brought up her flirting with her boss that evening, saying, "Oh yes, like that! God, I love how you suck my cock!" I paused momentarily, thinking about how she and her boss Sam flirted the most that evening, before continuing, "Whose cock are you imagining sucking right now, babe?"

She seemed not to be too interested in responding, probably due to my cock in her mouth, when I thought about her dildo and who we might roleplay about that evening, when I continued, "Who should we roleplay about tonight?" Her sucking continued, still ignoring me when I added, "I want you to imagine you're fucking Sam, okay?"

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Her head paused bobbing up and down, before she flipped the bed sheet off her head. She was looking me directly in the eyes when her tongue extended with a glimmer of lust in her eyes as she slapped my cock onto her extended tongue, her head tilted to the side as she licked my shaft length from base to tip.

She finally said, "Babe, you have some serious ADD! First, we are imagining me getting gang banged by Richard's friends, then Nicole's muscular boyfriend, and now you want me to imagine me sucking my boss's cock? Mmm, okay!" We both laughed as she continued, "Sam flirting with me tonight turned you on, huh?" She aggressively took my cock back into her mouth while maintaining eye contact before she lifted off, continuing, "Let's focus on one fantasy at a time, okay?" After these words, her sloppy blowjob increased in intensity until she lifted again, adding, "Did you see how he grabbed my ass on the dance floor? I bet that turned you on?"

We often roleplayed her having sex with other co-workers, such as Ryan or Ty; however, it's been several months since the events in San Antonio, and I was still uncomfortable with what occurred between them behind my back, but I had to admit, I was highly aroused witnessing their flirting at the Christmas party. According to Sara, after returning from San Antonio, she told me she had to set him straight, telling him it would never happen again and blaming it on the drugs and alcohol she consumed that weekend. The first time they hooked up, I can imagine that to be true. She probably never would have given the guy a chance. The second time she met him in his hotel room while I waited on her, it was hard to believe it was due to intoxication of any kind.

I was extremely horny at that moment and caught up in the lust of the situation, so I responded, "Fuck, like that! Yeah, seriously? That's so hot, babe!" I paused for a moment, thinking of the image she showed me on her phone of her sucking his fat white cock in San Antonio, when I said, "Tell me more about what happened in Texas! You never did go into detail!"

Amused by my extreme arousal at that moment and interest in her hooking up with her boss, her smile grew, reaching her hand out toward the nightstand where our phones were charging, saying, "Honey, over there!" She pointed toward my nightstand, adding, "Hand me my phone." I reached over since it was out of her reach, my wrist bumping into the bowl of warm water, which contained her dildo we had forgotten on the nightstand. After avoiding a spill, I handed her the iPhone. She unlocked it and searched her photo album for the photo. Her phone screen lit up with her beautiful face as she continued, "Wow, okay! I thought you were mad about that!" When she found the photo, she handed me her phone with a massive grin on her face, adding, "Here! I think you'll love this one! He's so big, babe!"

She dropped her head back into my crotch, her hair blocking most of my view as I studied a different image of Sam's impressive cock. The photo was one he must have sent to tease her, which cut off his upper abdomen and only showed his massive dangling cock between his legs. Even soft, the guy had a massive shaft, I thought, "Man! He's really fucking thick!" Caught up in the impressive blowjob I was getting, and while Sara wasn't looking, I swiped right to scan back in time to see additional photos of him until I reached the one of Sara on her knees sharing his cock with the sexy young blonde girl. Seeing the picture for the second time, I aggressively said, "Fuck, this image is so hot! Tell me what happened! Exactly what happened! I want all the details of how slutty you were for him!"

The album is one you can open directly from your iMessages contacts. Hence, as I swiped, I had the benefit of a curated set of photos, in order of when they were sent and received. They must have been sending back and forth between them even after San Antonio, I thought.

As I took in the multitude of sexting pics between them, she continued as she switched to stroking my wet shaft coated in her saliva, "Well, I told you about the night at my hotel room with the blonde, but on the morning I went to his hotel room, babe, I promise you, he did lure me there under false pretenses. Initially, I told him I couldn't make the meeting because you were in town, but he made it seem like I had to come to sign paperwork for the deal we were making with that contractor I told you about. After he demanded I attend, I finally agreed, but when he opened his hotel room door, I knew he lied to me and knew exactly what he wanted from me!"

I was taking in her words. When she wasn't looking, I swiped to the next photo, moving to the more recent content. This photo shocked me, because it wasn't a photo at all; it was a video dated November 3rd, 2012! My girlfriend was bent over, riding the guy's cock while he was seated on what looked like the black leather couch in his office. She must have known he was filming her because his phone camera lit up her back in the dark room. The background, however, told me everything I needed to know, because they looked like the vertical blinds in his office!

She didn't know I was watching the video since the sound was off, and probably didn't know that if you open a photo from your iMessages, by swiping left or right, you can see all media sent past or present related to that contact. But it turned me on so much I aggressively pulled her head deep onto my cock, forcing her to deep throat me, saying, "That's right! Fuck! I love that! Tell me what happened next!" It was easy for her to take the full length of my cock to the root, so she didn't gag at all.  

After she lifted off my cock I could tell she was aroused by my rough treatment, but was stunned by my abrupt change in intensity caused by the video, when I said, "Sorry babe, you are okay!" She went back to sucking my cock, clearly more aroused than before. I forced her mouth onto me, when I added, "How did you know what he wanted?"

She lifted from my cock and responded, "It's okay, babe, I like when you treat me rough like that!" She paused before answering my next question. "I knew because he was completely naked! That's why!" She paused as we locked eyes, both incredibly turned on by her recount of events, when she continued, "I knew I had to have it again! His thick white horse-cock felt so good inside me, babe!"

From my perspective, I had her iPhone inches from her face as she stroked my cock, at the same time a video of her riding Sam's thick cock at their office was playing as these words exited her mouth, and she had no idea I knew. Her pace increased with her blowjob massaging my balls as she lifted again, adding, "And Babe, his cock felt so amazing inside me! He fucked me so good that day! Stretched my pussy so much! Fuck, I want his cock again! Mmm! Tell me you want him to fuck me!"

Hearing her words, I closed the iMessages app so she didn't know what I had seen, locked the phone while tossing it to the side, and aggressively rolled her over. I forced her face and chest into our mattress, forcefully positioning her ass high in the air as I quickly slammed my cock deep into my girlfriend's pussy. While fucking her much harder than I usually would, I said, "Yeah, I want him to fuck you! Tell me more about his size! I saw the Magnum condom wrapper! You loved being his little slut that weekend, didn't you? Tell me!"

I knew his size from the video I was just watching; however, hearing about his cock directly from my girlfriend's mouth, the words were incredibly arousing to me. She was loving the unusually rough treatment I was giving her and was extremely vocal, conveying how aroused she was, telling me about Sam. She continued, "His cock is so fucking thick, honey! So much bigger than yours!" Her words stung a bit, causing my assault to increase in intensity, slapping her ass hard, as she compared her boss's cock size to mine, when she continued, "I also loved how he bred me that morning, babe!" She looked over her shoulder at me, eyes on mine as her mouth gaped in arousal, adding, "He came so much! So deep inside my womb, babe! I told him not to, but he came inside of me anyway! Fuck! Yes!"

She knew I loved dirty talk in bed, and she was amazing at that tonight! She then added while looking at me in the eyes over her right shoulder, "You want my boss to cum inside my pussy again, don't you, babe? Fill me with his cum! Fuck! Yes! Yes! Oh my god!"

I was slamming so hard into her at that moment that the young couple in the townhouse, which shared a wall with us, must have been listening to the loud slapping noise of our bodies colliding through the wall, and our choice of words probably shocked them as well. But we didn't care when I said, "Fuck! That's so fucking hot! You want him to breed you again! Fuck!" My pace slamming into her was reaching maximum intensity as I continued, "I saw the condom at the hotel! It was filled with so much cum! Fuck!" My pelvis shot back and forth with extreme intensity as I looked up toward the ceiling while forcing Sara's face and chest down into the mattress. When pelvises collided, a shock wave propagated through her amazing ass cheeks as she pressed her palms into the wall to brace herself. I continued, "So fucking hot! Keep talking! Tell me how he came!"

She continued, "Oh! When he came inside me, he filled my pussy with so much of his thick, warm cum, babe! You love that my boss forcefully bred me, don't you? I'm so close, don't stop fucking me!" She paused, telling me the story, obviously closer to orgasm, when she continued, "I could feel each warm pulse of his cum inside me! Fuck! Yes! Don't stop! Fuck!!! I'm cumming!"

When her description of the guy's powerful orgasm left her lips, she had an earth-shattering orgasm at the exact moment, and I also released my cum inside her. We eventually cooled down when she said, "Wow, honey, you haven't fucked me like that in a while! Fuck! I loved that! We didn't even have to use Ty!" [Ty is what she named her black Marcus dildo for those who don't know.] We both continued catching our breath as we rolled on our backs, cuddling in bed before she continued, "Imagining my boss breeding me really turned you on, huh?"

I responded, "That's a funny word to use, huh? Breed?" We both laughed, and when I continued, "I'm not sure why, since the guy is a spoiled piece of shit, but yeah, I fucking loved roleplaying that idea for some reason."

We continued catching our breath when she corrected me, "Babe, that's because we weren't just roleplaying!" She laughed, grabbing my still hard cock for a few final strokes when she continued, "Let's get it straight. You just came extremely hard thinking about a real-life situation, where your innocent little girlfriend met her cocky asshole boss all alone in his hotel room, where he fucked the shit out of her with his extremely fat cock! Ultimately, breeding her, filling her with his thick, potent cum!" She paused, eyes flicking to mine when she added, "And you loved it!" She playfully looked me deep in the eyes with a naughty smile as she spoke in the third person, then kissed me lovingly before continuing, "Babe! That's so hot to describe out loud!"

We both laughed at her correction, as I thought about it before correcting her. "No, let's get it straight. I came thinking about my girlfriend's asshole boss fucking her behind my back while I patiently waited on her, thinking she was actually in an important work meeting!" I paused momentarily, realizing I was being a downer before adding, "And him forcefully breeding you was hot as well!"

Sara nervously laughed as she sank back into her pillow, adding, "Yeah, probably more accurate! But babe, I promise I was going to tell you!"

I was still horny from our sexually playful banter, but I knew that was a lie. She was still fucking the guy behind my back! [But for those who've read my past stories should know, that actually turned me on a lot.] I stopped her mid-sentence, rolled onto my side facing her, and said, "Babe, if I'm being honest, the idea of him lying to you and fucking you behind my back turned me on a lot! Fuck!" I thought some more before adding, "That was probably the best sex we've ever had! And your words 'forcefully breeding' also, for some reason, lit a fire inside me! I do like the idea of a guy being rough with you!"

I probably shouldn't have told her that, as it could potentially set us up for trouble down the line, but I was conflicted. She's had other guys cum inside her before, and I'm sure she knew by this point that witnessing a guy cumming inside her was a significant turn-on for me, particularly if the guy had a large cock. Telling her my true feelings about San Antonio was relieving, but probably came out because I was still incredibly aroused at that moment, coming down from the incredible sex. We washed up again for bed and turned out the lights.

Part 2 - The Party (Coming Soon)

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Written by js6326043
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