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The Summer Romance, Part III (mf, mfm)

Kelly and I met Jacquie and John (black couple) at a swingers masquerade ball. Kelly kissed John and clearly everyone saw that there was a connection. We were in the middle of a soft swap on a bed when this happened.

John and Jacquie both had hall passes. John preferred playing with couples like us. Jacquie enjoyed having a girlfriend on the side. At the end of the night John slipped me his number, saying that we could call him if we liked.

When we got home, two hours away from where the event took place, Kelly couldn't stop talking about John. We started role playing around this, where I was John, and after a couple of weeks it became apparent that Kelly really wanted this to happen. So, one night when Kelly was on a girls' night out, John and I met halfway between us at a bar and talked things through.

Conceptually, I knew what cuckolding was. A man would, willingly or not, be involved with a woman who would openly date and/or have sexual relationships with other men. Until John mentioned this dynamic during our first conversation at the masquerade ball, and how much he enjoyed this dynamic. I had no idea that this was an actual part of the lifestyle (or what the lifestyle was in reality) at that time. Still, I was conflicted, not about sharing my partner, but sitting on the sidelines without any physical contact. I needed that physical contact... always.

So when I met up with John during Kelly's girls' night out, things started slowly. I was kind of awkward at first , to be honest. But John was a cool guy and a great communicator. Plus he was a lot older, in his mid 40s. But he was a fit and handsome, and Kelly was clearly into him -- even though he was wearing a mask at the masquerade ball. By the time that we ended our meeting at the bar, we'd run through all of it. What excited me about Kelly and John being together? What was off limits? What excited John about joining us? What level of participation would I have? All of it. We agreed that, if she was interested, Kelly would give John a call to hash out the remaining details.

I got home about an hour before Kelly returned from her girls' night out. She was a little bit buzzed, but not too buzzed -- as the next day was a work day. She planted a sexy kiss on me before asking what I did while she was out.

"I talked to John", I said. "In person. We met up at a bar an hour away from here."

At first her jaw dropped, and her face kept changing expressions. Was she going to be mad? Was she glad? Was she curious? I thought that she was going to read me the riot act, because technically I had spoken out of turn here. Instead, after a moment or so, her eyes grew wide and she got a huge smile on her face.

"What did he say?!" she exclaimed, her voice raising an octave and breaking in a sexy way, like the actress Jennifer Lawrence -- when one of her characters hears something profound.

I told her that she should give him a call, and that if she was interested, he'd be waiting.

I tried to eavesdrop on the conversation as much as possible, but Kelly didn't say a ton, except in whispers. And whatever John was saying on the other end of the phone was cracking Kelly up a lot. She finally said, "two weeks? We can do that. Looking forward to it. Bye." Then she hung up the phone.

She approached me, grabbed my hand, dragged me to the bedroom, and basically shoved me down on the bed. She forced my pants down, pulled off her thong such that half of it was dangling off her leg, and mounted me. She then rode me with more passion than she had ever done before. Neither of us lasted very long, but man, was that a hot, hot coupling, no matter how short.

After we came down from the high, Kelly told me everything. We'd travel to NYC in two weeks, on a Saturday morning. John was going to pay for the hotel. She was going to explore the city on Saturday -- I could do whatever I wanted with myself -- and she'd meet me in the hotel lobby at 5pm. Then we'd meet John for dinner followed by dancing (not clubbing, but instead a jazz club) followed by... TBD. She told me how excited she was to "give this a try" and I was inclined to agree. I was certain that she knew more than she led on, but at the same time the unknown of it all excited me as well. Somehow I agreed to go along with having no sex with Kelly for two weeks leading up to the event, with each of us staying in our own apartments without sleepovers. By the time we hit the George Washington bridge, I felt like a wild animal.

After we checked into the hotel, Kelly headed out. Tried as I might, but I just couldn't settle down up in the hotel room. What was she doing? What was *I* doing? The nervous excitement (and a tiny bit of jealousy) was making me shaky, weak in the knees. When I had my first group experience, I was 18 years old, and in large part that's why I gravitate towards extracurriculars in a relationship; the racing heart, the butterflies, the uncertainly about the unknown, the weakness in the knees are very, very exciting! I tried to watch some tv, like old sitcoms, before pacing the room for what seemed like hours. Finally, at 4pm, I showered and put my suit on -- before heading to the hotel bar for a drink (or two, or three!).

I checked my watch and it was 5pm, so I settled up my tab and headed to the lobby. Kelly was running late, but finally I saw her, and my mind was absolutely blown. First, she and John entered the lobby holding hands. I had no idea that she was going to spend the afternoon with John! Second, she had completely changed her hairstyle. She used to have this unruly mane of hair. Now it was this flapper hairdo, kind of like a bob haircut, but with a ton of hair gel that had been sculpted into waves. Plus she was wearing this woolen overcoat and (what looked like) vintage heels -- and I'd seen neither of those things before. I admit that the flapper haircut was pretty sexy, as were her fire engine red lipstick and her dangling earrings.

I shook hands with John, kind of raising my eyebrow at him, but he just winked at me, giving me a gentle fist bump on my shoulder. Kelly gave me a hug, stating that she didn't want to smear her lipstick. I wondered what was going to happen that night, but I was about to find out.

Dinner was great and John and I kept Kelly laughing all night long. Suggestive talk and flirtation by the both of us similarly kept things interesting. At the same John was a perfect gentleman, and his behavior seemed to be resonating with Kelly as well. The jazz club was fun, and I got to watch them dance (and slow dance) together. Even though John was married, I admit that they were a great looking couple -- even if it would be for only one night. Kelly, as usual, was just pure sex. The matching flapper dress that she was wearing had tons of frill and sequins, falling mid thigh, and hugged her hourglass figure to a T.

By the time that we decided to call it a night, it was about 2am. John hailed a cab, and Kelly sat in between us in the backseat. Given the number of drinks we had throughout the night, while nobody was sloppy, at the same time nobody was feeling any pain. Kelly would intermittently rest her head on my shoulder before switching and resting her head on John's shoulder. She rested her hands on each of our knees during the 20-minute cab ride. It was clear at that point that John would be joining us in the room. The three of us hurried through the lobby, and after an elevator ride that seemed like an eternity, we got to the room. The room was small, but somehow they managed to fit in two queen size beds, and an arm chair in the corner.

I excused myself to the bathroom, partially because it was cold out and I'd had a lot to drink, but also because I wanted them to get started without me. I wanted John to start the seduction and I had every intention of watching the whole thing play out -- with me having a front row seat. My wish was granted! On exiting the bathroom, their mouths were locked and John's hands were cupping Kelly's ass, forcing her body against his. I walked right by them, as tight as the hotel room space was, taking a seat in the chair in the corner.

I watched them kiss and fondle each other, whispering things to one another that only they could hear, for easily 15 minutes if not more. I patted the bed that was in front of the chair where I was sitting, imploring them to move close to me. Finally they heard me, and they took up residence about 3 feet away from me. John was working slowly, and Kelly was clearly enjoying it, frequently moaning into his mouth as they continued to kiss and fondle. Finally, they came up for air, and Kelly turned her back to John. John took the hint and unzipped Kelly's sexy flapper dress, pushing the thin straps off her shoulders, letting it fall to the floor before she stepped out of it. Kelly was a sight to behold. Her white, cupless bra was something that I hadn't seen before. Same went for the barely-there sheer white thong, stockings, garters, and heels. She bent over to pick up the dress, then tossed it into my lap. As I went to the closet to hang it up, she started undressing John. Soon I'd be hanging up his suit as well. All the while they said nothing to me, which was exactly what John and I had discussed.

John motioned for Kelly to sit on the edge of the bed, and that's when I got a chance to really look at his endowment for the first time. Sure, we saw it when we soft swapped with John and Jacquie, but a lot of the time he was inside of Jackie. This time around I gained some perspective about how huge John was. He was easily 9" and was the thickest cock that I had ever witnessed. Had he put his cock inside of an empty roll of toilet tissue, he would've completely torn that empty roll to shreds. Even the "WOW" look on Kelly's face indicated that she knew she was going to be in for a treat of sorts. It seems to have almost put Kelly into a trance. John snapped her out of it by taking a hold of her hand and placing it on his cock.

She started jerking it slowly, and clearly she was doing a great job. Precum kept pouring out of John, audibly thudding on the carpet. Finally she put John into her mouth, or I guess I should say she tried to put John into her mouth. It took a lot of gagging and breaks before she was finally able to relax -- to the extent that most of his length disappeared down her throat. As Kelly continued her fellatio, John tweaked the clasp on her cupless bra, letting it fall into her lap before it hit the floor. The sucking sounds, the way that John's cock filled all of Kelly's mouth, her cheeks protruding, her neck. pulsing: It was a lot, but also super hot.

John finally broke the act of fellatio, taking Kelly by the hand, and manipulating her body so that she sat spread eagled on the corner of the bed. Her thong, or what little there was of it, was absolutely soaked with her juices. John pulled at its sides, Kelly lifting her butt a bit to help out, and the soaked, discarded thong landed at my feet. That's when he started in with his tongue. I moved from my chair so that I could get a better view. He snaked his tongue from her inner thighs to her pussy, teasing her a bit more each time, before finally making slow, vertical strokes with his tongue, from her asshole to her clit. Her hands were grasping at the comforter, her legs slung over his shoulders. She just kept moaning and moaning, periodically licking her lips. Her chest was noticeably heaving. And then I saw it. John's middle finger disappeared into her asshole, like all the way in. Her eyes grew wide and she had a shrieking orgasm, squirting all over his mouth and on to the comforter.

John wasted no time in taking things further. With her legs still over his shoulders, his strong arms reached behind her back, and he successfully lifted her up and tossed her on to the center of the bed. She squealed and laughed. John forced her legs apart, and placed himself at her entrance, getting no further at first than putting his head inside of her. Kelly made a low moan that sounded like, "OOOOOOHHHHHHH" before tapping John on the arms, prompting him to go more slowly. "Just relax, baby. Relax. It's okay. I'll go slow," he comforted her. She nodded her head, her eyes now closed. Her labored breathing continued. I stood behind him at that point, watching his butt cheeks flex as he inched his way in. Finally he fully entered her with a slap. Her eyes opened and grew wide, her mouth now formed into an "O", and she exhaled loudly. He just rested inside of her, bottomed out as he was. She raised her legs, still wearing her stockings and heels, holding her legs up with her arms, her legs shaking.

John placed his arms underneath her knees, replacing her hands, and pulled out the first time, before slowly going back in. Kelly kept saying, "oh my god, oh my god, oh my god" over and over again as she acclimated to his size. Finally she was ready and John started making full and forceful strokes, the bed bouncing, Kelly's 40d's bouncing, everything was bouncing. I finally stripped nude in the background, smearing around the precum on my penis head, smearing it into my nipples as I pinched and pulled at them, edging myself as I took everything in. I changed my position so that I could see everything from behind. Kelly was creaming all over John's cock as he continued to rail her solidly and proficiently. Her hands kept alternating between holding on to his waist, before massaging up his sides, then going to his nipples and pulling, tweaking and pinching them.

John started tossing Kelly around, switching from position to position. Finally they ended up in doggy, and I got to watch her sexy ass and tits jiggle as he continued smashing her. I brought my cock up to her mouth and she experienced her first spit roast then. I wasn't ready to cum yet, so I kissed her mouth, tasting everyone's juices, before sitting back down on the chair.

I kept watching the clock on the nightstand. They'd been going at it for 45 minutes. I wondered if John's piston action was ever going to stop! I got my answer a few minutes later. John put them both back into missionary and his pace slowed down. I wondered if he was thinking what I was thinking, that digging in and going for it when her legs are over your shoulders just makes it all the naughtier -- as you envision knocking her up. They kissed and whispered to each other. I could've probably made it out, but I chose not to listen. I wanted to see what was going to happen next, and boy did I. Whatever John said last, Kelly nodded her head and whispered something back to him. He threw her legs over his shoulders and starting pounding on her as he had been doing before. Her fingers were totally and visibly pinching his nipples when all of a sudden *bang bang bang* followed by John's grunts and Kelly's orgasmic screams, followed by a couple more, but shorter and deliberate *bangs* and John finally collapsed on top of Kelly. They just kept whispering to each other, kissing a few times, before John disengaged and excused himself to the bathroom.

Kelly motioned to me with her index finger, and I took my position between her legs, John's cum already pouring out of her. She was visibly gaping, and I entered her with no resistance. She didn't really want to kiss much, her eyes were closed, and was comparatively quiet during our fuck, but running through everything that led up to that night and everything that I witnessed soon became too much for me. Plus John's gigantic load had Kelly more lubricated than ever. I lasted no more than 3 minutes before I blasted my own huge rope inside of her.

I disengaged from her and laid next to her on the bed, neither of us saying anything. John sat on the edge of the bed and we all chatted. I closed my eyes a bit. I was still a bit drunk and the adrenaline fueled day had me exhausted. It was nearly 5am at this point. I dozed off.

When I woke up a couple of hours later, the sun was just starting to make itself known. I had to pee and my head was throbbing. I went to the bathroom, drank some water, and took a couple of aspirin. John and Kelly were cuddled up on the bed, or at least that's what their figures looked like in the dark, so I took the untouched bed and crashed again, this time falling into a deep sleep, if only briefly.

I could swear that I sensed movement or vibrations of some sort. I opened my eyes, trying to make things out in a mostly dark room. Kelly was riding John, just like she would ride me, arching her lower back before fully committing to slamming her pelvis into you, having you penetrate her as far as you can. I don't know how long they'd been at it, but it ended shortly after I came to, ending in yet another screaming orgasm -- and I assume another load from John.

I fell asleep yet again, but awoke a third time to laughter coming from the bathroom, the sound of running water in the shower, followed by more moaning and the faint sounds of bodies slapping together. Finally the shower (and everything else) stopped. After the bathroom door opened, I could see steam coming out of the bathroom, and both Kelly and John came walking out of the bathroom completely nude. Kelly was toweling off her newly-minted bob haircut. John grabbed his suit from the closet and was getting dressed on the side. He told Kelly that he had to get back home, he reaching down to shake my hand (and also thanking me for an amazing night), before giving Kelly one last amazing kiss -- and disappearing from our lives, never to be seen again.

As soon as the door shut, Kelly reached under the sheet and brought me back to life. She rode me slowly but passionately, narrating and whispering in my ear about how hot and excited the whole thing made her. I kept telling her how sexy was and how hot it was to watch her with another man, hoping that we could do it again.

For her remaining time in our city, the last month, we fucked 4-5 times per day. She called me John sometimes as we role played. She called me other names sometimes and talked about her fantasies for a future play date. Sometimes I was just me. It's incredible how much mileage we got out of one very sexy night. Unfortunately, she decided to move across the country. She said that she wanted to keep in touch, but couldn't commit to anything quite yet. She was only 21 years old.

I was bummed, and we lost touch eventually. I think of her often, and she was definitely my blueprint for the type of sexual relationship that I wanted to enjoy with any woman.