I felt like I had really thrived in the group setting with Betsy, Andy, and Gary, and wanted to go bigger. After all, it was hot watching porn of women getting gangbanged by multiple guys, and the next step for me was to be one of those guys. I kept looking on Craigslist in the mw4mm and w4mm sections, hoping for something that looked enticing enough to respond to. I was also continuing to post on m4mw and keep an eye out on the mw4m section too. I just enjoyed being with couples, and wanted something to look forward to on the weekends. Time did fly during the work week when I managed to find a couple to schedule a rendezvous with. After about two months of searching, I had finally found a post for a gangbang in the mw4mm section.

"Looking for multiple men, age/size/race doesn't matter. Wife loves these meet-ups, the more the merrier. Reply with a picture and stats. MUST BE ABLE TO PERFORM IN GROUP SETTING!!" I would later discover that some men would take Cialis or Viagra before these kinds of meet-ups to be able to perform all night, surrounded by other guys. I replied to the ad with a g-rated picture of me, and my experiences so far with other couples. I mentioned I had recently been a part of a foursome last year, and wanted to experience a bigger group. A day later and the husband, Chuck, replied to me. He apologized for the late reply, noting they had received hundreds of messages and only about 30 people actually supplied a picture and info about themselves, myself being one of them. He noted I was one of the younger people to reply (I was 21, almost 22 at the time), but not the youngest. He asked if I would be available to play the upcoming Saturday at a motel in Chula Vista. I told him I would be available and willing, and he then shared with me a picture of him and his wife on vacation. He was early 50s, Filipino, bald, and a tad overweight in the picture. He was wearing a Hawaiian shirt and shorts looking like a relaxed tourist. His wife, Linda, was also Filipina and was a plus-size woman with curves. Snuggling him in the photo, she wore a makeshift skirt out of a scarf of some kind, a red bikini top that left nothing to the imagination, and a flower behind her ear. Her smile was delicious and enchanting, and I found myself smitten. I complimented him on his wife, and he followed-up with a picture of her bent over a bed in nothing but heels, her big ass spread open at the camera. I hadn't expected an explicit picture so soon, but was more than happy to receive it. I could definitely imagine myself behind her, gripping her hips. Chuck told me to give him my cell phone number and he would text Saturday afternoon what room of the motel to meet at, mentioning to bring condoms and beer/liquor if I wanted.

For the rest of the week I fantasized about Linda, and all the things I wanted to do with her. I also tried to prepare myself for a room possibly filled with other guys, all wanting a turn with her. Would there be a line, people waiting their turn? Would Chuck direct who got what hole and who was to switch out? Would Linda be deciding? Would I be seen as some kid getting in the way of things, or would it be a welcoming environment? I had the name of the motel and had planned my route for the eventual meet-up. Chuck said it was going to start at 8pm, so I figured I should arrive around then and not arrive fashionably late. I didn't want to appear to be a flake like the other two guys who didn't end up showing at Betsy and Andy's. Saturday finally arrived, and around 3pm Chuck texted me the room number, 102, and told me he'd see me at 8pm, and not to keep Linda waiting. I then showered and got ready.

I wore a short-sleeve button-up, some loose jeans for easy removal, a couple of Magnums in my pocket, and made my way to the bus that would eventually connect to the metro downtown. A short metro ride later and I arrived in Chula Vista, and made my way to the first liquor store on the way to the motel that was about a mile away. I got a six-pack of my favorite craft beer (should have gotten something lighter and less hoppy in retrospect) and made my way to the motel. It definitely gave off "druggies and prostitutes frequent here" vibes, and while the walk from the metro stop had initially made me a bit anxious (all the homeless around), I then worried that the night might end with me in a bath of ice with a missing kidney. If it was just Chuck and myself in the room and no one else, I wouldn't even let the door close shut behind me. Room 102 was on the ground floor (it was only two stories) next to some vending machines, and I nervously approached and knocked. My cell phone said 8:17, so I was only a few minutes late. I could hear music and chatter behind the door, which made me feel a bit more at ease.

A few seconds later and Chuck himself opened the door, wearing a black shirt and shorts, no shoes. "Ah, you look just like your picture! Always a good sign. Come on in!" he said, patting me on the back as I entered. The room was a standard motel room with a large bed, chair, and two-seater couch. Drinks and water had been set up on the dresser, where an iPod with speakers had been set up. And most importantly, the room had a handful of people already there including lovely Linda wearing fishnet leggings and a black corset. I set the beer down on the dresser and made my way over to Linda and three other guys who had welcomed me when Chuck brought me in. "Hi everyone, I'm Zeke." Linda immediately gave me a hug, making sure I felt all of her. She was around 5'6, and her breasts were on the verge of popping out of the top of her corset. "Hi Zeke! Thanks for coming! I really liked your pictures," she said. The other three guys introduced themselves after and shook my hand. There was Jack, in his mid-30s, white, brown messy hair, tattoos on his arms. Trevor, late 40s/50s, white but tanned, blond hair, handsome face. And Michael, also in his 30s, black, and in shape from the military. Michael's presence excited me because I would get to see a BBC in action in person! I was always envious when watching porn and seeing a BBC absolutely destroying some pussy.

Chuck told us we would wait another few minutes before getting started to see if any other people would show. I cracked open one of the beers I brought and sipped, and listened to Chuck and Linda talk about the process of replying to hundreds of messages on Craigslist for the ad. They had replied to 40 different guys, and only 24 of them could make the Saturday date. The last time they arranged a gangbang for Linda, they also had hundreds of responses, invited roughly 40 guys, and of the 40 only 9 showed. "Always expect a handful at the end of the day. So many guys flake." Michael was one of the guys that showed last time, so they were happy to have him back. Five minutes after me another guy showed up, Bradly, who was late 20s, white, in shape, and had black hair, and five minutes after him Jose showed up, mid-40s, Latino, short trimmed hair, goatee, and a little stout. Linda sat on the bed with her drink, laughing and chatting with us to break the ice. Around 8:30 Chuck decided that was probably all of us and suggested we could get started.

"Some ground rules: all of her holes are available, so pick whichever one you want, but you must wear a condom if you penetrate her. We have lube on the night stands. And if you're done with one hole, change the condom before you enter the other. It's just common courtesy!" We all nodded in agreement. "If she says 'no' or 'stop', you stop. Nothing too rough, light choking is okay, no hitting, slapping, or spitting. She is a lady, after all." "Hardly!" she shot back, and we all laughed. "Last time we had everyone surround her and give her a bukakke at the end, but if you need to cum while fucking her, go ahead. Hopefully you can go multiple rounds and cum on her at the end as a group, but if not, it's not the end of the world. And finally, I'll be taking pictures for our own personal collection. Do not ask me for a copy, you will not get one. We're both professional individuals with adult children, and this is our break from the daily grind. We don't need this getting out, thanks. Everyone good with the rules?" We all nodded and verbally said we were, and Chuck looked satisfied. "Let the games begin!" he announced and the six of us cheered. Linda told us all to get undressed, and we immediately obeyed.

Piles of our clothes lined the walls, and the six of us stood in a line completely naked facing Linda who looked like a kid in a candy store. Only two people were wearing socks. We all stroked our dicks to get ready while Chuck announced Linda would now inspect the merchandise. He then took a few pictures of us all lined up, and Linda posing to the camera with a wow'd look on her face. After that she started at one end of the line, got on her knees and started sucking Trevor. Trevor placed one hand on his hip and one on the back of Linda's head and slowly thrusted while she blew him, causing her to moan with pleasure. Bradly was next to Trevor, and Linda took over stroking for him while she continued to blow Trevor. He reached down and cupped the top of her breast that was sticking out of the corset, unable to get a good hold. Linda slowly made her way down the line, making sure she got a good taste of all of us, and secretly deciding who she wanted to fuck her first. It went Trevor, Bradly, Michael, Jack, Me, and then Jose. She was stroking whoever was on either side of who she was blowing. When she got to me, she started with licking up and down my shaft a few times before deep throating me, came up for air, spit on my head while stroking me, then sucked for a few minutes. She knew what she was doing, and I let out a little chuckle of pleasure. She winked up at me, smiling. Of all the erect dicks in the room, Michael was the biggest at almost 9 inches, followed by Jack, myself, and Bradly all around the same 8-inch mark, and finally Jack and Jose were both average, almost 7 inches. Chuck continued to take photos of each of us getting blown while his classic rock playlist played from the iPod speakers.

After Jose was the last to get blown, we were all excited and ready for whatever was to come next. Linda said her corset was too constricting, and Chuck helped untie her out of it. She lifted it off over her head and her giant tits came tumbling out. She breathed a sigh of relief and shook her breasts as if a can-can dancer to air them out. She was just in a pair of black panties and the fishnets, and made her way to the bed and laid down on her back. She pointed at Michael, Jack, and Jose and beckoned them over with her finger. "Michael gets my pussy first since he's a repeat customer" she teased. The rest of us stood around the bed to watch. "Rip the fishnets and panties off," Chuck instructed to Michael. "It's okay, they're an older pair," he explained. Michael obeyed, getting a good handful of the fishnets in Linda's crotch and ripping them as if paper. Linda gave out a giddy gasp, and instructed Jose and Jack to either side of her head. Michael then ripped the black panties off, and tossed them to the floor. Linda's shaven gleaming pussy and sizeable clit made its appearance, and Michael slowly started rubbing it. Linda cooed, and started sucking Jose to her right while stroking Jack to her left. The rest of us standing around started stroking ourselves and enjoyed the show. Chuck eagerly snapped photos, getting different angles. Michael started eating her pussy and sucked her clit for a few minutes, stroking himself with one hand and fingering her with the other. Linda moaned with pleasure, and went back and forth sucking both Jose and Jack while they grabbed and massaged her big tits. Finally, Michael was ready to fuck her properly. He slipped on a condom, drizzled some lube on his massive dick, and slowly shoved it inside of her, only getting halfway before she screamed with pleasure. "Fuck, he's huge!" she announced. Michael then pushed and held Linda's legs back towards her to get a better angle, and steadily started fucking her like a pro. His abs, his muscles, his dick, he was a porn star performing in front of all of us as if it was just another job. Linda was loving it, and voraciously went back and forth between Jack and Jose.

Jose needed a break, and got off the bed half erect to go get a drink from the dresser. Trevor immediately took the opening, positioning himself next to Linda's head and presented her with his dick. Linda grabbed hold of it and shoved it down her throat, half gasping, as Michael continued to fuck her. I was sipping my beer with one hand and lightly playing with myself with the other. I didn't need to keep stroking, the scene in front of me kept me rock hard. It seemed whenever an opening happened, the play was to appear most eager and claim a spot. It was just Bradly and I standing next to each other, the youngest ones there, observing and waiting for a turn. Jack was the next to bow out, only because he was close to coming and didn't want to plaster her just yet. He moved away to think of cold showers while Bradly and I looked at each other and I gave him a nod to go ahead and go next. He switched with Jack, and Linda's mouth welcomed him to the party as he grabbed a handful of her breast. Several more minutes passed before Michael took a break from fucking Linda, and allowed someone else to take over for a bit. Trevor leapt at the chance, and slipped on a condom as he got into position to fuck her missionary. He entered with a dramatic thrust, and proceeded with fucking her hard and with vigor, almost as if competing with what Michael was giving her. Linda moaned, enjoying it. As soon as Trevor changed spots, Chuck motioned for me to take his old spot, and I soon was on the bed presenting my hard cock to Linda, ready to join in on the fun. She was still sucking on Bradly, but grabbed my balls as a welcome. It was a tad intense, but she soon loosened her grip and started stroking me instead. Trevor had been making grunting noises with his thrusts, and I'm sure in his mind he saw himself as Linda's champion. Finally, Linda turned to me and started sucking on my dick, shoving me down her throat as far as she could get me before choking. Her mouth remained warm and inviting, and I closed my eyes in enjoyment while fucking her pretty mouth in rhythm. Only a few minutes later and Trevor needed a break. He was sweating a lot for the short time he was with her, and he went to go wipe his head with his shirt.

Jack had appeared with a condom on, taking Trevor's place as the next to fuck Linda. He entered her and hugged her legs vertically to his chest. Unfortunately, only a few minutes later and he had to come. He was on the verge while getting blown, and just being inside of her finished him off. He groaned as he filled his condom, then quickly bowed out once again and apologized. Linda announced she wanted to change positions, and got on all fours. She instructed Bradly to fuck her next, and he went to grab a condom. I was directly in front of her on my knees as she continued to suck me. Jose had appeared again, and he and Michael both knelt on either side of me, giving Linda 3 different dicks to stroke and suck while Bradly proceeded to fuck her. Bradly was right behind her, grabbing her big hips, ready to tackle a whole lot of woman. He excitedly fucked her, slapping her ass cheeks throughout his session. Linda moaned and pushed back into him hard, getting as much of him inside her as possible. Anytime she moaned with a mouthful of cock, it felt good as the vibrations traveled up the shaft. I was shoulder-to-shoulder with Jose and Michael, and having a blast with my view. Chuck was still taking photos of all the action with a visible hard-on in his shorts, and Jack was relaxing on the couch with a bottle of water. Trevor had come back to the bed and was massaging Linda's tits from underneath, joining the feeding frenzy. Bradly kept fucking her steadily and was clearly having a fun time. After about 15 minutes, Linda took our dicks out of her mouth and mentioned she was close to coming. Chuck mentioned doggy made her cum the most frequently, and moments later and she buried her face in the sheets and quivered all over, coming. Bradly had to exit her to make way for her squirting. She was a squirter! The sheets (and Bradly) were soaked, and she apologized while trying to catch her breath. We all laughed, encouraging her to keep it up. She repositioned herself, had Bradly enter her again, and he came soon after because she then felt a lot tighter. He left to go change his condom, and I volunteered to go next. "Fuck yeah you can!" Linda told me, and I quickly grabbed a condom from my pile of clothes on the floor.

I squirted a little lube on my dick, got behind her, and entered her. She was wet, warm, and tight. I excitedly began to fuck her, and like Bradly, held on for dear life. She was a wild woman, and fucked back with vigor. He giant cheeks clapped in approval, and I even teased her a little by placing my thumb on her asshole. She liked that, but I only kept it there for a few moments. I wasn't interested in anal, just fucking her proper. I watched as she continued blowing Michael, and now Trevor as well. Jose had joined Bradly on the couch with a beer and a half-hard dick again. I had a feeling he wouldn't be getting a condom anytime soon. Jack had joined the other getting blown on the bed, ready for a round two. Linda's muffled moans continued to duet with the songs playing over the speakers. About 15-minutes later and I was tired. She took a lot out of me, and I needed a break. I took the condom off and went to go hydrate for a few moments while Linda decided she wanted to ride Michael on the bed. Michael got in position as she straddled him, making him almost disappear completely underneath her. Death by snu-snu, and he was all for it. Linda started bouncing on him, her big tits bouncing as well. He gladly followed her lead, and soon the rest of us circled around the bed and stroked as we watched the show. After Linda was satisfied, she said she wanted a DP. Trevor said he was ready to go, and because he was a bit more average than the rest of us, Linda approved. He put on another condom, lube, and cautiously positioned himself behind her as she leaned forward. There was contact as Linda said "Oh god, he's in". A few moments of adjustment later, and both Michael and Trevor started up again fucking her. Linda was in pure bliss, and everyone heard about it.

There was a knock at the door. We all froze. Chuck went to investigate and opened the door a crack to see who it was. There was some talking back and forth, and a few moments later he closed the door and came back to the bed. "All good, just someone who thought they could arrive an hour late. I told him to get lost because he reeked of pot and looked dirty." We all breathed a sigh of relief and Michael reached forward from underneath Linda to smack her ass and get her moving again. At that point Bradly and Jack got up on the bed and stood over Linda, offering their cocks as they stroked. Linda managed to balance on one arm while stroking Jack's cock and sucking. I noticed out of the corner of my eye Jose was getting dressed. Chuck saw it too but didn't seem to care. Shortly after Jose left the room while everyone else was distracted and having a fun time. I figured he just couldn't perform, and didn't want to make a big thing out of it. After another 20-minutes of fucking Linda was going to cum again, and Michael managed to get his giant dick out of her before she squirted all over his balls and Trevor's as well. Trevor remained in her asshole, and announced how tight she felt while cuming. So tight in fact, that he came just a few minutes after her. Linda rolled off Michael and laid on her back at the end of the bed, head almost hanging off the side. Not skipping a beat, Bradly appeared standing over her with his dick, and shoved it into her mouth and attempted to fuck her throat. She clawed at his butt, pushing him deeper into her mouth. Jack had started sucking on her tits, and I put on the new condom I had ready and positioned myself to fuck her missionairy. She was so fucking tight now, and I knew if I just had a few minutes like this I would have no problem coming. Michael was massaging and sucking on her other tit, and I could barely see her past her belly. It smelled of lube, sex, and body odor, as everyone was getting the workout of their lives. About five minutes later I arched my back and came really hard. It was as if her pussy had sucked out my soul. My legs were wobbly and I made my way back to the couch where Trevor was happily sipping a beer. Michael took my place soon after, and with his powerful thrusts took her for another ride. Linda moaned, screamed, and squealed with pleasure.

Almost 2-hours had passed at this point, and Linda was getting a little tired. She suggested we end the evening with the bukkake Chuck had planned like last time. Michael, Jack, Trevor, myself, and Bradly all circled around Linda as she got to her knees in her demolished fishnets. She rested her hands in her lap and opened her mouth wide as the target. Michael was the first to cum, his first time for the night. He came ropes over her face and curly hair, causing us all to shout "holy shit!" at the sight. Bradly came second, getting right in her mouth. I came next, just a little watered down cum on her chin and chest. I gave her everything I had the first time. Trevor was spent, but Jack came last a few minutes later, getting it all over her face in several shots. Chuck had triumphantly yelled, "That's all, folks!" and everyone applauded and cheered Linda, who took a sticky bow.

Soon after us guys got dressed and left one-by-one. It was close to 11 at this point, and the cold night air was refreshing after being in a hot box of sex for several hours. Bradly asked if I was interested in getting a beer at a bar nearby and chilling for a little bit, and I agreed. It was a sports bar, and we got two pints and sat at an empty table in the back. There were people at the bar drinking, locals, and not paying attention to the sports highlights on the TV. Bradly asked how old I was and how long I had been doing this for, and I told him I was 21 and only the past few years with a handful of couples. His eyes bulged as he congratulated me on so much accomplished at such a young age, mentioning he wished he knew about the Casual Encounters section when he was a few years younger. His first time with a couple was on vacation at a tropical resort, and he was underage. They met him at the bar, flirted with him, and invited him back. He was hooked ever since. I told him that was my first gangbang and he congratulated me again, mentioning that was a good one to start with. He had been to a few, and said some guys can get controlling and greedy, but everyone at the one we were at seemed chill enough. We both agreed Michael was fun to watch, and knew what he was doing. We chatted a little bit more, and he mentioned I should check out SLS if I wanted to connect with couples a bit more conveniently. I told him he was the second person to tell me that, and I would have to look into it.

We exchanged numbers (in case he heard of another gangbang happening) and parted ways shortly after and I made the long walk back to the metro station, my head on a swivel. I took another shower before I went to bed (I smelled a bit like piss from Linda's squirting), and rubbed another one out thinking about what I had just experienced. It scratched my itch, and I was just sad I'd never see the pictures from it. Before I went to bed I emailed Chuck and Linda thanking them for the experience, and to please keep me in mind if they were ever going to do it again. Chuck replied to me the next day thanking me for helping blow Linda's mind, and he would keep in touch. He never did, and to date that's been my only gangbang so far. I still long for another.