We were unlikely friends. I was a thin, average, nerdy type guy, standing at 5’9 and weighing 165. Ken was a beefy, alpha football player type, easily over 6’2 and well over 230 pounds of muscle. He was the kind of man that all the women who saw him gave him a second look. We were both in our mid 40’s, but we didn't know each other at all until our daughters both joined marching band during their freshmen year. Being good dads, we both had volunteered to be a part of the set up and tear down team for the band's half-time show each week.
Ken and I were the two dads assigned to rolling out the main prop for the show, so we had to work together every week. Truth be told, he did most of the work pushing it out, and I primarily steered, making sure we placed the prop in the right position on the field. It became our joke, that I was the brains and he was the brawn. He was such a good natured guy that I couldn't help but like him, and over the weeks we began to develop a friendship. That friendship blossomed when we found out that the one major thing we had in common was our love of roller coasters. We had finally found someone that we could each talk specifics with. We compared our favorite rides, which elements we liked the most, and which parks we still wanted to visit on our bucket lists to ride the coasters we hadn't experienced.
Our daughters became friends as well (Ken and his family had just moved to town prior to their freshman year, so they met around the same time that I met Ken). Because of this, our families began to hang out as well, and our friendship grew. After marching season, we would still hang out with them, either at our house, their house, or as couples sometimes we would go on a double date. We settled into an easy routine of friendship, and over the winter, Ken and I made plans to go on various coaster-riding trips over the next year or so. Ken was just a lot of fun to hang with, and I realized that he was becoming my closest guy friend. My wife and I were best friends, but Ken was someone I could share guy time with.
The second week of April last year, when our daughters were near the end of their freshman year, we had both signed up to serve as chaperones for the band's spring trip to Universal Studios in Orlando. While we loved our daughters, we both admitted privately that we offered to go because we wanted to ride the new Jurassic World VelociCoaster and Hagrid's Magical Creatures Motorbike ride, neither of which either of us had been able to experience yet! We chuckled together at our band dad subterfuge, acting like chaperones but really just checking coasters off of our bucket lists!
The great part about chaperoning a high school band trip to an amusement park is two fold. First, the kids don't want to hang with the chaperones, so as long as they check in when they are supposed to (by texting us pictures of their group together once per hour) and stay with their groups, they can roam the park without supervision. That means the chaperones are free to roam the park as well. Second, to reduce the possibility of inappropriate behavior, only students stay in rooms together, and the chaperones stay together in rooms. These two things meant that Ken and I were free to go and ride whatever we wanted to in the parks, so long as we checked our messages to verify the kids were checking in and staying together, and then we could hang out without teenagers and have adult conversations at night, so long as we verified that the kids were all in their rooms. The tour company even hired a security guard to watch the hall overnight, so no students were leaving rooms or switching rooms in the night. That allowed us chaperones to get a good night's sleep.
The bus ride down to Orlando was overnight, so we loaded up and then tried to sleep on the trip down. I dosed off some, and I think most of the kids slept at least some as well. We arrived in Orlando as the sun was rising, and we stopped at an IHOP to eat breakfast. The kids also took that opportunity to wash their face or change clothes in the bathroom of the restaurant, because we were headed straight to the park after breakfast. Arriving at the park, we were assigned the students who were supposed to check in with us. We made sure they had our numbers, were in groups of at least 4, and then sent them out with the instruction to gather at a specific place in the park at lunchtime.
Once we had sent the students out, I looked over at Ken. He smiled back at me. We were like two kids in a candy store, excited to get to enjoy the park ourselves. We headed straight to VelociCoaster. Our group was one of the first in the park, and yet we still had to wait about 30 minutes before our first ride. We were both excited, and talked excitedly about all of the elements of the ride we had seen online. Once on the coaster, we both put our hands up and rode, enjoying it immensely. Once we finished the ride, we checked our messages to see that our groups had checked in and everyone was accounted for. Then, we made our way toward Hagrid's. We had to wait about an hour and 15 minutes for it, but chatting with Ken in our easy friendship, the time flew by. We both enjoyed Hagrid's as well. I was happy that both coasters had lived up to their hype in my mind, and Ken agreed. After that ride, we made our way toward the lunch meetup location, knowing it was almost time for the groups to assemble. We were the first to arrive, but almost immediately one of our groups appeared, and within 5 minutes, all of the kids that we were responsible to oversee were there and accounted for. The kids were all talking excitedly about all they had gotten to ride that morning, and what they were planning to do that afternoon.
After lunch, Ken and I rode some other coasters and rides, relaxed because we had already ridden the two we were most interested in. We had a great time, just the two of us hanging out all day. At dinner time, we met and the entire group got back on the bus. The plan was to eat at a pizza place, then check in to the hotel and settle down for the night. The next day, the band would be playing in a parade in the park, and so the kids had to get up early for a rehearsal in the park that began at 8 am, before the gates opened. Because of the early call time the next day, the first night the band had an early bed time. By 9 pm, all students were to be in rooms, and lights out by 10 pm. We had no real control over when lights were out, but all students were in their rooms by 9.
Once everyone was settled, Ken and I headed off to the room we were sharing. The band director was the only other man on the trip, but his wife was on the trip as well, so they had a room together. The other chaperones were moms, so Ken and I were assigned to room together. Walking into the room, we were greeted by one king-sized bed. We had thought we were getting a room with two queen beds, but there must have been some mixed up.
"Ummm," I said nervously.
"Just stay on your side, and we'll be fine," Ken laughed, clearly unfazed by the whole scenario. Once we were settled in the room, Ken stripped down to his underwear and announced that he was going to take a shower. I told him I would take mine after he was done.
Ken then did something that shocked me. He dropped his underwear and then walked naked into the bathroom for his shower. I guess because he'd played sports in high school and college, he was used to being naked around other guys. I, on the other hand, had been a nerd all of my life, and I was not used to locker rooms, so his nudity surprised me. Worse, once he was in the bathroom, I realized that I needed to piss really badly. The sound of the shower running in the bathroom made my problem exponentially worse. I reasoned that since he didn't seem ashamed of me seeing him naked, he probably would be okay with me pissing while he was in the shower.
"Hey man," I called out, knocking and pushing the bathroom door open. "Care if i come in and pee..." I trailed off at the sight in front of me. My buddy, standing naked in the shower, water running off of his muscular hairy chest. The curtain was open.
"Sure, dude, come on in," he answered. "Sorry about the curtain, it kept swinging in and rubbing my leg. It felt weird, so I just left it open.
I tried not to look at his cock and balls, but they were on display, and he wasn't trying to hide them. He was massive. It must of hung 6 inches down soft, and his big balls pushed it out, showing off his manhood. I quickly made my way to the toilet, suddenly feeling insecure about my own more average cock. When I was soft, I didn’t have a lot to show off, although my wife had never complained about my size when hard. I pulled my cock out of my shorts and very soon let loose with a heavy stream into the toilet.
"You must have really needed to piss!" he said. I turned my head to look at him, seeing him looking at me, and more specifically down at my cock pissing in the bowl, without shame.
"Yeah," I said, unsure how to respond to that. Locker room banter with a naked dude in the shower wasn't my forte. I finished pissing and then put my cock back in my shorts, turning to head out.
Once back in the room, I calmed down. It was normal for guys sharing a room to be comfortable around each other. Sure, he was more masculine than me, with more muscles, more hair, and with a bigger cock than me, but we were both married guys with kids, and there was nothing weird about sharing the bathroom as well as the bedroom.
Ken interrupted my thoughts by calling out from the bathroom, "I'm all done in the shower. Want me to leave the water running?"
"Sure, that's fine," I said. I stripped down to my boxer briefs and headed into the bathroom, expecting Ken to pass me on his way out. Instead, he was standing at the sink naked, brushing his hair. I saw his toothbrush on the counter. He was planning on staying in here while I showered. With nothing else to do, I shucked my underwear and stepped into the shower. I did pull the curtain, and Ken was right. It kept floating in, hitting my body, and it was super annoying. FUCK! Ken was still in the bathroom, but I had to pull the curtain back too.
"It's annoying, isn't it?!" Ken said, turning to look at me as I slid the curtain back. He didn't seem ashamed to see me naked, and looked over my body as if it were the most natural thing in the world for the two of us to be naked in this bathroom .
"Yeah," I replied.
"You know," Ken said, continuing to scan my body, "You could use a little more muscle bulk, but your definition is nice. You've got good lean muscles. You're not as skinny as you look in your loose clothes."
"Thanks, I guess," I answered him. "But I'll never be nearly as big and muscular as you!" It came out a little too full of admiration, like a little kid looking up to his big brother. He smiled though, seeming to appreciate the compliment. Trying to redeem myself, I continued with, "I run some, trying to keep in shape."
"Maybe we should work out together some," he said, still chatting. "It'd be nice to have someone to work out with, and I could be like your personal trainer, helping you add some bulk."
"That'd be great!" I responded, smiling at him. "I never really learned how to work out because I didn't do sports in high school, so gyms have always intimidated me."
"Cool," he said. "We'll start when we get back." And just like that, he turned back to the sink and began brushing his teeth. I finished soaping up, then rinsing off. I turned off the water and was reaching for my towel when he finished up and then turned to walk out of the bathroom, still naked. I dried off, wrapped my towel around my waist. I brushed my teeth as well, then walked out in my towel to grab my sleeping shorts. I was shocked to find Ken sitting propped on the bed, the covers pulled back, naked. He had picked the side nearest the door to the room, and he had the TV remote, channel surfing.
He looked at me as I walked in. "I hope you don't mind that I sleep naked," he said. "You've already seen all I've got, so I figured I'd just be comfortable."
"Fine with me," i said.
"You gonna be shy, or you gonna join me," he teased me, testing me to see if I was really fine with his nudity.
"Well, asshole," I answered back, "If that's how you're gonna be, then challenge accepted." With that, I dropped the towel and hopped onto my side of the bed. We both laughed, then turned our attention to the TV. Ken had found an episode of "The Office" on Comedy Central, and we watched that. Odd as it may sound, by joking and making it a kind of dare, Ken removed the tension and we were just buddies, hanging out naked, watching TV.
I think we were both pretty exhausted from walking all over the park all day, plus neither of us had slept well on the bus ride the night before. Pretty soon, I could feel myself falling asleep, and I could tell that Ken was nodding off too. I turned off my bedside table lamp and slid down under the covers. The last thing I remember is Ken turning off the TV and his light, and then I was asleep.
I awoke disoriented in the middle of the night. It was strange that my wife was spooning me from behind. Usually, if we were sleeping close, it was me spooning up behind her. Plus, her arm felt bigger and hairier than I remembered! Then, as I was coming to, I suddenly realized that it was Ken, not my wife, that was in bed with me, and he had rolled over and pulled me back against him, my back cuddled against his chest. I gently took his arm and tried to lift it off my chest, but it had the opposite effect. Instead of rolling over to his side, Ken tightened his grip on me, pulling my smaller body back against him. Worse, his naked hardened cock then pressed against my ass, sliding between my cheeks.
He must have been dreaming about his wife, because he said, sleepily, "Come on baby, don't pull away," as he nuzzled his lips into my neck. Goosebumps rose all over my skin as he did that, his facial hair scratching my neck, sending shivers up my spine. I was stuck, unable to get out of his grasp, and he was having a sex dream about his wife! That was confirmed when he began grinding his cock between my legs.
"Oh, baby, yeah," he groaned out in his sleep, continuing to grind against me. I began to feel a wetness as his hard cock was apparently leaking onto my ass crack.
"Ken," I whispered, tapping his arm, "Wake up, man." He stirred and came to a little.
"Sorry, Mark," he said sleepily. "I guess I'm just used to Cindy being here." He rolled over onto his back and promptly fell back asleep. I stayed on my side, facing away from him. I was awake, though. I lay there, staring into the darkness, unable to sleep. I could still feel the wetness of his cock on my ass. I could still feel the shiver of pleasure as he held me from behind. My wife and I had gone through a dry spell sexually, and his was the first intimate contact I'd had with another person in over a month. I felt conflicted, ashamed that I'd felt pleasure when he spooned against me, yet also wishing I could feel that contact again. Almost as if the universe heard my thoughts, I felt the bed move as Ken once again rolled onto his side behind me, his arm wrapping over my chest, pulling back against his bigger body once again. This time, though, he just held me as he slept. Sleep once again over took me, and I drifted off, cuddled in his warm embrace.
I woke up again a couple of hours later. Sometime in the night, we had changed positions, and now Ken was laying on his back, and I had rolled over onto my other side to cuddle his chest. My arm was draped across his muscular torso, my head resting where his upper arm met his pec, his hand lazily rubbing my back. As I came to, I thought how nice it felt to be this close with another person, before my brain fully kicked in and I realized I was hugging Ken, and we were both naked. Worse, I had a hard on, my morning wood pressed against his leg as I cuddled to him. I jolted back, attempting to disentangle myself from his embrace. His arm stiffened and he immediately pulled me back to himself, not allowing me to get up.
"Good morning, buddy," he said groggily. Different than last night, he was awake and obviously knew who I was. Which meant he knew he was cuddling me naked, which meant he was okay with this situation!
"Umm, sorry to have rolled over on you," I said as I tried to roll away again.
"No worries, it feels good," he said. I had to admit that his deep voice, gravely with sleep, sounded super sexy. I could hear it rumble in his chest as my head lay near his pec. Wait, did I just say my buddy sounded sexy?
"Um, Ken," I said, "we're both naked."
"So?" he responded.
"Isn’t this weird?" I asked, unsure of how he could be so comfortable.
"Only if we make it weird," he said. "Guys can be close. I like you, and I like being close to you."
"But," I started, unsure of how to say it, then deciding to just go for broke, "I'm hard, I've got morning wood."
"No shit!" he said, moving his leg to rub my hard on. "I just thought you were happy to see me!" He chuckled at his own joke. His nonchalance at our current situation was strange, yet comforting. Maybe I was just too uptight. Maybe I could learn to just enjoy life more like Ken.
"Besides," he continued, "we're in the same boat." Ken then reached up with his right hand, grabbed my hand that was resting on his chest, and pulled it down, using his own hand to wrap my fingers around his equally hard cock. A moan of pleasure escaped his lips as my hand made contact with his cock. It felt different holding someone else's unit in my hand. It was hot and hard as steel, yet softer than I would have imagined. For a second, I was fascinated, then realized what was happening and tried to pull my hand back.
"Dude!" I exclaimed.
"What?" he asked. "We both have cocks. You've touched your own, what's the big deal? Besides, we're friends. We should know everything about each other, and we can help each other out when we need to."
Through all that he said, he kept holding me against his naked body, my own hard cock making contact with his leg. He did have a point, we were naked together in the bed, we were buddies, we were both in need of morning release.
"So what are you saying, you want to jerk off together?" I asked.
"Something like that," he said, grabbing my hand again. "I was thinking we could jerk each other. It always feels better to have someone else's hand rather than mine on my dick." He placed my hand on his cock once again, and began sliding it up and down. I was jerking his cock, sliding my hand up and down. His cock was definitely longer than mine, but he wasn’t quite as thick. When I’d seen him naked in the shower, I assumed his soft cock got thicker when he got hard. Instead, it seemed it just got longer. He was definitely a shower, and I was more of a grower, getting longer and thicker when hard.
He tried to reach over and grab my cock, but it was too awkward in the position that we were in. So instead, I rolled over on my back, continuing to jerk his dick with my right hand while I reached down and jerked my own with my left hand. I was taking care of both of our boners.
Ken's arm was behind my head, and our heads were leaning in toward each other. He kept rubbing my side as I jerked us, and his string of encouraging sex talk kept increasing the intensity of the situation. "Yeah, buddy!" he said. "Your hand feels so good on my dick! Yeah, stroke it like you stroke yours." When the skin on skin friction got too intense, Ken grabbed my hand, pulled it up to his mouth, and spit on it, adding his natural lube to my jerking hand. He then moved my slicked up hand back to his cock, which made jerking it easier.
Within 5 minutes, we were both close. "I'm gonna blow buddy!" he said. "Yeah, take me over the edge! That's it! Yes! AAAHHH!" he bellowed as his cum shot out of his cock, coating his hairy chest with a huge load. Watching him blow sent me over the edge as well, and my chest and belly were splattered with my own 5 day load. We lay panting for a moment, coming down from the high of orgasm. Finally, feeling strange about what just happened, I turned my head to look at Ken, judging his reaction. He was looking down at me. He smiled, then chuckled. Soon, we were both laughing, the tension broken.
"Well," I said laughing, "I've never done that before!"
Ken shifted, turning over slightly on his side to look at me. "This will not be weird. We're friends, and now we're even closer friends. Got it?"
I nodded, looking him in the eye. "Does this mean we're friends with benefits?" I asked, a gleam of humor in my eye. We both busted out laughing again. Yep, we were good.
I glanced over at the clock. "Shit!" I said. "We've got to be out there for roll call in 15 minutes!" We both jumped up, and realized we were both covered in cum.
"We can share the shower," Ken said as we both hurried to the bathroom. Ken turned on the shower, then turned to the toilet, pissing. As soon as he was done, I stepped up, pissed, then stepped into the shower to join him as he was already soaping up. Ken moved out of the way, and I stepped under the water. Ken finished soaping up and handed me the bar of soap. I moved so he could rinse off and lathered up as well. I saw Ken watching me as I washed, and I could feel myself blush. He smiled as he finished washing the soap off, then reached for a towel and stepped out to dry off. I stepped back under the water and rinsed off, then shut off the shower. I dried off and we quickly got dressed and ready, heading out for another day at the park, chaperoning teenagers.
Our second day went great! The band did a fantastic job in the parade, then the kids got the rest of the day in the parks. Best of all, it wasn’t weird between Ken and I. I caught him looking at me from time to time, and we would share knowing glances, but all-in-all it was a great day. There was definitely something like sexual chemistry that was building in our friendship. Ken and I repeated a ride of VelociCoaster, and then tried some of the other attractions in the park. While riding the E.T. ride, I jumped at one of the moments when headlights came on. Ken reached over and grabbed my hand, holding it through the rest of the ride, only letting go as we made our way back into the ride queue area. He was very attentive to me all day, but strangely, it wasn't weird. We were still the good friends we had been, but he also seemed protective and even more interested in me. It's weird to say, but it's almost like we were on a date. Just like the day before, it was just the two of us for much of the day, only interacting with our teenager groups during check-ins and at lunch and dinner.
That night, when we got back to the hotel, we got the kids all situated in their rooms, and then all of the chaperones retired for the night. I stepped into the room and Ken followed me, shutting the door and locking it, closing out the world. There had been a sexual tension between us all day, and I hadn't wanted to admit it. But now we were alone, in our hotel room. The tension was thick and now unavoidable.
"Hey," he said, his deep voice sultry as he grabbed my hand and pulled me back toward him. "I had a great time today, being with you. I like having a friend with benefits." He smiled, but it was a smile of desire. He wanted something. We were standing in the entry area of the room, my back to the wall. He was standing in front of me, looking at me. The look of desire on his face scared me, yet I could feel my cock hardening just from being near him. He was looking at me the way I looked at my wife when I wanted sex.
"You know," he said, stepping closer to me, his voice deep and sultry, then putting his hand on the wall beside my head, "There's a lot more benefits that we could share, if we wanted to..." Ken let that statement hang in the air as he stared down at me, our eyes locked. Then, seeing that I was not resisting him, Ken leaned forward and our lips met. Suddenly, we were kissing, making out like teenagers. His body pressed me back against the wall, holding me captive, making me submit, as if I wasn't willing! The sexual tension of the day had built to a point that we were frenzied in our passion. The dam had burst, and we were unable to stop the raging torrent of hormones that had consumed each of us.
Then he pulled back momentarily, looking in my eyes. "You okay with this?" he asked.
I couldn't believe my own voice as I heard myself say, "Fuck, yes!"
He attacked my mouth again with his own. Ken then moved his hands to wrap around me, pulling me even harder against himself. His hands slid down my back, cupping my ass. I shivered at the idea of what he might be thinking, but was too lust-drunk to stop our passion. His hands continued to paw at my ass for a minute, before he leaned down, grabbed my ass and lifted me up, forcing my legs to wrap around his waist. Then he walked us to the bed. He laid me down on the bed, coming down on top of me, and we continued to kiss as he lay atop me, pressing me down. Finally, I tapped his back. He lifted up slightly, looking me in the eye.
"We both stink," I said, grinning up at him. "How about a shower before we take this any further?"
"As long as we are going to take this further!" he said, smiling back. I blushed as I nodded. "Let's shower together again!" Ken suggested.
We got up and disrobed in a hurry, then made our way naked into the bathroom. Ken kept touching me, running his hands over my back and ass as I leaned over to turn on the shower. Once the water was the right temperature, I stepped in, and Ken stepped in right behind me. I stood under the water, and Ken moved in, wrapping his arms around me again. Only this time we were naked. He moved in to kiss me again. We made out under the water for a few moments, our hard cocks grinding against each other as we made out. Finally, I pushed him back.
"We need to get washed," I said, reaching to grab the soap. But instead of washing myself, I began running the soap over Ken's hairy, muscled chest. I was reveling in the feel of his beefy body under my fingers. I soaped him up all over, bending down to wash his legs, and spending time soaping up his cock and balls, sliding my hand up and down his shaft and cupping his balls with the other hand. He was moaning his appreciation the entire time. When I finished, I stood up and turned him around, soaping up his back as well. Then we switched positions. He stepped in the spray to rinse the soap off, then took the bar of soap and began washing me.
My wife and I have had sex in the shower before, when we were younger. But it was always a quick, frenzied thing. She would be in the shower, and I would step in with her, kiss her, and then pretty quickly I was seated on our shower seat and she would be riding me. We hadn't taken time to explore each other. So when Ken started washing me, running his hands over my body with the soap, it was the singular most erotic moment I'd ever had in a shower! He gently washed my chest and stomach, under my arms, down my legs, even my cock and balls. But when he turned me around and began working my back, it was in another league altogether. He soaped up my back, then stepped up and pulled me back against his chest, rubbing against me, kissing my neck. He then knelt down and washed my legs, then back up to my ass. He seemed fascinated with my ass, kneading it with his hands as he washed, spending time cleaning my crack, even running his fingers over my hole. I had no idea how pleasurable it would be to feel his soapy fingers run over my crack. He stood back up, but his hands kept playing with my ass, keeping it soapy. Once he was standing, he pressed against me once again, with his finger coming to rest on the pucker of my hole.
"Mark, buddy, you've got me so horny!" he said, his deep voice right next to my ear. As he said that, he added pressure with his finger, and suddenly it slid into my hole, up to the first knuckle. I groaned, amazed at the pleasure as he played with my hole. I had no idea that ass play could feel that good! My head leaned back against his shoulder as I gave in to the feelings he was bringing out in me. I felt so good, so wanted as he worked his powers of seduction over me. He slid his hands back up my sides, wrapping around my chest as he pulled me back against him, his very hard, long cock sliding into my crack. Keeping one hand around my chest, holding me against him, he pulled his hips back, grabbed his cock with his other hand, and aimed at my hole. The head of his dick pressed against my hole, building a pleasurable pressure, making me want more. I felt my hole start to open, letting his head briefly touch me inside, before the pain of penetration stopped us.
"Not without lube," I said, realizing as I said it that I was admitting my willingness to let him in my ass if he used lube. Hearing that, Ken became a man on a mission. He quickly pulled us under the water to rinse off, then turned off the water and grabbed two towels. We dried off quickly, touching and smiling, anxious to pick back up where we left off.
Once we were dry, Ken grabbed me around the waist, picking me up and throwing me over his shoulder. "Time for you to give me that ass you just promised!" he said as he walked us back out to the room, then tossed me down on the bed. He reached down to his bag on the floor and grabbed a bottle that he tossed on the bed, then he crawled in over me, my legs spreading for him to move between them. He kissed me as he crawled over me, his bigger body covering mine. He used his legs to further spread mine, his knees coming up under my lower back as he moved into position. Then, sitting up to kneel between my legs, he grabbed the bottle. As it came into my view, I saw that it was Astroglide.
"You brought lube?" I asked, shocked.
”I’m always prepared!” he answered with a smile. I wondered if this was what he had been planning.
I didn’t have time to think much about it, because he was pressing his lubed-up finger into my hole, then adding more lube and pressing two fingers in. After playing with my ass for a moment, getting me used to the feeling, Ken lubed up his cock, grabbed it and lined it up with my virgin hole, and pressed forward. He grabbed my legs and put them up on his shoulders, and added pressure. He had me so turned on that I had relaxed and the head just popped in! At that point the penetration started to burn, and I clamped down on him. Since he had started his entry, Ken leaned back down over me in a push up position, bending me in half, his face just above mine.
”Relax, buddy,” he said calmly. Easy for him to say, he wasn’t the one getting fucked!
”Just breathe,” he continued. “Deep breath in, then let it out.” I followed his directions and found myself relaxing. I also began to feel his cock sliding further in my hole. Ken got a little too excited and pressed forward, jamming another 4 inches in one thrust.
“Fuck!” I yelled, the pain intense. Ken leaned down then, taking my mouth in another passionate kiss, taking my mind off of the cock taking my anal virginity. His distraction worked. I gave in, and he slid his cock the rest of the way in my ass. I could feel his balls pressed up against the bottom of my ass. I wasn’t exactly feeling pleasure yet, but I certainly felt like I had accomplished something by taking the whole thing! Ken held still, kissing me, letting me get used to his dick, and telling me how great I was doing.
”Your ass feels so good, buddy! You’re doing great taking me. I’m so glad we’re friends. I've been wanting to fuck you for months!” It was that last statement that stuck with me. So he had been planning something. He brought lube in case he was able to seduce me! He wanted me. In some ways, that made this even more incredible! Ken was the perfect man’s man, the kind of guy all the girls want and all the guys want to be. To hear that he chose me, wanted me, made me feel really special.
Sensing that I had relaxed and was getting used to being impaled on his cock, Ken began some slow movements, mostly rotating his cock around, stretching my hole a little, combined with a small in-and-out. On one of those moves, he hit something inside my ass that made me jump, pleasure radiating out from my core. It was only brief, but it felt great! My cock had gone soft during the initial penetration, but now it rose again, returning to full hardness.
“What the fuck was that?” I asked, amazed at the feeling. Ken smiled as he kept moving around, trying to find it again, and then when he did, hitting it over and over again.
Suddenly, I understood gay sex, and bottoming in particular. This was beginning to feel incredible! It felt like he was stroking my cock from inside my ass! I began moaning, my voice becoming more high pitched, enjoying what he was doing to me. Ken began pulling out more, then thrusting back in, until he was full-on fucking, long-dicking into my ass. My arms were up around his neck, his shoulders, his back, trying to touch as much of him as I could, to be connected to as much of him as I could as he pounded my hole. I was afraid to touch my own dick, scared that the second I did I would shoot. I wanted this feeling, which had increased to pure ecstacy, to continue forever!
”Oh, Yeah, Fuck me!” I was crooning, loving what he was doing to me. I wondered if this was how my wife felt as I would fuck her? If so, it bewildered me why she would ever say no to this kind of pleasure!
Suddenly, with another hit to that place in my ass, I felt myself crest over the edge, and my orgasm was fucked out of me by my friend! My cock shot my load all over my stomach as he fucked me through it. It was a completely different feeling to cum with something up my ass. I could feel myself clamping down on his cock, then releasing, spasming around it. Ken must have felt it too, for seconds later he joined me with his own orgasm.
”FUCK DUDE!” Ken exclaimed as he thrust all the way in my ass and held there. I could feel his cock throbbing, and knew he was breeding me. We hadn’t discussed where he would cum, but feeling him shoot in me, I didn’t want him to shoot anywhere else. In that moment, I felt connected to my friend in a way that I‘d never felt before. I had a part of him inside me, and would carry it with me. We were joined together as friends in a way that we had previously only shared with our wives. And I had to admit that no sex with Samantha had ever come close to this!
When he had cum, Ken collapsed down on me. My legs slid from his shoulders, and settled around his waist. He lay on me, pinned to the bed, glued together by my load squished between our heaving chests and his cock planted deeply in my hole. It was a glorious moment of closeness to hold him and be held by him as we enjoyed our post-coital endorphins. Finally, he raised up, pulled his cock free with a plop, then rolled over and lay down beside me. We lay like that, side-by-side, staring up the at the ceiling.
After a couple of minutes, I felt Ken move. I turned my head to look over at him, and he was looking back at me. He smiled. “You okay?” he asked.
”Yeah, I think I am,” I responded, smiling back. Then, thinking back to our earlier conversation that morning I said, “I don‘t think we’re just friends with benefit anymore…” I paused for effect. “Now, I think we’re called fuck buddies!”
He laughed, and I joined him. It wasn’t weird. We got cleaned up, went and showered together again, then came out and watched TV. When we decided to sleep, he spooned me from behind again. We both got hard, and so he fucked me again. My ass was going to be sore after this trip!
We became much closer friends after that trip as chaperones for the band. We talked about how to continue our hookups after we were home, and made plans to be fuck buddies on-going. It was interesting, in our bond, I never really wanted to fuck him. Between us, he was always the top, and I was the bottom. We made plans to start working out together, and we did. He helped me add some bulk, and I felt really proud of the progress that I made in the gym! We also talked about how we could do annual trips to visit different parks to ride coasters together, but also to get a hotel room on those trips so we could fuck.
Our first trip with just the two of us was to drive down to Atlanta at the end of this past March and visit a little park that had just built a brand new RMC coaster. We drove down to Fun Spot and got to ride the ArieForce One coaster on opening day, hanging out with YouTubers who were chronicling the new ride. It was a fun day just hanging out and geeking out over the new coaster, and we had a blast. Then we headed back to our hotel room, where I rode Ken, then he threw me down and fucked me. Needless to say, he is now my best friend (with benefits) and fuck-buddy!
Read all of my stories at closetcase.net!
