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When I was a sophomore in high school (16m), my best friend Meg (16f) had a ridiculously hot boyfriend, a senior (18) called Shaun. The three of us used to hang out together at the mall, each other’s houses, etc. My parents were out of town and we were hanging out at my house. I had a pool growing up and we planned to spend the afternoon by the pool eating pizza and stay up as late as we wanted. After a couple hours, Meg started to not feel so good. She ended up throwing up and Shaun took her home. After dropping her off, he texted me and asked if we could still hang out by the pool. Naturally, I agreed. He was gorgeous, 6’3” dark brown hair, brown eyes, and very muscular (he was on the swim team). They both knew I was gay and they didn’t mind at all. Occasionally, he would pretend to strip tease for my bestie and I and thought it was hilarious that I often blushed when he did that.

He showed up again after dropping her off at home and we continued eating pizza and chatting. After a while, I was super hot and decided I was gonna take a dip an cool down. He thought it was a great idea and said, “I’ll join you right after I change into my swim suit!” He went in the house and I got in the water and started relaxing. He came out a few minutes later with a towel wrapped around his waist. His abs and pecs were just perfect, and his arms were so big and strong. I saw a pretty sizable bulge in the towel. He was such a magnificent sight to behold that I started to pitch a tent in my swim suit in the water.

“I forgot I packed up my swim suit with Meg’s and left it at her house…”

“I have another suit that you could wear if you like.”

“That’d be great! Where is it?”

“It’s in the 2nd drawer of the dresser in my bedroom.” He headed inside to get it. A couple minutes later, he came back out, still wrapped in the towel but no swim suit.

“I can’t find the swim suit, but I don’t mind swimming nude if you don’t care.” Naturally, I blushed bright red as I said, “I don’t mind at all…” He chuckled as he wandered to the pool still in his towel. He stopped at the steps, removed his towel and tossed it aside. I couldn’t help my jaw drop in disbelief as I saw the third leg he had swinging side to side as he made his way down the steps into the water. It was a beautiful uncut monster with two giant balls behind it pushing it forward. He chuckled again when he saw my face and said, “yeah, I know, it’s big. Meg can’t handle it. Not even so much as a blowjob. It kinda sucks to be honest.” I asked him, “how big is that thing hard?” He replied, “about 9 inches. It’s also pretty thick.”

I couldn’t believe my best friend’s luck! And she couldn’t even handle it. I had dreamed about finding a hot guy with a dick like that for what seemed like forever! I asked, “so you guys have never had sex or anything?” He replied, “heh, we’ve tried several times. Never successfully. She usually just ends up giving me a handjob. Have you ever had a guy with a dick like this fuck you?”

I hadn’t actually ever been fucked by that time. There were hardly any other gay guys at school that I ever had interest in dating. I did have a dildo that I used occasionally but it wasn’t anywhere near that large… “no, I haven’t ever been fucked by a guy.”

“Damn,” he said, “I was hoping maybe you’d be able to take it.”

“I have a dildo that I play with from time to time, it’s pretty big but probably not that big.”

“Really? You’re starting to make me hard. Want to see how big it is?”

“Sure,” I replied blushing again. He got a big grin on his face and made his way to the the wall where he heaved himself out of the water to sit on the edge of the pool. It stuck straight out at me. It was bigger than I imagined. As thick as my wrist and definitely a good 9-9.5” long. There was a lot of foreskin, even at full mast.

“I’m honestly not sure I could take something this large, but, I suppose I won’t know unless I try,” I managed to stammer our turning even redder in the face. He smiled even bigger and said, “go ahead and touch it.” I waded over to him and slowly reached out to grasp it but stopped short. “I don’t know if I should do this. I don’t want to hurt Meg… she’s my best friend.”

He replied, “I’m really glad you said that. Meg will be too. Truth is, we wanted to see if this was an arrangement we could make. She faked the throwing up earlier to give me an excuse to be alone with you. She can’t handle my dick and thought that you might be able to.”

I was pretty surprised by this… “How do I know she’s okay with this?”

“Here, let me show you the texts.” And with that, he hopped up and grabbed his phone from the table. His ass was just as impressive as the rest of his body. He handed me his phone already open to the texts between him and Meg.

The last text read, “I hope this works out! I know he’d love it if you fucked him on a regular basis. The way he looks at you!!! He’s my best friend and the only person I would trust you to be with without me there!”

“Oh, wow, okay, I guess if she’s okay with it, I’d be willing to give it a try…” I really didn’t expect this to ever happen. I had just been content admiring him from afar. I thought I was super lucky that I got to see him naked. Good thing we had a tall privacy fence around the pool.

“Great!! That’s just what I was hoping to hear. Can you start by sucking me off a little?”

“Uh, sure… that sounds hot!” He sat back down on the edge of the pool with his feet in the water and spread his legs wide open. I reached out and grasped his still rock hard dick and began working the foreskin up and down. He moaned softly. I leaned in and took the head in my mouth. He wasn’t kidding. This thing is HUGE! I could barely get it in my mouth. I knew my jaw was going to be sore after this! I began trying to go deeper and I couldn’t get it very far but his eyes were already closed, his toes curling and his moaning was a bit more audible. I could tell that no one had ever been able to do this for him. He put his hand on the back of my head and guided my mouth on his cock. He seemed to enjoy a nice slow rhythm. After a couple of minutes of sucking, his breathing began to increase, he started to tense up and moan loudly. I could tell that he was getting close so I stopped. He told me, “no, don’t stop, I want to cum in your mouth. I’ll be able to go again, believe me.” So I continued sucking at the same slow rhythm. He began to tense again and this time the grip of his hand on the back of my head got even stronger and he began to force his dick down my throat a little further with each thrust. Tears were beginning to run down my face but I was loving it! Finally, with one final thrust, he shoved his dick as far as he could down my throat and shot a huge load of cum. Stream after stream of hot liquid ran down my throat. He just kept cumming and cumming!

He withdrew his dick from my throat, still rock hard and smiled at me. “Thank you for that. That was incredible! I’ve never been able to cum down someone’s throat before! I hope we can do that a lot more often. But right now, I want to plow that ass!” He jumped up from the edge of the pool and beckoned me to follow him to a lounge chair. I got out of the water and walked over to him where he started undoing the draw string on my suit and pulled it down revealing my ass. He grabbed my ass cheeks and gently massaged them. “You have a spectacular ass. I can’t wait to fuck it.”

I still couldn’t believe this was happening! He grabbed me and moved me to bend over on the lounge chair. I was rock hard by this point. He continued to gently massage my ass cheeks and slowly started to working a finger over my hole. I heard the pop of a bottle and looked back surprise. “I hope you don’t mind, while I was looking for the swim suit in your dresser, I found your lube.” He had a huge grin on his face. “No problem, I don’t mind..” I smiled shyly back at him. He squirted some lube in his hand and slicked up his cock. Then he squirted some lube on my hole and started to work his fingers into it, opening me up.

After a minute or so, he asked, “you ready?” I hadn’t heard the familiar tear of a condom wrapper. So I asked, “are you going to fuck me bareback?” He sounded a little concerned and said, “that’s what I was hoping for. I want to cum inside you. If you’re not comfortable with it though, I can go grab one from my car…” I knew that he was loyal to Meg and if he couldn’t fuck her, he wouldn’t be fucking anyone but me, so I said, “no, it’s okay. I trust you not to fuck around. As long and you’re loyal to Meg and I.” He smiled and nodded as he lined up his giant cock with my hole and started to push inside me. It hurt like hell! I had never experienced anything so large trying to push its way inside my ass. He stopped a couple inches in to let me get used to the girth. “You doin okay?” He asked, “I’ve never even gotten this deep inside anyone before. I can’t believe it’s finally happening!” He was clearly excited and extremely horny, but he was trying to not hurt me at least. “It’s fucking huge, bigger than anything I’ve ever had before! But I think I’m doin okay. It hurts for sure, but you can keep going.” He grinned again and started pushing deeper. The pain was excruciating but so worth it. He kept going deeper and deeper and deeper. I was beginning to think he’d never be all the way in, but I finally felt his pubes start to touch my ass closely followed by his giant smooth balls. He pushed until he was as deep as he could go and then stopped there. He waited for me to get used to it. It still hurt like hell but the pain was beginning to subside. “Fuck. I can’t believe it. I’m all the way inside you. I have wanted to be able to do this for so long! I really hope this isn’t too much for you because I have a feeling I’m going to be balls deep in you like this a lot!”

I couldn’t believe it either! It actually fit! He slowly began to withdraw and pushed back into my ass again. It still fucking hurt, but the pleasure of it was beginning to overtake the pain. He moaned in pleasure, enjoying the first couple of thrusts and I couldn’t help it, I began to moan too. He heard me and knew that I was starting to enjoy myself too. After that, he began to pick up the pace a little, sliding in and out of my ass. I was in ecstasy. This gorgeous man was fucking my hole with his giant and beautiful tool. I couldn’t wait to feel him flood my ass with cum. After a few minutes, he began to pick up the pace, slamming that gorgeous cock into my now stretched hole. I knew this would have to happen again, it just felt too amazing for it not to. He was obviously enjoying himself just as much as I was. He fucked me for a good 20 minutes. We switched positions a couple times. He laid back on the lounge chair and I rode his massive cock, I laid down in the grass on a towel and he laid on top of me, fucking me long and slow, pressing me into the grass. We ended up back in the same position we started. Me bent over the lounge chair and him plowing me from behind. He started to fuck me even faster than before and I could feel it building inside of me. I wasn’t going to make it much longer. He kept up the relentless pace, slamming into my ass over and over. Finally, I couldn’t take it anymore and I let go. I had the biggest and most powerful orgasm of my entire life. I shot cum all over that lounge chair! My ass muscles clenching down on his massive tool must’ve sent him over the edge too. He started yelling “OH FUCK! OH FUCK!! I’M GONNA CUUUUUM!!!” And with one last thrust as deep as he could go in my ass, he exploded inside me. The feeling was exquisite! Shot after shot of cum filled my ass, he moaned and convulsed as he was shooting. We both collapsed on the lounge chair, panting and sweaty. We smiled at each other and began to laugh.

He slowly withdrew is massive tool from my sore ass. “Thanks man. That was absolutely amazing. Your ass is gonna get well used by my cock if that’s alright with you. I’m definitely going to need that again tomorrow.”

“TOMORROW?! My ass is gonna be sore for at least a week!”

He laughed, “I know, I plan to keep it sore too.” He winked at me. “I should probably text Meg and let her know I was successful. She’s gonna wanna hear all about it. I imagine I’ll be using my magic fingers on her tonight while I’m telling her all about what happened!”

“Crap, I hope this won’t make things weird between Meg and I…” I was pretty worried about that now that it was done. I had just gotten fucked by my best friend’s boyfriend. Would she really be okay with it? I guess I’ll have to wait and see.

“I’ll text you tomorrow. Would you be free around 5? I want to have another go at that ass!”

“Sure, 5 works.”

"Fuck, that's tight," he said excited as he felt me wrap around him.

"Good?" I asked as I completely sat down on his lap and felt my balls rest on his stomach.

"Fucking fantastic," he chuckled and rubbed my legs and squirmed under me. "You good?" He asked looked up at me with lust all over his face.

"Yeah, I told you I like it," I said with a smile.

He pushed up into me, lifting me up off the bed with him. His cock as deep as it could go in this position. I closed my eyes and enjoyed the pressure he was placing in all the right spots.

I lifted off him and before I could sit back down he began fucking up into me. Nice and slowly at first. He couldn't stop himself. He did all the work for a moment as we started our journey together.

"God, I needed this," he said under his breath as he picked up his pace.

"Me too," I replied and began meeting his thusts with my body.

My first story to share 😊

I was on holiday in Kerala a few months ago & I love everything about massage & Indian massage in particular, so I booked myself an appointment for a 4 handed massage…

After I had booked it I had to wait a few hours before my time & I was so excited… the anticipation made me so horny… finally the time came!

I was met by an older guy & asked what oils I’d like to be used & explained the treatment. He gave me a tiny piece of cloth to cover my modesty, directed me to the massage room & asked me to get undressed. I did as I was told & sat completely naked, my heart beating with excitement.

2 cute young guys then greeted me, they looked me up & down - looked at my cock & asked me to stand. They were wearing loose fitting outfits themselves of thin white cotton. They took off their tops so as to not get them wet & revealed their lean muscled torsos. I swallowed hard & breathed in to calm myself. They took turns to wash me first with warm scented water, just using their hands they lathered up my whole body (everything 😉) before rinsing me off & gently patting me dry. It took all my willpower to not let myself get hard.

Once I was dry they took the cloth, scooped my cock & balls & tied it like a loincloth to cover my modesty… obviously it was right in between my ass cheeks so my bum was still fully exposed. I relaxed a bit though as my cock was now covered.

I lay on my front & the massage began. They were amazing, from the moment they started their hands never left contact with my body, firm rhythmic movements, I could feel my ass cheeks pressed under their touch & my cock grew hard underneath me 🍆

When the time came to turn over, I was embarrassed as I was totally rock hard & the tiny loincloth hid nothing. I had no choice though as they stood back and waited for me to turn - I rolled myself over & lay back. I looked down & saw the loincloth, now totally soaked in oil pressed firmly around the outline of my hard cock, the oil made the cloth slightly transparent & the 2 guys I knew were looking at it.

They began again massaging from top to bottom, strong flowing movements, both in complete synchronisation. After a few minutes I felt my cock slip free from the loincloth. The hands of one the guys kept on brushing against it accidentally as he massaged me… I was so embarrassed but could do nothing about it. I heard them laugh with each other & opened my eyes briefly to see them smiling at my embarrassment.

One of them carefully held my hard oiled cock & pushed it back inside the loincloth. They carried on with the massage…

It was no good though, I was so hard, their massage was so strong & the cloth was so small that my cock again fell out. They didn’t try to put it away again, they carried on to complete the massage, constantly rubbing it on their way past with their massage strokes. It throbbed & twitched every time they touched it & I lay back embarrassed but enjoying every second at the same time.

Finally after an hour the massage ended, I thanked the guys & tucked my still hard cock away discreetly, almost as if I hoped that they hadn’t noticed it.

My relief didn’t last long though, I was asked again to stand in the wash area. This time just one of the guys came with me, he untied the loincloth to leave me standing naked. My cock flopped out, a string of pre-cum glistening between my cock head & my body. My face reddened again with embarrassment. He looked down & smiled, pretended like it was totally normal. He soaped me up & cleaned any oil or precum from me, showered me off as my erection finally subsided & left me to towel myself dry & get dressed.

Jake Preston

For more follow @xxstudssss

At first we talked a bunch about nothing and then we both got quiet and new what was on each other’s minds. I got up in my knees and pulled off my shirt and he did the same. We slowly got closer and closer until I could feel his breath on my face. Slowly we opened our mouths and connected. My dick was hard, I couldn’t help it. We began to kiss and I felt his hand on my chest. I put mine on his lower back and pulled him closer until he was all the way against me.

I could feel my little brother’s dick was hard too as we push them together and continue to kiss. I put my tongue in his mouth and he sucked on it. I felt his tongue glide over mine as we made out in the late night. I leaned him back and laid on top of him as we continue to kiss like we were a couple. He put his hands on my ass and pulled me down into him and I humped my cock into his.

“I think I’m going to cum,” I told him. We had been up to it for a while and he was pushing me to my limits.

“Go ahead,” he said and started kissing me again.

I was humping him like I was fucking him and I felt cock explode in my shorts all over me. My little brother’s tongue was in my mouth moving around and it felt amazing. We were so connected and I really needed this. I slowly move my hips into him as I finished unloading, feeling his hands pulling me down every time.

“Your turn, go ahead,” I told him as I pulled off.

I watched my little brother pull down his shorts and his cock was out right in front of me. He kept kissing me and us both looked down at a stick. It was the first time I had ever seen him hard and it was surprisingly sexy watching him stroking it. I don’t know what came over me but I reached down and cupped his balls as he blew all over himself.

“Get it little man, fucking sexy,” I admit it to him as I held him.

“Do you think?” He asked looking at me as he continued to cum.

“Yeah I do,” I told him and gave him another kiss.

In college, I had a friend who introduced me to some kinky stuff. I trusted him a lot and liked him. One day I was hanging out at his place with him and his friend that I didn’t know too well. I was wearing gym shorts, a shirt, a snapback, and shoes and socks. We were sitting around drinking beers and chatting the three of us. Somehow the fact that I can do a handstand came up in conversation and they asked me to demonstrate. I did but due to the beer and my shirt falling off it wasn’t very good. My friend’s friend suggested I just take my shirt off, and my friend agreed and quickly stripped my shirt off me. I redid the handstand and held it longer. I didn’t know where he had put my shirt so i just chilled shirtless for the rest of the time. A beer or two later, My friend mentioned he had gotten some bondage equipment and asked if i wouldn’t mind modeling it off for him and his friend. I had been tied up before by a guy and since it wasn’t a sexual thing this time, I had no reason not to.

My friend showed me his set up, a chair with arm cuffs attached and a set of stocks attached to a nearby table slightly higher than the chair. When I sat down and put my feet in the stock holes, this had to effect of raising my feet and making my shorts slide down my thighs slightly. My friend tied my hands to the cuffs, which were angled so my arms were away from my body, while his friend closed the stocks over my feet. I tested out my bonds and realized my range of movement was severely limited. I looked up at them, expecting them to be looking at how my range of motion was limited or maybe how the arm cuffs looked or something. Instead…

“So bro, are you, um….ticklish at all?” My friend asked. I realized what his plan was and freaked out, thrashing in my bonds to try and prevent that from happening to me. Unfortunately for me, I am extremely ticklish everywhere on my body. I can’t stand being tickled. It’s true torture!

“Um…no im not tickliyyyyish at ahhhhhhhll” I said as i felt his friend’s nails drag along my helpless soles. He laughed at my reaction and dragged his nails down my soles a second, third, fourth time. I squirmed in my bonds but there was nothing I could do to shield my feet from his fingers, and each time he went down my foot I got closer and closer to letting out a gigantic and uncontrolled laugh.

“Cmon guys don’t tickle ahahahah tick hahahahaha” I couldn’t get my sentence out as my friend tickled up and down my sides, much more firmly and aggressively than his friend was doing on my feet. I tried to close my arms but the cuffs held them away from my body, adding to my vulnerability. All i could do was do my best not to react and hope they’d get bored and let me go. But then I heard…

“Hey, cover up his feet with this,” and after a moment I felt baby oil being slathered onto my feet. My friend’s friend held up a small hairbrush for me to see. I looked into his eyes in panic and said “No cmon bro PLEASE don’t use that Im serious Im so ticklish bro I can’t take it!” He listened to me for a moment then took the brush and dragged it mercilessly over my helpless sole, tickling over and over while I began laughing uncontrollably.

The sensation on my sides and feet was too intense and I realized to my horror that I had a hard on. I hoped they wouldn’t notice, but as some point my friend’s friend stopped tickling me and said “Um dude are you not wearing underwear?” I looked at him and saw that he was looking up my shorts and could see my cock and balls.

“I…uh…cmon bro don’t look!” I blushed beet red and stared at the ceiling, trying to avoid eye contact with him.

“Oh I’m looking dude, you have a nice tool and a great bush!” his compliments made me blush even harder.

“Do you want to tickle him there?” My friend asked his friend. I glared at him and was about to demand he let me go, but before I could, his friend said “YES!” enthusiastically. My friend picked up another tickle toy, a stiff feather, and handed it to his pal. My friend held my shorts open so his pal could have easier access to what he wanted to tickle. I soon felt the feather sliding along my balls and along my shaft. I screamed in ticklish agony and my legs began shaking but due to my bonds I couldn’t prevent him from tickling me there, and I realized that my erection had gotten even more firm from the feather tickling, and I am sure he saw this too.

They laughed at my predicament, and my friend was enthralled with my reactions to the feather tickling my genitals. He guided his pal too, saying things like “Make sure to get along the curve of his balls” then giggling hysterically when the new sensation made my laughter go up an octave. They both noticed when a spot of precum appeared on my shorts. They teased me about it and asked if I needed a break. I said yes and began to beg for one but they just kept tickling.

After a few minutes the guy holding up my gym shorts let go, and the guy with the feather grabbed hold of them himself, while the first guy began tickling my feet again. I couldnt take this sensation and told them that they had to stop or i was going to reach the point of no return.

“Bro, you’re really gonna cum on yourself while we are tickling you like this?” feather guy asked