2 Guys Use Dildo on One Other


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It all started with that damn kiss. 

Mark and Jason were throwing a party at their apartment like they did almost every weekend. Just the usual group of friends hanging out, having drinks and laughing about everything they done that week. Without warning, Katie who had possibly had one too many drinks, decided that they should play a game Truth or Dare. 

Jason didn’t think anything of it because he wasn’t the type of person the keep secrets and he was brave enough and bold enough to do just about anything. So the game started. The seven of them sat around living room. A few confessions were made. The guys got a few girls to flash, but nothing particularly notable happened. Then Katie, giggling over her martini, said to Jason, “I dare you to kiss Mark.” 

Jason had never kissed a guy before, but he and Mark had been best friends since they were kids and now they shared an apartment together. There was nothing that Mark didn’t know about him and vice versa. Plus Mark was gay, so he figured it wasn’t that big of a deal. Without a moment of hesitation, Jason leaned in and kissed Mark on the lips. His friends cheered. 

Seconds passed and he realize that it was probably time for him to pull away, but he didn’t. Instead their kiss grew deeper. The next thing he knew, he was sliding his tongue between Mark’s lips searching out his mouth. Their bodies moved closer together. Mark gripped him by the arms as he plunged his tongue deeper into Jason’s mouth, which made Jason groan. 

For a moment it was as if a spell had been cast over the two of them. Everything else disappeared and the only thing left was Mark. Jason barely noticed as the cheers settled down into an awkward silence. Their friends realized what they were witnessing well before Jason understood what it meant.

Eventually Mark pulled away looking at his best friend in wide-eyed shock. Jason was shocked too. He never even considered what he was now considering. The thoughts going through his head made his cheeks flush as they stared at each other. 

Katie interjected. “We should get going.” She stood up and collected her stuff. The rest of their friends agreed and quickly joined her heading for the front door. 

Jason saw them out and after he locked up, he turned around to speak to Mark. “Wow…that kiss…” he said. 

“Yeah…” Mark agreed. “I had no idea you were so talented.” 

Jason couldn’t help but laugh. “That wasn’t just technical skill. I think there was a bit more going on there.” 

“I have no idea what you’re talking about.” Mark claimed. 

There was no way he didn’t know. There was no way he didn’t feel it. If he hadn’t felt it then he would’ve stopped way before he did. Jason knew he was lying. “Oh, come on! You can’t be serious. You know exactly what I’m talking about.” 

“Look Jason,” Mark took on the tone he always took when he was about to teach him a lesson. Jason hated that tone. “I know you think that you’ve just discovered some new frontier. But you have to realize that exploring that new frontier could put our friendship in jeopardy. No. Correction. It would definitely put our friendship in jeopardy. Having a best friend that you can share anything with, someone that you can get along with all the time, it’s a precious thing and is not something I’m willing to throw away just because you’ve gotten curious.” 

“Has it ever occur to you that maybe part of the reason were such good friends is that were bonding on a deeper level? Am I really supposed to forget what just happened here?” 

“Yes. If you value our friendship in the least that’s exactly what you will do. You forget what just happened here.” 

“I don’t see why we can’t at the very least just try things out because this isn’t just experimentation.” 

“Just because you enjoy kissing someone doesn’t mean that you would like doing more and what happens if one of us—the gay one—really enjoys it and the other one of us—the straight one—doesn’t? You get to break my heart and then what happens to me after that?” 

“Well, as your best friend, I guess I would have to console you and assure you that that guy was a total idiot and an utter prick.” 

Mark couldn’t keep himself from laughing. “Exactly. So can we just forget about this?” 

Jason shook his head. “Everything you said made sense, but you know me. I don’t listen to this up here,” he said, pointing at his head. “I listen to this here,” he said, putting his hand over his heart. 

Mark rolled his eyes. “We both know the only part you listen to is this right here…” He took a step toward Jason and cupped his semi. 

Usually Jason would have laughed and moved away but this time he held his ground, his gaze meeting Mark’s, daring him to keep going. He could see the conflict in Mark’s eyes as he tried to decide exactly what he was going to do next. 

Rationality beat out lust because he released Jason taking a step back. “You’re playing with fire,” he said. “I mean think about it. What if I really did accept your offer? How long do you think you could make it with some guy plowing your ass?” 

“Wait,” said Jason. “To be fair, if this were a thing, given my heterosexual history, I feel as though I should get to be the top.” 

“Oh no, sweetheart. It doesn’t work that way. So you should probably think about it long and hard before you try to take this any further because I will bend you over the couch and plow you until you beg for mercy.” 

While Jason knew that Mark was attempting to scare him, instead of fear, Jason felt a strange excitement. He never wanted such a thing from a guy before, but if it was Mark…then maybe it wouldn’t be so bad. No…maybe it would be amazing. 

The days passed one after another and the two of them stopped talking about their little kiss. It looked like Mark was going to get his way and Jason would not get to experience these new things. But even though he let the topic go, in conversation, in the back of his mind he couldn’t help but wonder, so he did the one thing he could. He consulted the internet. 

He watch videos, read stories and the one thing he was sure of was that he wanted Mark but he didn’t know how he could convince his best friend that he was serious. Then he realized he had to seduce Mark. That way his best friend, in a mad frenzy of desire, would take him, opening the floodgates for them have a relationship. But the more he thought about it, the less compatible mad frenzy seemed to go with his anal virginity. So he had to come up with a plan. He needed to prepare himself, so he went online and searched for dildos. 

He looked for hours until he found the perfect one. Not too big, not too small, not to wide and it looked very realistic, so he ordered it overnight delivery, excited to take things to the next level with his best friend. The next day, when he got home from work, the package was already waiting for him. 

He headed straight for his room with the grunt of acknowledgment to Mark as he passed them by. As soon as he closed the door, he tore through the package and then stripped off his suit leaving his clothes in a pile on the floor. 

As he lubed up the toy, he stared at it wondering how exactly he was going to do this. Which position would be optimal? He finally decided to lay on his back and bend his knees. That way he could pretend that it was Mark between his thighs, slowly pressing himself inside. That was the way his best friend would do it. Eye to eye, making sure that he was comfortable the whole time. 

Jason pressed the lubed toy up against his hole and could feel his body fighting the penetration. Maybe Mark was right. Maybe it was harder to take things like this to their full conclusion. No. Jason was no quitter. That wasn’t how this is going to go. He gritted his teeth and pressed harder and harder until his sphincter gave way and the head slipped in. He fought the urge to yelp in both victory and pain. 

He held the dildo still for a moment attempting to give his body the chance to adjust. Even as he lay there he couldn’t help but smile. After a few moments he started to relax and so he fed himself another inch. There was a burning sensation, but it was tolerable. He continued pushing it in, bit by bit, taking breaks until it was all the way in. Then he just sat there with the toy inside stretching him out. 

Once he had grown comfortable with his foreign invader, he pulled it out a bit and thrust it back in. The sensation wasn’t entirely bad so he tried it again. After a while, he built up the steady rhythm, sliding the toy in and out his loosening hole. The entire time laughing internally that Mark thought he couldn’t do this. His dear friend had a problem underestimating him. Especially when it came to how far he would go to get something he wanted. 

As he continued to play, a lack of discomfort, morphed into something else—pleasure. With each inward thrust he must’ve been hitting his prostate because it felt really good. Better than almost anything he’d ever felt before. That caused him to pick up the pace. Barely able to contain his cries of bliss. That was what he was feeling but he had to stay quiet. Mark was still in the next room and if he heard anything like the sounds Jason was trying not to make he would quickly know what was going on, but in the end none of that mattered. 

Without knocking Mark pushed open Jason door, “Hey, I’m about to order pizza would you…” Mark froze midsentence at the sight in front of him. 

Jason didn’t miss a beat, he was really enjoying what he was doing. So much so that he was rock hard. Pre-come dripped from the tip of his cock, making a pool on his stomach. “Sausage and green peppers,” he said. 

“What?” asked Mark, shaking his head, trying to figure out what Jason was talking about. 

Jason understood his confusion, but without stopping he just explained. “Yes, I would like some pizza and on that pizza I would like sausage and green peppers.” 

Mark completely ignored Jason’s request. He seemed more focused on other things. “What are you doing?” Mark asked. 

Jason paused. “I would assume that’s fairly obvious.” 

Mark corrected. “Okay… why are you doing what you’re doing?” 

Jason rolled his eyes. “I would assume that’s fairly obvious too.” 

Mark asked in disbelief, “Is this about me?” 

Jason had to laugh. It was such ridiculous question. Of course it was about him. “Nah, I’m practicing for the Olympics.”

Even as Mark laughed, he stepped closer to the bed. His gaze unable to move from the spot where the toy penetrated Jason. “Doesn’t that hurt?” he asked, practically drooling.

“It did at first, but I kept at it and now it feels really good. You want to keep going for me? My wrist is starting to get tired.” 

The look on Mark’s face was as if Jason had just offer a starving man a feast. He reached down between Mark’s legs and gripped the dildo. “My God,” he groaned. “You have no idea how hot this is,” he said as he slowly worked the toy in and out.

Jason closed his eyes, arching his back. “Actually I think I have some idea.” 

“I can’t believe you took things this far,” Mark said, even as he kept brushing past Jason’s prostate. 

“What we do for love,” Jason joked, but Mark didn’t take it as a joke. 

“Love?” he asked. 

The truth of the matter was Jason did love Mark. He had loved him for very long time. Sometimes he felt like they were two parts of one whole. For a very long time he had loved Mark’s mind. He had loved his spirit. But that wasn’t the real question. What Mark really wanted to know was if Jason desired him and before that kiss he might said he didn’t. But Jason now knew he wanted Mark in every way he could have him. 

He even took things so far as to prepare himself for it. So the answer was simple. “Yes, Mark. I love you.” 

This had an unexpected effect on Mark, without hesitation, he leaned down and took Jason’s member into his mouth. Jason sucked in breath as Mark’s head bobbed up and down in his lap. At the same time, Mark thrust the toy more forcefully into Jason, penetrating him harder and deeper which caused Jason’s hips to lift off the bed, pushing him further down Mark’s throat. Jason gripped the sides of his mattress, a cascade of unintelligible grunts and moans poured from his lips. He could barely process what was happening. The sensations were too much. They were setting his senses on overload. 

But it wasn’t just that. Part of his brain was screaming, this is Mark, you’re in Mark’s mouth. Mark is about to make you come. And while he might’ve imagined rebelling against that, instead he embraced it. He fell into it with the toy pressing against his prostate and Mark’s mouth doing the rest. 

Jason didn’t last for very long. Grabbing Mark’s hair with his fist, he exploded in his mouth but that didn’t stop him. Mark greedily drank every drop until Jason started to soften and then he slowly pulled out the toy leaving Jason with an empty sensation he didn’t like one bit. 

Jason lay in bed panting. Mark crawled in bed with him sliding one arm under his neck and the other over his chest. “I can’t believe what I just got you doing.” 

Jason couldn’t help but laugh, “And you’ve known me how long? Is there really anything I wouldn’t do?” 

Mark thought about it for a moment. “Yeah, I guess you have a point.”

Jason rolled on his side so that he could look Mark in the eyes. “Although I do have to say one thing. I can’t believe you didn’t tell me how amazing it feels to have something up there. Even though, I’ve only dated girls in the past, I could’ve at least been getting pegged or something.” 

Mark’s cheeks reddened. “Actually, I couldn’t tell you about that because I’ve never experienced it.” 

“What?!” snapped Jason. 

“I told you I was a top.” 

“Yeah, but how can you know that for sure unless you’ve tried both?” 

Mark shrugged. “I’m sure enough.” 

But Jason wasn’t having it. He had been straight his entire life and he was willing to take the plunge. There was no way he was going to let his best friend who had at fifteen told him in the middle of a videogame, “by the way, I’m gay,” go the rest of his life with his butt virginity intact. He narrowed his eyes. “Drop your pants,” he sat up, grabbed the toy and want to the bathroom to clean it. 

When he got back, Mark was still sitting there, fully dressed. “And what do you think you’re doing?”

 “You weren’t serious, were you?” 

Jason picked up the lube and started applying it to the toy. “Oh yeah, I was serious. Either you take them off or I’ll take them off and we both know which one of us is the better wrestler.” 

Groaning in defeat Mark stood up to take off his pants leaving on his shirt. “Just be gentle, okay?” 

Of course Jason would be gentle. He wanted Mark to enjoy this entire experience. After all, if he didn’t, Jason wouldn’t be able to get up in there and that would’ve been a great tragedy. Mark laid on his stomach and spread his legs. Jason knelt between them eyeing his beautiful bubble butt. He had never paid much attention to it before but now he wondered how he could’ve gone so long without noticing how well put together his best friend was. “You know, you’re pretty hot,” he said, with a tone of surprise that he didn’t mean to use. 

Mark, understanding what he meant, even though he didn’t express it in the best way replied back, “You’re not exactly a troll either.” 

Chuckling, Jason spread Mark’s cheeks apart and pressed the dildo against his hole. He could see Mark’s entire body tense and he hadn’t even gotten started, so instead of pushing forward, he ran the toy up-and-down his crack, lubricating it. He watched as Mark slowly became more comfortable with what they were doing. 

Only after Mark relaxed did Jason finally take a chance and began to insert the dildo. He was very careful at first, only sliding in the tip and then a little bit more at a time whenever he noticed that Mark relaxed again. Because he was getting used to it, he fed him every inch and when he got it all the way in he slipped his hand under his T-shirt rubbing his back in circles. 

Seeing him like this…so vulnerable, so trusting. It was quite possibly the most erotic thing he’d ever seen in his entire life. “I have to admit I feel like we’ve wasted so much time. We could’ve been doing this for years.” 

Mark laughed. Well there’s no time like the present. 

Agreeing, Jason took the toy and slowly started to slide it in and out, paying careful attention to Mark’s every reaction. He figured out exactly when he brushed against his prostate because Mark froze from the shock of the sensation. 

“Right here?” Jason said with satisfaction as he slid the toy at that exact same angle again and again. 

Mark gripped the sheets on both sides and cried into his pillow. “Oh my God!”

Jason knew the sensation well. He had just experienced it himself and he thoroughly enjoyed sharing that kind of mind blowing pleasure with his best friend. He kept at it, thrusting in and out and then in circles as Mark lifted up his hips to meet Jason’s thrust.

Jason reached his hand under Mark’s body wrapping his fingers around his rock hard rod. He stroked him in time with each thrust making Mark so crazed he could barely contain himself. He continued on driving his passionate full force until it was clear Mark couldn’t take anymore. That’s when he sped up, sending his friend over the edge with an orgasm that rocked his entire body. 

Jet after jet of semen covered Jason sheets, until finally Mark was spent. He collapsed on his side. Jason removed the toy and set it on the nightstand then he climbed in bed with him, pulling him to his chest. 

“So how was your first time?” he asked teasingly. 

“Amazing,” Mark said. “I think all this time I’ve been resisting letting anyone near there because I didn’t trust them. But because it’s you and I trust you with everything, what could I do but relent?”

Something about Mark’s words touched Jason. Deep inside he knew exactly what he meant. Matter of fact, he felt the exact same way. There was absolutely nothing he wouldn’t do for his best friend. There was nothing he couldn’t trust him with. There had never been walls between them and now the two of them were closer than he could’ve have ever imagined possible. 

Staring deeply into those beautiful eyes for a minute his heart felt too big to fit in his chest. “I really do love you, he said. “You know that, right?” 

“Yeah,” Mark said. “How about you show me how much. Kiss me again.” 

Jason had wondered if Mark would ask that again and now that he had he certainly wasn’t gonna make him wait. He leaned in and pressed his lips against Mark’s and just like the last time the two of them coming together felt like something beyond comprehension. For Jason it felt like his every want, his every dream, was right there pressed against him in his arms.

Once their kiss broke, Mark looked at him almost pleading. “Please don’t change your mind about this, about me. Because of who you are, I’ve already let you in too deep and if you change your mind, it’ll destroy me.”

“You know how stubborn I can be once I’ve made my mind up about something. And I’ve decided to make you happy for the rest of my life.”



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