Straight Chris, One Who Got Away

"I typically tuck mine down, if you wear it up then it gets to rubbing a bit too much for me." He reaches in and re-arranges himself in these beautiful underwear, ones that I will NEVER wash again, I am sure.

We head back out to the couch and continue to nurse our third beers and we get to talking again, this time about sexual stuff. What? Here we are 20 year old guys, sweating from a hot shower, nearly naked of course we are going to talk about sex. Neither of us put on a tshirt after the shower. While it had started to cool down outside it feels as if the boilers were working overtime pumping out heat into the apartment.

He asks, "So when was your first time and who was it with?" I got into telling him about my first time and how awkward it was but that it was with this guy I worked with and was only a one off. I returned the question to him.

"He shared that it was with a neighborhood girl that he had known all the years growing up and that they fooled around once both were older, and at his 18th birthday party.

"So how did you realize you were gay?" he asked me as he took another drag from the first joint and then handing it to me to finish off. I take a huge drag and almost burn my finger tips as I toss the remainder of it into the old beer can, holding it in. I exhaul and like clockwork he does it again this time just full on lip to lip, exhaling into me as he takes hold of my thigh just an inch from the head of my still hard cock.

"Wow, that is wild! Well, gay. I guess I always knew. I never had an attraction to girls, at least not in a sexual way." I said to him trying to recover from that hit and how close we were.

We continue talking about our sexual exploits. I tell him about how I fooled around with two of my employees just a few months before this and how they took turns with me and how much of a fantasy that was for me, and I think it was for Rick and Kevin as well. He couldn't believe how hot he said that sounded and he wished he was that lucky with the people he worked with. Interestingly he never gave any pronouns to his coworkers that he wished he fooled around with and such.

He started asking really graphic questions too. "Wow, it happened right here on the couch? Wow, Rick pushed you down on Kevin's cock? Holy shit! They came inside you? Wow, I never get to cum inside my girls. They never allow it, even though we always use condoms. What the fuck is with girls?"

We cracked open another beer and realized it was after 2am and we both were getting super tired. We agreed that since we didn't have to work until late afternoon the next day that we would save the joint for the next night as we were both off on Sunday.

We agreed it was time for bed and so I stood up, still chubbed up, but not fully hard and picked up our empty cans and headed to toss them in the trash in the kitchen. When I came back I could hear a steady stream of piss from the bathroom as he left the door open. "Dude, tonight has been just too fun. We really have to make time for us to have guys night, OK? I mean that!" He says as he keeps pissing and sees me approaching and he moves slightly making room for me and I walk right up and start pissing as well. Hell we have already seen everything on each other. He finishes and starts shaking his cock, more than a few times. Even strokes it a few and then picks up the hefty piece and pushes it back into his/my boxer briefs and he just stays there watching me pee. This is wild. Straight guys can be a trip!

I finish up, shake it a few times and stuff mine back into my bright red boxer briefs and he walks behind me and walks into my bedroom. He asks "So which side do you want? It doesn't bother me but I am normally closest to the door. With as much as I have drank I may have to get up a few times and being in a different place, I don't want to have any obstacles to getting to the bathroom!"

"Sure, that is great, you take this side" I say and I start to walk over to the other side and when I turn back to him I see that he is peeling down his boxer briefs and crawling into bed, naked. It only takes me a minute to agree that fuck this, I am going to do that too! I strip down and my cock slaps up hitting my stomach and making a loud 'thwap" sound. I toss them on top of where he tossed his and I climb into bed. Wow, this queen-sized bed does seem a bit small.

Chris rolls to facing me and says "You are honestly the best friend I have ever had and I am really thankful I met you. No matter what happens with Sarah and I, I want you to know that we are tight, and you can count on me."

"Chris! Wow, I feel the same way. Though I have to admit, I am so thankful you said that. I lot of straight guys, fuck most guys period, can't articulate their friendships in a meaningful way. You are my best friend as well and I just love you, man!"

"Logan, I love you too!" he says as he snuggles up next to me and gives me a really big, skin to skin hug. I reach down and throw off the comforter and just leave a sheet and a light blanket on us and I typically sleep on my side so I face the wall and I feel Chris come up behind me and hug me again. A full body hug too, we are touching each other from my back to his chest all the way down to our legs. I can feel his cock up against my ass and fuck it was hot as hell for sure, but frankly I have never felt this safe before in my life.

"I hope this is ok, I tend to want to snuggle when I sleep in the same bed with someone, if it is weird, I can roll over." he says to me basically whispering in my ear as he says it.

"Sure, I really like this. I have never felt safer than right now, Chris!" I tell him as he squeezes even closer to me making even closer contact with his pelvis to my ass cheeks.

A few minutes go by and we are getting comfortable. Slight shifting, exhales and the like and then I feel a bit of movement behind me.

"So, the three of you guys, you know, your two employees Rick and Kevin all slept in this bed with you together?" He says.

"Yah, though I have to admit there wasn't much sleeping done," and I giggle a bit.

"No way, so after you guys got done sucking and fucking in the living room you just moved back here and kept going huh?" He says as he hugs me a bit tighter by wraping his one arm under my pillow.

"Yah, we came back in here and I laid down in the middle and Kevin got up behind me like you are and within a few minutes he slid his cock back inside me and was fucking me from behind." I said as I punctuated the 'from behind" by moving my ass back on him a bit.

"No way. And you already had two of their loads inside you, huh? Wow, didn't it run out of you? I mean when I see pornos the girls normally push those loads out of them." he questioned.

"No, I kinda like trying to keep their loads inside of me, plus precum and real cum act as really good lube back there." As I say this I can feel his cock has grown considerably and it is sandwiching itself between my ass cheeks just perfectly. I am more than a bit happy that I added the lube back there to make things feel a bit better for him. Fuck, what is happening?

"Dude, that is kinda hot. Man, I have never had anyone that would let me cum inside them. Hell I have never been inside of anyone without a rubber on, I bet that feels amazing." He says and this time he is moving his hips in a thrusting motion on my ass and his voice has gotten a bit more gruff, more sexy, manly.

"It really is hot. I seldom let anyone fuck me bare, but sometimes with the right person, someone I trust, someone I care about, then I do. And it feels so much better being fucked without a condom. The skin on skin is hotter for sure!"

"Shit, I think I am leaking some precum on you, I am sorry." He says to me as he keeps on with the soft, slow thrusting motions.

"I don't mind, it's kinda hot. Like I said, precum and cum are great for lube and so rubbing one out feels so much better when you have something to slick you up."

"So does it hurt you? You know when a guy slides into you?" he asks almost seemingly out of breath as he is taking a bit more seriousness to his stroking.

"No, Well not really. The first few times it was rough, and depending on how big the guy is it can be difficult but when you take your time and you are with someone you care about it becomes the best feeling in the world."

"Really? So you enjoy it when a guys you care about, even if he is a bigger guy, down there, slides into you? It is pleasurable?" He says, clearly with something on his mind.

"Chris, it's the best thing in the world. I can't think of anything that feels any better than a guy you really care about, your lover, your best friend... slides their uncovered cock inside you and just holds it there." I reach back and adjust myself a bit to make my ass stick out a bit and take aim with his cock as he keeps his soft, slow thrusting motion going.

"Well, I am your best friend, right?"

"Yes, Chris you are!" as the tip of his cock makes contact with my already lubed ass.

"I would like for both of us to feel good, Logan." He says to me as the tip of his cock enters me and I swear this was one of the best feelings I have ever felt. He stopped as the head of his cock was fully inside me. Then I pushed backwards, and he joined in the effort and he bottomed out inside me and fuck, this kid was huge. He had to be at least 8.5 inches long and thick as a red bull. As his nicely trimmed pubs made contact with my ass cheeks, he wrapped both of his arms around me and pulled me close.

"Holy fuck dude, I am balls deep inside you, with my bare cock! Fuck this feels amazing! Your ass is so tight! I feel you holding my cock tight. Dude this is amazing!"

"Fuck Chris, you have a huge cock! You fill me up completely!" I say to him as I start some movement to really enjoy this.

"Dude, if you let me, I will really fill you up. I haven't' cum in 5 days so I have a ton built up in me. Sarah didn't allow me to go to pound town before she left, so I am cocked and loaded" he says as he slowly keeps up the fucking motions.

"I can't think of any way for two best friends to be any closer than we are right now, and I want your load so bad! I want it shot deep inside me, Chris. Fuck yah!"

"Oh shit," he says as he abruptly stops. "You saying that almost made me shoot. Fuck, that is a powerful hole you got there, bestie. Shit, I want this to last at least a little bit."

"Just because you blast doesn't' mean you can't have my ass again. You're my best friend and you can have this hole anytime you want, bud!"

He take two huge stabs into me and then bottoms out and hold it as he fires blast after blast inside of me. He reaches down to grab my cock and as soon as he does it causes me to blast off as well shooting off the bed and onto the wall for the first two shots and the rest just pooling on the sheet.

"Logan, I think I just came inside you, man." He says to me in a bit of a whisper in my ear has he grabs and holds me even closer. He starts to pull his huge dick from me. I reach around and grab his ass and hold him deep inside of me. He giggles in my ear and we both fall asleep connected from head to toe and his cock at least 8 inches deep inside me.

I wake up with him still inside me and while he lost a bit of his stiffness, he stayed hard enough to stay inside me for nearly 5 hours. I look at the window and can see the sun had come up and I crane my neck to look at the clock and see that it is nearly 8am. Damn, he feels so good holding me like this. I can't believe he held me all night, shit he stayed inside me all night too! Fuck, I could fall for this guy, I better be careful.

I pull his arms in closer to me and I can tell that he is starting to wake up mostly because his dick starts getting harder in my ass.

"Hey buddy! Morning!" he says to me in this sleepy growl in my ear. "Dude you kept me inside you all night long, fuck you have a hot hole! Shit, I have to piss though!" He pulls back from me, slowly allowing his hard cock to come gently out of my ass. Fuck, I am quite sure that my ass absorbed all of his babies as we slept. Fuck that is so damn hot!

He hops out of my bed and I hear him make it into the bathroom and slowly starts to unleash a solid, steady and strong stream as a groan escapes him. Fuck this man is hot. I roll onto my back and stretch a bit. Having slept in that same position all night I am a bit sore, though my ass feels great! His stream keeps flowing and comes to an abrupt stop and then I hear a few squirts. Every guys knows that feeling when you are still rather hard and you are trying to get all the piss out of your bladder and you have to push the last bit out in several squirts. The toilet flushes and I roll over to look at the clock and ponder what's next.

SLAP! Chris slaps my right ass cheek rather hard and says "Bestie, let's go for a run! Let's get the juices flowing!"

"Well, that is one way," I say slightly annoyed as I roll out of bed rubbing my ass cheek. I have never been a morning person and if this wasn't the hottest man on the planet, I would have told him to go by himself.

"It is cold outside, freezing in your living room since we never closed the windows. Do you have some running pants I could wear?" He says to me as I walk over to my closet and start looking for what we can wear, what will fit him. While he doesn't like boxer briefs, he does wear compression pants to run in, clearly he would hurt himself if he had all that meat between his legs slapping around. I pull out two pairs of compression running pants and two tshirts and two hoodies for us to wear. I purposefully didn't pull out any modesty shorts to wear over top, hoping he would give me a nice show.

Just have to say, I am a sucker for a guy in compression gear. Fuck it's so hot to see each muscle so perfectly showcased and even better when they are not so compressed as to make the guy look like a Ken doll, but showcasing a nice bulge. Some guys, the growers not showers, can hide what they have. I have never been able to do that. I have huge balls and a not so small dick and since I get so turned on wearing this kit, I always have a nice bulge. My first obsession with this was back in high school when I got to play around with my hot crush of the pole vaulter. Damn he could fill out a pair of compression pants!

I knew Chris did as well, so I handed him the pair of royal blue pants that I knew would showcase his best assets. We both got dressed, and we walked out the door both making a huge gasp when we felt how cold it was. I locked the door behind us, and Chris announced I should lead the way.

We started out on our run at a good pace. I always let him set the pace, and it always made me struggle a bit because his much longer legs allowed for much longer strides and so I had to keep up with him doing a bit more work but it was fun. We always had a bit of good banter, which was fun as well.

"So how are you going to keep yourself busy with her being gone for another 10 days?" I said to him.

"Well, I haven't really thought about it. I have signed up for a lot of shifts at work. We'll be busy first with all the shoppers for Christmas and then with people making returns when grandma buys the wrong sizes." He says, nearly without any strain or effort, fuck this guy was a stud. "You?"

"Well, I was hoping we could spend time together and I too am going to be working a ton of hours, but I am hoping that I can start leaning into the next semester's course work." I say to him already showing a bit of strain as I try to keep up with him.

"So, are we good with what happened last night?" There it is, the topic. I mean not 20 minutes ago he was deep inside me, and I thought I was going to have to bring this up. Hell, I thought I would wake up and he would be gone, so I guess this is better.

"I really hope that we haven't fucked up our friendship, Chris!" I say and he immediately grabs my arm and stops us dead in our tracks.

"Dude, how could you think that? There is no fucking way I am going to lose the best friend I have ever had over getting off together. You hear me? Fuck, I can't even think of losing you, Logan. I never even considered that was an option." He pulls me into a bearhug.

"I am so happy to hear that, cuz I was really nervous that I would have woke up this morning and you would have freaked out and been gone." I said to him as he reaches back and pulls me back into a hug.

"Dude you are stuck with me." He says to me. "Now I was surprised to wake up with my cock still deep inside you!" He winks at me and slaps my ass and starts running again. We didn't realize it but a little old lady had come up on us walking her dog and she clearly heard what he said which we both started laughing over.

I catch up to him. "So is this going to be weird when Sarah comes back? When you two get married and all?" I say to him, half playing but also with a small bit of jealousy that he picks up on.

"Logan, Sarah and I are not likely going to be together that much longer. Things have been a bit strained between us as of late and her picking her family over me for this holiday, not even compromising and splitting things up between us was really the final straw with me. The reason I reached out and wanted us to spend time together was I wanted to make sure that if she and I broke up that I wouldn't lose my best friend in the bargain.

It was my turn to grab him by the arm and stop him. "Chris, no fucking way. Seriously we are tight and while we met through Sarah, she doesn't hold any sway over me and my friends." I say to him looking him directly in the eyes as he gets a slight tear. "Besides, we are basically family now since our real families suck!"

"Besties and Brothers then?" he says to me and I quickly agree as we take off running again.

We have made it about a mile at this point and both of us are a bit cold so I signal that we should round the corner and head back and he takes my lead. And then I realize something.

"Dude. You fucked your brother last night!" I say to him and we both crack up laughing.

"In all seriousness I always wondered what that would be like. Now I am not gay, but I have to admit that was a lot of fun and knowing that it is something that we could share, it was nice. FUCK I had a massive case of blue balls! Glad you helped me with that buddy. It helped me know how you were thinking about things and that you enjoyed it too."

"It was amazing. But I am kinda pissed at you!" I say to him with as serious of a face as I could muster.

"Fuck! What, I knew I shouldn't have just cum inside you like that, that fast!" He quickly says to me.

"Oh my god, NO! Not that! Fuck, I love that we shared that! It felt amazing feeling you pulsing inside me like that as you emptied your overfilled nuts inside me."

"Dude, that is kinda hot you know. If I get hard in these pants everyone will see it." He says looking over at me. "So why are you pissed?"

"Well, I am pissed because in my one and likely only chance to have that massive cock of yours inside me. You didn't take me to this POUND TOWN that I have heard so much about. Don't get me wrong, I loved what we did, but I kinda feel like I didn't get the full show. Like I got the appetizer but not the steak. You know."

"First, I don't know why you think that is going to be the ONLY time and second, you better hurry your ass up because I am so going to to take you to pound town right now!" He says just as we hit the steps leading up to my apartment and I take the lead and made it up the step faster than I ever have before, unlock the door and as soon as I pull him into my apartment and close the door he slams me up against the door, face first and grinds his body up against mine. He begins rubbing his hard cock in my compression pants up against my ass and reaches around and grabs for my already hard cock.