Straight Guy does Something New

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Straight guy finds himself in an unusual situation.
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TKK3
TKK3
16 Followers

Let me start out with saying I am a very straight guy. I work out often and can appreciate when a work looks good and in shape, but I am in no way attracted to guys. My experience was pretty crazy and one I will never forget.

I was out of town on business. Nothing new, I traveled a lot, and my girlfriend was pissing me off so traveling was not the worst thing to happen. Usually when I would go out on business a few of the guys from work would meet up at the hotel bar for some beers, watching games etc. I was hanging out with a few guys I knew and a couple I didn't. That's where I met Kevin. He worked at my company but in a different department. He was a normal guy, in good shape and I would consider him a good looking dude. He didn't have a problem hitting on a waitress and was fun to be around.

We all got pretty drunk. Some of had a lot to drink, Kevin and I included. The night ended and a few of us got on the elevator. Kevin and I were the only two on the same floor out of the group. We got off the elevator stumbling and laughing about something that happened at the bar and he got to his room, four away from mine. He said, "have a good night." and I told him I would see him tomorrow.

After I got back in my room I got in the shower and shaved. I got out and dried off, put boxers on, then went and sat on my bed with the TV on. Right as I sat down I heard a knock at the door. When I got there I looked out the peephole to see Kevin standing there. Not thinking anything of it (me in my underwear) I opened the door. Kevin was standing there only in shorts and asked if he could use my work computer to check his email because his was messing up.

We went back in and I sat on the bed as Kevin grabbed my computer and sat on the other side. 10 - 15 minutes went by and he finished his work but we kept sitting there watching TV and talking about nothing important. The booze started to really kick in and I told him I was about to pass out as he said he was too and he should get back soon. For some reason we kept talking and the next thing I know we both fell asleep.

This is where everything changed.

A hour later I kind of woke up. I felt this warmth behind me as I was laying on my side. As I turned a little, somehow Kevin and I were spooning on the bed. I didn't know what to think. I was still drunk and confused about how I got there. Next thing I knew Kevin started to wake up. Nervously I acted like I was asleep. I didn't want Kevin to think I did it on purpose and him think I was gay or anything. He knew I had a girlfriend and I am straight.

He sat up a little, looked around the room then down at me. I was really nervous to what he was thinking. Then, suddenly he laid back down and scooted up right behind me and put his arm around me.

I was shocked... or at least I thought I was...

For reasons unknown to me still, I just went with it. His warm body on mine felt good and his arm around me didn't feel wrong at all. Then it got very interesting. As I laid there I could feel the outline of his dick next to my ass. His dick was situated next to my ass cheek above my ass crack. I started thinking to myself, "I wonder what a cock would feel like next to my crack." Then I started thinking that I was weird and really drunk...

But I guess curiosity killed the cat...

I started to move my ass back and forth a little like my girlfriend would when she would try to turn me on. I was just trying to discretely move Kevin's cock down to my ass crack to see what it would be like. After a few swipes it finally happened. Kevin's cock slid down in his shorts and lined up right with my ass. It was a different feeling having another mans cock near me. I was getting really nervous.

That's when I felt it. I guess me rubbing my ass on Kevin rubbed him the right way. I could feel Kevin's dick starting to get hard. It went down my ass to my leg. His dick was starting to get rock hard. Then he woke up. I was assuming this would be when he would get up and go to his room. Instead he took his arm and started rubbing my stomach then he whispered...

"Jake are you awake?"

I didn't reply because a million things were running through my brain and part of me was starting to freak out about the fact that another mans cock was close to my ass and on my leg. What in the hell am I doing? Is all I could think.

Kevin sat there for a minute just looking at me while I lay as still as possible. Kevin must have been thinking of many things because I could tell he wanted to do something but I couldn't tell just what he wanted. Kevin laid back down, put his cock right back against my ass and started rubbing his hand along my abs as we laid there in the dark.

I guess with Kevin laying beside me, his cock where another man has never been, and his hand going up and down my stomach getting closer tom underwear line finally got to me. My dick started to get hard and I couldn't do anything to stop it. I didn't want Kevin to feel that I was oddly getting turned on and think something weird about me.

I tried figuring out a way to wake up so it wouldn't be awkward. As I acted to wake up Kevin stopped moving his hand but pulled me towards him.

Kevin: "Jake is this alright?"

Me: "I ugh... well..."

Kevin: "I wont tell anyone about this, I know you're not gay."

Me: "You promise? I kind of feel weird... but I am kind of enjoying it."

Kevin: "its ok just relax!"

We laid there for another few minutes. My dick was beginning to get so hard... harder than I have ever felt. I could feel Kevins cock stiff pushing against me.

Kevin: "How do you normally sleep?"

Me: "What do you mean?"

Kevin: "What do you normally sleep in? I want you to be comfortable... I actually usually sleep without anything on."

My stomach dropped... I sleep naked but I didn't know if I wanted to lay next to another man already, how was I supposed to without close on? I laid here for a second thinking then I kind of just blurted out... "I actually sleep naked why?"

Kevin: "well would you want to lay naked with me? We don't have to do anything that youre not comfortable with."

Me: "You know what... fuck it... sure we are already at this point, why not."

Kevin then pulled the blankets over us. I was so nervous I could feel my heart about to beat out of my chest. Kevin quietly whispered to me to jus relax. He then started rubbing my stomach again. Getting closer and closer to my underwear line. After a minute or two he made his move. He slide his fingers under by boxers and started sliding my boxers off as he slide his shorts off at the same time.

I felt so free! I was laying naked with another man for the first time and it wasn't weird! We went back to laying like we were before but this time I could really feel Kevins cock on my ass. His dick was so hot and hard. I enjoyed gently rubbing my ass on it as it seemed to keep twitching as I did it.

Kevin: "come here Jake, lets see how you like this."

He then grabbed my rock hard dick. I felt like the air in my lungs ran out! It was so intense having another man touching my cock! His hands on me felt so good. He started to slowly stroke my cock and I decided to repay the favor. I reached back and felt his cock. It felt amazing in my hand. Kevin was a little bigger than me and it felt so crazy holding another mans cock.

Eventually I started rubbing his head up and down my crack because I enjoyed doing that to my girlfriend. Kevin started to precum and it was lubing up my ass at the same time.

I didn't imagine we would do much else. This was already a lot for me but Kevin didn't let up.

Kevin Whispered: "Have you ever wanted to try anything with a man?"

Secretly I had actually always wanted to try something with a guy but I was always to scared too. I said I had thought about things but I didn't know what I wanted to do.

Kevin: "I want to try something because you feel like you ready for it... do you trust me? I promise if you want to stop we can."

Me: "Well how about you try what you want to do and I will tell you to stop if I get uncomfortable."

Kevin agreed. I didn't know what he wanted to do but I figured it out real quick. Kevin put a lot of spit on his hand and started rubbing his dick. I thought he was going to jack off on me or something. That's when he tried it...

Kevin spit in his hand again and started rubbing my asshole. The feeling was so intense I couldn't help but let out a moan. It felt so good feeling his hand rubbing my asshole, making it wet.

The next thing I knew I star feeling his cock push against my asshole. I jumped away and started freaking out.

Me: "wow... um... are you sure you want to try that?"

Kevin: "Just trust me. I will be gentle. I promise.

I looked at kevin and thought you know what... I am here and this hasn't happened before. I am doing it.

Me: "Alright kevin... just please be gentle and go slow. I have never done this."

Kevin started kissing my neck as I laid there, feeling cock head rub around my asshole. I opened my asshole up as much as I could so when Kevin would try to go in, it could.

Then it happened. Kevin started pushing his cock into my ass. THE FEELING WAS CRAZY!! I could feel his cock slowly entering me. I could feel my ass stretching around his cock as it entered me. Then this intense burning pain hit. As I started to move Kevin stopped pushing and just sat there.

Kevin: "Just relax Jake, just breathe. I will be gentle you have nothing to worry about. Let me know when you want me to push again."

After a minute the pain went away so I told him to try again. Then he kept pushing and oh my god the feeling of his cock bottoming out with his hips on my ass and dick all the way in was wonderful!! I felt like his cock was completely filling me up and I loved feeling cock deep inside me! Kevin lay there all the way in me for a minute then started to go back and forth. The feeling was so intense feeling his cock almost slide out of my ass then all the way back in, balls deep. I had this feeling happening that I didn't know exactly what was going on.

I asked Kevin if he was about to cum and he was. He started to fuck me like crazy and I laid there taking his dick deep in my ass! My dick had so much precum coming out I was enjoying it so much!

I knew Kevin was about to cum when suddenly I felt like I was about to explode.

Me: "OH MY GOD KEVIN DONT CUM, DONT CUM, I AM ABOUT TO EXPLODE EVERYWHERE!!"

Right as I said that I started cumming everywhere! I didn't even touch my cock and I came more than I ever have in my life. Damn it felt so good! and if it couldn't get better, Kevin started pumping my ass full of his cum! I could feel his dick twitching, injecting his warm cum all inside my ass. I never had that good of an orgasm and haven't since.

Kevin and I passed out right there. Eventually he woke up and had to leave to get ready for work. I got up to take a shower and Kevins cum started pouring out of me and I loved when it did.

We see each other every once in awhile around work. I still hope we take another business trip again soon. I am not gay but good lord I want his cock inside of me so bad!!

TKK3
TKK3
16 Followers
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13 Comments
oxfordseaoxfordsea11 months ago

Hot. I enjoy stories that get me hard. This made me have to change my underwear.

AnonymousAnonymousover 1 year ago

Am old but just started craving cocks. Would like to be taken over and over again.

jackbirdjackbirdabout 2 years ago

I love getting anal sex feels so good

AnonymousAnonymousover 2 years ago

I absolutely love these 2 stories, and would love to be penetrated like that. I hope you find the time to write a 3rd story. I'd sure love it. I can't imagine you didn't meet again after the love making you two shared.

AnonymousAnonymousalmost 3 years ago

I HAVE FANTASIZED ABOUT THIS AND STROKED MY COCK BUT PROBABLY NEVER WILL.

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