This is a story about two best friends in high school who are on the swim team together. They are both straight, but as time goes on, their understanding of sexuality evolves. Happy to take any feedback at oliver.day.149@gmail.com
Chapter 3 - Open Minded
The next Friday, I was excited because my parents were going to be out of town, giving me the house to myself. It wasn't too often when both my parents would be away for a weekend like that, so I really wanted to get a hookup set up for the weekend to take advantage of the situation.
Over the week, I hit up a few of the girls I had hooked up with in the past to see if they would be interested in coming over that weekend, and they all turned me down. I also got the numbers of a few cute girls who I had been interested in previously. I was happy to get their numbers, but wasn't sure if they would be interested in hooking up, or not. By the time Friday came, I had heard from most of the girls I reached out to, and they had all said no. I was still waiting on one last girl to reply, but it was obvious it probably wasn't going to happen, so after school got out, I found Andy to see if he wanted to come over and play games. He agreed and we both headed for my house.
When we got home, we played some video games and just chilled out. Even if we weren't hooking up with girls, it was nice to be home without my parents, and worry about them yelling at us about the noise. As we played, we chatted, and Andy told me about his failed attempts to get a girl to hook up over the weekend. He had even asked his ex, which obviously didn't go over well.
After playing games for a while, we ordered some pizza. In the middle of eating, I finally got a response to my last text. I opened the text and saw that it started with "Hey, sorry... but" and didn't bother to read the rest. I casually threw my phone to the side.
"Fuck that..."
///"Haha, what's up with that?" Andy asked.
"Oh nothing... just the last girl I was waiting to hear back from... she said no too... so no pussy for me this weekend... I was really hoping to get some pussy this weekend since my parents are out..."
///"Ah, that sucks... sorry man... we've both had really bad luck with the ladies the last month or two..."
Once we finished our pizza, we got up to head back to play some games again. As I stood up, I noticed that I had chubbed up a bit in my pants when I got that last text. I made my way back to the couch, and readjusted my pants as I sat down.
///"Wow... you are a super horny dude!"
"Fuck you..." I responded.
///"Come on, you just got rejected and even that made you hard? Have you been jerking off?"
"Of course I have... sometimes it just happens though... but I guess... speaking of... I know we normally go to separate rooms to jerk off... but given what happened in the locker room last week... Do you need to get off too?"
///"I could do with a wank... but um... don't hate me for this, if you don't want to, that's fine, but um... We've always been really open with each other and pretty open minded in general... and I thought that since neither of us could get a hookup this weekend, maybe we could just... do it... together?"
"Oh... are you... interested in guys... too?"
///"No, not really. I'm not interested in being with guys... but it doesn't gross me out either. Maybe I'll hate it once I try doing something with a guy, but I figure it's worth a try at least once, and I figure now is as good a time as ever given our recent bad luck... Thoughts? If it totally freaks you out we don't need to, we can just jerk off like you suggested..."
"Well um... I guess I kind of agree... We've always talked about being really open minded and I think that extends to this... I'm not grossed out by the idea either..."
///"I mean at the worst, one or both of us hates how it feels and we can stop. No hard feelings..."
"Okay... well... what type of stuff do you want to do... Do you care?"
///"I mean honestly, I'd try anything once at least for the experience... probably not, uh, penetration, since that takes like, preparation, but other than that, I'm up for anything. I guess let's just agree if someone says stop, then we just stop, right?"
"Agreed..."
I noticed that the conversation we had made me super hard and had subconsciously grabbed my hard dick through my pants. I looked over at Andy and noticed him grab his dick too. I got up and lead us to my room and we both took a seat on my bed.
I wasn't sure where to start. I was tempted to reach out and see how hard his dick was, but I figured we should do the same stuff we would do in a hook-up with a girl, so I slowly leaned in toward his face. I was pretty nervous until I noticed he was moving in to meet me. Our lips met for the first time. Neither of us had facial hair, so it wasn't unlike kissing a girl. I pulled him in closer so we could put our hands around each other as we kissed, and he poked his tongue into my lips to ask for entrance. Soon we were properly making out and rubbing each other as we did so. It definitely felt different than with a girl, but not bad. And similar to our jerk off session in the locker room, it was nice to be doing something so intimate with my best friend.
Andy helped me to pull my shirt off, and I did the same with him, then he focused on my pants. He unbuttoned and unzipped them and then helped me out of them, leaving me in just my hugely tented boxers. When I helped him out of his shorts, I was surprised at my reaction to seeing his tented white briefs. I felt my face go completely red as I looked. I was used to seeing him in a speedo and even naked, but something about his tighty whities felt a lot more intimate. The fact that you could see his rock hard cock poking out of them probably didn't help.
///"Like what you see?" he asked.
I chose not to answer and instead just kiss him again. I did need to touch it though, so as we kissed I reached out and grabbed his hard dick. It was very weird touching a dick other than my own, but not unpleasant either. It felt good through his briefs, but I needed to feel it directly. I pulled on his briefs until they were off, and then grabbed his bare dick with my hand. I simultaneously started to jerk off his cock as I kissed my way down his body until I had reached his cock. I pumped on his dick a few times as I looked at it, and suddenly felt the need to have it in my mouth. I hadn't expected to start with a blowjob, but here we were. I moved my mouth closer to the tip, took a lick of the top before filing my mouth with his cock. I knew from a bad experience with a girl to make sure my teeth were out of the way, so with that in mind, I started to bob up and down on the dick.
I hoped I was doing a good job, but assumed I was doing alright given the frequent loud swears that came out of Andy as I sucked him. I felt his hands in my hair as I continued to go down, and somehow that was the part that made me blush, not the dick in my mouth. I kept going down for another minute before I was pulled off by Andy.
///"You are fucking amazing at that... how did you learn to do that?"
"I don't know... I guess I just knew what the best blowjobs I've had felt like and tried to do the same..."
///"Well you succeeded... my turn," he said with a quick peck on my lips. He helped get me out of my boxers and quickly had my dick in his mouth.
"Holy shit!" I yelled as I felt him go down the first time. This was definitely the best and most eager blowjob I had had before. I followed his lead and put my hands on his head to help guide him and play with his hair. He kept sucking, and I knew I was going to cum soon. As much as I wanted to just fill his mouth with cum, I pulled him off and into another kiss.
I thought as we kissed and finally decided how I wanted to cum. I repositioned so I was laying on my back, and I pulled him on top of me. Our dicks were touching and we were making out. I grabbed his ass in order to pull his dick toward me and he realized what I wanted to do. He started grinding his dick into mine as we continued to kiss.
"Fuck Andy... I'm not gonna last much longer..."
///"Me neither... you okay with me cumming on you?"
"Cover me..."
We continued to thrust against each other, but it only took another minute until I was cumming and, followed quickly by Andy. After we climaxed, we just laid together and embraced for a few minutes until we could regain our strength.
Once we were done, I grabbed Andy's hand and led him to my shower where we helped clean each other off, and then get dried off. It was still early, so we didn't go to bed yet, we went back to play some more games. We got back into our underwear, but didn't bother to put anything else back on. We also didn't talk about what happened. I think we both needed a bit to process what happened.
After a few more games, I told Andy he was welcome to stay the night, since we actually hadn't established that yet, but I think we both assumed. He agreed and followed me up to my room. I had a pretty large bed, so we usually shared my bed when he stayed over so we both got in and under the covers like normal. What wasn't like normal was when Andy pulled me into an embrace. He then gave me a peck on the lips, which seemed like him asking permission to start kissing again. I smiled and pulled him into a full kiss. We embraced and made out for a few minutes. We broke the kiss but kept the embrace.
"So, um... thoughts?" I said as we both giggled.
///"To be honest... I don't know... it was definitely different than I was used to. But I also didn't hate anything we did. I also liked that it was you I got to do this with first... what about you?"
"I think I feel similar. I think I feel the same way that I did about jerking off together in the locker room."
///"And how is that?"
"I don't know... it's hard to explain. Like... I'm not attracted to you or your body in the way that I am with a hot girl... I see a hot girl naked and I immediately want to fuck her, but I don't think that when I see you naked. I obviously enjoyed the sexual part of what we did, and am not grossed out by it, but it's not the same feeling I have when I'm with a girl. On the other hand... some of the stuff we did, I liked even more than with a girl... I like kissing you... I liked feeling your hands in my hair as I sucked your dick, and I love being close to you like we are now..."
///"I know what you mean... it's complicated..."
"...what do you think this means for our sexualities?"
///"I mean... it's weird... on one hand I just don't fucking care... I just want to love who I love and not worry about it. But on the other hand, there is something weird about this... like obviously neither of us are fully gay - we enjoy having sex with women, right?"
"Yeah"
///"And I don't have any objections about having sex with a guy, especially after what just happned... but I would still say given the choice of a random girl and random guy, I'd rather have sex with the girl."
"Yeah, same... I wonder if the fact that we are so close and best friends is what is complicating it. Like the things I enjoyed with you are not about sex... I just like being close to you."
///"Yeah, that makes sense to me... I guess to answer your question before, I'm probably mostly straight, but open to options... if that makes sense..."
"Yeah, well it doesn't matter much because fuck labels... but... what we are doing right now is okay?"
///"Fuck yeah... this is still a hook-up," he said with a wink. "I may go back to only fucking girls after this, but at least for tonight, I want to keep kissing you."
He put his lips back onto mine and we were quickly making out again.