Best Friends on the Swim Team

By Oliver Day

Published on Mar 24, 2022

Gay

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. Also introducing some desires for potential public sexual experiences. Happy to take any feedback at oliver.day.149@gmail.com

Chapter 9 - Andy's Answer

I didn't see Andy for a few days after that because one of us was always busy, so I was excited when his parents would be out for a few days. We found a day that worked for me and planned to spend the whole day together.

The night before, I was laying in my bed thinking about Andy. I really hoped we would be together soon, but I was also prepared for both possibilities. If he just wanted to remain friends, I didn't want any of this to affect that friendship going forward, so if that was the case, I hoped we could get back to normal soon. I tried to go to bed, but was anxious, so I decided to jerk off before bed. I hadn't used Andy's swimming pictures to jerk off since before I came out to him, but I decided I would do it one more time. If he didn't want to be together, this would be the last time I would do this. If we did end up together, maybe I could get even better pictures of him for when we weren't together... I could hope. I stripped and started jerking off. I thought about the hookup we had and how much I loved cuddling and kissing him. I also thought of our encounter at the beach. The thought of what we did as well as where we did it turned me on so much. It didn't take me long to cum, then I went to clean up before going to sleep.

The next day, I headed over to Andy's house after lunch. I was pretty sure this conversation was going to happen today, but I wasn't sure if he was going to wait until later or not. I greeted him with a hug as usual, and he was very happy I was there, but he was also quiet. I asked him if it was time, and he nodded and sat us down on the couch. He was quiet for a long time, and I got sad because I assumed he was trying to figure out how to let me down easily. I was surprised that a tear started to fall from my eye. I knew it would hurt, but I didn't want to be crying my eyes out in front of him if he said no, even though I knew I would want to just break down crying. I looked up at him, he noticed the tear falling, and seemed to get the courage to speak.

///"Don't you cry! This isn't bad news!" he said.

"It's not?" I asked with surprise.

He scooted next to me.

///"No... I just don't know how to say it, so I'll just do this."

He moved in and captured my lips with his own and suddenly his tongue was in my mouth and his hands all over me. I was so happy that I couldn't break the kiss for a few minutes and so I didn't let go until I was ready.

"So um... I guess this means...?"

///"Yes... I'm definitely not um... straight. I probably land somewhere in bisexual. Unlike what you said last time we talked about this, I have felt that intimate connection with a girl before, with my ex, but honestly, it's not even close to as strong as I feel it with you... So maybe I'm gay, with a slight leaning towars women, or bisexual with a strong tilt towards gay... I don't know. I guess I'm fine with either label... I just know I want to be with you... will you... Lukie... will you be my boyfriend?"

"On one condition... you be my boyfriend too..." I responded.

We both smiled and kissed again.

"So um... do you have any thoughts on coming out, being public, all that kind of stuff?"

///"I was actually going to ask you that, since you've been ready for longer..."

"Well... I'm ready to come out to whoever. I almost did with my parents a few weeks ago, but decided I wanted to wait for you so I didn't have to either lie or leave things out with them. As for `being public,' I personally don't care who knows, and would rather not have to hide it, but that's all assuming it's okay with you."

///"I was hoping you would say that. I agree. I don't want to have to hide anything."

"Awesome," I responded. "Then I'll probably tell my parents next time I see them. I'll let them know not to mention it to your parents just yet so that you can be the one to tell them."

///"You're amazing," he said as he pulled me into a kiss.

I kissed back and we properly made out again. We had made out before, but something about actually being together made this time feel so special. I felt his hands snake under my shirt as we continued to kiss, and so I did the same. I moved them up until I could pull his shirt off and discard it. He did the same to me, and I started to move toward his shorts. He beat me to it and pulled mine down first revealing my blue trunks. I then took my turn to remove his shorts, and was surprised to find a sexy pair of red briefs with a spot to show off his nice hard dick.

"What the fuck are these?" I asked.

///"Just a little present for you... I kinda have a thing for underwear... " he smirked.

"No complaints here... you'll have to help me pick some things you like..." I said seductively.

///"I like your trunks and your boxers... they look good on you... but maybe we will get you some new colors... something nice and bright."

"Deal," I said as I reached for his sexy briefs.

But he stopped me before I could get there.

///"But uh... let's take this somewhere more comfortable?" he asked.

I nodded and we got up from the couch. He grabbed my hand and intertwined our fingers as we walked up to his room, leaving the evidence of our undressing right on the floor. Good thing nobody was supposed to be home today. I also felt a surge of something go through me as he grabbed my hand, since that was a new thing. Andy let us up to his room and pushed me onto his bed so I landed on my back. He crawled on top of me and captured my lips again. This was 10 times hotter than any sex I had had with a girl before.

Andy kissed as he moved down my body, and when he made it to my trunks, he wasted no time and pulled them straight off and swallowed my dick. I was already very hard but feeling his mouth again made me even harder, especially as I watched him quickly bob up and down on my dick. I ran my fingers through his hair as he sucked just like I did last time, and I eventually felt I was going to cum. I couldn't let myself cum so fast, so I pulled him off before he pushed me over the edge.

I swapped places with him and got on my knees. I took a moment to admire how cute he looked in his sexy briefs, and reluctantly pulled them off. As I took his dick in my mouth, I felt confident that I had improved since my first blowjob both from my experience with Joey and some tips I had looked up in the meantime. I looked up at Andy as I blew him and was satisfied that I had improved given his reaction.

Same as I had done, he lifted me up when he was getting close to cum and we resumed making out. It was at this point last time that we had started just rubbing together because neither of us were ready to get fucked, but given that we were now boyfriends, I didnt' want to hold back. Obviously we were new to this whole thing, so we hadn't yet had any conversations about if one of us was interested in bottoming. I honestly wasn't sure how I felt. I definitely wanted to do anything for Andy, but I also didn't have a super strong desire to get fucked. I had thought about this ever since I came out to Andy and had come to this decision: getting fucked was not my main desire, but I wanted this to be amazing for Andy, and since I had a chance to fuck a guy, I wanted to give him the same chance. I was willing to get fucked that day. I had prepared myself slightly in the weeks leading up to loosen my ass a bit. I hadn't minded touching myself there as I prepared, but I also didn't really see the appeal. So as we made out, I was getting ready to ask him to fuck me, but before I was able to, Andy broke our kiss and started talking.

///"So..." he started. "I've been thinking..."

"Yeah?"

///"We've both had sex with girls before... but you're the only one who has actually had full-on sex with a guy..."

"Yeah?"

///"So I'm thinking that it's my turn..."

"I agree... I was thinking..." I started.

///"I want your dick inside me." he said plainly.

"Wait what?" I asked.

///"What? You fucked Joey, don't you want to fuck me too?"

"I mean - of course... but uh... I was actually going to suggest that you fuck me..."

///"Oh really? I wouldn't take you for a bottom... but I guess we've never had the chance to have this conversation before now... Is getting fucked my me something you really want?"

"Well to be honest... I was worried that you wouldn't want to bottom, but I didn't want that to stop us from having sex together... so I started preparing after I came out to you in case... and I was going to say I'm wiling to get fucked for you..."

///"So you're willing to, but it's not something you really want?"

"I mean I want to have sex with you right now so much... but honestly I didn't love the assplay... I didn't hate it, but I didn't love it either."

///"I think that's so sweet... but you know... I've been preparing too...."

"Really?"

///"Yeah... and to be honest... I thought it was an incredible new experience... So I appreciate you so much, and maybe we can try me fucking you some other time... maybe a dick makes the difference. But today, I really want your dick inside me... like right now!"

I smiled, nodded, and kissed him. I was already on top of him, so I repositioned Andy so his ass was more exposed, and moved my dick to line up with his hole. I made sure he was ready and pushed inside. He was definitely tighter than Joey, but it felt amazing. I made sure Andy was okay before I started to pump into his ass. Since we were home alone, Andy didn't care about the sound and started moaning loudly and screaming every time I bottomed out in his ass.

"Are you okay baby?" I asked to make sure I wasn't hiring him.

///"Don't you dare stop... This is the most amazing feeling I've ever felt. Pound my ass!"

I did as I was told and started pounding. I loved everything that was happening and was sad that I felt ready to cum. I didn't want this first time to be over yet... but my dick had other plans and before long I was unloading all my cum into his ass. I tried not to collapse yet since Andy hadn't cum yet, so I grabbed his dick and started pumping and it only took a few strokes for him to explode with cum too. I slowly pulled my dick out of my boyfriend and cuddled up next to him. Andy moved to face me and pulled me into a kiss.

After the kiss we didn't say much. We just laid there holding each other and looking at each other in the eyes. This was the intimacy that I craved the most and having just fucked this was our best one yet. Though as I looked at him, I felt something inside, and somehow a single tear fell down my face. I saw Andy's face grow concerned, but more tears came until they were flowing out fast. It had been a long time since I had cried this hard. I felt Andy's arms pull me closer. I couldn't figure out why I was crying but the tears just kept coming. Eventually, the sobbing slowed down and Andy was able to let go so we could look at each other.

///"Lukie... why are you crying? Are you okay?"

"Yeah... sorry... I don't really know why I'm crying... but it's a good thing..."

///"What do you mean a good thing?"

"I think it's just because I... I love you..."

///"Oh Lukie... well I love you too... but why is that something to cry about? We've said that to each other for a long time, before any of this happened..."

"I know... and I think that's the point. This is different. I've loved you for a long time. We've been best friends for years, and I loved you like a best friend... but this... I'm realizing that it's always been more than that. I love you like a lover. I always have, it just took this long to figure that out. I love you... but I'm also in love with you..."

///"Oh Luke... I... I'm in love with you too..."


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