A pleasant surprise

For as long as I can remember, I’ve always attracted to men, especially men older than me. Even as a kid I always felt something more with them. It wasn’t yet sexual, but I still preferred being around them. I’m Mason by the way, I’m 21 with light brown hair and green eyes. Me and my friend Austin grew up together in a quaint neighborhood. He’s also 21, we’re only a few months apart. We were together almost all the time. Either he came over to my place or me to his. He was a bit taller than me, black hair and hazel eyes, just like his dad. Growing up we both loved swimming. I remember every summer we spent so much time in his parent’s pool. Often his dad James, would come and splash around with us. He always wore speedos, which molded his bulge perfectly and showed his luscious round ass. Just his presence was something. He emanated such kindness and warmth. As a kid I saw him like a second father. I felt so good when he was there. I’ve always been drawn to him. But as I grew up I began to secretly lust over him.

He was a real virile man, with broad shoulders and plump pecs. He stood at about 6ft tall. He was kinda beefy, but still fit. His chest was covered with a light amount of black hair. The way he could make you melt just by looking at you with his hazel eyes… Just like Austin. When he played with us as I was kid, his touch felt kinda fatherly. The way he would pick me up to throw me in the pool, the way he hugged me whenever I got to there house. It all started to hit me different as I got older. Feeling his firm hands on my skin was now arrousing me. I remember one day, we were at a public pool, me and Austin were in our school’s swimming team and we had practice there. My dad and his took turns taking his there. That day it was James’s turn. He was actually coaching us that day since our coach couldn’t be there. He used to swim in professional leagues. So he came with us to the locker room. Usually I changed clothes in a stall since I was pretty prude, but James had zero problem getting naked in public. He stripped out of all his clothes before he slipped on his speedo. It was the first time I saw a real man naked in person.

I was mesmerized by his body, his soft cock dangling between his thick thighs. I couldn’t help starring at him. He caught me looking. I froze and didn’t know what to say except mumble nonsense. “It’s okay, it’s completely normal for guys your age to be curious about other men bodies…” He said as he turned around. He was more comfortable talking about that stuff than my dad. He asked me if I started masturbating. That made me a bit uneasy. I lied and said no, but he was no fool. “Come on Mason, you’re 15, I started at 11, every guy does” He said as he put a foot on the bench, his cock hanging with his balls. I admitted I did and he gave me some tips to make sure I don’t hurt myself and explained some stuff. I had to put a lot of effort not get hard, but it seemed as if he was trying to turn me on. Maybe it was just my overly horny teenager mind, but he was really putting on a show. He finally picked up his speedo saying : “Enough chit chat, let get done with that practice.” It seemed as if he moved in slow motion, pulling up his speedo. Slowly sliding it over his round buns, stuffing his beautiful cock inside. Let’s just say I wasn’t very concentrated during that practice.

From that moment on I couldn’t take his naked body out of my mind. The countless times I masturbated thinking about him. Austin started going out with girls while I secretly looked at gay porn. At first I didn’t mind keeping it secret. But once I got to 18, I started to feel lonely and I couldn’t hide my feeling towards men anymore. So I came out to my parents, they were very supportive and my dad even told me he was proud of me for assuming myself. Just that itself really helped feel better about it. The next day I told Austin. We were playing video games in his bedroom, sitting on his bed. I was nervous to tell him, I was scared that he wouldn’t be my friend anymore so my voice was shaking. My mouth got dry and my eyes started to water. : “Hey calm down it’s okay man, you can always count on me. It doesn’t change who you are, I’ll always be there for you bro” he replied as he pated my back. 

Then he took my hand in his and smiled. He just stared at me as I smiled back. He put his other hand on my thigh and squeezed. His fingertips were almost touching my crotch. He slid his hand closer until he touched the tip of my cock through my shorts. “What are you doing?” I said a little uncomfortable but also enjoying his touch. “Don’t you like this?” He replied as he grabbed my bulge and gently massaged it. I let out a faint gasp as I looked at him a bit confused and nodded yes. He smiled, then proceeded to unzip my shorts and slipped his hand under my waistband, all the while looking me in the eyes. My heart was racing and my cock was getting hard as rock. He wrapped his hand around my shaft and slowly slid up and down. He began to stroke faster, I softly moaned and bit my lip. “Ha ha you really love this huh? What about this?” He said as he used the palm of his hand to rub my sensitive cock head. My whole body twitched as I let out a deep moan. 

“That’s so hot bro, look at all that precum…“ He said as my cock started to leak. He undid his shorts and pulled them down to his ankle. Then he took my hand and pulled it to his 8 inch shaft. “Stroke my cock bro” he said I grabbed his cock. I saw him naked a few times, but I never saw him hard. His cock was just magnificent. “That’s feels so good, don’t stop…” he said as he moaned. We jerked each other for a couple of minutes before he took off his shirt then mine. “Just in case we make a mess haha” He said as he tossed our shirt on the floor. He resumed stroking me and used his free hand to caress my abs and my pecs. He slowly leaned in and stopped when his lips almost touched mine. “Can I?” He said as he looked down to my mouth. I nodded yes, still in disbelief of what was happening. 

He gently kissed me, his lips were so soft. At first I was a bit shy, but then he started to get more passionate and stroke my cock faster while we made out. At one point we even used our tongues. It was pure bliss. Austin was such a good kisser and he worked my cock so well. Feeling his hard shaft in my hands was like heaven. He was the first guy I was getting close. “Mmmmfff fuck you’re gonna make me cum…” I said as we kissed. “Cool, cum for me man!” He said as he jerked faster and tightened his grip. He pushed me on my back and put his face close to my cock as he said : “Come on shoot that load bro” He even rubbed his lips on the tip, that’s when I lost it and spurted cum all over my chest and his mouth. I had to cover my mouth to muffle my moans. Shivers ran through my body. “Holy shit man that’s a lot!” He said as cum kept dripping from my cock. 

He kept squeezing until he drained me dry. He licked the tip to taste my cum. He looked at me as he giggled and licked the cum from his lips. “Not so bad, wasn’t sure about it but I’m glad I tried” He said as he laid beside me. “You’re nit gonna leave me hanging there don’t you?” He said as he wiggled his cock. I laughed as I grabbed his cock and resumed stroking him. Ii loved seeing the pleasure on his face. The way he looked at me was getting me hard again. He sure inherited his dad’s eyes. His cock was a masterpiece. I just wanted to suck it. I hesitated but I thought “at this point why not?” So I simply brought my lips to the tip and let the head slip in my mouth. Then I slowly went down as he moaned : “Wait woa fuuck, mmmmfff” I stopped and looked up at him “No no don’t stop, that feels amazing…” He said as he pushed me back on my cock. 

I couldn’t go further than halfway down his cock, but after a few minutes I could go almost all the way down. Not without gagging a little, but I was loving it. He tasted so fresh, yet a bit musky and salty. I thought it was delicious. It was my first time at sucking cock and I knew it wouldn’t be the last. I could’ve sucked him forever, but at one point his breathing intensified and his moans got louder. “Oh shit I’m gonna cum, oohh fuuck!” He said shooting almost instantly streams of cum in my mouth. That took my by surprise. I swallowed as much as I could, but I some of it dripped down on his balls. I kept his cock in my mouth and sucked until cum stopped oozing from his cock. I was pretty proud of myself. My first time and I managed to make him cum with my mouth and swallow his load. I felt like a pornstar haha. “Sorry bro I couldn’t hold it in, are you okay, I didn’t want to be gross…” He said apologetically. “It’s all good man, I kinda loved it haha” I replied as I licked his purplish head some more.

“That was so hot Mason, I can’t believe we just did that…” He said as I laid beside him. We looked at the ceiling as we laughed. “I wished I told you I was gay earlier, that was awesome!” I said I held his hand. “Yea, I never thought it could be so hot to do it with you, well with a guy” he said as we looked at each other. “So… what, are you bi? Gay or just…well” “I’m not sure, I’ve been looking out guys at the gym and found myself getting hard watching their bodies, their ass, their cock. Lately girls don’t interest me that much…” I was a bit shocked about his revelation, but I also felt less alone. We spent the rest of the night talking about boys, what we liked most, which guys turned us on at school. It was fun to openly share that kind of stuff with him.

After that night we often jacked off together, sometimes we would suck each other off. We kept things cool, just two friends having fun. We didn’t have like, a romantic thing going on, it was purely sexual and friendly. I was happy with it. We were having a great time. Over the following years we tried new things and he realized he wasn’t attracted by girls anymore. All this time though, my crush for Austin’s dad didn’t fade away. We had actually came out to him too and he started acting differently around me. I often felt like he was trying to hit on me, making dirty jokes and hanging out in his underwear whenever I came over to their place. We often exchanged looks, he would smile and wink. God that was getting me so hard. He never actually said or did anything though.

Which brings is back to the present. I just got my own apartment and Austin spent a lot of time here. Sometimes James comes with him. Although I have more privacy, dating hasn’t been as easy as it is for straight people. One night, Austin suggested we both get on Grindr, that gay dating/hookup app. So we created our profiles and took some pics. It didn’t took too long before we started receiving messages, dick pics and some creepy message. There’s one guy who was super cute.  I went out with him and we ended up blowing each other in his car. He was actually very nice and cute so I gave in. I had a couple dates like that. Austin went out with some guys too. He even told me he actually fucked a guy’s ass in  bathroom stall at bar. It was fun sharing details of our hook ups together. 

After a few months we slowed down, we both needed a break. Not that we were having sex all the time, but we were getting a bit bored of one night things.  But one night, as I was hanging out with Austin in my room, I got a message from a man older than me, his profile mentioned he was 48, 6’1ft and nearby. His profile pic was him shirtless at the beach. The pic was cropped right under the neck, but he had a hot dilf body. We chatted for a while then he asked if I wanted to meet him. I accepted and invited him to my place. He arrived about 45 minutes later. “Hey there hot stuff” I said as I opened the door. “Hey Mason! Nice to see you” My heart almost stopped. “James?! What the?” “Shhhh just let me in, it’ll be our secret…” He said, interrupting me. I let him in and he pulled me in his arms. He whispered : “I want you to fuck me so hard son…” I was so shocked I didn’t know what to say. He dropped his pants and got on the couch. He was wearing a black jockstrap. His ass looked amazing. So firm and round. “Come on Mason, daddy’s ass isn’t gonna fuck itself…” He said as he wiggled his ass and spread it open with his hands. “Fuck! This is going to be such a great night!” I thought to myself….