Sexcapade Episode 1: My First Time

I was a typical horny teenager and exploring gay chat rooms on AOL. I stroke up a conversation with this Spanish guy who was two towns over. I was all of 16 and he was 21. After talking for quite some time, we decided to meet up. I wasn’t stupid, so I suggested we meet at the mall, which we did. We walked around and had lunch together. Spent a few hours getting to know each other and at the end of it all, we hugged and went our separate ways.

I remember messaging him saying that I had a great time. He knew I was a virgin and he also knew I wanted to suck my first cock. I watched enough porn to know what I wanted. So I decided to be a bit forward and asked if we could hang out. He was hesitant but I basically begged to come over to his place and he finally agreed.

I remember being so nervous because I had never done anything like this before. I pulled up to his house. He had the upstairs apartment. I nervously rang the bell and he came down and greeted me. We walked up and he led me to his couch. He could tell I was nervous and was so sweet. He offered me a beverage and we sat and talked and talked. I don’t recall about what exactly, but he could tell I was anxious.

I think I actually had said, “do you think I could see it?” To which he smirked and said “Sure.” and then led me to his bedroom.

I was so awkward. I remember standing there wanted to just strip naked but wasn’t sure if I should or if we should do it like the pornos and have him sensually take em off.

I remember he sat on the bed and patted it, telling me to relax and have a seat. I did and I remember he reached over and began kissing me. I had never even been kissed before so it was all new to me. We got into it. He was extremely passionate and eventually we were frenching.

When we stopped, he guided me through the rest. “I’m going to take off your shirt and you can take off mine.” – “Ok,” I remember nervously saying.

He played with my nips and I with his. I learned as I had begun watching porn that I have an armpit fetish. Something about a hairy armpit said “Manly” to me and always found it so hot. So of course, I buried my face in his and just began kissing and licking him all over.

“Let’s take our pants off next,” he instructed. We stood up and he kneeled to the floor and pulled my jeans off. “Boxer briefs? Nice.” As he pulled them off revealing my aching boner.

Then I went to remove his sweat pants. Much to my surprise, he didn’t have underwear on and I ended up revealing the biggest and thickest cock that I had ever seen. Again, I mention he was Spanish, so he definitely fit the stereotype of having a big ass dick.

I was in awe. He could see it in my face. I think the scarier part was that he was flaccid. He picked me up from my knees and said “Relax” as he pushed me onto the bed. He said, “I’ll start slow and work my way faster. Stop me at any point if it hurts or you just don’t like it.” Before I could even ask what he’s going to do, he swallows my cock and balls whole and started blowing me. I practically wanted to cum right then and there. I did precut a little, because he said it tasted delicious. I had told him he needed to stop because I would blow in his mouth. “That’s ok,” he said as he continued to envelop my dick. I told him I was about to cum and he got even more aggressive until I shot my load in his mouth. He worked his was up to me and made out with me, with my cum in his mouth. He basically fed it back to me and we both swallowed my load.

It was so hot what had just happened. I was a bit dumbfounded when it was over. I didn’t know what to do next. I apologized for blowing my load so early, to which he reassured me it was fine. We basically spooned for a bit and then he turned to me and said, “do you want to give it a try?”

Without hesitation, I said yes and proceeded down to his big cock. I told him how I didn’t know what to do exactly and this was my first time. “Just put it in your mouth,” he said. “It will wake up.” He smiles and winked at me.

So I did just that. I grabbed his massive dick and began licking it and sucking it. He was uncut, like me, so I peeled back the skin and started licking. I put my tongue in his dickhole and that woke him up almost instantly. I was choking on his monster cock once he got hard. I attempted to go all the way down on him but failed miserably. He just kept reassuring me that I was doing great. He grabbed my hair and guided me up and down his cock. After about 30 minutes of sucking his cock, I asked if he’d fuck me.

He was very hesitant, telling me he doesn’t fuck on the first time. I kept begging, giving a pouty puppy face, legit saying please. All I know is that I saw a guy getting fucked in a porn and I wanted to experience it so bad. I begged and begged. His final excuse was that he didn’t have a condom. I told him that it was ok and that I trust him. We had been talking for months and I felt safe with him, especially since how he was treating me in the moment, knowing it was my first time.

So he finally caved and told me to lay on my stomach. He grabbed lube from his side table drawer and told me he’s going to stretch me open first.

So he proceeded with massaging my hole and getting one finger in there. I was obviously impatient because in the porns, the dick is in within a matter of minutes. Tells you how naive I was, right?

Well to say his thumb hurt, would be an understatement. I remember asking myself, how is this pleasurable? He just got a thumb in and I’m scared for his thick cock. Eventually, with just his thumb, the pain did turn to pleasure. Once I got used to it, he added more and more fingers till he had four of them in.

It was feeling great. He kept finger fucking me and I was opening up. Thankfully no one could hear us because I was moaning and groaning is sheer ecstasy. He was obviously turned on to how he had complete control of me. His dick was rock hard.

So finally after another 30 minutes or so of this, he asked, “You ready?”

My facial expression said it all. “Yes, but I’m scared!” – he reassured me again he’d be gentle. So off we went… he lubed up the monster and in it started to go.

He was so thick, that despite him opening me up, it hurt. I held my breath and he told me to exhale and relax. As I did, he pushed a little hard and hit his tip in. He just let it sit there as I got comfortable. He squirted more lube on the monster and proceeded to push some more. It was hurting but I wanted it so badly. I grabbed the sheets and yelped ever so quietly. He asked if I was ok and I said yes and to keep going.

Eventually he got the whole monster in and just laid on top of me with it in me. I asked if everything was alright and he said, “Let’s just keep it there for a few so that you can open up some more and so that it becomes comfortable.”

I didn’t argue with the logic and just laid there as he said suggested. Eventually, he was right. He slowly pulled it out, but not all the way, lubed it up again and pushed it back in. He did this a few times until he saw I wasn’t as tense as I was initially.

Eventually he got into rhythm and began to really fuck me. It felt so amazing, I just kept thinking I have the biggest cock I’ve ever seen pulsating in and out of me and it feels so great. He kept it going for a while & then he said, “Flip over.”

I didn’t hesitate. He guided me and had me put my legs on his shoulder and he reentered the monster. There was some pain initially but then the feeling of ecstasy returned. He continued to fuck me this way and then giggled. I asked why are you laughing and he said “looks like your little monster has awoken again.”

I didn’t even realize I was hard again. He grabbed it like a joystick, controlling my body, as he continued to fuck me. I remember telling him “harder,” to which he obliged.

He went faster and harder, always asking whether or not I was ok and if it felt good. Good? GREAT! He fucked me rougher and rougher until he was ready to cum. He told me he wanted to cum and asked me where I wanted it. I didn’t really know and said on my chest. Well, his kid was so powerful and huge, it was all over my face, hair, chest and cock. He made such a mess on me and he claimed he had never cum so much before.

I was beyond happy with everything. He collapsed next to me, swirling his cum on my chest and licking it off my face. He then reached down and grabbed my cock and using his cum, jerked me off until I blew another load.

He asked how many loads have I blown in a day and I said only one and that this was a first for me. Apparently our hormones were really working since he blew his biggest lid ever and I blew two.

I remember we laid there just basking it all in. Between the sweat, saliva and cum, I was in pure heaven. He grabbed my boxers and wiped my face off of anything remaining residue. Eventually we got up and he led me into the shower where we washed each other off.

We dried each other off too and got dressed. He asked if he could keep my boxers and I said, “But what will I wear home?” To which he said, “Nothing. Go commando.”

I had never thought of it before and it was so hot thinking about it. I agreed. I remember walking down his stairs and heading to my car with another raging boner, feeling my jeans rub on my dick. Before I had gotten to his door to head to my car, he noticed, grabbed it and said, “It’s great to be young, huh?”

I drove home with my raging boner all the way. I had to calm myself down before heading into the house. I remember my dad asking me, “Where were you?” I simply answered, “At a friends,” as I walked crookedly to my room.

The Gallery: My First Cock Ever

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