Jake: The Penetration (NSFW)

Disclaimer: This is a work of fiction. Any semblance to real persons, living or dead, is purely coincidental.

Using both my hands, I was trying to remove his hand on my mouth. Then he gestured for me to keep quiet. A group of students were passing by the hallway. We kept quiet for a minute. I couldn't help but stare at him as we were very close to each other. I pecked on his neck; his charm was too hard to resist. He was still supporting my back. I took my advantage of it. My hands were moving about his body, going under his school uniform. Though he was wearing a tanktop, I was caressing every bit of his body. When the halls were silent he retaliated my advances with kisses and caresses.



I was so into it that I didn't notice that he brought me to the desk. He laid me down the desk we continued to kiss. My legs and arms were still wrapped around him. I removed my legs from his waist and let it fall on the edge of the desk. I felt his hard cock touching my balls. He curled his body a bit. He was slowly unbuttoning my uniform. He lifted my shirt underneath all the way to my chest. Then he was rubbed his cock against mine. The feeling was so different yet intense that I gave off occasional gasps. His balls were also banging on mine. I was closing my eyes as he was frotting with my cock. I kissed me while I was gasping. I kissed him as well.

I suddenly knew that this was going somewhere so I stopped. "Stop" I told him. He stopped and looked at me. "Is there something bothering you?" he asked. I couldn't find the words to say it to him. "I know it's your first time, right?" he added. I remained in awkward silence, feeling embarrassed of what he said. Then I heard "It's also my first time" come out of his mouth. The words he uttered made me feel better. So it wasn't just my first time, glad to know that. He said "Don't worry, I'll make sure that your..." I coughed "our". "first time will be a great one" he continued.

He went down to my waist. He grabbed my cock and fondled with it. He went further down. He raised both my legs with his hands. I was a bit worried but I trust in him so I let him do it. He placed his face on my butt. Then he spat on my ass hole. He moved his tongue around my hole. He moved his hands on my thighs and pushed them towards me. He let go of my left thigh and rested it on his shoulder. with his left hand free, he was jacking off my cock. He was licking my ass and jacking me off at the same time. I couldn't see what he was doing but it felt so good. My hands seemed to be moving involuntarily on my head, twisting and pulling my hair. 

He stopped. I kept my legs up. I looked down and saw him standing. He was holding his cock with his left hand. He moved closer. He spat on his cock and rubbed the saliva all over his cock. "Are you ready?" he asks me. I nodded. I was feeling nervous. Then I felt his cock penetrating my ass. He was slowly pushing it inside. It felt painful. 

I tried to close my thigh. Then he widened the gap between my thigh once more, holding my legs in place. He told me to relax. I did as he told me to. Once more he attempted to insert his cock inside me. I felt his cock slowly going in. He spat on his cock while he was trying to put it in me. He was biting his lip. The pain was too much to bear that I closed my eyes. My arms were covering my sight and my cock turned flaccid. I could feel his cock slowly going in. I was profusely perspiring and panting. I could also hear him pant.

Then I felt him cock touch a part of my ass. It felt a lot different from those earlier. My cock suddenly pulsated. Then he stopped and gave a faint cry. It seemed that he has put his cock all in. He slowly pulled out his cock, I felt a bit relieved. Then he slowly thrusts it back it. My cock became hard. I endured the pain as he continued. But every-time he thrusts all his cock in, my cock gets hard. Eventually I was getting used to the pain. It was that weird but pleasing sensation as his cock touches a part inside my ass that erases the pain I was feeling. In a matter of minutes my cock was fully hard again.

When he saw that I was feeling more pleased stead of being more hurt he started to thrust his cock a little faster. This unexplainable feeling that his cock does to me is making me crazy! I don't know if he will be able to catch up with me because I really feel like cumming now.