The following is a fictional story about a 17-year-old boy fisting another teen for the first time. Comments are gratefully received at JamesJenkins4253@proton.me

High School, Masturbation, First Time, Gay

© James Jenkins 2020

Braden's Fisting

 

Fisting another boy had been a long-term fantasy of mine. I met a boy at school that liked to give and receive. Even better. I like being fisted too.

The kid, Jacque Aratake, was in his late teens, mixed race (Mexican and Japanese) with mocha-colored skin. Couple of decorative tattoos, one at the base of his spine, the other on the right side of his neck, complementing his brown skin. Long, curly black hair tumbling over his neck, beautiful enough to touch. This dude was HOT! Cute little cut diamonds as ear piercings. I love sucking and biting on ears. Sucking them into my mouth, using my teeth to hold the diamond and pull the length of the ear to stretch the lobe until the owner starts moaning or begging me to stop.

We decided to start on his first. After some kissing and touching, Jacque laid on the bed with his legs spread wide, exposing his wet ass lips. I went down on him. He had a big, juicy cock that I spent ages licking and sucking. His ass surprisingly was shaved so I could see every detail and wrinkle of his caramel colored skin. Jacque's belly button was pierced too. As his hole started to get wet, he began teasing his own nipples, also pulling on his ear piercings and told me to put two fingers in his ass. I tried my best to alternate between finger fucking him and massaging his g-spot.

Jacque asked for three fingers then four. I was able to get my hand inside his ass up to my thumb joint. The boy gave a deep moan when I twisted all four fingers inside of him.

He reached over, grabbed a small red bottle of lube and told me to take my hand out. I could tell he was really turned on. Jacque's face was flushed, nipples rock hard, breathing hard and covering my hand and fingers in plenty of lube quickly, smiling as we looked into each other's eyes. More romantic than any of my late-night fantasies!

Jacque showed me how to form my fingers into a duckbill shape and told me to press my fingers back into his ass. All four fingers went back inside easily, and I kept pushing up to the widest point of my hand with my thumb tucked inside.

Wincing, he asked me to go slowly but to keep pushing. Jacque's ass was so tight, like a thick, tight, elastic band. I kept twisting and rotating and pushing my hand in. It took a lot of effort and actual strength on my part, his ass was that tight, but he kept encouraging me to continue. Suddenly... my hand began to slip inside him, past the widest part of my hand, down to my narrowing wrist.

Jacque sat bolt upright and grabbed my wrist. "Don't move!" he commanded. He sat like that for a few seconds, getting used to it, breathing hard with her eyes shut tight. He slowly let go of my wrist and told me to move my hand back and forward and to rotate it, very, very slowly. Not to punch his rosebud with my fist porno-style.

He fell back on the bed, clutching his cock as I massaged inside his ass. It felt like I was wearing a warm, wet, very tight, velvet glove. The smallest movements caused him to moan, particularly when I ran my knuckles over his g-spot. It wasn't long until he came hard, shooting 6 warm spurts. Jacque's ass clamped around my wrist so hard, I thought he might break my wrist. I thought I should pull my hand out but he grabbed it and held it firmly, but quite still, inside him, as I felt his ass clamp down on my wrist again.

His orgasms were amazing to watch. Jacque would lie almost motionless and in silence. At first, I wasn't sure if he was going to cum until I felt her out trying to crush every bone in my hand and his green eyes opened wide, just staring at the ceiling. Yeah, he was shooting cum like mad. No jokes. No claims of undying love. Just him absorbing every twinge and wave that went through his awesome body.

After a few minutes, he pulled my hand out of him, moaning when the widest part of my hand stretched his ass lips to the max, breathing hard.

I'd finally fisted another boy, all five fingers, and hand, up to my wrist, proper fisting! Fuck it was so cool!

After a bit, he said he wanted to fist me. I wanted it. I'd been fucking my ass with bigger and bigger objects over the years. I love feeling stretched. Jacque is not the only one that enjoys feeling full inside.

My cock was so hard, pre-cum oozing from the tip. He coated one hand in strawberry-scented lube and started to push his fingers into my ass. God it felt good. I love the feeling of being stretched open anally.

He quickly got up to five fingers and I told him to push. It felt like a whoosh, as he pushed his whole hand inside my ass, up to his wrist, in one movement without stopping.

No need for poppers. I want to feel that stretching feeling as he plunged his hand into my ass. I love that stretching feeling so much.

Jacque began stroking my cock with his other hand and I told him I wasn't going to last long. He told me he had an idea and I should take over stroking my cock. Leaving his hand in my ass, he reached over and grabbed a small blue vibrator. He twisted the end in his teeth to turn it on, then held it against me, between his hand in my ass and my balls. Oh, shit that felt sweet, I wanked my cock hard and fast for him, as he encouraged me to cum on his smiling face.

"Ram your fist back and forth hard" I told him. Jacque was fantastic. He would withdraw his hand just to the point where it was stretching my asshole at the widest point of his hand. Then he would plunge it back inside, past his wrist and up her forearm. He added a twisting motion as he started to piston his hand in and out.

On one outward motion, he pulled his hand out of my ass too far, stretching my anal ring over his hand as he pulled it out, then pushed it all the way back in, stretching my ass again. "Oh fuck! Do that again please" I asked.

"Do what?" Jacque asked, not really realizing the effect he just had on me.

I told him, "Pull your hand all the way out of my ass then push it all the way in hard" He did as I asked a few times. "Fuck yes! Punch fist my ass!" I demanded. He did it harder and faster, ruining my arsehole. He must have been looking at it gape every time he pulled his hand out.

It didn't take long for me to cum as he fisted me hard and pressed the vibe against the base of my cock. Back arched, head back, I stroked my 8" cock hard and fast, squirting cum into the air, not caring where it landed.

When I let go of my spent cock, he pulled his hand out of my ass, stretching my ass one last time. I felt empty and wanted his hand back inside my ass.

"Look at me" he said. Jacque sucked each finger in turn that had been up my ass. Then, he leaned forward and started licking thick cum off my white belly. God, I felt so good! He made me cum so hard.

We rested and chatted before he told me he wanted to fist me again. Jacque said he never met a boy into fisting as much as him. I asked him to go deeper this time. The dirty grin on his face was freaking priceless!