Big Bro vs lil brother pt.3 Cherry Popping

It has been a few days since the night me and Dylan had experimented, our Mum has been home for a couple of those days and we’ve been mostly quiet with each other, I’m starting to think the guilt is getting to him, this was a bad idea…

Later that day we were sitting around the table having lunch when Mum told us she’d be going down for a nap soon as they had begged her to come in to cover a night shift on her day off, me and Dylan just looked at each other, “you two are up to something, you’ve been awfully quiet the last couple of days” Mum said with a little laugh, I just replied “staying up too late”.

Just as Mum said she went off to her room after lunch and my brother and I continued to sit at the table silently until he said “Max… I want you to be my first… if you’re interested… I know you’ll be gentle…” “first what” I replied trying to not jump to conclusions.
“The first to… penitrate me…”
“Oh… that’s significant, maybe we should go to my room and discuss it first…”

So Dylan followed me to my room and lay down facing me on the bed. He was wearing cotton short shorts and a tight blue top, while I had on my usual top and sweatpants.

“So are you sure you don’t want to like, save your virginity for the right guy or something?” I asked trying to not be turned on by the fact this might be the 1st time I get to fuck in over 12 months.

“I’ve thought about it and I’d rather be experienced for the right guy than clumsy.” “Fair point” I said.
“I have been practicing with… I’ve been able to stretch 3 fingers in…” Dylan stated with some pride.

Thinking about him playing with himself started to cause my skin to flush and excitement to stir in my core, I shuffled closer to him and brush the hair covering his face, to my surprise this time he took more of a lead and leaned in and kissed my lips, I pulled his petite body up against mine and began to caress along his leg, thigh, butt, and lower back.

Our cocks began to swell in between us with the fabric becoming an unwanted constraint, our kissing became more passionate, our mouths fully open and tongues playing, the sound of saliva in my ear.

I reached my hand up Dylan’s shorts as he was panting and started rubbing his ass cheek, increasing the pressure until I was gripping and kneading it with force finding it difficult to control myself, then I felt my finger slide over his puckered hole and he let out a deep moan, I knew what I had to do…

I started circling Dylan’s hole with two fingers, just like I would have done with a wet pussy, he moaned and tilted his head back just like the girls had, I licked and sucked on his exposed neck and his asshole started to try to relax open as I continued to rub.

Now his opening was ready to except my two fingers and I pushed them in as a loud gasp left his mouth.
“Shhhhh!, you’ll wake Mum!” I said while covering his mouth.
“Sorry…” he muffled out.

I slowly stroked my fingers in and out… in and out… in and out of his needy asshole, the more I did this, the looser it became seemingly begging for another finger, I pushed another one in. “Ahhggg!!!… your three fingers are bigger than mine…”
“Sorry, should I pull out?”
“No, no, loosen me…”

I began sliding in and out again, just as before and again Dylan’s entrance started to relax and accommodate me, our eye locked and we continued to kiss passionately.

“Are you ready?…” I asked trying not to be pushy
“Actually can we wait for Mum to leave for work, I won’t feel fully relaxed until it’s just us…”
“Yeah we can just play for now”
“Just… don’t make me cum, I’ve been edging for the last few days…”
“Yeah, no problem…” and we went back to kissing as I plunged my fingers into his hole.

Later that night me and my little brother were sitting on the couch watching TV just waiting for Mum to leave for work. “Okay boys enjoy your night!”.
“We will!” We said in unison. We waited to hear the car take off down the road.

Once the sound was gone Dylan slowly climbed onto my lap, a tent already pitched in his shorts, I placed both my hands on his cheeks and pulled his face to mine “we’ve got all night” I whispered and he just nodded before I gently commenced kissing his wet plump lips. Dylan slowly grinded on my lap as my cock swelled, my hands on his hips helping his keep rhythm, I placed my hands under his top and started taking it off as he lifted his arms. “Keep them behind your head” I recommend as I trailed my fingertips down his biceps, over his smooth armpits onto his chest, then behind his shoulders.

I bent forward and lightly licked his already stiff nipples, my hands now locked onto his waist, the sound of pleasure had my manhood swelling.

Dylan gently pushed me away “it’s time…” and he stood infront of me slowly letting his shorts full to the floor exlosing his feminine skin covered in goosebumps. I stood up slightly towering over him as he tried to help me remove my top before I dropped my pants, kicking them to the side.

I cupped his chin and gave him a light peck on the lips “how do you want to do this” I enquired. “Sit back down, I want to ride you”. With that I fell, letting the sofa catch me then Dylan pulled out the bottle of lube from under a cushion and popped it open letting it drip onto his hand.

He turned and bent over giving me a full view of his asshole as he rubbed the slickness from his palm into the opening before sliding two fingers in, teasing it into submission, I took some lube from the bottle and rubbed it along my length.

Then my little brother climbed back onto my lap, our hot erect cocks touching before placing his head on my shoulder and arms around my neck, he pulled himself higher causing my dick to spring into place between his butt cheeks the head pressed to his ring.

“Okay Big Brother, it’s time…”
I nodded as he grind onto my tip while using one hand to keep me straight. I felt the resistance as he tried to relax but with a deep breath in and out my knob slid in with the hole immediately clenching around it.

“Just breath” I said and Dylan took continuous long breathes and gradually lowered halfway down my shaft. As I looked directly into his eyes I whispered “Okay… just start to go up and down” with full concentration he started stroking his ass gradually increasing the the length of each stroke until his butt was three quarters of the way down.

“Now sit up” and as he followed my instructions the rest of him slipped to my base and a shocked squeal left his mouth.

“You okay?”
“Yeah, my hole stings a bit but it feels really good inside”
“How’s this feel?…” I said as I placed the oil onto my fingers than begain to stroke his head.
“Ah… ah… ah-mazing!…”
My little brother’s eyes rolling into the back of his head.
“Okay, now grind on me!” I said as I placed my hands on his hips, with that Dylan start to grind quickly getting faster and faster.

“Max!.. Max!… it feels… it feels… so good! You’re massaging my prostate!”
“Yes Dylan, keep going!” He leaned forward as we kissed deep and passionately, moaning into each other mouths. But the tight sensation was quickly becoming too much for me, my head swimming as my cock throbbed deep within my little brother.
“Dylan lean back… I’m going to cum soon!…” I panted and as he leaned back and placed his hands on my knees behind him.

I went back to stroking his dick while rubbing his frenulum like a clit and with that he started to lose control, screams of pleasure leaving his mouth, finding it difficult to keep rhythm and his asshole clenching so tighly around my ridged cock, I could feel my cum travelling up to the tip.

“I’M CUMMING I’M CUMMING!” I yelled and Dylan screamed “CUM DEEP IN MY ASS MAX! PLEASE!”

Those words triggered my cock to start pumping my seed directly into my brother, wave after wave flooding him and with that long ropes of his cum squirted past my ear and onto the wall behind me and across my chest and stomach. I rapped my arms around his back and we both gradually slowed down until I was left semi-hard. He lifted himself off me and collapsed, both of as heavily panting, try to get our breath back.

“Oh my god! That’s was so much better than I thought!” He said.
“Glad I could be the first” I said before kissing his sweaty forehead, hair a mess.

“We need a shower, this time you can clean up while I start it” Dylan said giggling before standing up and walking with a limp up the hallway.

The End!

Thank you for reading, I’m going to leave this as 3 of 3. Let me know if you enjoyed 😉 it. I’m going to work on a different story soon .

Source: reddit.com/r/eroticliterature/comments/t78sw4/big_bro_vs_lil_brother_pt3_cherry_popping