I met Jacob at the beginning of my sophomore year of high school. The moment he entered the classroom for the first time, I felt an immediate attraction to him. Jacob was about 5'11' Dark Hair, Olive Skin, and Hazel Eyes, he was a bit chubby but his broad shoulders and defined masculine face made him appear less so. He had moved across town and had just joined our school. I noticed that afternoon that he also boarded my bus so I knew he had to live somewhere near me. I offered him a seat with me and he accepted. We chatted.
We began spending more time together at school and even visited one another's homes. Later, that fall Jacob decided that he wanted to begin attending the gym and running so I offered to join him being that I could use some toning up. So we met daily and went for a run and later my parents or his would take us to the gym downtown.
Over the months we exercised together we got really close and I began to fall in love with Jacob. After school was out for the summer holidays we were constantly together. I hoped that we could become more than friends as I secretly pined for him. We stayed every night together and even slept in the same bed. I was torn apart. I wanted him so badly but I didn't want to destroy our friendship if he rejected me. So I finally got my emotions in check and continued our normal friendship for years.
We attended separate universities and slowly drifted apart. At 23, he had met a really nice girl that I really liked. I had been through his other relationships fine; I wanted to be happy for him. But this one I knew he was going to marry. Even though we weren't as close as we used to be, I started going through my emotional mess because I felt I was really losing him this time. I had really just repressed my feelings and this news was making them resurface. They were married and he moved across the state.
Around the time of the wedding, Jacobs's parents moved into the house across the street from me. I kept contact with them since I had become another son to them. Their younger son Kaleb started coming over a lot. At first, this really irritated me but that was only because when Jacob and I were younger he was a constant nuisance to us. But I slowly began to warm up to him.
I passed baseball with Kaleb since he was on a baseball team. I took him to the movies with my friends. But as I got to know him better I started to become attracted to him. It's strange how I went from being irritated with him to being attracted to him. I now realize it was probably transference of my feelings for his brother onto him. It was also weird to have these feeling for him because he was like a younger brother in a way.
Jacob's brother, Kaleb, was about 5'11', sandy blond shaggy hairy, greenish-gray eyes, tanned skin and had an awesomely toned body with 6-pack abs. He was really the opposite of Jacob in our teen years.
Kaleb started spending nights at my house often. We rented movies or played games on the consoles. The first night he stayed with me I got out a blanket and a pillow for him to sleep on the couch, but he said he wanted to sleep in the bed with me. This was a red flag to me that maybe he was into being more than just friends, but Jacob and I had slept in the same bed for years and nothing came of it except my heartache.
As time progressed, I became more and more attracted to him. I began trying to exclude him from activities with friends and having other plans when he wanted to do something, but he was persistent and I couldn't resist him. At night, I would lay and watch him sleep. I would dream about initiating the first touch that would lead us into a night of erotica. But I would not let myself proceed to do anything in reality.
I really didn't know what his interests were and with our age difference, I did not want to intimidate him into doing anything he didn't want to do. After trying to push him away and failing I had convinced myself he was interested in me and I would make innuendos. But he would never take the bait.
I woke suddenly one night out of a dream and noticed right away that Kaleb had placed his hand just under my cock shaft on my balls. I already had a hard on from the dream and my cock had already curved up onto my stomach under my pants. I stayed very still and tried to breathe like I was asleep. I felt his fingers give a light squeeze on my balls and my cock jumped involuntarily. He took this as permission to move on and slid his hand slowly up to the root of my shaft and wrapped his fingers lightly around the base. This was the move I had been waiting for him to make. To show that I was interested I jolted my cock again, this time voluntarily.
I opened my eyes and could see that he was intent on what he was doing. I reached over and stroked his face. He looked up at me and smiled sheepishly. I smiled back as I pulled him up on to me.
Our lips met and parted as I explored his mouth with my tongue. He sucked and then he entered my mouth as I sucked on his tongue. I pulled my lips away from him and asked 'Are you sure you want to do this?'
He grabbed me and gave me a rapturous kiss. I took it as a yes. I rolled over so we were on our sides. I ran my hand down his body and rubbed his cock through his shorts. I could feel it hard as a rock and curved upward like a banana. I pulled his shirt off and began kissing his neck and worked down to his collar bone and began nibbling and sucking his right nipple. He let out a quick breath and I moved to the other. I released his nipple and began feeling his tight abs. He then removed my shirt and began rubbing my toned chest. Running his fingers through the hair I had there. He only had a light patch of hair around his navel and a light happy trail leading into his shorts.
Kaleb pushed me down on my back and began pulling down my shorts. He had to raise the waistband up to get them off my cock. As soon as my cock was freed it slapped against my stomach. My thick 6.5' uncut boner was throbbing. I reached down and pulled Kaleb on top of me grinding my cock into his boner through his shorts and he started humping me. He bent down and started to lick my right nipple. I felt the pleasure ripple through me. He began to nibble at it and pull on it lightly with his teeth; he gave my other nipple the same service and by this time I was extremely aroused. I tossed him onto the other side of the bed onto his back and I ripped his shorts down.
Kaleb's gleaming cock looked delicious. Kaleb had an average but beautiful 6' cut cock. I spit into my palm and started working his meat. I got down beside him and started licking his lips and sliding my tongue in and out of his mouth. He grabbed my head and pulled me into his lips and rammed his extra long tongue to the back of my throat and he explored my mouth more. I pulled away and asked, 'Do you want to do more'.
He replied by pushing my head lower. I started kissing his stomach and around his navel and started licking my tongue along his trail of hair.
I reached the beautiful head of his cock, which rested on his stomach, and flicked the piss slit a few times tasting his awesome juice. He jerked a little from the sensation but I continued down the underside of his upright cock. I reached the base and slowly took in one of his balls into my mouth and started lightly massaging it with my tongue. His breath had already begun to elevate but he started to let out small grunts.
After I had finished caressing his ball I said, 'let it out, we are alone there is no reason to hold back'.
I then took the other ball into my mouth and worked it. I paid his sack a little more attention with my mouth and then I used a hand to massage his balls and hooked a finger under his shaft.
I pulled Kaleb's cock down from his stomach so it was pointing at the ceiling. I moistened my lips and held them tightly as I slowly pushed his head into them and then parted them slightly so that the head would slowly start to glide in with some friction so that every nerve would give him pleasure. He let out a deep moan. I placed the head of his cock into the roof of my mouth so the ridges would rub it as I caressed the underside with my tongue. The sensitivity of his head caused his legs to spasm some but I maintained my hold. I then pushed his cock deeper into my mouth using my tongue to add pressure and friction. After his entire boner was in my mouth and I had lodged the head into my throat I started pumping slightly. The sensation of his cock in my throat and his extra sensitive head caused him to finally loose his inhibition and he began to moan louder.
I bobbed with his head going into my throat for a bit longer, but then I pulled off and started to lick his shaft and dick ridge. I then reinserted his cock into my throat and bobbed once more. I felt Kaleb's muscles getting tighter and his breathing get faster.
'I'm getting close' Kaleb warned me.
So, I bobbed faster. He yelled 'I'm Cumming'
I felt a shot of his juice hit the back of my throat and I pulled up some so that he could shoot directly on my tongue. He was so sweet. He shot five loads which I happily swallowed, or mostly swallowed.
'Have you tasted cum?' I asked.
Moved up and kissed him and pushed the remains of his cum onto his tongue. During all of the time I had been working Kaleb's cock mine was dripping profusely. The head beneath my hood was drenched and it has spilled out and ran down my shaft.
After our cum kiss, I flipped over onto my back. He grabbed my cock and started pumping it and flicked my nipples with his tongue.
'Can I fuck you?' I asked.
His eyes got big he looked down at my cock and back into my eyes. I could tell he was apprehensive. 'We don't have to do it if you don't want to' I assured him.
He said 'I want to, but I have never been fucked before.'
'You can get on top. That will give you complete control over how fast I enter you.'
'Okay. I want to do this, but I'm just scared.'
'It does hurt at first, but that fades and it starts to feel great' I told him. 'Get on your hands and knees so I can loosen you up.'
He really looked ghostly now. 'We are doing everything at your speed. I want you to be comfortable and happy.'
He followed my direction. I got up and came around behind him and spread his cheeks opening up so I could see his rosebud. I dived into his ass face first and started to dig out his ass with my tongue. This really put him to moaning. He started working his hips around as my tongue poked into his hole and lapped at the side of it. I got him good and wet.
I then flipped him over and told him 'You are loosened up enough. If your ready.'
He nodded, then began working my cock a little spreading my precum all over it. He crossed his legs over my stomach and edged back so that when he sat completely down my boner fit into the ridge between his ass and my stomach. He then raised back up and reached behind him and grabbed my cock. I raised up some to help him position my cock. He relaxed his legs some lowing himself so that my glistening head was poking at his rosebud.
He slowly pushed into my cock and the head started squeezing its way in. He pushed a little harder and then stopped.
'Relax and take it easy' I told him.
I started rubbing his chest, tweaking his nipples and then started stoking his cock which was at half mast again. After a few moments of adjusting to my cock he began pushing me in some more. I was now past the anal ring and my shaft started sliding in smoothly. He wiggled it all the way in. Sweat was pouring from him and he was breathing hard.
'When I get all the way in, stay still and let yourself adjust to it'.
I then felt his ass settle onto my skin. I was in. He sat there breathing hard and opened his eyes and looked into my eyes. At this moment he was the most stunning person I'd ever seen. I felt a oneness connection. As his ass started to get used to my cock being there he became even more relaxed and the he started to smile at me. I smiled in return and gave him a wink.
He slowly started working my cock with his ass. I grabbed onto his hips and watched him bounce up and down on me. His tight virgin ass felt so great wrapped around my cock. The sensations started making me moan out. He started really getting into it. He started making bigger ranges of motion, sliding my cock farther out and slamming down onto it pushing it in. He was moaning and screaming. Calling my name, calling for my cum. His rock hard cock was now jumping up and down slapping my stomach and then his. He started working even faster and hard and he let out a long scream and his cock started firing off shot after shot. Being covered with his cum really done it for me and I started firing shot after shot into his hot ass. He pumped and pumped until I shot my last rope. He leaned over, squashing his cum between us and started kissing me.
My cock slipped out of Kaleb's hot ass. Cum started leaking down onto my cock and balls. Kaleb laid his head down on my shoulder. I rubbed his back as we tried to catch our breaths. I began kissing his neck.
I whispered, 'Are you ready for some sleep?'
'I'm very tired now.'
I shifted my body so that he slowly rolled off of me and lay beside me. 'Let's go to sleep.'
Kaleb went right to sleep snuggled up against me. His head was lying on my shoulder and arm, his leg was across mine. I watched him sleep for a bit before I drifted off myself.
When I woke up, the sun was showing around the edges of my curtains. Kaleb was on the opposite side of the bed laying with his back to me. I rolled over behind him and pulled him into my body. I slowly stroked his hair and then began lightly kissing his ear. He took a deep breath and opened his eyes.
'Good morning, handsome' I cheesily said.
Kaleb smiled, 'Good morning'.
Kaleb turned over onto his back. I could see that he was sporting a strong morning wood under the sheet. I reached down and began rubbing it through the cover. I leaned down and started kissing him. As I stroked as his cock through the sheet, we explored each other's mouths and faces with our lips and tongues.
I started pulling at the sheet that covered him to reveal his beautifully shaped cock. I cupped his balls and began rubbing them. I then leaned down and took the head of his cock into my mouth. I swirled my tongue around the head, probed the piss slit, and then plunged on down until I felt him reach the back of my throat. I took a deep breath and pushed deeper as I swallowed. His cock popped deeper into my throat. Kaleb's legs began to spasm from the sensation and he let out a low deep moan.
I pulled back up the shaft and plunged it deeply again. He made that same sound, which really turned me on. I pulled back up his cock sucking hard and then made it pop as I released it from my mouth.
'You want to fuck me?' I asked.
'Hell yes!' He said excitedly.
I rolled over to the side of the bed and grabbed a bottle of lube from the nightstand. I rolled back over to him and squired the cold liquid onto his cock. He jumped and I laughed. After I got his cock slick with lube, I gave him the bottle.
'Put some on your fingers and loosen me up.'
I got on my knees and bent forward to give him full access to my ass. I heard him squirt the liquid onto his fingers and then I felt the cold sensation as it touched my hole. I jumped a bit and he laughed at me this time. I rubbed the lube all around my hole.
'You've got the outside ready, now you have to put some inside. Remember what I did with my tongue last night? Do that with your finger.'
He put more lube on his finger and began to press it into my hole. I pushed back into his finger to push it inside me. He worked his finger around a bit and then pulled it out and pushed it in.
'Okay, I think I'm ready. How do you want to do this?' I asked.
'Stay where you are. I want to do it this way first.'
Kaleb moved up behind me. I felt the head of his cock touch the side of my hole and then he centered it up. He pushed the head of his cock into the entrance of my ass. I felt him start to put less pressure as he met resistance.
'You can push on. I know it hurt last night when I first entered you, but it doesn't hurt as much after you do it a few times. You are not hurting me.'
He then applied more pressure and slid into me. I felt his hips connect with my ass.
I instructed, 'Just stay there a second so I can adjust to you.'
He did as I asked and the burning subsided quickly. When I was ready I started moving my hips to move his cock around inside of me. He took this a permission to move and started pulling out slightly and thrusting back in. I flexed my hips again so that he was moving further out of me and then plunging back in deeply. He also understood what I wanted and began pulling almost all the way out and then thrusting back in.
I loved this. He was starting to get harder and faster, thrusting in and out of me. I reached down and started stroking my cock as he held my hips and fucked me hard.
I was near the point of no return when he thrust in hard and deep and began pumping me full of his spunk. His moans were near shrieks as he pulsed inside me. I could feel his warmth spread through my insides. And, it sent me over the edge. I rose up off of my hand and shot my load all over the sheets in front of me as his cock slipped out of me. He put his arms under my armpits and began pinching my nipples and licking my ear as I released.
'Damn that was good!' Kaleb said.
'Best fuck I've had in a long time.' I responded.
We both laid back onto the bed and basked in the pleasures that still filled our bodies. After about 10 minutes or so, Kaleb began kissing my neck then worked his way down and started nibbling my nipples. I told him that I could tell that he wasn't done yet. He looked up and gave me the cutest smile and wink. I grabbed him and pulled him up to me and I planted my lips back onto his. I was beginning to feel the life come back into my cock again and I could feel that Kaleb's cock was once again raging as he rubbed it into my stomach.
Kaleb pulled away from my lips and set up. I was just admiring how striking he was as he looked down at me while sitting back onto my cock wedging it between the cheeks of his ass. I bucked him off of me and pushed him down onto the bed. I pushed his legs open and crawled between them. I kissed up his calf to his thighs and then nibbled them as I slowly made my way to the joint of his leg. I transitioned from his leg to his sack. I liked my thumb and finger of my left hand and started massaging the head of his cock between them as I prodded his sack and balls with my tongue. I used my free hand to start tugging at his sack as I sucked a ball into my mouth to savor. I could taste cum and sweat, this exhilarated me.
I pulled Kaleb's cock down and started swirling the cum soaked head around my lips. Kaleb began to squirm as the sensations sent sparks through his body. I then shoved his cock deep into my throat suddenly; I buried it to the hilt. He began breathing hard as I made small jerking movements. He began moaning out. I pulled up on his cock to get a breath and he began exploding in my mouth. Squirt after squirt filled my mouth with his scrumptious teen spunk. I swallowed it all. As I milked the last of his load out of his cock, I made my way back up over top of him. I held myself over him and we just looked into one another's eyes.
I bent my head down and we made lip contact once again. He explored my mouth for any un-swallowed cum with his tongue. I then fell over to the side of him. He reached down and grabbed my throbbing hard-on and started stroking it. I put my hands back behind my head and relaxed. Kaleb got up on his knees and moved down between my legs. He grabbed my cock and pulled it to point it at the ceiling and began examining it. He pulled at my foreskin, the pulled it back exposing my engorged head, he spit into his hand and began massaging the head of my cock as I did his. I just closed my eyes and enjoyed the attention. I suddenly felt something warm and wet rubbing my cock ridge and opened my eyes to see him getting his first taste of my cock. He must have liked it because he was soon sucking the head like a lollypop and licking at my piss slit with his tongue.
He drove me crazy. As he licked and sucked on the head he began to stroke the shaft and it didn't take much before I felt the cum building.
'I'm getting close. I'm about to cum!' I half said half moaned.
Suddenly, my muscles locked up and I started grunting out rope after rope of cum into Kaleb's mouth. He swallowed some and some ran out onto his chin dripping onto my balls. He let my cock slide out of his mouth and he crawled up to me. I started licking my cum off his chin and then he kissed me pushing more cum into my mouth. We stayed there kissing for a while.
Kaleb rolled off of me and snuggled up beside me. I put my arm around him and pulled him closer to me. We both drifted back off to sleep.
I awoke with my buddy still snuggled beside me. He was awake stroking my face and neck. He kissed my arm and I bent my head to kiss him. We lay there next to one another for a bit. We got up and went to the bathroom and got into the shower.
In the shower, I lathered him up as he lathered me up and we stroked each other's bodies. Our hard-ons returned but we never really touched each other's cocks for very long, only just to wash them. We did 'play swords' some and slapped our cocks together. Before we got out of the shower we stroked each other off and shot into the shower floor and it ran down the drain....
Like my story?
Comment below or email me at [email protected] or friend me on facebook - dmccullen0128