Jack Thompson, my best buddy since 5th grade. We were both scrawny kids growing up, but by the time we entered high school, he’d grown to 6’3” and I was 5’8”. We were both jocks, I was a swimmer and kept a lean body with broad shoulders and a small waist. He played football and had really bulked up by the time we graduated. After high school, we went to different colleges, but always found time to get together during breaks or holidays. He played football a couple years but decided to concentrate on school and quit playing, but still hit the gym regularly. I just swam intramurals and competed for my fraternity.
I’d figured out I was gay in my junior year and came out to him over the summer before our senior year. He was great, pulled me in for a big hug and said that nothing changed. That was probably the best summer we ever had. I felt real and seen. He talked about girls, I talked about guys, we compared notes after dates. It was great.
During our senior year I took a long weekend and headed to his school about 5 hours away. We hit the bars almost immediately and I had a nice buzz going on by early evening. I was probably more than just a little buzzed, because I kept staring at this hot frat guy that I thought was giving me the eye. Jack was hitting on this cute sorority chick and wasn’t really watching what I was doing. I thought I was going to get lucky, but before I knew it a couple guys came rushing across the room.
“What the fuck are you looking at faggot?” They yelled at me, grabbed my shirt and pushed me against the wall. I was dazed and confused. One pulled back and gave me a quick punch to the gut. Jack turned in time to see this and immediately grabbed the guy and tossed him across the room.
I guess Jack knew the guys as one of them spat out “What the fuck Jack, you protecting this cocksucker?”
“Damn right assholes, this is my best friend” as he bent down to check on me as I had doubled up and fell to the floor. The bartender had seen the whole thing and told the bouncers to throw the two frat guys out.
“You okay Mark?” Jack said as he stroked my hair. I nodded but couldn’t say anything, I had tears on my cheek and was still trying to catch my breath.
“Let’s get out of here” Jack said in his confident voice. Instead of helping me stand, he scooped me up like I weighed nothing. I wrapped my arms around his neck and buried my face. I was embarrassed and scared. Jack carried me through the bar and out the front door. I’m sure he attracted several strange looks, but it didn’t matter to him.
Once outside the dam broke, I started bawling. Jack just continued to carry me toward his apartment, his left arm under my knees and his right under my back. He occasionally whispered “It’s okay, those assholes won’t do anything now” as I smelled his clean scent with a slight hint of the sweat he was working up from carrying me in the warm evening. At his apartment he put me in his bed, grabbed some water and gave me a couple aspirin. I scooted over to make room for him as he climbed in bed with me. We’d slept in the same bed many times growing up, but this was more intimate as he pulled me to him and wrapped his big arms around my chest. My head rested on his bulging bicep, and he occasionally kissed the top of my head. I felt safe.
We must have dozed like that for a little bit and I awoke with him pressed to my backside. I could feel what could only be his hard cock as he slowly ground it to my ass. “Jack?” I sorta whispered
“Yeah buddy?” he answered quietly. I was surprised he was awake, just assuming he was pushing his cock into me in his sleep.
“You’re awake?” I ask.
“Uh huh” he responded and then pulled me in tighter with his arms and pushed harder against my ass. His hands roamed up and down my front, tweaking my nipples then stroking my abs. He then slides a hand under my shirt and continue to rub my bare skin. It felt so good to be lying in bed with him like this. Can’t say I hadn’t thought about it before; just never thought it would happen.
His hand started going lower and he pawed my hard prick through my shorts and would then rub my abs again.
“You’re hard” he stated.
“So are you” I quietly said back.
He kissed the back of my head and pulled me in tight again. His hand moved down to my shorts and his fingers deftly unbuttoned my shorts and lowered the zipper. "He must have experience doing this" I thought as he was able to push my shorts and underwear off my hips and down my thighs with just one hand.
I could feel his mound pressed against my now bare ass. I pushed back into him as he ground into me.
He gave me a nudge and I rolled onto my stomach. He broke contact with me as we rearranged ourselves. I could hear the rustle of his clothes coming off and then his big body laid back on me. His bare prick was now nestled in the crack of my ass. He hunched his prick up and down my trough. His precum leaving a slimy trail.
"Can I... ?" Jack whispered in my ear as he nibbled on my neck.
I couldn't believe what he was asking. I won't deny that I'd thought about him many times, wondering what it would be like to have sex with him. I never thought it would happen, but here he was asking me. I couldn't deny him, and I wanted him badly at this moment.
"Yes" I declared as I pushed back into him, arching my back and pushing my ass against his cock. He kissed my neck and then my shoulders before sliding lower and kissing my back. I didn't think he'd move all the way down till I felt his hands on my butt cheeks, massaging them and pulling them apart as he left a trail of small kisses on each cheek and then I felt his breathe on my hole.
"Fuck" I moaned into the bedspread. His tongue was now licking over my hole, then he'd gently bite my ass cheeks, before heading back to my trough. My pink pucker was opening up for him as he teased and licked all around. Then I felt it, his tongue probing my hole, not just licking it, but pushing in further. Our moans were muffled, my by the bed, his by my hole.
My back is arching, pushing my ass into his face as he tries to devour me. After several minutes of his tongue assaulting my ass, he abruptly stops, and I feel him climb up my back with kisses along the way. Then his full weight is on me, his cock is again nestled in the crack of my wet ass adding his dripping precum to his saliva. My ass lips are open and ready as I feel him hunch and slide his big prick up and down, grazing over my hole. His next move brings the head right to my hole and with gentle pressure the head slips in. "Oh fuck... " I moan out.
"You okay lil buddy?" he breathes right into my ear.
"Yeah, great" I groan out as the pain and pleasure flood through me.
Then I feel the slow and gentle pressure as he pushes in a couple more inches. My back arches as best it can under his muscular body and his rigid tool goes in a little further. Jack pulls out a little then pushes further into my willing hole. I groan out in pleasure as my best friend pushes all the way in, lodging his dick in the depths of my ass. I savor the feeling of being full, of his pubes scraping my hairless firm ass cheeks. He lets me get acclimated to his rock-hard cock before he starts to slide in and out, hunching slowly into my opening. All the while he was kissing my neck and shoulders.
Eventually he starts moving faster, thrusting his full length in and out of my hole, hitting my prostrate just right. My cock is rigid, dripping out precum in mass quantities. I can feel Jack move a little and now he's in a plank position over me, I arch my back further, presenting my ass to his invading member. Pretty soon the sound of his hips smacking into my ass resound throughout the apartment.
"Oh, fuck that's it... " I'm moaning in pleasure as Jack continues to plow my hole.
"Buddy... lil buddy... fucking my buddy... loving my buddy" Jack continues likes it’s a mantra.
He drops down on me again and pulls me close, I turn my head as he kisses my ears, my cheeks, eventually my lips. I open my eyes in surprise to see him looking at me as he slows down his thrusting and we start making out.
"I want to cum in you" Jack stated as he started thrusting again.
I pushed my ass back to meet his thrust and breathlessly said "Breed me"
He moved into the plank position again and started to fuck me harder. My dick was drooling precum and being driven into the bedsheets. That stimulation was going to drive me over the edge, plus he was massaging my prostrate better than anyone ever had. I was going to get my nut soon. "I'm going to cum"
"Me too" he said as he drove in one last time and buried his tool deep in me. "Fuck... Fuck... yeah... oh shit... cumming in you buddy" he groaned as he kept pushing against my upraised ass.
My own orgasm had me seeing stars. It felt like the biggest load I'd ever had, waves and waves of pleasure erupted from me as I spewed large squirts of cum into the sheets. I'd never had a hands-free orgasm, it was mind blowing.
Jack collapsed on me, I felt him breathing as his weight pushed me down into the cummy sheets beneath me. His cock remained lodged in my ass. I wiggle it around a little as I felt him occasionally push up in me. His cock wasn't going soft and neither was mine.
"Again?" he whispered into my ear.
I nodded but wanted it different this time. I made an effort to turn over and Jack got the point. He grabbed me in his muscular arms, sat back on his haunches, and proceeded to flip me around without removing his cock from my ass. This time we're looking directly into each other's eyes.
I wrapped my legs around his waist as he bent down to kiss me and push slowly into my hole. This time was more sensual, with a slow tempo. We kissed and smiled at each other, occasionally he'd ram all the way in and my eyes would roll back in my head at the feeling.
"Damn Mark, I never thought this could be so good" he said quietly before kissing me again. He'd suck on my tongue and chew gently on my lips all the while deep dicking me in a slow steady pace. I kissed him with a passion I didn't know I had. My cock was pinned between our bodies and drooling precum again, soaking our abs and pushing me toward another hands-free orgasm.
I started to breathe heavily as I whimpered. He could tell I was getting close. "Hang on Mark... I'll be right there with you"
He was picking up speed and I knew he was about to blow and flood my insides with another load.
"Fuck buddy.... come with me... Argh... ahhhhh.... " as he again pushed all the way inside.
My own orgasm hit and I coated our abs with a load of warm cum. "Fuck me Jack... fill me up... fuck.. fuck..." I groaned out as my orgasm swept through my body.
Jack collapsed on me again, his face in my neck and his big muscular body covering me completely. We laid like that for a long time as I felt his softening dick slowly escape my well used hole.
Jack rolled off me and pulled me back into his arms as we spooned still naked, my cum on our abs, and his cum leaking from my hole. He held me tight and pulled the covers up. It was well past midnight, and we had exhausted ourselves and quickly fell asleep.
I awoke in the morning and realized the bed was empty. "Fuck... " I thought. I wondered if Jack had second thoughts and left the bed during the night to sleep on the couch. I heard noises in the other room of the small apartment and decided to go see what the mood was. I grabbed a pair of gym shorts and slipped them on proceeded out of the room, not sure what to expect.
There stood Jack, in the kitchen, his broad back to me. It looked like he was making breakfast. He must have heard me and turned. "Good morning sleepyhead" he smiled at me. I glanced at the clock and realized it was 9:30. “I've woke up about 8 and watched you sleep for a while, then got up to make you breakfast... you must be starved" he said with a wicked grin.
I grinned right back and moved into the kitchen to see what he was doing. The smell of bacon, eggs, and coffee got my stomach churning. As I neared him, still trying to judge his reaction to the events of the prior evening, he turned to me, still with a spatula in his hand, and pulled me into a bear hug, kissing the top of my head, my cheek and then my lips. His tongue poked into my mouth, and I opened up to his passionate kiss. "Morning babe," he said in a quiet voice. I melted into his arms.
The rest of the weekend we barely left the apartment... barely left the bed. We're going to be graduating soon and are looking for jobs in Chicago. And a one-bedroom apartment.
