A familiar face on Grindr

I'm not regularly on hookup apps, but sometimes I just want some fun with a new man.  A couple years ago, I was caught off guard when I found my childhood friend's dad smiling in his profile picture on Grindr.  I had always found him very attractive and had no idea that he was into guys.  His profile revealed that he was divorced, open to chatting and hookups, liked smooth bottoms, and had a thick 8 inch cock.  For a moment I thought I must've been dreaming as I often did when I was younger about older men.  He was 52 years old to my 23, which was absolutely fine with me, but I wasn't sure how he'd feel about a much younger guy that he already knew.  I had no idea if he'd seem my profile yet, but it explicitly states that I prefer mature men, am a very smooth bottom, and am open to hooking up.  After staring at his profile for several minutes, I decided to send him a message, but to keep it casual.  I just asked him if he remembered me.

It took a couple hours for him to respond.  My mind had been racing at how he might be reacting, but he put me at ease with his casual response.  He wrote that he did remember me and asked how I was doing.  The conversation was easy going and I found out that he'd been divorced for a few years.  I hadn't spoken with his son in much longer than that, so it was good to catch up.  Once we had exhausted all the small talk we could think of, our chat inevitably acknowledged the premise of how we connected again.  He slipped in that he really liked my profile.  I thanked him and let him know that I liked his as well and that we seemed like a great match.  Once the topic was breached, I admitted that I had always found him attractive.  It was no secret when I was younger that I was gay.  He claimed to have checked me out years before as well.  Little did I know back then that he was bisexual and had messed around with men a lot prior to getting married.  The conversation really started to get interesting when he started turning on the charm.  He started talking me up, complimenting my body, and asked me to send him some sexy pics.

I took my shirt off and pulled my gym shorts down to show my ass.  Lining up with the mirror, I took a selfie of my butt with me looking over my should to tease him a little.  He liked the picture and commented that I still had the body of a slim teenager.  By that point, I was relatively sure that our age difference was not an issue for him, but it was confirmed when he asked if I liked the father/son relationship.  With a simple "Yes, Daddy! :)" he began calling me son and I was totally into it.  From there, the conversation got hot quickly.  I would've met up with him from the first message, but now he really had me wanting it.  He went on about that he was into and that he kept looking at my pictures.  I confessed that I liked what he was describing and he made a confession of his own.  He admitted to jerking off thinking about me several times in the past and that he was starting to get hard at the thought of it now.  Before I knew it, I received a pic of his mostly-hard cock resting against his thigh.  It was definitely 8 inches and thick with a mushroom head that was noticeably larger than his shaft.  I couldn't help but think that the conversation just kept getting better.  When I offered to help him with it, he was ready to head over to my place.

I answered the door in nothing but briefs.  I though he might like seeing me ready for him.  We were both smiling from ear to ear as I invited him in.  He commented that I looked the same as I did before, which would've been at least six years prior.  I just smiled and did a little turn for him.  I was so happy that I turned him on.  He wrapped his strong arms around me and pulled me close for a hug.  Without letting me go, he leaned down a little and started kissing me.  I could feel his cock pressed against my my stomach.  While still kissing passionately, I put my hands between us to undo his shorts and then slid one hand inside to find the base of his cock.  My fingers gently wrapped around his shaft and followed it down to his head.  As I moved my fingers over the tip, I noticed the familiar slickness of precum.  I moaned from the discovery and moved my fingers around to collect some.  As I pulled my hand out of his shorts, I pulled away just enough to slip two of my fingers into my mouth while smiling and staring deep into his eyes.  "Daddy, I want some more."  I lowered myself in from of him and pulled down his shorts.  His erect cock nearly smacked my face when it sprang free.  His mushroom head glistened as more precum began oozing from the source.

I dipped down with my tongue out to catch the falling tasty string and rise back up to it's source.  I wrapped my lips around him just past the head and proceeded to lick all the precum I could find before starting to work my hands and mouth on his cock.  His girth made taking him into my mouth more challenging than usual, but I was happy to work at it until I could feel him at my throat.  He was rock hard within seconds and I was getting more tastes of precum.  As I worked up a rhythm, I couldn't help but think how hot it was that I was sucking the cock of a man that only a matter of years ago I would've never referred to by his first name and now he wanted me to call him "daddy."  His hand was on my head gently following my movements.  He started telling me how much he had always wanted me and that it was like a dream to have it happen.  That was probably the hottest thing about our newly-altered relationship.  It dawned on me that he was probably about to shoot his load based on how hard he was and the moans I was hearing.  Like a good bottom, it's my job to make every orgasm I give a man the best it can be, so I went with it.  With both hands grasping his shaft, I leaned back enough to speak:  "Daddy, I want your cum."

"Ooh YES, son!"  I accepted him into my mouth once again and started really pumping him cock.  It was time to make him really explode.  He was obviously seconds away from orgasm as I moved my hands out of the way and impaled my throat on his erection.  My hands reached back to grab his ass about the same time his hand gripped the back of my head preventing me from pulling away.  We were both pulling each other together as he began to shoot.  He roared as he filled my mouth and throat with his seed while moving my head maybe half an inch back and forth to keep the friction going, but not let his cock escape my throat.  At this point, I was just along for the ride.  My mouth was locked open and a flow of cum was running down my chin.  I had been so fixated on his cock that I hadn't noted that his balls were proportionately as large and he seemed intent on unloading every drop he could into his new son's eager mouth.  For that 15 or so seconds, I was just a warm hole to receive his seed and I couldn't have been happier.

As he slowed to a stop he looked down and our eyes locked.  I was smiling as he led my head fall back some and his wet cock fell from my mouth.  I used my fingers to get as much missed cum as I could and lick them clean.  There was still some on his cock, so I swallowed and quickly licked him clean as he caught his breath.  As I finished and stood up, he told me how great that was and asked if it was weird because we knew each other.  I said that it was actually really hot.  He agreed and pulled me in for another kiss.  I decided to give him an out just in case and asked if he needed to leave while running my fingers along his half-erect cock.  He reached down to grab my ass and said he had all night, but requested that we get naked, which was fine with me.  We quickly stripped and I offered him a drink.  We relaxed on the couch and chatted for a while with our hands wandering a bit.  Of course there was a ton of flirting as we were both high off the fun we'd just had.  Before too long, he was getting noticeably hard again and I started stroking him slowly.

His hand was on my back as I sat forward on the couch next to him.  My eyes fixated on his hardening cock, I was slowly stroking him while smiling with glee.  I could practically feel his eyes looking me up and down as if he was trying to decide what he wanted to do to me next.  While he was letting his imagination wander, I knew that I wanted to taste him again.  I hopped up on the couch on my knees with my head down over his lap to allow him to continue touching my back.  As I grasped his base and lowered my head to accept his cock again, it was making me hotter than usual to know who I was sucking.  He moaned and called me "son" again and it turned me on even more.  His hand moved up to my shoulders to push me further down on him as if to reassure me that he was in control.  I closed my eyes and happily worked his cock with my mouth and one hand.  I was lost in the moment and there was nowhere else I would've rather been.  I felt a rush over my body as he slowly dragged his fingers down my spine.  I couldn't help but moan as he slid his hand between my butt cheeks and I felt his finger tip on my hole.

He was rubbing my tight boy pussy as if to warm it up before slipping inside me.  I instinctively raised my ass slightly as if to beg him for more.  He commented on how tight I was as if he was an expert on boy holes.  He popped his middle finger in me as if to measure the resistance.  He must've liked what he felt because I got a squirt of precum soon after.  He directed me to squeeze his finger.  When I did, he complimented my mastery of my muscle.  Another finger joined the first and started massaging me and loosening me in preparation for his girth.  He had complete control of me as he began telling me how he'd always wanted to fuck me.  His fingers coaxed an unexpected moan while his cock was halfway past my lips.  His other hand ran through my hair and pulled me down on him.  His moaning was getting louder as his cock and fingers penetrated me from both ends.  I could tell that he wasn't going to last much longer and was more than willing to gulp down a second serving of his seed, but he had other plans.  He pulled my head back and made me release his manhood.  His fingers pulled out of my ass as he told me to get up in a more commanding tone than I'd heard before.  I instantly obeyed and stood up straight.  I was naked in front of him with my boy cock swaying only slightly erect and several drops of precum forming.  He moved forward as if to stand, but I soon found his mouth nearing my penis.  He took my tip in his mouth and sucked to milk a little more juice from me before standing up and embracing me for a deep kiss.

I was ordered to show daddy to my bedroom.  As we entered, he walked to the bed and pushed on it.  It is a king-sized bed with a reinforced wooden frame.  He pulled me in for a kiss and then pushed me onto the bed.  I squealed with delight as I came to rest on my back.  I pulled my legs up so my feet were resting on the edge of the mattress and my legs spread in front of him.  I raised myself up on my elbows to point out the lube on the nightstand and tell him that there were condoms in the drawer.  He paused for a second as if contemplating his next move before leaning forward to kiss me.  His erection rested against my smaller and softer dick in what felt like an assertion of his dominance.  He leaned back again to grabbed the lube and fetched a condom.  He ripped open the golden wrapper and was rolled the rubber down his shaft as if to demonstrate how quickly he could be ready to fuck.  A single squirt of lube, a few stroked of his shaft, and his lubed fingers were prepping my hole to be stretched open.  We both smiled as he lined up his cock and I felt his head push against my supple sphincter for the first time.  I couldn't help but be excited that this was a dream we both had separately in the past and were about to make it come true together.  I laid back on the bed as he asked if I was ready.  With a nod to confirm, he pushed forward.

With one short thrust, he forced me open.  Both of our jaws dropped and our eyes were locked.  He paused for a moment either to stop himself from cumming or to allow me to relax and accept his girth, either way it was a shared fantasy fulfillment.  I gripped his shaft to let him know I was ready and he started slowly sliding into me.  His eyes rolled back and he started commenting on how great it felt to be inside me.  He called me son several times.  I encouraged him by stating how big his cock felt and calling him "daddy" in my "fuck me" voice.  As he pushed forward, precum started oozing from my dick as if he was pumping it out of me.  He completely filled me.  Once he was as deep as he could possibly be, he paused again and our eyes connected.  I gripped him again as he pulled back.  The first thrust only lasted maybe 10 seconds, but my mind was racing.  Having fully introduced my insides to his length and girth, the next thrust was faster, and the following even faster.  I loved that he was so turned on that he just wanted to fuck.  He quickly built up to a powerful, primal pounding and I swear his cock grew another inch.  He was slamming my p-spot like a pro and I knew it wouldn't be long before I would be overcome by the pleasure.  After only a couple minutes experiencing his mastery of topping, I couldn't help myself.  "Ooh Daddy, I'm cumming!"

This obviously made him very happy.  My cock was mostly erect and flopping about with each powerful thrust he was giving me.  My hands were holding my legs apart just above my knees.  His voice, more stern than before, grunted out "give it to me, son!"  I exploded.  Ropes of cum started shooting out of my boy cock onto my chest as I screamed "yeeeeeeesssssss!"  The mixture of pleasure and pain intensified as my boy hole tightened around his engorged shaft and my body began intermittently shaking.  He felt it and kept driving into me again and again.  He knew if he kept hitting that spot inside me, my orgasm would continue until he was ready to burst.  I was now gasping with my jaw dropped and my eyes fixated on his face.  He was red with veins visible on his forehead and a constant grunting and moaning.  The first coherent thing I'd heard since my orgasm had started was "I want to breed you."  I can't remember if I agreed out loud or just thought it, but he definitely took my queue as approval.  He quite impressively reached one hand down, pulled his cock just barely out of my hole while squeezing enough to strip the condom off, and tossed it to the side.  Without his hips even pausing, he plunged into my gut and released a sort of battle cry.

It felt like he was even deeper than he had been before.  With one thrust of his bare cock into me, his entire cock throbbed.  His hands were on my thighs close to my waist pulling us together.  He yelled "fuck yes, son!" as he filled me with his seed.  Not only had my orgasm not finished, but it somehow found a second wave.  My hole tightened yet again and as he thrust and pulsated a second time, I started shooting small amounts of cum from my half-erect cock.  For several thrusts, we were synced perfectly to shoot simultaneously.  I could hardly breath from all the excitement.  About a dozen mind-blowing pumps later, he came to a stop.  I could feel his cock jump a few times as we caught our breath.  His face returned to normal and his shaft softened some.  As he pulled out, he leaned down to lick my cum and moved up to share it with me in a deep kiss.  I could feel his seed gushing out as my stretched muscle tried to close.  He was inside me for less than five minutes, but it was absolutely amazing.  He moved down to lick more cum and continued down until I felt his tongue lapping up the mess around my hole.  I gasped as he stuck his tongue in me as if to coax more cum out.  When he returned for another kiss, he fed me a small mouthful of our combined semen.

He was a little sweaty from all the excitement.  I was overcome by his musk, the taste of our cum, and the thrill of being so completely dominated by a man I'd fantasized about for some time.  My body simply went limp under him.  As he stood up, his body glistened.  He caught me off guard when he pulled me off the edge of the bed and onto my knees.  My head was resting on the side of the mattress and his messy cock was inches away from my face.  He was not shy about what he wanted and I loved it.  I opened my mouth and he pushed his cock past my lips for me to suck him clean.  He remained about half erect despite pumping me full of cum just minutes before.  I gladly sucked him and licked every inch of his cock to make sure he was clean.  Once I was done, we relaxed naked on the bed and chatted some more.  His tone had noticeably changed from before.  He was still charming and flirtatious, but now a little more assertive about telling me he was going to fuck me again.  He also complimented me on being a very intuitive and giving bottom.  He did ask if I was sore, though I'm not sure if it was out of genuine concern or another way of asking if he could be rougher next time.  I assured him that I was fine and that his cock was the perfect girth for me.  I felt as comfortable with my new Daddy as I did with men that I'd seen regularly for years.

I got us some water and we hung out for maybe half an hour.  There was some touching and light teasing, but I was actively trying not to get him too excited.  I wanted the next fuck to last a bit longer.  Though our five minutes of fun was absolutely amazing, I couldn't wait to find out how he fucked when he wasn't so close to climax.  He had told me before that he could fuck for a while, so I was writing the first one off to our mutual excitement.  The night was still very young and we were going to enjoy it.

We relaxed on my bed for a while following our first incredible round of fucking.  He had certainly shown that he was the hung dominant top daddy that he described in his profile.  From his compliments, I was the smooth and tight submissive bottom boy that I had advertised.  We got some drinks and walked around naked as I showed him the rest of my apartment.  I couldn't help but glance at his cock every minute or so.  It had been at least half an hour since he was inside me and his cock was still erect enough to be flopping in front of him as he walked.  He touched my shoulders and back in a playful manner.  I was excited to show him my large collection of toys and opened my dresser drawer.  He went straight for the largest dildo, about 11 inches and very thick, and asked if I could take it all.  When I told him I could, he obviously had his doubts, so I offered to show him.  He liked the idea, so I grabbed a bottle of lube and a towel before leading him to the living room.

My coffee table isn't very wide and is very sturdy.  I licked the suction cup on the end and stuck the monster dildo to the table.  He sat on the couch as I stroked lube onto the thick shaft.  When I asked, he preferred to see my backside as I crouched down.  I aligned myself with the head of the dildo and took a breath.  My legs were spread and hands between them on the table holding me up as I slowly let gravity pull me down to take the toy.  I arched my back as it stretched me open and slipped into my gut.  He liked how steadily I was taking it and theorized that I had to have taken some large cocks to be that good at it.  Once I had worked up and down a few times, I was sitting on the table so that he could only see the edge of the suction cup.  I let my legs relax and lifted my arms as if to say "taa-daa!"  He was impressed and even called me a "good boy."  Watching me had apparently induced a primal reaction.  He stood up and walked around the table to put his mostly erect cock in front of my smiling face.

I took him into my mouth yet again as he postulated aloud that I'd probably had big cocks in both ends before.  I loved that he was essentially calling me a slut and it obviously turned him on.  His hand found my skull and started pulling me down to accept him in my throat.  He stepped back slightly forcing me to lean forward as he ordered me to begin fucking the dildo.  Seconds later, I was bouncing my butt up and down a few inches on the rubbery shaft as it held me wide open.  We were both getting into it and daddy was now asking me all kinds of questions that I could nod to answer.  He found out that I had been with multiple men at once before, that I was already bottoming when he knew me before, and that I was actively seeing currently several men.  All of that was turning him on even more as I tasted more precum draining onto my tongue.  He was ready to go when he pulled my head back and told me to bend over the arm of the couch.  I stood up and felt the air hit my open hole as the dildo flopped free.  Seconds later, I was in position and he was already lining up behind me.

He grabbed my hips and thrust forward burying his cock inside me.  He started playing with me by slowly thrusting, sometimes pulling it out and slapping my hole, and calling me some more aggressive names.  I was now a slut and a fuck boy.  He had me tell him that his cock was way better than the dildo.  There were more questions now that my mouth wasn't preoccupied.  He asked how many men I'd been with, how many cocks I'd sucked, when I got started, and how big my current regulars were.  He told me that he wished he knew how slutty I was years ago.  I could tell from his teasing and steady, yet firm, voice that he wasn't overly excited like before.  He was in full control and I was loving it.  He was enjoying pulling out to allow me to close and then forcing me open again.  He spanked me a few times while he was deep in my gut so he could feel me jump.  Once he had his fun testing and teasing my hole in that position, he ordered me to turn over.

My hips were resting on the arm of the couch while my shoulders and head were on the cushion, so my butt was raised to present my hole to daddy.  My boy dick was still mostly flacid but oozing a small amount of precum.  My hands were on my inner thighs holding my legs apart for him.  Our eyes locked as he stood over me and tapped my hole with his big daddy dick.  It was one of the most submissive positions I'd ever found myself in and it had me steaming hot.  "Fuck me, daddy!  Please, I want you inside me."  With that, he pushed forward forcing me open yet again.  In this position, the pressure against my prostate felt amazing.  My cock oozed more precum as his manhood filled me completely.  He knew exactly how to tease my p-spot perfectly with a slow and rhythmic thrusting.  My jaw dropped yet again.  This Adonis of a man could teach a master class in topping.  I just froze in place since I dared not move and ruin our alignment.  The orgasmic pressure was building inside me with every push and pull.  I actually tried to hold back my climax to enjoy the build up a little longer, but a few thrusts later, it was futile.

I exploded.  With a loud "yes, daddy!" my stretched sphincter gripped down as best it could and my cock began spewing all over my chest, face, and the couch.  This excited him even more as he continued the prostate pounding and told me how much he loved fucking the cum out of me.  He showed no sign of finishing any time soon and I was in complete awe of his ability to pinpoint my pleasure spot.  It's hard to say if I came several times or if it was just waves of one massive orgasm, but I was in heaven.  My boy sac felt completely drained as the last amount oozed from my now-erect dick.  I was cumming for at least a couple minutes and was gasping for air yet my new daddy seemed like he was just getting started.  I was being totally dominated and was perfectly content to do whatever this man wanted.  He absolutely knew it as well and ordered me to eat my cum.

I began collecting the mess from my face and chest and licking my fingers clean.  My orgasm had faded into a steady tingling over my body.  I almost felt overwhelmed as if his precise pounding was desensitizing my p-spot, but I really wanted to make sure he finished.  It was time to see if he liked a boy to beg.  "I want your cum, daddy.  Please breed me!"  I quickly got a positive response as he sped up and told me he was going to fill me with his seed.  He had been stretching me open so much that I could barely tighten around his shaft.  It didn't matter.  I wasn't even really involved anymore as his head fell back and he let out his roar.  He wasn't kidding that he was going to fill me up.  While he fired his load in me and I could immediately feel the mess running down my crack.  He drilled my gut until his cock stopped twitching and backed away to reveal my gapping wet insides.  I could feel the cool air inside me for only a couple seconds before his tongue entered me.  He licked and slurped up a good amount of his seed and moved around to my side to kiss me.

He fed me his cum and made sure I was okay.  I grabbed the towel from the coffee table to hold between my legs as I rolled off the couch and to my knees.  I happily licked his cock clean.  Once I finished, I cleaned up the mess from the couch using a combination of my tongue and the towel.  We headed to the bedroom to rest for a bit.  I quickly found myself being spooned by him as if to comfort me after the anal assault I had just experienced.  We chatted for a bit before agreeing that nap was in order and got under the bed spread.  As he held me, I could feel his shaft gently resting between my butt cheeks.  I couldn't help but think about how that evening had gone so perfectly.

We ended up sleeping until early morning.  As I awoke, I became keenly aware of his familiar erection pushing against my back.  I moved my butt up to align our bodies to come together yet again.  His arms were still around me and he was definitely awake, but be let me push myself back into him to fuck myself on his cock for the first few gyrations of my hips before I pushed myself pretty far down on him and stopped.  "Fuck me, daddy"  His arms tightened around me and his hips began rocking back and forth on the bed.  We were under the covers in a what felt like a warm pleasure cocoon.  He was getting noticeably stiffer inside me as he whispered in my ear that I wasn't as tight as when he first arrived.  That really turned me on and I let him know with a moan while pushing my butt back into him.  I had only been awake for a couple minutes and his cock was deep inside me.

He talked as slowly fucked me.  He told me that he really enjoyed our night together and he was glad we reconnected.  He asked if he had been too rough with me and he liked when I told him "not at all!"  He adjusted his angle of entry a few times to really hit my prostate which made me gasp a little.  He was making me swoon again by calling me beautiful and how wonderful it felt inside me.  He held me tight and was in full control, so I was just moaning with my eyes closed.  I held my butt as still as I could to maintain the perfect angle.  This daddy knew exactly how to top me.  For maybe five minutes, he rocked his hips to grind into me and listened to me moan.  It was a slow build up to my orgasm, but I was enjoying it immensely.  My boy dick was oozing precum as the rush of my impending explosion came over me.  "You're going to make me cum, daddy!"  He sped up slightly and I couldn't hold back any longer.

He held me tighter as if I would try to move away as my stretched muscle tightened as much as it could.  The rhythmic prostate pounding suddenly felt much more intense and my moaning turned to screams of pleasure.  My entire body began shaking slightly in response to each thrust.  I was completely lost in the moment and couldn't tell you how long the whole thing lasted, but it felt like several minutes.  As my orgasm started to subside, I was overcome with numbness as if I was floating there on the bed.  At that point, I was spent, but he was not.  He caught me a little off guard when he rolled us both so that I was on my stomach with him on top.  He spread his legs to anchor himself on his knees before starting an aggressive pulverizing of my already used hole.  It was one of the hardest poundings I'd ever taken.  My prostate felt like it had switched off after my orgasm and my hole was now so loose that I wasn't really feeling much pleasure or pain.  With each powerful thrust, he would drive into me, forcing me down against the bed, and then bouncing us up to repeat.  I was his fuck toy in that moment and he was calling me all kinds of dirty names.  He had me gasping for air, but there was no way I would've asked him to stop.

The assault probably only lasted another minute, but it was one of the longest minutes of my life.  He was really showing me his stamina by not slowing down at all.  Once he had completely dominated and used me, he pushed off the bed with his arms and arched his back while driving deep into my gut as he let out a roar.  He was filling my gapping hole with another huge load.  With four of five more powerful thrusts, he had drained his big balls and at last came to a stop.  After telling me how amazing that was, he rolled off of me and onto his back beside me.  I couldn't move at all and I felt sore all over.  It was one of those moments as a bottom that made me wonder if my butt would ever be the same again.

He got out of bed and went to the bathroom while I remained motionless.  It had certainly been a wild night and I needed more sleep.  When he returned to the bed, he was starting to get dressed.  He complimented me again on being a great fuck and casually suggested that we do it again soon.  He acted as if he hadn't just blown my mind and thoroughly wrecked my body.  I, of course, told him that he could fuck me whenever he wanted.  That made him smile.  He left as I fell back to sleep.  It took me most of the day to get over the soreness he had caused, but I was grinning the entire time.

We did hook up again about a week later and it slowly turned into a regular occurrence.  Every time he gives me a minutes-long orgasm and usually pounds me until I get that numb feeling from the overstimulation.  He has used me in every position I can think of and I have loved it every time.  While I typically have several regulars, he is definitely the most aggressive and I can't get enough.

The End.