Back when I was 19 I had just moved across the country to university, I was excited to start a new chapter of my life living away from home, meeting new people and studying a topic I was passionate about. However, amongst all this excitement lay a much deeper desire. One to explore my sexuality.
You see I knew I was bisexual for a number of years but had kept it to myself, merely laying in bed at night exploring the idea over and over in my head, a thought that never failed to get me rock hard. To all my friends and family they would never have suspected a thing, I had only dated girls and never hinted at the idea of my attractions being any different, a secret only I knew of. When I turned 18 I couldn’t keep the fantasies in my head any longer and ordered myself a dildo online, my first of many, unsure where to start I ordered a 6 inch basic dildo not too dissimilar to my own cock. The days waiting for the parcel to arrive I could barely contain my emotions, a mix of excitement but also nerves, what if I didn’t enjoy it and ruined the fantasy? What if one of my family found it? What if it makes me want more? The day came wen it arrived, I had timed the delivery so my parents were away for the weekend and I had the house to myself, I took the parcel, thanked the post man and bolted upstairs to my room. Opening the discrete package I found the dildo and a bottle of lube, I was instantly hard. I caressed the dildo in my hand and realised there was only one more thing to do, I stripped off and lubed it up, carefully massaging the head around my hole inching in a tiny amount at a time, at first it hurt a little then my body got used to it. Taking my time I slipped the head in and the feeling was everything I had hoped it would be the next inch followed, and another, and another until I had fit the entire toy inside me, right down to the silicone balls. It felt orgasmic as I fucked myself with the toy for what felt like hours before I unloaded the biggest cum shot all over my chest, so hard some even hit my chin. From that moment I was hooked, but knew I needed more. Having mastered 6 inches on my first go I knew I could take more and promptly hopped online and ordered myself an 8 inch version of the same toy, longer and thicker this time.
This became a common theme over the next year and I amassed a collection of 5 dildos and a couple of butt plugs, which brings us back to having just moved to uni. I had carefully smuggled my collection into my moving boxes without alerting my parents and now had my own room and privacy. After a year of having to fit my self fucking sessions around when my parents were out I wasted no time in making full use of my new found freedom. Not a day went by in the first couple of weeks where I didn’t use one of my many toys at least once. I didn’t even need to hide them anymore, I left one constantly stuck to the wall of my ensuite shower, which made it extremely difficult to wash myself without ending up moaning under the sound of running water. It didn’t take long for me to begin to master all of my toys, I prided myself in the fact I could take my 8 inch long 6 inch circumference biggest dildo all the way to the base so my ass pressed against the shower tiles. I knew I needed more, to finally live out the fantasy I dreamed up in my head every time I slipped one of my toys inside of me, the thought of a man being on the end of that cock.
That night I went to the app store and downloaded Grindr, I had heard about it before but assumed it was merely a gay tinder. I nervously waited for it to download and opened it up. I filled in the very specific questions asked to set up my profile: 19, 5’10, 55kg, slim, twink, bottom. I was all set. Then the messages started, I hadn’t even set up a profile picture yet and I was receiving dick pics from men I didn’t even know. I wasn’t complaining, I’d never seen so many cocks before some big, small, old, young. I filtered out all of the ones that didn’t interest me and entertained convocation with the ones that did. I filled out my profile some more adding a topless torso photo of myself and the messages continued to roll in. For a week I messaged guys back and forth exchanging nudes and thinking about finally taking a real cock, yet I couldn’t see myself doing it, at least not with these guys. I had spoiled myself with my toys, I hardly used my smaller dildos only my largest, I loved the full feeling I got as I pushed all 8 inches inside of me and wanted that from the real thing. I questioned whether I was being stupid jumping in at the deep end, whether I should start off smaller and work my way up, but my mind was set, I wanted my first to be huge.
After getting back from a day of lecture I slumped onto my bed and opened up Grindr to have a browse. 1 new message from “6,7 Dom Top”. I immediately got excited and could already feel my cock start to grow in my jeans, I clicked on his message and was met with a simple “heyy” filled by a selfie of him at the gym. He was HUGE, muscles popping out of a tank top he made look tiny, a triangle swimmers torso, a chiselled jaw bone covered in a thin layer of stubble. I clicked on his profile: 28, 6’7, 105kg, muscular, top. My god I wanted this mad to fuck me I thought, but I bit my tongue, instead I replied “hey how’s your day going?”. He quickly replied and we continued to message in turn exchanging compliments and progressively more risqué pics. He sent a picture that turned me on more than any porn I had seen in my life, a completely topless pic wearing just tight cycling shorts showing the outline of a huge thick cock stretching almost halfway down his thigh. “Reckon you can handle this” he asked and I eagerly sent back a photo of myself filled with my largest toy, “most definitely” I confidently replied. We messaged some more and he told me he was heading off to the gym but would be back at 9pm and to meet him at his place then, “make sure you’re shaved smooth for me” was his last request before he headed out. I quickly hoped in the shower brushing past my dildo, I was so horny the temptation was there to use it but I knew I had better things to come later. I shaved myself completely clean, not a hair anywhere below my waist and I was ready for what was to come. Then the nerves kicked in, I suddenly realised I hadn’t done this before, playing with toys and taking a real cock where this 6’7 giant had full control were completely different things. I took a moment, pulled up the sexy photo of him in his cycling shorts and reminded myself this is exactly what I wanted.
I cycled over to his place still consumed by nerves, excitement and anticipation, I arrived at 8:55pm and messaged him to say I had arrived. “I’ll be 5 minutes, just walking back now” he said, so I waited just outside the terrace house for him to arrive. Sure enough he soon showed up, it was dark out but I knew it was him as he walked from the bottom of the street his height and stature gave it away, as the large shadowed figure approached I turned to face him as he greeted me with a smirk and a friendly “you made it okay then”. He looked even more handsome than his pictures as I tilted my neck back to look up at his towering height under the street lamps, it was cool but he was wearing a tank top and was glistening with sweat from his workout. I followed him to the door that he swiftly unlocked and kicked off his trainers, I did the same and as I got up from untying my laces he was stood over me, that’s when it started. He pushed me up against the wall and pulled my chin up towards him as he began to passionately kiss me, his height became instantly apparent as I was on the ends of my tip toes just to be at the same height as him leaning down. His stubbled brushed across my face as he took the lead in slipping his tongue into my mouth, I could smell his musk from his gym session which only turned me on more. He pulled away and then like a fireman rescuing someone from a burning building he lifted me onto his shoulder, turned and proceeded to carry me up the stairs. The entire time groping my ass over my jeans and moving his fingers towards my now smooth hole.
He drops me onto the edge of his large double bed and flicks a dim lamp on, he tells me to remove my jumper and I do as I’m told. He lifts my t-shirt over my head and slips off his own tank top followed by his shorts, I am now greeted by a pair of tight Calvin Kleins barely containing the mammoth cock slowly growing inside. I reach out and slowly lower the waist line until the top becomes visible, I see the first glimpse of what I am in for, it must have been nearly 2 inches wide! I continue to slowly lower the briefs until it his manhood is entirely revealed a few inches from my very eyes, I look in awe at it. Not yet hard but at least 6 inches in length and as wide as a red bull can. As I am sat upright on the edge of his bed his monster cock is inline with my face another reminder of his incredible height. He takes a step towards me and places his hand on the back of my head, slowly pulling me towards himself, I begin to lick and taste his cock. Any amount of practice on my toys could not have prepared me for the appetising and addictive taste of this mans penis, I was hypnotised taking it in my hand as I began to run my tongue all over it until saliva began to run down its now growing shaft. I wrapped my lips around the tip and started my edge my way down, an inch at first but slightly more each time, his hard still firmly on the back of my head so I never backed away enough to not still have him in my mouth. I continued to enthusiastically swallow as much as I could until I felt his thick tip against the back of my throat, he felt it too as he held my head there looking down at me as our eyes met, “good boy” he said as he tapped my cheek a couple of times with his palm before letting go of my head so I could pull back to breath. His cock had grown to full size now, longer than even my biggest toy and so thick I could just about wrap my fingers around it, slightly thicker in the middle of the shaft and a beautiful pink head emerging from the top, now covered and dripping with my spit. I could have sat there for an hour salivating over his enormous cock but he had other ideas.
He pushed me back firmly onto the soft bed and flipped me over as if I weighed nothing to him (unsurprising given his size and strength) I’m laying flat on my front and he grabs both my jeans and underwear at once and forcefully pulls them down and off my ankles in one clean sweep revealing my smooth ass. He parts my cheeks with his hand and admires my hole giving an approving grunt before spitting between my cheeks, as I feel the spit start to run down my ass he begins to rub my hole with his thumb massaging in his natural lube my now hard cock pressed against the mattress. I could not prepare myself for what came next, he pulled me up into doggy style position wrapped his hands between my legs around the side of my waist and interlocked his fingers over my lower back, firmly locking me in position. I could feel his strength like a vice there was no way I was moving then I suddenly felt his stubbled beard quickly brush both cheeks as he dived in and began to eat my ass. The feeling was otherworldly, something I had never experienced in my life all I could do was moan as pleasure pulsed though my body with every tongue movement. I would have collapsed if it wasn’t for his huge arms holding me in place, my hole begin to get used to the sensation and relax. I was in heaven. He finally pulls away after what felt like an eternity and lets me sink into the bed, I look behind me to see him reaching into his bedside table and pulling out a bottle of lube, I can see his cock still fully erect and I know what’s coming.
The lube is cold as he generously pours it on my already wet hole and massages it the same way he had previously, he slips his thumb inside me, it goes in with complete ease. He has warmed me up but wants to make sure I am fully prepared for his pornstar sized cock, he continues to finger me this time with two fingers from his extra large hand. Again I can’t help but moan as he moves deep inside of me, he pulls out, leans over my body and seductively asks close to my ear “are you ready?”. I look back at him, bottom lip bitten and nod. He pours even more lube out onto his cock and strokes it all over until all 9 inches are sufficiently covered, he grabs my ankles and pulls me to the edge of the bed before pulling my hips up so I am positioned in doggy so my ass meets his cock at the perfect height. Then I feel it, he brushed it up and down my hole, his tip so wide it touches both cheeks as he does so. He slowly pushes it in with one hand his other still firmly on my hip so I cannot move, the head slips in and I catch myself uncontrollably moan out in pleasure. I thought given the size it would hurt, but no such pain came, he was experienced and knew how to prepare my tight virgin hole. He paused just for a moment seemingly to make sure I was okay, my moaning indicated I was, and pushed himself further inside me. Slowly my ass ate up the tip followed by an inch, then another as his shaft started to widen slightly in the middle I could feel my hole be stretched. Then he pulled out just enough to still be inside of me just giving me a taste of the whole thing before slowly pushing back inside of me this time slightly further. I thought I knew what it would feel like having been playing with my toys daily for the last few weeks but the feel of real cock was unmatched. It was the feeling of giving over control that really set the experiences apart, I was at the whim of this man, he controlled my pleasure and there was nothing I could do about it. He continues slowly in and out each stroke deeper than the last, as he pushes the thickest part of his shaft inside me I’m not sure if I can stretch any further, but that is not my decision to make. He continues and I feel my hole wrap around the largest part then hug his slightly narrower base, he has 8 inches of hard veiny cock inside of me before once again pulling out making my ass expand to take the thickest part of his dick. He is confident I can take it all now and pulls my hips back towards him before trusting himself back inside of me, harder this time as my ass is forced to open and contact again, both hands on my hips now I couldn’t pull away even if I wanted to. I most certainly did not want to. He picks up the pace, definitely not to full speed but a consistent rhythm each time pushing his cock in almost down to the base, I can feel his hips smacking into my cheeks. I have never experienced such sexual joy, it was like all of my experimentation fantasies x100, I was moaning so loudly not for his ego but the sheer natural noise that came out of me with receiving such pleasure. He picks up the pace and starts to slap my ass cheeks, for him not even at half power but enough to leave stinging red marks and invoke more arousal in me that I didn’t know existed. I am being fucked hard and fast now he takes one hand off my hips and grabs my hair pulling my head back and arching my back, my hard cock is bouncing between my legs and I’d be surprised if his neighbours didn’t hear my screams of joy.
Suddenly he pushed me down onto my front and climbs up onto the bed both legs mounted over me, he slides his thick member into my now wide smooth gaping hole and pulls both my arms behind my back. He holds them there pressed against my back as if he was arresting me with just one hand, which given his size is more than enough. Each pump from his enormous cock now had his entire body weight behind it, crushing me as all 9 inches quickly but smoothly are rammed into my hole. The pleasure has only increased now, the sheer power he has over me is turning me on just as much as his cock is, which is now rubbing against my prostate with every deep pump. My own cock is now firmly pressed between my abs and the mattress and I can feel myself edging towards orgasm. He takes his spare left hand and pulls my hair back so my moans are no longer muffled in the duvet, his thrusts are fast and deep now each one pulling back to the tip and plunging all the way down to the base, my hole having to expand and contract to the shape of his incredible cock which only adds to the pleasure. With each deep thrust I feel myself edging closer and closer to orgasm, he senses this and speeds up and with more power behind his movements, all 105kg of muscle pushing his wide girth inside of me. I can barely get the words out between moans “I’m… gonna… cummm”, “so… am… I” he grunts back. A wave of euphoria rushes over me and a huge stream of cum shoots from my cock between my abs and the bed sheet, he releases a huge groan followed by a few more with each, now slower, thrust of his cock. My legs are shaking uncontrollably, as he slowly dismounts me I feel his cock slide out of my ass leaving a gaping hole now filled with his huge warm load, that starts to drip out and run down my ass. He gives my ass a playful slap and says “you alright” to which I can only reply with an exasperated moan. He is lying next to me now on his back cock still hard, dripping with cum, he rolls me over revealing a large puddle of my own cum now smeared all over my abs and pulls me in towards him as we both lay there catching our breath. “You took that so well” he panted, I reply “thanks… it was my first time” he looks at me almost in shock…“wow, good boy”.
After 10 minutes laying in his tree trunk arms I feel like my quivering legs may now support me and we make our way to the bathroom we both hop in then shower and he rubs me down and kisses me under the stream of hot water, passionately but not as rough as earlier once we are clean we hop out and get dressed. I notice the time, 10:15pm, and realise I better push off and not overstay my welcome, this was a hook up after all. He walks me to the door and lets me out, I turn back to him and say “hey, what’s your name?”, “Mike” he chuckles “and yours?”, “George” I reply. “See you again soon George”.
Source: reddit.com/r/eroticliterature/comments/zejx3e/i_m19_lost_my_virginity_to_a_man_m29_10_years_my