First With a Monster
Introduction:
A big prick takes my virgin rear
It was my first time with a man. I turned 21 the day before, and somewhere along my binge of top shelf alcohol, I ran into Jimmy Kristol. Ironically Jimmy’s rock hard dick was straining vainly for freedom from the boxer briefs he still wore. How I ended up here, in my bedroom, completely naked and seconds away from being fucked by a hung hot guy, I don’t quite know.
It was around midnight when Jimmy approached me at the bar uptown. I was well intoxicated and my comments on his appearance and sexiness startled me and him as well. We got to know each other for a while longer until suddenly, he bluntly asked if I would do anything sexual with him. I weakly declined and Jimmy saw right through me. He saw the glint in my eye. Thankfully the awkwardness was broken by last call. I subconsciously wanted to have sex with him and without thinking I demanded he stay the night at my place. Happily agreeing, we left and headed home. The sexual tension was so tight between us on the drive that when I shut the front door of my home, I bee lined to my abode.
“I apologize Jimmy. I don’t really know how to proceed. I’ve never practiced before…” I admitted shyly. Jimmy chuckled. Just do what the porn actresses do on film. Be sloppy yet passionate.
I swallowed hard and pulled Jimmys boxers off, releasing a cock so impressive that porn talent searchers would fight for his contracts. He had mentioned earlier in the night that it was nearly 11 inches long. To make matters worse for my unaware and unprepared asshole, Jimmy’s cock was just as wide as it was long. I stroked him slowly and nervously, gaining confidence to start giving him head. I gave a big sigh of acceptance and started sucking on his tender head. Jimmy got a little impatient when I stayed at the tip for too long and decided to grab the back of my head, pushing me further down. I managed to get ¾ of his cock into my mouth before I couldn’t breathe and had to stop. Luckily, I didn’t gag. Remembering his advice, I quickly went from slow and shy, to gaining speed and getting sloppier, causing him to moan in pleasure. I sucked and sucked and sucked until my jaw cramped up and I was forced to take a rest.
“Man! I never thought giving blowjobs would affect me that way. Its like I was in a trance and just couldn’t stop, not that I wanted to.” I said as I jumped onto my bed and laid on my side to face him.
“So you liked my throbbing cock in your pretty little mouth?” he taunted playfully. “Now Its time to switch pace. Pick how you want to be positioned. Once your ready I’ll gladly take that virgin asshole.”
His naughty talk only fueled me more. I debated for a minute between doggy style or on my back as he stood behind me. I chose the slutty doggy and assumed the position in the middle of my bed. Looking curiously behind me, I watched Jimmy lube the head and a little of his shaft with spit, then he rubbed some onto my puckered pink hole. I looked ahead as he aimed and guided himself forward. I expected a slow easing pace but Jimmy dove straight in and buried it all the way down to the base.
I screamed into my pillow as pain throbbed and pulsed through me. I wanted to cry. Even staying still, the size of his cock was plenty enough to rip me open. After I had collected myself, I realized the pain had turned into an exciting pleasure. Jimmy noticed that I had stretched enough and started mini-thrusting into me. Within moments I was face down, ass up high, and taking a monster cock deep and hard. I involuntarily moaned and whimpered. The amazing sensation of being assfucked completely possessed my newly enlightened body. I thrusted against his hips, looking back at him so I could see part of his cock as he rhythmically screwed me. By now I was so incredibly aroused that something inside me switched, causing me to completely lose myself.
“Jimmy!” I moaned, “give me everything you have and when you cum I want a facial so I can taste your gooey load.” Jimmy replied by pressing my head into the mattress and going full speed. I twitched and convulsed in mini-orgasms as he got rougher and harder. At last I climaxed and emptied my load onto the sheets as I noticed Jimmy was near exploding as well. I pulled off of him and quickly laid under his slobbery ball sack. I opened wide and closed my eyes as he drenched my face. I swallowed what made it in my mouth and licked what I could from my lips.
“Well? How did my virgin ass feel around your dick?” I asked him innocently.
“Samuel…I’ve never fucked an ass so amazing. You suck like a hooker and fuck like a sex slave! You should see how slutty you look with your face dripping cum onto your body. You look like you enjoyed it?” he baited.
“Enjoyed it? Jimmy I’ve never ever felt such an intense sensation. I’m still so aroused that I feel one cock just isn’t enough. I think we should do this again sometime, except add another to fill both holes at all times. I might even become loose enough for a double anal screwing!” I panted in reply. “Now time to sleep. This way I can wake up sooner and repeat this in the morning before you leave.”
“I live close by, maybe 10 minutes tops. And I’ll have to agree to your logic. Lets get some rest and in the morning I’ll give you a rough facefucking followed by the most hardcore, roughest, brutal anal hatefuck. If you perform like you did so incredibly tonight, I’ll creampie you so it oozes back out.” Jimmy said, fading off to sleep. I laid awake long enough to enjoy my throbbing ass muscles before I too fell asleep.
It was around midnight when Jimmy approached me at the bar uptown. I was well intoxicated and my comments on his appearance and sexiness startled me and him as well. We got to know each other for a while longer until suddenly, he bluntly asked if I would do anything sexual with him. I weakly declined and Jimmy saw right through me. He saw the glint in my eye. Thankfully the awkwardness was broken by last call. I subconsciously wanted to have sex with him and without thinking I demanded he stay the night at my place. Happily agreeing, we left and headed home. The sexual tension was so tight between us on the drive that when I shut the front door of my home, I bee lined to my abode.
“I apologize Jimmy. I don’t really know how to proceed. I’ve never practiced before…” I admitted shyly. Jimmy chuckled. Just do what the porn actresses do on film. Be sloppy yet passionate.
I swallowed hard and pulled Jimmys boxers off, releasing a cock so impressive that porn talent searchers would fight for his contracts. He had mentioned earlier in the night that it was nearly 11 inches long. To make matters worse for my unaware and unprepared asshole, Jimmy’s cock was just as wide as it was long. I stroked him slowly and nervously, gaining confidence to start giving him head. I gave a big sigh of acceptance and started sucking on his tender head. Jimmy got a little impatient when I stayed at the tip for too long and decided to grab the back of my head, pushing me further down. I managed to get ¾ of his cock into my mouth before I couldn’t breathe and had to stop. Luckily, I didn’t gag. Remembering his advice, I quickly went from slow and shy, to gaining speed and getting sloppier, causing him to moan in pleasure. I sucked and sucked and sucked until my jaw cramped up and I was forced to take a rest.
“Man! I never thought giving blowjobs would affect me that way. Its like I was in a trance and just couldn’t stop, not that I wanted to.” I said as I jumped onto my bed and laid on my side to face him.
“So you liked my throbbing cock in your pretty little mouth?” he taunted playfully. “Now Its time to switch pace. Pick how you want to be positioned. Once your ready I’ll gladly take that virgin asshole.”
His naughty talk only fueled me more. I debated for a minute between doggy style or on my back as he stood behind me. I chose the slutty doggy and assumed the position in the middle of my bed. Looking curiously behind me, I watched Jimmy lube the head and a little of his shaft with spit, then he rubbed some onto my puckered pink hole. I looked ahead as he aimed and guided himself forward. I expected a slow easing pace but Jimmy dove straight in and buried it all the way down to the base.
I screamed into my pillow as pain throbbed and pulsed through me. I wanted to cry. Even staying still, the size of his cock was plenty enough to rip me open. After I had collected myself, I realized the pain had turned into an exciting pleasure. Jimmy noticed that I had stretched enough and started mini-thrusting into me. Within moments I was face down, ass up high, and taking a monster cock deep and hard. I involuntarily moaned and whimpered. The amazing sensation of being assfucked completely possessed my newly enlightened body. I thrusted against his hips, looking back at him so I could see part of his cock as he rhythmically screwed me. By now I was so incredibly aroused that something inside me switched, causing me to completely lose myself.
“Jimmy!” I moaned, “give me everything you have and when you cum I want a facial so I can taste your gooey load.” Jimmy replied by pressing my head into the mattress and going full speed. I twitched and convulsed in mini-orgasms as he got rougher and harder. At last I climaxed and emptied my load onto the sheets as I noticed Jimmy was near exploding as well. I pulled off of him and quickly laid under his slobbery ball sack. I opened wide and closed my eyes as he drenched my face. I swallowed what made it in my mouth and licked what I could from my lips.
“Well? How did my virgin ass feel around your dick?” I asked him innocently.
“Samuel…I’ve never fucked an ass so amazing. You suck like a hooker and fuck like a sex slave! You should see how slutty you look with your face dripping cum onto your body. You look like you enjoyed it?” he baited.
“Enjoyed it? Jimmy I’ve never ever felt such an intense sensation. I’m still so aroused that I feel one cock just isn’t enough. I think we should do this again sometime, except add another to fill both holes at all times. I might even become loose enough for a double anal screwing!” I panted in reply. “Now time to sleep. This way I can wake up sooner and repeat this in the morning before you leave.”
“I live close by, maybe 10 minutes tops. And I’ll have to agree to your logic. Lets get some rest and in the morning I’ll give you a rough facefucking followed by the most hardcore, roughest, brutal anal hatefuck. If you perform like you did so incredibly tonight, I’ll creampie you so it oozes back out.” Jimmy said, fading off to sleep. I laid awake long enough to enjoy my throbbing ass muscles before I too fell asleep.
