Story Details
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Florentine Holiday
Hey, this story is fiction. Was just bored so I decided to write something. This is my first time, so yeah. Hope you like it.
My names James and I'm 17 years old. I play rugby and soccer so I'm kinda a jock in school. I'm fit, six pacs abs, strong chests, but I'm not freakishly muscular just so you know. I do a lot of intense training thanks to my coach. I'm stabding at 6'2. I have brown short hair with grey eyes. I have an 8'1/2 dick which I'm proud of. It's not the biggest but it's good enough for me. I mainly keep to myself in school. I don't really like to mix around. And just incase if you're wondering, yes I've never fucked before. Yeah sure girls have come on to me in school but I'm not interested. I've had an insane crush on my classmate since I was 14. So call me old school but she's the only one for me.
Her name's Hayley. She had everything a guy could ever dreamed of. Great personality, smokin' hot body. By looking at her everyday, she has the greatest curve, her racks are around I'd say 30C and standing at 5'6. Blonde hair and light green eyes. We've been best friends for a while. We're both Americans studying in International School in Rome.
Anyways, one day, we were going for a school trip to visit Florence, Italy. When all the students who were taking part in the trip were assembling, I was looking for Hayley and finally I spotter her, in a tight white tank top, exposing her cleavage and showing the her tight curves while wearing tight short jeans which shows the shape of her perfect ass and her nice pair of legs. My dick instantly went hard. I couldn't stop thinking of just caressing her boobs and just fuck the shit out of her.
So she saw and came up to me. She said to me "Hey James, you excited?" I quickly replied "Yeah you bet"
"Sit next to me on the bus?" she asked me with a smile. "Yeah sure, anything you say" I replied with a smile.
When we were stowing our luggage at the compartment below the bus, she bent down in front of me in her tight shorts to keep her bags, and I saw the most amazing view of her tight sweet ass. My mind went mad. I just wanted to slap that ass. So anyways, while on the journey we chatted and talked and she fell asleep on my shoulder. I smiled and sighed. When I looked at her, I immediately noticed her cleavage. Damn I thought to myself. I need to jack off my thick meat real bad.
After 2 hours and a half on the road, we finally arrived. We immediately checked in the hotel. I was bunking with 2 other guys, both of them on the rugby team, Paul and Stefano. We were to gather at the hotel lobby in an hour. While she was bunking with her sister and her friend, Samantha and Vittoria.
"So I'll catch you later then" I said with a smile. "Yeah okay James." she said.
We spent the whole day going to Museums and more museums. In the evening when we got back to the hotel, the teachers allowed us to leave the hotel if we want and just walk around the streets, shopping and stuff but as along as we got back by 10. So I thought of taking her to dinner. But dinner did not come as i planned.
"Hey James, Stefano and I are heading out first. We'll catch you later man" Paul said. "Yeah, sure thing" I was in the toilet drying myself after a shower when I replied. I went out of the toilet, shirtless and pantless so I was naked with my 5 inch unerected dick hanging and the moment the door almost closed somebody else pushed the door open. It was Hayley.
Shit I thought to myself. She was wearing a tight white t shirt also exposing much of her cleavage and a short mini skirt.
"Hey James, I was-- Oh shit sorry!" She quickly said. "No no! It's fine!" I said while covering my raging hard on but covering it with my hands didn't do much. She quickly shut the door.
There was an awkward silence for a while. I realised she was kinda looking at my crotch. "I think i'll put on some clothes first" I nervously said. "No don't" I realised she was biting her lips. "Your body is just, you know James, so fit and with that big dick, you can have any girl you want." she said with a sexy tone. She walked towards me and stood literally body to body with me pushing her tits against my chest. I was rock hard. She looked at me with those green eyes while her hand slowly removed my hand over my dick. Without hesitating she grabbed my 8inch dick and started stroking it.
Ohh shit that feels good I thought to myself. By the expression on my face she could tell I was enjoying it. "If you're enjoying this, wait till you get this" she said.
She went down on her knees and kept stroking my dick. And my dreams came true. She slowly licked my around my shaft. I was going nuts. She slowly took it in her mouth and starts sucking my dick like a pro. "Ohh fuck that feels good hayley" I moaned. "It's my first time babe." I couldn't believe it. Well I wouldn't know anyway, I never had my dick blown. She liked my dick up and down as if she was sucking on an ice popsicle. She started deepthroating my cock while looking up at me with those green eyes.
"You like that don't you?" she asked with that grin on her face.
"Oh shit if you keep on going I think I'm gonna cum. Fuck I'm gonna cum!" I yelled.
She started blowing my dick faster. "Ohhh shiiittt I'm cumming. I shot my load while my dick was still in her mouth. It felt awesome. She swallowed the while thing in "Oh fuck that was great" She took out my dick. "You're still hard babe." she said. "I could go on forever"
I pulled her up and and pushed her against the wall while kissing her lips intensely. I reached out my hands and squeezed her big tits through her t shirt. I pulled her shirt off and started playing with her boobs. She couldn't stop moaning as I massaged her perfect tits. Her hands were going through my hair while I could hear her gasping for air. I unhooked her bra and I grabbed her nipples and pinched it while rubbing my face in between her tits. It was driving her wild. "Ohh baby, it feels so good." she moaned.
"I laid her down on the bed and i started unbuttoning her skirt. I pulled it off a long with her panties. Shaved pussy, just the way I like it. I bent down and started licking her tight pussy while my hands grabbed her tits and massaging them. She kept screaming my name, forcing me to do it harder. My left hand slid down her flat abs and I started to finger fuck her. I pushed in two fingers and she went wild. Her feet was just moving constantly on the bed.
"I can't take it James. I want you to fuck me with that big cock, fuck me now" she begged. I smiled and I spread her legs open. I got on top of her, with my chest pressing against her busty tits. "Slowly in the beginning please James." she said to me while looking into my eyes. I just smiled. I placed my dick at her virgin pussy and gently entered her. She was biting her lips and started to gasp for air. Fuck she was so tight. I couldn't stop moaning too. I fucked her slowly, pushing less then half of my dick in her. Her hands were just rubbing through my hair.
"Oh fuck baby, it hurts" she yelled. "I know babe, the pain will go. I promise" I said as I was penetrating her tight pussy. I pushed my cock in deeper. "Ohh fuck! Yes James! Mmm.." After she said that, I guess it didn't hurt anymore. So, I slowly picked up the pace. She moaned and groaned with every thrust I gave. I went faster and faster pushing my cock the whole way in. She screamed and moaned. "Ohh yes James! Harder!" she begged. Her tight pussy was just gripping onto my cock.
She pushed me off and i landed on my back next to her. She climbed on top of me and placed my dick at her pussy. I saw the full frontal view of her. She was so fucking hot. She slowly went down on my dick. "Ohh fuck" she groaned. She was riding on my dick like a pro going up and down while her tits bounced. Her ass grinned against my balls with every thrust. She lowered her body and pressed her tits against my chest. I grabbed her ass and continued fucking her tight pussy. She couldn't stop yelling my name.
I flipped her over, and went into doggystyle. I placed my dick at her pussy entrance and while my hands grabbed her ass. I forcefully pushed my whole 8 inched dick in her tight pussy. She screamed and I think the guest next door would have heard. I started fucking her so hard until she started too grab onto the bed stand and held on to it.My balls were slapping against her ass with every push I gave. I knew I was gonna cum soon and I still continued fucking her. Her groaning and moaning just turned me on more. I started grunting as I was almost about to cum.
"Ohh fuck I'm gonna cum!" I cried. "No wait for me James. I'm almost there!" She yelled. "I've only got like 8 seconds babe and I'm gonna cum inside of you! I can't take it!! I yelled. "No don't! Please don't!" she begged. I didn't care for what she said. i just wanted to shoot my load in her tight pussy" "Ohhh here it comes..!! Ohh yes..!!!" I cried while pushing my dick in her pussy. As her pussy clenched on my dick, I shot my load deep in her pussy as she orgasmed. I just stood at that position laying on top of her ass with my still hard dick deep in her pussy while she lays down on the bed. We were panting hard. I started kissing her neck and biting her ears. I know I can still go on but she's exhausted. I got off her and lay next to her. Our eyes met.
"You were great James." she said while panting. "I did my best ma'am" I replied with a smile. "Let's get dressed and go out" she suggested. "Whatever you say" I grinned.
The rest of the trip was okay. Nothing compared to the amazing evening we had. But I'm sure we'll be fucking a lot next time.
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