I Thought It Could Never Happen... free porn video

My name is Ben. At the time of this story I was a senior at a local private high school. I was about 6’ tall, had dark hazel eyes, medium long brown curly hair, weighed about 180 pounds and had a slightly athletic physique.

I lived with my two parents and my 15 and 10 year old brothers. Our house was always active and friends or acquaintances were always passing through.

Since the beginning of freshman year, I had carved out a place as the quiet, intelligent, but not-so-socially-suave person. I was cool with the position, but it did not give me much access to the girlfriend market.

I had about two girlfriends during my time in high school thus far. I didn’t get very far; mostly making out or feeling them up. Never quite got to go ‘all the way.’

I hoped to not be a virgin by the end of the year but I convinced myself that if things didn’t work out in high school, college would be better.

Plus there was the good ol’ Internet and the plethora of porn sights that were so perfectly linked from one to the other to keep me partially satisfied.

Now to the real story :

It was December 18th and school was nearing its end. I had gotten into the college of my choice and I was ready for a long, restful break.

I sat through class as if it were a routine and probably would have gone crazy with boredom had it not been for math class. Math was easy for me and I always understood the material.

Sitting in front of me in the class was the girl I had had a crush on since she came to the school sophomore year.

She was stunning. She was about 5’2” brunette with long curly hair. Her skin was very light but not ghostly. It was flawless and free of any freckles or blemishes causing her deep blue eyes to stand out like stars in the night sky.

She probably weighed about 120lb and had curves in all the right places. her ass was tight, but slightly large in comparison to her body—but she looked incredible in what she wore (which was usually tight jeans). Her breasts were firm, full and very big. She was probably a 32DD which pushed out from under any top she wore.

So I always helped Caitlin with her math work and I always loved the feeling of helping someone as beautiful as she was.

I had not mustered up the guts to ask her out nor had I even made an attempt to show my interest. So it was no surprise that she held a boyfriend during her time in school.

I was immensely pissed off when she got her first boy friend but always enjoyed helping her and tried to hang around her every moment I could get. She seemed to enjoy my company as well.

So back to what I was saying…
School was almost out and I couldn’t be readier. Math class came and was over as usual but something different happened this particular day.

Caitin approached me after class, obviously upset. She informed me that she found out her boyfriend was cheating on her and to make matters worse, her parents were threatening to pull her out of school if she did not improve her math grade.

Though she apparently did well in other subjects her parents wanted her to be a doctor, so math was important to get into those good med schools.

She asked me if I could tutor her over the break. Her parents, not really wanting to spend the break with her (she was an only child), were going to take a trip to aspen, and expected her to study like crazy while she was gone.

I immediately uttered a “yes” with an added on “whats your number.” We exchanged numbers and I was off to the next class.



School ended and it was Saturday. I was sitting on my bed, doing nothing but scratching my balls and watching the usual Saturday shows. Caitlin did not specify what day she wanted me to tutor her but I figured that she would call me when she wanted to begin.

Just as I was dosing off, I got a call. Low and behold, it was her. “hey” she said in an oddly seductive voice. “What are you doing today, my parents just left and I need to learn this stupid math. Will you come over”

“Hey there” I said. “I’m doing nothing, what time do you want me to come over.” “How about 2” she said.

“Sounds great, see you then” I said. She uttered another seductive “bye” and hung up the phone.

My heart was pounding. A million things were racing through my head. “was I reading too much into this, does she like me, is she just depressed about her boyfriend”. I decided to be official and let her change anything (if you know what I mean).

It was about 12:30 and she lived about 10 minutes away from me (I had been to her house before) so that gave me about an hour and a half to get ready.

I jumped in the shower, made sure to scrub everywhere, and trimmed myself a bit…just in case (didn’t want to look too unkempt down there).

I chose out comfortable jeans and an open collared shirt, which I put over a T-shirt. I put on some cologne and gathered my school books and a notebook into my backpack.

I left my parents a note saying that I was going to a movie with some palls and not to call me. I watched some TV and then headed out.


I arrived at her house about 10 minutes early and gave a couple knocks on her door. She did not answer but the door was unlocked so I opened it a bit and called out “Hey Caitlin, you there”

“O’ hey, your early, come in” she called back. I walked in took my shoes off and headed into the living room and started setting up.

“hang tight, I’ll be right down.” I looked up and there she was standing with nothing but a towel wrapped around her body, her wet hair down on her shoulders and her upper chest. She looked amazing.

I had to literally remember to close my mouth and give a “ok” so I didn’t look like a perve and continued to set up.

A few minutes later she came down and sat down next to me. She was wearing some loose sweat pants, and a tight tank top with an obviously pink braw underneath. Her hair was still wet and she smelled like fruity shampoo.

All I wanted to do was continue to look at her but she interrupted my concentration by saying “how about we get to work”

We started a few chapters back and started to work our way forward.

I was starting to zone out when all of a sudden she stopped scribbling the solution to the latest problem put her pencil down and looked up at me. I noticed she was not writing anymore and looked up and saw her staring at me.

“you alright” I inquired. She took a deep breath and began to speak:

“you stood out to me the most when I first came to this school. I really wanted to be your girlfriend because you seemed like a nice guy but you never gave any indication that you liked me. I guess I was scared of making myself look silly if you didn’t like me so I did not make any moves. That is why I dated those other guys –I never knew if you would come to me“

I could not believe what I was hearing.

She continued: “but i honestly have liked you since I came here and I now know that you feel the same way—your friends are horrible secret keepers by the way”, she let out a cute giggle.

My heart sped up and I started to sweat.

She then asked me flat out “do you like me?”

I did not hesitate and replied “yes, I have felt the same way about you since I first saw you and I was afraid that you wouldn’t like me so I never asked you out –I’m sorry I did not”

Her eyes lit up and she smiled. She said nothing else but stood up, took my hand and led me upstairs into her room.

As soon as we were in the room she pushed me onto the bed, crawled on top of me and we began to kiss.

I began to slide my hands slowly down her back and down her sweats and began to feel her ass. She moved her hands lower to my thighs and neared my hardening cock.

She exhaled sharply and rolled off me. She quickly stripped off her top and sweats revealing that she was wearing a very hot victoria’s secret braw and a black g-string.
I took my pants and shirt off and resumed kissing her, this time with more fervor and passion then ever before. I guess three years of waiting can do that…

She broke off the kiss and sat up on my lap. She unhooked her braw and threw it off to the side. her tits were even more perfect up close and her nipples were hard and a light pink color. She then I don’t know where to begin, so I’ll start off easy:
My name is Ben. At the time of this story I was a senior at a local private high school. I was about 6’ tall, had dark hazel eyes, medium long brown curly hair, weighed about 180 pounds and had a slightly athletic physique.

I lived with my two parents and my 15 and 10 year old brothers. Our house was always active and friends or acquaintances were always passing through.

Since the beginning of freshman year, I had carved out a place as the quiet, intelligent, but not-so-socially-suave person. I was cool with the position, but it did not give me much access to the girlfriend market.

I had about two girlfriends during my time in high school thus far. I didn’t get very far; mostly making out or feeling them up. Never quite got to go ‘all the way.’

I hoped to not be a virgin by the end of the year but I convinced myself that if things didn’t work out in high school, college would be better.

Plus there was the good ol’ Internet and the plethora of porn sights that were so perfectly linked from one to the other to keep me partially satisfied.

Now to the real story :

It was December 18th and school was nearing its end. I had gotten into the college of my choice and I was ready for a long, restful break.

I sat through class as if it were a routine and probably would have gone crazy with boredom had it not been for math class. Math was easy for me and I always understood the material.

Sitting in front of me in the class was the girl I had had a crush on since she came to the school sophomore year.

She was stunning. She was about 5’2” brunette with long curly hair. Her skin was very light but not ghostly. It was flawless and free of any freckles or blemishes causing her deep blue eyes to stand out like stars in the night sky.

She probably weighed about 120lb and had curves in all the right places. her ass was tight, but slightly large in comparison to her body—but she looked incredible in what she wore (which was usually tight jeans). Her breasts were firm, full and very big. She was probably a 32DD which pushed out from under any top she wore.

So I always helped Caitlin with her math work and I always loved the feeling of helping someone as beautiful as she was.

I had not mustered up the guts to ask her out nor had I even made an attempt to show my interest. So it was no surprise that she held a boyfriend during her time in school.

I was immensely pissed off when she got her first boy friend but always enjoyed helping her and tried to hang around her every moment I could get. She seemed to enjoy my company as well.

So back to what I was saying…
School was almost out and I couldn’t be readier. Math class came and was over as usual but something different happened this particular day.

Caitin approached me after class, obviously upset. She informed me that she found out her boyfriend was cheating on her and to make matters worse, her parents were threatening to pull her out of school if she did not improve her math grade.

Though she apparently did well in other subjects her parents wanted her to be a doctor, so math was important to get into those good med schools.

She asked me if I could tutor her over the break. Her parents, not really wanting to spend the break with her (she was an only child), were going to take a trip to aspen, and expected her to study like crazy while she was gone.

I immediately uttered a “yes” with an added on “whats your number.” We exchanged numbers and I was off to the next class.



School ended and it was Saturday. I was sitting on my bed, doing nothing but scratching my balls and watching the usual Saturday shows. Caitlin did not specify what day she wanted me to tutor her but I figured that she would call me when she wanted to begin.

Just as I was dosing off, I got a call. Low and behold, it was her. “hey” she said in an oddly seductive voice. “What are you doing today, my parents just left and I need to learn this stupid math. Will you come over”

“Hey there” I said. “I’m doing nothing, what time do you want me to come over.” “How about 2” she said.

“Sounds great, see you then” I said. She uttered another seductive “bye” and hung up the phone.

My heart was pounding. A million things were racing through my head. “was I reading too much into this, does she like me, is she just depressed about her boyfriend”. I decided to be official and let her change anything (if you know what I mean).

It was about 12:30 and she lived about 10 minutes away from me (I had been to her house before) so that gave me about an hour and a half to get ready.

I jumped in the shower, made sure to scrub everywhere, and trimmed myself a bit…just in case (didn’t want to look too unkempt down there).

I chose out comfortable jeans and an open collared shirt, which I put over a T-shirt. I put on some cologne and gathered my school books and a notebook into my backpack.

I left my parents a note saying that I was going to a movie with some palls and not to call me. I watched some TV and then headed out.


I arrived at her house about 10 minutes early and gave a couple knocks on her door. She did not answer but the door was unlocked so I opened it a bit and called out “Hey Caitlin, you there”

“O’ hey, your early, come in” she called back. I walked in took my shoes off and headed into the living room and started setting up.

“hang tight, I’ll be right down.” I looked up and there she was standing with nothing but a towel wrapped around her body, her wet hair down on her shoulders and her upper chest. She looked amazing.

I had to literally remember to close my mouth and give a “ok” so I didn’t look like a perve and continued to set up.

A few minutes later she came down and sat down next to me. She was wearing some loose sweat pants, and a tight tank top with an obviously pink braw underneath. Her hair was still wet and she smelled like fruity shampoo.

All I wanted to do was continue to look at her but she interrupted my concentration by saying “how about we get to work”

We started a few chapters back and started to work our way forward.

I was starting to zone out when all of a sudden she stopped scribbling the solution to the latest problem put her pencil down and looked up at me. I noticed she was not writing anymore and looked up and saw her staring at me.

“you alright” I inquired. She took a deep breath and began to speak:

“you stood out to me the most when I first came to this school. I really wanted to be your girlfriend because you seemed like a nice guy but you never gave any indication that you liked me. I guess I was scared of making myself look silly if you didn’t like me so I did not make any moves. That is why I dated those other guys –I never knew if you would come to me“

I could not believe what I was hearing.

She continued: “but i honestly have liked you since I came here and I now know that you feel the same way—your friends are horrible secret keepers by the way”, she let out a cute giggle.

My heart sped up and I started to sweat.

She then asked me flat out “do you like me?”

I did not hesitate and replied “yes, I have felt the same way about you since I first saw you and I was afraid that you wouldn’t like me so I never asked you out –I’m sorry I did not”

Her eyes lit up and she smiled. She said nothing else but stood up, took my hand and led me upstairs into her room.

As soon as we were in the room she pushed me onto the bed, crawled on top of me and we began to kiss.

I began to slide my hands slowly down her back and down her sweats and began to feel her ass. She moved her hands lower to my thighs and neared my hardening cock.

She exhaled sharply and rolled off me. She quickly stripped off her top and sweats revealing that she was wearing a very hot victoria’s secret braw and a black g-string.
I took my pants and shirt off and resumed kissing her, this time with more fervor and passion then ever before. I guess three years of waiting can do that…

She broke off the kiss and sat up on my lap. She unhooked her braw and threw it off to the side. her tits were even more perfect up close and her nipples were hard and a light pink color. She then I don’t know where to begin, so I’ll start off easy:
My name is Ben. At the time of this story I was a senior at a local private high school. I was about 6’ tall, had dark hazel eyes, medium long brown curly hair, weighed about 180 pounds and had a slightly athletic physique.

I lived with my two parents and my 15 and 10 year old brothers. Our house was always active and friends or acquaintances were always passing through.

Since the beginning of freshman year, I had carved out a place as the quiet, intelligent, but not-so-socially-suave person. I was cool with the position, but it did not give me much access to the girlfriend market.

I had about two girlfriends during my time in high school thus far. I didn’t get very far; mostly making out or feeling them up. Never quite got to go ‘all the way.’

I hoped to not be a virgin by the end of the year but I convinced myself that if things didn’t work out in high school, college would be better.

Plus there was the good ol’ Internet and the plethora of porn sights that were so perfectly linked from one to the other to keep me partially satisfied.

Now to the real story :

It was December 18th and school was nearing its end. I had gotten into the college of my choice and I was ready for a long, restful break.

I sat through class as if it were a routine and probably would have gone crazy with boredom had it not been for math class. Math was easy for me and I always understood the material.

Sitting in front of me in the class was the girl I had had a crush on since she came to the school sophomore year.

She was stunning. She was about 5’2” brunette with long curly hair. Her skin was very light but not ghostly. It was flawless and free of any freckles or blemishes causing her deep blue eyes to stand out like stars in the night sky.

She probably weighed about 120lb and had curves in all the right places. her ass was tight, but slightly large in comparison to her body—but she looked incredible in what she wore (which was usually tight jeans). Her breasts were firm, full and very big. She was probably a 32DD which pushed out from under any top she wore.

So I always helped Caitlin with her math work and I always loved the feeling of helping someone as beautiful as she was.

I had not mustered up the guts to ask her out nor had I even made an attempt to show my interest. So it was no surprise that she held a boyfriend during her time in school.

I was immensely pissed off when she got her first boy friend but always enjoyed helping her and tried to hang around her every moment I could get. She seemed to enjoy my company as well.

So back to what I was saying…
School was almost out and I couldn’t be readier. Math class came and was over as usual but something different happened this particular day.

Caitin approached me after class, obviously upset. She informed me that she found out her boyfriend was cheating on her and to make matters worse, her parents were threatening to pull her out of school if she did not improve her math grade.

Though she apparently did well in other subjects her parents wanted her to be a doctor, so math was important to get into those good med schools.

She asked me if I could tutor her over the break. Her parents, not really wanting to spend the break with her (she was an only child), were going to take a trip to aspen, and expected her to study like crazy while she was gone.

I immediately uttered a “yes” with an added on “whats your number.” We exchanged numbers and I was off to the next class.



School ended and it was Saturday. I was sitting on my bed, doing nothing but scratching my balls and watching the usual Saturday shows. Caitlin did not specify what day she wanted me to tutor her but I figured that she would call me when she wanted to begin.

Just as I was dosing off, I got a call. Low and behold, it was her. “hey” she said in an oddly seductive voice. “What are you doing today, my parents just left and I need to learn this stupid math. Will you come over”

“Hey there” I said. “I’m doing nothing, what time do you want me to come over.” “How about 2” she said.

“Sounds great, see you then” I said. She uttered another seductive “bye” and hung up the phone.

My heart was pounding. A million things were racing through my head. “was I reading too much into this, does she like me, is she just depressed about her boyfriend”. I decided to be official and let her change anything (if you know what I mean).

It was about 12:30 and she lived about 10 minutes away from me (I had been to her house before) so that gave me about an hour and a half to get ready.

I jumped in the shower, made sure to scrub everywhere, and trimmed myself a bit…just in case (didn’t want to look too unkempt down there).

I chose out comfortable jeans and an open collared shirt, which I put over a T-shirt. I put on some cologne and gathered my school books and a notebook into my backpack.

I left my parents a note saying that I was going to a movie with some palls and not to call me. I watched some TV and then headed out.


I arrived at her house about 10 minutes early and gave a couple knocks on her door. She did not answer but the door was unlocked so I opened it a bit and called out “Hey Caitlin, you there”

“O’ hey, your early, come in” she called back. I walked in took my shoes off and headed into the living room and started setting up.

“hang tight, I’ll be right down.” I looked up and there she was standing with nothing but a towel wrapped around her body, her wet hair down on her shoulders and her upper chest. She looked amazing.

I had to literally remember to close my mouth and give a “ok” so I didn’t look like a perve and continued to set up.

A few minutes later she came down and sat down next to me. She was wearing some loose sweat pants, and a tight tank top with an obviously pink braw underneath. Her hair was still wet and she smelled like fruity shampoo.

All I wanted to do was continue to look at her but she interrupted my concentration by saying “how about we get to work”

We started a few chapters back and started to work our way forward.

I was starting to zone out when all of a sudden she stopped scribbling the solution to the latest problem put her pencil down and looked up at me. I noticed she was not writing anymore and looked up and saw her staring at me.

“you alright” I inquired. She took a deep breath and began to speak:

“you stood out to me the most when I first came to this school. I really wanted to be your girlfriend because you seemed like a nice guy but you never gave any indication that you liked me. I guess I was scared of making myself look silly if you didn’t like me so I did not make any moves. That is why I dated those other guys –I never knew if you would come to me“

I could not believe what I was hearing.

She continued: “but i honestly have liked you since I came here and I now know that you feel the same way—your friends are horrible secret keepers by the way”, she let out a cute giggle.

My heart sped up and I started to sweat.

She then asked me flat out “do you like me?”

I did not hesitate and replied “yes, I have felt the same way about you since I first saw you and I was afraid that you wouldn’t like me so I never asked you out –I’m sorry I did not”

Her eyes lit up and she smiled. She said nothing else but stood up, took my hand and led me upstairs into her room.

As soon as we were in the room she pushed me onto the bed, crawled on top of me and we began to kiss.

I began to slide my hands slowly down her back and down her sweats and began to feel her ass. She moved her hands lower to my thighs and nearedI don’t know where to begin, so I’ll start off easy:
My name is Ben. At the time of this story I was a senior at a local private high school. I was about 6’ tall, had dark hazel eyes, medium long brown curly hair, weighed about 180 pounds and had a slightly athletic physique.

I lived with my two parents and my 15 and 10 year old brothers. Our house was always active and friends or acquaintances were always passing through.

Since the beginning of freshman year, I had carved out a place as the quiet, intelligent, but not-so-socially-suave person. I was cool with the position, but it did not give me much access to the girlfriend market.

I had about two girlfriends during my time in high school thus far. I didn’t get very far; mostly making out or feeling them up. Never quite got to go ‘all the way.’

I hoped to not be a virgin by the end of the year but I convinced myself that if things didn’t work out in high school, college would be better.

Plus there was the good ol’ Internet and the plethora of porn sights that were so perfectly linked from one to the other to keep me partially satisfied.

Now to the real story :

It was December 18th and school was nearing its end. I had gotten into the college of my choice and I was ready for a long, restful break.

I sat through class as if it were a routine and probably would have gone crazy with boredom had it not been for math class. Math was easy for me and I always understood the material.

Sitting in front of me in the class was the girl I had had a crush on since she came to the school sophomore year.

She was stunning. She was about 5’2” brunette with long curly hair. Her skin was very light but not ghostly. It was flawless and free of any freckles or blemishes causing her deep blue eyes to stand out like stars in the night sky.

She probably weighed about 120lb and had curves in all the right places. her ass was tight, but slightly large in comparison to her body—but she looked incredible in what she wore (which was usually tight jeans). Her breasts were firm, full and very big. She was probably a 32DD which pushed out from under any top she wore.

So I always helped Caitlin with her math work and I always loved the feeling of helping someone as beautiful as she was.

I had not mustered up the guts to ask her out nor had I even made an attempt to show my interest. So it was no surprise that she held a boyfriend during her time in school.

I was immensely pissed off when she got her first boy friend but always enjoyed helping her and tried to hang around her every moment I could get. She seemed to enjoy my company as well.

So back to what I was saying…
School was almost out and I couldn’t be readier. Math class came and was over as usual but something different happened this particular day.

Caitin approached me after class, obviously upset. She informed me that she found out her boyfriend was cheating on her and to make matters worse, her parents were threatening to pull her out of school if she did not improve her math grade.

Though she apparently did well in other subjects her parents wanted her to be a doctor, so math was important to get into those good med schools.

She asked me if I could tutor her over the break. Her parents, not really wanting to spend the break with her (she was an only child), were going to take a trip to aspen, and expected her to study like crazy while she was gone.

I immediately uttered a “yes” with an added on “whats your number.” We exchanged numbers and I was off to the next class.



School ended and it was Saturday. I was sitting on my bed, doing nothing but scratching my balls and watching the usual Saturday shows. Caitlin did not specify what day she wanted me to tutor her but I figured that she would call me when she wanted to begin.

Just as I was dosing off, I got a call. Low and behold, it was her. “hey” she said in an oddly seductive voice. “What are you doing today, my parents just left and I need to learn this stupid math. Will you come over”

“Hey there” I said. “I’m doing nothing, what time do you want me to come over.” “How about 2” she said.

“Sounds great, see you then” I said. She uttered another seductive “bye” and hung up the phone.

My heart was pounding. A million things were racing through my head. “was I reading too much into this, does she like me, is she just depressed about her boyfriend”. I decided to be official and let her change anything (if you know what I mean).

It was about 12:30 and she lived about 10 minutes away from me (I had been to her house before) so that gave me about an hour and a half to get ready.

I jumped in the shower, made sure to scrub everywhere, and trimmed myself a bit…just in case (didn’t want to look too unkempt down there).

I chose out comfortable jeans and an open collared shirt, which I put over a T-shirt. I put on some cologne and gathered my school books and a notebook into my backpack.

I left my parents a note saying that I was going to a movie with some palls and not to call me. I watched some TV and then headed out.


I arrived at her house about 10 minutes early and gave a couple knocks on her door. She did not answer but the door was unlocked so I opened it a bit and called out “Hey Caitlin, you there”

“O’ hey, your early, come in” she called back. I walked in took my shoes off and headed into the living room and started setting up.

“hang tight, I’ll be right down.” I looked up and there she was standing with nothing but a towel wrapped around her body, her wet hair down on her shoulders and her upper chest. She looked amazing.

I had to literally remember to close my mouth and give a “ok” so I didn’t look like a perve and continued to set up.

A few minutes later she came down and sat down next to me. She was wearing some loose sweat pants, and a tight tank top with an obviously pink braw underneath. Her hair was still wet and she smelled like fruity shampoo.

All I wanted to do was continue to look at her but she interrupted my concentration by saying “how about we get to work”

We started a few chapters back and started to work our way forward.

I was starting to zone out when all of a sudden she stopped scribbling the solution to the latest problem put her pencil down and looked up at me. I noticed she was not writing anymore and looked up and saw her staring at me.

“you alright” I inquired. She took a deep breath and began to speak:

“you stood out to me the most when I first came to this school. I really wanted to be your girlfriend because you seemed like a nice guy but you never gave any indication that you liked me. I guess I was scared of making myself look silly if you didn’t like me so I did not make any moves. That is why I dated those other guys –I never knew if you would come to me“

I could not believe what I was hearing.

She continued: “but i honestly have liked you since I came here and I now know that you feel the same way—your friends are horrible secret keepers by the way”, she let out a cute giggle.

My heart sped up and I started to sweat.

She then asked me flat out “do you like me?”

I did not hesitate and replied “yes, I have felt the same way about you since I first saw you and I was afraid that you wouldn’t like me so I never asked you out –I’m sorry I did not”

Her eyes lit up and she smiled. She said nothing else but stood up, took my hand and led me upstairs into her room.

As soon as we were in the room she pushed me onto the bed, crawled on top of me and we began to kiss.

I began to slide my hands slowly down her back and down her sweats and began to feel her ass. She moved her hands lower to my thighs and neared my hardening cock.

She exhaled sharply and rolled off me. She quickly stripped off her top and sweats revealing that she was wearing a very hot victoria’s secret braw and a black g-string.
I took my pants and shirt off and resumed kissing her, this time with more fervor and passion then ever before. I guess three years of waiting can do that…

She broke off the kiss and sat up on my lap. She unhooked her braw and threw it off to the side. her tits were even more perfect up close and her nipples were hard and a light pink color. She then slipped my boxers down and up popped my then very hard 7” cock. She then moved her g-string aside and started grinding her pussy against my manhood.

She was almost completely shaven with a small upside down triangle patch left right above her clit.

She moved her face closer to mine and whispered in my ear “I have never done this before, but I’m sure you are the one.”
I replied, “neither have I” and with that she bent down and put my cock in her mouth. She sucked it for a few minutes but stopped short of me cumming. She probably saw the look in my face….

She said “I don’t want you to come before the good stuff happens”

She then took my wet cock put it at the entrance of her pussy and started to slide it in. she went slowly letting out soft moans until she stopped briefly. I felt something, probably her hymen, in the way. She took a deep breath and gave herself a small push and my throbbing cock forced through her hymen and all the way into her warm and wet pussy. She gave a small cry of pain and clenched her toes.

I, worried quickly started to lift her off of me but she quickly said “its ok” and resumed what she was doing.

She began to move up and down and utter “fuck me Ben” or “oh yes” and mostly just moan to herself. With my two free hands I began to finger her asshole and massage her breasts. I she moaned even louder at this and began to move faster. I was on the brink of cumming when I felt her ass and pussy tighten suddenly, she let out a loud shriek and came, her pussy juices dripping down over my legs and onto the bed

With that I came harder than I had ever before and she collapsed on top of me. Both of us were breathing quickly and were incredibly exhausted. She climbed off of me and laid down next to me.

“that was fucking amazing” she said, she put her arm over me and closed her eyes.

I gave her a kiss and went to sleep as well.


I woke up about 2 hours later. It was 5:00 and she was still sleeping. I continued to lie in the bed and reminisce on the days events.

At the beginning of the day I would have never thought that I would be dating Caitlin, let alone sleeping with her. This truly was going to be a great break.

She started to wake up, looked at me, smiled and said, “what do you want to do next?”

--to be continued--

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