The coworker

bigdeal369

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As a sophomore in college, Paul had been with a few girls in the past. 2 GFs in high school, and 1 hookup the first weekend he arrived at college.. he was an attractive, tall, and handsome guy who knew (based on what a few girls had told him) that he was doing just fine in the size department... as a runner he knew he had the body most girls found attractive, a lean flat stomach and very toned abs... which he worked to his advantage when around girls... never shy to take his shirt off...

He had very quickly entered into a relationship with a cute girl he met at a party early on freshman year. Things progressed and the two became pretty serious over the course of their first year at college. He went to all her sorority events and got so so close to getting in her pants it drove him nuts. Paul was definitely a determined young man... Her friends basically told him that he'd have to marry her in order to have sex with her! Not feeling deterred, Paul was doing just fine in his relationship with Annie. Annie, who turned out to be fairly inexperienced when it came to guys, with the exception of a kiss here and there, was tall, slim and had a sexy tight ass... something Paul found to be super attractive... making up for her small A cup tits. He knew this because the first time he found one of her bras on the floor he quietly picked it up and checked... No worries to him, because they were the cutest perky boobies he had seen, despite being smaller than girls in his past. She maybe weighed 110 lbs, and at 5 ft 7, didn't have an ounce of fat on her...

Paul had managed to spend a few nights with Annie, in both of their dorm rooms... each time with the other roommate sleeping probably 15 ft from them. This totally sucked but the two continued to 'pretend' they were all alone and the making out, fingering, and jerking off got pretty heated. Paul knew he could get her off just by the way she tried to silence herself as her body quivered.. knowing she has only kissed a boy or two in her past, Paul was glad to know she could handle his cock nicely - she would eventually stick her hand down his shorts and grab hold of the 4 or 5 inches of soft dick between his legs... slowly gripping and rubbing until it became so erect that the shorts had to come off... one night when Annie's roommate was back home, Paul and Annie took full advantage of the privacy they were now entitled to. The two ended up completely naked, making out, and really getting into it... Paul laid on his back while his sexy slim gf straddled him and sucked on his neck... he whispered to her, "do you want me to put it in.... just a little?"

Knowing the answer Paul put it out there without thinking... before he could retract his words Annie muddled, "OK... but not all the way.."

Fully erect, with his hot, skinny, petite gf ontop of him, Paul angled his 8 inch rod at the entrance of her shaved little pussy and moved it around, letting the tip of his penis absorb some of her pussy juices. Once in a good position Paul thrusted upward from the bed, getting about an inch of his dick into her tight, wet hole... He was feeling SO lucky at this point, and it felt amazing... what was even better was Annie's face - mouth gaping open, and eyes closed, her head tilted back - obviously loving what was happening to her... could this have been what she was missing out on all this time? Paul thought to himself, "...and this is only the tip" - and the moment kept going as Paul kept positioning himself beneath her, grabbing her tight little ass and moving it up and down... being careful not to enter her fully - he really wanted this moment to last for a long time!
 

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Annie acknowledged that what was happening to her felt great, and Paul hinted and tried to pull her tight body down over his fully erect cock... she interrupted his motions and said, "you know I want to stay a virgin, right? no, no..."

Paul stopped for a moment, continuing to kiss his sexy GF, and rolled her to the side, so she was no longer straddling him... he mentioned to her, "did you know anal doesn't count when it comes to virginity?"

She paused, as Paul kept kissing her neck and rubbing his erect cock against her leg, and inching it towards her butt cheeks... he got it right in between her tight ass cheeks and started to press against what he though was her tight asshole...
 

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in the heat of the moment Paul whispered that if it wasn't vaginal sex she'd still remain a virgin... he wasn't sure how his comment would be received but Annie was quick to whisper back, "OK" and continued to kiss his neck.. Paul paused for a second, and could feel his cock swelling as hard as it's ever been... Paul, having never done anal before, pressed the tip of his erect cock against the entrance to Annie's anus and began to push slowly... slowly his shaft slid into Annie and before he got about an inch in she shot off his cock and expressed a great deal of pain! "You OK?!" Paul let out... "Too big for there..." Annie replied kind of chuckling as she got a hold of herself.. "I don't think that was meant to be", she said as she laid her head down next to Paul's... Paul leaned in and gave her a deep long kiss and said "I guess not" and laughed... he reached his hand down under the sheets and in between her legs and rubbed her sweet little vagina until it got nice and wet - alternating between massaging her clit and sliding his 2 fingers in her tight little slot. She seemed to be enjoying it as she rubbed his still fully erect cock. It wasn't before too long that his throbbing cock exploded all over himself and her hands and she continued to work it even after the last spurt of cum exited his shaft...

Paul, somewhat proud of his accomplishment - making a complete mess all over the two of them - asked, "so... before me, what exactly have you done with other guys...?"

After a pause, Annie admitted that she had kissed her prom date... and that was it... No experience whatsoever...
 
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It's about maturity. If you find yourself in maturity years beyond, you try to introduce new things, ways, beginnings.

Yet if someone or being is unwilling to learn, you find yourself uncomfortable, unwilling to be open and honest................


It is time to move on.

To be honest, the only way humans will evolve is through honesty. ;) Little hint there.

Anyone up for some brutal honesty?
 

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Paul listened to what his gf said and slowly pressed the tip of his cock against her asshole... after about a minute of pressing and ear nibbling he was about to get about an inch or 2 of his shaft into Annie as she exclaimed, "OK enough wow, that wasn't what I expected!"

Paul listened and pulled back as Annie was about to freak out over the amount of cock that was about to be inserted into her ass... he clutched her gently and whispered, "I'm sorry, I thought this was OK for you..." and the two remained close together as he moved his ass in reverse, slowly backing out of her.

In a short amount of time, Paul began to explain to Annie that sex wasn't some thing to put in such high regard, and that it should be about emotion, and relieving tension through physical means... finally he was able to convince Annie to vaginal sex, and from that point on things were never the same.

She became addicted to the feeling of having her pussy stuffed with dick... and Paul knew he had done this to her... From that point on, he tried to make her feel as satisfied as possible... If his roommate was in the room, Paul would sneak under the covers and go to town on Annie's tight little pussy until she was begging for him to enter her. At which point Paul would snuggle next to her and insert hit hard cock into her wet pussy - Paul obliged and slowly slid his shaft into his GF's pussy, grabbing her small but perky tits in the process... this would go on until Annie was dripping wet, orgasming consecutively...
 

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A few months later, Paul was still in a relationship with Annie, enjoying telling his friends, and hers, that things were going well... and that he's finally gotten in her pants... her friends were reluctant to believe him, however... it was one day at work where he was left alone without his boss with a coworker who was about 1 year younger than him... as soon as his coworkers hot sister left the store Paul immediately asked him if she was dating anyone despite knowing that he was committed to Annie... His coworker, Andy, said that there was "no way she was dating anyone, the way she was". Which prompted Paul to question, "what do you mean?"

Andy explain how his sister was "always dating someone" and that she was "very endowed" - Paul could tell... she must have had some pretty solid DD tits under that tank top of hers... Andy then laughed as he mentioned how "she got the chest and HE got the dick" - as he said this he made a thrust motion with his shorts, and Paul could easily see a big bulge flopping front to back between his legs... not really thinking anything of it Paul just laughed and said "good for you dude, that's awesome."

Paul was thinking to himself that it was funny that this 18 year old kid was so confident with what he was packin. Paul, with his 8 inches was definitely shrugging off Andy's cockiness as no big deal... the 2 often worked together and it happened a couple more times, where Andy would make a comment about 'how lucky he was.' Paul still was just thinking he was nuts, despite the fact that he could definitely see the package Andy kept showing off behind the bar where they worked... he would just hump the air and the junk between his legs would just rock back and forth! It got to a point where Paul couldn't help but stair down and actually comment on what it was he was looking at...

"Dude, you really are packin down there, aren't you?!" Paul said this as casually as possible, not sure what Andy would reply with...

"Ya well it's a blessing and a curse Paul, trust me! Girls love this thing, and many hate it! Doesn't do them much good when they can't even take it all the way in!"

Paul knew he had an adequate cock to work with, but never once was it a question of fitting all the way in a girl - a blowjob was one thing... some girls just couldn't get it in without gagging... the pussy though, this was never an issue...
 

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Paul was hanging out with Annie one Friday afternoon when he got a text from his coworker Andy... He was asking if Paul "wanted to get high" - and Paul was all about that and invited him over to his dorm... Annie hadn't been much of a weed smoker but had smoked with Paul in the past a few times. She wasn't a big fan, but Paul found it helped lower her inhibitions... The last time the 2 smoked together they had an incredible time making out, getting naked, and having sex - different than the other times the 2 of them have gotten it on... She became much more of a free person letting herself go in the moment and being able to enjoy herself. Amazing sex ended up happening, something Paul couldn't complain about... Especially not with his 'prude' girlfriend, as she was known by her friends...
 

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Andy showed up at the dorm and Paul went down to let him in... he came up to the room and was introduced to Annie for the first time. It was all good and very casual and when the topic of getting high came up, the 3 decided it best to head down to Paul's car to blaze up rather than stink up the dorm room. Paul gather up the bag of weed and the pipe he liked to use and the 3 headed down to his Jeep Grand Cherokee - dark blue with tinted windows... after a few minutes they had began to smoke and a campus police car slowly crept right by the front of the Jeep and kept going... immediately the 3 got paranoid and began to hide all of the evidence of them getting high... about 30 seconds later they noticed the cop car had exited the parking lot... they realized there was nothing to worry about, each took one last hit and left the Jeep for the dorm room...

Once back in the room, the 3 piled in Paul's bedroom to chill out and decompress... for whatever reason, after about 2 minutes Annie randomly asked about what the world's biggest dick was - out of no where.... this prompted the cocky younger guy Andy to reply - "why don't you look it up online?" - at which point Paul said, "sure, I guess we could do that..."

Annie, seeming interested in the topic pressed for an answer, and when Paul was 'not impressed' with the google results, Andy was quick to enter, "I've been told that I have got the biggest dick girls have ever seen' - Paul was shocked that Andy would ever say this, but he was equally amazed at Annie's face, which seemed to scream curiosity, and amazement to Andy's claim...
 

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Paul tried to steer the topic of conversation away from Andy by pulling up the first porno clip he could find... which so happened to be a MFM threesome vid featuring a sexy little teen and 2 older guys... both with avg size cocks...

the 3 watched for about 5 minutes, until the typical porno foreplay passed and the dicks were whipped out... the chick in the vid, who was a younger bustier looking version of Annie grabbed hold of both cocks as they were presented to her... it was at this time that Annie was clearly into the video, and both Paul and Andy were able to notice the intent gaze she was giving the computer screen...

Paul said to the group of three, "should i keep this one going?" and almost immediately Annie replied, "yes, please... the guy on the right has a BIG cock... omg i didn't know they could get that big!"

Before Paul could even explain that the 'big' guy in the video was just average, Andy whipped out his cock without any warning... this ruined EVERYTHING as the focus on the computer screen was no more! Annie looked down on this big, long, soft, cut, cock like she'd never seen anything like it before! And she hadn't... Paul knew she lacked experience, but she was horny nonetheless! Even he was surprised at the piece that was put out in front of him - he had seen the bulge before at work but had no idea what it actually amounted to in real life... This was a long, soft 7+ inch cock he and his girlfriend Annie were both looking at!
 

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The 3 of them, stoned and holed up in Paul's dormroom were sitting close to each other while the porn vid from before continued playing on the computer... none of the were paying attention, however...

Andy kept his cock out, hanging through the fly of his shorts... and that was certainly where the focus of the room was... even Paul blurted out, "Damn dude, what did they feed you growing up?!"

Andy laughed, obviously enjoying the attention as he did NOT put his dick away shrugged and said, "must just be the family genes... my sister got the boobs and I got the dick" and laughed as Annie intently gazed down at the slab of cock that remained hanging out of Andy's shorts...

Andy was sitting on the bed, and it looked as if the more Annie would stare directly at his cock, the more it would begin to harden and stiffen up... Annie could not keep her eyes off Andy's cock and this became apparent to Paul... Andy started to get hard and all of a sudden Annie just reached down and without hesitation grabbed hold of the dick that was in front of her...
 

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Paul was shocked, and even Andy seemed a bit surprised by what Annie had done, but even so his big long dick seemed to throb the instant Annie grabbed hold... Annie looked at Paul and whispered "Sorry" as she gave it a big long slow stroke. Paul was speechless. Annie picked up on the fact that Paul didn't immediately object to what she was doing and decided to keep at it... this in turn seemed to cause Andy's dick to grow even bigger. Impossible, Paul thought - this thing seemed to be 10 inches! Dwarfing his 'bigger than average' member... Paul kinda just sat this as this all unfolded and after about a minute (what seemed like an hour!) he finally chimed in - "Annie, I hope you know this isn't ok! Just because he's half-horse doesn't mean you're free to touch it!"

Annie looked and Andy's cock... looked back up and Paul and said "Ok, but isn't it amazing?!" Paul hesitated a second before answering her... "Shit... ya it is pretty fucking huge" and Paul couldn't help but laugh as he uttered these words...

Andy stood up, dropped his pants completely and stepped out of them so he was completely naked from the waste down... This gave Annie about a 5 second break from stroking his now fully erect cock.

With his pants completely off Andy looked over at Paul and said "your turn, man. Let's make this party interesting."

Paul took a moment to think about what was being said and looked down at his girlfriend...