Tiffany and the Party *PM Interest*

X

xTerrax

Guest
Tiffany's appearance:

http://i.imgur.com/dqeGAE5.jpg


--​


It was at a small southern university where Tiffany met Jacob. At the time, Tiffany was just a regular eighteen year old freshman, having grown up in a boring suburban home in a gated community, living the typical extremely Christian lifestyle. Coming to New York City was a bit of a shock for the young woman, and the college dorms made her incredibly homesick. Thankfully, Jacob was there and it didn't take the two long before falling completely in love. They got engaged around the time they entered their Sophomore year of college, having promised to get married once they were sound financially. By the time that they had finished college, they had rented a modest apartment in Brooklyn while Jacob found a decent job in management for a chain grocery store. As for Tiffany, she was unemployed and kept the apartment spotless. Essentially, she was filling the role of a housewife before they were even married. This wasn't the case because Tiffany was a slouch, or even took Jacob for granted. This was mainly due to the fact that the twenty-two year old woman developed a case of social anxiety during the final two years of college.

This wasn't due to some traumatic experience during her last few years of college. This was developed mainly because of the late growth spurt that Tiffany went through during her early twenties. You see, Tiffany always had quite the body - tall, fit and slim, strong thighs and a firm bubble butt. But in the chest department, she was a bit lacking, which was a source of insecurity for her especially during her late teenage years. Her prayers were seemingly answered when her chest began to grow. But there was too much of a good thing; because as months passed by her chest developed more and more until they became too big for typical bras. In fact, she had to get some custom made ones as well as order online the 32K cups that she wore today. As a kind, timid Christian woman, the amount of stares and comments would overwhelm her. Especially the rumors being passed around campus, revolving around the fact that this skinny girl had breasts so big, made her feel as if every person was judging her unfairly.

Jacob, however, was incredibly supportive and let her know that it was okay to take a break from looking for work - at least until she would feel confidant enough to go outside. Of course, while it may have seemed kind, Jacob had an ulterior motive for this...he wanted to have sex with Tiffany. While Tiffany had asked him countless times on whether her breasts had changed his opinion of her, Jacob never gave an honest answer. It was because although he had sworn that he was comfortable waiting until marriage, he had the uncontrollable need to fuck her. Her breasts were obviously a turn on for him, although he wouldn't admit it now. If they weren't, maybe he wouldn't have scared Tiffany from pursuing a breast reduction.

That said, she put more of an effort now to go out in public and although this meant that she'd wear some extremely bagging shirts, it seemed to help. What really scared her though, was the company's Christmas party coming up. Jacob was insistent that she'd show, telling her that it would be a fantastic way of her growing as a person. That meant no wearing no clothes that were way too big for her, and to be comfortable showing off a bit more than she's used to. Again, there were ulterior motives to this, which revolved around the fact that Jacob felt as if people believed that the picture he had at his desk, of him and Tiffany, was photoshopped. For that, he wanted to prove them wrong by having her there in person.

Tiffany had agreed, wearing a tight fitting red top that showed some cleavage. In fact, the tight red top showed off even the contours of each heavy breast, hugging it tightly and displayed just how big they were. The cleavage was more than she'd like too, even some side boob escaping near her arms, through the small opening that both her bra and top gave out. For this, she wore a blazer on top - making her feel a bit more professional, even if having it on top made it seem as if she was smuggling watermelons in her shirt. With that, a pair of slacks and heels, she felt confidant enough to go to the party. She even wore her "lucky" cross, even if it felt uncomfortable having the cold metal fall right in between her massive breasts.

While she was expecting to go with her fiance, a last minute text threw her off.

"Hey babe...I'm going to have to stay at the office a bit late. You can come to the party and I'll be right there."

"What?! But I don't want to be alone..."

"It'll be okay, I promise! Don't do this for me, but for yourself too."

"Idk..."

"I promise I'll be there soon."

...


Somehow, Jacob had convinced her and taking a taxi, she made her way to the Hilton hotel where the party was being held. Immediately going there, she felt a bit overwhelmed by the music, the people and the lights. She was greeted at the front desk, where she signed off her name as Jacob's guest, before walking in and not quite knowing what to do. She must have seemed like a doe between headlights, anxiously moving her gaze around the room and wondering just where she could wait for Jacob.
 
https://s-media-cache-ak0.pinimg.com/originals/02/3b/08/023b089c8dbcf0aa3c0911114d47b73b.jpg

Derrick had been the CEO of the company for about four years by the time of the party. With Tiffany's husband being one of the up and coming prodigy's within thecompany, Derrick had taken more of a hands on approach with the different projects that were going on, as opposed to being the CEO in the upper office.

It was this approach which had seen Derrick become more familiar with Jacob's wife Tiffany. He had never met the woman, but IF the pictures on his desk were true, well then Jacob was a very lucky man indeed. Derrick had heard the gossip that the photo's were photoshopped, but he for one never jumped to conclusions and instead waited for proof. So when Jacob had said that Tiffany was going to come to the Christmas party... well Derrick figured that would be the time to see if it was true or not.

When Tiffany arrived and the party was just starting up, Derrick had just finished making sure that everything was in order for the evening. He knew that he would have to make one of those good old Christmas speeches later on, but for now he approached the very nervous looking woman with a soft welcoming smile.

" You must be Tiffany... I am Derrick, I oversee your husband's work."

He offered his hand in a professional way. He had on what appeared to be a very expensive suit which was clearly tailored right for him, but at the same time he had a casual look to him as well. He had to fight quite hard not to look down at her chest though... those breasts looked very much real, but the truth was that he had never seen such massive breasts before!

" I assume Jacob is working late? I told him to leave with everyone else... it's Christmas after all."

He smiled kindly, seeming to be willing to be her guide into the more social scene that she found herself in.
 
" You must be Tiffany... I am Derrick, I oversee your husband's work."

Tiffany's gaze shifted from the crowd gathering a few feet away from her, towards the man who had just approached her. This man, professional almost to the point where it seemed stern, offered his hand towards Tiffany, to which she kindly accepted. "Oh, hi." she began, a nervous smile appearing on her face "I've heard so much about you!" Of course, she had heard about him , seeing as Jacob would often talk about work and how he was constantly trying to appease his boss. She wondered on whether her attire was appropriate for the gathering. On one hand, she was wearing a blazer, a pair of tight slacks, heels and ear rings. On the other hand, the red top that she had underneath gave out of a bit of cleavage. Sure, just a bit was showing, what with her blazer buttoned up...but her breasts really did push the fabric to its limit.

" I assume Jacob is working late? I told him to leave with everyone else... it's Christmas after all."

She chuckled, pushing of her long brown locks away from her face. "Well...he is, but he said that he'd be back down here soon? Honestly, he's so wrapped around his work I just wish his boss would give him a break - Oh god, right that's you...I'm so sorry." she began, awkwardly stuttering on her very words. In the back of her mind, she wondered if coming here was such a good idea.
 
Derrick smiled as she took his hand and shook it, though he gently held onto it and softly rubbed the back of her hand with his thumb, to soothe her anxiety even a bit. He was looking stern and professional, and yet his eyes and mannerism was soft and welcoming. Even as she said that she had heard so much about him he chuckled and motioned her to walk with him through the hall, heading for the bar.

" Hopefully good things I would hope."

He mused though as she seemed self concious of herself, she could see that if anything she was dressed more conservatively than most of the women who had attended... though of course they didn't have that massive rack of tit flesh to contend with. As she said that though he nodded, though he had to let out a good hearted laugh as she said that about Jacob's boss.

" Easy easy, it's all right! I appreciate the honesty, though to be perfectly truthful with you I am two managers above your husband... he IS a very hard worker, but I have always made it clear I expect people to have lives outside the office as well."

He certainly seemed to take her little comment in stride, though as they approached the bar Derrick regarded her.

" So, what kind of drink will you have? it's an open bar tonight, so don't worry about cost."

He of course was being the perfect gentleman for her, though if she had been paying attention more to him would notice how he would glance to her monstrous breasts from time to time... he wanted to ask if they were real, but dared not be that rude.
 
Tiffany was stressed out, but somehow the way that Jacob's boss was holding her hand eased her a bit. In a strange way it was almost comforting how his larger hand encased her own, as if it were massaging the tenseness out of her even if it was just his thumb just softly rubbing the back of it. She even chucked, one of relief rather than anxiety, when he calmed her down and made her that she wasn't speaking out of line or anything with her slip up.

" So, what kind of drink will you have? it's an open bar tonight, so don't worry about cost."

She smiled, nodding as she answered "Oh, well I'm not much of a drinker but I definitely could go for some white wine." while they made their way to the bar. On the way there Tiffany was a bit shy, so she avoided staring right at his gaze. If she had, maybe she would have noticed his glances.
 
He could tell that she was incredibly shy... which was very surprising to him. Even women with half her bust size were usually full of confidence and sexuality, but she seemed to be all the more the opposite. He found it enticing for sure, though he guided her over easily, he certainly was like most men in the place who admired the huge curve of her breasts even covered.

As she smiled and said that she wasn't much of a drinker, Derrick smiled easily as well.

" Well then a nice white peach chardonnay it is."

He ordered a simple rum and coke for himself, but gently released her hand as he leaned against the bar.

He smiled as he regarded her, though asked something which was on his mind.

" aren't you hot in the blazer?"

After all while it wasn't stiflingly hot in the hall, it was warm and comfortable to those in lighter clothing.
 
While Tiffany was still incredibly self-conscious, it was nice to be held company by someone like Jacob's boss. In fact, she considered herself fortunate seeing as just any pervert could have approached her immediately, which would have caused her to just outright leave the party. Not to mention, although she would never ever mention this to Jacob, the man seemed really...charming. She couldn't even explain it to herself, but there was just something of how he held himself together and presented himself in a suave kind of way. Not to mention, he seemed like a leader and there was always something a bit attractive to a man who took charge of a situation. She could see why Jacob was so loyal to the company.

" aren't you hot in the blazer?"

Just as their drinks arrived, Tiffany answered with a lie "No, I'm fine. It's pretty light fabric.". Truthfully, she was burning up but did not want to remove the blazer - after all, the red top she had underneath just showed off too much of her huge breasts, which was beyond her liking. She didn't count on the heat to be cranked up here and deep down, she had wished that she wore a light long sleeve or something.

Taking her glass, she decided to the typical thing, reaching it up and saying "Cheers!"
 
Derrick's eyes twinkled as she said that she was fine... as though he was sharing in knowing that she was lying and everything, and yet instead of calling her out on it and making her feel embarrassed he let it go for now.

" Ah my mistake then, I thought you looked a bit hot."

Though as she held up her drink he toasted her with a smile as he took a drink of his own as well. Her wine would be delightful but strong, wine after all being the more potent alcohol especially the good stuff, but it didn't bite the tongue and instead would go down smoothly. Derrick spent the next few minutes charming and asking more about her, though he seemed to come to a personal decision after a bit.

" All right you are looking far too hot... come here."

The stern tone dictated her movements but as she would inevitably obey he had her turn her back to him as he slid the blazer off, sliding it right off her he handed it to the bartender as he had her turn around to face him, his eyes sparkling in that charming yet demanding way.

" There, that's better isn't it?"

He asked with a grin on his lips.
 
The young woman enjoyed her drink, even if the wine tasted a bit different to what she was used to. She was a slow drinker though, which wasn't much of a problem since Derrick was in no rush either. So, they talked a bit about their personal lives, where Jacob's boss learned a bit more about Tiffany, such as what school she went to, what she majored in and how she met Jacob. The conversation took a different turn, once Derrick said in a stern tone of voice:

" All right you are looking far too hot... come here."

While Tiffany did not want to, she felt as if he was her boss for a moment there. Wordlessly, she did obey his movements, turning her back to him as she unbuttoned her blazer and he slid it off. The cooler air soothed her a bit, but the realization that she was in that tight fitting top hit her and made her heart race. In fact, even from behind, she knew that he could see the curvature of her breasts. Turning around, he smiled at her and said:

" There, that's better isn't it?"

She didn't think so, but the demanding tone of voice pushed her to nod and say "Yes...thank you." Meanwhile, Tiffany did not hope but pray that Derrick would somehow not turn his gaze a bit downward and towards her massive breasts contained in her top. Needless to say that she quickly took her glass of wine and took one big sip.
 
Derrick seemed to be the vision of a gentleman, keeping his comments respectful, constantly ensuring that she was comfortable with the topics of conversation, and Derrick was delighted to have her company. The entire time, he seemed to focus on her face, talking with her and speaking with her.

As she wordlessly obeyed though he smiled as she turned back around, though he regarded her curiously as he motioned for them both to have a refill of their drink. He did glance to his watch, he had another hour until he had to make his speech, so he gently guided her by the arm over to one of the booths along the wall, his hand on her elbow gentle.

As they settled down though he moved over to her and smiled as he looked curiously to her.

" So I have to ask... why are you so embarrassed?"

She was clearly shy, but that didn't make sense to him, and now that they were off to the side on their own, he was going to 'pick her brain' so to speak.
 
" So I have to ask... why are you so embarrassed?"

Tiffany first attempted to lie, as she started with "I'm not. Why makes you say that?"

The issue was that Derrick's look was just so...commanding. The slightly stern look, mixed with his charming demeanor, seemed to catch Tiffany off-guard. It didn't take too long before she gave up and began to explain why she was a bit anxious. "Okay, well...It's my breasts, you know." she said a flush of red on her face. "They kind of stand out and gives people an awful opinion of me. Seeing as this is Jacob's workplace, I don't want to give any wrong impressions on either one of us, so I guess I'm a bit tense. If that makes any sense..."
 
He was patient with her... which was much more what she needed in order to not just get up and run out off the place than anything else. Even as he watched her though he listened as she explained, though as she mentioned her breasts he nodded.

" Why would anyone have an aweful opinion of you? I know many women here would be jealous of you, but that's because they don't have what you have."

He seemed to consider her though as he chuckled.

" Well the truth is most of the men at work didn't believe Jacob's picture of you... but I have to say even your picture doesn't do you justice Tiffany."

He finally moved his gaze from her eyes down past her neck to the clevage line of her top. He returned his gaze to her but added.

" You certainly don't have anything to be ashamed of, in fact, you should be proud of how you look."

He was close enough that his spice lined cologne would be easily picked up by her, but he reached over and took her hand, gently squeezing it supportively.
 
Was Derrick being sincere, or did he have ulterior motives? Tiffany didn't know, but if he was a pervert, he was doing a good job convincing her otherwise. In the end, the young woman simply smiled at his words of encouragement. "Thank you." she said softly, with a bright smile on her face. She then chuckled a bit, smelling in his manly cologne and somehow feeling more calm with that. In a strange way, she felt that with Derrick here, that he would take control of the situation and make it better.

She sipped more from her glass of wine, just as she got a text. Opening her phone, she read:

"Sorry babe, maybe another hour or so...I'll hurry up."

Tiffany sighed, before looking at Derrick. She hesitantly said "Um...I don't suppose you have somewhere to be? Jacob is going to be late, but if you don't mind, could you keep me company?"
 
Derrick was being sincere to the point that she was stunning, beautiful and he didn't really understand why she would be embarrassed by her body, but even as they seemed to take their time just enjoying the time, Derrick pointed out across the floor and explained how Susan the elf was making out with Santa, he chuckling in bemusement but it was a party, so he wasn't going to ruin things.

He had just finished explaining when she received the text, but as she said that Jacob was going to be even later, Derrick frowned.

" I swear, that man is a dumbass sometimes."

He grumbled though he added.

" I have a speech in an hour, but until then I am more than willing to keep you company Tiffany. I do have a small price though if you are looking for my company... are you ready to hear what it is?"

If she agreed, he would want to know if her breasts were real... such massive tits... well even he had his doubts that such flesh could be real and not prosthetic.
 
" I swear, that man is a dumbass sometimes."

She laughed, a bit more openly this time as she nodded. "Yep, he can be a dummy sometimes, but I still love him." she joked, before placing the phone inside of her purse.

" I have a speech in an hour, but until then I am more than willing to keep you company Tiffany. I do have a small price though if you are looking for my company... are you ready to hear what it is?"


Curiously, she leaned closer, as if Derrick was about to conspire some big secret to him. "Of course! What is it?" she asked, willing to do almost anything to keep him around. After all, he was doing wonders for her anxiety and if she could have his company, at least until Jacob got back, it would mean the world to her.
 
Derrick smiled as she laughed more openly, but he simply nodded to her. Jacob WAS a good employee, but Derrick was all for ensuring that people didn't overwork as well. Then again right then he had a huge breasted woman sitting right beside him, which was a definite bonus.

As she leaned in closer though he smiled as he considered her, though as she did he whispered into her ear.

" Well it's a two parter... first, I am truly curious, are your breasts real? secondly..."

Before he divulged it though he wrapped an arm around her shoulders and gave her a squeeze as he added.

" Secondly, I will ask for twenty seconds to touch you however I like."

He had whispered it all, so it certainly was a secret... was she willing to pay the piper so to speak?
 
The brush of his breath, tickling her ear, a soft gasp escaped her mouth when he asked for two things. One, to know whether her breasts were real. Secondly, for twenty seconds to touch her however he liked. She looked at him, her eyes open wide in shock. She attempted to say something, but her voice got caught up in her throat. As Derrick held her rightly around the shoulders, she began "Well...uhm...first, they are real. I had a real crazy growth spurt during early twenties so..."

And then for the second part.

"Um, excuse me." she said, before she drank her entire glass quickly. Liquid courage, as Jacob would call it. She paused for a moment, before she asked "I agree to the second part, if you don't abandon me right after your speech?"
 
Derrick smiled as she seemed lost in his charm and words, and even as she told him the first part easily, he nodded to her considering himself.

" I personally thought that they were, you are far too shy to have gone to have surgical implants put in."

He mused with a smirk, though as she excused herself, he didn't let her go far, though of course he didn't restrict her either... letting her feel free, even within his hold. As she bartered with him he smiled and nodded.

" I agree to your terms Tiffany."

He smiled though as he moved his hand to the opposite side of her face and gently turning her face towards him he boldly leaned in and kissed her... she may have expected him to maul her breasts or something, but he decided to use his twenty seconds to devour her with a kiss, letting the kiss go on and on until SHE stopped it.
 
" I agree to your terms Tiffany."

Tiffany believed that his terms were going to be a bit less forward than they were. How else could anyone explain the look of shock in her face when Derrick's face moved in closer to her. She didn't protest, but instead sat there as his lips come to her own and kissed her! She was here, kissing Jacob's boss! Sure, the seclusion of this booth helped but the reality of the situation did not escape her!

Her heart pounding in her chest, she kissed him back, the soft smacking noises of their mouths sending chills down her spine.
 
Oh she may have not expected him to do exactly what he had done to her, however by the same token it was clear that she didn't mind it either. As she kissed him back though he turned his head ever so slightly as he gave her a squeeze. He knew that he was kissing another man's wife, but well, Derrick couldn't help himself, she was utterly addictive in her own shy way.

After a moment though he did pull back slightly, letting her have a full breath as he smiled charmingly to her.

" There, that wasn't too bad hmm?"

He was willing to bet that she would agree, and besides, the focus on the dance floor kept others from paying attention to them, though Derrick's arm around her shoulder as it squeezed her comfortingly his fingers would brush the outside of her massive breast as he seemed to take no notice of the touch. After all kissing her right then and there was much 'worse'
 
" There, that wasn't too bad hmm?"

It really wasn't...except for the fact that she just kissed someone other than Jacob! It wasn't a make out session, or anything lewd like that but still. The guilt stung Tiffany as she sat there, nodding and smiling, thinking about what had just happened. Her attention didn't move elsewhere until she felt his arm around her shoulder, his finger brushing just barely the area around one massive breast. She looked at Derrick, admiring his composure but also wondering on whether he was doing this on purpose.

Finally, she spoke up and said "Hey Derrick, you mind if we go get another drink?", then chuckling as she added "I mean, it's free right?"
 
He could tell that she was extremely shy, and he wasn't pushing her too fast or hard, and even as she sat there and smiled, he looked to her curiously, though he was touching her breast on purpose, he was VERY good at making it look like an accidental touch. As she asked that though he grinned and nodded.

" Sure! It's an open bar, and I want you to feel as welcome as anyone else."

He slid from the booth but leaned down and extended his hand, guiding her up to her feet he of course was her guide back to the bar, he being extremely charming as he was devilish... after all he had just kissed another man's wife, and within his own mind he was planning to do much... much more to her. Jacob was a fool to leave her alone, but his boss was going to take every opportunity afforded!
 
" Sure! It's an open bar, and I want you to feel as welcome as anyone else."

"Thank you!"

And so, Tiffany gladly accepted Derrick's hand, guiding her to the bar. All the while, the guilt was very much still taking its toll on poor Tiffany. Not just for the fact that she just kissed Derrick, but also for the fact that she hoped that it would happen at least one more time during the night. In fact, some part of Tiffany hoped that Jacob wouldn't come - just because she was beginning to find Derrick so charming and commanding!

Without her blazer on, there was a pretty good view on her cleavage, with her cross diving in the middle, in the valley of her two huge breasts. In fact, without her blazer on, there was a slight bounce and jiggle every step that she took - which made her hope that no one noticed because she definitely didn't mean to 'show off'.

Once at the bar, she tried to get the bartender's attention.

"White wine please!"
 
Derrick was beginning to hope her husband didn't show up either. He was very much tempted to call to the office and load the man down with so much work that there would be no way that he would make it... but he was more controlled than that. As they made their way across the floor though he smiled as she asked for the white wine again, though he leaned in closer to her ear.

" You looked stunning walking across the hall... you really need to not worry about what others think... I for one... think that you're one of the most beautiful women I have ever seen."

When the bartender came over though he ordered a scotch on the rocks, he grinning to her as everyone in the place was having fun. There were appetizer style plates being served up, some typical Christmas music by a DJ, but people were in good spirits!
 
" You looked stunning walking across the hall... you really need to not worry about what others think... I for one... think that you're one of the most beautiful women I have ever seen." he whispered into her ear, his breath tickling her ear lobe. Tiffany, although she didn't say it, loved that feeling and almost instantly felt her heart race. She thanked him, try as she got her glass of wine and began to sip her drink. It was her third glass and by now, she was feeling the effects. Not that she was going blackout drunk or anything, but there was no doubt in Tiffany's mind that she was feeling its liberating properties.

...first, I am truly curious, are your breasts real?

She remembered what he had asked her earlier and some part of her knew that Derrick would appreciate it if she would tease him with that. So, coming closer to him, she asked "Hey want to play a game?". Once it seemed that she had his curiosity, she asked:

"Earlier you asked me if my breasts were real so now...I'll ask you what size you think they are!"
 
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