Losing The Bet (PM interest)

[Little_Red_Rose]

Out of character:

Spoiler alert; this thread will involve some drug/alcohol abuse and some really rough, depraved sex. If this isn't something that interests you, please don't read further. If it does, well enjoy the show!

Of course, everybody in this story is fake, not real, part of my twisted imagination, etc. Everybody that matters is over 18 and adult.

CLOSED for The_J0K3R and I

***​

My character:

http://i.imgur.com/sUWbtbS.jpg?1

Name: Ashley Gonzales
Age: 22
Height: 5'8"
Cup size: 32D

**​

Six months, thirty interviews. Twenty by phone, ten in person.

That's where I was at right now.

I honestly don't know what to tell you, other than life is so seriously fucking unfair. I knew that I had what it took to get those management jobs - I had the grades and the talent to make the cut; hell, just the fact that I got the interviews in the first place had to show that right? But through some "soft skill" dumb ass excuse, I constantly found the door slammed in my face. "I regret to inform you..." - those five words a constant cruel, unrelenting torment coming at me, from capitalist bureaucrats. Suits that would determine whether I get to eat and live, or whether I'd be force to live on the streets...

"Woah, calm down there Karla Marx." Jacob said, surprising me with a kiss on the lips while I typed what seemed to be some sort of manifesto onto my blog. I laughed the second he took a few steps back, looking at the screen as I bit my bottom lip.

"I was coming a little strong there, wasn't I?" I asked, using the auto-correct to go by the little spelling mistakes that I left here and there. Jacob laughed too, taking my keyboard and using highlighted my entire text, as if he was about to erase it all. I hit his arm with the back of my hand, making him both laugh like a hyena and step away from my keyboard.

"But it's true! I have no idea how I'm going to continue paying rent." I asked, twirling my chair but I stood up, staring off into the window. This downtown apartment was expensive and my parents were cutting down on the allowance that they graciously loaned me. Keep in mind that they weren't throwing me off to the streets; they offered to help me move back in but I wasn't ready to call in quits - otherwise, I'd end up back in my crummy suburban neighborhood that was an entire three hour drive from the city.

"Babe, we'll think of something." Jacob said as he hugged me from behind. It was nice, at least for a moment - until Jacob's hard on began to press in between my fat round, Latina ass cheeks in these tights. He rubbed it against me, before I turned around and shoved him. "Jesus Christ Jacob! Not the time!"

He really wanted us to have sex already.

...

Well, besides that, the rest of my day was uneventful. Jacob apologized, consoled me some more and helped me write the rest of my huge rant, as I posted it on Ashley's blog - the little space I had to write my thoughts and emotions in. A internet diary, I guess is what you could call it. Aside from that, the only thing that could console me would be a quick picture, or video for Instagram. I would totally take one right now, but in the back of my mind I had to wonder on whether I'd get a type of weird comment, either from Chris (Jacob's asshole of a friend) and Tommy (Jacob's asshole of a boss).

Both were completely douche bags and the bane of my existence.

Okay, so let's start with Chris - he was Jacob's best friend from college and besides Jacob, the only other guy that I saw day to day during my time in college. He was what you would call an athlete; although if you heard him brag, you'd think he was some sort of star quarterback. He was a bit of an arrogant guy, charming in his one way...if all you cared about my looks. The thing is that he was pretty much skin deep and what you saw is what you got. If I'm sounding a little harsh, it's because he deserves it - the guy was constantly hitting on me and to make matters worse, Jacob knew and didn't really care. "Oh, that's just the way that he is." Jacob would tell me constantly.

Tommy was, as I mentioned, Jacob's boss over at the bar and was, much like Chris, constantly all over me. Unlike Chris though, he was much older than I was. From what I could gather, Tommy was maybe 50 something years old and he definitely looked the part. He had a bit of a beer belly too, although wasn't necessarily overweight or anything. In fact, I'd say that he must have been (at one point or another), a football player. I don't know, he had that physique (or remnant of one) going for him. Too bad what he didn't have going for him was a good personality!

The biggest thing that these two (or three, if you count my boyfriend that I haven't slept with yet) had in common, was their obsession over me. I know, I must sound a little full of myself, but it was honestly the truth. I'm not going to lie, I am pretty attractive. I keep my body in shape, by constantly going to the gym and jogging up and down hill around my place. I had modestly big breasts, wearing a 32D cup and all. Not to mention, I had that Cuban accent going for me which kind of made me seem "exotic" to a lot of guys. But what got the attention of most was my huge ass. I don't know - it was probably genetics or something from my Latina roots, but I had a thick butt that looked like (at least according to Jacob) you could bounce a quarter off of it. Not that I tried, or had any intention of doing.

I'm sorry, I must be rambling now.

Well, eventually I let my own self-consciousness about those two guys die off and I went ahead and took a video for Instagram. It was the last I could do to kill off some of this stress I was having. Afterwards, I'd think a bit more of how I could make some more money.

http://i.imgur.com/Vx9uJdu.gif​

 

[The_J0k3R]

"You can't be fucking serious, dude," Chris sent in a text, staring in shock at the web page displayed on his phone. Jacob had sent him the link. Www-dot-fuckingashley-dotcom was the site, and it prominently featured some bootylicious images from Jacob's girlfriend's instagram.

"Serious, man, fucking serious. I'm so sick of her shit. She doesn't realize she can't get a job because she's a lazy bimbo," was the reply Chris got back from Jacob. Another one followed. "She won't fucking put out for me, so we're gonna ruin her. If you can get her to fuck, on camera, you get half the pot."

Curious, Chris scrolled down the page a bit and saw that there was already quite a bit of cash collected. It was some kind of erotic kick-starter thing. His mind boggled at the money being offered. Apparently, hundreds of horny dudes wanted to see Ashley get fucked and ruined.

Chris was all for it.

"Alright bro," he texted back, "what's the plan?"

*****

The next morning, Chris got up bright and early. Jacob had texted him a google map of Ashley's typical morning run. Chris would be able to catch up with her somewhere along the way...

 

[Little_Red_Rose]

After I finished putting that short video on Instagram, I took a quick look outside and saw that it was a great morning - good enough for a run at least. I took a look at my outfit; the long sleeve top that showed off my toned midriff, the tights that showed off my huge butt and thick thighs, my running shoes and my cap...It looked like I was ready to go! Sure, you might be wondering to yourself - "Hey Ashley, why are you going to run out with those tights if you hate attention from perverts?"

The answer was simple - there was no one out during this time and place.

Yep, this area was filled with grown up people who were either already at work, or were staying in until later tonight. At least, that's the excuse I came up with, which is besides the point; I always got to run up hill from here without a single person bothering me. With a smile, I left my place and began to jog out of my building without a care in the world!

 

[The_J0k3R]

Chris was familiar with the area; in fact, he often ran a similar route in the afternoons. He liked it because along the way there were various work-out stations with pull-up bars and such. He positioned himself at the top of the hill, where there was a bench that afforded a view of most of the running path. And since there was hardly anyone out at this time of day, Ashley would be easy to spot, at which point he would head on down the other side and come up and around behind her.

And it worked perfectly. He was able to spot her from quite the distance, and he headed off at a decent clip, and within several minutes he spotted her up ahead of him. That big ass was unmistakeable!

"Hey stranger!" he called out as he came up behind her, giving her big butt a hearty slap! "Great morning for a run, huh?"

 

[Little_Red_Rose]

I was enjoying my run, feeling the nice soft summer breeze pass by my hair as I jogged up this hill. It was something that I did often, so often that my mind would wander off and I would not pay attention to anything except by the time I reached the stop light further up ahead. Maybe if I were paying attention, I would have seen Chris further up ahead, before he turned back down with the intent of catching up with me. Maybe I had noticed, maybe I wouldn't have been caught in a situation with my boyfriend's terrible friend behind me, eyeing my ass before calling out:

"Hey stranger!"

His hand coming down and giving my big butt an unrestrained slap. I quickly snapped out of my thoughts and "covered" my butt with my small hands (which obviously didn't do much but stop the slight jiggle my cheeks gave within these tights). "Great morning for a run, huh?"

It was Chris.

"Oh my god, fuck you Chris!" I said, hitting his chest before I added "I'm not in the mood."

 

[The_J0k3R]

She smacked Chris, obviously objecting to him slapping that big booty of hers, and he just laughed in response.

"Well, we both know you're really never in the mood, Ashley," he replied, a bit snarkily. He saw the shocked and offended look on her face. "What? Jacob's my boy. He tells me what's going on. No secrets between me and him."

"Race to the top of the hill? Loser buys breakfast?" Chris asked her next, picking up his pace just a bit to entice her into it. "Come on, let's see how fast those thunder thighs can move!"

 

[Little_Red_Rose]

"Well, we both know you're really never in the mood, Ashley," Chris replied to me, making me stop in place and just freeze. Did he really just say that? Granted, it seemed a bit vague, but we both knew that I knew what he meant; it being an obvious jab at the relationship between Jacob and I. Chris might have noticed the expression on my face, seeing as he continued "What? Jacob's my boy. He tells me what's going on. No secrets between me and him."


Ugh, Jacob would hear all about this the next time I saw him. I was obviously pissed at him for blabbing his mouth and telling his friends about our...personal life.

"Race to the top of the hill? Loser buys breakfast?" Chris asked as I began to jog up "Come on, let's see how fast those thunder thighs can move!"

As long as it would get him to shut up...

"Fine, but don't get too embarrassed when I beat you." I said a bit bitterly, knowing that Chris had a bit of an ego. And so, I was off, running up the hill - ignoring the fact that Chris could very well be behind me and staring at my ass.

 

[The_J0k3R]

She agreed to the race, and Chris smirked as he ran ahead of her for several strides at an even pace, but slowly eased off as he heard her coming up from behind him.

He would be happy to let her win this one, of course. And he was more than happy to enjoy the salacious view of her big butt in those tights, jiggling deliciously with every step.

She reached the top first, and he acted as though he was winded when he came up behind her.

"Damn, you are fast!" he said, stroking her ego. "What's for breakfast?"

 

[Little_Red_Rose]

"Damn, you are fast!" he said, the moment we were done with our little race. I smiled, proud of myself knowing that I had knocked Chris down a peg. Maybe it put me in too good of a mood, because when he asked "What's for breakfast?", I was happy to oblige and say: "A fruit smoothie, seeing as I already ate. Come on, it's this way!", even if it meant that I had to spent more time with this pervert. And so, I led the way, bringing us to the stand set up about two blocks away from the endpoint of our race.

Once we got there, I ordered my strawberry smoothie and smiled at him, before I added:

"I should race you more often."

 

[The_J0k3R]

He bought them each a smoothie, and then she was suggesting they "race" more often. Chris nodded in agreement.

"Well, my schedule just changed up quite a bit, so I have these mornings free now," Chris explained.

"But... how about we race again. Right now?" he suggested. "Once more around the track, back to the top of the hill? If you win, I'll buy you breakfast for the rest of the week, and if I win, you have to wear those tights that make your ass look so damn good every morning," he said, wondering if she'd notice that he just assumed they would start running together every morning.

 

[Little_Red_Rose]

"But... how about we race again. Right now? Once more around the track, back to the top of the hill? If you win, I'll buy you breakfast for the rest of the week, and if I win, you have to wear those tights that make your ass look so damn good every morning,

I stood there for a minute, contemplating to go along with this. I mean, I bet him before and like he said earlier, I was pretty fast. Still, I wondered why he just assumed that I'd want to run with him every morning? I thought about this for a while, until I thought that I could squeeze more out of him. "Okay, fine, but how about we sweeten the pot a bit?" I asked with a smile "On top of everything, I'll want you to give me $100 right now for beating you twice!"

 

[The_J0k3R]

"A hundred bucks, huh?" Chris replied, pondering his options. He hadn't expected her to up the ante so quickly. "And in the... unlikely event that I win, what do I get?" he wondered out loud, rubbing his chin thoughtfully and sipping on his smoothie.

A devious grin came across his face; something he had wanted to do with Ashley for a long time now. "I got it," He said. "If I win, you have to spend the rest of the afternoon getting high with me." He saw the look of shock on her face. "Don't worry, just smoking some pot..."

He was pretty sure she'd never smoked anything before. Was the possibility of winning that hundred bucks worth it to her? How confident was she in her abilities? He was about to find out...