Chapter 1

As told by Jessica

It had been a hard day, and while I usually didn’t leave my office before the close of the market, I decided to take a break and treat myself to a chai tea from the coffee shop.

Standing in line before me was a cute, thin guy. As I often do, I imagined what this hottie would look like with an extra hundred pounds of fat on his body. As it always does, this kind of daydreaming got me hot.

When I saw that he had ordered a large, fattening, whipped cream-covered coffee drink and a scone, I got even more aroused.

As if he could sense what I was thinking, he turned to look at me. When our eyes met, he spoke to me, "I guess I should have chosen something less fattening," he said with a smile.

My knees got weak, and the only thing I could think to say was, "Everybody needs to be naughty once in a while."

I used the word "naughty"? What was I thinking?

He asked me if I wanted to join him at a table, and I said OK.

"My name is Michael," he said.

"I'm Jessica."

For the next half hour, we chatted while I watched him enjoy his scone and whipped cream-covered coffee. The whole time, I kept imagining this guy about 200 pounds heavier.

As I got up to leave, Michael surprised me and asked me out on a date. For some unknown reason, I accepted, and we exchanged phone numbers.

The market had closed by the time I got back to my office, so I had some time to just sit at my desk and think about what had just happened. I normally don’t do much dating because my career as an investment advisor requires so much of my time and energy. But there was something about this guy that I found appealing, and the image I had created in my mind of him as a fat man got my heart pumping.

Just then, my secretary, Sam, came into my office and handed me a note about a client I needed to call. She noticed my distraction and asked me what was on my mind.

I told her about the guy I met in the coffee shop.

"That’s awesome!" Sam said. "What does he look like?"

"He’s good looking but a little too thin for my tastes," I replied.

She laughed and said, "So you like your men on the chubby side, do you? Maybe you can get him to gain a few pounds for you."

I blushed and said, "Maybe."

Getting ready for my first date with Michael, I stood in front of the mirror, examining my reflection. Damn that Samantha, I thought. She has been a bad influence on me. I guess I could have said no to all the donuts she has been giving me. But because of my lack of will power, the fitted blouse I had chosen hugged my curves a little more snugly than it used to—the fabric stretched slightly over my bust and waist, highlighting the subtle changes in my figure. My pencil skirt, which used to sit comfortably on my hips, now felt a bit tighter, accentuating my slightly fuller thighs and rounder hips.
My long blond hair tumbled over my shoulders and curled around my face in soft waves. I had meticulously applied my makeup, with a touch of blush adding a healthy glow to my cheeks. The blouse's neckline dipped generously, revealing ample cleavage and drawing attention to my fuller chest.

I paired my outfit with classic black pumps, adding a touch of elegance to my look. I accessorized with a delicate gold necklace and matching earrings. As I adjusted my blouse, I once again couldn't help but notice the slight difference in how my clothes fit, a reminder of the extra pounds I had gained.

Despite the changes, I still felt confident and graceful, my beauty shining through in every detail.

My first date with Michael went surprisingly well. He took me to Olive Garden for dinner because he said that he loved their pasta and the limitless breadsticks. He told me that even though he had a big lunch, he was starving. He kept saying things like that, not knowing the effect his words were having on me.

Even though I have never had the courage to really let myself go, after he said he liked a woman who was not afraid to eat, I decided that at least that night, I would allow myself to eat as much as I wanted.

So, we drank several glasses of wine while I intentionally stuffed myself with several kinds of pasta and lots of breadsticks.

There was an obese couple sitting at the table next to us, and all during our meal, we would make innocent comments about them. At one point, Michael jokingly said to me that if we kept eating like we were, we’d look like them before we knew it. I could not help but imagine what it would be like to do that, letting ourselves go and watching how our bodies expanded every day until we became as large as the two of them.

Maybe it was all the wine talking, but I asked him if he would still find me attractive if I was as large as that woman. When he answered, "Absolutely," I immediately got aroused.

When it was time for dessert, even though I was so full I could hardly move, he insisted that we share a piece of tiramisu.

After we finally finished eating and were waiting for the check, I commented that if I kept eating like I did tonight, I would get very fat. To this he said, “That would be fine with me.” Again, he always seemed to know just what to say.

On the drive home, because we kept talking about how much food we had eaten, I was getting hotter by the minute. When we finally got to my apartment, I was so horny I could hardly stand it.

As soon as he had parked the car, I was all over him – kissing his face, feeling his body, trying to unbutton his shirt. He asked if he could come inside and I almost shouted the word, “Yes”.

We hustled to my front door – him with most of the buttons of his shirt undone and his hairy chest exposed.

As soon as we got inside, we once again started feverishly kissing and frantically trying to undress each other. When I finally got all those buttons undone and got his shirt off, I noticed that his belly had a bit of a bulge to it. He had trouble with the zipper on my skirt because my belly had expanded from eating so much at dinner. We desperately pulled the rest of our clothes off and threw them on the floor. We never made it to the bedroom.

He pressed me against the wall, lifted me up and I wrapped my legs around me. I was wet, he was hard, and he entered me.

Within a few moments, I had the most incredible orgasm and he came immediately after.

When I returned to work on Monday morning, I was still on cloud nine. Sam noticed it right away. I confessed that my date with Michael had gone very well.

She told me to hold on a minute and that she'd be right back. When she returned, she was holding two plates with pieces of cake from an associate’s office birthday celebration. She placed one of the pieces in front of me, sat down, and pressed me for all the details of my date.

There she goes again, I thought. But I was in too good a mood to care, so I eagerly recounted everything to Sam while savoring the indulgent treat.

Later that morning, Sam insisted we go out for lunch together so she could hear more about my date.

Normally, I stay in my office, but today, I agreed to go out with her. When I do go out for lunch, I usually just order a small salad, but today something felt different. So at the restaurant, I ordered a big meal and even treated myself to a glass of wine.

With all the eating and drinking I'd been doing, I thought it best to go to the gym after work. I changed into my workout clothes in the locker room. Was it my imagination, or were my leggings a little tighter than usual? My sports bra felt unusually tight, and the tank top I normally wore seemed to show off more cleavage than before.

I usually jog three miles on the treadmill, but after only one mile, I was really sweating and so winded that I decided to stop. What the hell, I thought. How did I get so out of shape?

I don't know what got into me, but on the drive home, I saw a KFC just up ahead.

As if possessed, I pulled into the drive-thru. I couldn't even make it home. I just sat in my car and ate my "value meal," which included three pieces of greasy chicken, mashed potatoes and gravy, macaroni and cheese, and a coke.

A wicked smile spread across my face as I thought about all the fattening food I had eaten lately and my tight clothing at the gym.