The story I'm going to tell is about a close friend of mine who I've known since childhood. We grew up together, went to the same schools, and our parents were friends. I was always quiet and Jeanie was outgoing and popular with boys. She was homecoming queen and star of the girl's softball team in high school and college. I was like a shadow to her, not just that I followed her around, but because I knew her secrets and was a sounding board for her doubts and misgivings: The externalized darkness of the cheery all-American girl next door.
I was jealous of her, of course. That is the natural outcome of these sorts of relationships; they breed a long, deep resentment which takes decades to build. Back in school she had long, shiny hair, perfect skin, great boobs and she was loved by everyone. On top of that, she was smart and got into a top college where she met her husband, Tom, who quickly became an executive for a big finance company. But my story begins years later when she moved back to town with Tom and the two kids.
From the outside, things appeared the same at first: the big local celebrity moved back home to a giant castle on a green hill in the heart of a quiet suburb. But I could see differences in her immediately. For one thing, she'd gained weight. Not a lot, but as a personal trainer, I had developed a skill for scoping out chick-fat. Her general shape was the same, but her ass looked bigger and those famous tits didn't seem to stand at attention as they once did. Of course, I'm being unfair. She was still an attractive woman, but an attractive wife and mother rather than homecoming queen. But I couldn't help relishing any flaw I could find because her return made me jealous all over again: her perfect little family in the great big house.
Shortly after things were settled, she invited me over to catch up on each other's lives. I was nervous about the visit, because there wasn't much for me to say. I'd stayed in town, went to community college, working at the same gym I worked at in high school, and was only able to afford the small apartment I called home because I started a full-time schedule. Truth be told, I had other lucrative prospects to build on, but we'll get to that later. From all external appearances, though, I was a poor person in a rich neighborhood. Being buzzed in through her iron gate and driving up the road that lead to her mansion didn't really help with my feelings of inferiority either. But when she opened the door, a surprising picture began to emerge.
She met me at the door with a crying baby cradled in her arm beneath a huge naked breast that had been pulled out from the bottom of a t-shirt which was stretched to its limit, leaving the slight muffin-top of her belly exposed above the waistband of her skin-tight capri sweatpants. Her hair was pulled back into a ponytail with a few strands dangling in her face. Her older child stood behind her smacking at her butt and calling out "mommy" over and over again.
"Come on in," she said. "Don't mind the madness. It's always like this around here." As she turned to lead me into the house, I got a good look at her ass, which was squeezed into the capri sweats so tightly that the seam rode up between her cheeks obscuring the faded Greek letters representing her old college sorority. I had to fight back a chuckle as it bounced to the rhythm of each footstep.
Leading me through the massive gourmet kitchen scattered with toys, groceries, and half-eaten lunches, she grabbed a cookie from the open jar on the center island and yelled out "Juanita! I have company, come take the baby and watch Tom Jr. for me."
A moment later, a small Mexican woman appeared and took the baby. Then, in a brazen display of immodesty, Jeanie peeled off the undershirt and handed it to the woman saying, "Wash this too, I've been leaking milk all over it. And when you get a chance, could you bring a couple of drinks out to the back yard?"
Stunned into silence, I didn't know what to do but follow the topless woman out the back door where she invited me to sit down with her in the sun near the pool.
"You can take your clothes off, you know. No one will see but Juanita," she offered between mouthfuls of cookie.
Not wanting to appear uncomfortable, I followed suit and took my shirt and jeans off to sunbathe in my underwear. Jeanie watched me as I undressed: "You still work at the gym, don't you?"
"Yeah, always," I responded in a disinterested tone.
"It shows. Good for you." She paused a long time before adding, "As you can see, the kids made me fat."
"Nah, you look great," I countered feeling awkward at her obvious self-consciousness.
With that, Jeanie stood, pulled down her capri sweats and stepped out of the leg holes to stand naked in front of the pool, which glistened hotly in the midday sun behind her. I wouldn't have thought anything of it back in school when were really close, but I felt uneasy here at her house so many years later.
"I wish Tom thought that," she said, returning to our conversation. "I was making breakfast in my panties the other day and he comes out and tells me my ass is getting big." She turned her butt to me, looking over her shoulder as she gave it a little squeeze of evaluation.
"Guys like big asses, though," I responded supportively.
"Yeah, sure. Like Mexican rappers or some shit. All of Tom's friends from the firm have wives with, like, perfect bodies. I wouldn't be surprised if they were giving him shit about me at work."
At that moment, Juanita walked out and placed our drinks on the patio table by my side. Jeanie barely noticed except to kick the discarded sweats toward her. "Could you wash that too? I've been sweating like a pig." Juanita picked the shorts up obediently, though between two fingers and with a look of scorn in her eyes.
Juanita left and I watched Jeanie jump into the deep end of the pool and swim across to the other end. Her body flowed beneath the surface, wavering and refracting beneath the shimmering heat of the sun. I was amazed at the lithe agility of her body despite the extra mommy-fat.
She emerged with a splash at the other end, and I pretended to be busy with something as she walked back toward me, her tits and thighs jiggling slightly with each impact of her foot on the patio.
She wrapped herself in a towel and took a long sip of lemonade before asking, "Would you take me on as a client? Help me get back in shape? Tom will pay well."
How could I refuse?
I came back again the following week to start our training and we decided to start out with a few walking laps around the trail running through the gated community just to warm up. I wore a pair of speedo briefs and matching sports bra with running shoes and wrist/ankle weights for extra resistance. I could see by the way her gaze traveled up and down my body from behind her designer sunglasses that she was jealous of my body and I savored every moment of it.
"Have you been seeing anyone?" she asked.
"Yeah, a few guys," I responded casually. "But I'm not looking for anything serious. I'm having too much fun right now."
