Two months ago, my world turned upside down. Our old babysitter went off to college and we found a new one on Craigslist. Tess came bouncing into our lives tits-first, and now that we’ve crossed the line with each other, it’s becoming easy to cross more.
Yesterday, she texted me that she was playing a soccer game in my neighborhood. I decided to go for a jog. I cruised past the park and stopped for a minute to drink some water and catch my breath. I looked out onto the field and I saw my sexy babysitter playing out there. She was giving it her all, sprinting from one end of the field to the other, shouting to her teammates. She was good, I could tell. I only watched for about ten minutes but she scored a goal. I loved watching her run, if not only because her jersey was way too tight for her enormous boobs, stretching the material nice and taut. I was hypnotized by the sight of her huge tits bouncing up and down as she sprinted. I couldn’t see from my vantage point at the water fountain, but I’d bet you my bottom dollar her hard nipples were poking through. How did she get away with this shit? My guess is her coach had as much of a hard-on for her as I do.
Every night as Shelley rolls away from me onto her side, I masturbate thinking about the way Tess surrounded my dick with her huge soft melons and jacked me off with them. Shelley doesn’t mind when I masturbate in bed anymore. “Do what you have to do,” she says, nodding off.
It’s been a little while since we’ve needed a babysitter because Shelley just didn’t like going out much anymore. So in terms of social contact, texts with Tess had been sustaining me for the past few weeks. She sent little flirtatious messages, and pictures of her body.
But I was getting kind of worried about her. Her answers were getting less flirty, and she hinted at some bad stuff going on at home. I tried not to worry about it, instead focusing my attention on my kids and getting things together with my wife. Maybe my flirtation and affair with Tess would go down in history as just that. Life goes on.
As the weather warmed up, so did Shelley. We started going for walks, canoeing, and playing with the kids outside. One day, she easily zipped up pants she hadn’t worn in years. “I’m losing so much weight!” she exclaimed. We high-fived, and then we jumped on our bed in the middle of the afternoon and fucked, sunshine streaming in through the windows onto her body. It’s something we hadn’t done since we were in our twenties.
That night, we sat on the couch with our kids, watching one last show before bedtime, and there was a knock at the door. I went to go get it. Tess was standing in the rain, soaked to the skin in a hoodie and short shorts. She had a backpack and a suitcase with her.
“Tess, what’s wrong?” I asked. I could hear Shelley getting up and coming toward the door to see what was going on. Tess was crying.
“Come on in, dear,” Shelley said.
A few minutes later we had the story out of her: Her mom left last week, plain disappeared, and won’t answer any of Tess’s calls, but did send her a letter that said “I’m OK, in Tennesse, please don’t try to find me – Mom.” It was postmarked from Alabama. The minute they discovered her mom was gone, Tess’s dad showed his worst self, threatening to lock her up in the basement.
“You were right to come over here,” Shelley said. “You can stay with us as long as you need to.”
“Thank you so much,” she cried. “I didn’t know who else to go to.”
We set Tess up in the basement bedroom and called it a night.
In the morning, Shelley had to go to work early. I had a day off. I went downstairs to check on Tess. Since things were starting to go so well with Shelley, I was determined to make this visit from Tess a perfectly chaste one. I was even looking forward to setting some ground rules. No more texts, no more sloppy blowjobs. If she was going to stay in my house, we weren’t going to carry on a relationship. It’d be too easy to be found out, and plus, I didn’t need her anymore. I had my wife back. My beautiful, smart wife who’d hit a rough patch but was back. When I first met my wife, I fell in love with her intelligence and good humor. I loved her trim, tall body and her modest B cups. Now that I had her attention again, there was no way I needed this young woman, this insatiable, aggressive, huge-titted slut…
I flicked the light on. Tess sat up, pushing the covers down. She was wearing a white tank top with little roses all over it and matching panties. Her pink bra held in those boobs – the most enormous boobs I’ve ever seen in my life, looking even bigger on Tess’s little frame. Her bra and tank top were a little too small, so tons of her flesh spilled over the top and the sides, jiggling as she sat up.
“Good morning,” she said, rubbing her eyes.
“Hi Tess,” I said. “There are some things I want to talk to you about right away.”
“Sure,” she said, standing up so that her tits bounced even more. I tried not to stare.
“Well, I know we’ve been getting close lately, but if you’re going to be staying here, I really think the best thing for us to do is avoid any type of intimacy.”
Her brow furrowed and she looked down, biting her fat pink lip. Then, less than a second later, she perked up and looked up at me. “Of course! I understand,” she said. “I’ll be good.”
“Thanks, Tess. That means a lot to me. Come upstairs when you’re ready and I’ll make you breakfast.”
In about a half hour, Tess came upstairs, but she hadn’t changed. She was still wearing that little tank top and her tit flesh jiggled as she walked over to me in the kitchen. She sat her tight ass down in the chair across from mine and said good morning.
“Tess,” I said.
“Yes?”
I was about to scold her for not changing clothes, but a wave of sympathy hit me. She needed us. She was an adult, 18, but she wasn’t used to fending for herself. She was a young woman without a family. We luckily had the space and the means and the heart to support her.
“I’m sorry if I was harsh with you this morning,” I said.
She giggled. “It’s okay.”
–
We grilled her about relatives and family friends, but it turned out Tess really didn’t have anywhere else to go. So we cut a deal with her – if she babysat the kids and did some housework and cooking, she could stick around as long as she needed.
Two weeks passed without incident. Tess was a great cook and she was keeping the house cleaner than it had ever been. She and Shelley got along great, although sometimes I could tell Shelley wished Tess would cover up more. In spite of myself, I didn’t mind… But even when I was fucking Shelley, I couldn’t get the image of Tess washing the kitchen floor doggy-style in short shorts and a sports bra out of my head.
A few times I was tempted to go back on our no-intimacy promise, but it felt good not doing anything with Tess. I had been unfaithful previously, but now I was living honestly. There was nothing to hide. No energy to expend on hiding flash drives or deleting texts. Tess was busy with school work, busy with planning her post-graduation life so she could support herself in a few months. She was busy mowing our lawn in short denim shorts and a barely-there bikini top, her enormous rack jiggling in the sunlight… Yes, it was all good. All easy. And all very, very hard.
Then, one Saturday, Tess and I found ourselves in the house alone. Shelley had taken the kids out, and for some reason, we weren’t invited. I sat on the couch with a beer, watching football. Tess came up from the basement in a tight, red tube dress that started just above her hard nipples and ended half-way down her bubble butt. She started to pick up toys, bending over every which way so I could see her amazing cleavage and her pussy covered by a black thong.
“What are you doing Tess?”
“I’m just picking up the kids’ toys,” she said, crawling around the room on her hands and knees. “Is everything okay?”
My dick was getting so hard in my gym shorts, so I quickly grabbed a blanket to cover it. My plan: I’d wait until she was gone and I’d jack off in the bathroom.
“Yes, everything’s okay,” I said. “That’s a very, uh, nice dress you’re wearing.”
Tess stood up and smiled.
“You like it? It’s new. I was thinking on wearing it on my date tonight.” She spun around.
“It’s very nice.”
“You think my boyfriend will like it?” He’ll bust a nut on sight, I thought.
I nodded.
“Do you want another beer?” she asked. I said yes. While she was in the kitchen, I put another blanket on top of me, just to make sure she couldn’t see my throbbing erection.
She brought me the beer and sat next to me. Then she did something shocking – she put her hand on my chest and started to rub.
“Aren’t you a little warm in that blanket?”
“No, Tess. Stop.” I took her hand off my chest.
“Alright, fine by me,” she said. “Do you mind if I watch TV with you?”
“Sure.”