My buddy Ron and I had cut the doctor’s lawn for a couple of summers, but last summer, after we graduated from high school, the doctor and his wife became our favorite customers.
Cynthia always teased us by bending over and showing off her fine ass and giving us views of the bottoms of her gorgeous tits through half-shirts and crop tops. One day she asked me to give her a hand in the tool shed. I was there in a flash, as Ron kept mowing. It turned out that she gave me the hand—in my shorts!
She wrapped her fingers around my quickly growing prick and said, “Mmm, that feels nice. Would you mind if I taste it?” I nodded, and she was on her knees in a flash, her big blue eyes looking up at me.
She took me in her mouth. Her breath felt cool. Her tongue swirled around the head, then down the shaft. She began sucking, with her head bobbing back and forth. Her smooth hands cupped my balls, and soon I groaned and exploded in her mouth. She swallowed every drop, then got up, licked her lips and said, “I love lawn boys.” She smiled and winked, then said, “I’ll see you next week.” She gave me two ten-dollar bills and darted in the house.
The next week was the same. I tried talking to her to get more out of it, but she made it clear this was a yes-or-no deal, nothing more to it. Obviously I took it again the next week—and each week, until I developed a plan.
It was hot that day, and Cynthia was lying by her pool in a bikini that barely covered her flesh. Her tits looked fantastic, gleaming with tanning lotion, and her thong was up between her ass cheeks. I had to use all my willpower to keep my distance until we were done.
While Ron was loading the truck, I got my weekly thrill, this time in the bushes behind the house. Cynthia squatted in front of me, and I saw her tits perfectly while she swallowed my cock to its base and used her magic throat muscles in a way that made me come in minutes. Ron and I returned to the shop, but I went right back to the doctor’s place, where I snuck around the bushes and looked in the nearest window of the house.
Now I knew why Cynthia sucked me in the bushes! I was just in time to see her take the doctor’s cock down her throat the way she did mine. “You like sucking the lawn boy off don’t you?” I heard him ask her while she sucked him. “You can’t get enough, can you?”
One of her hands was between her legs rubbing herself. The doctor said, “Are you going to let him fuck you too?” She moaned, and he got her on her hands and knees, with her head hanging down, until he slammed in her from behind. He held her hips and banged away at her until she yelled; then he groaned as he came.
My own come splattered against the wall. I made a quick getaway, wondering about the following week. But all I got then was a blowjob! It was great, as always, but I wanted in her cunt!
The following week I put a new plan into action. After we mowed the law and put our equipment on the truck, I went to get paid. I found Cynthia in the house, and as usual she quickly wound up on her knees. I kept reaching down to fondle her tits, and after several attempts she gave in and let me. I held off from coming, though that was very difficult! When she looked up at me, probably wondering why I hadn’t come, I gently pushed her backward by her shoulders and she wound up on her back on her living room floor with me on top of her.
After some pleading, she let me fondle, then suck her succulent tits. When she felt my hand slide up her inner thigh, at first she grabbed it, but after a while she let me rub her damp crotch. She moaned and said to stop, but when I asked if she was sure she wanted me to stop, she didn’t answer, so I continued, and her moans got louder. When I tried to undo her white shorts, after a few minutes she relaxed her grip and my hand was on her pussy! Then she lifted her gorgeous ass so that I could slide her shorts and panties down her legs.
I gave her cunt a prefuck stretch, using first two, then three fingers. She had her legs parted, and I was all over her with my mouth. She gave a loud sigh in an apparent climax.
I knew that it was now or never and quickly got in position and slid in. First she gasped; then she moaned loudly. I began to push in, but I was so excited, I lost it. When she felt the first spurt, her eyes flew open and she pushed me off of her, with my cock still shooting. She scrambled to her feet and headed to the bathroom shouting, “Show yourself out.” Once the last drops fell from my cock to the carpet I beat a hasty retreat.
The following week I didn’t dare do anything, but the next week Cynthia again gave me my “special tip”—but didn’t let me do anything else. And our mowing season ended the next week.
This summer began with the usual cash tip and blowjob, but I’ll be looking out for an opportunity to “press my luck” and see if I can get back into Cynthia.
—Name and address withheld