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Summer jobs are hard to come by, so last year when my friend Mike told me he’d scored a sweet gig landscaping for a widow and that there was plenty of work for me, too, I jumped at the chance to earn some extra cash.

I didn’t have a car, so Mike gave me a lift on the back of his Harley. The widow’s house was huge, and the landscaping looked picture-perfect. Mike slowed the bike down to a crawl, taking a long, wide path that led around to the back of the house. As he parked next to a small shed in the shade, I vaguely wondered how many hours he’d spent keeping the lawn so neatly manicured.

There was a huge pool with a deck in the yard, and a woman sunbathing in a bikini. Mike led me over to her, saying, “Ray, this is Tracy — Tracy, this is my buddy Ray.”

Tracy lowered her sunglasses, looked me up and down, then let her gaze linger on my crotch. I felt a wave of heat engulf me that had nothing to do with the 85-degree temperature, and I had the distinct impression that Mike might not have told me everything about the amazingly hot widow’s job requirements.

When Mike had said Tracy was older, I’d pictured an elderly, doddering woman with a little dog trailing after her. Tracy looked to be in her mid-thirties. Her bikini top was a scrap of material stretched across voluminous breasts, with nipples hard enough to make my acquaintance right through the fabric. The bikini part of her swimsuit was the tiniest of triangles, held together by strings. Her hair was long enough for her to wear in a short ponytail. Her lips were plump and pouty, and I had no trouble picturing them surrounding my rapidly hardening dick.

“Hi, Ray,” she said, her lip quirking up on one side. “Did Mike tell you anything about the job?”

“I thought I’d leave that for you, Tracy,” Mike said, as he pulled off his T-shirt and unzipped his shorts. “You do it so well.” Then he turned and headed for the sliding door that led into the house.

“Since this is your first day, Ray, we’ll be working indoors,” Tracy said. Then she slipped out of her little swimsuit and I followed her into the house. She was in great shape, her body built for sex. As her hips swayed from side to side, I imagined her late husband getting screwed to death, but hey — what a way to go!

Inside, she led me upstairs to the master bedroom. Mike had already pulled the covers off the huge bed and was rolling on a condom, and as soon as Tracy stepped into the room he grabbed her and started kissing her. While I quickly stripped off my clothes, Mike knelt on the bed and Tracy got on all fours to suck his cock. He tossed me a condom and, with Tracy’s perfectly round ass raised high in the air, I didn’t have to be told what my first task was.

I climbed up behind her, grabbed her ass, and shoved my cock right into her juicy, pink cunt. Mike and I got a good rhythm going, thrusting in tandem, as I drilled her from one end and he drilled her from the other. We each took possession of a breast, pinching and pulling till she started coming.

Then she told Mike to fuck her ass. Mike knew exactly where Tracy kept the lube, and went to work prepping her. I almost came as I watched Mike’s thick cock slowly disappear into her ass. But she wasn’t done. She wanted my cock back in her pussy, and I happily obliged, relishing my first foray into double-stuffing. It was one of the hottest things I’d ever experienced, tighter than anything I could have imagined. Unfortunately, I didn’t last very long, but I wasn’t too worried when I saw the pile of condoms on the nightstand. I knew Tracy would have a few more chores for us.

So, that’s how Mike and I spent our entire summer — working outdoors in the mornings before it got too hot, then getting totally overheated in the afternoons with the widow Tracy in her bedroom. It was the absolute best job ever!

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The Widow Peaks

  • 2

Storyline

Summer jobs are hard to come by, so last year when my friend Mike told me he’d scored a sweet gig landscaping for a widow and that there was plenty of work for me, too, I jumped at the chance to earn some extra cash.

I didn’t have a car, so Mike gave me a lift on the back of his Harley. The widow’s house was huge, and the landscaping looked picture-perfect. Mike slowed the bike down to a crawl, taking a long, wide path that led around to the back of the house. As he parked next to a small shed in the shade, I vaguely wondered how many hours he’d spent keeping the lawn so neatly manicured.

There was a huge pool with a deck in the yard, and a woman sunbathing in a bikini. Mike led me over to her, saying, “Ray, this is Tracy — Tracy, this is my buddy Ray.”

Tracy lowered her sunglasses, looked me up and down, then let her gaze linger on my crotch. I felt a wave of heat engulf me that had nothing to do with the 85-degree temperature, and I had the distinct impression that Mike might not have told me everything about the amazingly hot widow’s job requirements.

When Mike had said Tracy was older, I’d pictured an elderly, doddering woman with a little dog trailing after her. Tracy looked to be in her mid-thirties. Her bikini top was a scrap of material stretched across voluminous breasts, with nipples hard enough to make my acquaintance right through the fabric. The bikini part of her swimsuit was the tiniest of triangles, held together by strings. Her hair was long enough for her to wear in a short ponytail. Her lips were plump and pouty, and I had no trouble picturing them surrounding my rapidly hardening dick.

“Hi, Ray,” she said, her lip quirking up on one side. “Did Mike tell you anything about the job?”

“I thought I’d leave that for you, Tracy,” Mike said, as he pulled off his T-shirt and unzipped his shorts. “You do it so well.” Then he turned and headed for the sliding door that led into the house.

“Since this is your first day, Ray, we’ll be working indoors,” Tracy said. Then she slipped out of her little swimsuit and I followed her into the house. She was in great shape, her body built for sex. As her hips swayed from side to side, I imagined her late husband getting screwed to death, but hey — what a way to go!

Inside, she led me upstairs to the master bedroom. Mike had already pulled the covers off the huge bed and was rolling on a condom, and as soon as Tracy stepped into the room he grabbed her and started kissing her. While I quickly stripped off my clothes, Mike knelt on the bed and Tracy got on all fours to suck his cock. He tossed me a condom and, with Tracy’s perfectly round ass raised high in the air, I didn’t have to be told what my first task was.

I climbed up behind her, grabbed her ass, and shoved my cock right into her juicy, pink cunt. Mike and I got a good rhythm going, thrusting in tandem, as I drilled her from one end and he drilled her from the other. We each took possession of a breast, pinching and pulling till she started coming.

Then she told Mike to fuck her ass. Mike knew exactly where Tracy kept the lube, and went to work prepping her. I almost came as I watched Mike’s thick cock slowly disappear into her ass. But she wasn’t done. She wanted my cock back in her pussy, and I happily obliged, relishing my first foray into double-stuffing. It was one of the hottest things I’d ever experienced, tighter than anything I could have imagined. Unfortunately, I didn’t last very long, but I wasn’t too worried when I saw the pile of condoms on the nightstand. I knew Tracy would have a few more chores for us.

So, that’s how Mike and I spent our entire summer — working outdoors in the mornings before it got too hot, then getting totally overheated in the afternoons with the widow Tracy in her bedroom. It was the absolute best job ever!

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