Unbelievable Summer
Copyright© 2025 by D.C. Roi
Chapter 10: Bobby’s good fortune during vacation continues(4)
Romance Sex Story: Chapter 10: Bobby’s good fortune during vacation continues(4) - Bobby Draper is a young man spending his summer mowing lawns in the neighborhood. When Nicole Everett, a married woman, shows interest in him, their playful moments turn into a secret affair. Bobby feels the thrill of desire and the confusion of guilt as he steps into a world of passion he never expected. As the summer goes on, Bobby also gets involved with Amber Fargo and Helen Parker, each with their own struggles and needs.
Caution: This Romance Sex Story contains strong sexual content, including Ma/Fa Romantic Fiction Humor Cheating Cuckold Slut Wife Wimp Husband Anal Sex Cream Pie Squirting Tit-Fucking Voyeurism Politics
Bobby’s summer got more interesting the next Saturday when Lana Michaels arrived for her a visit. Lana was the daughter of Bobby’s mother’s college roommate. She was a couple years older than Bobby and was spending three weeks with Bobby’s family so she could attend a summer computer program being offered at Jamestown High School.
Bobby had known Lana most of his life, but he didn’t know her very well. She lived near Seattle in the Pacific Northwest, across the country from where Bobby lived. Occasionally his family would visit hers or her family would spend a few days visiting the Drapers, but he and Lana had never gotten beyond the point of being a little more than acquaintances.
The morning after Lana arrived, Bobby walked into the kitchen and found her sitting at the breakfast table.
Lana looked up at him and gave him a nervous smile. “Hi, Bobby,” she said softly.
“Hi, Lana,” Bobby replied. “She could be pretty if she wanted to,” he thought. Lana wore glasses, and had her light brown hair pulled back in a tight French twist. She wasn’t wearing any makeup, but her skin was smooth. He couldn’t tell what her body was like because she was wearing a loose denim jumper over a pale yellow T-shirt. “I wonder why she doesn’t want to look prettier,” Bobby wondered as he sat down to wait while his mother finished making breakfast. He picked up his glass of orange juice and drank it.
He looked across the table at Lana whose pale blue eyes caught his for just a second, then flashed away. Her face reddened a little and she started staring at the empty plate lying on the table in front of her.
Bobby’s thoughts drifted to the way his summer had been going so far. It was unbelievable, actually. He’d hoped that he might be able to find a steady girlfriend and if he was really lucky maybe get laid. Now, less than two weeks since school ended - with no idea how it happened - he was involved in torrid affairs with several adult women.
“What are you kids going to do today?” Bobby’s mother asked cheerily. She set a platter of scrambled eggs on the table and sat down.
“My classes start at ten o’clock,” Lana said. “And they run all day.”
“What are you doing today Bobby?” his mother asked.
“I’m meeting some of my friends downtown,” Bobby replied.
“OK,” his mom said.
After breakfast, Lana left for her computer classes and Bobby headed downtown to meet his friends and hang out. “I probably won’t be back until late,” he told his mother when he left. “I’ll get lunch and dinner somewhere.”
“You sure?” his mother sounded a bit concerned. Of course she always acted as if he were in imminent danger of starving.
“Don’t worry, Mom,” Bobby said, “I won’t starve.”
He got in the jeep and drove to the mall, met some of his friends, and hung around for the rest of the day. They talked about girls a lot. Bobby’s friends bragged about all the hot times they’d had with girls, but Bobby knew his buddies too well. He knew they were stretching the truth considerably, trying to out-do each other with their tales.
“What about you, Bob?” his friend Joe asked. “You score yet this summer?”
“Nah,” Bobby replied. “I’ve been to busy working.”
“Jeez, Bob,” his friend Eddie said, “I thought you said you were gonna get laid this summer or else.”
Bobby couldn’t keep himself from smiling. If they only knew! “The summer isn’t over yet,” he said. He wasn’t sure why he didn’t share his adventures with his friends. If the guys knew what he’d been doing, they’d either be blown away, or they wouldn’t believe him. But something told him that keeping his exploits to himself was the best thing to do. Finally, approaching terminal boredom, they went to a movie. Bobby called his mother and reminded her he wouldn’t be home until late.
After the movie, Bobby and his friends had a soda and some ice cream. He drove his pals home and went home himself. He parked the jeep next to the garage, got out, and started across the yard toward the house. As he moved across the yard, he noticed the light was on in the bedroom Lana was using.
“She’s probably working on homework,” Bobby thought. He had a hard time comprehending why anyone would want to go to school during vacation. Not exactly sure why he was doing it, he walked across the lawn, carefully positioned himself next to the house, and looked in Lana’s bedroom window.
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