Summer Road Trip

Tom packed his car carefully, so that all the gear would fit. In addition to a couple duffle bags full of clothes, he had a tent, dining fly, camp stove, bags and a cooler of food, and other assorted equipment for a two week trip out west. He had graduated from UW Madison in June, and now, in mid-August, he was heading out on a long slow trip to California to start a new job. He wanted to make a vacation of it. He had shipped the rest of his clothes, books, and other belongings to his buddy, Trent, out in Oakland.

His tall, wiry, yet muscular, body bent and lifted the larger items into the back of the small Saturn station wagon, and he fit the smaller stuff into whatever nooks and crannies he could find. His collar-length brown hair waved in the welcome breeze. It had been a pretty hot summer in Milwaukee, but the weather had broken just a couple days ago, bringing a respite from the heat and humidity. He was glad his parent’s house was air conditioned.

Tom was a handsome young man with rugged features, grey eyes, and a quick smile. He’d had several girlfriends through high school and college, and plenty of short relationships in between. As he packed, he reminisced about the night of his graduation. Joan, one of his study buddies and a close friend throughout his senior year, had gotten a little drunk and hauled his ass into her dorm room and seduced him. He didn’t take much convincing, since he had secretly held a crush on her for most of the year. He had hesitated to act on it, not wanting to ruin their friendship. Well, she decided to act on it, and they spent the night fucking hard in several positions until they both passed out from the exertion and . The next day Joan left for her sister’s house in Denver, and Tom left for Milwaukee, just an hour and a half drive away. They both had big smiles on their faces and promised to call each other over the summer. A couple days ago, Tom had called Joan, and she invited him to stay a day or two on his road trip. Her sister must have been close by, because she whispered encouragement to him about getting another chance to have sex together.

He straightened up from his toils and saw his neighbor, Jackie, walking toward him. The brunette lived a couple houses down from his parent’s house. Tom smiled at her, surreptitiously watching her lovely orange-sized breasts wobble inside her black scoop-necked tee shirt; she apparently had not put on a bra this morning. Her legs looked great in the khaki walking shorts she had on, too. Jackie went to UW Milwaukee.

Tom and Jackie had never dated all through high school, mostly because Jackie had been very shy, and he seemed so popular. Once she got into college, she got her confidence, along with filled-out breasts, but with school and jobs during the summers, they’d just never hooked up.

“Hey, Tom. I hear you’re leaving this morning for San Fran,” she said as she got near. She grinned at him in greeting.

“Yeah. I just finished packing the car. What are you up to this fall?” he replied, wiping a little sweat from his brow.

“I’ve got one more year at university. It starts after Labor Day. Do you want to come over and get some coffee for the road? I’ve got a pot on the burner,” she offered, getting a hopeful look in her eyes.

(Author's Note: I've started a tip jar over at Ko-Fi. Drop-in and say hi!)