This is a work of fiction, written for enjoyment and amusement. Hopefully, yours as well as mine. Comment and constructive criticism welcome.
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Jenny was our neighbour. A widow, like Mom, but younger. She had a daughter, Phillipa, known to most of us as 'Flip', who'd had her twelfth birthday on Christmas Day. Jenny hadn't had a holiday that I knew of in the five years that she and Flip had lived in the next apartment, but that was why she called around.
"Tommy, you're driving to the coast on Thursday, aren't you?" she asked.
"Yeah, I am," I replied, curious.
"Phillipa starts summer camp tomorrow," said Jenny. "If you'd let me come with you, my sister has invited me to stay for a few days. I'll help with gas and I can afford to come back on the Greyhound." She grimaced. "It's the only holiday I'm likely to get."
I knew Jenny didn't have a lot of money to spare and I certainly didn't mind the company. "Where does your sister live?" I asked.
"San Diego," said Jenny.
"Minor detour," I said. "Ride with me, and welcome." I had a sudden thought. "I'm planning to take two days," I said, "so you'll need motel money. That okay?"
She nodded, smiling in apparent relief. "No problems, I can just about afford it, as long as you don't go too up-market on me."
"No worries there," I laughed. "I'm going out to start work, so I don't have a lot of spare cash myself."
"I'll make us up a picnic lunch for Thursday, if you like?" said Jenny.
"I like," I said, "I know how good your food is!"
And that was how I started out to the coast with a good-looking woman ten years older than me. Jenny was fun to be with and we had found common tastes in music, books and the like, so that the day passed quickly. Our picnic lunch was great and it seemed no time at all before the sun was setting and we started looking for a motel.
We found one that looked clean, and where the prices were in our bracket. Jenny went in to the office while I got the car gassed up. When I came back Jenny got in and pointed to the far end of the lot.
"Number twenty-one," she said.
We drove along and I got the bags out. "Here we are, number twenty-one," I said, "which is mine?"
Jenny looked uncomfortable. "Tommy, don't be mad. It was cheaper to share. There are two beds. I asked."
I laughed. "I'm not mad, Jenny. Come on, let's get a shower then get something to eat." So. I was sharing a motel bedroom with a good-looking blonde. There are worse fates.
She was careful to close the bathroom door while she showered. So was I. I didn't want her to see me beating my meat. I don't know if it was just the thought of sharing the room with her, but my prick got awful stiff, and I just had to do something about it, didn't I? I came hard, and my fantasies were peopled with a slender blonde bearing a startling resemblance to Jenny.
We found a small diner that wasn't too full or too expensive and ten o'clock saw us back in the motel room. Jenny rummaged in her bag, then turned to me, looking uncomfortable.
"Tommy, I haven't brought anything to wear for bed." She flushed. "Can I borrow a t-shirt or something?" She smiled wryly. "I usually sleep naked at home and I hadn't reckoned on sharing a room. I guess I forgot when I booked us in."