I was determined to make it the best summer of my life.
I'd graduated college the first week of May and immediately received an offer for a dream job in San Diego. It meant moving clear across the nation, but it was too good an opportunity to pass up.
The job started in September, so I had several months on my hands. I'd be working fifty hours a week come autumn and probably for some years after, so I decided a prolonged vacation was in order and had just the place in mind.
My parents owned a small vacation home near the beach in one of the sleepier towns down the shore. They would be in Asia until the last week of August, too, so I could bum around the vacation house until then without a care in the world.
I fell into a nice, easy routine right away. I'd usually get up around nine or so, taking my time starting the day. I love to bike and there was a long path a few miles away. Around ten I'd hit the trail, doing fifteen miles by the time I reached the far end and rode back home.
Afternoons I'd hang around the beach or sit on the front porch reading. At night I'd go out with friends or a few of us would hang out around the house grilling cheeseburgers and drinking beer.
I was seeing Alyssa, a girl two years younger than me and keeping it casual. I got the feeling sometimes that she wanted it to be more serious, but I wasn't interested. Besides, I was moving two thousand miles away in a few months.
I'd always preferred older chicks, anyhow. In college I dated a doctoral candidate eight years older than me. I missed her sophistication and intelligence and hoped to meet someone like her in San Diego.
Meanwhile, I had my extended vacation to enjoy. Those morning bike rides were great. You have a lot of time to think while biking. Plus, the trail was populated by a variety of attractive ladies walking, running, or pushing strollers. Many looked in their thirties or early forties, just my type.
That's where I first saw Diane and Allison.
Diane was the taller of the two, Italian-American with long black hair and flashing green eyes. She had medium-sized breasts and long legs. I guessed her age at around forty. I never did find out.
Allison looked the same age but was the opposite of Diane in a lot of ways. Allison was shorter and had pale blonde hair. Her features were soft and she had the kind of bright blue eyes that always make me smile. She was a lot curvier than Diane, too, with extra-large breasts and a delightfully-plump bottom.
They were walking in my direction and wore black exercise pants and tank tops. Diane's was red, Allison's yellow. I smiled and nodded as we passed. I couldn't resist and turned my head back to check them out from behind and caught both of them glancing back at me.
I pedaled on, a wide grin on my face.
They were on the trail again the next day. I smiled at them as I whizzed past and they smiled back. Every day for a week or so I saw them walking together. I made sure to leave for my ride at the same time every morning in the hopes of seeing them.
I fantasized about them all the time. I'd get home from my ride, strip right down, and lay on my bed. I'd jerk off thinking of them.
Sometimes I masturbated thinking about Diane. Usually, I imagined myself on top of her. I'd close my eyes and picture us kissing as I pounded her pussy. I thought about her wrapping her long legs around me and that's usually when I came.
Other times I'd think of Allison. I usually fantasized about her on top of me, her big tits bouncing up and down as she rode my cock. I imagined what it would be like to suck on those ample melons.
I enjoy curvy women like Allison. Yet I also find that a slender woman like Diane has her own particular charms. I'd have a tough time saying which I truly prefer. Diane or Allison, what a choice!
In an ideal world, I could have them both.
One day I was late getting out on the bike. Alyssa had come over the night before. We had sex and then drank too much. It was nearly eleven before I finally got out of the house.
I got a cramp in my calf as I reached the trailhead. I got off and started stretching it out.
At that moment, Diane and Allison appeared, finishing their daily walk.
"Hey, bike guy," Diane said.
"Hey, walking ladies," I responded.
"We missed you this morning," Diane said.
"I was a bit late getting started," I said.
"Hot date last night?"
"Kinda."
"I'm Diane," she introduced herself. "This is Allison."
"Nick," I said, shaking their hands.
"Nice to meet you, Nick," Allison said.
We made small talk for a minute and they went on their way. I rushed through my ride, probably finishing in record time. Back home, I bounded upstairs to the bedroom and discarded my clothes. I lay back in bed and jerked off imagining Allison riding me while Diane sat on my face. I came in no time.
I saw them every morning for the next week or so. I'd nod, smiling and greeting them by name.
"Morning, Diane! Morning, Allison!"
"Morning, Nick!" They'd say in unison.
I didn't see Diane and Allison one morning on the trail. I returned home feeling bummed, took a shower, and decided to grab some lunch. There was a pizza place nearby, on the far end of the business district. I decided to walk.
I was passing some stores on Main Street when Diane and Allison stepped out of a boutique.
"Nick!" Diane exclaimed.
"Hey, ladies. I missed you this morning."
My eyes took them in. They were hot enough in their workout wear, but even sexier cleaned-up. Diane wore a purple button-down blouse and white capris. Allison wore a blue sleeveless blouse and white knee-length skirt. Allison's hair was down, the first time I'd seen it that way. It was long and curly.
Diane had a mischievous gleam in her eye.
"So what're you up to?" she asked.
"I was just going to get a few slices of pizza."
"We were just headed for lunch, too," Diane said. "Join us!"
"I, uh," I stammered like an imbecile.
"Come on," Allison chimed in. "Our treat."
"OK," I said. "That sounds nice."
The restaurant they were headed to was only a few doors down. It was an upscale place serving rustic Italian cuisine and doing a pretty good job of it. The food was fantastic, though not half as great as the company.
The ladies insisted on a bottle of white wine to go along with the meal. I was a bundle of nerves but the first glass put me at ease. I became more talkative and told them all about the job in San Diego and how excited I was.
I learned a lot about them, too. Allison was divorced with two kids at home. Diane was married and the mom of a seven year-old. She rolled her eyes when she talked about her husband. I got the impression she wasn't thrilled about matrimony. At least the monogamy part.
