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Woulda, Coulda, Shoulda 3

"The story continues, ten years after high school."

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Author's Notes

"Contains input from KQreads"

So, what can I say? Life happened. After high school, and then community college, where we dated two years, as suddenly as it started, it ended. Both of us went our separate ways to make a life. I always wondered why I let her get away.

The years piled up and suddenly, it was ten years later. Both of us were now in our thirties.

Now a Captain in the Marines, I walked into the corporate headquarters of a company that was seeking a military contract. I was nervous and a bit sweaty in my dress uniform on a warm spring day.

After the prefunctionary security check, I was ushered into a board room filled with suits and a couple other military officers. I scanned the room and saw her face staring at mine. She had the same smile on her face.

I was surprised to see her, but she did not appear to be at all surprised to see me. She simply wore that sexy smile. She twirled the pencil in her hand, never taking her eyes off of me.

Her hair, some color between golden and red, fell to her shoulders. She wore a black blazer, pale pink V-neck blouse and a skirt to match the blazer. She looked professional and sharp. Her neck was adorned with a single strand of pearls. Her legs were covered in black hose. On her feet, she work black high heels. She looked every bit the successful professional woman. She was well dressed and very sexy.

Her smile conveyed both an amused smirk and a welcome.

The meeting lasted the entire morning. During the coffee break, I walked up to her and we spoke. I don’t remember the conversation, but her eyes told me all I needed to know: ‘Let’s ride, Cowboy!’

After the meeting concluded, I asked her to let me buy her dinner. “Let me make arrangements for my daughters,” she said, and handed me her business card with her office phone. We agreed I’d call before the end of office hours.

I returned to my hotel room and worked on my preliminary report of the proposal, which I immediately sent to my commander. ‘The contract should be a go,’ I wrote. Follow on meetings were scheduled over the next couple of days.

I changed and went to the hotel pool to relax but took my flip phone and her business card with me.

I made the call at precisely 1700 (5 pm), and we agreed to meet at a restaurant two blocks from her office at 6. This gave her time to attend a last-minute meeting before leaving work.

I returned to the room and showered and put on pressed jeans, a collared sport shirt, loafers and a sports coat. I wondered if the events of the evening would go like I hoped (fucking our brains out in my hotel room). I believed conditions were most likely favorable.

I locked the old Mercedes in the parking lot and turned to see her a few paces away, staring intently at the car. “So, you still have it,” she said with that smile.

“I could not part with this car,” I said, “too many memories. So, I worked on her over the years. It became my dream car.”

“Maybe you can take me for a ride later,” she said while looking at me with those sexy eyes. Her face showed both the humor and irony of her double meaning.

“It would be my pleasure as well as yours,” I replied.

With that, she took my arm, and we stepped into the restaurant.

Dinner was lovely and we killed a bottle of good wine. We talked of old memories and she massaged my leg with her stockinged foot. She held my hand with both of her own and teased and stroked my fingers and hand. It was as if no time had passed at all.

I paid the check and we strolled out to the Mercedes. “How about that ride?” she asked, eyebrows raised. I held the door for her as she got in. When I got in, Kitty slid over and put her body against mine, just like old times. She held her closed hand just below my chin and opened it slowly to reveal my senior ring. She grinned at my surprised expression.

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“You still have it,” I exclaimed.

“I could never part with it,” she said, smiling.

I asked if she would like to go to my hotel room and she shook her head no. “I want to be in this car with you.” And she kissed the side of my face below my ear. “Drive me to the beach. There’s a parking lot that’s nearly empty this time of night.”

I didn’t need to be told twice.

When we arrived at the beach parking lot, we rolled down the windows and opened the doors. Happily, there were no other cars nearby.

She slipped off her jacket and her shoes fell to the floorboard of the old car. We embraced like the lovers we once had been and our lips met again. My head began to swim as her tongue teased my lower lip.

We made out and our hands became reacquainted with each others’ bodies.

Soon enough, the pink blouse and the black skirt found the floorboard. I separated her bra straps and she was engulfed in my arms, wearing only a pair of pink panties.

I still wore my shirt, buttons now undone, and she loosened my belt and unzipped my fly.

She then said, “Get your clothes off, Cowboy!”

“Yes ma’am,” I answered her.

Now we were just two naked people in my old Mercedes, doing the things we had both done hundreds of times before.

She slipped to her knees and her hands and mouth found my rigid cock. Her wet lips slid over the head and her tongue tormented the pee hole. “I have missed Carson so much,” she breathed between slurps and kisses.

I pinched her hardened nipples and she shivered.

I slid the driver's seat all the way to the rear stop and she straddled my hips, her hand guiding Carson into Kitty’s hot, wet tunnel. She settled down onto me and we both sighed in pleasure.

Smiling at me with her hands behind my neck, she flexed her legs and began riding me slowly up and down. I asked myself again, ‘Why did I ever let this come to an end?!’

We fucked as she placed wet kisses on my neck and shoulders. My hands caressed and squeezed her lovely breasts.

Cumming with a gasp, she then lay back in the seat, lowering the seat back. “Kitty has missed your naughty mouth,” she whispered.

I rolled to my knees in the spacious floorboard of the marvelous old car, and lowered my head to her open pussy.

I began giving her labia and wet slit an energetic massage with a well-practiced tongue. Her womanly scent intoxicated my already happily excited senses.

Her panting turned to moans that then turned to cries as I coaxed from her one orgasm after another, and then another. She repeatedly pushed her thoroughly wet cunt into my face. My tongue probed her delicious hole.

Frustrated, she lay down across both seats and tugged at my shoulders, demanding that I mount her and thrust my hard cock into her wanton pussy.

We now fucked in a heated frenzy, our bodies slapping and grinding against each other.

We were transported back in time to when two horny teens happily fucked feverishly in an old car.

She shouted aloud as I pumped my seed into her and I growled in animal pleasure as I released into her depths in one, two, three copious spurts. Her legs held mine captive. We struggled to find our breath.

Spent and exhausted, we lay quietly in each other’s arms, breathing in a rhythm. Then, with that sly smile of hers, she whispered hoarsely, “So what have you been doing the last ten years, and what took you so long to find me again?”

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Written by Lutist1
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