Introduction
Hook1957 is one of my favorite authors on literotica. He wrote a short story called "Memories Pleasure and Pain," a delightful story about a geek who encounters his dream girl in high school and somehow manages to have sex with her. If you have not read it, I suggest you do before you read this sequel to fully understanding the background to the story. You can find it here:
https://www.literotica.com/s/memories-pleasure-and-pain
After reading it, I felt myself wondering how the principle characters would turn out later in life. Age puts a different perspective on things and I imagined how their feelings for one another would evolve and what would happen if they met again. I put it in the Erotic Coupling category since it deals with their romantic reunion.
I am deeply indebted to Hook1957 for not only giving me permission to write this sequel to his story, but also doing me the honor of editing it for me. I must admit that I made some additional editing so he cannot be blamed for any mistakes.
This is my first attempt at writing a story on this site. I hope that you go easy on me and only leave constructive criticism. After all, we all want to encourage more entertaining stories and that takes patience and practice. I have been an avid reader on this site, and I felt it was now my turn to try my hand in writing something. I chose a continuation of this story because I was reminded of my own youth where I was a bit of a geek. My story gives Traci Gayle more depth to her character and I made her more endearing than what we have in the original story. It's not how Hook1957 portrayed her, but that is my poetic license. I hope you enjoy the story and yes, there is sex in the story.
All characters who engage in sex in the story are 18 years or older. The story is complete fiction and it's not about anybody I know or have heard of in real life. Any resemblance to any one living or dead is mere coincidence.
Memories: Reliving the Pleasure
You never forget high school. It's a time when you first experience strong attractions for the opposite sex and try your best to have romantic relationships. I was a geek in my high school, yet I can say that I had some pretty good memories. Naturally, like everyone else, after 25 years I was curious to know how my classmates had turned out and the modern miracle of the Internet and social media had made that possible.
One day I got a friend request from Diana Ballesteros on Facebook. Diana was a very sexy top-heavy little girl who I had once thought about dating in high school and who now was a plump grandmother. I couldn't get my head around that! Imagine that a grandma! Where had the time gone? After accepting her friendship, she filled me in on some of my classmates who I hadn't seen in decades. She told me that that Maurice Ramrocky had died.
When I heard that Maurice had died, my thoughts turned back to a girl we both dated, Traci Gayle Bilyew who I thought was just a quixotic dream, but who I managed to date and screw twice before her ex-boyfriend Maurice destroyed me. I chuckled to myself. I was finally free to see my former crush in high school.
I learned from Diana that Traci-Gayle, or T-G as we all used to call her, had married after college but Diana didn't know much else. T-G didn't have a Facebook page and our common friends didn't know where she lived or worked.
I hadn't seen Traci Gayle since that day when we had made love 25 years ago, but I could never forget that experience. T-G was a heart-throbbing, drop-dead gorgeous girl who was simply an impossible dream for a small, geeky guy like me, thin and 5 feet, 9 inches. Yet somehow, I managed to bed her through some amazing alignment of the stars. When her former boyfriend, Maurice, who was 6 feet, 5 inches, 240 pounds and who played Division I football for Michigan State, found out about it, he beat the shit out of me, and I landed in the hospital. It was crazy since he had dumped her already, but his pride was injured, I guess, because I was a geek.
After that I avoided T-G like the plague. She probably never thought about me since then. Although my memories of those days faded, I never totally forgot about her. I'm ashamed to admit it, but
I would especially remember her on those occasions when I was alone on a business trip in my hotel and the soft TV porn in my room just didn't do it for me. But that was only when I couldn't be with my wife, Joyce, who usually drenched me with plenty of love and took care of my manly needs whenever we were together. I imagined that T-G was probably married now to a handsome guy and had a wonderful family of her own. When I thought of her, I wondered if she looked as hot now as she did then. I never would have thought in a million years I would ever find out.
I was well into middle age and had reached a good point in my life. Everything was great in my marriage. I couldn't have asked for a better life. I had a pretty wife and three wonderful children, all girls, who were growing up and becoming young adults. My business was flourishing, and I had gathered a nice nest egg. I was looking forward to the day when the kids would all be on their own and I could spend some retirement time alone with my lifelong partner, Joyce.
Everything was fine with Joyce's life as well, that is, until the children grew up and started leaving the house for college and then they would be moving on to graduate school or work. I might've been looking forward to a life alone with Joyce without them, but Joyce dreaded an empty house. Joyce was being left alone at home. As they depended on her less, she seemed to be getting a bit restless. It was like she couldn't take herself out of the center of their lives. She was always calling them on the cell phone and staying in constant touch with them.
Joyce had quit her job after she had given birth to our first child. One good thing about my wife is that she is a devoted mother. Another good thing is that she never lets herself get flabby. Joyce was an absolute fanatic about keeping her body in good shape. She did Pilates, modern dance, swimming and weightlifting in the gym at least two hours a day. Other than going to the gym to keep in shape, Joyce had very few outside interests. I suggested to her that maybe she could enjoy some hobbies, book clubs, volunteer in the hospital or even take on part-time consultant work, but she never took up any of my suggestions.
While Joyce had less to do at home, my job was getting easier. It was a good thing because it allowed me to spend a lot more time with Joyce in the evenings and on the weekends, which kept her busy with me and happier. I tried to keep her alone time to a minimum. However, I still needed to make the occasional business trip to take care of accounting problems for our firm's biggest clients or attend an occasional conference to keep current with my profession. But that was only a long weekend every other month or so and I could often take Joyce along, which she enjoyed immensely because it was like a free mini vacation.
One day my company asked that I attend a conference in San Juan, Puerto Rico, in a beautiful golf resort and beach. I had the good fortune to fly to an accounting convention at the Ritz Carlton in Dorado Beach all expenses paid. It was a luxurious seaside resort with balmy weather while the weather in Chicago was awful, as everything was frozen in mid-winter ice.
Joyce was unable to go with me because of the sudden announcement of our eldest daughter's engagement to Brad, a handsome young resident surgeon who she had been dating for two years. Unfortunately, the same weekend I had the tickets for Puerto Rico, Caitlin was hosting some of her friends from out of town who would be in her bridal party to celebrate. Joyce wanted to be with her daughter and be a good hostess to her guests. The plan was to fit their bridal gowns and then go out to eat followed by a weekend of sightseeing together in Chicago.