The Catalina Variation
(This event takes place over a period of 7 years or more, almost 30 years ago during my free living days. I have condensed the storyline taking my cue from events that were essential or as best as I can remember.)
Jorge and I have been friends for quite a while, a friendship which lasted over long periods of absence. We met over 20 years ago, at a local chess club, it was a small and we don’t remember much of what was said except that we played a few skittles games. A few weeks later we saw each other at a tourney and made eye contact, he was analyzing a game he lost; adamant he was winning in all variations he found his loss hard to accept. Heading out to a grab a BK, I suggested that he come along; we could do some analysis there.
The tourney ended with him taking 2nd place, I was not so fortunate and ended losing my next 2 games and finishing out of the money. We sort of hung around till he suggested that I give him a ride to his place; with not much to do and very few friends in Miami, I agreed. We arrived at his mom’s home where he introduces me to his mom, Estrella, my Spanish at the time was terrible but I knew it meant Star, so I said nice to meet you “Star”.
She cocked her head in a curious way, looked me up and down quizzically and as if having mulled it over, decided she liked the sound. She then flashed me a smile and so began our flirtatious relationship.
Wearing a pair of Sergio Valente jeans which hugged her curvaceous ass, the mode of Latinas during the '80's and a basic halter top to complement her figure, I kept staring at her ass as she prepared the evening meal. Jorge played the guitar and was quite talented, he broke into a Santana lick, it needed work but still it sounded damned good, he also broke out his stash, said he needed to unwind a bit.
That summer we hung out quite a bit. Jorge and I had little in common, I was pretty straight laced while he was constantly escaping into the world of sex, drugs, and rock and roll. It didn't seem to matter much to either of us as long as we were playing chess.
His mom seemed to like me, she often said it or it was inferred, she hoped I would be a good influence compared to some of Jorge's other friends. I flirted with her incessantly though I was careful curtail it when Jorge was around. A few times I even put my arms around her which made her giggle.
I found her quite interesting, she married very young; Jorge Sr. was an engineer, while she had a promising career performing at the famous Copacabana in Cuba before the Castro regime. Jorge’s dad was among some of the early political prisoners, they targeted the educated in an effort to subjugate any possible rebellion and though he was not detained for long he knew he could never remain in Cuba. One night he packed his young wife, 3 year old son and fled in a fishing vessel to Miami.
Senior located a relative of his mother in New Jersey and as soon as they could arrange it they bought a bus ticket and headed north. Life was unkind to Jorge Sr. he never quite adapted, the cold weather and stress did him in and 10 years later he was gone. There were few options left for Estrella, determined to succeed and provide a life for her son so she returned to Miami where she took a job as a cashier and worked nights as a waitress in a night club.
On weekends she taught Jorge to play chess, she wasn’t a good player, but her dad had been on the Cuban team along with Capablanca. He was a witness to a famous game between the world champ and she memorized the moves having seen and heard the anecdotes countless times. As he improved she would take him to the chess club where he spent countless hours.
Seizing on my passion for everything chess I plied her with questions about her life and her chess playing dad. With a drink in one hand and a cigarette in the other she recounted many details of The good old days in Cuba.
Star was very insecure, she feared being alone, not having a place to live and growing old, maybe it was a factor of having once lost everything in her escape from Cuba. We chatted and bonded well, and my relationship with her grew in many ways over years. There were many opportunities but neither of acted on impulse and the status quo remained at a constantly heightened charge.
She loved to party and was a lush, drowning her troubles each evening with a bottle of Scotch. Many Saturday nights she would leave Jorge and and myself alone playing chess, and not return till late Sunday. I used to tease her that she had to pass my inspection before she left the house.
While very attractive she didn’t have “movie star” features, with her blend of Spanish, Black and Indian blood, she looked quite normal but she exuded a sexual aura, which amplified her presence.
Jorge was used to her going out, for he was quite nonchalant, but I got hot and horny thinking about what she might be doing.
Jorge followed his mom’s footsteps, partying and drinking heavily, and we lost contact, last I heard he had a gig up North and got married. Occasionally I would pop in to say hi to Star and see if there was any news from Jorge; truth was I had the hots for her and sought any opportunity to be close to her. On one of those visits I found her with her leg in a cast, she had slipped at the club where she worked, a patron had spilled his drink, and in the dark she came upon the puddle unaware. I offered her company and tried to make her as comfortable during her immobile period, picking up groceries etc. and continued to visit even after the cast was removed.
Hearing her complaints about the stiffness in her leg I offered her a massage and also to remove the remaining vestiges of adhesive from the bandages. Laying on the sofa, she leaned back accepting the drink I offered. Sitting beside her I gently eased her leg into my lap, with a generous amount of baby oil on my hands I began to coat the adhesive softening it as I massaged the skin. She said nothing but closed her eyes and began to relax. I continued to massage her foot and got the feeling that we were now entering a new level. I finished the leg that hurt but suggested that I give her other leg a massage as well “just so there would be no jealousy”.
Star had a boyfriend, or at least he was someone who she dated. Older than her, he did alright in his business, a fleet of trucks and a contract with the county for removal of waste and all sort of debris. I suspect he was married because he wore a thick wedding band, but the topic was never broached, I was never intimidated by his presence for I doubt that even with a week’s supply of Viagra he would ever be able to handle her. As luck would have it he chose this evening to pop around, realizing that she hadn’t cooked he offered to order Chinese food, this was my cue to leave and I bid them both goodnight.
Life moved on and it was about six months before I saw her again. I was hanging out late at the chess club when Jorge stopped by; it had been more than 3 years since we saw each other.
“Cabrón” I shouted “where have you been?”
“… In Jacksonville” but I am thinking of moving back.
“What’s the matter?” I asked. We had been friends long enough for me to sense something wrong.
“Don’t want to talk ‘bout it now”, “Let’s play some blitz – 3 minutes okay?”
“Sure!” I said setting up the board, for the next hour the only sound heard was the clank of the pieces or the buttons on the clock after each move.
“Where are you staying?” “I’ve got some stuff at my mom’s; will be there till I work some things out.”
Okay then I will stop by on the weekend , but as we split I noticed he headed off walking.
“Hop in” I said as I pulled over. Not wanting to pry I offered him a ride to his mom’s place. We rode mostly in silence and he muttered something about life being tough, he opened up a bit to say that he was getting divorced and his wife had kept the car.
Since it was late I opted not to go in but he insisted, “mom would love to see you”. I entered the apartment and there was Star dressed in a negligee that made my eyes pop, I kissed her cheek and told her how glad I was to see her. She thanked me for taking care of Jorge and giving him a lift. I looked at her lustfully as she reclined on the sofa, a drink in one hand and a cigarette in the other; the negligee she wore was covered by the night robe which she had hastily thrown on.
Cooing lustfully, she told me that while her foot had healed well, she suffered stiffness at times; and that massage I gave her had really helped. Her eye closed for a couple of heartbeats in a most imperceptible wink, and I felt a twitch in my loins and my cock hardened at the thought.
Jorge turned in early, the long bus ride from Jacksonville had sapped his energy, and I was left talking with his mom. I resumed my place like the last time and once again lifted her foot into my lap; she giggled and with an imperceptive move brushed her toes against my hardening cock.
I was a little uncomfortable knowing that Jorge was asleep in the room next to us but her sexual aura captivated me and I decided to go for it and see. We continued chatting while she adjusted herself on the pretext of getting more comfortable; but it only placed her foot directly over my now hard cock. She was a tease! Slowly she moved her foot up and down the length while watching me with half opened eyes.
Untying the sash she let her robe fall open and saw her beautiful boobies, the dark nipples casting a shadow beneath the translucent material. Her deep purple lace camisole was cut off at her midriff exposing her navel, and a wide style booty boy shorts showed the imprint of her luscious pussy.
In the dimmed light I massaged her leg moving up till my hand rested on her pussy, touching her there sparked a flush in her face and she threw her legs apart giving me instant and total access.