Sis – the Past and Future

This story starts somewhat slowly, but I felt the background makes the sex scenes more pleasurable. Please enjoy. Your votes and comments are appreciated.

Sis -- the Past and Future

Yvonne, the Sweetest One

By WildcatF4F1941

Cast of Characters

Jules Guidry (Me): I hail from a small town in South Louisiana. Having worked on oil wells, I planned a career in the oil industry.

Reginald Wellford IV (Reggie): The son and grandson of wealthy and prominent Dallas attorneys. Reggie aspired to follow in his ancestors' footsteps.

Sherry Wilks: A statuesque blonde who grew up on a ranch in Oklahoma. Sherry was planning a career in the big city.

Yvonne Guidry: Yvonne, my younger sister, is strikingly beautiful, petite, and full-figured. She is outgoing, vivacious, and a talented artist. Yvonne chose SMU because I was already attending and we had always been close.

Samatha Wilks (Sam): Sherry's older sister who graduated from Harvard Law School with High Honors and was a senior partner at a prominent Houston law firm.

Helen Douglas: An over-sexed, attractive septuagenarian who helped reconnect two long-separated souls.

Chapter 1

I grew up in a small shotgun house on the banks of Gator Bayou near Belle Riviere in French Louisiana. My parents spoke Cajun French, so my sister and I grew up with French as our first language. My dad was a roughneck, working oil rigs in South Louisiana, and I worked as a roustabout in the "oil patch" during summers and holidays since I was fifteen.

I excelled in school, finished valedictorian in my class of 1959, and received a full academic scholarship to Southern Methodist University in Dallas. In August 1959, two months after graduating from high school, I traveled to Dallas via Greyhound bus. Having never been outside Louisiana, I was awed by the big city. An older cousin who had attended Southwestern University in Lafayette for a year advised me to pledge a fraternity to help cope with the new, intimidating environment I was about to enter.

Fraternity rush parties were wild affairs, with "rush girls" (usually girlfriends of the fraternity members) on hand to recruit the rushees. Live bands played music. Alcohol of every kind was plentiful. Although I had been drinking beer and homemade wine since I was fifteen, I had never tasted hard liquor. I overindulged at the early rush parties and made a complete ass of myself, resulting in no further invitations from the fraternities I had visited.

After recovering from the granddaddy of all hangovers, I attended a rush party at ΑΣΘ and acted more dignified. There, I met Reggie Wellford, a senior who took me under his wing and helped me navigate the complexities of rush. Reggie, a big man and former All-State defensive end at Highland Park High School, had turned down several football scholarships to focus on his legal career aspirations.

Reggie woke me in my dormitory room at midnight to deliver a bid to pledge ΑΣΘ. Reggie became my "big brother" in the fraternity, guiding me through my pledge year and tutoring me academically. I achieved excellent grades and the highest GPA among my pledge brothers. In the spring of 1960, I was initiated as a full brother in the fraternity.

Over the next two years, Reggie and I became inseparable friends. His family, although sophisticated, more or less adopted me, teaching this "country boy comes to town" to dine at elegant clubs and to play golf at his father's exclusive country club. Likewise, Reggie visited my family in Louisiana, enjoying fishing and duck hunting around my hometown. Reggie and my family established an immediate rapport.

Reggie drove a new Chrysler 300 convertible, and we often double-dated in that vehicle, going honky-tonking in Fort Worth, to events and concerts in Dallas, and even to the beaches near Galveston. Neither of us had a steady girlfriend, but there were numerous coeds at SMU from which to choose. Our fraternity hosted "pledge exchange" parties once a month in which we would invite a sorority to our fraternity house to dance to live music and to enjoy libations (keeping the booze a secret from our house mother and the college administration). We dated several of the coeds we met at these pledge exchange parties.

In March of my junior year, our fraternity hosted a pledge exchange with the ΔΦΩ sorority. I was instantly drawn to a blonde named Sherry. She was a junior like me and was tall with her hair styled in an fashionable beehive "do." She wore a beige sheath dress that fell to her ankle, with high heels. I was attired in my usual party outfit: slacks, a navy blazer, a red-and-blue regimental tie, and tasseled loafers. After dancing to several numbers, I offered her a drink, and we took them outside, where we talked and got to know each other. Most of that night was spent making out.

Though already in his second year of law school, Reggie attended our fraternity parties. During his visits with my family in Louisiana, he developed a crush on my sister and invited her to be his date at our fraternity's annual Vintage Elegance Ball at which the party-goers will be decked out in formal wear suitable for a 1930s soiree. Rick's grandparents had several pre-war formal outfits that were easily altered for all four of us. Surprisingly, or maybe not so surprisingly since Mom and Dad were so fond of Reggie, they gave my sister permission to attend the party.

Yvonne is beautiful and petite. She claims to be five feet two inches tall, but actually, she is closer to five feet even in height and weighs one hundred pounds. As a senior in high school, she was popular, having been elected head cheerleader and president of her senior class. She typically wore her hair in a stylish bouffant and was often seen in a poodle skirt, white socks, and saddle shoes. However, she could dress elegantly for any event when the occasion called for it.

Reggie, an experienced licensed pilot, flew his dad's Twin Beech Bonanza to Abbeville, Louisiana, the closest airport to our community to pick up Yvonne for the party. We arranged for her to spend the weekend of the party with Sherry at the Delta sorority house. This was the first time my sister and Sherry met, but they quickly developed a deep and lasting friendship. When Yvonne enrolled at SMU the following fall, Sherry had already ensured that my sister would receive an invitation to pledge the ΔΦΩ sorority.

During my senior year of college, Yvonne and Reggie developed a committed relationship: Reggie give my sister his fraternity pin, a major step. Sherry and I were, more or less, exclusive, but I was not willing to make any further commitments at that time..

As one of her Senior Privileges, Sherry moved out of the sorority house and into a two-bedroom apartment. Yvonne, only a sophomore, had to continue living in the Sorority house. I stayed in the fraternity house while Reggie, having completed law school the previous June and having been admitted to the Bar, leased a small but upscale apartment downtown near the courthouse. Reggie and I would visit the girls at Sherry's apartment, soon retiring to separate bedrooms for heavy petting.

During our passionate kissing sessions, Sherry would let me feel her boobs through her clothing, and then she would massage my dick through my blue jeans. On several occasions I asked if I could take my pecker out, but Sherry was adamant that then was not the time. After a few weeks of this activity, Sherry allowed me to see and fondle her boobs. I kissed her light orange nipples and squeezed both tits tightly. I suffered a severe case of "blue balls" as a reaction to that activity, so Sherry vigorously rubbed my aching dick through my jeans. That resulted in a large amount of cum filling my jockey shorts and jeans.

I never mentioned to Reggie what Sherry and I were doing, and likewise, he never spoke to me about his activities with my sister. Yvonne was then a nineteen-year-old sophomore and I trusted her and Reggie to be discrete.

A few days before graduation, Sherry and I were about to engage in sex for the first time and I assumed Reggie and Yvonne would do likewise. While I had some qualms about what they would be doing I told myself that Yvonne was mature enough to make that kind of decision for herself without my counsel. I did not doubt that Sherry and Yvonne were coordinated and fully aware of what each was doing in their respective relationships with us.

Reggie's father owned a 48-foot boat, another of his many toys, docked at Lake Texoma, northeast of Dallas, and he allowed the four of us to use it to celebrate my and Sherry's upcoming college graduation. As an experienced boater, Reggie piloted us to a secluded area of the lake, where we anchored for the night. The boat had two spacious staterooms.

Birth control pills were still a few years away, so I brought a six-pack of condoms. I subsequently learned that Reggie also brought six condoms for the weekend.

We drank Coors beer, swam in the cool lake waters, and then toasted our upcoming graduation on the fantail, drinking Dom Perignon champagne we rescued from Reggie's Dad's onboard wine cooler.

We paired off and went to our respective staterooms. Each stateroom included a shower, which Sherry utilized to wash the lake water off her body. I showered, only to discover Sherry had fallen asleep before I dried off. She lay atop the covers, clothed only in a short, pink nightgown I gently lifted the gown above her pussy and admired that beautiful thing. Her pubes were very blonde and thin, matching her hair color.

I bent over and gently kissed her lower abdomen, just above her pubic area. She moaned but did not awaken. I raised her gown a little more to expose her boobs. I cupped her left tit with both hands, bent down, and sucked her nipple. She moaned more loudly, and her nipple became harder. I "motorboated" her titties. She squealed and pulled me up to kiss.

We pushed each other's tongues back and forth while I massaged her pussy. It was moist, so I eased my middle finger into her fuck-hole. She grasped my dick and squeezed. That was the first time she made "skin-on-skin" contact with my pecker. We smouched for several minutes until I pulled away to get a condom. Sherry kissed the tip of my dick and helped place the rubber over my rigid cock. My dick is above average size -- I had seen most of my fraternity brother's tools in the fraternity house communal shower. I knew mine was more than adequate for tonight's intended purposes. I recalled seeing Reggie in the fraternity house's communal showers -- he was hung like a horse.

Sherry opened her legs, and I eased my dick into that sweet pussy. I didn't particularly like fucking with a condom, but it was a thin one, and I could feel the dampness, the tightness, and the warmth of Sherry's cunt. Over the preceding weeks, Sherry and I discussed our anticipated sexual activity and concluded that she may not experience an orgasm during her first encounter. We were wrong! Sherry experienced two orgasms before I came the first time.

We fucked missionary style until we both came; I then took off the condom, wrapped it in tissue, disposed of it in the garbage receptable, and put on another. Sherry said she had read about doggy style sex wanted to try it, so I entered her from behind and quickly brought her to two more orgasms before I finally came.

Sherry wanted me to eat her pussy. I tongued several areas, and she moved my head around to get the satisfaction she craved. Her pussy juices emitted a musk flavor which enhanced my sexual experience. Turn about being fair play; I told her to put my dick in her mouth. She did so, but only the tip. It was a pleasurable sensation as she worked her tongue around my pee hole. For a virgin, Sherry seemed to have an extensive knowledge of sex. I guess the more experienced sorority sisters were the source of her information (at least, I hoped that was the case).

We fucked six times that night; I used the last of my six condoms as the sun was rising. Reggie had run out of those he brought, so in the early morning mist, he steered the boat back to the marina. We then drove to a nearby town to restock at a drugstore. We each bought a dozen, and by Sunday night, I only had four left. Reggie mentioned he had used seven of his dozen.

Two years later, after Yvonne's graduation she and Reggie became engaged.

Chapter 2

Six years after graduating from college, our careers monopolized our lives, and we only got together infrequently. Reggie and Yvonne had been married for four years by then but had no children. Sherry and I had been in an exclusive relationship during that same period, and often talked of marriage, but neither of us were ready for such a long-term commitment.

We were progressing in our respective professions, though Reggie was more successful than the other three of us. Two years earlier he had been named a senior partner at the prestigious Dallas law firm he joined after law school, a promotion that came with a significant raise. He and Yvonne bought a house in the Highland Park enclave of Dallas and began extensive renovations with Yvonne, now an interior designer, overseeing all the furnishing and decoration.

Soon after moving in, Reggie and Yvonne invited Sherry and me to a private housewarming celebration. They greeted us warmly and offered each of us a glass of thirty-year-old Macallan Scotch. As we toured the house, we admired the remodeling and Yvonne's expert interior design work. Eventually, Reggie led us to the atrium.

The room was enormous and featured a stunning Asian-inspired theme. The centerpiece was a large Japanese Uchiburo pool, surrounded by rocks, boulders, and plants, creating the appearance of an outdoor Onsen bath. Reggie had thoughtfully preheated the pool. Off to the side, there were two separate shower stalls. Reggie suggested that he and I take turns in one while the women used the other, noting that tradition requires everyone must enter the pool clean and nude.

Although feeling guilty, I could not take my eyes off Yvonne's nudity. She was beautiful! Sherry followed close behind, and this was the first time Reggie had seen Sherry undressed. Sherry's tits were about as large as Yvonne's, but Sherry was taller, so the boobs were less of a focal point.

We all entered the pool -- the water was only hip deep, and six concrete stools were below the water level. We continued drinking Reggie's expensive Scotch, and all got a buzz. Reggie sat on one of the stools, and Yvonne sat on his lap, facing him. I could not believe that I was about to watch my baby sister fuck my best friend. I often wondered how Reggie got his huge shlong into Yvonne's tiny cunt, but whatever technique they employed, they were going at it hot and heavy. I invited Sherry to sit on my lap -- she did so but sat facing away from me to watch Reggie and Yvonne. She reached down and pulled my cock up to her pussy and commenced moving it gently up and down -- masturbating herself and simultaneously giving me a hand job. I reached around and placed a hand on each of her tits, working her rigid nipples between my thumb and index finger.

I gawked at Yvonne's tits bouncing as she and Reggie climaxed together. I felt the cum rising from my balls and ejaculated a large quantity. I worried briefly about coming into Reggie's pool, but I assumed he had a filtration system, so it should not be a problem. Sherry stiffened and moaned as she experienced her orgasm.

Reggie and Yvonne waded over to us. Reggie put his hand on my shoulder and asked if I would get upset if he proposed something outrageous. Reggie and I walked away from the two women, and Reggie said in a whisper, "Jules, please don't get upset with what I'm about to say. We're all adults here. I know Yvonne is your sister, but would you consider swapping partners? Don't say anything immediately; think about it for a few minutes."

Reggie and Yvonne walked away to a hidden refrigerator and poured themselves each a champagne mimosa. I looked at Sherry and asked, "Did you know they were going to propose something like this?"

Sherry softly replied, "Yes, your sister and I discussed this a few times. She said she has always been horny for you. Your sister told me how y'all grew up together in a small house and often caught each other undressed. She also said she was certain you had the hots for her. She said y'all used to wrestle and she could feel your boner, and she was certain you could smell her pheromones..."

I replied, "Let me think about this... Is this something you want to do?"

"Yes, it's something different. I think we both can enjoy this. What do you think?"

I gave this proposal some thought and had not yet responded to Sherry when Reggie and Yvonne walked over and handed each of us a mimosa. Reggie asked, "Are we all in on this, or is it something you'd rather not pursue?"

I looked at Sherry. She nodded affirmatively, so I said, "Should we use condoms? We don't want to cross-pollinate the gene pool..."

Sherry looked at me with exasperation, "Do you listen to anything I say? I told you two weeks ago that Yvonne and I are now using the new birth control pills."

"Oh, yeah. I forgot. Let's do it."

Reggie spoke, "The only rule is 'no kissing on the lips.' That's reserved for our spouse and girlfriend... Here are two lounge benches we can use."

Yvonne grasped my dick and said, "Come on, big brother, let's get started. My pussy may be stretched after the pounding I took from Reggie, so why don't we titty-fuck for a while and allow my pussy to shrink back to normal."

I saw Sherry grasp Reggie's tool with both hands and heard her say, "Easy on me with that monster."

Reggie chuckled and said, "Don't worry, we'll go slow."

Yvonne lay on the lounge and said, "Put that thing between my tits, and I'll give you a ride."

I placed my dick between her spectacular boobs. She put a hand on each tit and moved them up and down and side to side. I felt I would come at once but held back and enjoyed the ride for a few minutes. My sister kissed the head of my dick as I thrust it back and forth. I lost control and shot jism all over her face and hair.

I looked over and saw Reggie atop Sherry doing it missionary style. Sherry squealed as an orgasm racked her entire body. From the look on Reggie's face, he was on the cusp of his climax. He pulled out and shot his spunk onto Sherry's abdomen and tits, and then he rolled off exhausted. My sister had been watching Reggie and Sherry; she took me by my cock and said, "We haven't actually fucked yet. Are you recharged?"

I assured her I was ready. I lay on my back, and she mounted me. Her pussy was tight, not as tight as Sherry's, but tight enough for a good fuck. I could not believe I was actually fucking my sister!

She bounced gently, and as I pushed my hips in rhythm, she increased the tempo. I savored the fantastic view of her bouncing titties; I marveled at the sight for a time and finally reached up with both hands to massage those orbs. She experienced a crescendo of petite orgasms, finally culminating in the big one. She fell forward atop me, her tits on my chest briefly, and then she rolled off me, apparently unconscious. I hollered out, "Reggie, Yvonne has passed out. I don't know what happened."

Reggie walked over to us laughing and said, "She sometimes faints when she experiences a particularly satisfying orgasm..." Hearing Reggie's voice, she stirred, opened her eyes, and smiled.

Unfortunately for me, she fainted before I came, leaving me unsatisfied with my dick sticking straight up. Sherry realized what had happened and brought me to climax with a blow job.

We showered and dressed. Yvonne prepared coffee and served fresh-squeezed orange juice alongside slices of carrot cake. As we finished our snacks, the first light of dawn appeared on the horizon. With the rising sun casting a golden glow over the eastern sky, we called a taxi to take us home.