Sibling Rivalry

Since Day One, handsome tutor Tommy has always had amorous students. Life gets complicated when longtime pupil Brittney now has her sister Penny as a rival.

Part One

My name is Tommy Granville. I honestly don’t mean to sound conceited or boastful, but I knew I had been blessed with above-average looks from an early age. Frequently, when my parents took me somewhere and encountered acquaintances, I’d hear comments from them such as, “Is this your son? What a handsome lad he is!” This was when I was seven or eight years old. I recently came across a 1974 school report card from the fourth grade when I had just turned 10. In the area where the teacher could write personal comments, Miss Donaldson penned (among other things), “It is a pleasure to have Tommy in my class. He is a very appealing and attractive boy.” She’d likely get into trouble for such a personal observation nowadays.

Had I been girl-obsessed, I am sure I would have had a surfeit of female companionship throughout my school career. However, I was the studious and scholarly type and a bit of a loner who preferred solitude over socializing. Thus, girls were generally more of a distraction than an attraction to me. (Nevertheless, that outlook on life did not stop me from having several short-term, enjoyable relationships with willing and lustful female classmates beginning in the seventh grade whenever a girl took the initiative to suggest an intimate encounter. Some of those relationships were of the very brief variety, lasting just 10 or 15 minutes.)

I eventually became fully qualified as a teacher, but full-time jobs in that field were scarce in those days. Therefore, to make ends meet, I got a job in the logistics department for a prominent drugstore chain, which I quite enjoyed. As a sideline, I did some tutoring to pick up a few extra dollars at night. My first client was a girl named Frances Crawford. She was the seven-year-old daughter of a co-worker. The first night her mother brought Frances to my home, the little girl’s face lit up. When I stepped out of the room for a moment, I overheard Frances whisper, “Mommy, you didn’t tell me that Tommy was so handsome! I’m going to like being with him a lot.” At the end of our session, Frances cutely clung to me and was not especially eager to go home. At that moment, I realized that being physically appealing to female tutees was going to be a huge asset for me. Within a short time, I had accrued 14 students whom I saw at various times throughout the week. Twelve of them were girls. Almost all of them were smitten with me on some level.

Despite having many amorous students, I was always very professional with my clients, however, even to the point of being blunt with them. One night a fifth-grade pupil named Barbara was getting a little bit too familiar with me by caressing my hands and arms while we were doing a reading comprehension exercise. Finally, I said to her rather sharply, “Barbara, your gentle touches are quite pleasant, they really are, but you are here to learn, and I am here to teach you!”

Barbara gave me a long, sad look and began to sob. She buried her face in her hands and steadily increased the volume of her crying. I sat there not quite knowing what to do. I was at a loss, but I finally said, “Barbara, I’m very sorry. I didn’t mean to hurt your feelings.” I leaned across the table to give her a slight hug. True to the adage that when you give people and inch, they often take a mile, Barbara rose from her chair, promptly plopped herself on my lap, and hugged me tightly. Her fake crying stopped immediately.

“I think I’ve been tricked!” I told her.

“Yes, you have been tricked!” she readily admitted and promptly kissed me on both cheeks. “Tommy, I’m going to hug and kiss you every time I come here—and there’s nothing you can do about it!”

Barbara kept that promise every week for five years.

Part Two

The student I tutored for the longest time was Brittney Del Rio. She became a client of mine when she was not quite nine years old. She was a pretty little brunette who needed help in several subjects. We hit it off right away. Brittney, too, displayed the subtle signs of being attracted to me, but she was not nearly as outward about it as other girls were. The most forward I ever remember Brittney being during our first few years was when she was 13. Just as she was about to depart my house, she turned to me and sweetly said, “Tommy, you should be married. If I were your age, I’d marry you tomorrow. You would be the perfect husband.” Brittney didn’t wait for a reply; she just walked out the door to a waiting car. I was glad she left quickly because I had no idea how to respond to that wonderful compliment.

I was still tutoring Brittney when she was 18 and enrolled in university. One of her classes was a first-year English literature course which was proving to be quite a challenge for her. About two weeks into her studies, I received a surprising phone call from Brittney’s mother. She asked if I could begin extending my usual Tuesday evening session with Brittney for an extra hour. The additional 60 minutes was not for Brittney, however. It was for Penny, her 16-year-old sister, who similarly needed help with a high school English course. I confirmed that I was available to do that. Together we figured the best way to organize this was for both girls to arrive at the same time. I’d tutor one of the Del Rio daughters for an hour while the other one waited. Whoever needed the most help from me would go first. I envisioned that I’d work with one girl in the lower rec room area of my home while the other would be upstairs where I had a small TV set that she could watch to pass the time. It did not work out that way.

The first Tuesday when both girls arrived, they had agreed in advance that Penny would go first while Brittney would wait. I immediately found out that Penny, who was slightly taller than Brittney and was quite good looking herself, was far more assertive than her older sister. We hadn’t even gotten seated at the table when Penny commented, “Tommy, excuse me for saying this, but you are even more handsome than Brittney said you were. No wonder she’s been coming to see you for as long as she has!”

Before I could thank Penny for the compliment, I heard Brittney shout from the upper floor. “I heard that, Penny, and I don’t like what you are doing!”

I tried to interpret what Brittney meant. Did she object because she didn’t like how brazen that comment was? Was she embarrassed that her sister had told a poorly kept secret that Brittany was smitten with me? Whatever the case, Brittany hurried down the staircase and spent the entire hour basically glaring at her sister from a distance. A couple of times when Penny touched my hand or my wrist, Brittany told her sister, “Knock it off, Penny! I can see what you’re doing!” In response, when the first hour ended, Penny remained downstairs and similarly policed Brittany’s session with me! The moment Brittany showed any subtle sort of non-scholarly interest while sitting across the small table from me, Penny chastised her for “being inappropriate”. Wow!

The whole thing was vaguely reminiscent of a situation I’d had five years earlier where the two Maguire sisters were each trying to outdo the other to win my favor and attention. Those girls were 13 and 11 at the time. I found that rivalry to be extremely flattering. Having another pair of attractive sisters basically engage in the same behavior, and who were significantly older than the Maguire girls, was even more pleasing for me—and tempting, of course.

This situation with Brittney and Penny could not last for very long—and it did not. After just two Tuesdays of jealous squabbling, the two Del Rio sisters nearly got into a catfight when their mother was driving them home. I learned about it from their mother, who apologized for her daughters’ behavior (which was unnecessary because I was both amused and aroused by it). At mom’s suggestion, they would henceforth come for tutoring on separate nights, Brittany on her traditional Tuesdays, and Penny on Thursdays. I agreed to that scheduling amendment.

On the first Tuesday without her sister being present as a romantic threat, Brittany was all smiles. We spent about 15 minutes working on an assignment pertaining to the novel Frankenstein when Brittany abruptly closed the book partway through a long paragraph in the second chapter. “I can’t focus on this,” she told me. “I know what Penny plans to do with you on Thursday, so I have to beat her to the punch while I can.” For the first time in our decade-long, tutor/student relationship, Brittany displayed obvious affection. She kissed me. It was not a peck on the cheek. It was a full-fledged, Hollywood-style romantic kiss designed to get a reaction from me. It did!

“I’ve been wanting to do this since the first time I came here all those years ago,” Brittney confessed. “I thought you were gorgeous then…and I think you’re even more handsome now. Tommy, I want to do a whole lot more than kissing you for the next 45 minutes—if it’s okay with you.”

It was definitely okay with me, and I quickly told her so. Brittney wasted no time and began to disrobe—and so did I. Brittney had matured into a beautiful young woman with a sexy, shapely hourglass figure. I wanted to fondle her perky breasts, but Brittney had other ideas about how we should begin. She knelt in front of me to perform fellatio. I approved, so I figured my playing with her tits could wait for a little while.

I got the idea that Brittney had done this sort of activity before. Her deft strokes and licking technique gave away the fact that she had some experience handling penises. She left no doubt about that when she briefly interrupted the sex act to comment, “Tommy, even your dick is handsome! I knew it would be. It’s the best one I’ve ever sucked!”

Brittney worked her magic on my throbbing manhood for about four or five minutes. When she started licking my testicles while jerking on my cock’s shaft, I figured I better stop her before I ejaculated. Of course, I still intended to fire a load of semen—but not yet. I told her It was my turn to pleasure her. I instructed her to sit on a leather easy chair and spread her legs.

She wasted no time in positioning herself with her legs spread widely. In that come-hither position, 18-year-old Brittney resembled a Playboy centerfold girl, which was quite a turn-on for me. She possessed a hairy bush—and I promptly knelt and buried my face into it. I licked and sucked it vigorously. I took a chance by inserting the middle finger of my right hand into her hole. I anticipated Brittney might object to my digit penetrating her pussy, but she was thoroughly enjoying it. After about a minute of my sliding one (and then two) fingers into her most private body part, I figured my penis was welcome in there, too. I took a standing position and rammed my dick inside her. That elicited pleasant and satisfied moans from both of us. The feeling running through my body was terrific. Immediately, I began pleasing her with a series of small, soft thrusts, then longer passionate ones. When I started to feel Brittney’s tits at the same time, I knew an orgasm was near. I didn’t even consider pulling out of her; I just let nature take its course. I fired a large spurt of cum into her hot pussy. I liked the sensation of having my dick inside Brittney Del Rio, so I didn’t pull out of my tutee for a long, long time. I kept it there while I happily fondled her fabulous nipples that were sticking out so sexily.

She finally said, “I think you’ve completed your business. Tommy, you can pull out of my pussy any time you like.”

“I know. I’m in no hurry,” I said with a smile. “Brittney, I honestly think my dick belongs inside you, don’t you?”

Britney giggled slightly and said, “To be honest, I’ve known that since I was 11, Tommy. That’s when I first learned about sexual things in health class at school. When I was nine years old and first came here for tutoring, I knew nothing about sex; I just had an overwhelming, girlish desire to hug and kiss you. We’ve never done that before tonight, but I think sexual intercourse just has to be better.”

I agreed! Then Brittney added, “Tommy, according to the clock, we’ve still got about 20 minutes before my mom arrives here to pick me up. I think we have time to squeeze in one more fuck, if you can manage it. I want you to come in my mouth this time. I enjoy that.” Now I knew that Brittney Del Rio was a girl who had a few miles on her. That experience with her other lovers, whoever they were, did not bother me in the slightest.

Despite the daunting time limit facing us, Brittney managed to get my equipment back into full-alert position by means of a few sensuous tugs and licks. She was truly excellent in that regard. This time I entered her from behind as she kneeled compliantly on the rec room’s carpeted floor. This allowed me to fondle her breasts occasionally while fucking her. Within my groin, I could feel another orgasm slowly building. To comply with my tutee’s special sexual request, I pulled out of her pussy, placed my throbbing penis in her mouth, and let loose with another blast. Brittney merrily displayed the thick white globs of goo that landed on her waiting tongue. In one gulp she swallowed my semen with no hesitation. What a girl! The naughty, grinning Brittney Del Rio had totally exhausted me in slightly more than a half hour of sexual fun!

I looked at the analogue clock on the wall. It showed we had finished our second round of copulation with about eight minutes to spare, giving us plenty of time to get dressed and pretend nothing other than tutoring had occurred in my rec room that memorable Tuesday night. With both of us clothed, I spent the last three or four minutes lovingly groping Brittany’s tits and gently kissing the nape of her neck as we waited for her ride to arrive. I told her, “You have a great set of jugs, Brittany. They’re just the right size. They’re a real turn-on for me. I wish I could fondle them forever. They’re that appealing and sexy to me.”

Brittney surprised me by saying, “Penny’s tits are slightly bigger than mine, Tommy. After all these years, I can read her like a book. Believe me, Tommy, Penny intends to show them to you on Thursday. I’m glad I got to you first, though, because Penny always tries to steal my boyfriends. It’s been that way since I was 12 years old and she was 10. Penny has always been a rival and a go-getter.”

“Well, you were the Del Rio sister who got me first, Brittney. Congratulations to you for that achievement!” Then I added, “Somehow I’m sure you’ll let Penny know that you were the winner of that contest.”

Brittney smiled and did not acknowledge that my assumption was right. She did not have to. We shook hands as if we had completed a business deal—and she quickly walked out the doorway when her mother’s car entered my driveway. When I was sure her mother wasn’t looking, I blew her a kiss. Sweet girl that she was, Brittney returned the gesture.

What might happen on Thursday night was a bit of a mystery, but the following Tuesday could not come fast enough for me!