A Brothers Education Continues

This story was inspired by the story 'Turning Boys Into Men' written by the very talented Brittni4U. I wrote it for her as a gift, a way to say thank you for all the times her stories took me to the brink and left me gasping and satisfied. If you like it, then you have her to thank as I wouldn't have published it without her encouragement. It really was meant to be just for her.

If you haven't already or if it's been a while, I do recommend you read her story first: https://www.literotica.com/s/turning-boys-into-men as it will provide deeper context and is sure to get your juices flowing.

Quick heads up, along with what I hope is some good steamy sex between siblings there is some brief foot-play - hopefully it won't distract you too much if that's not your thing.

For the record, all the characters in this story are over the age of 18 and so am I. Brittni4U has given express permission for me to publish this derivative work.

*****

Finally on the road, finals over, car packed and headed back to home for the holidays. I just finished my first semester at Stanford studying software engineering. I haven't been back home since the semester started and I've really been looking forward to seeing my sister again. Our parents are on a cruise in the Bahamas and won't be home until Christmas Eve. I would have been home for Thanksgiving but there was a group project I was leading and we needed the 4 day weekend to finish it. Its late afternoon and I find myself once again reminiscing about the night my sister Brittni came down to the basement where she proceeded to make men of me and my buddies.

On Britts advice I took a weightlifting class as an elective this semester and was glad I did. Not only did it give me a break from an otherwise grueling course load, I liked the way it made me feel (once the initial soreness was over that is). I also like the changes I see in my body. I had always been that thin geeky guy that the girls ignored. But as my muscles grew so did my confidence. They say that men typically stop growing in their late teens, and it may be a coincidence, but it's almost like the weight training stimulated production of growth hormone because I'm now a little over an inch taller and my shoulders are broader. And though I haven't actually measured I swear my dick seems bigger too. Ehh, probably just my imagination.

Brittni and I have been keeping in touch through texts and emails though those have been sparse as her classes have been just as demanding. Keeping my eyes on the road my mind is awash with images of the beautiful vision that is my sister. I feel my attention divide as I recall the way her eyes glowed as my cock slid effortlessly down her willing throat, a tiny tear forming in the corners of her hazel eyes as she used her hands on my ass cheeks to pull me in deeper. I remember the indescribable cacophony of sensations that flooded me all at once as I knew I was about to come down her throat, and there was nothing in the world that could have stopped it once it started. It was a mixture of guilt, euphoria, and arousal that I never imagined could coexist.

Just before my orgasm hit I had the urge to pull out, to spare her from this thing that no sister should have to endure. Sensing my hesitation she held me tighter, her eyes wide, encouraging, her throat willing. She was telling me it was ok, that she wanted this and wanted me to have it. Seeing her steadfast commitment to finishing what she started I spread my fingers on either side of her head, pushing them through her silky soft blond hair and held her tightly as I came.

With a spike of adrenaline like I had never known, the entire experience passed through my mind in slow motion. Like a skydiver in free-fall, the whole thing was probably over in less than a minute but I still recall the details as though they occurred over hours.

I owe her so much I don't think I could ever repay her. Growing up she was 4 years older than me and for that she was always tasked with watching over me. For our parents she was like a build in babysitter. Looking back I can see that most times she took it in stride but it couldn't have been easy having her little brother tagging along. She was always kind though and I loved her for it. As we got older I began to protest that I didn't need a baby sitter which was generally ignored by my parents until I was around 12 or 13 when they finally decided to free Brittni from her babysitting bonds.

I didn't realize it at the time but that was the beginning of the time when we started to drift apart. She was always out with her friends, involved in her sports, or out with one of the countless guys who jockeyed for her attention. On the other hand I could generally be found in my room or down in the basement lost in some science project or working on my computer. I built my first computer at the age of 14. I had been bugging my dad to get me a PlayStation or X-box so that I could game with my friends but he always refused. He was afraid that video games would rot my brain or something. Finally after years of pleading he relented just enough to give me my chance. He said that if I wanted to play video games I would have to start by building my own computer, from scratch, and then learn to program it by writing my own games.

After building my computer and learning to program it, my friends started asking me to build computers for them. Later I started putting up how-to videos on my blog teaching computer building and programming. So when Brittni came downstairs those few months ago I was in the middle of editing another how-to video when I looked up and saw her standing there in her underwear. It wasn't the first time I had seen her in a similar state of undress so I figured she was just there to annoy us. I'm so glad that I was wrong.

She taught us so much that night, it was a truly amazing experience. We didn't just have sex with her, she taught us ABOUT sex, and about girls, and how to please them, and what to expect, and so much more. She taught us to use our sense of smell, taste, and touch. She knew that guys are visual creatures by nature but that girls had so much more to share, so she taught us how to appreciate them.

After she had sucked and fucked each of us more than once our young testosterone fueled bodies were spent but my mind continued to race. I wanted to know more, to do more, to see and smell and taste more. As my mind raced with the possibilities of what to ask her I blurted out -

"Have you ever done it in the butt?"

While everyone anxiously awaited her answer, she responded, "Oh yes, but that is another story." She turned, her long blond ponytail whipping around, and sashayed up the stairs leaving us with mouths agape.

Which brings us to the reason for my uncontrollable excitement in the anticipation of what I hope to be a continuation of my sexual education at the foot of my gorgeous sister. You see in the days that followed that incredible night she informed me that she was cutting me off. No more sex with sister but instead she set about teaching me how to talk to girls, how to tell if they were interested in me, how to gain their interest if they didn't show it initially. How to treat them, appreciate them, understand them, and most importantly to me, how to bed them. She explained that if she were going to even consider teaching me about 'butt' sex I would need to get out there and apply what I had learned.

On the day I was to set out on the journey to Stanford she slapped my ass, pulled my hand to her crotch, and with a solemn look on her face said, "May the source be with you!"

She always knows how to crack me up!

We both snickered before she wrapped her arms around me and hugged me so tight I though her breasts would burst on my chest. She then grabbed me by the shoulders, spun me around and gave me a sharp slap on the ass to send me off.

I followed her girl-chasing advice throughout the semester and kept her up-to-date on my progress with the ladies.

There was a girl in one of my coding classes, Alice. She was shy and quiet. In class her shoulder length auburn hair was usually draped over the left side of her neck, head down, concentrating on whatever she was working on. Her soft green eyes always focused on the task at hand. She was pretty in a girl-next-door sort of way, but not beautiful like my sister. I didn't care though. There was something about the way she moved that made me want to know more. She had a light complexion and hardly any freckles, especially for a red head. She was slim and her clothes were always loose and comfortable, never form fitting, but I guessed there was something hot hiding beneath and I decided to take what Brittni had taught me and see where it went.

But this isn't a story about Alice so we'll have to leave that for another tale. Suffice it to say that Alice is now my girlfriend. She's a bit inexperienced and so am I, but we are learning together. Turns out that Alice is submissive by nature and always eager to please. Fortunately for me Brittni seems to know a thing or two about how to manage a submissive female and I'm happy to take charge. As for sex, we've done most of the things you might expect from a new intimate relationship but so far she hasn't been unwilling to try anal.

Finally as I make the turn onto our street, the evening turns to dusk. The orange glow of the setting sun begins to fade and my heart starts to race as I pull into the driveway of our suburban southern California home. Brittni's car is parked in the drive and there's a light on in the living room to welcome me.

"Brittni . . ." I call as I step through the foyer into the living room. The house is filled with the scent of hot coffee and vanilla. There is a candle burning next to the table lamp. I don't see her anywhere.

"Down here . . ." comes a faint voice from the direction of the stairs leading to the basement.

Making my way down the stairs I hear the sounds of one of my video games filling the narrow stairwell. Rounding the corner at the bottom of the stairs and I spy Brittni laying on her tummy on top of the my cushy rectangular ottoman which she has turned perpendicular to the large screen wall-mounted TV while she manipulates the toggles of my game controller. Her knees are at the edge of the ottoman with her cute little feet flailing around as she plays the first person shooter game I had programmed just before the semester started. Her toes are curled and her perfectly manicured hot pink toenails sparkle as they reflect the changing lights coming from the screen. Her torso is draped by a soft flannel blanket that just barely covers the perfect mounds of her petite muscular butt cheeks. On the sofa tables that flank the couch candles flicker and fill the room with the same rich aroma she had established with the lone candle upstairs. The fragrance brings images of an intimate Parisian cafe.

"Hey stud, how's it hangin," she says with a big smile, pausing the game and setting the remote on the floor.

"Long drive - but good to be home sis," I sigh as I come up behind her and grab her feet pressing my thumbs into the arches.

"OOOh that's nice, where did you learn that?" She coos.

"From you, silly." And she did know it of course, it was part of what she had taught me in the days before we both left for college.

"Tell you what," she says with a sly grin peering back over her shoulder to look at me. "You get the massage oil out of my purse over there and rub my aching feet like I taught you and later I will rub your back and shoulders. I know they must be tense after that long drive."

I was only too happy to comply. Brittni had taught me the intricacies of giving a proper foot rub and I was instantly hooked. I quickly returned with the bottle of massage oil and after squirting a generous amount on her soles I began to rub it into her dainty feet. I circled my thumbs with generous pressure over the arches and balls of her feet, then laced my fingers between her splayed toes like lovers holding hands. I pressed them slowly from the top down running my fingers from tip to base in the spaces between her toes, release, and then using the palms of my hands curl her toes by pressing them gently but firmly toward her soles. Then lather, rinse, and repeat. Soft vowel sounds, "OOO," and "AAA," rose from Brittni's open mouth letting me know I was doing it right.

I loved the look of her pretty pink toenails as I stretched and spread her toes. On her left ankle she wore a thin gold anklet that perfectly accented the golden bronze of her sun-kissed flesh. On the outside edge of her right foot she had a stencil like tattoo of a dolphin and on her second toe was a simple smooth gold toe ring.

"Oh Bub that feels incredible," she said, "I need you to suck my toes. Don't think about it, just do it. The massage oil is flavored and I promise, you will be rewarded for your efforts."

Who was I to deny her this simple request. Besides I had always loved the shape of her little feet, especially when I watched her practice gymnastics. I remember only a few years ago how I would sneak down the stairs to the basement to watch her work on her flexibility. I was always very careful to come down quietly so I could watch her without her knowing. Over time I think she started to suspect but I never let on and neither did she. Thinking back now she had always been a natural exhibitionist and I was happy to be her voyeur.

She never failed to amaze me with the way she cold bend her body into impossible contortions. Full front splits with the back leg bent, foot raised and torso bent backward until her foot rested comfortably against her neck, held in place only by her chin. She would transition to a full back bend where her hands grasped her ankles and the back of her head rested on her firm small buttocks. From there she would roll into another, and then another, impossible but strangely erotic pose. Until now I didn't have the vocabulary to describe it, I only knew then how it made me feel - aroused.

Britt continued to coo with little oohs and aaahs as I worked on her feet. My stiff cock was now raging against my cargo shorts. Throughout the foot massage she had been arching her tiny muscular butt up off the table and I found myself transfixed at the sight of it. Subtly her movements had been working the blanket that covered her ass skyward, and I could just glimpse the crease where her thighs met the perfectly toned globes of her taut ass cheeks. I began to realize that she was probably nude under the blanket and my excitement doubled.

I sucked away at her toes tugging and pulling at them with my mouth, each in turn, savoring the sweet strawberry bubblegum flavor. I slid my tongue between them as I had done previously with my fingers. She breathed heavily and her coos turned to soft moans. I watched as her hips and thighs began to quiver causing her ass to shake beneath the blanket. A small flex of her hips caused her butt to rise and more of the blanket slid up revealing her small glistening pussy just there, at the apex of the V formed by her toned legs. I could make out a finger pressed and wagging rapidly over her clit.

Suddenly she flexed her hips fully causing her ass to rise up and back until her cheeks rested firmly against her heels. I was starring directly at her perfect little rosebud. It came to rest, pink and puckered without a single blemish, just inches from my face. The musky sweet scent of her pussy rose up to my nostrils mixing with the strawberry scent of her body wash. It was evident that she must have just showered prior to my arrival. After only a few moments she lowered her hips back down to the ottoman and arched her back causing the little dimples on either side of her butt cheeks to deepen. Repeating the procedure, she brought her ass back for my inspection once again. Her labia and perineum were perfectly smooth without a hint of stubble. I had heard of the Brazilian wax but wasn't even sure if it was a thing. From the looks of her baby smooth sex it could be the only explanation. She continued to repeat the movement, up - pause - down, for several exquisite moments.

"Drop your pants stud and put your balls on my feet," she said throatily as I rubbed.

"HUH? You want me to what?"

"Just do it. Trust me, you won't regret it," she said firmly.

I dropped my shorts as instructed and rather than wait, I pulled my shirt off as well, tossing it to the couch. It was getting hot - and so was I.

Standing behind her wearing nothing but my socks and a smile I positioned my scrotum on the soles of her feet and she began to massage my balls with tiny back and forth motions like a geisha shuffling across a bamboo floor. Then she formed her feet into a sort of prayer position with my cock nestled between her soles and began to jack me back and forth slowly. I could feel the pressure building at the base of my cock and knew I would blow if she kept this up for too long. She seemed to sense my rising orgasm and backed off.

She lowered her waist back down to the ottoman and reached her hands back to part her little butt cheeks.

"I think it's time for some of that massage oil to make it to make it to my ass."

A heartbeat later I had coated each cheek in the oil and was rubbing it in with my eager hands like a baker kneading dough. I worked my thumbs across the prize perched perfectly between her taught clefts. Her back arched in appreciation each time my thumbs made contact. I pressed a little deeper with each pass of my thumbs causing her to moan as the tight muscles of her sphincter gave way.

Keeping her cheeks in my hands I slathered her crevice with more massage oil, set my knees on either side of her torso, and laid my straining cock in her divine divide. Using my hands to press her ass cheeks together I began to fuck her ass crack. She pressed back to meet my forward thrusts. I could feel the vibrations from her fingers as she diddled her clit. Her anus clenched and relaxed rhythmically under my rigid thrusting cock.

Once again I could feel the orgasm I was straining to control begin to rise from the base of my cock. She must have sensed it too. I was on the verge of exploding all over her back and I hadn't even entered her yet.

"Back to the toes Bub, get them in your mouth and make them happy," she teased. I returned to my previous position standing behind her at the foot of the ottoman staring at her beautiful little ass as I returned my attention to her toes.

After several minutes she withdrew her feet and asked, "How long has it been since you came?"

"Just yesterday," I fibbed. As crazy as it sounds I had actually been saving myself for her for just over a week. Alice and I had both been super busy during finals and with mad rush at exodus we hadn't really had time anyways.

"Ok then, I know you have a stiffy that needs some attention and since you just came yesterday this should workout pretty well for both of us." She was looking back over her shoulder at me as she spoke. "I want you to make sure your dick is pointing straight out from your body, not straight up like it is right now," she giggled. "Your job is to stand there and don't move. I think you're going to like this."

She flipped her feet up so that the tops of them were resting on my upper thighs flanking my cock. She placed her hands palms down on the ottoman and pressed back while allowing her flat belly to move toward and come to rest on her thighs. My cock was rock hard and I had to press down firmly to move it from its flag-pole position to the position she had instructed. In one slow, fluid motion I watched as her ass, with its tiny star-fish prize, moved up from its place on the ottoman directly to the tip of my engorged glans. My pulse raced and adrenaline coursed through my veins allowing me to watch this erotic display of her skill and flexibility in slow motion. When her tiny puckered anus finally made contact with the head of my cock the connection shot through me like lightning up my spine and I moaned.