Is 'never before' unexpected?

Story by Tingo on SoFurry

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I would be remiss to mention nothing of my older sister before I begin my story. As far back as I can remember, the only person who could ever stop Molli from doing anything was Molli. In middle school I was often subjected to hearing all of her latest exploits. In a way she was the most popular kid in town, or at least most infamous, & whenever she found something new to shock everyone with, word would travel fast.

".. let her re-take the test, kissed him right on the lips she did.."

".. unspeakable alterations to her school uniform.."

".. in her locker, apparently the poor things hadn't been fed in.."

Exactly to what degree her free-flying past affects my story is up for debate. Worth a footnote if nothing else.


My name is Loft, born into a family of dogs, just to the mutt side of Black Lab.

I was twelve, Molli was seventeen. Puberty hit me fast, & it hit me hard.. in a good way. Even if I'd found enough time to make a statement on the subject in between sessions of my new found favorite hobby(throttling it), my feelings on the subject were hardly adverse. My parents seemed not to notice, I think they just hoped that the adderall was finally starting to mellow me out. Or they knew & the embarrassment of intentionally bringing up the subject would send them both to an early grave.

This specific story takes place on an evening like any other. Well, except for my sister & myself being in the idealic situation of our parents both taking a little vacation for the weekend. Now, I had figured my sister to be out causing some sort of trouble somewhere for reasons fully clear only to her. This in mind, I had but one conclusion: wank-fest.

Preparation:

1) Get undressed.

2) Throw back a couple adderall, it makes it trickier to finish, but oh so much more rewarding.

3) Lie flat on bed.

4) Make use of the unlimited potential of my imagination because my parents don't believe in the internet.

5) Shaft-shimmy like the world's ending.

I didn't even bother to fully close the door to my room.

Yeah, I know.

Deep in the recesses of the "what if?" portion of my mind, I'd sort of established a system of etiquette dealing with masturbation. First & foremost, if someone is wanking alone you do not interrupt for anything short of lives being on the line.

My sister was apparently never much one for etiquette.

"Rubbing one off, eh? I thought you were about at that age. This would explain why you spend so much time in your room alone." Said sis, suddenly in my doorway.

My options as I saw them:

1) Polite: "I'm sorry sis, but I am in the middle of an exceedingly personal & private exercise. Would you mind greatly returning later?"

2) Anger: "Do you MIND?!! I'm trying to WANK here!!"

3) Clam up & perform my very best Terry Schiavo impersonation.

I chose door number three.

"Have you done anything sexual with another person yet? It's much more fun. I could probably find a girl who'd be into you.. or a guy.. are you into that sort of thing?" Asked Molli. I can only assume she's had plenty of experience with both.

I managed to shake off the stupification well enough to respond with an erratic little head shake. I could only hypothesize what cacophony might lie in store if my crazy sister thought I preferred guys.

"Well, if you don't tell mum & dad, I could squeeze one off for you, If you like." She said coolly, flowing into my room & positioning herself at the edge of my bed.

Right quick I'd like to point out that I'd put great effort into removing all sexuality from my concept of my older sister(no easy feat considering some of the rumors). However, it is also quite important to note that I was an excessively randy, horizontal-tango obsessed, horn-dog.

The only reply my sister received was a nervous little smile, almost pleading in a completely baffled sort of way. That's, apparently, all she needed.

By this time my Tower of Piza had begun to lean, still obviously engorged, but not the Fanatic's Tower it had been before this very confusing intrusion. She moved her paw, slow & steady, towards my tip & began to move down. The first stroke was slow. Not even slow. Take slow, then hinder time via chemicalia, that's how slow the first stroke seemed. There was nothing else like it.

At the hilt she paused for a second to give me a pleasant little squeeze before beginning her near tortuous ascent. The strange thing about masturbation is that it does nothing to prepare you for actual coque to paw contact with another person. I now found myself staring my older sister directly in the eye with a little smile on my muzzle, all uneasiness forgotten. Molli herself was giving me the kind of sly smile that could launch ships.

It may seem strange, but this sudden bizarre show of affection brought back warm memories of fun activities spent with my sister in earlier years. With her, a days activities could consist of anything, yet she never hesitated to include me.. & now my kind, strange, inventive, free, nutso sister was stroking my wang.

I guess that fortune cookie was right.

She started rubbing her paw a little bit faster(her paws were nice, not dainty, but nice, my sister had hot-tomboy hands) up & down the length of my member, & even though there was always this nagging 'Gilbert Gottfried' voice in the back of my consciousness telling me I shouldn't be doing this, the sensation was simply staggering. She was taking her work(play) seriously, moving at a steady gait, but never seeming rushed. Slowly but surely she increased the speed of her strokes, always making sure to rub & squeeze against just the right spots. I had become lost in the moment, uttering a barely audible moan, I closed my eyes.

This seemed to be Molli's cue. It was apparently time for her to work her second paw into the action, beginning to stroke much faster, using her left paw to better massage my base & the lower areas of my member. Eyes closed, I began to thrust my hips rather quickly in rhythm to her pawing. It seems cliche, but I'm not sure I'd have had the will to stop if I'd wanted to. The pleasure had arrived an uninvited guest, & had quickly staken it's claim as lord of the household.

For several minutes it went on like this. The frantic stroking, thrusting, panting, moaning seemed to have no end. I felt my cock grow steaming hot in her embrace.

"Damn.. kid, you really last, huh?" Contextually It was more of a statement than a question.

Confession time: "I *pant* took uhh.. *pant* a couple *pant pant* doses of *pant* my medication."

"Oh.." She said suddenly, slightly surprised, letting go of my coque, giving me time to try to catch my breath. "You can wank yourself clear with that speed running through you? I'm impressed."

I just gave her a little smile.

"Y'know, if we keep on like this, it could take all night."(I wouldn't have minded)"I'd say this calls for drastic measures!" Claimed Molli, throwing me a smile that would put the devil to shame.

"You've never been with someone before tonight, right? So you've never gone all the way, right? Tell me, sweety, how would you like to know how having your penis inside a vagina feels?" She asked, as if it were a perfectly normal thing to say.

My jaw dropped a bit again.

She just continued smiling, knelt before me, & hiked up the skirt part of the blouse-skirt-onepiece-thing that she was wearing, to reveal a complete lack of undergarments.

Alright, so I know fucking your sister is supposed to be one of the most fucked up things you can do, right? But.. it felt so okay so far, comfortable, natural, relaxed. & would it really be such a jump from what we'd already done?

"Relax sweety, nothing bad will happen, you'll enjoy it. Consider it.. a learning experience."

Oh, that helps me out so much sis. Why not just strap-up, bang my ass, & tell me not to stress out because it's FOR SCIENCE?!

'No, I'm cool, chill, jive, deck.(??) I can handle this.' I kept telling myself. While a little voice in my head was screaming 'HELL YEAH!!', & another was just screaming.

Molli slowly shimmied, almost swimmingly, up my body, never breaking eye contact for a second. Once she finally pulled herself muzzle to muzzle with me, her skirt brushed up against my hard-on & she gave me a little lick on the nose. If my boner had begun to wane at all, that sent the boilers all the way back up to full blast.

"You can say 'no' y'know. I'd never force you to do anything. Ever, at all." Molli said, still smiling, but now with some concern showing threw.

I quickly licked the tip of her nose in response. It was her turn to be shocked.

Quickly regaining composure, she used her right hand to push me back-flat onto my bed & hold me there in check. She then began to 'wave-tap' her left hand down my right arm, a surprisingly potent sensation which made my heart do flips, finally to meet up with my own right hand & interlock fingers. I fear(if it's even possible) that it is beyond my ability to express just the degree of closeness I felt to my sister at that moment.

We smiled warmly & looked into each other's eyes. There was no more awkwardness, fancy had arrived & chased it from the scene. I think what I appreciate most about the whole event is how Molli slowly, awkwardly tried to position herself over my erection. Molli had a knack for seeming graceful in any situation; whenever she found herself dragged down to the world around her it was just.. well.. cute! In the midst of this procedure I moved my left hand into a comfortable hold on the area where her leg met her hip, as if it could possible assist her crotch navigation. It did me some good anyway. For some reason our specific positioning had become exceedingly erotic to me.

As she slowly lowered herself, my member brushed against her leg, rubbed gently against her intimate lips, & began it's expedition into a world I'd never experienced. I honestly have no idea what I expected it to be like. I think what caught me most off guard was how much pressure I immediately felt, yet how slick & inviting it was. I suppose it was more wet than I expect, but hey no complaints, & the warmth was nicer than I had hoped. The best way I can describe it is that once I was inside of her it immediately felt absolutely correct. That was where my dick was meant to reside.

She paused, giving me a second to drink in the experience.

"Like it?" She asked.

I said nothing, but I think she got the point from the huge groan I let out as she pushed me all the way in.

She began to go into a rhythmic patten, a sort of smooth right-down-left-up circular motion, occasionally mixing it up, moving her hips forwards & backwards. As the different areas of her outlet rubbed, pressed, & ground against my plug I was simply elated. With my left hand still at the top of her leg I could feel her muscles move under her fur as she gyrated herself on top of me. It was brilliant. With my other hand still locking fingers with hers, I started to use the tips of my fingers to rub, almost grip at, the back of her hand, which only served to increase the intimacy.

Soon, I found myself to be not the only one moaning. My sister, in doing me a favor, was managing rather efficiently to get her own proverbial rocks off in the effort. As she began to straddle & buck more vigorously, I felt my pleasure increase dramatically, my dick pressed deep inside her euphoria vice. Our moans echoed through the house. We were not worried about the neighbors.

The hand that Molli had kept on my chest slipped.. she was once again muzzle to muzzle with me, breathing heavily, still bucking with all her might. As I felt her sacred cave rub down my erection again & again I began to worry that I would not be able to climax. Don't get me wrong, I was happy just to be in the moment, more than happy, but I would not have wanted all of my sisters work to be for not.

Sure enough, however, I began to feel it, creeping in very slowly, allowing me to savor every thrust, every grip, every moan, every inch of connection.

"It's okay, cum in me, my tubes are tied." She nearly pleaded.

As my coque & her cunt slowly raised in temperature, I could tell she was about to loose it.

I took the opportunity to lean in a little & give her a nice long lick along the neck.

She went over the edge.

"OHH, MY WOW!!" She exclaimed, simultaneously squeezing & shooting hot fluids down my shaft. Exceedingly turned on just by the fact that she was getting off, I gave several great thrusts upwards, to the best of my ability, at last hitting my orgasm. First a second of paralysis, followed by uncontrollable shivering spasms & thrusting, followed by pure pleasure, followed by the greatest feeling of elation ever.

If I claimed that masturbation was great on adderall, it is only because I had not fucked on it yet.

"We.. what did you think?" Asked Molli, rolling to one side, still clutching my hand.

"Is that all? I don't see what all the fuss is about."

I could barely conceal my grin.