interesting and unusual sex toys for men and women
Interesting and unusual sex toys for men and women

My Horny Sister

by Jeremy J. Watson

I’m a twin. Not an identical twin, but a fraternal twin, with my sister, Emily.

Many people think twins are supposed to look alike, but we are nearly opposites. I’m not tall, at 5’10,” but she’s downright short at 5’2.” I could lose ten or twenty pounds. She’s so thin people worry that she has anorexia. Mom asked the doctor once, and he said, “Emily is just active, her weight is right for her.”

Emily is really a beauty. With her short, slightly curly black hair, twinkling blue eyes, dimples, porcelain skin, and ready smile, she’s a knock-out!

The doctor mentioned she was ‘active.’ That’s an understatement. Emily always comes up with sudden ideas that she can’t wait to implement. She always has a project. Many of her projects are very physically active. She loves climbing trees. She even talks fast. You could say I’m kind of laconic. I think things through before acting, just the opposite of Emily. In our childhood, she was the leader, and I’ll admit I was the follower.

Growing up, we fought briefly and harmlessly a few times, but in general, we got along surprisingly well. She was my best friend.

For a while, between around 12 and 14 years old, she was bigger than me, and when we wrestled, which we did often, she usually won. I grew into my full size a little later, and started winning the wrestling matches. Then we quit wrestling.

Emily was normal enough during our childhood, and as she started nursing school. That’s when everything changed. I’ve never met a nymphomaniac, but I think she qualified.

What I noticed first when we were home for Christmas break is that she was talking about men in very sexual undertones almost constantly, saying things like, “I wouldn’t kick him out of bed,” or “Is that a rocket in your pocket?” She even greeted me that way a few times, her brother! I was somewhat surprised by her overt horniness. I was also secretly delighted. Sexually, she was thinking like me. The only difference is that she was expressing it.

We never kept secrets from each other, and were comfortable discussing anything, but she crossed a privacy line that Christmas in a way that astounded me. She asked whether I masturbate.

I’m sure I stammered and turned three shades of red, but I sheepishly admitted that I did, ‘sometimes.’

“Me, too!” she quickly offered.

Funny, it never occurred to me that she would do anything like that.

She wasn’t done shocking me. Her voice got strangely low, quiet, and shaky when she asked, “Do you want to masturbate together sometime?”

Wow, how do you answer that? I was instantly interested. OK, I know she’s my sister and all, but I felt sudden adrenaline feeling in my stomach and a stirring in my pants. However, like an idiot, I guess I had to protect my dignity or something, so I answered badly. “Um, not really.”

She tried to hide it, but I know my sister better than anyone. I could tell she was crushed, even though she answered in seemingly casual way, “OK, just asking.” I wouldn’t be surprised if she was embarrassed for asking, and I hadn’t meant to do that to her.

We went back to school, me to the east coast and her to the west. I was taking courses in software engineering, mechanical engineering and robotics at MIT. She was in nursing school in a little town called Ashland, Oregon.

Back home during Spring Break, she was as horny as ever. She talked about boys. More specifically, she actually talked longingly about their sexual organs, and dare I think it, she seemed to know what she was talking about. She asked me to masturbate with her again. Realizing how I had fucked up my answer last time, and having fantasized about jerking off with my own sister a dozen times since the first time Emily asked, I was determined not to make the same mistake. On the other hand, I still clung to some sort of shyness, or pride, or something. My mind was telling me to say “Yes!” but what came out of my mouth was, “Em, I’ll think about it.”

She smiled and didn’t pursue the topic – until the next day, when she asked again. Again, I told her I’d think about it. Why I didn’t jump at the opportunity… Well, maybe it’s because we were raised conservatively. Our parents are successful professionals. Dad manages a large website, and Mom’s a psychologist. As far as us kids could tell, our parents weren’t sexual at all. Or, more likely, they hid it well. Emily and I were bathed together when we were three or four years old, but we hadn’t seen each other naked since. Our parents never talked about sex, and we never asked. You’d think having a shrink for a mother, she’d cover the subject appropriately, but she never did. Bottom line: Emily and I were not brought up in a sexual world.

So, I had to ask her, “Why the sudden interest in sexual matters?”

She thought about it for a minute, then answered me carefully. She had never kept anything from me, and I could sense her reluctance this time. Pausing to think was not something she often did. She deciding to fill me in.

“In nursing school we have a lot of hands-on training. They’re called clinicals. Many clinicals are conducted on models. Like when we first practiced giving injections, you know what we did?”

“No, what?”

“We gave injections to oranges.”

I laughed.

“Many of the clinicals are on plastic models. But some things have to be done on real people. Nursing students will practice on each other, and we have what are called ‘standardized patients.’ These are people who are paid a few bucks to pose as patients.

“A typical day with a standardized patient might involve practicing dressing burns, or examining throats, or taking blood pressure.”

“OK.” I had no idea where she was going with this.

“So, one day, we had a standardized patient. A college guy who needed the money. That’s what most of the standardized patients are, college students. He wasn’t bad looking, and fairly talkative, too, which I like. Anyway, the poor guy was nervous, and I didn’t blame him. You see, that particular clinical was about catheterizing male patients.

I didn’t get it. I was thinking about putting in a blood line or something.

“Urinary catheterization, Jeremy.”

“Oh!” I laughed nervously. “That certainly sounds like it must have been weird all around.”

“It certainly was!”

“OK, so we had read in our textbooks how the procedure is done. We were directed to some videos online showing the procedure. My interest was perked up a bit by seeing real human penises, but not all that much, really.

“And then, this day arrives, and the guy is there, already dressed in a hospital gown, and laying propped up on a bed. The instructor casually lifted up the guy’s gown, grabbed the guy’s dick, his penis I mean, swabbed it with disinfectant, tore open a catheter pack, injected some lube in his dick, and fed that long tube in, while we all watched.

“To me, at least, it wasn’t feeling so ‘clinical’ now. It was affecting me, if you know what I mean.”

“You were getting horny?”

“I wasn’t about to lose it or anything, but yes, I was starting to feel it in a sexual way.”

“Interesting!” Actually, this was way more than interesting. For some reason I can’t explain, I was feeling jealous of Emily. I wish I had clinicals like that. They just don’t offer anything like that in robotics training. I felt a vague stirring in my pants.

She went on. “As Mrs. Jacobson, our instructor, stuck the catheter into the patient, he winced a time or two, but it didn’t seem to hurt him much. Mrs. Jacobson, went through the rest of the process. Those catheters have a little balloon on the inside end that can be inflated with a syringe full of saline from the outside end. That keeps the catheter from coming back out.”

“So, you mean there’s like a tube within a tube to fill the balloon?”

“Exactly.”

I was trying to imagine what it would feel like to have someone put a catheter in me, and fill up the little balloon. It, oddly enough, was making me horny just hearing about this procedure.

“After the demonstration, us students had to do the same thing to the guy. There were six of us. First, the only male student in our group took a crack at it. He looked a little queasy, which I found interesting. I mean, we’ve already become used to seeing excrement, puke, blood, and people in horrible conditions. I think this guy was queazy because he had to handle another guy’s junk. Interesting, right?”

“Yeah, I don’t know how I’d handle it.”

“Well, that’s exactly what was on my mind. Within minutes, I knew I’d have to catheterize our patient, and I was getting weirded out. Of course that always happens in clinicals. You don’t want to hurt the patient, even if it is a standardized patient who’s being paid. You also don’t want to look like an idiot. Like it took me seven or eight stabs the first time I tried to draw blood. I cried in my dorm room that afternoon. I could imagine all sorts of ways to fuck up with this catheterization.

“Anyway, the male student did just fine, and the standardized patient said he felt almost nothing. Then four female students all went through the process. By the fourth one, the standardized patient was becoming erect. I literally felt wetness between my legs when I saw that.”

“Wait, Em? Wow! Are you saying, the guy was throwing a boner, and you were getting all excited?”

“I know it’s crazy, but yes, that was exactly the deal.”

“Wow, Emily. That’s actually kind of cool. This is certainly the most interesting story I’ve heard in a long time. Keep going!”

So the instructor, and five students had already jammed a catheter in this guy’s poor dick. He was rock hard, but also starting to wince, saying that his urethra was feeling the wear.

“When he boned up, Mrs. Jacobson turned to us and said, “It’s natural. A surprisingly large number of men have erections in response to genital procedures, especially digital rectal exams.”

“Wait, what’s that, Emily?”

“Oh, A DRE is when you stick a finger in a guy’s butt to feel his prostate. The gland can swell, so it is routine to check it out.”

“Nurses do that?”

“Mostly doctors, I think. But we were trained in that a few weeks later. That’s a whole ‘nother story, brother!”

“Oh my god, I’ll bet it is!”

“I’m getting off-track. So, Mrs. Jacobson told us to ease the patient’s worry when this happens. She says men can be terribly embarrassed to have erections at inappropriate times.”

“Quite true.”

“Well, the dreaded moment had come. It wasn’t entirely dreaded. I was also looking forward to my turn in an odd sort of way. Especially now that our patient, was erect. Something came over me. I really, really wanted to handle that erection.”

“Woah, Emily! That’s fucked up!”

“Isn’t it, though! Now, Jer, I’m telling you this in confidence. I don’t want you to judge me, and I certainly don’t want you blabbing it to anyone.”

“No, I’m honored that you’d tell me. Thank you, Emily. I’m not judging, I’m not going to tell a soul, and I’m certainly enjoying your story. Truth be told, I think even I, a guy, would be interested in seeing, maybe even touching the guy’s erection, too.”

“Thank you for admitting that, dear brother. OK, so anyway, it was my turn. Since Mrs. Jacobson said we should put the patient at ease, I said, ‘Jerome, I see you’ve become erect. I want you to know that’s perfectly natural under the circumstances.’

“The standardized patients are instructed to act as much like real patients as they can, and he played along saying, ‘Thank you, nurse, I wouldn’t want you to think I’m a creep, or something.’

“‘No, not a creep,’ I said, ‘Guys get them all the time.'”

“I felt like an idiot, I didn’t really handle that right. Mrs. Jacobson, standing next to me, cleared her throat, but thankfully didn’t say anything more.

“I was actually shaking a little bit as I got down to business. Trying to act absolutely professional, I grabbed his penis with one hand while swabbing on the antiseptic with the other. Jeremy, it was the first time I had touched a penis in my life. The minute I grabbed it, I felt something like an electric shock in my whole body.

“More than that, I didn’t want to let go. But of course I did. Then I opened a catheter pack and took out the syringe full of lubricant. It’s a syringe without a needle, just a sort of blunt tip. You place it in the guy’s peehole, and push the plunger, filling him with a clear gel, so the catheter will slip in.

“Pushing that plunger down, and filling Jerome’s erect penis with gel really affected me in a totally weird way. It’s as if my whole sexual self, which had been asleep my entire life right until then, came alive.”

“Wait, Em. Are you saying that touching that guy’s dick, and doing that to him with the gel, was like a switch? That your life changed in that moment?”

“Pretty much. Well, no. That was the first stage. I was sexually charged up after that clinical, but what it really did was it got me thinking. I woke up slowly, but wake up I did – sexually.”

“Oh, Emily! I mean, well, it’s really cool, actually.”

“Thank you for taking it well, dear brother. I was worried you might freak out or something. But listen, the plot thickens.

“It was time to start pushing the tube in. Poor old Jerome was starting to get seriously worn out, and I felt him tensing his muscles and wincing as I put the tube in, and I had gone in only a couple of inches.

“To my astonishment, and I have to say, delight, too, Mrs. Jacobson saw what was going on, and told me to take lots of time, as much time as I needed, so as to not hurt the patient.

“So I did. I decided it might be best to pull the tube out a half-inch or so, then push it in very gently and slowly, to redistribute the lubrication. I did that several times, and Jerome started arching his back. I didn’t understand. I didn’t think I was hurting him. I felt all his muscles tense up, and he let out a slight moan. I became very concerned. I had probably done something terribly wrong. I figured at any second, Mrs. Jacobson would let me know how much of an idiot I was in front of the whole class.

“But she didn’t say anything. I slowed down even more as Jerome moaned again. Figuring he might need some soothing, I stopped pushing on the catheter, and kind of wrapped the fingers of my other hand around his penis in what I thought might be a comforting grip.

“I felt pulsing. I was confused. What could be causing that? Then white stuff was flowing out around the catheter. Of course, you know what that was, but for a second, I was dumbstruck. What had I done? Did I puncture something that was now exuding the white stuff? It only took me a moment to figure it out. He was ejaculating!

“Poor old Jerome was so embarrassed. He kept trying to apologize. Mrs. Jacobson was repeatedly telling him that it was normal under the circumstances. I just stood there like a fool, still holding his penis in one hand, while the catheter slowly slipped out of his urethra and flopped onto his upper legs.

“I didn’t get to finish the catheterization, but Mrs. Jacobson told me that I’d have no trouble doing it on a real patient when the time came. She also said, with a bit of a smile, that it probably wouldn’t be so dramatic for me next time.

“A few months ago, I wouldn’t have admitted this whole story, but I’ve become more sexual conversationally, also. As soon as I got back in my dorm room, and thankfully, my roommate had a class, I masturbated with the images of Jerome’s penis filling my mind.”

“I hope you don’t think I’m too weird, Jeremy.”

“No, not at all. As you told me all that, I was imagining myself in Jerome’s position. Part of me would be horrified to have been him. On the other hand, the thought of it really excites me.”

“Are you hard, dear brother?”

“None of your fucking business!”

“You are, aren’t you?”

“So?”

“Show me.”

“No!”

“Please?”

“No!” Even as I was saying it, I so wanted to say “Yes.”

“My pussy is wet, Jeremy.”

“I can’t believe you’d actually say that!”

“Why not? It’s true.”

“Well, I guess so.”

“Jeremy. If I show you mine, will you show me yours?”

“No.”

“If I wasn’t here right now, would you jerk off?”

“Um, well… probably.”

“So with me being here, what stops you?”

“It’s just not right.”

“How so?”

“You’re my sister.”

“That’s all the more reason it is right.”

“Let me think about it for a couple of days.”

“Your loss,” and with that, she went to her bedroom. I had the crazy fleeting thought that she’d probably masturbate in there.

I went to my room, and sure enough, I did jerk off. My mind was overflowing with what I had just heard. My sister was horny. That was actually quite interesting. But the whole thing with the nursing students and Jerome, that was most erotic thing I had ever heard. With thoughts of that, I had a quick, powerful orgasm.

Over the next few days, I thought of masturbating with my sister a lot. It just didn’t seem right. On the other hand, just imagining it sure got me horny.

One thing about Emily: When she gets an idea, she can be awfully persistent. For the whole rest of Spring Break, she was hinting and trying all sorts of ways to get me to jerk off with her. The funny thing is I may have done it, but her persistence was too much, so instead, I resisted.

One evening I caught her going from her room to the bathroom wearing absolutely nothing. I realized it was a show, and so I didn’t let it affect me, or at least not visibly. Seeing her in the buff did cause me to masturbate in my room big-time a short while later.

At the start of the summer, we both had a few days at home again. She was still horny as ever. One day, having one of our earnest talks at the kitchen table, with our parents out of the house, of course, she got back on the sexual topic.

She opened by asking whether I was still a virgin. I was.

Then she delivered a shocker. I guess it was to be expected, but I didn’t see it coming. Emily was no longer a virgin!

She asked whether I wanted to hear all about it, and to my own surprise, I wanted every little detail. She was all too willing to give me the works.

The students had that digital rectal exam clinical, and it was good ole Jason again. Once again, he got erect, but he didn’t ejaculate this time. Afterward, the six nursing students who often did study groups together, decided to practice the DRE, on each other.

They pretended that it was just all in a day’s work, that they should naturally try procedures on each other. After all, they had injected each other with saline, they had taken blood samples from each other, and so on. Did they really need to do DREs on each other? Probably not, but they became convinced they had to practice this particular technique. I completely understood.

It was just a shame that there’s nothing similar in electrical engineering or robotics. There was absolutely nothing in my course of study that was erotic. Oh well. At least I did find the technology interesting. But if only my study groups could be like what Emily reported.

It seems they did get together. One of the students had an apartment to herself off-campus. They met there. Somehow,they all got naked. I can only imagine how nervous yet excited they must have been. No one had remembered to bring lube or rubber gloves. They decided to proceed anyway, using bare hands and some coconut oil they found in the kitchen.

It must have been terribly exciting for the one guy to be naked with five female nursing students! Emily told me he wasn’t erect at first. That, I have trouble imagining. Anyway, they did start putting fingers in each others butts. I had to ask Em why the girls would put fingers in girls’ butts, since they don’t have prostates. She told me that they do have issues, such as lumps, or hemmorhoids that need to be checked.

But their study session didn’t stop there. Pretty soon all the girls were getting gynecological exams.

“Wait, Emily,” I interjected. “Doesn’t that require a speculum?”

“The girl who lived in the apartment had one, a clear plastic one that she brought out from her bedroom.”

‘How bold,’ I was thinking. To casually bring out your secret sex toy so the whole group can play with it.

I had to ask, “So the guy, did he become erect?”

“Sidney, is his name. Yes, he sure did!”

She then went on to tell me the whole story.

It seems one thing led to another. Pretty soon, the girls were fingering each other to orgasms. One girl started licking another girl. Emily was going crazy with horniness, and without thinking it through, she put her lips on Sidney’s now very erect penis. He didn’t seem to mind, and before long, she was sucking the whole thing into her mouth. That evening, she tasted sperm for the first time in her life. Not only that, Sidney reciprocated by licking her clitoris to an outstanding series of orgasms. This all happened in front of all the other students.

Over the next few weeks, things became really interesting with them. They lost all their sexual inhibitions. Two of the women became lesbian lovers, to the cheers of the rest of the group. They had several more ‘study sessions.’ Emily and Sidney started becoming very close.

It doesn’t make logical sense, perhaps but it makes perfect sexual sense that they decided to have a study session about how to properly use condoms. The girls took turns rolling condoms onto Sidney’s penis. As he was getting more and more excited, so were the girls, especially Emily. Then it happened. The way she tells it, the event was as natural as falling off a log. Emily and Sidney started kissing. They had kissed a few times before, but this time, they were naked, as were all the other girls in the group. Sidney was standing there, hugging and kissing Emily, and the next thing you know, his penis was pushing up against her vagina, and a moment later, he was in. She said it was the most fulfilling thing she had ever felt.

I had heard that virgins have some pain as their hymen is destroyed during first-time intercourse. Emily set me straight on that.

“That’s mostly an old wives’ tale. Most of us girls have stretched our hymens years earlier by masturbating with hairbrushes and things like that. It didn’t hurt a bit. It was absolutely wonderful, although he orgasmed too soon, and I didn’t have an orgasm at all. Still, it was great! Since that first time, we’ve done it several more times, and he’s become quite a bit better. He’ll hold off, giving me an orgasm first, since I’m still good for more afterward, but he isn’t. After he ejaculates, he wilts into a useless mess.”

She laughed, then continued.

“So, I get an orgasm from licking or manual stimulation. He even found out how to work my G-spot. Then, he’ll fuck me, and get his orgasm. Oh, it’s all so nice!

“There’s more.”

“More? Really?”

“As you know, one of the students in our study group is Melanie. She’s my roommate. We’ve been great friends from the first day, but not that great.”

“Huh?”

What I’m trying to say, is that we were very prim and proper. We didn’t so much as get naked in front of each other before these study sessions. Now, not only do we both feel free to be naked in the dorm room, we do things. We masturbate. We eat each other out, we hug and kiss, we even bought a thing called a Hitachi wand, which a powerful vibrator to play with.”

“Way to go Emily!” I can’t tell you exactly why, but I was very proud of my sister. I was also somewhat envious, because while all this was going on, I was studying robotics, was still a virgin, and hadn’t done anything sexual, other than masturbate. That, I did all the time.

Back in college, one evening, I was talking with my roommate, Nolan, a tall guy who looked quite a bit like a young version of Barack Obama. Somehow I started telling him more than I intended about Emily’s new sexual life. Nolan was all ears.

I don’t know what came over me, but I felt like it would be a good idea to mention about how she and her roommate masturbated together.

“And you think we should do that, too?”

I’m sure I blushed redder than a ripe tomato! The truth was, on an almost subconscious level, I thought it would be spectacular to get sexual in some way with Nolan. I had jerked off to thoughts of him several times. But always in secret. I always hid my wanking. I’d rub one out in the shower, or find a quiet place in the woods, but never in the dorm room with him around. I guessed he jerked off in private also. Then again, maybe he wasn’t a wanker. I’ve heard there are such people.

The problem at hand, which had me pretty much stammering, was how to answer his question.

Part of my concern was my own sexual identity. I was pretty sure I wasn’t gay, but just as certain that I was at least somewhat bisexual. I wasn’t afraid of the idea of sex with men or women. Or, maybe I should revise that. I was afraid of both men and women. Even in today’s world, there’s still a stigma on being gay, although I’m told it was much worse in the past. Still, I didn’t want to deal with that label. And yet, I’d really enjoy wanking with Nolan.

Finally, I blurted out, “Well, I’m proud of my sister for being able to break the mold.”

After a moment’s hesitation, I added, “I like constructive rebellion.”

“What do you mean?”

“I’m proud of people who think clearly, decide something in our society needs attention, you know, something that’s out of whack, and address the issue head-on. Like a politician who advocates for what’s right, even though it will cost him the next election.

“Ah, OK.”

“So I’m thinking out loud here. In fact, this is the first time I’ve thought about it this way. About masturbation… Do you want to hear this?”

“Sure Jeremy, sounds interesting.”

“Pretty much everyone masturbates, right?”

“Probably.”

“And yet no one does it in front of anyone else. People didn’t even talk about it in my parents’ era.”

“Right.”

“Well, I’m still working this out, but it’s a good thing, right? I mean, if you masturbate all the time, you won’t get crazy. You won’t get so horny that you make mistakes, maybe even serous ones.”

“Like?”

“Like saying off-color jokes to a cousin.”

“You did that?”

“Unfortunately, yes. I’m still embarrassed. She’s hot, but still, that was just stupid. She didn’t take it well. But I mean worse things, too. Like starting a relationship with someone you don’t even like. Maybe a narcissist, just to get some sex. Or, ending up with an STD just because you had, absolutely HAD to get laid. But if you simply jerked off instead, you wouldn’t make those mistakes.”

“You know Jer, I’m fully in agreement with you. That’s certainly a good aspect. I’ve read that jerking off is good for health too. It evidently helps prevent high blood pressure, boosts immunity and things like that. I even heard somewhere that it gives one more confidence, but I don’t quite understand why.”

“Hmm. I think it puts you in meditative state. You get a chance to reset your mind. Then, back in the real world, after you cum, you have a fresh, more open mindset.”

As I was carrying on, Nolan did something totally weird, and yet, it was exactly what I was hoping he’d do. He slowly and carefully took off his pants, folded them and placed them neatly on his bed, as was his style. Nolan never does anything fast, and is always neat and clean. He then proceeded to remove his sweater, his shirt, and then his underwear, revealing that he was already hard.

And what a hardon! I wouldn’t say I’m particularly attracted to men, but his tool was rather unique, at least from my perspective. It was blacker than he was. I mean, he’s pretty dark, but not like right out of Africa or anything. But his dick, and his balls, were much blacker. Then it dawned on me. There was no hair down there.

“Dude, you’re shaved!”

“Depilated. I use a chemical. I just like the bald look.”

“I have to tell you, it does look good.”

“Thank you!”

I had this odd sensation. First it was like an adrenaline rush in my stomach, followed by my heart rate speeding up. It was a sort of nervousness, but also very sexual. I just wanted to reach out and touch that penis of his. So I did. I was pretty sure he wouldn’t mind, unless I got my signals very crossed. That thought did scare me. But then again, why would he reveal a hardon to me if this wasn’t what I thought it was?

I stepped over to his bed, and as he sat there on the edge with his legs wide, I knelt down, and did just what I wanted to do. I touched it. I touched it very lightly, with just a fingertip.

Nolan’s dick jumped about an inch away from my touch. I worried that I had done something wrong. Did I hurt him or something?

“Oh, dude!” was all he said.

After the briefest hesitation, I touched it again, and his dick jumped in the same way. Then, I got more involved, and wrapped my fingers around his penis, and instinctively started moving the skin up and down. His dick was very interesting, being uncircumcised, unlike mine. That loose skin felt very nice in my hand as I moved it up and down his warm, hard shaft. At first I thought his dick was much larger, but realized it was an optical illusion, being about the same size as mine.

I was more attracted than I realized, and found myself swooping in, and I put my mouth around his penis. It felt larger in my mouth than I expected, and tasted just a touch salty. It was surprisingly nice, and dare I say, almost natural in my mouth.

“Oh, teeth.” He flinched.

Being the first blowjob I had ever given, I didn’t realize that I was scraping him with my teeth, and immediately corrected the situation.

Nolan began moaning. He was obviously enjoying this as much as I was. I noticed a sort of pulsing feeling, and knew right away what was happening. He was cumming. It filled my mouth, and I kind of gagged, but I kept it together, managing to swallow some of the stuff. It wasn’t half bad. I continued to blow him for only a few more seconds before he gently pushed my head away. I knew he was in a sensitive post-orgasm state.

When Nolan could talk again, he said, “Woah, that was at least twice as good as I thought it might be!”

“Dude, I’m glad you liked it.”

“Actually, it was amazing. Here, let me show you how amazing.”

He reached down and out and started unbuckling my belt. I quickly finished the job, stepping out of all my clothing. As I did so, I saw that Nolan’s penis, while somewhat smaller, was still partially erect. That was interesting, because when I cum, I pretty much soften right away, and fall out of ‘the mood.’

When I was completely naked in front of Nolan, he announced that mine was the first white dick he had ever seen.

“What about in the showers?” I asked.

“I mean the first one I ever saw up close.”

Of course I was already immediately rock hard. He reached out and touched my dick.

I felt something like an electric shock.

“Is this darker ring where you were circumcised?”

“Yup.”

“Doesn’t the tip hurt or itch or something, being uncovered like that?”

“Nope, not at all. To me, it’s totally natural.”


He wrapped his fingers around my dick and started sliding the skin up and down.

I wish I could tell you that it went on for an hour. But the fact is, I came right away. I don’t think he stroked me more than three times and I was pumping cum all over his hand. I immediately regretted that I didn’t have more staying power, because I thought he was going to blow me, and I was looking forward to that.

On the other hand, what an amazing event that just happened!

From that day forward, Nolan and I were secret jack-off buddies. I did get my blowjob, but he announced afterward that he preferred handjobs, so we mostly just wanked each other. Sometimes, we’d casually jerk ourselves off while the other guy was doing homework, watching Netflix or something like that. The freedom in our room was delightful. I started wishing I was open and outgoing enough to start doing it with more guys on campus, but didn’t know how to approach anyone. I was also worried that I’d get my ass kicked if I approached the wrong guy.

This business with Nolan was also making me more interested in women. Oh, how I’d love to fuck a woman, although now, I was starting to fantasize more about trading handjobs with a woman. I would dream over and over again about fingering her pussy, giving her orgasms with my fingers on her clit and or inside, rubbing her G-spot. I know dreaming about that more than straight-up fucking didn’t make any sense, but it was the truth.

Every now and then, thoughts of Emily would come up when Nolan was ‘doing’ me, or I was doing myself. I know that’s crazy too, but also true. I felt like I should have taken her up on the mutual masturbation thing, even though she’s my sister.

It wasn’t until Christmas break that I got back home with Emily. She was still a little horndog, asking me about my sex life on our very first day back home. Maybe I shouldn’t have, but I told her about Nolan. I felt like I was violating his privacy, but she had never met him, and probably wouldn’t. Besides, I was just busting to tell her about what was happening, sexually, in my life, even if it wasn’t actual intercourse with a woman.

For the next couple of days, I kept thinking Emily would invite me to masturbate with her. I’d be ready this time. But she didn’t ask, and I was too shy or something to ask her.

She did ask me something else. She got all intellectual on me, asking about my opinion of the word ‘slut.’ We looked it up on Dictionary.com and found out it means pretty much what you’d think: A loose woman, one who is especially interested in sex, but also a dirty or overly promiscuous woman.

Emily quickly enumerated some experiences she had during the past months. She told me about being with one of the basketball jocks. They fucked, plain and simple. She told me about a guy she called a ‘computer nerd,’ mentioning along the way that he was better in bed than the jock. She tried to convince an openly gay guy that he should try having sex with her. It turned out he couldn’t get it up in her presence. They ended up giving each other handjobs. Hers to him was ineffective, but he was able to get her off. She had also continued to play with her roommate.

I was shocked, but not surprised. I knew the direction Emily had been going in sexually, but the fact that she actually did these things, well, that was hard to wrap my head around. And at the same time, I was proud. No, envious. I was still a virgin. I wanted the freedom she was experiencing.

“So Jerry, do you think I’m a slut?”

I thought about it for a minute. My first impulse was to say “No, not at all,” to make her feel good. But she and I were always honest with each other.

I answered, “Yes, but in a good sense. A very good sense. I’m assuming you’re practicing safe sex?”

“Hell, yes.”

“So, no one is getting hurt, and everyone’s having a good time, right?”

“That’s true.”

“Then I think the common understanding of the word ‘slut’ should be redefined.

We laughed.

During the whole Christmas vacation, even though I constantly thought of having some sort of mutual masturbation sex with Emily, it never happened. In retrospect, I’m glad it turned out the way it did.

Back in college, in the late spring, I met the weirdest woman, and we hit it off right away. Her name was Sandra, and she was, well, not a knock-out. At least not in the common sense. She was an honest-to-goodness computer nerd, and like me, she was very interested in robotics. She kept her dark hair fairly short, she had surprisingly large breasts for a very short girl. She was even shorter than Emily. Sandra had what I’d have to call green eyes. She was shy, sort of like myself, but under the surface, she was a genuine tomboy. She was feminine, but she liked guy things, especially robotics. I especially admired how she wasn’t the least concerned about it. She didn’t try to be sexy, even though she seemed sexier to me everyday. She was just being Sandra, who could work a soldering iron as well as other women work curling irons. It was a trait that I was really enjoying.

We were in a study group together, and she seemed to want to sit next to me. I certainly didn’t mind. It took us literally weeks to get around to becoming boyfriend and girlfriend. We kind of let it evolve.

Finally, the day came where we progressed from kissing to something more. We had gone out for pizza, and it was a warm evening. She had been wearing a backpack which she usually did. Normally, she had her laptop and a couple of books in there. It seemed bulkier on this evening, but I didn’t think anything about it.

Sandra suggested we go for a walk in the park. That sounded nice. She led us to a place she must have scoped out in advance. It was a clearing behind a line of bushes that no one could see into, and most likely, no one would walk into, due to being pretty well off the main trail.

Once in the clearing, she pulled a blanket out of the pack, inviting me to lay down with her. Immediately we were hugging and kissing. She pulled off her sweater. It was quite warm out, so she certainly didn’t need that. I took off my windbreaker. She took off her shoes. By now, we both knew where this was going. Soon, we were stark naked.

I was a bit embarrassed my my erection. Should I be erect in front of her? That worry was crazy, of course, because we were about to have sex, or so it seemed.

“Do we want to do this?” she asked.

“Yes, I think it’s right, don’t you?”

“Oh yes, Jerry! Are you a virgin?”

Somehow, I didn’t want to answer. I wasn’t proud of being a virgin. It was just that I had never been able to get with a woman before. I’d like to claim it was because I was busy with my studies, but it was really because I was too shy.

“Yes, I am.” I admitted.

“I thought so. And hoped so, too. So am I.”

Wordlessly, we resumed hugging and kissing. Part of me wanted to hurry up and stick it in her, but another part realized that would be very inelegant and inappropriate. This had to be a special time for her, and for me, too.

“Did you bring protection?”

“Protection? Oh, a condom! Oh no, I didn’t. It never crossed my mind.”

I was so disappointed. My stupidity in not being prepared was going to ruin our evening.

“I figured. I’ve got one.”

Whew! She handed me a little square packet. I tore it open, and started to unroll it onto my cock. It didn’t unroll. I kept trying, and it was just staying disk-like.

“Here.” She grabbed it out of my hands, and flipped it over. Then she held it above my erection. I took it back from her, and started unrolling it. She placed her fingers over mine, and finished the job. That touching, from Sandra, was fantastic. Just the unrolling of the condom was better than Nolan’s best handjob. Go figure!

With the rubber in place, we laid back down, and hugged and kissed some more. I was fine with taking my time. After a good few minutes, I reached down, finding her vagina with my fingertips. It was wet, which I didn’t expect. Soon, my forefinger was pressing into her slippery slot, and it was a wonderful feeling. I scrunched around, trying to replace my finger with my dick. That wasn’t working. She had to help, guiding it with her hand into her at the right angle. That wasn’t quite right either. She broke away, reached into her backpack, and brought out a tube of lubricant. By now it was getting quite dark out, so I didn’t see that it was lubricant, until I felt her rubbing it on my condom-clad dick. We then scrunched up again, and with her help, I was able to get my penis inside her. What a feeling! Unfortunately, I came a minute later.

I tried to stay in her, but wilted shortly thereafter, and my penis fell out of her pussy. Now, I had done some reading, and knew that she needed to be satisfied also. I reached down, and awkwardly stroked what I assumed was her clitoris, although I was having trouble figuring out if I was in the right spot. While this was happening, we were kissing again. I had the feeling my fingers weren’t working the magic they should, so I changed position. I flipped around so my face was in front of her vagina, and got to where I could lick her. It took me a moment to sort my way through her curly soft hair, but soon I did find her clit with my tongue. I didn’t know exactly what to do, but did start licking. She seemed to like it very much, and within a few minutes was moaning loud, embarrassingly loud. I was concerned that someone in the park might hear us. I felt all her muscles tighten. She clamped her thighs around my head, which almost hurt, and had a great orgasm.

That was our first time, but not our last. In fact, Sandra and I are together to this day. We’re married and have three kids, all little geniuses in their own right.

But, I’m getting ahead of myself.

During that year’s Christmas break, I was back home with the family. I almost brought Sandra out to meet my parents and Emily, but she had to be with her family for Christmas.

I told Em all about Sandra, and she seemed delighted, although a bit subdued.

I asked her about her recent exploits, expecting spectacular tales of sexuality.

“I haven’t done all that much. Mostly just me and Melanie, my roommate.”

“Why not? I was expecting some seriously good sluttitude from you?”

Oh, I don’t know. School has been a bit harder this semester. I just haven’t had the energy, I guess.”

That was weird coming from Emily. She has always had twice as much energy as anyone. You should see her on the tennis court!

We talked about other things and had a nice Christmas. Oddly, Emily slept in most mornings. That was strange for her, but I didn’t think anything about it.

Back at MIT, Sandra and I continued to study, and to fuck. Times were good. Emily and I texted or emailed from time to time.

One day she mentioned a doctor’s appointment. I assumed it was just a regular checkup.

The next day, I texted, “Everything OK?”

She texted back, “Don’t know yet, but it’s probably nothing.”

“What’s nothing?”

My phone rang. “Jerry, is this a good time?”

“Sure, Em. What’s going on?”

“I don’t know Jerry. Now, don’t freak out.”

I freaked out.

“What? What’s going on?”

“Well, it’s the weirdest thing. I haven’t been myself lately. At first I couldn’t put my finger on it. I just felt kind of low-energy, achy muscles, and this odd sensation with my feet. I just figured it was nothing, or too much studying or something. But in nursing school, you do talk about all sorts of illness, and in the hospital, you see patients with big problems, but most of them are old. That gets one to worrying.”

“Your feet?”

“Yeah, sometimes when I walk, it feels like I’m slogging through water. Like, it’s hard to move my feet.”

“It’s probably just an allergy or something.”

“That’s what I think. Or maybe I got poisoned with some heavy metal or something.”

“Yeah, that’s probably it.”

“The test results will be back in a couple of days. I’m kind of scared, Jeremy.”

“I totally understand. I would be too. It’ll probably turn out to be nothing. Oh, hey, I know. It’s probably just a vitamin deficiency.”

We talked a bit more, then I had a class.

A few days later, the tests did come back, and they were all inconclusive. The doctors were suspecting Lyme disease. That has a wide spectrum of symptoms, and can range from essentially harmless to deadly. I was hoping for the best.

That spring when I returned home, I was greeted by a horrible sight. Emily. She had lost even more weight, and now she truly looked anorexic. Her color was off, too. She announced she was taking a semester off to get well. I became quite concerned. My parents were obviously worried, hovering over my sister to a remarkable degree. I would have had to ask them to back off, but Emily seemed OK with all the attention. She was sleeping until 11 am, then going to bed at 7pm. When she was awake, she could hardly walk. Her ankles had swelled up, and she seemed to be in great pain, even with the few steps from her room to the bathroom. This wasn’t good.

Sandra and I graduated that summer, and we both went to my parents house for what turned out to be a long break before we’d be entering the working world. What should have been a joyous meeting was nothing of the sort. My parents were pleased with my choice of a fiance, and they treated her nicely, but the elephant in the room was a skinny little frail thing, my sister Emily.

Emily was no longer able to walk. Not only that, she had lost most of the use of her hands. She spent most of her waking hours in a wheelchair. She and I talked for hours. Sandra joined in many of our discussions, and the two of them seemed to get along very nicely.

One day, with Sandra there, I asked Emily what was the worst part of her current situation. She’s always been straight-forward, sometimes shockingly so. And, she know that Sandra was no shrinking violet when it came to sexual matters. The two of them have obviously talked some hard-core girl talk a few times.

Emily answered, “Sex.”

Everyone laughed.

Emily was serious though. “This Lyme disease, or whatever it is – the doctors still don’t have a definite diagnosis – has robbed me of my energy and some other things, but my sexual desire still runs high. The worst part is, I can’t even masturbate.”

Tears filled her eyes.

Sandra always surprises me with her understanding, her caring, and her strength. She always knows the right thing to say, the right thing to do.

After a long pause, she quietly said, “Em, I know this is weird, but I’m asking seriously, would you like some help with that?”

Emily’s face reddened, but she honestly said, “Yes. Yes, I would.”

“How about right now?” Sandra asked, “You must be quite frustrated. Let’s put an end to your problem right away.”

I chipped in, “I’ll leave you two alone.”

“No, Jeremy, there’s no need,” Emily practically shouted.

“Oh, I wouldn’t want to intrude.”

“Jerry, dear brother, I want you… I mean… I want you to be part of this.”

Now, my face reddened. “Um, OK.”

I know I shouldn’t admit this, but even in Emily’s wasted condition, I was ridiculously excited about some sort of masturbatory thing with her. And with Sandra too! How cool was that?

My parents were out, so this was the perfect time. Together, Sandra and I lifted Emily out of her wheelchair and into her bed. I turned up the thermostat in her room, and started to remove her clothing. Thinking better of it, I said, “Maybe Sandra should do this.”

“Oh, Jerry. Look, as a nurse, an almost-nurse, anyway, I learned that some ‘personal’ procedures just have to be done. No need to be squeamish.”

I pulled off her jeans, then her blouse, and finally her bra and underwear. My twin sister was naked in front of me. She was terribly skinny, and her face was a bit blotchy, and her lower legs were swollen, but she was still quite exciting to see.

“You, too,” Emily said quietly.

“You mean take my clothes off?” I asked.

“Both of you, if you don’t mind. It’s part of the therapy.” and she laughed weakly.

Sandra said, “It is rather warm in here,” and with that, my beautiful Sandra started stripping. She had recently been depilating her vagina, and when Emily saw that, she drew in her breath, and said “Beautiful,” while looking directly at Sandra’s crotch.

Getting started was awkward. The three of us, all naked, talked for several minutes about nothing in particular, before Emily reminded us we were ‘here to administer therapy.’

We laughed, then I, awkwardly, climbed on the bed with Emily, and gently kissed her cheek. Meanwhile, Sandra climbed onto the other side of the bed, facing the other way, and started kissing Emily’s thighs, stomach, and then her breasts. Emily drew in a somewhat shaky, but contented breath.

She announced, “If I were to die right now, I’d go happy.”

I was terribly disappointed that she’d be talking about death. Certainly, she’d get through this, whatever it was.

It wasn’t long before my bold Sandra was administering good and proper therapy, licking Emily’s vagina big time. Then she indicated that I should take over. As I took her position on the bed, Sandra knelt above Emily’s face, lowered herself down, and got a good licking from Emily. Meanwhile, I placed my finger on my twin’s clitoris. She shivered with delight. Funny thing is, I did too. I was pleasantly surprised, actually almost shocked, how nice it felt to touch her there. I think I was feeling it vicariously for her. I started stroking her clit, but going a step further, I found her well-lubed, and placed a finger inside, then two. She was starting to shiver all over. I knew the effect. When Nolan or Sandra did something especially erotic, something way over the top, I’d get like that, all jittery. Emily would be having an explosive orgasm soon.

Sandra reached back, and grabbed each of Emily’s legs, pulling them toward herself, so that now, Emily’s legs were high in the air, and her ass was exposed. What a beautiful asshole my sister had. I’ve become a sucker for the female anus, just loving Sandra’s to pieces, and Emily’s was equally nice, yet quite different. While, Sandra’s had a two-inch diameter dark ring of small wrinkles around it, Emily’s had almost no ring, and was a very light pink. I totally wanted to stick a finger in there. So I did. Now, I had two fingers on Emily’s G-spot, and one in her anus. Her shaking turned convulsive, and I noticed that Sandra, still being licked, was having a hard time holding still as well.

Both women had an orgasm at the same time. When they calmed down, I thought it was over. I was kind of embarrassed about waving my very erect dick around at that point. Among other things, I didn’t want them thinking I required attention at that point. It was Emily who needed the ‘therapy.’

Or so I thought. “Can I touch it?” Emily asked.

“My dick?”

“Yes, silly.”

“Um, of course.”

The thing I had been hoping for two years, suddenly happened. I situated myself near Emily so she could reach out and touch my dick. She was having some trouble with her wrists, and her grip was weak, but I was in heaven. Making it even more deliciously intense, Sanda was staring right at us, with a twinkle in her eye. Who knew that I was an exhibitionist?

You’d think with all the recent experience I’d had with Nolan and Sandra, I’d be able to withstand the excitement longer, but no, I came in my sister’s hand almost immediately, causing the two women to laugh. I, somewhat chagrined, joined in the laughter.

Over the course of a month, the three of us played several more times. Emily wanted me to fuck her, but I felt weird about that and declined. However, I did fuck Sandra while she watched, then Sandra jammed a vibrator in Emily’s vagina, bringing her to a crashing orgasm.

We talked several times in ernest about Emily’s possible demise. I kept wanting to think she was getting better, but she was not. She was more of a realist than Sandra and I, and let us know that she was not only OK with talking about her possible death, but would feel better if the two of us would be ‘more real’ as she put it.

She made us promise that we’d carry on her work. I didn’t realize she had any ‘work,’ so it was quite a surprise to me to discover how strongly she believed in her mission. It turned out that all these months that she’d been sick, she had a lot of time to think, and she came up with an entire philosophy.

She had this notion that she wanted to educate the world about what she called ‘positive sex.’ She laughingly called the whole philosophy her ‘slutwork.’ But she was serious. She felt very strongly in the power of sexual communication. She felt that society needed to change in our attitudes about sex. It is not something that should be closeted, and discussed incompletely, or even joked about. She wanted to educate the world that sex is not ‘dirty’ and that women who are sexually free are not ‘sluts’ any more than you’d call a man who has slept with several women a ‘slut.’

She went on to explain something that Nolan and I had talked about a couple of years earlier. That masturbation is a very good thing, and should be encouraged, not swept under the rug. She was quite clear that people should feel free to masturbate often, even mutually masturbate with their friends and family.

“It will change society through and through,” she said. If people wank frequently, they’ll be more sexually satisfied, and many of the ills that affect society will simply go away when people aren’t frustrated and horny. People will be able to be more natural, friendly an even empathetic with each other. It will permeate all levels, maybe even prevent wars.”

Emily continued to get weaker as the days passed. Sometimes it was hard to see the difference from day to day. I kept seeing her small accomplishments, and believing she was getting better.

The doctors had a new medicine they wanted to try. They didn’t promise anything, but we had a good feeling. Mom went to the pharmacy and picked it up. When she got back, she came into Emily’s room with a little bottle of capsules. Sandra and I helped Emily to sit up, while my mother gave her two of the capsules. Emily thanked Mom, then said she felt sleepy. She had been doing that more and more lately. She’d suddenly get sleepy, even if it was in the middle of the day, and nod off for an hour or so.

We left the room so she could get some rest.

That was the last time I saw my sister alive. Those capsules Mom gave Emily killed her. In court, it was determined that the doctor had accidentally prescribed a dosage twenty times higher than it was supposed to be. There was a small settlement that was in no way near what my sister was worth. With my parents permission, we used the money to establish a sexual education charity.

My wife is a roboticist with several lucrative patents to her name. I never entered the field. After Emily’s passing, I set about doing her slutwork. Teaching myself the art of public speaking, I used the money from her settlement to preach the benefits of masturbation and proper safe sex. I created a website, and a social networking presence. As Emily’s philosophy started taking hold, I no longer had to cover my own expenses. Soon, I was being paid to speak in front of ever larger crowds. I’ve hired a staff including five Internet specialists to develop our websites and our social networking. Sandra’s patents have been very helpful in promoting our work as well. Sometimes, when she can get away for a week or two, Sandra will go on speaking tours with me.

Our kids have received the best birds-and-bees talk on earth, and we have packaged that talk and provide it, free of charge, to everyone around the world.

One day, after the kids were grown, Sandra and I noticed something. In thirty years, we’ve never had any serious arguments. How many couples can say that? We attribute it to good sex, and good communication. We’ve had a very good life. Thank you, Emily!

One thought on “My Horny Sister”

  1. I have a sister who is three years younger than me. When I was about 16 I attempted to show her my erect penis and she freaked out. I was scared shitless she would tell our parents but she never did. I never had any sexual conversations with her about anything.

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interesting and unusual sex toys for men and women
Interesting and unusual sex toys for men and women