In My Sister’s Room

Literotic asexstories – In My Sister’s Room by Damnyoureyes,Damnyoureyes ***This is part seven of what I believe will be at least a ten part series following an evolving incestuous relationship between adult siblings. You would enjoy this much more if you read the previous six, but it can also be read as a standalone. All characters in sexual situations are over 18.***

After spending four amazing nights sequestered in an Alabama hotel room with my sister I had to fight the urge to call her the second we parted ways. I had made my peace with the fact that, even though the vast majority of people might find it abhorrent, I found her to be my perfect sexual match. However, I was starting to become a bit uncomfortable with the fact that I might be experiencing more than just lust for her.

I wasn’t the only one having a hard time driving away. I was barely over the boarder into Georgia when Kelly called me.

“Fuck, I miss you already Paddy.”

“Me too Kel. I already miss you too.”

We talked for the next two hours as we each headed back to our respective realities. By the time Kelly had to stop to pee and I needed to get gas we had decided our next rendezvous would be in early March, under the auspices of both visiting our mother for her 70th birthday.

By the time I got home I had gone from being over the moon that we had already set our next visit to being bereft that it was 12 long weeks away. Luckily, fate conspired to bring us together again much more quickly than that, even if it meant some misfortune for Kelly’s daughter Reagan.

Kelly had met Reagan’s father, Wayne, when they were both students at Rice University in the 90’s. While Kelly and I had been the first members of our family to go to college, Wayne’s family descended from one of Rice’s so called “59 Immortals” who was in the school’s very first class back in 1912.

That meant that the family expected Reagan would be a fifth generation Rice alum. I had always assumed that almost nothing would stop a legacy like Reagan from getting into the school her family was so closely tied to, and for years that had been the case. Just a few years before one of Wayne’s nephews had accepted despite having been kicked out of five different high schools.

So it came as quite a shock when Kelly called me during the first week of January to tell me that we were going to get to see each other much sooner than we had thought. As it turned out, Reagan hadn’t been the best student, so she had been declined a place in the upcoming freshman class.

When Wayne reached out to remind the admissions office about the families long history with the school (and years of donations) he was told that in the wake of the “Varsity Blues” scandal a few years before they had tightened up admissions requirements, even for multi-generational families.

Wayne was furious with Reagan, mostly because his own father – the Megachurch Pastor – was furious with him. Ultimately, they all settled on it being Kelly’s fault as if their divorce in the middle of her junior year could explain her previous poor performance. But, for the time being at least, they were willing to continue to back Reagan… conditionally.

They still wanted her to go to college, but they would only pay if it was a religious school. So, among the schools she was now scrambling to consider half way through her senior year were Messiah University (about an hour north of me in Pennsylvania) and Liberty University down in Virginia. Wayne couldn’t bring himself to take her to visit these second choice schools so the job fell to Kelly.

All that mattered to me was that I was going to get more time with my sister very, very soon even though it wouldn’t be entirely unfettered. Kelly was incredibly sensitive about Reagan finding out about us, so she made it clear to me that if we were to hook up it had to be extremely carefully.

I picked them up at BWI on the last Thursday in January of 2021, a month since Kelly and I had spent Christmas together. Reagan prattled on about all manner of things in the back seat while Kelly and I kept sneaking glances at one another up front.

That evening we were in another Hilton, this time in Lynchburg Virginia. Kelly and Reagan shared a room that night while I slept in my own, but Reagan would be spending the next two nights on campus, leaving Kelly and I time to be alone together.

Friday night as Reagan was shown Liberty’s “nightlife” I happily got the chance to repay Kelly for my Alabama pegging by bending her over and fucking her ass while I shoved her face into the mattress. After spending the day on Saturday on campus with her daughter, Kelly returned to the hotel and rode me until I came deep inside her, only for her to squat over my face and make me eat my load out of her.

On Sunday morning Kelly woke me by straddling my head and pissing all over my face. Rather than being furious I pulled her back on to my face and ate her piss covered cunt while stroking my own dick. Within an hour of that exchange we had checked out of the hotel and picked Reagan up from campus so we could set out for Pennsylvania. Reagan seemed unimpressed with her visit to Lynchburg, but Kelly and I found the place to be a dream come true.

All three of us were less impressed with our time at Messiah University, but for very different reasons. Reagan only lasted about an hour on campus Monday before she texted Kelly to come pick her up. That was a total bummer because at the time of her first text I was trying to win a sibling argument with Kelly. Only, it wasn’t the usual type. She said that even though she had never done it, she was sure she could take two dicks in her pussy. When I expressed the smallest amount of doubt she decided to prove it by demanding that I fist her.

I had all four of my fingers in Kelly and was strumming my thumb over her clit as a warm up to full entry when the string of unanswered texts lead to Kelly’s phone actually ringing. The power of maternal instinct combined with the shock that a teenager made a phone call caused Kelly to put a stop to our experiment in order to see what was going on. When I heard her tell Reagan we would be there to pick her up “shortly” I headed to the bathroom to scrub any evidence of our twisted fisting from my hand.

We checked out of the hotel and collected my niece, at which time we tried to come up with a new plan. We had the whole day to kill before we headed to our childhood home so Reagan could have a quick visit with her grandmother before heading back to Texas.

Reagan said she wanted to see a “real college” and I mentioned that my alma matter was reasonably close by and kind of on our way. So, we hightailed it down Rt. 15 and were in College Park in a bit over an hour. She loved the University of Maryland, but that only served to bum her out because she knew that there was no way her father and grandfather would allow her to go to a school like this, even if she could get accepted with her grades. She seemed resigned to ending up at Liberty.

After an afternoon immersed in nostalgia for my college years, we were in for an even bigger and older dose of the stuff as we crossed the Bay Bridge. When we arrived, our mother ran right past Kelly and I to hug her only grandchild. From that moment on we may as well not have existed.

Sadly, being ignored by the generations of our family above and below us didn’t afford us anytime for our prurient endeavors. Not that we were completely chaste, mind you. As Reagan sat in the living room with our mom chatting away we took the opportunity to grope each other any time we left the room together.

As Kelly was getting Mom a drink I walked into the kitchen and wrapped my hand around her throat while snaking my hand down the front of her jeans and probing her pussy. While Mom was showering and Reagan was lost in her phone in my old room, Kelly straddled me on the couch and we made out as she grinded on my cock until we heard the water shut off.

Shortly past 10 Reagan turned in for the night and about an hour later Mom and Kelly both headed to their rooms. With Reagan in my old room I was relegated to the couch where I lay stewing. Since our interrupted romp that morning we had been teasing each other whenever it seemed safe and I felt like I was going to burst.

Now Kelly was laying just up the stairs from me but it felt like we had the distance from Maryland to Texas between us again.

At least Kelly had a door to close. She could be up there in her room getting off in comfort, albeit across from where her daughter was sleeping and down the hall from our mom.

The more I thought through this situation the more it began to stoke my desire further. Although we were a brother and sister who were fully enjoying a sexual relationship, it was all in the present.

We had already talked about the fact that we hadn’t had these types of incestuous feeling for each other when we were younger. Far from it, in fact. We couldn’t stand each other as kids and our normal, non-sexual sibling relationship hadn’t really begun until we were in our 20’s.

Now, at 40 years old laying on the couch in my childhood home, i was thinking about my big sister upstairs in her room and it drove me wild.

I got up off the couch without a clear plan in mind. The first precaution I took against getting caught was tucking my hard cock up and under the waistband of my sweatpants. The second precaution came naturally despite the years that had passed since I last needed it.

As I silently ascended the stairs my left foot moved all the way to the left side of the third step to avoid its long persistent squeak. Then my hand found the familiar spot on the wall to steady myself as I stretched to completely skip steps four and five which had no non-creaky spots.

At the top of the steps I glanced into the bathroom, ensuring no one was there, aided by the glow of the nightlight that we had always assumed had been for our benefit, but had actually been for Mom’s all along.

Turning left down the hall I hugged the left side to avoid another telltale creak about halfway down, and then there I was. Standing outside my sister’s room in the still of a January night. For my whole life this room was strictly off limits.

Now I gently turned the knob and eased the door open before slipping inside. After easing the door shut, I stood there looking at my sister in her bed, trying to determine if she was still awake.

As my eyes adjusted to the low light coming in through her lone window I spotted her balled up clothes on the floor by her dresser. I took a cautious step in that direction, not knowing the creaky spots of this floor, and gingerly pried her panties from the crumpled up jeans she had worn all day.

For a moment I considered just returning to the couch with this prize where I could get myself off while smelling her. That thought went right out the window the second I held them to my nose and found them more pungent than I had experienced with her dirty unmentionables before.

I crossed the room and sat gently on the edge of her bed drawing a groan from the old frame that sounded to me like a truck hitting a brick wall, but in reality wasn’t even loud enough wake her.

She did wake up when I began to pull her blanket down, and after a brief moment of uncertainty she ended up smirking up at me when she realized what was happening.

The next few moments were a blur of fast but cautious movements. As Kelly started to lift her head to speak to me I forced her panties in her mouth and then pushed her head back on the pillow with my hand over her now full mouth.

From my perch on the side of her bed I reached my hand down her pajama pants and ran a finger down either side of her clit, lightly rubbing it between them.

Kelly laid perfectly still as I moved from rubbing her clit to curling my fingers into moistening cunt. Despite her stillness I could tell how turned on she was, not only from her wetness, but also from the rapid and uneven breaths lightly whistling against my fingers from her nose.

It occurred to me again that I had no plan of what to do next. For the moment all I wanted to do was to make her come, but I knew I wasn’t going to be leaving her room without also getting off.

Kelly whimpered through her panty stuffed mouth as I slipped a third finger inside her. I ground the heel of my hand into her clit as I quickened the pace of my probing, but I thought I had a good idea of how to hasten her orgasm.

With one hand on her mouth and the other down her pants I had to twist awkwardly to lower my mouth to her ear but once there I began to whisper directly into it.

“You thought you could be a little fucking tease all day long and not pay the price, huh slut? You thought you could spend the day getting your little brother hard and I wasn’t going to end up taking what I wanted? Just because you spent all those years yelling ‘stay out if my room Paddy’ and slamming the door doesn’t mean you’re safe in here now Kelly.”

At that point she moaned deeply, but I wasn’t sure if it was because of the assault on her pussy, the general dirty talk, or the specific use of her name. So, I kept it all going, wanting to make her come.

“Perfect little Kelly gets a scholarship… Kelly gets the bigger room because she’s older… Kelly settled down and gave us a grandbaby…” these were starting to sound a bit too much like real sibling rivalry rather than the taunting I was after, but it was all working. I decided to change direction a bit to get to the final goal.

“Even when they found out that you fucked Dr. Baines they had no idea what a depraved little whore you really are. You got married, had a baby and made them think dyking out with an older woman, or getting choked till your neck was all marked up were just mistakes of youth. But you are a born slut. You’re made to make people come, aren’t you Kelly?”

Now she began to buck up into my hand and her muffled moans got shorter and more rapid. I felt her pussy get even wetter and I went for the kill.

“Dirty little whore… gonna let her brother sneak into her room and make her come. Well do it Kelly, come for me.”

Her pussy clamped down on my fingers and she thrust her pelvis up off the bed a bit as she started to convulse. I was briefly aware of a sound coming from the box spring, but the small portion of my brain given over to critical thinking at that moment was sure that it just sounded like tossing and turning.

By the time she lowered her ass back onto the bed I was already thinking about how to fuck her and not wake the house up. With my hand still over her mouth I tried to climb on top of her, but that made way too much noise.

I ended up standing on the side of the bed and taking a few tentative little hops to test if it would be a good spot. Finding it to be solid I looked at Kelly and pointed to the spot on the floor.

She followed my silent command and scooted out of bed and stood in front of me, mouth still stuffed with panties. I spun her around and pushed her forward so she had to reach out to steady herself against the wall. That had the desired effect of bending her over and from there it was a simple matter of pulling my pants down, then hers.

I reached my left hand around to cover her mouth again, and guided my cock into her with my right. After a day filled with teasing plus the extremely taboo nature of sneaking into her room as our relatives slept, she felt like heaven.

More than anything I wanted to savagely pound her, but it was far too risky. So I slowly and repeatedly pushed all the way into her before fully withdrawing. Each time I plunged back into her lewd wet noises filled the room, joining her muffled groans and my sharp breathing.

As amazing as it felt to slowly probe her warm wet cunt, it occurred to me that I needed more friction to come. I briefly thought about trying to fuck her ass again, but there was no way to do that quietly.

I ended up grabbing her arms and pulling them behind her back, overlapping them. I used her forearms like reins, with her bent over in front of me. It was more work than I might of thought to fuck her at a satisfying rhythm with out slapping my pelvis into her ass, but I was determined to have an orgasm befitting the days build up.

Trying hard to control my breathing while also limiting my thrusts distracted me enough so rather than a slow eruption, I ended up with more of a sudden explosion.

As I started to come my knees got week and I felt like I was going to collapse in a heap under her. Within seconds I had steadied myself but now I had to fight the urge to scream as Kelly’s pussy seemed to my milking me with the convulsions of her second climax.

At first I lightly bit my lip, but as the head of my dick got extra sensitive I reached down and bit my own bicep to muffle myself while still holding Kelly up.

Then it was over and the room was filled with the sounds of our soft but rapid panting. I instantly, and for the first time became aware of the soft tick of an old clock on Kelly’s nightstand.

We wordlessly pulled our pants up and Kelly finally spat the now drool soaked panties. She tilted her head up to me, and I thought she wanted a kiss. Instead she whispered to me that we should exit the room together so she could go to the bathroom as I made my way down the stairs.

I washed up in the kitchen sink and was blissfully asleep mere seconds after settling on the couch. In the morning all three ladies were up long before I was and by the time I staggered into the kitchen they were wrapping up their breakfast.

“Mom said to let you sleep in since the couch isn’t that comfortable” Kelly explained as she made me a coffee. “Although we have to get going soon or we’ll miss our flight.”

It was all so easy and natural that I doubt anyone could have guessed what we had done up in her room the night before.

—

About a month after Kelly and Reagan returned to Texas I got voicemail from our mother out of the blue telling me that I had to come and clean out anything I had in her house. Right after I checked the message I called Kelly and confirmed that she had talked to our mother and she would also be coming up to Maryland for one last visit.

Our mom had become the beneficiary of the crazy COVID era housing market. She got a knock on her door one day with an unsolicited offer on her house that she could not turn down. So, now she was headed to Arizona to live with her twin sister who’s husband had died at the start of the pandemic.

That lead to Kelly and I having one totally unfettered sexual interaction in her childhood room. In late May we helped Mom pack all of her things in a truck before taking her to the airport to fly off into her desert retirement. That left us to do the final walk-through before dropping the keys off to the realtor.

With no furniture left in the house we ended up naked on the floor surrounded by the deep impressions the four legs of her bed had made in the carpet over the years. Kelly rode me till she came on top of me and then had me stroke myself above her till I came all over her face, trying not to leave any stains on the new owner’s carpet.

The last thing we ever did in the house we grew up in was share the bathroom one last time. She cleaned her face while I pissed, and then we locked up, dropped off the keys and headed to the airport to catch a flight of our own. We flew to Houston so I could spent a few more days with her prior to going to Reagan’s high school graduation.

The next night in her hotel room we laid in bed together flipping through the channels. I went by the 1994 Demi Moore filmDisclosure and Kelly hollered for me to put it back on.

“We didn’t miss the big scene” She said more enthusiastically than I thought this movie in general, or that sex scene more specifically deserved.

“Why? it’s a terrible scene…”

“You’re crazy, its so fucking hot! You don’t think so?”

“For me it gets ruined by him not taking her bra off. Like, who in the world would be that close to her tits and not want to whip them out?”

“I think it works in this scene though. I agree that its always really dumb in movies when a big star will do the sex scene without doing nudity, but in the scenario laid out in the movie… with the urgency and spontaneity, never mind the power dynamic, I think its totally believable.”

“Yeah, you have a point. And lord knows Demi did lots of topless shots in her career so its not like she was being a prude, they probably did do it to be more believable. I just think it strains all logic to me that any guy wouldn’t want to at least take a look. They’re tits, we all love tits.”

“You’d be surprised, Paddy.”

When I gave her the ‘yeah right’ face she proceeded to tell me another story that provided me with more insight into her truly bizarre and sordid sexual history.

“After Reagan started school I wanted to go back to work, so Wayne’s dad got me a job working for the real estate company that was affiliated with the church…”

“Yeah, you worked for Wayne’s mom right?”

“Not at first. In the beginning the company was run by a family friend named Joel. He was probably about 20 years older than me and seemingly as straightlaced as they come. He was an awful boss plus a racist, sexist, misogynist to boot.”

“I get it Kelly, there are super uptight guys who probably don’t care if the chick leaves her bra on, but that shit just isn’t normal.” I responded, assuming incorrectly that I had any idea where this story was going.

“No, that’s not what I’m talking about. I know there are guys like that, and that’s what I would’ve assumed was the case with a guy like Joel. They had 4 kids and it wouldn’t have surprised me one bit if those were the only four times they fucked.

“After working for him for a few years he began to drop his guard around me, almost as if I had gone from being the daughter-in-law of the pastor to being just another woman, or, more than likely, he thought of me as just another piece of office equipment.”

“Damn, that’s fucked up!”

“You have no idea. And it went even further after his wife died. He took some time off, naturally, but when he came back he was a mess, not emotionally, mind you – you would have never guessed he was in mourning – but physically, he was a mess. She must’ve done all his washing, ironing, food prep, you name it.

“The first day back he was in smelly and wrinkled dockers and an even smellier polo shirt. He had no lunch with him, which usually meant he was going out for a working lunch with a client. But, at noon he came to me and said ‘I’m hungry and Elaine used to make my lunch…”

“You’re kidding?”

“Sadly, no. I felt sorry for him, even though he didn’t treat me as well as I deserved to be treated. He was in his late 50’s and all the sudden he was alone. His kids were gone and his wife was dead, so I decided to help him.

“That day and for the rest of the week I got him lunch. I even offered to stop by his house and help with food prep and the laundry with the idea that it would be temporary until he found a much needed helper.

“Then, about a week later he came into work in a suit for an important meeting, but the pants looked like they had been balled up and thrown under a bus or something. Without thinking I told him to take them off as I went and got the little travel ironing set I kept in the janitorial closet.

“I set it up in his office and started to iron the pants as he worked at his desk. When I told him they were ready he stood up and walked from behind the desk with no pants on.

“He stood in front of me waiting and I realized he wanted me to hold them so he could step into them. When he did I saw that he was hard as a rock under the front of his dress shirt.”

“Wow, really? Just from watching you iron?”

“Pretty much. He saw me looking at his hard dick and just said ‘Thank you for your help Mrs. Reeves. Its been very difficult since Elaine passed. I appreciate your kindness in handling some of her tasks.'”

“Jesus! That’s twisted. While you were looking at the tent he pitched in his underwear he said that shit to you?”

“Yeah. At first I thought that he was only talking about the laundry and the lunch, but he just stood there with his pelvis thrust toward me and his pants around his knees.”

“You’re kidding!!!”

“Nope. So me being me, I just reached out and started stroking him through his underwear.”

“Wow!”

“It was so crazy. He didn’t take any action to either encourage me or stop me. He just stood there looking away as I rubbed him for a few minutes and finally I just pulled his briefs down and started to suck him off.”

“What? This super pious religious guy let you blow him right there in the office?”

“Yeah it was wild, even for me. After about five minutes of all my best tricks he pulled his cock out and pumped two or three times before he came in his own hand. Then he pulled his pants up, walked over to his desk and started to clean his hand off with a tissue without saying a word.”

“Ok, I have more follow up questions, but you’re saying that because he didn’t take your tits out when you pity-blew him that proves your point?”

“Oh, no! It went way further. For a few weeks after that he would just walk into my little office with a hard on and wait. He’d never ask for it but he’d just stand there until I got down on my knees. Every time I blew him he’d pull it out of my mouth and come in his own hand, which started to piss me off. You know how much I like my reward…”

“If he thought he was sparing you from something a lot of religious women probably think is gross… boy was he wrong!”

“No, I think he thought it wasn’t wrong if he didn’t come in me/on me.”

“Holy shit, that’s nuts!”

“Now I’ll get to my point, which is even crazier. I got pretty tired of giving seven-eighths of a blow job, so on the fourth or fifth time I pulled my dress up and turned around and backed into him. Once again, he didn’t object, but also didn’t say that he wanted to do it or anything. He just let me push my pussy back onto his dick, and the more he stood there ignoring me while we fucked the hotter it was for me. I didn’t think this guy was attractive, and his dick was probably only 5 inches but the situation was so fucked up it drove me crazy.”

“So, what? He was like a kid who thinks that when they close their eyes no one can see them?” I joked.

“Yeah, he had no pussy object permeance!” she said with a snort. “This went on for about six months but then it ended abruptly. I knew he had been on a date with a widow from the congregation so I thought it might end soon, but the morning after their date he walked into my little office with his cock hard yet again.

“By now it was late spring and I had worn a romper that day, so after I took his cock out and sucked it, I unbuttoned the romper and stepped out of it before turning around so he could fuck me. This time he actually got a bit aggressive and pounded into me. It was the only time I actually came from our fucking, usually I just rubbed one out in the ladies room after because it was all so strange and fucked up. But this time I came and he was grunting and panting by the time he pulled his cock out of me and came in his hand.

“As he cleaned up he told me that he was seeing someone now and he wouldn’t need my help with wifely tasks any longer.”

“What, just like that?”

“Yup. And as I was pulling my romper up he made an off handed remark that kind of blew my mind. He said ‘Jeanie has large breasts just like Elaine did. From the size of your bottom I would have assumed that your breasts would be larger.'”

I sat there absolutely gob smacked. I had made an off handed remark to Kelly about an actresses not getting topless in sex scenes and she had reached into her wild sexual history and hit me with an absolute bonkers story. For a moment I was overcome with the realization that Kelly had seen and done far more than I had, and – even though we were in the midst of an incestuous relationship with one another – she was bound to get tired of me eventually.

“Where did you go Paddy?” she prodded upon realizing I’d gone silent.

“I’m just tying to take it all in Kel. How many stories do you have like that?”

“Oh no… you told me that you always have one revelation too many for your sex partners. Was this my “one too many” with you?”

“Uhhh… no. I… I just… I’m worried you’ll get bored with me Kelly. I thought I was on your level, but I feel like a prude compared to you!”

“I know this isn’t you Pat. You’re not a self conscious guy. Do you have a problem with any of the things I’ve told you that I’ve done?”

“No, god no! I guess I just feel a bit inferior to you.”

“Well don’t! Believe me when I tell you that I finally feel like I’ve met my sexual match with you. Its not about who or what we’ve done before. If you don’t like my war stories I won’t share them anymore, but I can’t imagine I’m going to get tired of this anytime soon.”

“Me either Kelly. I’m sorry I got squirrely for a second there. I can’t wait to see where we go from here.”

“Me either little bro.” she said with a smirk.

As it turned out, where we went next was to move in together. But, that’s a story for another day.