Trying New Things with My Sister

***This is part 12 of a 13 part series following an evolving incestuous relationship between adult siblings. You would enjoy this much more if you read the previous 11, but it can also be read as a standalone. All previous chapters are displayed in order under the series "A Brother and Sister's Journey" on my profile. All characters in sexual situations are over 18.***

Its wild how something that is usually casual and anonymous - like walking through a grocery store parking lot - can warp into a situation where it feels like you're being scrutinized by everyone around, when you do it with a woman half your age. Perhaps the fact that I was doing it in a rural Virginia grocery store parking lot situated next to a Baptist Church and across from a Dollar General intensified that feeling for me.

I felt like every eye was on me.

Having only lived in the area for a year, I was still very much an outsider. Worse still, despite regularly reminding my new neighbors that my native Maryland was below the Mason-Dixon Line, I was seen as a Northern outsider.

Sometimes I had to remind myself it was 2022 not 1962. Hell, sometimes I had to remind myself it wasn't 1862.

I scanned the parking lot again as I walked around the back of my car and climbed in next to Kelsey. She smiled over at me and patted her hands on the backpack laying in her lap, indicating that she was ready to go.

In fairness, I'm not quite twice her age. As we pulled out of the parking lot on the last day of September, I was five days away from turning 42, and Kelsey had turned 21 the previous spring.

As I merged on to rt 15, I looked over at Kelsey and I was surprised how at ease she looked. She had her brown curly hair pulled into a pony tail, and, unlike when we usually saw her at work at the Food Lion, she was wearing contacts rather than her comically oversized glasses, which, I've been informed are actually stylish for young ladies these days. Guess that proves how much of an old man I am.

As usual she wore no make up, not even lip gloss, which gave her a decidedly plain appearance. And the sad fact was, most people who saw her probably took her for unattractive, simply because she was what an honest person would describe as curvy, or a bit chubby. But, in America of 2022 most people looked at Kelsey and all they saw was: fat.

On one of our first trips to the Food Lion after moving to Virginia, I remarked to Kelly that I thought the checkout girl was cute, referring to Kelsey. On subsequent solo trips I lightly flirted with her, and started to go out of my way to get in her line, even if it was longer than the others.

All of this was, in my mind at least, totally harmless. I thought I picked up on a little something Kelsey was giving back in these interactions, but I didn't push it further. Kelly is excellent at reading people, however, and on her own solo visits she very much pushed things. Her approach to Kelsey mirrored her advance toward the waitress we ended up in a three way with on a previous vacation in Aruba.

She hadn't told me about her flirting, and so I ended up making things weird when Kelsey asked me about "my wife" in reference to Kelly. I corrected her and told her that Kelly was actually my sister, not knowing that Kelly had told the young cashier that we were a couple.

When all of this came out I was mortified that this stranger would know that I was in in an incestuous relationship with my sister and I stopped going to that grocery store. I had thought that Kelly had stopped going too, but I should have known better.

Not only did she keep going, but she deftly handled revealing our situation to Kelsey in a way that ended up making her curious, albeit after a brief moment of discomfort bordering on revulsion.

In the meantime, I had become a bit infatuated with Kelly's daughter (my 19 year-old niece Reagan) going so far as to pilfer her dirty panties and snoop through her phone where I found her OnlyFans. When Kelly first found out that I was attracted to Reagan, she made it clear that she has no interest in bringing her daughter in to our sordid world.

So, naturally, that only seemed make me want her even more.

Layers of secrecy and shame coupled with lust is not an ideal recipe for good mental health, and so it should come as no surprise that I ended up having a panic attack over the summer.

Kelly and I finally had a deep and raw conversation about all of it, and I finally understood how Kelly could be so into having sex with her brother while at the same time being totally against getting her daughter involved, even if she had to admit that she was also turned on by Reagan. This led to us watching Reagan's OnlyFans videos together in bed, seemingly launching us into a new paradigm where we shared this taboo kink, albeit with new boundaries.

I have never asked Kelly if it was guilt for blocking my interest in Reagan, or if it was just her normal sexually adventurous nature that led to her sending me after Kelsey, but in the end I guess it doesn't matter. The day after our big conversation, I went back to Food Lion and flirted extra hard with Kelsey, and over the next few days we both found a lot of reasons to head to the grocery store.

We had to take a brief respite from pursuing Kelsey to help Regan move from the beach back to school, although she now had her own apartment rather than living in campus housing. We knew where she was getting the money for it, of course, but she told us that her father was paying for it.

After that, things moved incredibly fast with Kelsey, and within a week we were back in Lynchburg taking her to dinner, away from the prying eyes of Buckingham and Cumberland counties.

What we found was, sadly, not an unusual case study in America of the 21st century. Kelsey had been raised in a heavily Evangelical family, the middle of three kids. Her older brother had graduated from college and her younger brother had just started, but Kelsey's parents told her that they wouldn't pay for her to go.

That was a shame on many levels, but mostly because she was extremely bright and inquisitive; possessing of a mind that was the ideal medium for exposure to higher learning, not to mention different types of people you can meet in college. But her parent's repression didn't end there. Despite being 21 years old, Kelsey was harangued about all manner of things you would only expect to be directed at a much younger child, but tops on the list was her appearance.

Her mother forbade her wearing makeup, and strongly discouraged her from wearing the types of clothes that other girls her age might. Sadly, this was not only out of a desire for some kind of chaste modesty, but because her mother harped on her "being fat" and said it would be unladylike for her to wear tight jeans, even though she herself did in order to please her husband.

After that first dinner, Kelly seemed hell bent on not only welcoming this girl into our bed, but, ultimately: liberating her.

So, despite being old enough to not really need the subterfuge, Kelsey told her parents that she was spending the weekend with a girl she worked with, and asked us to pick her up to take her to our place. She thought it was funny when I looked at her phone to make sure there was no tracking software on it, but I had visions of her "extremely godly" father showing up at my house with a shotgun.

We arrived at our tree shrouded property to find that Kelly wasn't home from work yet, so I started prepping for dinner while I chatted with Kelsey. She was overly enthused to see a grown man cooking in a kitchen, saying that the only time her dad prepared food was on the grill. Just another of the baffling ways she was sheltered growing up.

When Kelly got home she went right past me to give Kelsey a big hug and, surprising us both, a quick peck on the lips. As we ate, Kelly said that she loved the dress that Kelsey was wearing, but asked her if she wanted to go shopping that night for some clothes that her folks wouldn't approve of.

Unsurprisingly Kelsey jumped at the chance, and so after dinner off they went to Richmond to do some shopping, leaving me to clean up which also made Kelsey laugh.

It was nearly 11 when they returned, totting an absurd amount of bags. Before they showed any of their purchases to me, they had one big revelation they wanted me to know about. I have a tendency to refer to my sister as "Kel" which got awfully confusing since many people also called Kelsey that. So in a kind of reverse-biblical fashion, Kelly had encouraged Kelsey to find her way from Paul to Saul.

She loved the idea of a new identity, and that night they told me that when she was in our company, she wanted to be called Ceci. I found the name utterly fitting for her, and rather seamlessly picked it up.

"Damn, those look amazing on you Ceci." I said, purposefully as lecherous as possible as she modeled a pair of jeans and a snug top.

She seemed to glow, and thrive on the attention, and even though it was almost 1 AM when she was done trying on her newly acquired wardrobe, she was categorically giddy. Kelly took her upstairs to help her apply some light make up for the first time in her life, and when she came down stairs she was practically vibrating with excitement.

"Damn... I'm like... Cinderella-coded" she gushed looking at her reflection in the darkened window.

Kelly spun her around around to show her off in a pair of black yoga pants and a tight top, as if she was a prize on a game show. I thought it was pretty funny that she felt like Cinderella in an outfit that most girls her age wear as a matter of course, but I guess that is how it goes when you've been hectored for showing your body for your whole life.

The top highlighted her ample chest, while her big behind looked absolutely amazing in the yoga pants. I was staring at her hungrily, with my eyes darting from her ass to her tits to her face and even lingering on her tummy. Kelly was standing behind her and she mouthed "get up and kiss her" to me and I didn't even think twice.

Ceci shot me a strange look as I crossed the room, and shook a bit with nervousness as I wrapped my arms around her waist to pull her close to me. I dragged my hand along her back until it rested around the back of her neck.

When I pressed my lips to hers she first giggled into my mouth, but eventually the nervousness melted away and she began to nearly purr as we made out like teens. Kelly pushed us both lightly by our shoulders until we were next to the couch. I then pulled Ceci down with me and into my lap, straddling me.

I groaned into her mouth as I felt her crotch firmly make contact with my hard cock. I lowered my hands to her ass and guided her into a rhythm rocking on me. She felt amazing in my lap and my breathing started to quicken, causing my chest to press further into her tits.

"That may have been the longest first kiss I've ever seen." Kelly said, joining us on the couch and causing us to finally break apart.

Ceci swallowed and then took a deep breath before turning to Kelly and just beaming back at her. I hadn't been aware that she hadn't really kissed anyone before, and I was happy that I was finding out now, rather than before hand.

"You two look really hot together" Kelly said while running her fingers over her own breasts.

I was fully prepared to jump Ceci's bones at that point, but my sister had apparently talked through all of this with her during their shopping. After weeks of getting to know us, and getting comfortable with the idea of breaking away from the litany of strict rules that governed her life, she was very excited to push her limits, but she did want to move slowly.

We made out a bit more, and she continued to enthusiastically grind herself into my lap, but once again Kelly had a plan. Once Ceci was sufficiently horny, Kelly led her up to the spare bedroom and was gone for about a half hour. I was tired, but far too turned on to fall asleep, so I sat there on the couch waiting to find out what was next.

Kelly came back down and told me that she had set Ceci up with unfettered access to the web so she could listen to erotic audio while she got herself off, which was her preferred method at that point. While she did that, we fucked on the couch with a notable extra spark from the evening's activities.

As Kelly rode my cock in the very same spot where I had made out with Ceci, she whispered in my ear how much she wanted to see me plowing our little unicorn-in-training from behind. I grabbed Kelly by the hair and looked her directly in the eyes as I told her how much I wanted to see her riding Ceci's face.

After a late night, we all slept in on Saturday morning. I made us brunch and then we spent the whole day just hanging around talking about all manner of things as we tried to all get to know each other even better. It was becoming clear that Ceci was the type of person who chaffed at heavy restriction, and I'm sure she would have eventually found an escape route, either with or without Kelly and I.

Her previous attempts at rebellion were often stymied by the fact that most of the people in her life were also members of the same church her family was. So, she never knew who to trust with her desires that ran counter to their worldview. She told us that she had tried to befriend outsiders in high school, but that her reputation as a nerdy church girl kept her from integrating with other cliques.

Luckily, she had found Ashleigh, the coworker from Food Lion who she was pretending to spend the weekend with. Ashleigh was nominally religious, although part of another church that was a bit more moderate. Nevertheless, Ceci's parents both seemed to be happy that she had found a friend who they deemed acceptable.

As we hiked through the woods around our property in the mid afternoon Ceci asked us about our "origin story" as a couple. We told her how Kelly had wound up living with me after her divorce and how we had overheard each other masturbating, which led to us masturbating together. After we had finished explaining how that led to us having sex for the first time she returned to the mutual masturbation and asked if that was something we could do together.

Naturally, Kelly and I were more than happy to oblige.

When we got back to the house I headed off for a shower while the girls got dinner started, and then after we ate they both headed upstairs to get ready while I cleaned up. Kelly had decided that it would be best for us to do this in our living room and so I set about lighting candles and putting blankets on the couch, love seat and chair.

When they came downstairs they were holding hands and both dressed in lingerie. Kelly had on a black teddy with matching panties that I had bought for her, but of course, I had seen her that way many times, so my eyes were drawn to Ceci. She was wearing a dark green bra and panty set that really looked amazing on her pale skin. The bra didn't have a ton of support so her tits hung lower than I had ever seen before. The panties were cut very high on her leg showing off her voluptuous thighs.

We asked her if she wanted to watch porn while we all played with ourselves, but she said that she still found it too confronting. So we decided that since she enjoyed erotic audio, Kelly and I would take turns telling her about some of our experiences, both with each other and apart.

Kelly had brought an array of sex toys but Ceci preferred to use her hands, at least for now. As Kelly and I talked we were all touching ourselves over our underwear but after about ten minutes I pulled mine off. Ceci stared at my dick like it was the most amazing one on the planet rather than just an average size.

It still made me feel a bit like superman, to be honest.

Kelly quickly followed suit and pulled her teddy over her head after she took her panties off. Now Ceci was looking from left to right watching each of us as we talked and touched ourselves. She was still rubbing herself over her panties, though.

"Why don't you take those off and get more comfortable sweety?" Kelly asked in a very encouraging way.

Ceci stood up and pulled her panties down to reveal a thick brown bush that had probably never been so much as trimmed. When she sat back down she pulled her tits out of the bra, but left it on.

As Kelly and I began recounting our three way with Maud, the waitress in Aruba, Ceci finally began rubbing her pussy in earnest. When she really got going, her breathing got increasingly more erratic. Kelly would pause the story to give her instructions like "now put a finger inside baby" and I couldn't believe how hot this was all getting me, even without touching one another.

That wasn't to last though, at least not for Kelly and I. After Kelly drew all Ceci's attention by bringing herself to a hip bucking orgasm she walked over and sat next to me. Now Ceci was fully focused on my cock as Kelly took over stroking me. I took advantage of the spotlight to tell Ceci about the very first time Kelly and I fucked.

Ceci was now fingering herself watching us and listening to me, and when Kelly stooped down to start sucking my cock, storytime ended and the show began. Watching Ceci touching herself while her eyes were laser focused on Kelly blowing me took away my ability to speak.

It took all my strength to do it, but I stopped Kelly briefly so we could get up and walk over to my chair, where Ceci was seated. I stood in front of the chair and Kelly knelt in front of me and started sucking me again, no more than couple feet from Ceci's face.

"Oh my gosh... this is so hot" she whimpered, drawing a smile from me since, like my niece, she had been raised to never say "oh my god".

Kelly is a master cocksucker, and she put on quite a show for Ceci. She took me all the way in her mouth without even a slight gag. As I said, I'm not huge, but it was still impressive. Kelly put one hand on Ceci's leg, lightly stroking her while putting the other hand on my ass to encourage me to start face fucking her.

Ceci's eyes went wide with a mix of awe and fear as I aggressively pulled Kelly's head onto my dick, but the pace of her fingering increased too, indicating that she was enjoying it, even if a bit tentatively. I was hoping Ceci would come before I did, but when Kelly reached up to tease Ceci's nipple I couldn't hold off anymore.

"Uhg, I'm gonna come Kel" I groaned, looking down at her.

Kelly pulled back and slumped to the side so her head was on the edge of the chair, next to Ceci's leg. I held her face in place by the chin as I stroked a few more times, no more than an inch from her nose. My come spurted onto her face, hair and even my own hand and it kept going a bit longer than normal, resulting in her face being a total mess. She turned to face Ceci and pushed come into her own mouth as Ceci sat with a shocked face while furiously rubbing at her pussy.

"Oh... Now I'm... I'm gonna...." she squeaked out before giving herself a huge orgasm that made her tits and thighs jiggle.

When she was done coming Kelly asked her if she wanted to taste my come, but she seemed very hesitant. So, Kelly stood up and headed for the kitchen sink when Ceci finally said "hold on..."

"Too late... unless, Pat, do you have some on you?" She called over the sound of the sink.

I lowered my hand to her and she licked at the glob of cum on the webbing between my thumb and pointer finger, tentatively at first before finally licking at it like an ice cream cone.

"I guess you like it, huh?" Kelly laughed, walking back in the room to see our burgeoning cumslut in action.

---

I had hoped that we would move a bit more quickly and all end up fucking that night, but Kelly was very sensitive about pushing things too fast. She suggested we just chill out for the rest of the night, and reassess the next day before Ceci was due to go home.