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Jillian And Her sister – Summer 1989Summer 1989Transcribed from memories written in 1991.During the summer of 1989 I was still dating my high school sweetheart. I had graduated the year before, and my girlfriend – Jillian – had just graduated. I was 19, she was 18, and her sister Cara, who was attending the local community college, was 20. Jillian and I had been together of three years by that point – we were each other’s “firsts,” however we had been together for two years before we finally had sex. By the summer of ’89 we only had a year of sex under our belts and, in the grand scheme of things, it was all still pretty new. As a result we not only had sex incredibly frequently, but we were extremely adventurous and experimental about where and when we did it. We’d had sex in a friend’s pool, at the beach in the middle of the day (spooning with a very slow grind and a towel over us), in the back of a charter bus, in the women’s bathroom at a museum, in between cars in a mall parking lot at mid day… the list went on. We were both exhibitionists, loved the idea of being seen, and wanted to have someone watch us – not from afar, or from concealment, but right there with us. …up close and personal. We had actually approached a couple of friends, but no one had been willing to take us up on the offer. So on we went fucking each other’s brains out whenever and where ever the mood struck us. We were teenagers after all!Jillian’s favorite movie was “Dirty Dancing.” She watched it endlessly. She was actually on her second copy on VHS – the first had been eaten by the VCR a few months prior. Personally, I didn’t care for the movie, but she liked it, so I sat through it more times than I could count. Also, it wasn’t hard to work sex into the picture, so it made the movie more bearable. On this particular occasion I guess we were about half way through the movie when we went from sitting on the sofa in her family room to spooning– I was behind her with an arm d****d over her. At that age having my dick pressed against a girl’s ass meant instant raging hard on. Feeling my dick against her she reached back and began to casually play with it through the fabric of my shorts. Nothing serious, just running her fingers along its length and occasionally playing with the head. After a couple of minutes of that Jillian’s sister, Cara, walked in and took a seat in the recliner at the foot of the sofa. …Damn it! There went that opportunity. It was a week day in the middle of the summer – I had off, Jillian didn’t have a job that summer, and her parents were at work: the perfect opportunity. Except Cara had come in from where ever she had been and was now interrupting us. …And didn’t look like she was going to move.Jillian had moved her hand from my dick to the side of her ass when Cara had walked in from the kitchen – which was the room right off of the family room. If Cara noticed she didn’t lead on. Actually, Cara likely knew that we were pretty much rabbits, so if she had seen anything it may have just been expected. Either way, she said “Hey,” and flopped down in the chair at our feet. …Actually the chair wasn’t truly at our feet. It was at the foot of the sofa, but it was forward and at an angle so it better faced the TV. You had to walk around the chair to sit on the sofa when you entered the room. It’s placement also made it easier for the person in the chair to have a conversation with who ever was on the sofa since they didn’t have to turn as much to face them. Something I learned after Jillian had made me sit there and watch her masturbate while she was on the sofa a year or so before.After what felt like an eternity – but was likely only about 2 minutes – I realized that Cara wasn’t leaving. She’d pulled back on the lever, kicked her feet up and let her flip fops fall to the floor.Jillian asked, “No Kyle today?” Without looking away from the TV Cara shook her head and said, “He’s hanging out with a bunch of his friends today. I’ll see him tonight.” Jillian took the hand I had d****d over her and casually put it on her right breast. …her nipple was hard as a rock. Any hope I had of letting my hard on dwindle was gone. …sigh…Cara glanced over at Jillian and said, “You guys have any plans after this?” She clearly saw my hand on Jillian’s breast and quickly looked back at the TV. I felt a wave of nervous excitement rush through me. I felt like I’d been caught! I don’t remember what Jillian’s response was. We didn’t have anything planned, but what ever Jillian said was lost to me. I felt my cheeks flushing and was suddenly more concerned with the fact that Cara had seen me holding Jillian’s boob than anything else. I moved my hand away, but Jillian moved it back. At the same time she also moved her body against mine. Making it look like she was adjusting her position she pressed her ass into me. It was quick, subtle (or I thought it was), and effective: Jillian was horny and planned on teasing me through the rest of the movie, and would jump me as soon as we got away from her sister. So, I played along. I began to casually run my fingers over her breast, and occasionally apply pressure with my palm. I also randomly squeeze my muscles making my cock move against her ass. It wasn’t long before Jillian had moved her had from her hip back to my dick. I felt my heart jump into my throat when I saw Cara look over and watch the movement of Jillian’s hand. Her look didn’t linger, she saw it and immediately looked back at the TV, but we’d been caught! I don’t know if Jillian saw the look or not. I never asked her, and at the bingöl escort time assumed that she didn’t since she let her fingers find my hard on and start to caressing it with small movements.It wasn’t long before I couldn’t keep my hips from moving, between the feeling of Jillian’s breast, the pressure of her ass against me, and her finger tips on my cock my hips had to grind. I fought it, but I was getting too turned on. I kept the movements small – I didn’t want to attract anymore attention, but I couldn’t keep myself still. I was looking from the TV to Cara and back to see of she saw anything, and she had. Almost right after my hips started moving her eyes darted over and looked at us. Her expression was blank. She was trying to ignore us and watch the movie. I can remember thinking that by the time the movie is over I might very well cum before we ever get to fucking. I can remember looking at the clock on the VCR… 9 minutes! Cara had interrupted us 9 minutes ago. We were still – more or less – half way through the movie! This was going to take forever!I tried to keep my movements small and short, but it was getting harder and harder to control that. I was getting so turned on. The hand I had on her breast was also moving less subtly. The small movements had gotten a little larger and I had begun playing with her nipple through her tank top. Jillian was obviously in the same boat and getting more turned on– because her hips started to move as well. Small subtle circles, but they were moving. I was still looking from the TV to Cara and back again. She was obviously aware of what we were doing, and she was doing her best to ignore it. Her eyes would dart from the TV to our hips, or hands and then almost immediately go back to the TV. She was starting to sigh to herself, and become visibly frustrated at our apparent lack of care over her presence. But, I did care. I was trying to remain subtle. However, looking back on it we were anything but subtle. From the perspective of a 19 and 18 year old with hardly any experience we were keeping it cool. Looking at it from the perspective of an adult… it was all blatantly apparent. And Cara had a minimum of a few years experience on us, so she knew exactly what was going on.It didn’t take long for Jillian and I to get into a slow methodical rhythm of dry humping. She pulled her hand away from my dick and held my hip – letting me know she wanted the pressure. …In all fairness our movements were smaller than they had been when we had sex on the beach, but for someone sitting a foot away from the sofa they were obvious and must have seemed huge. I was still keeping an eye on Cara. She had not looked at us in a what I guess was about a minute. She was obviously throwing her focus at the TV. I slipped my hand inside Jillian’s shirt and beneath her bra and felt the soft warmth of her breast in my palm. …Her tits were so firm! That movement had been more obvious than I thought as well. Cara saw it, looked over, saw what I was doing, and looked directly at me making eye contact. It was the first time she’d looked either of us in the eye during this. She was not happy! I felt my cheeks flush and began to pull my hand out when Jillian moved her hand to hold me there. She gave a squeeze letting me know what she wanted. Cara looked at Jillian and gave her a hard look that screamed “Seriously?!?”, but didn’t say anything. She held the look for a second, and then looked back at the TV. Her face was tight and her jaw was set – she was obviously upset. …But she hadn’t said or done anything. And she hadn’t gotten up to leave. That surprised me and I couldn’t figure that out. All I could figure is that Jillian was trying to see how long this could go on before her sister couldn’t stand it anymore and left the room – at which time I figured we’d finally fuck. This was a power play between them, and neither of them wanted to back down – or at least it was at that point.Jillian and I kept at our dry humping with our movements becoming more pronounced as the minutes ticked by. And not many did before Jillian reached down between us and unbuttoned my shorts. Cara had seen it. The movement of Jillian’s hand from my hip to my button was not a subtle one – we had pretty much given up on being subtle. The resulting muffled ‘pop’ as my shorts came undone was more than Cara could take – she was pissed. Cara looked right at us and yelled, “Why don’t you just fuck and get it out of your systems!” I felt myself flushing again now that Cara had finally called us out, but without a moment of hesitation Jillian pulled down my fly and tugged on my shorts – she wanted them off, I recognized the tug. I hesitated – she wants them off now? She then – in what seemed like an absolute instant – pulled off her shorts and underwear. I have no recollection of her pulling them down, or the movement of her body that had to happen for her to do it. Her shorts were on her, and then they weren’t. I just remember seeing them sailing in a high arc across the room: dark blue shorts and rainbow striped underwear flying together – one inside the other – eventually coming to rest behind the potted plant next to the TV. I was slower than she was. I got mine off, but they got wrapped around one ankle, and never left the sofa. Jillian threw a leg over me, reached between her legs as I angled myself, frantically grabbed my cock saying, “Give me that,” and pulled me into her. The quick, and almost feral, insertion of my dick was greeted with Jillian’s entire body shuddering and her groaning, bitlis escort “…Yes!”I can still remember how incredibly wet she was! …I have no idea how long it took to go from wearing shorts to pushing deep inside her pussy, but we had never moved that fast. Even with being as turned on as we were. And at some point during the initial melee I remember hearing Cara yell, “Are you fucking joking?!?” The exact timing of her statement is a mystery. I don’t think I fully processed it until after I was inside Jillian, but it was because of that comment that it occurred to me that Cara had clearly meant for us to go to Jillian’s room and fuck, but Jillian had seen it as an open invitation and instantly ran with it. A conversation later reveled that Jillian had figured out what Cara meant as well, but the idea of fucking me in front of her was such a turn on she had to do it. Jillian grabbed my hand and held it tight to her breast as she bore into me. There would be no slow build up this time – no love making – she wanted to fuck. She was hot and we finally had the up close audience we wanted… at least until Cara stormed out, because I figured that was going to happen any second now.I met her with the rhythm she wanted… it was the same rhythm I wanted and we rode each other side by side. Jillian and I had an amazing sexual chemistry. We always knew what the other wanted, and we were always on the same page. For two inexperienced k**s we were an amazing combination. Sex with us was incredibly intuitive – which was a great thing for just starting out! Sometimes I wonder how it would have gone if we had lasted longer as a couple.Cara hadn’t moved. At some point – I’m guessing during insertion – she had gone back to looking at the TV. She had also dropped the foot rest and was now sitting upright. I honestly have no idea when that happened – my attention was occupied elsewhere. However, her face was hard, red, and she was staring at the TV. It was obvious wasn’t actually watching it, just looking at it in an attempt to ignore us. It was still a power game with her, but I was fully expecting her to get up and storm out any moment. We weren’t being subtle or quite. The sofa was creaking under our movements. We were pushing hard into each other, we were both breathing heavily, and being vocal. Jillian was groaning how good it felt, and telling me to go “deeper. …push deeper,” and moaning in thick heavy whispers about how hard I was and how she loved “how I fill her when I’m this hard.” Cara’s response to that was, “Jesus, Jillian!” I was breathing heavy into her ear and telling her how wet she was, and “how amazing she feels.” And then, for a moment, I totally forgot about Cara.I don’t know when Cara looked over at us. There was a brief period when I closed my eyes and let myself get lost in the moment. Jillian was so tight… I loved fucking her. I loved feeling myself sliding inside of her… filling her… and feeling her body moving with me as we had sex… knowing she loved how it felt when I was inside of her… and how turned on we could get each other. I did eventually look over at Cara – she was partially facing the TV, but her eyes were on us.I groaned to Jillian while looking at Cara, “You’re so wet!”Jillian let out a sharp grunt, “You feel like heaven!” From that point on I kept my eyes on Cara as I fucked Jillian.Cara’s eyes would dart back to the direction of TV, and then be back on us almost immediately – almost the exact opposite of what she did earlier when she was trying to pretend we weren’t playing around. Her gaze would last longer and longer. And each time her eyes would fall on us her face would turn further away from the TV turn more toward us. Honestly, it didn’t take long for her to settle on watching us. I could track her eyes as she looked at us. They’d look at my hand in Jillian’s shirt, Jillian’s face, and my face. But her eyes would hang the longest between Jillian’s legs. From where she was And with Jillina’s leg thrown over my hip, Cara had a perfect view of my cock sliding in and out of Jillian’s pussy and all of its wetness. She was watching me slide in and out of her sister – seeing how hard I was, how wet Jillian was, her pink swollen clit amid her thick beautiful mound of hair. Watching my balls rock with each thrust, and hearing me slip in and out between her sister’s perfect lips. Thinking about that drove me closer and closer to cumming.During once of her long gazes, Jillian asked with shortening breath, “Do you like the show?” Cara didn’t respond. …But she didn’t look away either. She was apparently past that.Jillian began to heave, her breath was becoming short and sharp. Addressing her sister and acknowledging that we were being watched sent her over the edge. Jillian groaned, “…Yes.” She was about to cum. At this point the TV no longer existed for Cara. She began to sit up right and stiffen. Jillian’s body rocked and bucked as she came.“Yeah… Chris!” Cara’s eyes were fixed on us. “Oh, fuck!” Jillian’s body went tense, a hand was grabbing and slapping spastically at my side as she desperately tried to reach my hip to hold on to me, but at my angle my hips were out of reach. She grabbed my side and dug her fingers in. Cara lifted her eyes from my cock pushing deep into Jillian and the shivering throws of her orgasm and looked right at me. The thrill of being watched and having her meet my stare was more than I could bare and I came… hard. I wanted to close my eyes and let the force of the orgasm take me, but I kept hem open and kept my eyes locked on escort bayan Cara’s. I was shaking and rocking… thrusting hard and deep… filling Jillian with cum with each intense contraction. “I’m cumming, baby!” I bit out through short breaths. I didn’t need to say it – Jillian was well aware. I said it for Cara. I wanted her to know exactly what was happening and when. Cara’s eyes were staring into mine and flitting back down to the show that was going on between Jillian’s legs, over to Jillian’s hand still digging into my side, and back to meet my stare at her.Cara was flabbergasted. The expression on her face was a mix between curiosity, desire, and confusion. She clearly enjoyed it on some level, but I could see that she was also conflicted. I was, after all fucking her younger sister, and to my knowledge she and Jillian had never directly shared a sexual experience of any kind (Jillian would later confirm that through conversation). As or orgasms wound down and we relaxed. We remained on the sofa, laying there, my reducing penis still nestled inside Jillian. Once we stopped Cara looked uncomfortable, like she didn’t know what to do with herself. She began to fidget slightly. She looked around, like she was looking for something – or something to do, tried to notice the TV, gave us a last look, said with a forced calm, “Ok then,” and quickly left the room.I was about to pull out because I was suddenly nervous about being watched. Had she remained in the room I’d have had no issues. Jillian tightened her grip on my side and said, “Don’t you dare! That stays right where it is!” I relaxed and let my now nearly flaccid dick remain inside of her. The idea of staying inside her pussy was that after a little bit and some coaxing I could get hard again, and I’d already be in place for round two if so desired. …In all truthfulness though, that rarely happened. Any fooling around that wound up happening usually required me, or both of us, to move so that we would be in a better position for whatever we were doing. As a result I’d have to pull out anyway.“I think she enjoyed that,” I said kissing Jillian’s shoulder. “Honestly, I’m surprised she stuck around. I was hoping to get rid of her. But having her watch was hotter than I could imagine. …Even with her being my sister, and all.” I asked her about that, “That didn’t get weird for you?”Jillian smiled, “Honestly? No. She’s probably heard us before so I figured it wasn’t much different.”Even at the time I knew that was an odd rationalization on her part and didn’t quite work, but I went with it. I mean, it was already done. Challenging her perspective wouldn’t do any good at the moment. Plus – I had really enjoyed it! I asked, “So what was up with her getting up and leaving so fast?”Jillian laughed quietly, “Ten to one she’s masturbating right now.”“You think so?” I asked. Jillian laughed, “Absolutely! She’s a bigger horn dog than you’d think! You should hear her with Kyle.”I lifted my head and smiled at her, “So it runs in the family?”Jillian laughed and slapped me on the side, “Just for that… out you go!” She adjusted her position and rolled her hips and my now quite and limp dick slid right out of her. She rolled off of the sofa, found her underwear across the room and used them to wipe the cum that had begun to run down the inside of her thigh. “This is going to be messy,” she said looking at her underwear and wiping again.“I was horny and turned on as hell. …and you were fucking hot! So don’t expect me to apologize for that,” I laughed and gestured towards the cum she was still wiping with her underwear.“Never!” Jillian gave me huge smile, walked over and kissed me. She found a last dry spot in her panties, wiped again and then tossed them aside. “Come on” she whispered and tip-toed out of the family room out into the kitchen.“Where are we going?” I asked.“To see what she’s doing,” Jillian whispered with a devilishly playful grin.With no worry of any parents coming home in the next few hours, and with Cara already seeing me naked from the waste down I didn’t bother grabbing my shorts – which were no longer around my ankle, but wedged between the arm of the sofa and a seat cushion. Both of us naked from the waist down moved through the kitchen, and into the hallway that led through the center of the house – a ranch style home. We tip-toed past the living room, past Jillian’s room, past the bathroom, and stopped crouching outside of Cara’s closed door. Jillian later said that she could hear Cara and Kyle better in the hallway when she got up to go to the bathroom versus when she was in her room – even though their rooms shared a wall. Cara’s bed was on the opposite side of the room from their shared wall, and closer tot eh door. There was no sound. …Nothing. Almost a minute had gone by and Jillian jacked her thumb at her sister’s door and covered a giggle with her other hand. I still didn’t hear anything, but I figured Jillian knew what to listen for better than I did. Sure enough, after a few seconds I could hear the sound of building arousal which very quickly burst into an obvious but quiet orgasm. It was obviously muffled, perhaps her face was buried in a pillow, stuffed a****l, or sheet – but she was trying to remain relatively quiet. “We really got her worked up!” Jillian whispered with a huge smile. She slid a hand over between my legs and held my now hard cock and began to massage it, “looks like she got you going too …Shall we take care of this?” I nodded.We stood and began to head back down the hallway. Walking backwards, leading my by the erection Jillian asked, “Where to?”“You’re parents’ bedroom.” I whispered.Jillian’s face lit up and she grinned broadly, “Lead the way.”We reversed directions to the doorway just past Cara’s room. Jillian jumped onto the bed landing on her back and giggled, “Come and get me.”
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