My Sisters Slutty Circle: 5

Book:Crazy Pleasure (Erotica) Published:2025-2-5

A whimper from the couch turned both of our heads as Mandy sucked on the fingers she had just pulled from her bare pussy and rubbed her clit to an orgasm. She had a look of pure lust on her face as she came HARD and squirted in our direction. Wow! I had never seen that before. Lisa laughed softly and stood up, walking over and kissing her friend on the mouth softly before handing me my shorts and telling me I needed to go to bed. I thought about objecting, but the post-orgasm wave of calm had hit me, and I headed to my bedroom. I pulled on some boxers and pulled off my shirt before collapsing on the bed to sleep.
The next morning, I woke up to find I wasn’t alone in bed. I was lying on my back, and someone had their head on my chest and my arm around them, with my hand resting on the small of her back. As I came to, I could tell it wasn’t Lisa, as the breasts smashed into my torso were of good size. I rubbed the body and knew they were clothed, with at least a shirt on. I sensed I was still shirtless, but I could feel the cotton of my boxers on my hard dick. I sported a serious case of morning wood. That wasn’t necessarily a bad thing after last night. Last night’s fun replayed in my mind. Holy crap, what a turn of events! My dick throbbed a little as I recounted the blowjob from Lisa and seeing Mandy squirt as she masturbated hard on the floor. Holy crap indeed! A hand started moving along my chest. She stirred beside me. I opened my eyes and saw Heather staring back at me. “Morning bro,” she purred.
I shot upright in my bed. She rolled off me and stretched lazily, her shirt riding perilously high up her mid-section. “What are you doing in here?” I asked, startled. Apparently, Mandy had been snoring loudly during the night and Heather couldn’t sleep. Then she came in the bedroom to use the bathroom and saw me lying in bed and decided I looked comfortable.
“I mean, we shared a hotel bed on all those family vacations.” True. I told her I didn’t mind, I was just surprised. She got up and went in the bathroom. Again, I watched her perfect ass sway in some tiny shorts as she did. She looked back at me, closing the door behind her with a grin. Crap. I was busted staring at my sister’s ass, this time by my sister herself!
I pulled a shirt on and went out into the den. Lisa was in the recliner and Mandy on the couch, both asleep, and covered with blankets. Oh well, nothing else to see here. I busied myself with making some breakfast and Heather came out to roust the crew. They showered, packed up, and got ready to leave. Again, each giving me a big hug and kiss on the cheek. Lisa winked at me, and Mandy pressed a finger to my lips. I thought I could smell the faintest remnants of her arousal on there, but that could have just been my dick thinking instead.
Once again, things went back to normal for a while. The girls came over a couple times a week now. I graded papers, they did homework or watched movies. Mandy, Lisa and I might exchange a stray glance here and there, but nothing out of the ordinary occurred. They’d go out on occasion, and I had a couple of unsuccessful dates. Life was normal. Typical. Heather would sleep in my bed with me when they stayed over, but nothing even remotely regrettable happened. I was comfortable, she said.
Then they slept over again one Saturday night. I had a date, and they wanted a chick flick marathon. Heather picked out my clothes for the date and the girls all sent me off with a kiss on the cheek. I came in from my date hours later. The date had gone alright, the girl was a grad student, cute and friendly enough, but there was no real chemistry between us. The awkward good night kiss I received told me that would be the end of that. I found my apartment quiet, the girls were all asleep, with Mandy snoring in the recliner, and Lisa on the couch. And Heather… was in my bed. I stripped to my boxers and slid in beside her. It was still a little awkward to me, but she seemed normal with co-sleeping, so I did my best to push incestuous thoughts from my mind.
I woke again to her head on my chest, my arm on the small of her back, this time up under her shirt. Her hand was on the waist of my boxers. Fuck. That realization alone would have made me hard. Add in a sexless date night and some typical morning wood, and I was tenting my boxers severely this morning. Heather stirred after a while, and as she woke up, she ended up dragging her hand down my body and it brushed over my hard dick. There was no mistake, she had to have felt that. Heather didn’t say a word. She bid me a typical “Morning bro” and headed into the bathroom as if nothing unusual had just happened. I rose, dressed and once again returned to the kitchen to work on some breakfast. Mandy and Lisa were just as I had seen them last night, all covered up and asleep. Heather emerged with a gorgeous smile. She woke her friends. They ate, packed and left, but not until I got my hugs and cheek kissed.
I was enjoying the regular company. Heather and I had gotten closer than ever before. We had actual conversations. I learned about her boyfriends and how far she had gone with each. I came to the realization that my sister was a strong, confident, and yes, sexual woman. Lisa and Mandy would tease me here and there, and they all had a fun sexuality about them that was unmistakable. After one rather bad date, I really considered asking Mandy out. Lisa was dating someone at the time, and Mandy was always a flirt and fun to be around, so why not? But in the end, I chickened out. Why ruin a great thing?
Then ‘That Day’ happened. I slept in late on a Saturday morning, with no papers to grade or work to do or any real plans for the day. I eventually drug myself out of bed. I was in the shower, mulling over what to do, when I decided I was hungry and wanted food. Without thinking, I stepped out of the shower, dried off, then walked bare-ass naked into the kitchen. It was, after all, my apartment, and something I had done countless times before.
In the kitchen, I froze. Heather stood there in the tiniest of bikini tops and shortest of short shorts. She was opening a bottle of water and her eyes bulged when she saw me. After what was, in all reality, just six or seven seconds, but felt like hours, I covered my dick with my hands and backed out of the kitchen, then dashed to my room. By the time I got there, I was extremely hard. Throbbing hard. I grabbed a pair of boxers and walked back out of the bedroom. Heather was gone. I looked around and saw her keys on the table. She hadn’t left. Then I saw her, outside on the small balcony, lying on a towel. Her eyes closed, earbuds in, sunning herself in the sexiest bikini known to man. Small scraps of white material covered her nipples, the rest of her perfect tits exposed for all to see. Thin string connected them together and tied around her neck. The same thin string along her hips and down, keeping another miniscule bit of cloth in place over her labia. The material was so small, the top half of her thin landing strip of pubic hair could be seen. I am talking an obscenely small bikini. I could only assume what the back side looked like.
I stared. I captured that mental image. I memorized every inch of her skin I could see. I knew I would be jerking off to it repeatedly. I was hard, and without realizing it, I had my hand on my dick. Heather had her eyes closed and was moving her head back and forth lightly, mouthing the words to whatever tune filled her head. My sister was stunningly sexy. I went back to my room and pulled my boxers down. I grabbed my dick and started jerking it. Not a light touch, not a tease, I was furiously stroking my cock as fast as I could. I needed to cum. BADLY. I saw the picture of her in my mind. Those perfect tits, the trail of pubic hair peeking out from the bikini bottom covering her pussy. My sister’s perfect pussy.
I was close. I hadn’t considered what was going to happen. I just wanted to cum. Standing in the middle of my room, I was about to cum all over the floor. I’d have to clean it up later, but I did not care. So close. Then I heard “Chase, are you dressed? I need to pee.” Fuuuuuuck.
I pulled my shorts up in time as she creaked the door open. She scooted past me and closed the bathroom door. I groaned softly. I pulled on a t-shirt and left the room. Heather came out after another minute and joined me in the den. “Sorry about earlier big brother.” Did she emphasize big? Or was I hearing things? Did she just glance at my crotch? She had wanted to lay out, but there were too many people by the pool. My balcony was small, but private enough where she could wear her ‘other’ bikini. “I have that red one, but this one I won’t wear in public.” I understood why. It took all my willpower to look her in the eyes and not stare at her tits. I laughed nervously and told her it was ok. I just didn’t know she was there when I had come out of the shower. “I could tell,” she giggled. Mandy was visiting family and Lisa doing some research for a paper, so she was all alone.
We chatted for a while, all the while I was seriously distracted by the amount of skin she was showing off to me. Then decided we were hungry. I suggested we go out to eat and she agreed. She went to shower, and I watched that perfect ass again as it walked into my bedroom. I shook my head and then noticed she had turned around as she reached the bedroom door. Damn. She had caught me staring at her ass again. I hoped she wouldn’t be freaked out or anything. And my dick was still hard in my boxers. No way she missed that. She showered off the tanning oil and emerged from the bedroom wrapped in just a towel, having left her clothes in the den earlier. Fuck she looked good like that. I had to get a grip on myself.
I went in my room to change. I grabbed some simple khakis and an orange polo shirt. I came out and Heather was in a little flowy sundress, white with a blue floral pattern. It hit her mid-thigh perfectly and her tits practically billowed out the top. In the right light I swore it might be see-through. Holy Fuck. I thought I was going to die. She was simply gorgeous.