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Double Penetration

Chapter 1

It was a late Friday night and I had just returned to my room after watching TV with my sister, Sara. I was pretty tired, but I had been looking forward to getting online to view some new porn and get myself off after a tough week at school. I was twenty and going to a two year school to get certified as an auto mechanic. With all the dirty jokes we guys threw around during class, I always came home with a bit of a buzz.

I sat down and started browsing to some of my favorite sites. I was already in my boxers and I was just about to pull my dick out when I heard a quick knock on my door and it began to open. I scrambled to try to hide what I was looking out, but not before my sister stepped into the room and gasped.

“Alex!” She said in shock.

“What are you doing coming in here?!”

“I wanted to give you your book back. Is that porn? I can’t believe you!” She said, quite upset.

Her cheeks were already flushed and her entire face seemed to be starting to heat up. I shut off my monitor and swung around angrily.

“It’s none of your business! Get out!” I scolded.

With a look on her face somewhere between shock and anger, she rushed out. I closed the door and paced the room, my heart beating strongly. I could feel myself sweating and shaking in embarrassment. My family was pretty conservative and no one knew I was into porn. A lot of thoughts kept running through my head about how it shouldn’t matter to them, how it was my business. But one thought that kept returning was how much Sara looked up to me and how much it hurt to see her so disappointed.

After taking time to cool down, I slipped out of my room to go talk to her. Our parents were already in bed upstairs, so I didn’t try to be too quiet. They were used to Sara and I being up late. I knocked on her door and after a moment, heard a quiet “Come in.”

I opened the door and found her sitting on her bed, legs and arms crossed, still looking very upset. She looked more sad than she was angry now as she looked up at me.

“Sara, I’m sorry.” I began. “Yeah, it was porn I was looking at.”

She swallowed and looked away. After a minute, she turned her head back and without looking at me, she asked, “Why are you into that stuff?”

I was silent. A moment later, she went on. “Do you know how much it hurts to see you into that stuff?”

“Why? I mean, lots of guys are into it.”

“Because of how it makes you look at girls.” She said, matter-of-factly. “It makes us look like animals. Like all we’re good for is our bodies. It’s sick.”

“Sara. Do you think that’s really what I think about women?”

She squirmed and grudgingly said no, finally looking at me.

I went and sat on her bed. “Can I be really frank?” She nodded. “The reason I do it is because I hate having wet dreams.” She tilted her head and looked a confused. “Seriously. I have to…” I paused, realizing how personal this was getting. “…I have to masturbate every four to five days or else I get those dreams.”

“So?” She said.

“Sara, it’s like peeing yourself in your sleep. It’s humiliating.”

She was quiet. I sighed. “I’m sorry. I sound like an idiot. I just hate it when that happens and watching that stuff just helps me take care of it myself.” I hung my head. “Please don’t think I look on all women like they’re what I see on the internet. I really, really don’t. I just don’t know any other way to keep that from happening.”

“Every four to five days?” Sara asked, turning her blue eyes up at me. “Isn’t that a bit more often than normal?” She asked, dubiously.

I shrugged, getting up from her bed. “I dunno. That’s how I seem to be wired. By five days, I can barely think about anything else. Sorry.”

I stepped out of her room and returned to my own. After that, I just went to bed, frustrated with myself.

Chapter 2

The next several days passed by uneventfully. I was trying hard not to get on my computer in the evenings, trying to stay away from porn after how upset Sara had been. It grew harder every day, especially by the next Friday when my body just seemed determined to ruin the decision I had made. But I held on.

On Saturday evening, I went to the bathroom we shared downstairs and knocked since Sara was inside. She opened the door and I asked if I could wash my face and brush my teeth if she was nearly done. This was a very normal ritual for the both of us, and many fights when we were kids had allowed us to learn that the best way to deal with a shared bathroom is to simply be nice and make allowances for each other.

She opened the door to let me in. She was wrapped in a towel, having just finished her shower, and was brushing her damp hair. I started washing my face off, but found myself checking her out in the mirror. That was weird. I’d seen her like this hundreds of times before, but now the sight of her in her towel, with the top edges of her breasts visible just above the towel and a lot of her long pendik escort legs showing really captivated me. To my utter dismay, I started to get an erection in my loose pajama pants. I tried to ignore it and turned a little from her and tried to focus on brushing my teeth. Then I noticed she wasn’t moving.

“Um…Alex…something going on?” I heard her ask.

I closed my eyes. “Sorry.” I mumbled around the toothbrush.

She resumed brushing her hair, but slower. When I cast a quick glance at her, she looked confused. I finished brushing my teeth and dried my face off. Fortunately the embarrassment had helped my erection to melt away.

“What’s…uh…going on?” She asked.

I had no idea what to say. I shrugged.

“You watch too much stuff this week?” She said, with a little attitude.

I gave her a look. She returned it. I sighed.

“Sara, in fact, I haven’t looked at a thing this week. Okay?”

She was obviously still confused, but looked very relieved.

“I…um…I’m just on…edge…I guess. And you look, you know…good.”

She furrowed her eyebrows and looked amused. She tried to hold it, but then laughed.

“Me? Are you serious?”

What was I going to say? I shrugged and nodded, allowing myself to smile too.

“Really?” She asked again. She couldn’t believe it.

“Um, yes, okay? I’m sorry.”

She smiled bigger. “No, it’s, it’s okay! I’m sorry; I’m not making fun of you. I’m just surprised, that’s all.” She looked at me happily for a second. “I guess I’ll just take it as a compliment.”

I smiled. “Yeah, that would be about right.”

I left the bathroom and returned to my bedroom, mortified, but relieved she hadn’t been angry. I was still really turned on and it was getting so hard not to return to my computer. But I thought of Sara, and how much this meant to her, and how much she meant to me, and I stayed clean for one more night.

Chapter 3

Sunday was relaxing, and Sara didn’t give any indication of being upset about last night. In fact, she had given me a few extra smiles. The day passed by and I was again in my room, reading before I went to bed, trying to think of anything other than sex. There was a knock on the door and Sara came in.

“Hey.” She said, quietly, but kindly. I sat up and she came over and sat on the bed with me. She sighed.

“Um, I’m sorry I reacted so angrily the other day. You know how much I hate that stuff.” She said. I nodded. “I…did some research online. I wasn’t sure I really understood what you were talking about. I didn’t realize that you guys are wired to…use it or lose it, I guess.” She looked at me and we both started to chuckle at the awkwardness of the subject.

“Use it or lose it. Yep, that’s about it.” I said, smiling.

She laughed. “See, girls can usually just ignore it. I mean, I’ve…” she paused and started to blush. “…masturbated a few times, but it’s only when I really, really need it.”

Without meaning to, I suddenly felt myself get a bit erect. Having my cute younger sister sit in my room in her PJ’s and tell me that was more than a little stimulating.

Our eyes met, and we both squirmed a little.

She looked down. “Oh gosh. I can’t believe what I’m going to ask you.” Confused, I asked what she was talking about. She let out a breath to calm herself, and then looked back at me. “Can I tell you something really, really personal and can we not let it be too weird?”

Now really worried, I agreed.

Again she sighed. She bit her lip and looked away. She took a deep breath and turned back to me. “Instead of looking at porn, I’d rather you look at me.”

My heart skipped a beat and I felt myself start to break out in a sweat. “What…um…what do you mean?” I asked. My voice had almost cracked and I swallowed hard.

She rubbed her face with her hand. “I just can’t stand to see you get into that stuff, but I know you need something to help push you over…so…I want you to help you. If it’s not too creepy, I can try to get you…you know…excited.” She swallowed. “Okay?”

I couldn’t believe this. “Are you for real?” She nodded. And she meant it. So…I agreed.

We both agreed that if I really needed to masturbate, I would come to her room and ask an hour in advance. Then we changed the subject and talked about anything else until the nervousness and embarrassment was just a memory. She left, giving me a little smile, and I slept very well.

Chapter 4

That Monday marked about the twelfth day since I had last masturbated. This whole idea of my sister’s seemed really weird, very awkward and I really didn’t know what to think of it. I spent the entire day trying to calm myself, to ignore my erections, to think peaceful thoughts of serene mountaintops. None of it was working. By the end of the day I couldn’t think about anything else but the fact that I really wanted to jerk off.

Feeling like a jerk, ironically, I stopped by Sara’s room and poked my head in. “Hey.” was all maltepe escort I said. She looked up at me from her computer and said hey back. Then she gave me an inquiring look. I shrugged and nodded, feeling really embarrassed. She smiled nicely at me and said simply, “Ok. I’ll be over in a little bit.”

I returned to my room and sat on my bed, my mind a complete mess and my dick throbbing. I thought about Sara and our relationship as brother and sister. She was eighteen and finishing her senior year at high school. Our family had moved around a lot when we were kids so we learned to stick together pretty close. She was really pretty; she worked out often and had a great sense of humor. And I knew she looked up to me, a lot. As her big brother, it was really hard to believe what she wanted me to do – to look at her as a girl, let myself be turned on by her and actually masturbate in front of her.

My thoughts were interrupted by Sara’s gentle knock on the door. She came in and closed the door behind her, giving me a little smile. She was wearing her PJ’s which consisted of a pair of striped shorts and a loose, light blue tank top that hung down just enough to show some of her cleavage.

“So…how should we start?” She asked. There was a moment’s pause as we looked at each other and then we both cracked up.

“Gosh this is weird,” I said, still chuckling. “I don’t think I can do this in front of you.”

She smiled kindly. “Well just get under the covers. I don’t need to see everything you’re doing.” I did as she suggested and got under the sheets on my bed. She giggled a little as I struggled to work my pants and boxers off. Finally undressed and fully covered, I couldn’t help but blush, but neither could she.

“Should I do anything? I don’t know what you need to get started,” She said.

I cleared my throat. “Uh, I’d feel weird giving you suggestions. Just do whatever. It’s not going to take much tonight.” And I was being very honest. My dick was already stiff as a board and I was grateful she couldn’t see since I had my knees pulled up and the sheets held away.

I felt blood rushing to my head as I watched her look herself over. She pulled her long, blond hair away from one side of her face. She glanced up at me and smiled, blushing. Slowly, she reached up and slipped one of the spaghetti straps of her tank top down one shoulder, then the other. Holding the top edge with her hands, she slowly lowered it down her chest, bringing more of her skin into view. I was already methodically stroking my cock as more of her cleavage came into view. Her breasts were fairly full and her skin was flawless and smooth. She stopped drawing the edge down when half of her breasts were exposed, then leaned forward a little to let me see down through her cleavage a little further.

She looked up at me, smiling sweetly, and said, “How’s this?” just as I began to ejaculate. Her eyebrow rose for a moment as she watched me straining and trembling as my semen squirted out onto my stomach and chest. In brief thoughts through my climax, I thought about how glad I was she couldn’t see through the sheets as I made an absolute mess. Eventually my trembling stopped and my vision cleared to see her still smiling at me.

Looking very pleased with herself, she slipped her straps back up and walked to the door. “I’ll let you clean up. Just let me know when you need me again.” When the door closed behind her, I quickly cleaned myself off, then fell back in bed and went to sleep, exhausted.

Chapter 5

I thought the next day was going to be really awkward around Sara, but it turned out I was wrong. While my parents were getting ready for work, Sara and I ate breakfast together; she was in the sweetest mood she’d been in for a while. We talked and laughed and last night’s event wasn’t mentioned except by little grins at each other. We both left for the day, me to my classes and her to her school and that evening we were both in a good mood and spent some time watching a movie in the den together.

Later that Wednesday, I was feeling that familiar urge. Again I tried to ignore it, but it always seems that whatever you try not to think about becomes the one thing you can’t stop thinking about. So when my parents left to head to bed, I looked over at Sara who was on the couch next to me watching TV and smiled.

She looked at be and tilted her head inquisitively, then grinned. “I thought it was supposed to be every four to five days!” she teased. I grinned and shrugged. “Okay,” She said. “I’ll come over when we go to bed.”

About an hour later, we shut off the TV and headed back to my room. “Any suggestions?” She inquired as she closed the door.

I got into bed and began wrestling my clothes off as she giggled at me. “Uh, no. Just whatever you feel like.”

With the sheets covering me and my knees raised like last time, I gripped my penis and started stroking it as I looked at her. She blushed a little, then looked kartal escort down and started to untie her pajama shorts. She looked at me and turned around with a little smile, then started to pull her shorts down. Her maroon panties came into view. I thought she would stop after pulling down her shorts a little bit, but she slipped them down to her feet, then spread her legs a little and looked back at me over her shoulder.

Her panties weren’t quite thongs, but they sunk between her cheeks, giving me a fantastic view of her firm, round butt. She smiled back at me and lifted her shirt a little, to just under her breasts. I let my eyes travel all over her back as began to stroke myself harder. I noticed she was watching the sheets move as I jerked myself off. As she watched, her face looked a little different now and I noticed her cheeks get a little rosy. She looked back up at me.

“Need a little more help?” She asked, and without waiting for my reply she let go of her shirt to let it fall, but pulled the back of her panties down just a few inches until the tip of her crack was showing. I couldn’t hold it back anymore. I climaxed and started to shoot. She watched me straining under the covers, seeing the sheets shake as my hand pumped the cum from my body, smiling happily. When I had finished and let out a big gasp, she playfully slipped her shorts back up. Before I knew what she was doing, she came up to me and gave me a playful peck on the cheek before walking back out the door. I threw the sheets off me and just laid there, covered in my own cum, deliriously happy.

Chapter 6

The rest of the week I found that I was pretty well at ease. I was thinking clearly and didn’t feel the need to ask Sara for any help. So it came as some surprise late Saturday night when I heard a knock on my bedroom door and in came my sister. She was wearing PJ’s with a light rose t-shirt and red plaid shorts.

“Hey,” She said. “Is everything alright? It’s been a few days.”

I nodded. “Yeah, I’m doing fine. Why, are you worried I’d start using my computer again?”

I could tell by her face that that was the main thought she had. But there was something else too. “Well, I trust you. I just wanted to check and make sure you weren’t in the mood tonight.” She seemed to be blushing a little more than she should.

I smiled and kidded, “Well, I mean, I’m a guy. I can get in the mood in just a few seconds!”

She grinned and pulled her hair behind her shoulder. “Would you want to?”

“Sure!” I said. “Are you starting to enjoy this as much as I am?”

She blushed a little deeper. She smiled shyly and said, “Yeah, I guess so. After the last time, I was a little turned on.”

Curious, I tilted my head and asked, “May I ask what from?”

She shrugged. “I guess it was just knowing how excited I was making you, and the look on your face when you were…getting off…” She laughed awkwardly. Sara paused. “Can I…um…ask you a favor?”


“Would you feel okay if you left your sheets off and wore your boxers instead?”

My heart started beating pretty hard. “Uh, yeah, sure!” I said. After an awkward pause, I lifted the sheets and threw them aside. I was already ready for bed and was wearing a t-shirt and boxers.

Sara already looked a little more relaxed and happy now as she took a glance at my boxers. “Ready?” She asked. After I nodded she gave me a happy smile and playfully spun around, swinging her hair in a broad arc. She looked back over her shoulder at me and said, “I figured I’d start with what I know you like!” She said as she started to pull her shorts down. I watched her beautiful ass come into view once again, noticing that she was wearing a thinner, tighter pair of pink panties than before. As she bent over to slide her shorts down her thighs, I was presented with a spectacular view. Her panties were already pretty deep between her cheeks, exposing much more of her butt cheeks than she probably intended. She stood back up and looked back at me. I could have sworn she was sweating a little.

I saw her glance at the bulge that had formed in my boxers. “Mind if I start?” I asked. Silently she shook her head no, seeming to be a little nervous as she watched me reach a hand down to my groin. I didn’t want to just grab myself and start pumping, since she was watching, so I contented myself with sliding my hand over my dick and massaging it up and down. Sara swallowed as she watched. I tried to ignore her stare and looked back down at her lovely ass. Her cheeks were so toned and firm! I couldn’t help but think about how they must feel. I then realized that I had just let out a few drops of pre-cum, and watched my sister’s face out of the corner of my eye.

Sara cleared her throat a little and asked, “Want a little more?” I just answered by smiling. She smiled back, still seeming anxious, and began to pull her panties down. This time, she pulled them more than halfway down, just under the crest of each fleshy mound, leaving me an unobstructed view of the top of her ass. I couldn’t help but to rub my hand on my dick even more firmly as I stared at her beautiful flesh. She had turned her face away from me for the moment so I barely heard her say, “How’s that?”

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