My Sisters Boyfriends

By DerekGuy

Published on May 10, 2010

Bisexual

Note: This story series includes depictions of gay and straight sex between teenagers. If that's not your thing or if it is illegal for you to read this story, then stop. This story is completely made up and does not depict anything true.

Comments, suggestions, and helpful feedback are welcome - e-mail me at DerekGuy17@gmail.com

Check out all my stories at /nifty/authors.html#derekguy

Characters: Me: Jesse - 14 Freshman

My Sisters: Stephanie - 16, Sophomore Melissa - 18, Senior

My Sisters' Boyfriends: Lukas - 15, Stephanie's boyfriend, Sophomore (the twink) Shawn - 18, Melissa's boyfriend, Senior (the stud)

My Sisters' Boyfriends - Part 3

Saturday 9:15 p.m.

I had sat there naked for at least 10 minutes. I had just gotten my first blowjob and from the hottest senior in the school. I focused only on that fact and the mental images of Shawn's face around my dick.

Fuck. I got the phone. It was actually Stephanie's friend Marie who couldn't get a response from Steph's cell phone. I was about to tell her that she was with Lukas, but realized that could get back to our parents. "Our aunt is sick, so she is dealing with our mom. We can't really talk. She'll call you tomorrow." That was vague enough. I hung up.

It was mom. She was upset with the quick way I got her off the phone before. I tried to make it out like I had diarrhea, but had to be careful that she didn't think I was actually sick or had food poisoning. We chatted briefly as she updated me that Aunt Susan was okay, but they'd need to stay at least until mid-day tomorrow. Since she still treated me like I was 8, she didn't tell what was wrong. I made sure she knew to call grandma.

Mom confirmed that I ate dinner and that the girls were treating me well and were alone. "Yes mom. We had dinner, hung out, and now I am in my room playing video games....Uhhh...I don't know what they are doing. They are in their rooms....Yes, alone! Who would be with them?" But mom wasn't satisfied. And that's when I found myself standing in front of Stephanie's door having left the phone on hold.

I knocked quietly. "Steph? Steph? Mom wants to talk to you.' I heard nothing at first and then a grunt that might have meant come on in. So I gently opened her door.

On her bed were two naked bodies. Stephanie was hunched over on her knees and elbows. Shawn was kneeling behind her. He was thrusting his hips back and forth and I stared. Shawn had a giant dick. I mean, it looked big to me. He was pushing it into my sister's ass as she grunted with each thrust. He wasn't wearing a condom, I also noticed. Shawn's body was muscular and well-defined. His skin was darker than mine, but he was hairy on his legs, arm, chest, and stomach forming a trail leading to his crotch. He also had a small tattoo I couldn't quite make out on his left arm.

"Steph, Mom says she has to talk to you," I somehow coherently said as I stared at Shawn's fulfillment of his early promise of fucking my sister's virgin ass. Stephanie beckoned me closer and I reached over and gave her the cordless phone on her nightstand.

"Yeahhh, Mom?" she used the grunts to force out the words. "Fine. Cramps." She pressed the mute button and told Shawn to stop for a sec. He paused with his cock fully inserted in the sophomore's ass cheeks. Un-muting the phone, she quickly spilled out, "I took something....Gonna sleep. It's just cramps. Okay? Talk to you tomorrow. Everything is fine. We're fine. I just want to sleep. Love you." She listened for another second, grunted affirmation, put the phone on hold, and tossed it to me. "She wants 'Lissa." With that, Shawn began thrusting again and she offered sounds of pain and pleasure with freedom to be as loud as wanted.

I stared for another few seconds. Shawn looked at me and gave me an award-winning friendly smile. This made me uncomfortable and I quickly left her room. Heading one door over, I faced a similar closed door with small grunts behind it. I was reluctant, but also eager to open it and see what was going on behind it. I turned the knob.

Melissa was on the floor, I think on her knees, completely naked. Sitting at the edge of her bed was Lukas. He was also naked. Unlike Shawn, Lukas had lighter skin cooler and, similar to me, almost no body hair. He had some muscle definition though. At this moment, it was clear, his dick was buried in my sister's mouth and he was aggressively thrusting.

I picked up the phone as I moved to the side so I could get a better look. "Mom, Melissa is in the shower. Should she call you when she's out?" I was now at an angle, I could watch Lukas' nice looking dick as Melissa was licking the bottom and moving to his balls. She seemed oblivious of my words. Lukas was staring at me with a mixture of rapture and curiosity. "Okay, she'll talk to you next time you call. But Melissa said she's going to sleep early too. Yeah, I guess if you trap us in the house, there isn't much to do, but sleep....Okay, love to Aunt Susan." I hung up, stared for a few more seconds, and left the room.

Saturday 10:35 p.m. Everyone was in the kitchen snacking. No one said a word about anything. Each of my sisters were standing with their own boyfriend as always, hanging off their arms, cooing in their ears. The boys held up their end of the act with less polish, but tried to ignore the others in the room.

Five groans were met with my grabbing the phone from Stephanie. "Hi mom," I chirped. "Just fine. Nothing. No Stephanie went to sleep and Melissa is watching TV. Yeah, one sec."

I passed the phone to Melissa who shooed out the four of us. She had to hear the full Aunt Susan story sometime and it seemed now was it.

"Good save," Shawn whispered.

"Saves," Lukas emphasized.

I smiled at both of these gods. I wondered when Lukas was going to fulfill his part of the loss of the game, but I didn't want to seem too eager. I simply went into the living room and flipped on Saturday Night Live. The others joined me including, after just a couple minutes, Melissa. 'Lissa said it was all fine and Mom isn't calling again, but that she had to answer both her and Stephanie's cell phones if mom called there.

"Your mom is..." Shawn offered.

"We know," Melissa, Steph, and I are all answered with an exasperated sigh of a lifetime.

We watched the new episode together for a while before Stephanie and Lukas excused themselves and went off upstairs. I was soon uncomfortable as Shawn and Melissa snuggled together and started touching each other. I headed upstairs myself.

Sunday 12:10 a.m. The knock on my door was hesitant. I was lying in bed having finished watching SNL and now planning to jack off to memories of this evening. "Come in," I called out.

Shawn walked in alone. "Hey, Jesse. How's it going?"

I was a bit petrified. Was he here to threaten me, keep me from exposing his actions of earlier?

"You okay?" he asked and I nodded in nervous agreement. "So, here's the thing. I know you'll keep everything that happened tonight in the house a secret from...well, everyone, right?" I nodded again with more force.

"You walked in on my and Stephanie at a bit of a...moment. I think you know that I am a guy who likes certain things and gets what I like. And I like fucking girls in the ass." I couldn't think of anything sensible to say, so I just nodded again. Shawn sat at the foot of my bed. "So, I was thinking. I know you like guys and I've seen you watching me. Since I was the first guy to, well, blow you - and that was my first time doing it too." I nodded like an idiot again. "I thought, maybe, we could try another first and I could be the first guy to, well, I mean, the first, well, to fuck you."

There was a moment's pause before I simply nodded. Then I realized what Shawn had said. He smiled that superstar smile and closed my bedroom door without getting a response. None of our bedrooms had locks on the door, so he pushed a chair in front of it like in the movies.

"Where's Melissa?" was all I could think of.

"She fell asleep. She's fine. Don't think about her. Just about now." Shawn moved towards me removing his shirt. He grabbed my right hand and held it against his hard pec. I rubbed his chest and twirled the hair in my hand. My other hand crept up and started to stroke his hair. After a few seconds, I was ready to kiss this athletic wonder, but I resisted.

Shawn pulled my t-shirt off. I was so hard already, I wondered if it could be seen by Shawn through the blanket. Shawn lost his jeans quickly. He had come in barefoot. With only his boxer-briefs on, I pushed his hand aside and inserted my own behind the elastic. Shawn smiled and let me be aggressive. He moved closer to me on the bed as I amazed myself by exploring behind the fabric.

Reaching in, I touched another dick for the first time in my life. It wasn't very hard, but it felt wonderful against my hand. I stuck my other hand into the underwear and soon pushed the fabric down to his thighs. Staring at me was a semi-erect cock. There was a bushy collection of pubic hair. I stroked the throbbing member and it began to grow. Then, without a word or thought, I opened my mouth and began to lick the head of his dick.

Giving my first blowjob was exciting. I didn't try take too much in, but to use my lips and tongue as best I could. Shawn looked down on me with pleasure and let me explore him for a few moments. Then he stepped back, depriving me of my new sucking candy, and pulled the blanket and sheet off the bed. I was wearing flannel sleep pants with my dick pressing firmly against the fabric.

Shawn wasted little time removing my remaining clothing. I hoped he might engage in a little but of cocksucking, but soon he was on the bed right next to me with his hard dick already pushing against my buttcheeks.

"It'll hurt, but only for a little bit. And if you try and relax, it'll hurt less." I wondered how many girls he had said this too. I wondered if I was the first boy.

He lifted my right leg up and then spread my asscheeks with his hands. No condom. But something wet was rubbing against my ass. He had pulled some lube from somewhere and was applying. A finger pushed into my butthole. It had to be the strangest sensation of my life.

Then the finger was gone and replaced with something much bigger. I turned y head to look, but I couldn't turn it far enough to see anything. I felt some pressure and then a push. It felt weird, but soon another push. And another. Now I felt like I was taking a dump. I thought he was surely all the way in when he whispered, "Halfway."

I held my breath and tried to let my body go limp as Shawn pushed his whole member into my butthole. Before I could react, he was pulling back and pushing in again. And again. And again. I had been completely silent up until now, a bit afraid that Melissa would see us and be mad at me. I now let out a little groan of pleasure, as Shawn begin pressing with fervor and grunting himself.

It seemed like an eternity - one that had moments of ecstasy and a few more of pain - as Shawn was indefatigable in his constant thrusting. At last, I heard him groan and slow his movements and then stop. Then the pushing began again for a couple times before he pulled out. I felt like I had shit a tree.

I turned onto my other shoulder and saw his wet, sticky, still huge cock dangle between his legs. He grabbed tissues from my nightstand and wiped himself off. "That was awesome, sport," he whispered. "Now you're my first in two ways."

I smiled and flopped onto my back.

"Did you like it?" he asked out of obligation. I nodded, but he was staring at my flaccid cock. Just the look made it start to dance and rise. "You better take care of yourself," he advised. I nodded with sadness. I hoped he would help me out.

Shawn was dressed quickly as I lay there nude on my bed, my cock at 3/4 hardness. He took one step towards the door, had a moment of thought that lasted an eternity, and then looked back at me saying, "Do you want me too..."

"Yes," I stated concretely. Shawn chuckled. He dropped to his knees at the side of the bed. His right hand moved towards my cock and he began to stroke it up and down.

Having never given a handjob, Shawn actually needed some slight guidance from me. I certainly knew what my dick liked in terms of stimulation by hand.

"Huh," he muttered in recognition. I looked for further clarification and Shawn spelled out his thoughts. "I've now fucked all three siblings in the ass - 'Lissa, Steph, and you. That's cool."

I didn't see his big excitement, but that may have been because I was reaching explosion. Shawn could see it in my face. He handed my some tissues and said he didn't want to get all sticky as he let go of my dick. I quickly grabbed myself and jerked another 30 seconds before shooting into the tissues and my hand.

Shawn jumped up and pushed the chair away from the door. "See you in the morning, Sport." Then he was gone.

To be continued...

Next: Chapter 4


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