First time with my BF’s Sister

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(True Story: Brittany)

Hello all my name is Brittany! My husband has posted about when he had sex with his sister for the first time, so I decided I would tell the story about when I had sex with Emily for the first time.

Enzo and I had been dating for over a year and our first child, April, has just been born a few months earlier. I know I still can’t believe I had a child at 16. I was spending the weekend with Enzo June 1991, it was late at night and Enzo, Emily, and myself were in the living room watching TV. Enzo’s parents were away for the weekend with their friends. (I later found out they were with swingers.) I was still nursing April so my breasts were lactating, they were slightly bigger than my normal D cups. It was incredibly hard to find the right size bra, so I was wearing a tank top and shorts.

Enzo and I were sitting on the corner of the left side of the couch, cuddling each other. Emily was on the right corner. Enzo was only wearing a pair of sweatpants. Emily was wearing sweatpants and a cropped T-Shirt. I’ve always considered Emily to be beautiful, I was jealous that Enzo was able to fuck her. Not that my sister wasn’t as good looking as she was, but Emily would be different. I’ve been bi-curious since I was 14 and had sex with my sister. Since then I’ve had sex with my mother, father, and my brother. And now Enzo.

Enzo was fast asleep, slightly snoring. Emily and I were talking about random things when she said,

“Has Enzo told you about me?” I looked at her and smiled, I knew exactly what she was talking about.

“Yes, he told me everything. I don’t mind it one bit. I do things with my sister as well.” Emily seemed to be shocked.

“I thought it was only our family who were the weird ones.” She said.

“I hear it happens a lot. Can I speak honestly?” I asked.

“Yes of course you can, we might be sisters one day after all.”

“Enzo has gone into detail about what you and him have done, and it turns me on everytime. Each time he tells me a story about having sex with you, him and I end up having some of the best sex we’ve ever had together.” Emily smiled, she knew what I was trying to do. She inched closer and closer to me.

“Sometimes when we have sex, I have him describe how it was fucking you. That’s how he got so good at describing sex.” She stopped moving when she was right next to me, her eyes peering into mine. My thigh touching hers, feeling the fabric of her sweatpants. Her hand softly set on my upper thigh. “When he tells me all the dirty things he does to you, I can’t help but imagine my brother fucking you in front of me.” She started rubbing the inside of my thigh sensually, out of pure instinct my legs began to spread. She kept rubbing stopping every time before she reached my already throbbing pussy.

“Can you tell me more things you imagine?” I whispered. Emily turned so she was facing me and not the TV. Her hand moved up from my thigh to my stomach and then just under my left breast.

“I imagine you screaming his name as he fucks you. I imagine you pointing to me, beckoning me to come to you.” Her hand raised up, massaging my left tit. “I imagine going to you, your perfect body covered in sweat and juices. These,” Emily began pinching my nipple. A low moan escaped from my mouth, “perfect nipples standing up, showing how horny you are.” Her other hand slid under my shirt then to the seam of my shorts stopping just above my lips. “I imagine your sweet pussy covered in your juices.” She then stuck her hand in, cupping my pussy.

I moaned louder, Enzo stirred slightly. Emily then with the tip of her finger started rubbing the tip of my clit. I moaned again. Emily removed her hand from my tit, and set it on the side of my face and turned my head to look at her. “I imagine your beautiful face in ecstasy,” she then inserted her index finger inside and curled it upward, she immediately found my g spot and rubbed it. I couldn’t help but moan and wither in the ecstasy she was looking for. She stared at me without looking away, she seemed almost mesmerized, “I then imagine my lips touching yours.” She moved her hand from the side of my face to the back of my head, she then pushed my head closer to hers until we were an inch from each other. She then leaned in and kissed me, she snaked her tongue in and entangled it with mine. As soon as we started making out, she rubbed my nub faster. I moaned into her mouth.

Emily broke the kiss and removed her finger from my pussy. She brought her finger up showing how it was completely covered in wetness. She then took it in her mouth sucking all the juices from it, leaving only her saliva. She then kissed me again, “You taste amazing,” she said. She leaned me up from Enzo and turned me toward her. She then kissed me again, her hands went underneath my shirt, rubbing my back. She started kissing down my neck. My breathing hardened. She then broke away once again, leaving my body wanting more. She smiled and removed my shirt. With my tits jiggling in freedom she cupped both in her hands. She massaged them, “They look better than I imagined.” She said pinching one of my nipples.

Emily leaned me on to the couch, next to Enzo. She then stuck her hand inside my shorts and started rubbing my clit. She kissed me and then down my neck. She kept kissing down until she took my hard nipple into her mouth, she flicked it with her tongue a few times and started sucking on it. She then moved her head back smacking her lips.

“I forgot you were lactating.” She said licking her lips.

“I am so sorry.” I apologized. She smiled and kissed me.

“It’s okay it taste good, everything tastes good.” She then went back to sucking on my nipple. She then put two fingers inside me, slowly fucking me with them. I moaned her name loudly. I felt some movement next to me.

“What’s going on?” Enzo asked sleepily. Emily didn’t stop fucking me with her fingers, she raised her from my nipple and looked right at Enzo.

“We are bonding, do you want to bond with us?” She said in the most seductive voice I’ve ever heard. I looked towards Enzo, and smiled.

“She is so good at this, join us baby.” I said halfway moaning. Enzo smiled and kissed me.

“Take those pants off.” Emily commanded to Enzo. Enzo nodded and removed his sweatpants and briefs. His dick hung out halfway hard. Enzo sat back down. Emily pointed to his dick.

“Be a dear and get my brother hard.” She ordered. I moved my hand and wrapped it around Enzo’s dick, I slowly began to stroke it. Emily removed her fingers from me and got up.

“You guys look so comfortable. I want to be comfortable too.” She said before she took her shirt off, her tits were amazingly perky, her nipples hard. Over last summer, the summer of 1991, her tits grew a whole other cup size, from a B to a C. She then pulled down her sweatpants revealing a trimmed bush, her pussy shimmering from her juices. She then twirled around, and shook her ass. She has been going to a gym for a year now, and you could tell. She was definitely curvier since the first time I met her. Her ass wasn’t that big back then, but now it was a perfect shape. I naturally had a big ass, but hers looked firm. It was an ass you can only get from working out.

“You are so beautiful.” I said. I could feel Enzo’s cock twitch when she removed her clothes. He was fully hard now. “I think Enzo thinks so too.” I chuckled.

“Thank you.” She said and then she went to me and kissed me. One of her hands went to my tit. I continued stroking Enzo’s cock. Emily then kissed down my body taking each one of my nipples in her mouth. She continued down and kissed my pussy through my shorts. “Let’s get these off of you.” She said, she grabbed the seams and pulled down I lifted my pelvis in the air so she could pull them off easier. I sat back on the couch. Emily traced my pussy lips with her finger. “You have such a beautiful pussy.” She then kissed it softly. She grabbed my hips and pulled me down to the edge of the couch. She then shoved her face into my pussy, her tongue licking inside and outside my lips. A loud moan escaped from my mouth.

Enzo then leaned in and took one of nipples into his mouth. I moaned again. He already knew I was lactating, he was used to it by now. I started stroking Enzo faster. Then I felt two fingers push their way inside me, I gasped. Emily licked my clit as she fucked me with her fingers. I looked at Enzo, my hand squeezing his cock. He kissed me.

“Sit on… the… arm rest…” I moaned out to Enzo. He moved himself onto the arm rest his cock now more easily accessible. I leaned down and took his cock in my mouth. Emily wasn’t the only one who changed since we met, Enzo was taller and a little more muscular. But the biggest change was his dick growing a whole 2 inches. He was now a little over 8 inches fully erect. I began sucking his cock taking it as deep into my mouth as I could, a few time deep enough to where I’d gag.

Emily stopped licking my clit and looked up.

“I want to watch you fuck my little brother.” Emily stated. I removed my mouth from Enzo’s cock and lied down on the couch. “No I want to see you ride him.” Emily said. Enzo sat on the couch, and I was about to swing my leg over him when Emily stopped me. She kissed me hard and then turned me around. “Face me.” She said as she kneeled down in between Enzo’s legs. I backed up to Enzo and lowered myself down, Emily positioned Enzo’s cock under my pussy. With her other hand she grabbed my hip and lowered me down, inserting Enzo’s penis inside me. I moaned loudly feeling my pussy stretching out, taking the girth and length of his big cock. Once he was all the way inside me, I began to ride him. “Yes take all of my brother’s cock!” She exclaimed.

I could feel his cock rubbing against my nub inside me. I moaned wildly, screaming his name. Emily watched me bounce on her brother’s cock, her right hand was rubbing her clit. “Fuck him harder!” She demanded over my loud moaning. I responded by bouncing harder, that everytime our thighs touched they would slap together making a loud noise. Emily then stood up and kissed me. I wiggled my hips. She then kissed down and licked my clit. I continued fucking Enzo, with Emily licking both my clit and Enzo’s cock. Emily had both her hands on my tits massaging them. I was filled with so much pleasure I orgasmed, violently shaking on his cock, as wave after wave of euphoria washed over me.

When my orgasm subsided I sat there, Enzo still inside me, breathing heavily. Emily was standing smiling at me.

“I could watch you cum on my brother’s cock all day.” She said. I laughed and got off of Enzo. I kissed Emily pushing our tits together.

“It’s your turn.” I said as I turned her around and guided her to Enzo. Emily smiled.

“Hold on.” She then kneeled down and took Enzo’s cock and started licking my juices. “You taste so good. Try.” I kneeled next to Emily and helped her lick Enzo’s cock clean. I did taste good, it was sweet tasting.

Emily then took all of Enzo’s cock into her mouth. She started sucking and gagging. It was an incredible sight watching a sister gag on her brother’s cock. I sat next to Enzo facing them and started rubbing my pussy. I couldn’t tell if it was wet from the fucking or from the scene in front of me.

Emily then took a hand and stroked Enzo’s cock while she sucked on his hand. Enzo moaned. He was enjoying it. Emily started stroking faster and sucking harder. She wanted him to cum in her mouth.

I leaned forward and kissed Enzo, “Cum in your sister’s mouth for me baby.” Enzo nodded. I knelt down next Emily laying my chin on Enzo’s thigh. I reached down and started rubbing Emily’s pussy. She moaned on her brother’s cock.

After a few moments Enzo came, and Emily started milking his cum out of his cock. Enzo twitched a few times. Emily raised her head from his cock, a strand of semen hanging from her mouth to his tip. Emily pushed my head down a little motioning to the strand. I smiled licked the strand from Enzo’s tip. It was no stuck on my tongue and to Emily’s mouth. Emily leaned in and kissed me, my mouth opened to accept her tongue. I got her tongue and a mouthful of Enzo’s cum. We made out until the cum was either swallowed or dripping from our mouths.

“It’s your turn.” I told Emily. She smiled.

“It’s okay we have all week for that, I just want to watch you fuck him for now.”

We spent that whole week in a frenzy of sex, all three of us slept in the same bed. No one putting on clothes unless we had to go somewhere. I’d wake up to her blowing Enzo, or going down on me. It was one of the best weeks of my life.

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