The Futanari Diaries Ch. 01

Sitting between Mum and Caroline, she turned so I was looking at her. "There are certain things I need to tell you before you are intimate with Jade. Firstly, it's not illegal and it isn't wrong. There's nothing wrong with being intimate with your sister. The world we live in accepts love between family members. Nowadays, anyway. Secondly, I do need to ask, are you comfortable with the fact you'll be the bottom with your sister? I know she does love to fuck, but she will be gentle with you."

"Mum, I know what futanari can be like at times. I've heard stories, seen movies, you know..."

"What about your friends? What are they interested in?"

"Um, as far as I know, they're only interested in females. Mike has a girlfriend, Mark only recently broke up with his, and Nathan is in pursuit of a girl at school."

"Okay, so what I suggest is that, while they're here, we behave. I'm sure they likely suspect us, but it's none of their business for the moment. Once they go home, though, I'm thinking you spend the night with Jade." Glancing her way, she smiled but I saw something in her eyes that I hadn't seen. There was always love in her eyes, but if I was guessing correctly, there was a healthy dose of lust in them too. "And it won't be a one-time thing, Ben. Your big sister will always be available as a lover because..."

"I'm in love with you," she finished, "The only problem is I can never be your futawife, but I'll always be your lover."

"So will Caroline and I," Mum added, "If you want us to be intimate with you too."

Smiling, I told Jade I loved her too before confirming that, if everyone was okay with it, I'd love nothing more than to have my mother and her wife as lovers. Mum hugged me tightly, Caroline and Jade making it a group hug. Taking a chance, I brushed my hand over Jade's crotch. She giggled before telling me her girlcock would always be available to me.

"One last question," Mum said, "Will you want to fuck? Jade is a pure top though, as mentioned, she will suck yours if you'd like. Caroline and I switch, though I'm more of a bottom." Mum ran her fingers down my cheek. "Would you like to fuck your Mummy?" she asked quietly, "Or would you like to fuck Caroline?"

"You, Mum," I whispered, "If you're sure."

"Of course, sweetheart. I love you with all my heart and want you to be happy. Now, your friends will be here shortly. Jade, make sure you get that girlcock of yours tucked away. When will your friends be here?"

"Soon. They'll hang around once his friends go home."

"How long will they be here?" Mum wondered.

"Lunch, a couple of drinks and a swim. I'm broke at the moment, as are they, so we didn't really plan on doing much."

"After they go home, would your friends like to skinny dip, Jade?"

"Oh, they'd love to show off for Benji. They all want to fuck him... No, wrong term. They want to make love to him." Jade took my hand in hers. "You're not as lonely as you think, Benji. You have numerous admirers. We just had to wait until today before doing something about it."

"Why?" I had to ask.

"Well, I think you're handsome, but most importantly, it's because you're a good man. Trust me, I've had to warn my friends off more than once because I told them I get you first. After that, it's game on."

"Really love me?" I whispered, unable to meet her beautiful blue eyes.

"All my life so far," she whispered back, "And the rest of my life too."

My friends arrived within half an hour, polite to my parents and sister as always before we headed outside to the pool. They were all taller and broader than I was but we'd been best friends since primary school. When Jade's friends show up around half an hour after that, they were friendly enough to my friends but I was clearly centre of attention. Had me blushing more than once, though I assumed it was all just because I was the birthday boy.

After lunch, we sat in the sun, soaking in some rays, enjoying the beers Mum had bought for us. We talked about what we'd do the rest of the year at school then what we'd do once we graduated. I was going to university, I just wasn't sure which one.

By the time my friends departed late afternoon, promising to catch up at school on Monday, my parents, sister and her friends had enjoyed a glass or two of wine. As soon as I was alone outside, the six of them walked out and, within thirty seconds, the six of them were naked and I was hard as a rock. Jade, I'd already seen. Brunette, blue-eyed bombshell. Mum was just spectacular, an older version of my sister, her breasts perhaps a cup size more and her cock was longer. Caroline was the same age as Mum, just as beautiful, though blonde and brown eyed compared to Mum's brunette, blue eyes.

Jade's friends could have been models. Chantelle was a busty blonde beauty, Alexis was a sultry redhead, Veronica was a raven-haired seductress. And Alexis had something fierce dangling between her legs. Futanari were known for being far more endowed than the male species. Sometimes, the lone reason many men didn't like them.

Jade walked over, smiling at the fact she was rock hard. Offering her hand, she helped me up and hugged me again. "Want to get naked?"

"Um... I'm... smaller than you are... in more ways than one, it seems..."

"But are you hard?" Nodding, she kissed my cheek. "Because of us?" Nodding again, she giggled. "Then it doesn't matter how big you are. The fact we excite you is more than enough. Never worry about your size with futagirls, Benji. We love cocks of any size on our male lovers."

I was definitely blushing as I slowly lowered my swimming shorts. As soon as they hit the ground, I felt my sister's soft fingers caress my cock, making my shudder. "Well, I see nothing wrong with your size, Benji. When you make love to your mother..."

Her three friends cooed. "Oh, that's so sweet. First his sister, then his mother?" Veronica asked.

"He'll have both mothers by the end of this weekend," Caroline added.

Escorted back into the pool, the six futagirls kept me turned on as I felt hands all over my body though none touched my cock. I felt their thick, hard girlcocks brushing against me constantly, though mostly left my butt alone. Jade eventually made a move, ensuring she was sat on the ledge, gesturing for me to straddle her lap. Doing so, I felt her underneath me as she ran her fingers up and down my chest and back.

"Love you, little brother," she whispered before she kissed me. Having not kissed before, I knew the theory but hadn't had the practice. I just did what felt natural and right, and I did moan when I felt Jade's hands caress my bum. When we broke apart, her eyes were alive with lust.

"Sure you haven't kissed before?"

"That was really sweet," Alexis said.

"He can kiss me like that anytime," Veronica added.

"You can have him later, girls. Would you like that, Benji? Would you like my friends to fuck you too? Because they really want to fuck you as well."

"God yes. About time you turned eighteen!" Alexis exclaimed.

"I'm sorry you felt so alone, Benji. But, trust me on this, that feeling will soon disappear. You'll be loved by so many, it'll make your head spin. Trust me, you'll notice at school on Monday. You'll see what I mean soon enough."

Once we tired of swimming, the seven of us wandered back inside, noticing no-one even bothered putting on clothes. The fact Mum and Caroline were so comfortable being naked around me already was surprising, Mum stating I might as well get used to it as there was no longer anything to hide. I know I stared at Jade's friends but they didn't mind, posing for me, Alexis starting to stroke herself on the couch.

"Want to see a live masturbation show, Benji?" Jade whispered into my ear, "Another birthday present?"

"I'd like that."

Jade sat on the floor back against one of the recliners, gesturing for me to sit between her legs. Sitting back against her, I felt her girlcock pressing into me, ensuring I was comfortable. "Okay, girls, get yourself some lube and put on a show for my little brother."

Alexis disappeared for a moment, returning with a tube of lube. Mum and Caroline were watching from the other couch, smiling at my direction, before returning my attention to her friends. As they started to stroke themselves, all three kept their eyes entirely focused in my direction, making subtle facial gestures.

"Alexis is a very thick ten inches, Benji. You'll love it," Jade whispered, "Veronica and Chantelle are both nine inches. I'd love to see them make love to you. But once you're broken in, I bet you'd love to be fucked nice and hard too." I felt Jade's fingers around my cock again, moaning softly to match the moans being made by her friends. She started to slowly stroke me. "Would you like your big sister to fuck you nice and hard?"

"God yes."

Kissing my neck sent shivers down my spine. "I'll do that later. I want to make love to my little brother first, treat him like how he's always treated me, with nothing but love." Kissing up my neck to my earlobe, she turned my head so I could kiss her properly. "Want to cum for your big sister?"

"Please," I whimpered.

"Watch my friends. Watch them cum all over themselves. Don't let me know when you're going to cum. Just cum and enjoy the experience. It won't be the first time I'll make you cum tonight, Benji."

The three masturbating agreed in which order they'd cum. Alexis and Veronica were going to edge while Chantelle focused on her orgasm. Jade continued to stroke me at the same time, shaking and shuddering as I attempted to keep my orgasm at bay. Chantelle stroked her thick nine inches faster and faster, starting to buck her hips.

"Can't wait to fuck you, Benji," she moaned.

"Jade," I whimpered, feeling my orgasm approaching myself. Feeling her kiss my neck again, I couldn't stop as I felt my cock just erupt, spurt after spurt landing on my chest. That set of Chantelle's orgasm, and as is well known, futanari cum in absolute buckets.

Veronica immediately started to stroke her nine inches faster and faster, Jade releasing my cock but I heard her suck her fingers. "Oooh, my little brother has some tasty cum," she whispered, "Maybe he'd like to taste his big sister's cum later?"

"Definitely," I whispered.

Chantelle lasted another couple of minutes before she erupted all over herself. Alexis got up and sat on her knees in front of me, stroking her thick ten inches, her eyes focused nowhere except on mine. "Can I cum on him, Jade?" she asked.

"Would you like that, Benji? Cover your chest in her cum?"

"Okay," I replied.

I watched her beat her thick girlcock for another couple of minutes before she unleashed. My god, I'd seen futanari cum before on the internet. Chantelle and Veronica had covered themselves in cum. Alexis practically drowned me, my chest dripping with her thick, white cum. Once she was empty, she leaned forward and left a soft kiss on my lips. "Thank you, handsome," she whispered, "Jade will treat you right tonight. Don't worry your pretty little butt about it."

"Jade, you should probably take your brother for a shower than head to your bedroom," Mum suggested, "After saying goodbye to your friends, of course."

After wiping themselves down, her three friends dressed, hugging everyone before giving me an even longer hug, finding myself kissed by three beautiful futagirls, with promises in my ear that I'd be getting a lot more than just a kiss soon enough. As soon as they were gone, Mum and Caroline hugged me and wished me goodnight.

"I'm going to fuck your mother nice and hard now," Caroline told me, "If you want to watch one night..."

"I'd love to."

She caressed my cheek. "That's the right answer. Now go enjoy your sister."

Jade took my hand, leading me to the bathroom. Standing in front of me, she leaned down to kiss me again, her tongue sliding into my mouth as she pulled me into her body, her thick girlcock pressing into me again. Feeling her hands on my bum again made me giggle. I couldn't help it. Taking a chance, I moved enough that I could gently grasp her, which made her hiss. "That's it, baby," she whispered, "I'm going to teach you all I can. Do you want to suck your big sister's girlcock?"

"Yes," I whispered back.

"Do you want to feel it slide into your tight little butt?" I didn't trust my voice so nodded. "Want to feel me cum inside you?"

"More than anything."

"And you know I'll be able to go again and again. But I'll be gentle tonight, Benji. I'll make sure you're prepared nicely. The last thing I want to do is hurt you. There's no pleasure in causing you pain, unless you want it. Now, get your cute butt into the shower. You're covered in cum."

She had me hard within a few seconds as her soft hands caressed my body, soaping me up then washing me down. I then returned the favour, my hands shaking slightly as I could feel the nerves building up. Feeling her hand on the back of my head, she directed my head towards one of her breasts, using her other hand to guide my right hand to her girlcock.

"Suck my titties while stroking me off," she cooed, "Would you like to get on your knees for your sister soon?" Nodding, she added, "I'll cum on your face, Benji. Would you like a facial? Maybe taste your sister at the same time?" Looking up and smiling, she kissed my forehead. "That's it, baby. Suck your sister's big titties. God, I've thought about you doing this for a long time."

Slowly stroking her, feeling incredibly hard and thick in my hand, I sucked and licked her nipples, appreciating the moans she was making. Her fingers continued to caress the back of her head, looking down at me with a constant smile, a mixture of love and lust in her eyes. When she was ready, she asked me to kiss down her body until I was on my knees. My sister was fit as fuck, and once on my knees, her groin region completely bare, I watched as she started to stroke herself.

"I'm so turned on, Benji," she moaned. Leaning forward, I kissed up her thighs, feeling her girlcock by my cheek. My sister liked my kisses, eventually stopping her stroking as I kissed up her thick shaft. "Oh, Benji!" she moaned, "Sit back, baby. Sit back. I'm going to cum any minute now."

Sitting back, she wasn't wrong as, within a minute, she warned me to close my eyes as I felt the first spurt of her hot cum land on my face. She groaned loudly as spurt after spurt landed on my face, some even getting in my hair, feeling it start to dribble down to my chin. Once she was quite clearly done, I wiped my eyes dry and opened them to see her smiling down at me. "Taste me," she whispered.

Using a finger, I wiped some of her cum away and stuck it in my mouth. I moaned my appreciation. I knew futanari cum was meant to taste different. It was rather sweet and, quite frankly, delicious. Leaning forward, I grasped the base of her girlcock and used my tongue on the head, where it still glistened with cum. She released a soft moan as I just sucked on the tip, not really knowing what I was doing, before she asked me to just lick up and down the shaft.

Lifting me up, she kissed me deeply, feeling her fingers run up and down my back towards my bum again. After helping clean off my face, she turned off the shower and spent a couple of minutes drying me off before doing the same to herself. Taking my hand, she led me towards her bedroom, noticing she left the door open. "Mum and Caroline might want to come watch later," she said, "Does that bother you?" Shaking my head, she led me towards her bed, sitting me down and surprised she knelt between my legs. "Does my little brother want a blowjob?"

"Um... are you..."

"You know I've had fun with my friends, Benji. I've been with a couple of men but I've only ever fucked them. I've... waited for you because I love you. So would you like your big sister to suck your cock?"

"Please," I managed to reply.

"Don't worry yourself if you cum really quickly. I think we both want to do something else soon, yes?" Nodding, she smiled as she spread my legs, my cock pointing upwards. Just her touch sent a shiver up my spine, releasing a soft moan as I felt her tongue run up my shaft. Shuddering again, she must have realised I wasn't going to last long, feeling her soft lips wrap around my shaft, just her hot breath on the head of my cock causing me to almost whimper.

Closing my eyes, I just savoured the moment. I knew once I looked down at her, I'd cum within seconds. Feeling a hand on my chest, she pushed me back, not surprised I felt a finger pressing at my hole. She stopped blowing me for a few seconds before I felt her apply what I assumed was lube, resuming her blowjob as I felt a finger up my bum. I squirmed as it was a weird feeling at first, feeling her slowly slide it in and out as her head bobbed up and down on my cock quicker.

"Oh god!" I cried out. Before I could say anything else, I came. Best orgasm of my life to that moment, opening my eyes to see my sister gazing into mine, managing to smile as she swallowed my cum. I didn't cum anywhere near as much as she did, releasing my cock once I was empty as she kissed up my body before meeting my lips, kissing me deeply as I felt her girlcock press at my arsehole. I flinched and she quickly calmed me down.

"I'll get you warmed up first, Benji. I won't hurt you. Get on your knees."

She got off me as I did what she wanted, glancing back to see her big girlcock swinging, pre-cum seeming to leak from the head of her cock. She smiled at me before getting into position. The first touch of her tongue at my arsehole nearly made me jump, before she spread my cheeks and dove in. It felt weird at first. I guess most things would considering I had absolutely no experience, but my sister seemed to know what she was doing.

Had me moaning and whimpering with a couple of minutes, reaching back to hold my cheeks. "That's it, baby, I'll get you nice and ready," she said, her tongue being replaced by a finger, fucking me nice and slow with that before sliding in a second. That made me gasp, moving forward involuntarily. She held my hip to keep me in place, taking a couple of deep breaths before she started to fuck me with two. Once I was clearly used to that, she slid a third finger in.

I moaned so loudly, she couldn't help giggle. "Like that, baby?"

"I love you," I blurted out, "Love you so much."

Leaning forward, her three fingers pumping me nice and slow, I felt her soft lips run up my spine until she was kissing my cheek. "You have a tight little butt, Benji. I can't wait to be inside you."

"Me too. Fantasy about to become reality, Jade."

Waiting until she thought I was ready, I was disappointed when I felt her fingers disappear, surprised she asked me to turn over onto my back. I thought she would have just mounted me. On my back, she grabbed a pillow, placing that under my lower back, applying a little more lube to me before I watched her lube up her thick girlcock.

"Spread your legs, baby," she said.

Once I'd done so, she positioned herself between them, smiling at me as she pressed the head of her girlcock at my arsehole. I squirmed as she expected, leaning down to kiss me softly as she had to apply at least a little force just to get the head of her thick member inside me. That part did hurt, whimpering as she kissed me, but after a few seconds, it finally popped inside, groaning loudly into her mouth.

Lifting herself back, her smile only broadened, watching my face as I felt her spread me wider, another inch or two of her thick girlcock sliding inside me. "Oh my fucking god," I moaned.

"I'm inside you, Benji," she whispered, "I love you so much."

I had to stop her at least a couple of times as I had to get used to the large, foreign invader. I'd been close to my sister all my life. I'd never felt as close to her as I did in that moment. She started to slowly thrust. With each time she pushed in, she slid a little more of her thick member inside me until we both felt that moment her entire length was inside me.