THE FUTANARI DIARIES CH. 03 By UltimateSin

The music playing in the living room wasn't too loud. Jade and Caroline sat side by side on the lounge, nursing a glass of wine. Mum was wearing a gorgeous red and white sundress, showing off her long tanned arms, and nearly the entire length of her beautiful legs. Tight to her body, showing off her curves. She wasn't wearing a bra, and definitely wasn't wearing panties, considering the tent where her girlcock was. I was in her arms, pressed into her body, my head nestled by her breasts, as we swayed to the music.

Her fingers caressed the back of my head. I knew how much Mum loved me, but in that moment, her love was almost overwhelming. Running my fingers up her back, she'd occasionally give me a gentle squeeze in return, before I ran my hands down to her butt. "Do you like my bum, baby?"

"God yes, Mum. Particularly when you're wearing tight clothing."

Lifting my chin with a finger, she gazed into my eyes, almost dazzling me with the look in her blue eyes, before she leaned down to kiss me softly. "What do you want tonight, baby? It's your choice. Want me to make love to you, or you make love to me?"

Smiling, I replied, "The first one, please. I want to feel you inside me too, Mum. Just like Jade."

Hugging me tightly, she admitted that's just what she wanted to hear too. "Cathy, I'll sleep with Jade tonight. I'm going to give you two some much needed time alone. And no arguments." She turned to Jade. "Um, I'm assuming we're not having sex?"

"Unless you want to bottom for me, Caroline."

Caroline gave that idea some thought. "Maybe another couple of drinks will..."

"I don't fuck people when they're drunk, Caroline. It's fine, I'd love your company regardless."

"Thank you, sweetie. A nice cuddle before we drift off to sleep."

Mum and I danced for a little longer before we realised the time. We'd enjoyed dinner, relaxed by the pool for at least a couple of hours, before heading inside, Mum announcing she wanted to dance with her son before taking him to bed. I willingly obliged as, I'm sure you've figured out by now, I'd do anything to make Mum happy.

Caroline collected some sleeping attire from their bedroom before she kissed Mum and I goodnight, hearing her whisper a couple of very naughty suggestions into her ear, before Jade led her to her bedroom. Mum took my hand and led me to her bedroom. The scent that lingered was of the perfume Mum and Caroline would wear.

They had their own bathroom, Mum suggesting we shower first before making love, though we'd likely need a shower afterwards. I'd seen Mum naked more than once, but this was the first time it was only the two of us. It was intimate and a real turn on, feeling her girlcock press into me as we made out under the hot water. "Baby, all I want to do tonight is slide my girlcock inside you. Do you want that?"

"More than anything, Mum."

"Good boy. I'll take care of you. I want you to cum lots too. Tomorrow night, you can make love to me. I can't wait to feel my son's cock in my pussy."

"Can I ask a really stupid question about that?"

Mum smiled at me before grabbing my hand, ensuring my fingers moved past her balls to the hidden vagina behind and underneath. She was wet, which was what I was wondering. "I'll be nice and wet for you, baby," she whispered, making her moan softly when I slid them inside her, "Caroline loves sliding her big cock into my pussy. Do you want to fuck my arse too?"

"Really?" I asked, my voice going an octave higher in surprise.

Her face lit up. "Of course, baby, considering I'm going to be fucking yours all night. And most of the weekend, or so I hope."

"Mum, you can fuck me whenever you want."

She kissed my cheek. "Thank you, baby. Now, how about we go have some fun."

We wiped each other down before she took my hand again, mesmerised by her arse as I followed her into the bedroom. Pulling back the blankets first, she sat down first before gesturing for me to straddle her lap. I felt her warm girlcock pressing between my cheeks once I sat down, Mum kissing me hungrily, her fingers slowly stroking my cock.

Sliding off her lap, I stayed on my hands and knees as I glanced back, wiggling my bum, Mum laughing as she knew what I was after. Mum almost growled as she buried her mouth, her tongue working my tight little hole expertly, spreading my cheeks and making me whimper within a couple of minutes.

Lube was soon applied and I felt two fingers inside me immediately. Earned another moan and whimper as she wasted no time pumping me quickly with those. A week and I was already used to it, but the amount of sex I'd already had certainly had my head spinning at times. Mum went one further though. Three fingers was one thing, but four was unexpected. "Oh fuck... Mum..."

"I'm not going to fist you, baby, just don't want to hurt you at all."

"Fuck me, Mummy," I whimpered.

She heard the need and desire, practically picking me up and gently placing me on my back. She'd already lubed up her cock, getting me in position. As she pressed herself at my tight hole, she kissed me deeply, moaning into her mouth as the head of her girlcock slid inside me. She gave me a few seconds, like all previous lovers, before meeting my eyes. I nodded and felt her slide the rest of her inside me in one slow move of her body.

"Oh fuck!" I cried, "Mummy..."

"I love you so much, baby."

Feeling her entire length inside me, she kissed me deeply, making sure my legs were as wide as possible as she made love to me. She pulled nearly her entire length back before sliding inside me again. "Suck my titties, sweetie," Mum said, "Just like you used to."

Mum moaned when my lips latched to her right breast. Her nipples were hard and sensitive, moving from one to the other, sucking, licking, gently biting. As I did that, Mum started to pump into me faster and faster. I eventually had to rest my head back, watching her eyes looking down at me, occasionally moving my eyes to watch her thick girlcock slowly but surely slamming into me.

"Fuck me, Mum. Fuck my arse!" I exclaimed.

"Oh baby, we're doing this forever."

She moved my legs so my knees were even further back, glad I was relatively flexible, Mum changing her position to really start driving her cock into me. I had to start stroking my own, Mum urging me on to cum with her. I knew she wasn't going to last much longer, as she started to fuck me harder and faster. I stroked my cock rapidly, waiting for that first throb when she'd start to fill my arse.

"I love you, baby," Mum whimpered.

Then I felt that first throb and my cock erupted at practically the same time. It was just perfect, feeling Mum fill me with her copious load as I covered my body in a smaller load, which didn't embarrass me. Mum drove her girlcock into me over and again until she had nothing left, leaving herself buried as she leaned, kissing me with the sort of intensity I received from Jade during our most passionate of lovemaking sessions.

Mum pulled out and moved to lie next to me, though surprised me by then licking up my chest. "Got to taste my son," she said, rather mesmerised as I watched her clean my chest. So I returned the favour, leaning over to take her member in my mouth. "Oh baby, that was just..."

"I'm clean, Mum. I'm always clean. I take the tablet every morning and afternoon so I am. Jade loves it when I go arse to mouth."

"I bet she does!"

Mum was quite obviously turned on, as she barely went soft, and within fifteen minutes, she had me on my knees, head buried in the pillow, as she started to slowly fuck me again. Feeling her fingers caress my back, she said she was going to fuck me, cum, and keep on fucking me until she came again. I was barely able to reply, considering she was fucking me nice and hard rather quickly, telling her that sounded wonderful and I'd do whatever she wanted.

Feeling her thick girlcock pumping me, her skin slapping against my arse... When she spanked me, the fact I didn't wince or make a disapproving sound no doubt raised an eyebrow. When she spanked me again, I managed to stifle the moan. Then she spanked me again and again and again, and I couldn't help moan softly.

Her hands moved to my lower back as she started to pump me faster and faster. Groaning loudly, my grunts adding to the noise, I felt her cock start to throb again within a few minutes, filling my arse yet again. Just like she promised, Mum didn't relent for a second, now leaning forward as I lowered myself, feeling her head resting by mine as she started to really drive herself into me.

"That's it, baby. All nine inches of your mother's big girlcock. Do you love it?"

"I do, Mummy. I really do."

"Mummy loves your tight little butt too, baby. She really loves it."

"Keep fucking me, Mum. All night."

"Until you pass out from exhaustion."

Lying me down prone on the bed was an entirely new experience. I knew Mum could have just pounded me into submission, but she slowed right down, her nine inches taking a few seconds to slide all the way inside before she pulled back until only the tip of her girlcock remained inside me. She spread me with each thrust forward, feeling her lips leaving soft kisses across my back before I turned my head, soft lips on my cheek.

She fucked me like that for ages until she needed to fuck me hard again, pulling out and almost curling me into a ball as I was on my back, fucking me harder and harder. My cock was rock hard but I left it alone, Mum angling hers in a way that she knew I'd cum without being touched.

We were both glistening with sweat by now, Mum's hair plastered to her forehead, blowing air to clear it from her eyes. Holding my ankles, she kept my legs spread and back, both of us watching her thick girlcock now slamming me hard and fast. I thought it would hurt but it felt nothing but wonderful. Guess I was just used to it already.

Then I came hard. I barely knew it was coming, but I erupted all over myself, and that set off another orgasm for my mother, delighted when she pulled out and just coated me in her cum. Once there was nothing but dribbles from her girlcock, she swayed and collapsed onto the bed next to me. "Fucking hell, baby, that was... the best sex ever..."

"Thank, Mum," I whispered.

"We'll let that cum dry, then would you like to ride Mummy's big throbbing member?"

"Definitely!" I exclaimed eagerly, much to her amusement.

"Want a drink of water, baby?" Nodding, she kissed my cheek and disappeared. Returning with two glasses of water, we sat against the headboard, Mum wrapping an arm around me as I cuddled against her. We chatted about school, any plans I had for summer, and what I wanted to do at college. Mum explained what was going on at her work and the hope we might have a summer holiday together. When she added that I could invite a friend or two, I had a feeling I knew who she meant.

Finishing our refreshment, Mum lowered herself down and gestured for me to straddle her lap. Not all her cum had dried, not that it mattered, lifting myself up and lowering myself down on her thick member. My face must have lit up in delight as Mum giggled. "Well, my son definitely loves girlcock inside him."

"God yes! But only girlcock. I'm not attracted to men."

"I know, baby. Want to bounce up and down for a while? Once you've tired yourself out, lean forward and I'll fuck you nice and hard again."

"Okay, Mum."

Bouncing up and down on her girlcock was almost the same as doing it with Jade, just that Mum was an inch longer, though I think the thickness was about the same. I stroked myself at the same time, but although hard, I didn't feel I'd likely cum again. I could manage quite a few times a day, but not that quickly in succession.

I enjoyed myself completely, though as Mum suspected, I was soon feeling rather tired. As soon as I leaned forward, Mum gave me a cuddle before kissing me, feeling her fingers run down my back to my butt. Getting comfortable, Mum slowly but surely started to thrust up into me. "Oh god," I moaned, "Mum... I love your girlcock."

"And my girlcock loves your tight little butt, baby."

Resting on my forearms, I tried to meet Mum's thrusts but she was soon fucking me far too fast to keep up, so I remained mostly still and let her control it. She fucked me for ages, longer than before, aware she was getting tired too. I knew she'd cum once more then we'd go to sleep. Leaning down to give her a soft kiss, I left my face only a couple of inches from her, watching her eyes, her face, her lips...

"Oh baby," she moaned, kissing me again as I felt another load of her cum flood my arse. I knew that was her done for the evening. Rolling off her body, I cuddled into her side as her arm came around me, ensuring as much of our bodies remained in contact.

"Want to take a bath together, sweetie?"

"Sure!"

Mum was rather excited by the idea, grabbing my hand and leading us towards the larger bathroom in the house. Caroline poked her head out of Jade's bedroom to see Mum running a bath as I cuddled her. I heard her laugh, turning to see her at the doorway. "Well, I see I've been replaced," she joked.

"Oh hush, Caroline. I've worn my boy out and he needs a good wash. I covered him in a load of cum."

Caroline was wearing a gorgeous negligee, turning as she walked towards me, Mum cuddling me from behind. Leaning down to leave a soft kiss on my lips, she asked quietly, "Did you enjoy my wife?" Gulping, I nodded. Her face lit up in a broad grin. "I'm glad you enjoyed your mother. I remember the times I enjoyed my mother." She paused before leaning down to my ear. "And my father," she whispered.

"Wow," I said. I obviously didn't know about that at all.

She caressed my cheek. "So I know exactly how you and your mother feel about each other, sweetie. Don't worry about it for a second. And I hope I get my chance too."

"Definitely!"

Hugging me and my mother at the same time, she wished us goodnight, closing the door on her way out. Mum got into the bath first before I settled down between her legs, resting back against her body. We soaked and relaxed until she grabbed a cloth and started to clean me down. It was another intimate moment between mother and son. Once the water cooled off, we hopped into the shower so I could return the favour to her.

Returning to the bedroom, the sheets definitely needed changing as there was cum everywhere, and they were damp with sweat. Once we'd replaced them, I snuggled back against Mum and I'm fairly sure we drifted off to sleep together. Waking the next morning, I definitely had a dull ache. Mum hadn't been gentle at times. When I got to my feet and winced, Mum told me no sex until after midday, to give me a few hours break. I thought that was a good idea, spending the morning studying or by the pool. Jade joined me, not bothering with a bikini, but we spent nearly the entire time just cuddling and talking.

After lunch, Mum told me to get naked and lube up, as I was going to spend the afternoon and early evening being fucked whenever she was in the mood. Caroline thought that was hilarious, keeping close to me as Mum wanted her to watch. Jade headed out to see her friends. I was sad to see her go, but she hugged me, told me to have fun, and assured me that she'd always love me.

For the next six hours, I waited with nervous anticipation for Mum to come looking for me and just pound me. It was very exciting. I was bent over the arm of the couch and fucked. I was forced to the floor in the living room and fucked. Bent over my bed and fucked. Bent over the dinner table and fucked. Rode her cock while we were outside on the grass. And, finally, pressed against the wall in the shower as she slammed her cock into me, leaving her sixth load inside me within six hours.

Mum cooked dinner as I relaxed in my bedroom. I carefully sat down once she called it was ready, eating it slowly as I tried to get comfortable. "I'm sorry, baby," Mum said, looking guilty, "Are you sore?"

"A little bit, but it's okay. I had a lot of fun."

"Want to make love to me later?"

I knew my face lit up. "I really want to, Mum."

"Good. Caroline, I'm not sure if Jade will come back. Would you like to be present and sleep with us?"

"I'd love to."

After dinner, we sat on the couch side by side, enjoying a tipple as we watched some bad Saturday night television. At least it made us laugh, cuddling into my mother while Caroline rested her head on her lap. Mum eventually turned to me and suggested she was horny, Caroline laughing as she could feel her swelling girlcock underneath her skirt.

Led by the hand again, this time by both women, they slowly undressed me before I helped Caroline undress Mum, then we undressed Caroline. "What about Caroline, Mum?" I asked, "I don't want her left out."

Caroline hugged me tightly without hesitation. "Thank you, baby, but tonight is about you and your mother. But, if you'd like, I'll masturbate for you. Cum all over myself and you can taste me again?"

That sounded like a wonderful idea. Being my first time, Mum suggested she take control, lying me down on my back. My cock was at least three inches shorter than hers, but was thick enough, or so I hoped. Caroline lay down next to me, lubing up her thick girlcock as she started to slowly stroke herself. Mum offered to blow me, but I shook my head. I only wanted to cum in her pussy.

Straddling my lap, she lifted her girlcock and balls and I felt her wetness underneath. Futanari were truly a marvel. "Are you ready, baby?" I nodded eagerly as Mum grabbed the base of my cock, and ever so slowly, I sank inside her tight, warm pussy. I groaned loudly and did all I could to stop myself blasting away. "Oh, baby, you feel wonderful." Considering Caroline fucked Mum, I'm sure she was just being polite, but the fact the smile on her face was utterly genuine, maybe it was because it was her son that made it so good.

Leaning forward, she left a soft kiss on my lips as she started to rock herself on my cock. I'd jerked off plenty using lube, but having my cock buried somewhere so warm, so tight, was completely unexpected. Mum stroked herself as she sat back up, which was mesmerising in itself, moving from watching her to watching Caroline stroke her big girlcock next to us.

"Caroline, my son feels wonderful."

"Fuck... Mum..."

"If you need to cum, just cum, baby. You'll get hard again quickly."

Mum was now pumping her own something fierce, almost desperate to cum while I was inside her. Making a gesture with my eyes, she smiled as she grabbed me and managed to turn us over so she was on her back, slowly thrusting into her as she stroked herself. Feeling her long legs wrap around me, she met my eyes and begged for me to cum inside her.

I wasn't going to last too much longer so focused on how wonderful it felt being inside her. My own futanari mother. Yep, that did it, Mum giggling as she later said my eyes lit up with desire as I finally exploded buried in her pussy. As I was finishing, Mum finished all over herself, Caroline moaning next to us, watching her erupt at the same time. She came in a torrent I knew well already.

Pulling out of Mum, I immediately started to lick up her cum, making her giggle as she was feeling rather sensitive, before I moved over to lick up Caroline's cum. When I took her girlcock in my mouth, just a few inches, she moaned softly. "Benji..." she whispered, feeling her fingers run through my hair.

"I love you, Ma."

"Oh, I love you, sweetie. So much. You're my son too, no matter what any paperwork says."

Relaxing between them once I'd licked up as much cum as I could manage, I was surprised when both cuddled into my side, covering my cheeks and body in kisses, earning plenty of chuckles as I was a little ticklish. "Want to fuck Mummy again, sweetie?"

That received an eager nod, Mum asking if I wanted to fuck her doggy style. She was quickly on her knees, looking back as she spread her legs, offering me a great view of her puckered little hole and her incredibly wet pussy. Asking if she wanted me to do something else with her pussy, she turned and explained that although feeling someone in her pussy was a wonderful feeling, her orgasms through her girlcock were much more fulfilling, but kissed my cheek and thanked me for caring.

Back in position, I slid my cock back inside her pussy, savouring the feeling of her tight pussy again. But this time it was different, Caroline sitting in front of Mum and she was definitely sucking her thick, long girlcock. Caroline met my eyes and winked. "We've done this before, though I was buried in her arse and Jade was having her girlcock sucked."

"Wow, that's... so hot... Can she deepthroat you?"

"Oh, your mother is an excellent cocksucker, as I'm sure you've realised."

Grabbing my mother by the hips, I started to pump into her harder and faster, Caroline urging me on to fuck her wife like I mean it. She made some suggestions, including for me to give her a reach around. Mum loved that, moaning around Caroline's before she finally glanced back. "Let me get Caroline off, then I'll sit back so you can stroke me easier."

So I slowed down, allowing Mum to focus on Caroline. I watched her face as she got closer to orgasm. She was beautiful. As beautiful as Mum and Jade. When I told her that, she opened her eyes, the most glorious smile appearing... then she filled my mother's mouth with far too much cum. "Swallow it!" Caroline demanded, "Should have left it down your throat. Benjamin, smack your mother."

"What?"

"Slap her arse. Both cheeks, three times."

"Um... okay..."

What I learned in the next few seconds is that, much like her son, she liked to be spanked. Leaning back, she turned to kiss me, swapping a bit of Caroline's cum, before I snaked my hand around to take her girlcock in hand. She lasted two minutes before she erupted all over Caroline, who moved so her wife could cover her in her thick, white cum. "Cum in me, baby," Mum moaned, "Fill my tight, little pussy again."

Mum got what she wanted five minutes later. That wiped me out. We'd been fucking most of the afternoon and night. Caroline giggled as I collapsed on my front, feeling her cuddle me from behind. "Go to sleep, baby. It's been a big day," she whispered into my ear.

Waking in the morning, I felt two warm arms around me, breasts pressing into my back and a very thick cock pressing into me. Mum wasn't there so I assumed it was Caroline. Managing to turn around, she was already awake, giving me a soft kiss on the lips. "How are you feeling?" she asked.

"Mum fucked me a lot yesterday."

Caroline giggled. "She did. But I mean how are you feeling about making love to her?"

"I loved it, but I'll be honest..."

"You love receiving, don't you?" Blushing, I nodded without a word. "Are you ashamed of that?"

"God no. I can't wait to be with you, Ma."

"Next weekend is my turn. Your mother will fool around today, but she'll insist you take it easy as you have school tomorrow."

Getting up, Mum was cooking breakfast as always. Caroline offered to help, noticing the pair kiss and cuddle constantly, something I was used to seeing. Jade appeared, believing she'd been gone the entire night, but she returned early morning, long after we'd fallen asleep. She sat next to me as always, pulling my chair closer so I could snuggle with her. "Can I have some cuddle time today, Mum?" she asked.

"Of course, sweetie. He needs a break anyway. His arse has taken quite the pounding, though he does love his Mummy's big girlcock inside him."

After breakfast, Jade took my hand and led me to her bedroom. We stripped off but all we did was snuggle on her bed, a little light kissing, but it was obvious even to me she just needed to feel the love. So I cuddled into her as she seemed content to just hold me for a couple of hours, not talking about all that much. Nearly fell asleep.

It ended up being a quiet day. Mum fucked me a couple of times, just to sate our appetites, but by dinnertime, we were both dressed, the sign that the 'fun' was over for the time-being. However, I still went to bed with her that night, Caroline joining us, finding myself snuggled front and back by my two mothers. It was a nice way to end the weekend.

I'll admit that returning to school was a slight relief after the weekend. I woke up bright-eyed and bushy-tailed, but apart from the inevitable fuck with Vanessa I expected at lunchtime, I knew there'd likely be no other sex until that night with Jade. My sister put on her usual morning show when dropping me at school, going so far as to ensure my hand went under her skirt, giving her a few gropes, before she took off.

At lunchtime, our little group had expanded to a dozen, including myself. I knew all of them, of course, but most had not really been part of our friend group. I'd already noticed my three male friends keeping their distance. When I asked Vanessa about that, she replied with a smile. "You're ours now, Benji." I didn't know whether to be concerned or not. Guess it showed on my face as she kissed me softly. "Good way, Benji," she added softly, "Very good way. You can still see your friends, but wouldn't you prefer our attention and affection?"

Looking around to see eleven beautiful futagirls smiling at me, I could only agree that I much preferred their company, even if it was simply for an hour or two at school each day. "Vanessa, can I..." Bailey started to ask before trailing off.

"Want a blowjob?" Vanessa asked her. Bailey's nod was very eager. "Okay, take him off to the changing room. You can have him today."

Bailey took my hand and we calmly walked towards the changing rooms, barely anyone paying me attention. Since I was often see hand in hand with Vanessa or one of my other friends, it barely registered with anyone. Finding an empty stall, she locked it before we stood facing each other, and I was surprised she was so nervous. Most futanari were almost arrogant in their confidence. It was a sexy sort of arrogance, but still...

She was incredibly tall, long black hair that flowed down past her shoulders. Her blue eyes were lively, gazing at me with intensity. Her breasts were not large but suited her lean frame. "Are you nervous?" I wondered.

"I've watched you for so long," she admitted softly, noticing her cheeks start to glow, "My kind just know when a man is interested. Every futagirl in the school is aware. The intensity of your desire is almost overwhelming at times."

"Have you done anything like this before?" I was surprised when she shook her head. I'd always assumed the futanari in our school would have been sexually active far longer than I was. I had read their libido's grew stronger with age. Maybe it meant when they hit their early twenties or something. Gesturing to the bench, we sat side by side. "When you showed me your girlcock in class, I just thought..."

"I couldn't stop shaking at doing something like that!" she said, giggling away, "But I was desperate for you to see it, knowing it was you who made me so hard. And I knew, once you did see it, you'd want me in return."

"Want to kiss me?"

Nodding eagerly, she turned and proved she'd done that before at least. She wanted to be dominant, as I expected, accepting her tongue as I quickly moved so I was straddling her lap. I felt her get hard underneath me, waiting until she moaned into my mouth before I finally broke the kiss. "You're hard," I whispered, "Want that blowjob now?"

"When can we make love?" she whispered, "I know you already have other lovers..."

"We can make time. I just don't know when yet."

Sliding off her lap to the floor, she was wearing the standard uniform for females and futanari. A white buttoned shirt. A short red, black and white checkered skirt. Long white socks to the knee and black shoes. Lifting her skirt, I reached under and grabbed her blue panties, dragging them down to free her hard girlcock. "It's beautiful," I whispered, running my tongue up the shaft and around the head, no surprise she was already leaking pre-cum.

She hissed as it throbbed. "I won't last long," she murmured.

"It's your first time, Bailey. It's fine. I promise this won't be the only time."

"I hope so. I heard you're a great fuck." Meeting her eyes, she blushed again. "Futagirls like to talk, of course."

Licking her girlcock like a lollipop quickly had her moaning, no surprise she opened her shirt and started to fondle her tits at the same time. I guessed she was B-cup at most, aware the breasts of futanari kept expanding until they were nearly thirty. When I finally took some of her length in my mouth, her other hand immediately caressing the back of my head.

I did my best to take as much of her length as possible but I eventually choked. Bailey was immediately worried, admitting I still wasn't capable of deepthroating as I needed training on that. Bailey smiled, assuring me she was going to cum soon no matter what.

My head was soon bobbing up and down, lips tightly wrapped around her shaft, using my tongue to tease her even further. When her hips started to move, hearing her breathing increase, I knew she was getting close. Polite enough to warn me, I waited for that first spurt off thick, creamy cum to flood my mouth. As soon as it did, I moaned loudly, swallowing down each subsequent spurt easily. I was getting used to taking enormous loads.

Once she was empty, I cleaned her up with my tongue before lifting myself up to kiss her. Noticing her eyes glisten, I caressed her cheek. "Big moment?" Nodding with a smile, I added, "I'd love to be your first, if you'd like." Her next nod was very eager. "We'll sort something about but... you know..."

"Your diary is getting full?"

I met her eyes and we both chuckled. "I honestly had no idea."

Helping pull up her panties, her girlcock had only gone partially soft, though I noticed she barely bothered tucking it. I knew most futagirls didn't as it was only one section of the population that tried to shame them for being different, and it wasn't men. Walking back to our friends hand in hand, I sat back against Bailey as the eleven futagirls started talking amongst themselves.

"Did you enjoy him?" Vanessa finally asked. I assumed Bailey nodded. "I'm glad, Bailey. I know how long you've wanted him."

"How the hell did I not notice?" I wondered.

"We hid it from you but we all knew how we felt."

"Oh..."

Bailey cuddled me. So did Vanessa. "Jade called me the other day and explained how you felt. We're all very sorry, Benji. If we'd known, we would have told you, but then that would have made our lives difficult. You know, because..."

"I know. Trust me, the past few days have more than made up for anything before."

Jade made love to me that night when we got home, the sort where I was on my back, legs wrapped around her, our bodies almost pressed together, Jade's mouth rarely leaving mine alone. If we were not kissing, my fingers were pressed into her back, moaning constantly, Jade's gaze intense but full of the love she felt for me. We only made love once before we spent time cuddling.

Tuesday was the same as Monday, though Vanessa fucked me instead of spending time with Bailey. We didn't bother with the woods, Vanessa purposely taking my hand and striding with head held high to the changing room. Her confidence was beyond sexy, eagerly getting on my knees for her, grunting as she slid her girlcock inside me and fucking me senseless. It was so good, we nearly came together.

At home, apart from giving Mum one hell of a long, sloppy blowjob that ended with her cum all over my face, Jade and I spent a couple of hours just talking while we snuggled in bed. She eventually took my offer of a blowjob, and once I'd made her cum, she happily agreed for me to mount her, riding her long enough that I came all over her and she filled my bum. Needed a shower after that.

"I love you so much," she whispered as we drifted off to sleep.

Dropping me off at school the next day, the kiss she left on me was soft and sensual before she cuddled me. Resting my head on her chest, I closed my eyes and savoured the love she had for me. Walking towards all my friends, I couldn't help notice the smiles and looks in their eyes. "Your sister is totally in love with you, Benji," Vanessa said, "Does she get jealous?"

"No, although... She did mention I deserved more than one futawife, but she can't be one herself. It's the one thing we can't do by law. I think that upsets her."

"Trust me, however many futawives you eventually have, they'll always accept your love for her. Family is important, after all."

"One thing. I have a study session with Miss Wilson after school today." Their grins only broadened. "So I think, at lunch..."

"No bum fun but a blowjob, at least?" Vanessa asked, "Maybe another futagirl?"

"Me?" Chloe asked, hearing the hope, even desperation in her tone.

Vanessa kissed her friend, caressing her cheek. "Okay gorgeous, you finally get your chance."

Chloe squealed, hugged me tightly, no surprise I felt her poking me within a few seconds. It was hard to forget that we were all eighteen and adults, but there were times we had reminders we were still young and maturing. When I kissed her, she went silent, feeling her arms tighten around me, quickly moaning into my mouth as I brushed my hand across the obvious tent under her skirt.

"Benji," she murmured.

"Lunchtime, Chloe. I'll make sure I bring my A-game."

"Please, just your lips around my girlcock almost set me off," Bailey stated.

I had a class with Miss Wilson before lunch. She would walk up and down the aisles between desks as she instructed during our lesson. Most barely paid attention to her movement, focusing on writing or typing. I couldn't take my eyes off her, and she knew. I had a feeling she'd always known. Stopping by my desk, she left a note on my desk. Opening it up, it simply told me to come to her office once the final bell rang and we'd go from there. Vanessa was next to me, noticing my cheeks no doubt blushing.

"Study session this afternoon?" she whispered. To my nod, she smiled. "Have fun, Benji."

"Thanks, Ness. I will."

I didn't even have a chance to eat lunch. As soon as Chloe saw me, she ran up to me and kissed me hard. Fairly sure half the school went silent seeing it as her tongue was inside my mouth within seconds, practically rubbing her tented girlcock against me. Taking me by the hand once she pulled back, saliva still linking our mouths, we walked quickly in the direction of the changing rooms.

Miss Wilson was there. I thought she was going to tell us no, but one glance at Chloe seemed to make her relent. "First time together?"

"Just a blowjob, Miss. I've waited so long," Chloe pleaded, "Please, Miss. I really need him."

To my surprise, Miss Wilson smiled. "I've heard our young man is rather talented. Okay, head inside. Benjamin, the changing rooms are starting to get a sordid reputation, and you're smack bang in the middle of the rumours." She stepped towards me. "Some teachers are getting a little jealous. Just be careful, okay? I love hearing that you look after your girlfriends but you know the group that'll start kicking up a fuss."

"I understand, Miss."

"We know sex happens here but try and keep it a little more private." She paused and met my eyes. "Like the woods, perhaps..."

"Yes, Miss. I'll keep that in mind of the future."

As soon as we were in a shower stall, Chloe was all over me, desperate to get both of us naked, her tongue exploring my mouth as my hands ran over her body. She was a real beauty, keeping her blonde hair slightly short, a pair of hazel eyes within a perfect face, a pair of rather big tits for an eighteen year old, running my hand down her body towards her already thick girlcock. That's when she did blush for a moment. "It's... still a little small for a futagirl. Mum says I'm still growing though."

Meeting her eyes, I smiled. "Well, I think it's perfect, Chloe."

Falling to my knees, I ran my hands up her legs as I used my tongue on her shaft before moving down to give her heavy balls some action. She moaned as I moved back up her thick shaft. Whatever she didn't have in length, she had thickness. When she did eventually fuck me, she was going to spread me nice and wide.

Taking the head of her girlcock in my mouth, tasting her sweet pre-cum, she moaned loudly and I had a feeling she wasn't going to last long, being her first time and all. We did have an hour for lunch and I could possibly get her off twice, but after Miss Wilson's warning, I didn't want to take advantage of our situation.

"Try and hold it back, gorgeous," I murmured, continuing to lick her shaft like an ice cream.

"I'll try but I'm so turned on right now, Benji."

Sliding as much of her length inside my mouth as possible, I wrapped my lips tight and bobbed up and down faster and faster, sliding my tongue along her length at the same time, feeling her fingers grip the back of my head as she started to move along with my head.

She was so turned on, she didn't even have time to warn me before she fired into the back of my throat. Caught me by surprise for a moment before I pulled back, filling my mouth and swallowing the rest of the cum she had left for me. As soon as she was finished, I pulled back, watching as she dropped to her knees and kissed me hard, leaving further kisses all over my face.

"Oh my god, that was so awesome. Oh my god, that was..." She took a deep breath and smiled shyly. "Thank you, Benji," she whispered.

"My pleasure, beautiful."

After cleaning up and dressing, we wandered back to our friends, all of them gigging as I don't think anyone could wipe the smile from Chloe's face. Once we were sat down, she snuggled into me, Vanessa doing the same. It felt nice being popular for a change.

The bell rang for the end of the day a couple of hours later. I took my time packing up before walking to the office where Miss Wilson kept her private desk, alongside the three other history teachers. Surprised to see her alone, I almost shouted when she dragged me in, kicking the door shut and practically sending her tongue down my throat.

Kind of felt weak-kneed for a couple of seconds before she pulled back, caressing my cheek. "Sorry, sweetie, I wanted to do that nearly all lesson earlier today. Nearly took my girlcock out when I handed you the note, desperate to feel your lips..."

"You know I'd have sucked it too, Miss," I said, meeting her eyes. The smile that formed made my heart flutter. Think she understood, in that moment, how much I actually desired her in return. If there was any teacher I'd crushed on in that school, it had always been her.

"How old is your Mum?" she asked as she packed up.

"Forty-two. Caroline, her wife, is forty-four."

"I'm forty-eight, sweetie. Can you handle that?"

"I would have put you at forty at most, Miss. You're totally fucking hot." Clearing my throat, I added, "Oops, sorry, Miss."

She glanced at me and smirked. "Well, you're totally fucking cute and handsome yourself, young man." Picking up her bag, she walked towards me, looking down from her height of around six foot. "I don't do this often," she said softly, "In fact, I haven't had a student back to mine in a number of years. But... there's just something about you, Benjamin." I looked away, feeling my cheeks grow warm. "Had a lot of sex lately? I can almost smell their scent on you. I think that's why I'm even more attracted than normal."

Taking my hand, she practically dragged me to her car. Sliding into the passenger seat, she started up the car and started driving. As soon as we hit the first red light, she shuffled to take off her panties, gently grasping my wrist to slide my hand under her skirt. "I have a very big cock, Benjamin, but I'll be ever so gentle with you. We don't like causing our lovers pain unless it's something we both want. To do that doesn't bring either of us pleasure. That's not to say we don't love to fuck you though."

Swallowing, I asked quietly, "How long?"

Grinning as she pulled away from the lights, she replied with one word. "Eleven."

"Holy shit!"

Turning to me for a moment, she smiled. "As I said, I'll be gentle, but I'm going to watch all eleven slide inside you, sweetheart, and you're going to love every single inch. Can you deepthroat?" Shaking my head, she smiled. "Okay, I won't do that to you. Your sister going to show you?"

"This weekend. I know the theory but she's going to train me."

Continuing to stroke her girlcock, she shuddered slightly. "Just your hot breath and soft lips on my length will make me cum, sweetie." At the next set of lights, she leaned over to give me one hell of a kiss. "Part of me thinks this is so wrong..."

"And that's why it'll feel so good, Miss. Trust me, I'm here more than willing to do anything with you."

Her eyes lit up. "Careful what you promise, young man, lest you find yourself handcuffed to my bed." When my eyes lit up at the prospect, she giggled. "Well, no wonder you're so popular."

Her house was in a suburb quite a distance from my home and school. Not a real surprise as I figured most teachers didn't want to run into their students too often out of school. It was a small townhouse, following her inside to a decorated living room, modern kitchen and an upstairs where she explained there was a large bedroom and bathroom. There was another room as a study, and she had a small backyard.

"Can I ask a question, Miss?" I asked as she poured us a glass of wine each.

"We're home now. Call me Sandra."

"Well, I'm Benji then. Those who I'm close with..." She immediately rested her hand on mine, her face lighting up. "Well, if we're going to be doing what I think..."

"Definitely doing," she almost growled at me, before smiling, "What's the question?"

"Um... is there a Mister or... I don't know... um..."

"You're adorable when flustered, Benji. To put any concerns out of your mind, I'm single. I've been single for a while."

"How? You're fucking gorgeous. And smart."

I wasn't kissed for that. I was cuddled, finding my head resting on top of two large breasts. Wrapping my arms around her, she sighed contentedly. "There was someone special, a long time ago. A woman. I know, I know, most don't like us but she was different, until she was slowly indoctrinated, and her love turned to... well, our relationship ended badly."

"Sorry. I didn't know..."

"It was an innocent question, Benji. You're young, curious, full of questions."

"Well, her loss, Sandra. I think you're wonderful."

"Benji, you can stop with the compliments. I'm going to fuck you."

"Just being honest, Sandra."

Pulling back, she met my eyes before kissing my cheek. "I'm your year co-ordinator. Last interviews are next month. Will your mother be coming? I'd love to see her again, tell her how well her son is doing."

"I think she's already got the evening free, but I'll remind her when I get home."

Taking my hand, I followed her outside, glass in hand, as we took in the decking. There wasn't a pool, but there was a hot tub. The weather was already warm as we approached summer, but she bent over to flick a switch and bubbles started to form. "Want to get naked in there?" she asked.

"God yes. Um... can I see you, Sandra?"

"You first. Get in the tub and I'll put on a little show."

No show from myself. I just took off my clothes, my cock hard and pointing out. She took it in hand, giving it a gentle stroke, before gesturing to the hot tub. Getting in, the water was already warm, watching as she sculled the wine, disappearing inside for a moment with the bottle. Placing that and the glass down, she started by undoing her blouse, shucking it off to reveal a white lacey bra. Her black skirt was next to reveal a long girlcock, partially erect but, as I stared at it, I noticed it filling up nicely. Glancing back up her body, she slowly took off her bra to reveal a large pair of breasts, nipples obviously hard. Kicking off her heels, she slowly approached and stepped down into the tub.

"Do you think I'm beautiful?" she asked, surprised to hear some nerves.

I slid across to where she was sitting, straddling her lap and probably surprising her with one hell of a kiss. Feeling her fingers in my back, I smiled to myself when she released a light moan, and definitely smiled when I felt her enormous cock now resting behind me. "How's that for an answer, Sandra?"

"I always keep water based lube nearby," she whispered, "I have lovers on occasion, just none as young as you."

"You're forty-eight, Sandra. Do you have any idea how fucking hot it is that an older futagirl like you wants to be with me?"

She kissed me hungrily, her tongue in my mouth this time, though she eventually moved to my cheek and down my neck, making me shudder as I felt her teeth gently nibble at my skin. The tub of lube was nearby, reaching across to open it, preparing myself as we continued to make out. I asked if she wanted my mouth, but the look in her eyes told me she wanted only one thing from me. "We'll make love out here than adjourn to the bedroom later," she said, before she paused.

"What is it?" I wondered.

"Stay the night," she whispered.

"I'll call Jade, ask her to bring me some clothes for tomorrow."

Readying herself in no time at all, I lifted myself as she grabbed the base of her girlcock, lowering myself to the head and I paused as it felt far larger than anything I'd taken before. Realising I was nervous, she kissed me softly, caressing my back with her other hand, as I slowly but surely allowed the enormous head slip inside me.

"Oh my fucking god," I groaned, resting my head on her shoulder.

"Okay, baby?" she asked, hearing concern.

"So fucking big, Sandra. But, my god... I know I'm going to love it in a minute."

"Take your time, baby. We have all night."

She didn't move, allowing me to completely control my descent down her enormous length. With every inch that filled me, I'm sure my face lit up with an even broader smile. Never had I been stretched so wide. Never had I had something so long inside me. I didn't think I'd fit the entire length inside me, but after a few minutes, I felt my cheeks press against her thigh. I met her eyes and she returned the smile on my face, kissing me softly.

Taking a couple of minutes just to enjoy such a large girlcock inside me, I started to slowly lift myself up and down her length. She held my hips at the same time as I rested my hands on her shoulders, never taking my eyes off hers. The sheer delight I could see, the near constant smile, I'd never seen her look so happy in the time I'd known her.

"So tight, baby," she whispered.

"Because you're fucking huge, Sandra!"

"I'm not going to last long. It's been a while, Benji. And, just a warning, I cum a fucking lot."

"Good. Fill me up all night."

She kissed me softly before whispering, "Definitely going to fuck you at school for the last couple of months. Friday afternoon, after last lesson. I'll figure out something and drive you home afterwards."

"Think I'll say no after tonight, Sandra?"

I had no idea if I'd cum riding her without stroking myself so I figured I'd just cum later. I wanted to feel her blast inside me though. Gritting my teeth, I started to bounce faster and faster. No matter what I did, that was always going to cause at least a dull ache. Sandra's hands moved from my hips to my arse, feeling her move only slightly, judging her body reactions for how close she was.

"What a tight little butt you have," she murmured, "Can't wait to cum in it."

"How long?"

"Oh, very soon, sweetie."

She wasn't wrong as I felt her cock throb within a couple of minutes and it felt like a gunshot deep inside me. Spurt after spurt, losing count as I kept on bouncing away, before she finally gripped my hips so I stopped moving. A dreamy smile was on her face before she kissed me softly. Making sure I remained on her lap, she grabbed our glasses and poured us each a wine, sitting back enough so I could fondle her tits while I sipped at my wine.

"You love sneaking peeks at me, don't you?" Nodding, a little embarrassed, she giggled. "Trust me, I appreciate it. Nothing feels better than feeling sexy in front of a young man like yourself. Honestly thought I was too old to turn on someone your age."

We only moved once we'd finished our glass of wine, lifting myself up off her cock and feeling her cum immediately start to leak out of me. Taking my hand, she led me into the conservatory, where she kept towels for us to wipe ourselves down. Or, she wiped herself down, then had a lot of fun doing it to me. "Make love upstairs, call your sister, dinner then more fun?" she wondered.

"Sounds good to me."

Finding myself dragged upstairs had me chuckling away. Thankfully, the room was cool thanks to central air, Sandra gently pushing me back onto the bed. Shuffling back so I was comfortable, she grabbed lube from off the nighstand, crawling towards me once she'd lubed herself up, lifting me up and sliding two fingers inside me to get me ready again.

Hands under my knees, she pushed them as far back as possible, commenting on my flexibility, as she pressed the head of her girlcock against me.

"Fuck me, Miss Wilson," I moaned as the head of her cock slid inside me again.

"Want me to stay dressed when we do it at school?" she asked after another few inches slid inside me.

"God yes. And leave your glasses on. You look so sexy when you chew on them when thinking."

Once she was buried, she leaned down to give me a soft kiss. "Thank you, Benji. I haven't felt this beautiful in a long time," she whispered, "Up for a hard fuck now?"

"I'll tell you if I'm hurting."

Amazed at the positions I found myself in, she pushed my knees back until they almost touched the bed, watching as her entire length pistoned in and out of me. I was left wondering if I'd ever feel anything as deep inside me again, her large breasts jiggling with each thrust. The sound of her skin slapping against my arse echoed around the otherwise empty house.

"Oh my god," I moaned, "Oh god, please don't stop... I love you girlcock, Miss Wilson."

"Well, she loves your tight little arse, Benji. Graduate top of your year, and I'll give you the fucking of a lifetime."

"Yes, Miss Wilson. Anything to feel this again."

I'd felt euphoria before. I don't know how to describe what I was experiencing as her enormous cock plunged the depths of my arse. Hell, I almost felt on the verge of crying, not due to pain, but due to overwhelming... something. Closing my eyes, digging my fingers into her back, I felt her fingers wipe my cheek. I assured her I wasn't sore, but she seemed to know what I was feeling.

Starting to pump into me harder and faster caused my eyes to finally shoot open. "Fuck!" I cried, "Oh fuck me."

"Okay?" she asked between pumps.

I actually started to laugh "Oh fuck yes, Miss Wilson. Just pound my little butt."

She practically had me in a ball by now, her massive cock now slamming me. Was it hurting? God yes, but I wasn't going to complain. With the pain came overwhelming pleasure, and I loved watching her face and body, the sheer delight and pleasure she was taking from fucking me in return. She warned me when she was getting close. Part of me felt relief, part of me wanted her to just fuck me all night into the next morning.

"I'm close, baby," she finally moaned, "So close."

"Fill me, Miss Wilson."

"Arse or mouth?"

"Arse, Miss Wilson. I'll suck you at school and take a load."

"You're a naughty little boy, Benjamin."

"Your naught little boy, Miss Wilson."

That made her smile before she filled my arse again. I counted them. Eight! Eight full spurts of cum filled my bum. Then she collapsed on me, releasing my legs so I could wrap them around her, thankful that although taller, like all my lovers, she wasn't too heavy. Plus, feeling her breasts pressing into me was rather soothing.

Lifting herself up after a couple of minutes, she kissed me softly before pulling out, grabbing a nearby towel she'd brought in as I was leaking a lot immediately. Helping me up, I followed her into the bathroom, where I watched her have a pee. Not something I'd ever done before, then we had a quick shower together as, despite the air-conditioning, we'd built up quite a sweat, and I did need a slight clean up too as cum was going to leak all night otherwise.

Following her back downstairs, she asked what I wanted for dinner. I assured her that, in addition to whatever she wanted, I'd try and help. Whenever I offered Mum and Caroline, they declined, insisting they could do it. First, I needed to call my sister. Pressing speed dial on my phone, she answered within two rings.

"Okay, tell me. How was it?"

Looking at Miss Wilson, I smiled. "She was a fantastic lover, Jade. I loved every second."

Miss Wilson smiled at me. In fact, I think she verged on crying too. "Do you need picking up?"

"Actually, I'm kind of... going to stay here. Is that okay?"

Hearing her laugh, I didn't hear a reply before I heard her say, "Mum, Benji's at Miss Wilson's and he's staying the night. Is that okay?" There was another pause. "Mum says that's fine, Benji. Do you want me to bring over some clothes for tomorrow?"

"Yes, please. Is that okay?"

"Give me her address and I'll bring something over right now."

Passing my phone to Miss Wilson, she gave my sister the address before she no doubt was asked a question about me. She met my eyes and smiled. "He was wonderful, Jade. He's made an old futanari feel beautiful once again... I'll see you soon... Yes... Yes... Okay. Bye for now." Hanging up, she passed my phone back. "I remember you sister. Pretty little thing she was." She paused before adding, "And she's always been in love with you. She asked me for advice. I told her she just needed to wait, her time would come."

"Worth the wait, to be honest."

"Good. Now, dinner. How about some pasta? Something simple."

"Okay."

"Good. Then all you need do is plonk that cute little butt of yours on the stool opposite, ensure my wine glass isn't empty, and talk to me. Once we've eaten, we'll wait for your sister to arrive, then we're heading upstairs to make love the rest of the night."

"Fantasy fulfilled, Miss Wilson."

Jade arrived after we'd eaten dinner. To my slight consternation, Mum and Caroline were with her. When Miss Wilson opened the door and I saw them, I almost groaned, though was thankful I was at least partly dressed. She invited them in, Jade handing me a bag of clothes, Miss Wilson offering a drink, gesturing to the empty couch. I sat on the other two-seater, Miss Wilson returning quickly with wine for the parents, a soda for my sister, as she was driving.

Taking my hand once she sat next to me, my family smiled at me. "How was he?" Mum asked.

"Wonderful," Miss Wilson replied, "No wonder Jade loves him so much. But he was also very... well, I've had few lovers who can take my entire length without a single complaint."

"How big?" Caroline wondered.

"Eleven. And thick. Very thick."

Caroline glanced at me, that predatory look I'd grown accustomed to. "Good to know as I have plans for him too."

"What will the school say?" Mum wondered, "I don't want either of you in trouble."

"We'll be smart, Mum," I replied, squeezing Miss Wilson's hand, "But we really like each other and I don't want this to be the only time. I've discovered a few things since my birthday. I have a lot of love to give, and want to be loved in return."

Miss Wilson kissed my cheek. "Thank you, baby," she breathed into my ear.

Jade turned to Mum. "I don't think you could stop this anyway. If they want to be together..."

"I don't want to stop them, I just don't want them in trouble or hurt. But, Benjamin, if you're confident and you this won't affect your graduation, I'm not going to stop you. All it will do is force you away from us, and I'm not having that for a second."

I think Miss Wilson and I both breathed a sigh of relief. Making chit-chat until everyone finished their drinks, Mum and Caroline hugged me goodnight, Jade kissed me passionately as always, waving at them as the car disappeared. Miss Wilson hugged me from behind. "Ready to make love the rest of the night?" she wondered.

"Want to utterly nail me from behind, Miss Wilson?"

"Oooh, you are a very naughty boy, Benji. We're going to have such a goodnight."

Back inside, she ordered me up to the bedroom, told me to strip, and wait on the bed on my hands and knees. Doing as she asked, I waited a few minutes before appeared, wearing a black leather corset, stockings and suspenders, garter, black leather boots, and a black leather mask across her eyes, her emerald green orbs alive in the gaps.

And she had a riding crop in her hands. Along with one or two other things I recognised.

"Baby, we are in for one hell of a night," she said, "I'm going to make sure you hobble into school tomorrow morning."