Lucky Dip

My phone buzzed. When I picked it up, it was Kimiko, my daughter’s best friend, who I had fucked the previous week, much to my daughter’s disapproval. But I was unrepentant. Kim was lovely; slim, Japanese with enormous tits and a fabulous hairy pussy. The girl was just eighteen and inexperienced; I had loved fucking her perfect young body.

“Do you want to come over?” she asked. “Everyone is away.”

I hesitated momentarily as I had promised my daughter, Helen, that I wouldn’t take advantage of her friends any more. But the thought that this young, buxom Japanese girl was mere minutes away was too much.

“Sure,” I replied. “Give me thirty minutes, as I have some work to wrap up.”

Kim laughed. “Meet me by the pool,” she giggled. “I’ve got a present I’m sure you’ll love.”

I had never been beyond the gates of her family’s enormous house and was intrigued by both the present and her house. Was it as large as it appeared from the road?

“Okay, I’m sure I can find it,” I said. “See you soon.”

It was a glorious, sunny day without a cloud in the sky, so twenty minutes later, I had changed into suitable wear for the pool. Trunks, shorts and a T-shirt. I’d even slathered myself with suntan lotion, though I was already tanned and hardly needed it. The gates were open when I arrived, so I drove up the gravel drive and parked outside. The house was palatial.

Water softly tinkled to the left of the enormous house. I headed around the house towards the sound. Sure enough, a path of irregular granite slabs led me to where a waterfall cascaded tastefully over more granite into the crystal-clear water of a vast pool.

Kim lay on her front on a white towel beside the pool, wearing a tiny blue skirt and nothing else. Her long hair was in a single, thick braid lying along her back. When I called out, she pushed herself up onto her elbows, grinning and revealing her massive boobs with their enormous areolae.

My dick sprang to attention at the sight of the glorious Japanese teenager.

As I approached, Kim stood up, arms spread wide. “I’m so glad you could make it,” she said.

She hugged me close, her mammoth boobs pressed against my T-shirt, and kissed me passionately.

When we broke, Kim gestured towards a large, gift-wrapped parcel.

“Look what I’ve got,” she said, picking up a gift card and giggling. “Listen to this, and you’ll understand why I wanted you here when I opened it.”

She read the card aloud. “Open this when you’ve found a new man for your next adventure.”

Kim grinned up at me. “It’s from Helen, but I don’t want a new man.”

“Let’s find out what your daughter has sent me,” Kim said archly.

Kim knelt beside the parcel and ripped off the wrapping paper, revealing an anonymous cardboard box. She opened the cardboard box. Inside was a wheel, one of those you spin around for games, and a box full of sex toys. I could see a dildo and a butt plug on the top.

I rummaged around in the box. There were bottles of lube, every type of sex toy imaginable, even a lady’s razor.

Kim quickly assembled the wheel and pulled off the plastic that covered it. The wheel was divided into a dozen or so sections. Each section had a sex act written in. I recognised my daughter’s fluid handwriting. When I read around the wheel, I was aghast, horrified my daughter even knew of such things. “Butt Plug,” “Anal Sex,” and “Ass Eating” weren’t even the worst.

Kim gasped. “I’ve not done most of these.”

She looked at me with a massive grin. “I know your daughter won’t approve of us playing with this,” she said.

Helen would be mortified, but I didn’t care. Fucking this buxom eighteen-year-old was all I could think about.

Kim scrabbled in the box and pulled out a long ribbed butt plug. “Is that what I think it is?” she asked.

I was lost for words and just nodded. After a moment, I laughed. It was worth a shot.

“Do you want to play?” I asked.

Kim breathed deeply, causing me to marvel at her fabulous chest once more. “Oh yes, it will be fun, though I’m not sure I want to try everything. Some of it is just too disgusting.”

Kim spun the wheel. It clattered around for a second or two before stopping. Kim looked worried when it almost stopped on “Butt Plug”, but it just clicked over to “Pussy Eating.”

Kim grinned at me. “Come on then, eat my hairy pussy,” she said.

She turned to face me. Kim was still wearing a tiny blue skirt that barely covered her arse. I knelt before her, reached behind her and unzipped the tiny skirt. It fell to the floor, revealing her white panties, little more than a thong. Her glossy black pubes escaped around all the edges of the small white triangle, spreading onto her inner thighs. When I pulled at the bow at the side, her panties slid down to join her skirt on the floor.

I loved her untamed pubes, but it would be tricky to properly eat her out without getting my teeth full of strong black hairs. Remembering the lady-shave, I decided her pussy needed a trim.

“Lie down on your back,” I said.

Kim obeyed and automatically lifted and spread her knees. I stared for a moment at her gorgeous bush.

I reached into the box and picked out the razor. When I clicked it on, it buzzed, and Kim jumped.

“Don’t you dare shave me! I like my hairy pussy,” she said.

“Don’t worry, I’m only going to tidy you up,” I said, grinning at her. “I don’t want a mouthful of pubes.”

Kim propped herself on her elbows and watched as I carefully shaved first her inner thighs and then very carefully around her slit, leaving the dense, hairy triangle above untouched. Satisfied, I ran my fingers along her smooth, moist slit.

“There, isn’t that better?” I said.

Kim shook her head slowly. “I suppose I’ll get used to it.”

I shed my T-shirt and then pushed her back so she was flat on her back and paid attention to her newly trimmed cunt.

Kim flinched slightly when my fingers parted her labia, and my tongue flicked against her clit, but I knew my tongue was working its usual magic when Kim started writhing and emitted faint squeaks of pleasure.

My fingers helped out. First one, and then a second wormed their way into her dripping grotto. When I began frigging her hard, she was quickly squealing and bucking beneath my inquisitive tongue.

Moments later, she started screaming loudly. “Yes, yes, I’m coming.”

I felt her muscles spasm and twitch as she reached orgasm. My tongue and fingers kept up their work until, finally, her climax receded.

Kim exhaled a long, slow breath. “That was wonderful, thank you,” she said quietly.

I stood up and then reached down to help her up. I gestured at the pool. “Let’s cool off.”

Kim dived gracefully into the pool. As she was already naked, I stripped off my shorts and trunks and joined her.

We splashed around in the pool for a few minutes, fondling each other between bouts of play fighting.

I pulled her close and kissed her with my mammoth boner pressed against her.

I grinned. “Are you ready to try something else?” I asked.

Kim nodded her head enthusiastically. “Oh, yes, please!”

The naked girl swam to the edge, and I watched, entranced, as she climbed out of the pool with water running off her smooth teenage flesh. I shook my head in wonder. She’s glorious!

I followed slowly, enjoying the sight of her pretty face, mammoth boobs, and the droplets of water glistening in her newly-trimmed pussy.

“Ready?” I asked.

When she nodded, I spun the wheel hard, and it clicked around loudly before finally stopping on “Add a Girl.”

“I guess I’d better spin again,” I said.

Kim giggled and shook her head. “No, please don’t,” she said. “Let me fetch my cousin Aiko.” After a momentary pause, she continued. “I’ve told her all about you. She can’t wait to meet you.”

Kim looked down at my painfully erect dick and laughed. “And yes, I’m sure she’ll want you to fuck her,” she said.

I watched her firm arse jiggle as the naked girl ran towards the house, wondering what this new girl, Aiko, would be like.

Several minutes passed, and my dick was sagging, even with the anticipation of screwing two Asian girls. I was starting to wonder what was happening when Kim appeared, pulling another naked girl, Aiko, behind her.

Both girls were giggling as they approached. The new girl was skinny with smaller – but still large boobs. Like Kim, her long, black hair was in a single braid. But, unlike Kim, Aiko’s pussy was shaved, and she wore ridiculous spiked heels.

“This is Aiko,” Kim announced. “My cousin is a year older than me and thinks that entitles her to boss me around.”

Aiko’s gaze was fixed on my dick, which had sprung to painful attention the moment the girls came into view.

Kim reached down and gently wanked my cock, pulling back the foreskin. She turned to Aiko. “See, I told you he has a mammoth cock.”

Aiko laughed. “He does. I can’t wait to have that monster inside me,” she said.

Her voice was surprisingly deep for such a petite girl, and I was startled she was so direct.

Aiko turned to Kim. “Can I fuck him first, please? Then we can play your new sex game.”

Kim laughed. “Let’s just play. If sex comes up, sure, you can be first,” she said. “But most of the others, the ones with toys, we can do together.”

Kim spun the wheel, which settled on “Butt Plug.”

She looked at me, looking scared. “Must I?” she asked. “I’ve never had anything in my bottom.”

Aiko was flushed and giggled. “Nor have I,” she said. “But I think we should both try, don’t you?”

The two girls gazed at each other briefly before Kim finally nodded. She sighed. “I guess so.”

Aiko squatted next to the box of toys and pulled out two butt plugs. One was a long, tapering plug with larger and larger bulges towards the base. The other was a bulbous plug with a long horse-like tail attached.

“Which one do you want to try?” she asked Kim.

Kim looked terrified. “I don’t know. You choose.”

Aiko handed Kim the long plug. “I like the idea of having a tail, so I’ll try that one.”

Kim turned to me. “You’ll help us, won’t you?”

“Of course,” I replied.

I looked from one girl to the other. Aiko was flushed and excited, but Kim still looked terrified. I decided it was better to start with Kim; otherwise, if she watched Aiko’s bum being violated, it might scare her further.

“Kim, I think I’ll start with you,” I said. “Get into the doggy position.”

Kim knelt on the towel by the pool, then assumed the position with her arse high in the air. I hunted around in the box, and sure enough, there was a squeezy bottle of lube.

I turned to Aiko. “You can watch if you like.”

I knelt behind Kim and ran my hands over her firm arse cheeks. The girl was quivering, so I gently stroked her.

“Shh … it will be all right. I promise you’ll enjoy it.”

When Kim stopped quivering, I squeezed some lube between her arse cheeks. She gasped. “Ooh, that’s cold.”

I rubbed the lube around her virgin starfish with one finger, and then my finger pushed gently inside. Her sphincter was painfully tight.

“Relax,” I said, “don’t clench.”

I stroked her arse and fingered her prominent clitoris until I felt her bum relax. Kim moaned softly as my finger pushed deeper into her. Soon after, the finger was knuckle deep.

“How does that feel?” I asked.

She wiggled her bum. “Okay. It just feels weird,” Kim replied, sounding nervous.

Aiko knelt beside me with her warm flesh pressed against my side. She reached forward and caressed her cousin’s bum, staring at where my finger pressed into Kim’s arse.

I worked my finger around inside Kim, who squealed. “What was that?” she asked.

“I’m just stretching you so you’re ready for the plug,” I replied.

Aiko watched avidly as my finger moved slowly in and out of Kim’s tight arsehole, working more of the lube into her derriere. She soon felt loose enough that I added a second finger, making Kim squeal loudly.

She moaned softly as my two fingers frigged her back passage. I decided she was ready.

“I’m going to try the plug now,” I said.

I pulled my two oily fingers out of her tight sphincter and lubed up the plug. After I had drizzled more lube into her arse crack, I rubbed the tip of the plug across her perfect starfish before slowly pushing it inside.

The first bulge slipped quickly inside.

“That doesn’t feel too bad,” Kim said, sounding surprised. “I could almost get to enjoy this.”

I laughed. “That’s only the first bit.”

Kim squealed when I pushed the next, slightly bigger bulge past her tight sphincter. She wiggled her arse.

“That still feels okay. It feels peculiar, though.”

Kim squealed loudly when the next bulge pushed inside her against fierce resistance from her tight entrance.

“That burns,” she said.

I left the plug protruding sexily from her arse and caressed her silky buttocks with one hand. The other reached around to play with her love bump. After a few moments, Kim moaned softly.

“That feels nice,” she sighed.

Kim shrieked loudly as her sphincter resisted the advance of the final bulge, but the fat bulge slipped inside her, leaving her arse clenched around the slightly narrower neck of the butt plug.

I slapped Kim’s arse. “That’s it,” I said. “How does it feel, having your bottom plugged like that?”

Again, Kim wiggled her arse. She shook her head. “I don’t know. It burned to start with, but now I just feel very full.” She giggled. “Like I need the toilet badly.”

I guffawed. “You’ll get used to it soon enough.”

Kim moaned softly each time I worked the widest part out past her sphincter and back in again. Several repeats later, Kim was sighing with pleasure. I gently slapped Kim’s arse.

“Don’t pull that out. Keep it inside you so you get used to it,” I ordered.

Kim stood and reached behind herself with one hand, exploring the plug embedded in her arse. She giggled.

I turned to Aiko, who had stayed glued to my side, watching.

The girl’s face was flushed, and the tip of her tongue was visible between her lips. Looking down, her small nipples were like bullets. I knew the answer but asked anyway.

“It’s your turn now. Do you think you can cope?”

Aiko giggled huskily. “I’m ready. I want to know what it feels like.”

I nodded. “Girls, swap positions. Kim, come and watch.”

Aiko dutifully assumed the position, with her slim arse high in the air and her face on the towel.

Kim stood behind me, with her enormous boobs pressed against my back, watching over my shoulder. I followed the same procedure with Aiko, starting with my fingers before progressing to the plug.

Both girls gasped when I pushed my first finger into Aiko’s virgin bottom.

“Oh, that looks so filthy,” Kim said. She giggled. “I can’t believe I let you do that to me.”

The plug Aiko had chosen was much fatter than the one embedded in Kim’s derriere, so I stretched her tight passage further, working up to three fingers. Finally, I decided she could take the plug, and I withdrew my oily fingers.

“Her bum hole is wide open!” Kim said. “It looks disgusting. Did I look like that?”

I just laughed. Aiko giggled. “Your bum looked like a black hole for a moment.”

I copiously lubed the plug and positioned it so the tip pressed slightly into Aiko’s brown starfish. Then I started to push. The fat, wide plug pressed slowly into Aiko’s tight sphincter. She started squealing when it was less than halfway in.

“Oh, that burns,” she moaned.

I paused, pulling the plug out and slowly reinserting it partway several times until Aiko was only moaning softly. The plug then pressed deeper into her forbidden passage, and Aiko screamed as the broadest part forced its way past her tight entrance.

The rest of the plug slipped quickly inside, and Aiko emitted a surprised squeak.

“It’s in, isn’t it?” the slender girl asked.

“Yes. All the way. Does it feel alright?” I asked.

Aiko sighed softly. “Oh yes, I love it.”

I felt Kim move away from where she had been pressed to my back. She moved around and knelt next to Aiko, gently stroking Aiko’s arse. She played with the tail. “God, that looks so sexy.”

It did. Tail plugs have always turned me on.

Kim lifted the tail, exposing Aiko’s shaved cunt, and ran a finger down her cousin’s slit.

“What must it feel like being fucked like this,” Kim said.

“I want to find out,” Aiko said. She lifted her head off the towel and looked back over her shoulder at me. “Come on, ram that monster inside me.”

I shook my head. “It wouldn’t be fair to only fuck you.” I turned to Kim. “If you get beside her, I’ll fuck you both in turn.”

Kim pulled me close and kissed me briefly. She whispered in my ear. “That sounds fantastic. Promise you’ll make me come?”

I smiled. “Of course, as many times as I can.”

The buxom girl knelt next to her cousin, so close their bodies touched.

Once the girls were in position, I moved behind Aiko. I lifted the tail out of the way and rubbed my distended member up and down her shaved, oozing slit before positioning myself at her moist entrance.

I grabbed her slim hips and slowly thrust forward, penetrating her wet teenage cunt. Aiko moaned softly as my long, stiff rod pushed deeper into her tight minge. I could feel the bulbous plug pressing against my dick.

“I think I’m going to burst,” she moaned.

I paused with my dick halfway inside, letting the girl get accustomed to the feeling. When I resumed my assault, she moaned again. “Oh, that feels good.”

Finally, my groin pressed against her arse cheeks.

“What does it feel like?” Kim asked. “Does it hurt?”

The girl sounded worried.

“No, it feels wonderful,” Aiko gasped. “I can’t…