My Bear And His Bbw Part 11

WhatsApp message...

"D&C" Afternoon S xxx

"Me". Hi. How are you two?

"D&C" Good. It's actually Carol and Claire -- you?

"Me": Yeah, I'm fine, thanks.

"D&C" Good. Want to help us settle a bet?

"Me?" A bet?

"D&C" Yes. A 'Nature versus Nurture' bet.

"Me"???

"D&C": Little Sis doesn't think you could 'dominate her'. I do.

"Me", I think she's right! LOL

"D&C", I have faith xxx. So???

"Me?" Okay.

"D&C" Friday night? 8pm?

"Me." Who else?

"D&C": Just us.

"Me" -- Okay, see you then. x

15 minutes later I got another message...

"D&C" Come round Wednesday; we'll help. Carol xxx

"Me." Okay. x

_________________________________

"Hi, Simon," gushed Carol loudly as she opened the front door on Friday evening. "Come on in. We're in the living room." I stepped inside and headed toward the living room I now knew so well.

Before I could, Carol grabbed my arm and whispered, "Did you do your homework?"

"Yes. But... I'm not sure it's me," I whispered back.

"You can do it," replied Carol quietly. "I'll guide you."

"Come on in," she said again, this time much louder. "Don't hang about."

I stepped into the room and saw Claire. Stunning. Just as I remembered from our last meeting. Sitting on one of the sofas, wrapped in a robe which did nothing to hide the black fishnet stockings and high heels beneath.

"Hiya", she chirped, sipping from a glass of white wine.

"Hi", I replied.

"I thought I'd best get some Dutch courage inside me before you arrived," she smirked, oozing that sexual power I had been on the receiving end of.

This was not going to work.

Carol breezed past me and flopped onto the sofa opposite Claire. Likewise in a silky robe. Bare legs and feet.

"So", she said, "come and sit down, Simon," patting the seat next to her. "We need to explain, I guess?"

"I guess", I replied, nestling down next to her.

"Sis and I were chatting the other day -- after watching 'Trading Places' -- you know the film? The Eddie Murphy one?"

"Yeah, I know it. Dan Aykroyd. The rich guy and the homeless guy."

"That's the one. And the brothers make a bet that they can't change their nature. They are what they are," said Carol. "Well...we then got talking...about you. And I said you could be dominant if you wanted to be... and Claire said you couldn't. Not in your nature. Subs are subs, and doms are doms. Hence the bet."

"Right," I said. These two women! How the hell did they get from watching a comedy to that?

"So," said Claire, setting down her glass and pulling open her robe to reveal her huge bare breasts. "I'm going to be 'your bitch' tonight -- apparently," she laughed.

Sitting forward, she parted her legs, revealing her bare pussy as she scooped up her amazing tits. She was naked bar the hold-up fishnets and heels.

"And you're going to 'own me" -- so she thinks," she purred.

"Well, we'll see, won't we, Miss Cocky?" replied Carol. "You ready, Simon? Ready to wipe that grin off her face?"

"I can try," I stuttered. She was going to eat me alive!

"You can," said Carol. "Now, rules. If Claire makes you cum, she wins. If she taps out, you win. And I win. And then I get to think of a forfeit," smirked Carol, eyeing up her sister.

"Oh, it'll be you doing my bidding, sis," said Claire. "And I've got some filthy thoughts on what that will be."

"Well, let's get going then. And then we'll know, won't we?" replied Carol.

"Ah, ah. Not so fast," said Claire. "Lips sealed, remember?"

"Okay, okay," moaned Carol, reaching down the side of the sofa and pulling out a black silk scarf. "I'm doing it."

"Don't want you giving him any help. ''That's what we agreed," responded Claire, watching as her sister tightened the scarf and placed it between her lips before tying it at the back of her head.

"Good," said Claire, standing and casting aside the robe. "So, where do you want me... Stud?" she smiled, cocking a hip.

Shit! Remember what to do! Think!!

"Hmmmm..." purred Claire, sashaying toward me. "Maybe I should get down on my knees for you... Big Boy?" She cooed.

Carol was going to lose big time! Fuck, she was so sexy and dominant -- all the things I wasn't.

"Let you...use me...with that monster cock," she mocked as she knelt before me. Her sexy eyes locked with mine as she placed her hands behind her back and smiled up at me coyly.

Do something!

I hurriedly removed my T-shirt and flung it onto the sofa. Quickly unfastening my belt and shoving down my jeans and shorts. Stepping out on them.

"Ooh! A man in socks," she laughed. "Always the nastiest type."

I thought back to my meeting with Derek in this exact spot. Be him!

I stepped forward and placed my hard 6 inches on her forehead. My balls in front of her lips. And waited.

"Hum, hu hum, hu hum hu hum," hummed Claire, through closed lips. Smirking up at me. Not moving an inch!

Shit! I hadn't done that! I'd feverishly lapped at Derek's sack.

I grabbed my cock at the root and guided it to her mouth. She stayed closed-lipped. Still smirking.

Get into character!

"Open", I said.

Even as I said the word, I knew it sounded pathetic! Like I was talking to Siri!

"Open that fucking mouth!" Marginally more assertive.

Claire winked and opened her mouth wide, extending her tongue out. Waiting. Hands behind her back.

I edged forward and slid half of my dick into her open mouth. Instantly groaning as her soft warm flesh caressed my hardness. This wasn't going to last long.

She held still. Not sucking or latching on.

I cast a glance towards Carol. She nodded. Eyes widening as if to say, "DO IT!"

Come on! Do it!

I placed my hands behind Claire's head and began to thrust. Slowly sliding half my cock back and forth. Fucking her mouth. It felt good. Warm and wet. My eyes closed as I revelled in the sensations.

After a dozen thrusts, I opened my eyes and looked over towards Carol.

Her eyes were wide open. Angry. Clasping her hands together, she repeatedly slammed them towards her groin before pressing them tight to her mound. I knew what she was saying. A look on my face must have declared my hesitation.

She nodded furiously.

Fuck!

I tightened my grip on Claire's head. My fingers wrapped into her short blonde bob, and I rammed myself balls deep. Waiting for her to gag.

She moved for the first time. Not resisting my force but pressing her nose deep into my groin. Tightening her mouth around my cock and sucking hard.

I held her firm for a few seconds. Lost in the pleasure of her oral skills before remembering the bet. I had to take control. Or she'd have me cumming in no time.

I pulled her head back and began slowly sliding the full length of my rock-hard dick into her mouth. It was nothing that she couldn't handle. I was nowhere near her limit, I realised, as she calmly looked up at me. Now cradling her big soft tits in her crossed arms. Jiggling them teasingly as I 'ploughed' her face.

Speeding up my thrusts I watched for any change in her. None. She was winning. Waiting for me to unload and claim her victory.

I had to stop, or she would win.

I thrust as deep as I could. And held her tight. My balls squeezed against her chin. I was as deep as I could go. Tightening my glutes, I gave one more press. And felt her throat. For the first time, she tried to pull back!

I gripped tighter and flexed again. Feeling her throat muscles twitching on my helmet. I glanced at Carol. Her eyes smiling as she gave me a thumbs up.

Hold her there! Hold her there!

As I pressed deep, Claire finally began to struggle. Her hands pressed against my thighs as she tried to remove her face from my groin. Searching for air.

After a few more seconds, I released her. She flung her head back. Gasping for breath. Spit drooling from her open mouth and cascading down her heaving bosom.

"Woo hoo!" she chirped, sensually wiping her spit around her chest. "That was almost a face fucking! Well done, Stud! I thought I had you then. So, what's next? Are you going to punish my tits with that beast now?"

Smiling up at me, she pressed her enormous soft jugs together. "Give me a nasty tit fuck with your massive dick?"

Her tits. Yes! Carol had said that.

"Better than that, bitch," I said. "Bitch?" Where had that come from?

I pushed her backward. She released her tits and put her arms down to support herself as I stood astride her kneeling body.

"Bitch? Ooh, you are such a nasty boy, aren't you?" She giggled, shaking her rack. "Come on then -- you 'nasty fucker' -- punish my tits!"

Carol had given me the idea. Just had to deliver it now.

I reached forward and took hold of her nipples. Twisting them gently between my thumb and forefinger. She looked at me, smiling. Enjoying the sensations.

Time to up the ante.

Locking her gaze, I squeezed harder -- and pulled. Stretching her boobs towards me. Their shape changing as I pulled them into twin peaks. Her head went back and her eyes closed as I squeezed her hardening nipples whilst shaking the soft, wobbling orbs of tit flesh.

"Aaahh," she moaned. "You bitch. You fucking bitch, Carol!"

I look over to Carol. I could tell she was smiling despite the gag. She winked at me. And waved a hand in a slapping motion. "Go for her tits. Hard," she had advised me during the week.

I gave Claire's tits one last stretch and released them. She was breathing hard but glaring up at me just as I grabbed a tight hold of her left tit in my hand and slapped her nipple, hard.

"Shhhiitt", she wailed, flinging her head back.

Had I found her Achilles' heel? Despite myself, I was warming to the task. I wanted to win. For Carol.

Slap, slap, slap, SLAP!

"FFFuuckk!" she roared as her tit flesh reddened from my palm spanks.

I quickly shifted my attention to her right breast. Squeezing her huge tit into a peak before repeating the slaps, eliciting the same wails of pleasure. Or pain? Or both?

Siblings. They always know the right buttons to press.

"Aaghh! Fuck!" she growled.

As Claire recovered, head back and breathing heavily, I shuffled forward, standing astride her heaving chest, and I squatted and slid my cock into her panting mouth. She began to suck.

I reached down behind me and took hold of her hard nipples again. Stretching her fleshy tits again whilst pinching her nipples. I heard her moan around my cock as I pulled and pinched. She thrust her head upward, now frantically sucking my dick.

The battle was on!

I continued to fuck her face, pinching and stretching her nipples as I stroked my hard cock deep into her velvety mouth. Enjoying hearing her groans around my dick and watching her stockinged thighs start to shake. She was enjoying this. I was enjoying it!

Time to come to a stop. Not cum -- and follow the rest of Carol's guidance.

Ramming deep one last time, I held her head before withdrawing my spit-coated dick from her face.

"Not bad -- for a sissy," she grinned. Her chest heaving as she gathered her breath. God, she had amazing tits.

"So...what are you going to do to me next, Big Boy?" she asked. Smiling up at me. "I'm not sure that pencil dick is going to defeat me," she smirked, looking at my groin.

"Oh, don't you worry. I'm gonna fill that pussy like it's never been filled before," I replied.

"Yeah, right," she laughed, pushing herself off her knees and sitting back on the sofa. She spread her legs and began rubbing her clit. "Remember to tell me when you're 'pounding the shit out of me', won't you?" she mocked.

"Oh, you'll fucking know," I growled, lunging forward and pressing her into the seat back. "Let's get you wet first."

_________________________________

Two days ago...

"Now press upward with the two fingers," said Derek as I pressed my fingers deeper into Carol's pussy. "Feel that? Like a sponge? That's what you've got to hammer."

Carol moaned as I began to press my middle fingers into the warm, soft flesh of her G-spot. "Aahh, yes."

"Palm on her clit and go for it. Don't be gentle. Come on, make her squirt," he instructed.

I began flexing my middle fingers and moving my hand as Derek had taught me.

"Harder! Faster!" he barked, "Come on! Her pussy can take more than that!"

Carol was now starting to writhe and groan. I clamped my palm over her mound and upped the ante. Vigorously slamming my hand up and down whilst trying to press two fingers into her G-spot. It was like patting your head and rubbing your stomach. Focus!

"More...go on, keep going," encouraged Derek.

It was then I felt it. And heard it. Carol's pussy suddenly swelled and got very wet. I could feel her juices on my fingers and hear them sloshing inside her! Her cum splashing onto my palm!

"Keep going... you've got her," said Derek.

My arm was tiring, but I gritted my teeth and sped up again.

"Oh fuuuucckk," wailed Carol, wide-eyed and looking down at the juices now splashing onto her stomach and tits. "Fuuck...yeeeeesss!" she screamed as she flung her head back. The splashes became a wave as she gushed. Soaking my hand as she squirted!

"There you go!" said Derek, "That'll prep her. Then when she's soaking wet... stick the big one in."

_________________________________

I pushed her hand aside and guided my middle two fingers into her damp pussy. Standing between her thighs, I began to search for her fleshy G-spot.

"Oh, a fingering," laughed Claire. "Lucky me!"

I manhandled her thighs apart. Holding one with my right hand and stepping inside the other, using my thigh to keep her stockinged legs apart. I'll show her.

Finding her G-spot I began the "come hither" motion that Derek had taught me. No messing about this time. No gentle pleasuring. Flexing my fingers hard into her soft wet wall. I was going to make her squirt -- her first time, according to Carol.

Clamping my palm over her pussy mound, I began vigorously fingering her G-spot whilst jerking my hand up and down. She tried to close her legs as I started the assault on her pussy. I held her firm with my hand and thigh. She wasn't going anywhere as I fingered and jerked harder and faster.

"Ssshhiiiitt", she wailed as I kept on pounding her cunt. Gritting my teeth as the pummelling started to tire my arm. "Ooooh, fuuucckkk!" she screamed, just as I felt her juices begin to flow. "Ooohh, fucking Jesus! What are you doing to mmmeeeee!" she moaned as I heard that same sloshing of pussy juices. Now the splashing of juices on my palm, spraying onto her stomach as she writhed. Nearly there!

Tightened my hold on her, I sped up. Fingers grinding and flexing deep into her swelling G-spot. My hand a blur as it slammed up and down her hole. Juices spraying onto both of us.

"Squirt, you bitch!" I shouted as I whipped my hand from her soaking wet pussy and slapped her pussy. "Squirt for me!" I slapped her dripping mound again and then drove my fingers back inside. Cupping her mound, I squeezed as hard as I could into her G-spot. Flexing my middle fingers as hard and fast as I could as she wriggled to escape.

Her pussy was spraying juice as I went harder.

"Oh Goooddd!" she wailed, flinging her head back into the sofa and repeatedly slapping her hands onto the seat. She was nearly there! Keep going!

I relaxed my fingers and started frantically slamming them in and out of her soaking wet pussy. The juices continued to spray as I hammered at her hole.

Her pussy walls were swelling as the battering continued. Pussy juices splashing onto her stomach as I finger-fucked her. Her head rolling from side to side as she closed in on her orgasm.

I stopped and plunged my fingers back to her swollen G-spot and flexed as hard and fast as I could.

"Oooooohh, Jesuuuuuus Chriiiist!" she wailed as she squirted, drenching us both with a torrent of cum! Her legs began to shake, and her pussy clamped hard on my fingers. "Fuuuucck!" she groaned as her whole body went into spasms. "Fuck, fuck, fuck," she whimpered as she shook and twitched.

I removed my fingers from her swollen, soaking pussy and rubbed her clit.

"Noo, noo, nooo," she wailed and grabbed my hand. "Stop, please. Stop."

"Game over," said Carol, now beside me. The scarf was removed, and her robe was open. "Well done! I knew you'd do it," she smiled and pecked me on the cheek.

I sat down on the sofa and watched as Carol slid onto the sofa next to her still-shaking sister.

"I knew you could gush," she purred, "I knew it."

"Oh God, Carol," moaned Claire, "I don't know......what's he done to me? I can't stop shaking."

"Mmmmm. And the best thing is," said Carol, "now you've done it... you won't be able to stop doing it," as she cuddled her into her chest.

"I hate you," moaned Claire, "I knew you'd help him. You bitch," as she snuggled into her sister's chest.

"Maybe Derek helped... I was just the 'practice'," laughed Carol.

"Mmmmmm. Well... that's a draw then," moaned Claire, "You're not having that one. It's cheating."

"Or maybe we share the forfeits?" whispered Carol. "That could be fun," as she pecked her exhausted sister on the forehead.

"And maybe we'll get to that fisting we had planned," she smirked. Winking at me.

...to be continued