Virgin Babysitter Becomes My Slut, chapter 7

Note: this story contains factors of G/G, B/G/G, anal sex, anal play, a2m and a master/slave relationship. If any of these are not to your taste this may not be the story for you.

—–

Panic filled Annie’s eyes, both from my insistence that my cock remain in her throat and that Jodie was standing in the open doorway watching her.

“Come in!” I said merrily.

Jodie was grinning from ear to ear as she stepped inside and shut the door. Annie started pushing away from me so I pulled her head backward and she expelled my cock, allowing her to cough and splutter over my shaft and the floor.

“Annie, you remember Jodie? She’s my assistant at the office. Jodie, I’m sure you remember my little whore, don’t you?”

“Hmm, I definitely do,” Jodie said seductively as she dropped her coat to the floor, which left her standing in high heels, black lace panties and a matching bra. Her perky D cups were held high and she was flush with excitement.

“Beautiful, don’t you think so Annie?” I asked her. Annie had recovered her composure but looked bewildered. I pulled Jodie in for a passionate, drawn out kiss, the heat of pent-up flirting and attraction immediately blooming between us. Once we parted, I looked down at Annie. “Did I say you could stop?”

Sheepishly, she steadied my shaft in her hand and began to descend upon it once again.

“She looks cute down there,” Jodie said cheekily.

“I remember you looking cute down there too,” I hinted. Jodie gave me a knowing smile in response and joined Annie on the floor. Annie was only taking about half my cock and she gave Jodie an anxious look.

“Don’t worry sweetie, I’m not here to steal your man.” Jodie grasped the base of my shaft from Annie. “But I am here to share,” she said, then in one swoop took my entire cock down her throat. She didn’t even gag or cough.

Annie looked hurt and confused. I tipped her chin and told her to stand, then leant down to her ear. “No need to be afraid, little slut. You’re mine, forever. No, Jodie is here to serve us both.”

“I… I don’t know if I can do… that, sir,” she replied.

I broke into a big smile and reached for her erect nipple. I took it firmly between thumb and finger and twisted. “Remember the rules, little whore?”

She nodded. “Yes, yes sir.”

“So if I tell you to let Jodie eat your pussy, what are you going to do?”

“I’m… I’ll let her,” she said shyly, bucking away from my firm grip on her breast.

“Let her what?”

“Let her eat my pussy, sir.”

I released her tit and instead cupped her cheek in my hand. I looked deeply into her eyes and smiled. “And if I tell you to lay down on the floor and eat her pussy, what will you do?”

She whimpered, holding back tears. She was very aware that another barrier was about to be broken but instead of shying away from it, she remembered her place and role as Master’s Little Whore. “I’ll lay down on the floor and eat her… eat her pussy, Master.”

I gave her a warm smile then released her. “Slut, get down on the floor and eat Jodie’s cunt.”

She nodded, said a polite “yes sir,” and sank out of reach. Seconds later and with my cock buried deep in her throat, Jodie moaned loudly, the vibrations sending additional shocks of pleasure to my core, before she shifted her position to sit more firmly on Annie’s face.

I gathered Jodie’s long hair into a ponytail and held it at the root. Knowing I was taking control, she dropped her hands to her sides. I withdrew my cock to just behind her teeth, then slammed back down her throat while my hands held her head in place. I repeated it and settled into a voracious rhythm, enjoying the tight thrill of her neck muscles grabbing my cockhead as they futily trying to prevent my intrusion.

Saliva spurted from her lips with each thrust, slickening my shaft and allowing me to slide in a little easier each time. I felt her squirm and groan around me, unable to breathe with my pace. Finally she gagged and I pulled all the way out, savouring the cold breath of air on my soaked cock. Jodie coughed and spluttered as she caught her breath, then deeply moaned “oh goooooood” and ground her cunt firmly against little Annie’s tongue and lips. I smiled and twisted Jodie’s bullet-hard nipple with my free hand.

“Enjoying my little slut?”

“Oooh yes Daddy, she’s sooo good, so goddamn good.”

“She’s never been with another woman before, so enjoy her.” I dropped my hand and Jodie immediately started pulling her own nipples. I swiped her hands away. “Have the little slut do it.”

She could only nod as a wave of pleasure washed through her. Seconds later, she found Annie’s arms and pulled the babysitter’s hands up to her own chest. Annie immediately started tweaking and pulling, forcing Jodie to let out a long gutteral moan. As her first orgasm of the day rushed through her, I slipped my cockhead between her open lips and she once again welcomed me to her throat.

I felt the bubbling of my frothing testicles and kept going. “Fuck Jodie, fuck I’m going to cum soon.” I maintained my pace, egged on by the tight throat muscles my cockhead parted, the warm wet tongue massaging my shaft and the pursed lips pounding against my scrotum. When I finally boiled over I withdrew to the tip of her tongue and unleashed a torrent of warm salty cum. “Don’t swallow,” I said firmly between panting breaths. Jodie looked up at me and gave me a wicked smile around my cock. She sucked gently on the tip to get the last of my seed out, then cleaned me with her tongue. With a groan, Jodie lifted her leg and sat apart Annie, who’s lips and cheeks were wet with Jodie’s lust.

“Jodie has a gift from your Master, Annie,” I said.

With that, Jodie descended and dripped my cum from her lips. Annie opened her mouth obediently, using her tongue to catch the shared reward. Annie swallowed some before Jodie dropped further for an intense, no holds barred, tongue ravaging kiss. Caught up in the moment, Annie’s hand slid up to the back on Jodie’s head and pulled her closer. Jodie, in turn, grasped Annie’s breast, squeezing the supple young flesh. As their kiss intensified Jodie relaxed atop Annie and I couldn’t help but stare at their perfect yet different forms. Jodie was lithe and athletic, subtly toned and firm, whereas Annie was smaller and curvier, her body finally emerging from the chrysalis of teen development.

Finally, Jodie pulled away from Annie, looked up at me and laughed. “Sir, I think I need some water.”

I chuckled. “I think we all do, don’t you Annie?” Annie, her face coated in Jodie’s juice and saliva, nodded with a smile. “Maybe we should move off of the hallway floor and into the lounge?” Both girls nodded, and Jodie gave Annie a final kiss before getting up.

I left them to pick themselves up off the floor, making sure to close the lounge curtains this time before getting three glasses of water with ice from the kitchen. When I returned to the lounge, Annie was sitting looking somewhat confused on the couch, with Jodie sitting facing her to her left. I handed each a glass then had Jodie scooch over so I could sit between them.

Now her fire had abated a little, Annie stared down at her glass, obviously confused and shy about what had happened. She took a sip but couldn’t look up at either of us.

“Have you ever kissed another girl before?” Jodie asked quietly.

Annie shook her head silently.

I put my glass on the table and gently held Annie’s knee. “Annie, when you’re asked a question I expect you to answer clearly out loud.” She nodded. “So have you ever kissed a girl before?”

I knew the answer, of course, but I knew that Jodie wanted to hear it.

“No, sir.”

“Did you enjoy it?” I followed up.

Annie nodded. “Yes, sir.”

My fingers teased the inside of her thigh, causing her to slightly widen her knees. “What about when I ordered you to lick Jodie. Did you enjoy that too?”

She nodded once more, this time with tears budding in her eyes. Seeing this, Jodie moved to get closer but I signalled to keep away. “Annie, I need a clear answer.”

“Yes, sir, I liked it.”

“You were a very good girl for me,” I kissed her on the forehead. “Don’t worry about labelling how you feel, Annie, we’re just three people enjoying each other today.” My fingers teased closer to her delicate folds, causing her to unconsciously open her legs wider to invite me in. “We’re going to have a lot of fun, I promise you.”

I turned back to Jodie. “Come over here.”

She nodded. “Yes sir.”

I nodded to the floor before Annie and Jodie got the hint. She sank down and crawled between Annie’s knees. “You made me feel so good,” she said seductively before turning to me. “Master, can I make Annie feel the same way?”

I looked at Annie. “Would you like that, Annie?” I pressed my fingers firmly against her most sensitive button and lips, causing her to shudder and grind against me. “Do you want me to order Jodie to make you feel good?”

“Yes sir,” she replied breathlessly.

I moved my hands to Annie’s hips and lifted her forward, laying her head back against the couch. I took her glass and, having a spur of the moment idea, kept it.

Jodie smiled and began devouring Annie from the inside. Whatever self-consciousness Annie felt dissolved instantly as Jodie’s expert tongue lapped at the tender pink flesh. With one hand I picked and plucked at Annie’s pink nips, egging my little slut on as she climbed steadily to her lustful heights.

In my other hand, condensation on Annie’s glass began to trickle down the side. As the first drops fell, I held the glass over her tender teen tits and she squealed and cooed at their icy strike. As each one dripped, I dove in and licked it from her velvety skin, barraging her breasts with alternating strikes of ice and warmth.

As Annie crested over her orgasm with Jodie’s tongue in her juicy cunt and mine on her tortured tits I settled on my next move. Putting down the glass, I settled back against the couch next to Annie and stroked myself to full mast once again. As Annie opened her eyes, I pulled her on top of me and our lips met in a haze of relentless lust. She settled down against me, her soft tits pressing against my hard chest, her sodden lips backed up against my hard cock. The next thing I know Annie’s ass rose up and Jodie’s hand guided my cock inside the furnace of her sheath.

Annie moaned loudly as she took my whole shaft in one thrust. She rose up and, as she was about to descend again, I held her ass firmly in place. With a wicked smile I suddenly pushed up into her, forcing a sharp gasp and I began to pound furiously into her.

“Oh god!” She screamed at the top of her lungs as we crashed together again and again and again. I then felt warm breath just before Jodie’s soft tongue dove into the meeting point of cock and cunt, sending Annie’s screams up to eleven and she collapsed her chest and head against me. I kept up the pace as Annie crashed through another orgasm, then slowly settled back down on the couch and pulled Annie’s ass down with me.

I pushed my head out to look at Jodie, her face coated in the sheen of pussy juice. “There’s something Annie needs to do in order to become Master’s Little Slut. Annie, do you want to ask Jodie for some help?”

Breathless, Annie took a minute to recover enough to answer. When she was ready, she turned her head to look at Jodie. “Please help me. Please, I need to have Master’s cock in my… in my ass.*

Jodie’s grin widened. Without a word, her head disappeared behind Annie’s ass again.

The next thing I knew Annie squirmed and cooed loudly. “Oh fuck, oh fuck, oh fuck.”

“What’s she doing, Annie?” I asked knowingly with a smile.

“Oh fuck Master, she- she has her tongue in me.”

“In where, Annie?”

“In my ass, sir.”

“Good Annie, good. How does it feel? Tell me what she’s doing.*

“Oh it feels so… weird, but good. Oh god, oh god Master I think she put a finger in me. Maybe two, I don’t know oh god oh god oh god…”

Annie’s moans descended into gutteral grunts and cries as Jodie’s ministrations pushed the boundaries of her senses. After a little while, I saw Jodie’s head pop out to the side and give me a nod. I pointed to the table and the lube I’d readied earlier, and she gave me a nod.

The next thing I knew a small hand had plucked my semi-hard shaft from Annie’s boiling cunt and a cool gel ran over it. The tip was pushed against flesh, but with me below Annie there was little chance of me gaining the traction I would need. So I wrapped Annie up in a tight hug, stood up holding her, turned and laid her back down on the couch holding her ankles up against my shoulders.

My babysitter was delirious with overstimulation and hardly seemed to notice. That is, until I was pressing my cockhead against her tender, moistened asshole. Jodie slipped a lubricated finger inside the opening and coated the insides, waking Annie to what was about to happen. As the teen looked at me with big doe eyes and a worried smile, I simply grinned back, held my cock firmly and pushed it into her ass.

Annie moaned and grasped at me, holding me tightly and she fought down the eruption of pain and discomfort at the intrusion. I sank a third of my shaft inside, then withdrew for Jodie to coat it in more lube. My secretary then slipped her hand around Annie’s leg and rubbed her most sensitive spot, causing Annie to whimper and groan.

With my shaft firmly in hand, I slowly but surely pressed it into Annie’s ass. As I watched it enter her final virgin hole centimeter by centimeter, Jodie’s fingers stimulated her clit while her tongue licked at the joining of cock and ass. Annie bucked and groaned against us, gutterally welcoming me inside while her flesh reluctantly resisted.

Eventually, finally, I bottomed out inside her tightest entrance and I marveled at the view of my entire cock buried up to the hilt in her teenage ass. I slowly worked it back and forth, gradually loosening the vice-like grip until I was finally, truly, fucking Annie in the ass. I don’t think I’d ever felt anything this intense before. She both seemed to grip me and withstand me, want it and not want it, but eventually I was fucking her as easily and tightly as I had her virgin cunt not so long ago.

Jodie moved to lay on top of Annie, her lips and tongue taking the place of her fingers on Annie’s button, and soon Annie was moaning her way to yet another orgasm and this time taking me with her. I picked up my pace, pounding into her tenderest flesh again and again and again until I finally reached the cusp, pushed all the way inside and let loose intense shot after shot after shot of cum deep into my babysitter’s bowels.

I held myself against Annie’s legs as I recovered my breath. Jodie slid off, smiling, and collapsed onto the floor while Annie seemed almost passed out.

Reaching behind me to the table I picked up the box and took out the pendant. Jodie, curious, sat up and read the words inscribed and almost purred aloud.

“Slut, wake up,” I said warmly.

Annie’s eyes opened slowly and she smiled cutely up at me. “You have done everything I have asked of you and you’ve quickly grown from that shy virgin who knelt before this couch and could barely suck a dick. Now you’re a woman, willingly giving everything to your Master. You should be very proud, I know I am.” I reached down and clipped the pendant to her collar.

“Congratulations!” Said Jodie, before giving her a deep kiss.

When they broke aside, my soft cock slipped from Annie’s freshly fucked asshole. She gave me a wry smile, sat up and then dipped her head to take my sodden, deflated cock between her lips. Her warm, wet tongue swirled over it, licking off every drop of my cum and cleaning me well. When she was done, she released me and sat back up. Looking me straight in the eye, she said, “a good slut cleans her Master’s cock after every fuck.”

Jodie squealed and cheered.

This was the begin of something incredible.

—–

Author’s note

Thank you all for reading this far. Since Annie had now gone from babysitter to slut, it seems that this series is concluded. I have many ideas for further stories for Annie and Jodie, after all the weekend isn’t over, but these will be standalone and should be enjoyable without having to read 7 previous stories. On a practical level, the number of reads for the series has declined steadily, from about 40k in chapter 1 to just under 10k in chapter 6, as I would generally expect as readers drop off from chapters, so this seems a good place to park it for now.

I hope you all enjoyed reading it. If you did, please like and opinion! If you did not… well, you can not please all the people at all times. Have a great day!