If you haven’t read Blackmailed By Her Boss 1 and 2, catch up here:
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Tilting my head forward, I released a generous glob of spit directly into her asshole, enjoying watching it slither and disappear into the dark channel of her ass. Her asscheeks twitched under my palms as she registered this unfamiliar sensation. I grinned to myself as I thought how quickly Carrie was going to become accustomed to receiving regular dumps of my cum into this soon-to-be devirginized ass.
“So, Carrie, if I push my fingers into this tight little asshole of yours, they’re going to come out clean, yes?”
“Yes Sir.”
Trailing a finger along the crack of her ass, I said “You know I’ll be very angry if you’re not fucking immaculate for me here?”
“Yes, Sir. I made sure, Sir. You can count on your little whore, Sir, I promise.”
“Well then, let’s see.”
I slowly pumped 2 fingers in and out of her silken cunt, savouring its slippery wetness and coating my fingers with her pussy juices. She moaned some more, but there was tension in the room and along her spine as we both awaited my verdict.
Pulling my fingers out of her pussy, I buried both of them deep into her ass. She groaned at this sudden intrusion and I twisted my fingers around inside her.
“This is what you wanted, isn’t it Carrie? Two of my fingers twisting around in this tight little hole?”
“Yes Sir. Oh God, thank you, Sir.” Once again, she started to gyrate against me. My little slut was desperate to cum.
“And remind me… what else was it that you wanted?”
Without hesitation she blurted out, “I want your tongue in my ass please, Sir.”
I withdrew my fingers. They were, indeed, pristine.
“It looks like we have ourselves a date, Carrie. Good work.”
She slumped visibly with relief, the tension easing out of her body and she let out another of those breathy little moans that I enjoyed so much. I knelt behind her on the mattress and angled her hips towards me.
I slowly traced my tongue across her heavenly ass cheeks, then trailed down, sucking at the curves of the lower swell of her ass, nipping and licking her along the crease where her quivering thighs joined the rounded perfection of her butt. I took my time fondling her ass with my hands and mouth, kissing and sucking mouthfuls of her smooth, firm skin between my lips.
I got lost in her ass. I was aware of her sighs of pleasure in the background and of the insistent pressure as she pushed back against my hands and mouth, but my senses were full of the feel and the taste of her. I got more and more carried away, uncontrollably so. I ran my tongue, flat and wet, all over her ass, licking her hot skin as though it were an ice cream cone; long, broad strokes that left trails of wet lust across her asscheeks, then alternating with tight little kisses and bites.
My hands ran up and down her body, stroking the satin smooth skin of her thighs, then pinching handfuls of her ass under my greedy palms, drawing her closer into me.
I pulled my head up and, breathing hard, slowly parted Carrie’s ass cheeks, enjoying a further long and close inspection of her little pink rosette. It had now closed most of the way back up after the plug’s removal. Time to rectify that. Leaning forward, I traced my tongue slowly up and down along the inside of her ass cheeks. She squirmed happily beneath my touch and the volume of her moans intensified.
I pulled her cheeks all the way apart, pushing my lips, my whole face, into the warm cleft of her ass. Carrie gasped loudly as she felt my hot breath across her small anal dimple. I flicked the tip of my tongue briefly against her dark petal eliciting further moans from her. I paused and waited, still breathing hotly against her, less than half an inch away from where she desperately wanted me to be.
I pushed two fingers back into her pussy as my tongue lightly traced slow gentle circles around the small ridges of her anal bud. She pushed back desperately against me, wanting more. I increased the speed and intensity of my licks, devouring her ass.
She was thrusting hard against my fingers as I breached her asshole with my tongue. I sucked at her feverishly, savouring her sweet, musky taste. Deeper and deeper, I forced my tongue inside her, my spit coating her wetly all over. I moaned into her and heard her answering groans.
“Oh God, Sir! Please may I cum Sir? I can’t bear it!”
Breaking away for a second, I gave my permission and then reamed her deeper still, my face buried deep between her cheeks, the whole area slick and sticky and delicious as my fingers pistoned relentlessly in and out of her drenched cunt.
She started humping uncontrollably against my mouth, grinding herself against my entire face. Voice muffled, I bellowed “Cum for me, Carrie!”
Within seconds, I felt her sweet release as she clenched around my fingers, creaming all over them as she screamed out in ecstasy. She moved against me over and over again, taking her pleasure as I kept sucking my tongue deeply into her spasming asshole. Fuck, this was going to feel incredible on my cock.
Finally, she collapsed onto the mattress and lay, spent and panting, on the soaked sheets.
After getting my own breath back, I palmed the lube that I’d left nearby for this moment and started liberally greasing up my shaft. One day, I’d take her ass dry - the thought of that came dangerously close to making me lose control of my impatient cock - but her first time was going to be plenty tight, even well-lubed.
“Get back up on your knees, Carrie. It’s time for you to get your ass fucked.”
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If you’re ready for another heroine begging to have her ass claimed by a dominant older man, this should hit the spot.


