I put my hand on her pussy which was leaking nonstopâdrenching my fingers completely in her thick juices, sliding two in quick to scoop more wetnessâand spread it on her asshole, rubbing the slickness around the ring, fingers opening it gentle, pushing inside to lube the tight insides, making it slippery enough to slip my dick in.
"Alex..." she glanced back, voice trembling with desperation, "please put it in my pussy." She couldnât wait any longer for me to open her assholeâit was taking too much time, her body aching for relief, pussy dripping and clenching empty.
"Donât worry, Lan... Iâm gonna fill both of your holes," I said, managing to stretch her asshole a little with my fingersâtwo fingers pushing in slow, scissoring gentle to widen the tight ring, holding it open so it would get used to the new stretch, feeling her walls flutter around me.
Her ass was still grinding back on my cock, unable to resist, cheeks sliding along my shaft, desperate for more even as she begged for her pussy.
After pulling her asshole more with my fingersâstretching it wider, adding a third to prepare itâI got it enough to fit my dick head. The rest of the work could be done by my cock once it was inside; it could stretch the insides deeper, but the hard task was just to make the head enter.
I pushed my cock head hardâpressing firm, the thick tip nudging against the lubed ring, forcing it open slow. "Fuck... ahh... youâre so tight, Lan," I said, panting heavy, sweat beading on my skin as the head popped in sudden, stretching her wide.
"Ahhh... it hurts, Alex..." she cried, body jolting, ass clenching hard around the head, pain mixing with pleasure, but she didnât pull away, hips rocking subtle like she needed it.
Of course it would hurtâthis womanâs pussy was like that of a virgin even after so many years of marriage, so of course her asshole would be this tight, untouched, virgin territory. But I was making sure she wouldnât be tight and fresh after todayâI would ruin all her holes beyond repair, stretch her until she craved only me.
I shoved my dick more hardâ"Aahhh... let me in, dammit," I growled, finally getting the head fully in her asshole, the rest of the shaft staying outside, throbbing with need, feeling left out.
I breathed heavyânow the hard part was done, I had entry. My cock could find its way by itself now, inching deeper with every pulse. I rested a littleâletting Lanâs asshole adjust, the tight ring twitching wildly around just my dick head, clenching rhythmic, trying to pull me in while fighting the stretch.
Lan was in so much pain, but her body was still leaking more juicesâpussy dripping thick down her thighs, clit swollen and throbbing as she reached one hand below to rub it frantically, doubling the stimulation, trying to chase the pleasure through the burn in her stretched asshole.
My dick head rested in her freshly stretched asshole, pulsing hard inside the tight ring, looking so monstrous trying to get into such a tiny holeâthe thick, veiny shaft straining against the resistance, head swollen and red from the effort, precum mixing with her juices to ease the way.
Lan was shorter than Tiffanyâcompared to her, my dick looked even bigger against Lanâs holes, the contrast insane, her mature but tight body not built for this size. It was good her husband was gay and didnât need pussy for satisfaction, because after today, Lanâs holes wouldnât be satisfied with any other cock but mine. She would crave my size in both of her holes after this, ruined for anything smaller, micro penises like Minhâs no longer even registering.
Lan was still grinding her ass back, almost making my dick pop out from her assholeâI grabbed her hips hard, fingers digging into the soft flesh, controlling her movements, holding her steady so I could push deeper without slipping.
My dick was pulsing painfullyâthrobbing with need, veins bulging, so close to bursting if I didnât release my cum soon. I pushed moreâgrabbing her hips tighter, spreading her ass cheeks wide with my thumbs, slapping one cheek so hard it turned red instantly, the sharp sound echoing off the rocks.
"Ahh... harder, Alex..." she moaned, loving the roughness, body shaking, pussy clenching around nothing as she rubbed her clit faster.
"You like when Iâm rough with you?" I said, slapping the other cheek just as hardâit jiggled wildly, skin blooming bright red, the impact making her cry out in pleasure-pain.
"Ahh... punish me, Alex... Iâm a bad wife..." she moaned, voice wrecked and filthy, completely lost now.
She was such a filthy slutâher husband getting his ass fucked by some trans woman in a janitor room, and here she was getting fucked by a young guy, cheating on her husband, getting her holes stretched beyond anything sheâd known. How could she face her husband after what I was doing to her today? She couldnâtâand she didnât care anymore.
She just wanted my dick to be in her holesânothing crossed her mind at this point. No husband, no family, no faithfulness. Just my dick and her begging holes, aching for me to fill them, stretch them, ruin them.
I shoved my dick more into her tight assholeâslipping it slowly inside, inch by thick inch, the head popping past the ring with a wet pop, the shaft following as her walls gripped me like a vice. "Fuck... itâs still too tight," I groaned, voice rough and strained, feeling the burn of resistance even with all the lube from her pussy juices.
Her ass was pulling me deeper yet resisting at the same timeâclenching hard around my cock, trying to push me out while her hips rocked back greedy for more. It was good Iâd filled her asshole with her juices before; otherwise my dick wouldâve just been stuck in it, unable to move, the friction too much.
"Ahh... just a little more, Alex..." she moaned, voice breaking, body shaking as she felt me filling her slowly with my hardness, the stretch burning but turning into pleasure, her pussy leaking fresh down her thighs.