Ashley trembled with anticipation as Nick rubbed his glans on her engorged clit one last time before withdrawing his cock from her soaked cleft, saying: “Almost ready, Ash. I’ll just lube myself up a second, okay?”
“Uh-hu,” she nodded meekly. Her mouth widened in a perfect O a second later when she felt his fat spongy glans pressing at the entrance of her pussy and she realized what he meant by ‘lubing up’. “Oohhh! Oh my god, Niiiick!” Ashley yelped while he slowly pushed his massive erection inside her slit, widening her tender nether lips and filling her gushing hole like nobody had before.
“Aaahh, you’ve got such a sweet little pussy, Ash! You’re so wet and tight!” Nick grunted, shaking with pleasure as he bottomed out inside her silky soft vaginal tunnel.
Still sawing his fingers into her oily anus, Nick began pumping his throbbing boner into Ashley’s dewy, enveloping folds. Leaving most of his length inside her pussy at each pass, he let her dripping nectar bathe his dickmeat, coating himself in her overflowing juices. With her asshole twitching from his persistent fingering and her pussy crammed full of his huge cock, Ashley could barely find the breath to pant as she floated away on a cloud of crackling delight. She had never felt so hot, so slutty and satisfied. The sensation of having both her holes plugged at the same time made her mind feverish with desire while Nick’s slowly pistoning shaft and his slippery ass-poking digits made both her pussy and anus pulsate with pleasure.
When she felt him leaning down on her arched back while he pushed his dick harder into her pussy, Ashley shivered and gasped. “Touch your clit, Ash,” Nick said, his hot breath hitting her ear and his deep calm voice going straight to her lust-addled brain. “Touch your clit for me. Do it, now.”
Ashley was already moaning even before her trembling digits made contact with her clit. Her swollen nub felt electric under her fingertips as she started rubbing it wildly. Seconds later, she was cumming again, even harder than before. While an overwhelming surge of pleasure claimed her slim body and took her breath away, Ashley wasn’t even sure if her climax was radiating from her spasming asshole, her leaking dick-stuffed pussy or her throbbing clit.
Once Ashley’s orgasm abated and she stopped writhing underneath him, Nick straightened up and slipped his pole out of her quivering slit while withdrawing his fingers from her well-prepared sphincter. “Keep touching your clit, Ash,” he said, resting his nectar-dripping erection between her curvy little buttcheeks and adding an abundant dose of lube to the layer of girl-cum coating his dick.
Still hazy and glowing, Ashley suddenly felt empty. Nick’s hard cock wasn’t filling her pussy anymore and he had removed his long, talented fingers from her tingling asshole. Only her clit-frigging digits still remained to keep her orgasmic high from crashing down. She sighed with relief while Nick started sliding his thick shaft along her lube-shiny asscrack while he pulled the edges of her sphincter apart with his thumbs. The corners of Ashley’s mouth turned up in a thin, unreadable smile as she realized that the time had finally come: she was about to get her anal cherry popped.
“Ash,” Nick said, poking the fat tip of his cock against her slick, pliant anus, “if you want me to stop at any time, you only have to say it. Seriously, it’s okay. Just say the word and I will pull out at once, no problem. The last thing I want is to hurt you. Okay?”
“Mmh Nick,” Ashley groggily said, looking back at him over her shoulder with a dopey grin on her lips, “I won’t stop you, because you won’t hurt me. I just know it.”
Her willingness and trust made Nick smile affectionately at Ashley. “Okay then,” he said, gaping her elastic butt-ring with his fingers as he wedged his bloated cockhead against that barely open orifice. “Let’s do this. Just two things: try to stay as relaxed as possible and never stop working your clit, it’s really important. I’ll go very slow, but it might still hurt a bit at first while you adjust. It will pass soon though, if you keep frigging your clit and you focus on not cramping up on me, okay?”
Ashley just kept smiling tenderly at him, nodding in assent, a look of absolute trust painted on her face and a glint of excitement brightening her pleasure-glazed eyes. Caught in a sudden surge of emotion, Nick leaned down and nuzzled her thin neck. “I’ll be very gentle, I promise. I want you to enjoy this,” he whispered, planting a long soft kiss on Ashley’s parted lips before straightening up on his knees again, ready to take her anal virginity.
His meaty, veiny dick looked obscenely big lined up with her tiny pink rosebud, but Nick was confident that Ashley could take him. Grabbing her buttcheeks in his hands, he pulled the rubbery edges of her sphincter further apart with his thumbs, making way for his swollen glans. Then he pushed. Ashley’s virgin asshole resisted him at first, but Nick calmly persisted. Nudging his fat tip against her little winking pucker, he kept pressing on her backdoor without forcing his way in, until Ashley’s elastic butt-ring yielded and started dilating, allowing his hardness to slip inside her ass. Nick’s groan fused with Ashley’s gasp as he slowly penetrated her tight slippery orifice, his cockhead disappearing into her butthole as if sucked in by her willing, clingy anus.
“Owwhh Nick, I can feel you sliding in me! Uuuhh sooo big… Oooohh my god!” Ashley panted as she felt her snug little hole stretching out around Nick’s rock-hard girth. Her clit-frigging fingers trembled and stayed still while she was hit by a moment of panic. Nick’s cock suddenly felt impossibly huge as it opened up the tiniest, most delicate, most private of gateways to her body.
“Don’t stop working your clit, Ash,” Nick calmly reminded her, stopping once he felt her sphincter clamp down right past his cockhead, squeezing his tip while Ashley’s anal muscles got used to his stuffing presence. “It’s okay, Ash, just breathe deep and rub your clit,” he continued, massaging her beautiful little ass and tickling her tailbone. “It probably feels weird now but it will pass. Just try to relax and don’t ever stop touching your clit. Breathe and relax, Ash, I’ll wait until you’re ready.”