Testing the boundaries

Looking down between those lovely buttocks while you continue to move your fingers in and out of Nancy's wet pussy, you can't help but find yourself staring at the puckered little opening that is her asshole. For some reason the sight of it fills you with a lust for the forbidden, and once again you start thinking dark thoughts about how far you could actually push this girl in her search for better grades.

"You've got a real nice ass, Ms.Stein!" You tell her after a while, grabbing onto the buttcheek not allready occupied by her own hand and squeezing it hard in your palm, thus spreading her buttcrack wide open and allowing even better view of the tight little hole nestled between. You also let your voice sound quite out of breath, to play along girl's own game and act much more excited than you actually are.

"Oh! Thank you, Mr.Doe!" She pants back at you, also giving herself a good squeeze while you continue to knead her firm young flesh. "You want to spank my ass again?"

"No... Hell no! I want to fuck it!" You laugh, putting all the pronounciational focus on the 'F' in the F-word, while letting the 'it' at the end of the sentence barely audible at all, or easily taken for a 'you', or rather a 'ye'.

"Oh! Yes, Mr.Doe!" She gasps excitedly and pushed back even harder against you probing fingers. "Please! Come on, and fuck me!"

"I don't know, Ms.Stein..." You tease her, pretending a bit hesistant while you make no secret of unbuckling your belt and starting to pull down your pants. "I don't know if it'll fit! You seem so tight!"

"But I'm sooo wet!" She objects while looking back over her shoulder to catch a glimpse of your equipment. What she sees actually do seem to surprise her a little, but far from in a negative way. You wouldn't think that you have the absolutely biggest dick in town, but from the look on the girl's face it must at least beat any of her previous experiences by quite a bit.

"Yeah, I noticed!" You agree, giving your heavy shaft a few strokes with your free hand while twisting your fingers around inside of her dripping cunt. Then you slowly pull out and just slide your now juice-coated fingers up and down the crack of her pussy. "But still, it looks sooo tight!"

"Tight is good! Just stick it in!" She urges you on with gasps and moans while helping you spread the valley between her buttocks wider to give you even better access, unknowingly so to both of her holes. "I'm sure you'll like it!"

"Yeah, I'm sure I will, Ms.Stein...!" You smile back at her, but then act hesitating again while you look down between her sweet buttcheeks. Once again you let your pronouncification play some part in your game as you continue, this time just making sure that the question sounds fully normal, as if there had been no question at all about which of her holes you've wished access to. "But, did anyone fuck you in the ass before, Ms.Stein?"

"Uh... N... No...?" She eventually replies after a few moments of confusion while she first happilly nods her head 'yes' to the question, and then slowly goes over to shaking it 'no'. The look of worry on her pretty face quickly gets more apparant as your slippery fingers slide up along the sensitive skins between her holes and gently circles the back one. "Uh... Why do you...?"

"Really?" You swiftly interrupt her, wanting to keep her at the defensive rather than allowing her to question your actions. "Why not?"

"Uh... Well... Isn't it kinda nasty...?" She mumbles, worriedly trying to look down at herself while you've now started to massage her puckered hole.

"Uh-huh?" You smile back at her, shrugging your shoulders and then leaving her ass be for a moment while you instead press the thumb of the same hand up into her pussy. "I thought you liked to be naughty?"

"Oh...! Ummm...!" She moans as you gently start fucking her pussy with your thumb, quickly getting back to her own game again. "Yeah...! I love when you stick it in pussy like that!"

"I bet you do!" You chuckle, slipping your thumb back out again and replacing it with your fat cock, nudging the head of it between her wet lips while quite discretively resting your well lubricated thumb between her buttocks. "So you like when I do this?"

"Oh...! Oh, yes Mr.Doe!" She moans as you slowly ease yourself forward into her willing pussy, but meanwhile gets a slight look of discomfort on her pretty face as she feels your thumb start pressing against her tight backdoor. "Uh... Ummm... Yeah...!"

Maybe it's time for another decision? Her wet pussy really do feel great as it slowly accepts the full length of your manhood, and having your thumb working her tight ass also gives you a lot of stimulation. Another try to stuff your thick cock into her bum may be done later, as you've at least given her a little introduction by now. Or are you the more impatient sort after all...?