You knew of course that the correct answer was undoubtedly 'no', having sex with not only your best friend, but your best friend who was also now technically your teacher as well opening up a huge can of worms and having implications that would not only affect your future friendship, but your academic future as well. There would be no laughing and easily brushing over something like this. This would stay with the two of you for a long, long time to come.
This wasn't the answer you gave him though, logic and reasonable thinking having been pretty much thrown out the window by this point, receiving an offer that was just too good to refuse and being too damn turned on at the prospect to even try. Sure he was your best friend and sure you were both kind of drunk, but he was in the body of the hottest, most attractive woman you knew; a smart, sexy, sophisticated babe second to none. And while you cared deeply for Allison and had been going out for the last year and a half, she just couldn't hold a candle to Miss. Card...or Randall now you supposed, in the attractiveness stakes; the display that you'd just seen so far pretty much confirming that your History teacher was truly a fantasy come to life. Plus, Allison was taking things slow sex wise, wanting to wait for the right moment, where as Randall was right there in front of you, ready and primed, desperately wanting to lose his virginity just as much as you were. How could you possibly turn that down? Even more importantly why would you want to?
"Yeah. Okay. Let's..let's do it," you told him, trying to refrain from touching yourself again at the thought of actually getting to put your cock inside that beautiful looking pussy, afraid if you did now that you might cum right on the spot.
"Seriously? You're up for it?" Randall replied, seeming a little surprised actually, but at the same time rather pumped.
"Yeah. I mean, it is kind of weird and stuff, but what the hell isn't about this whole thing? Plus you're right, that body is as hot as fuck! And we'll just be messing around really, won't we? It's not like I'm cheating on Allison or anything."
Assuring you that you wouldn't be, and that it instead would just be like "two buddies having a bit of fun, like we always do," Randall then let out an awkward little chuckle, realizing his mistake, "Well, not exactly like we always do, but you get what I mean."
"I think so, yeah," you chuckled back, glad that you were both on the same page and that you wouldn't have to worry about there being any guilt later.
"Alright then. Cool," Randall smiled, rubbing his hands together excitedly, "So, shall we uh, shall we go through to the bedroom? It might be a little comfortable in there," clearly very eager to get started.
Agreeing with this, thinking that it sounded like a good idea, the two of you then got up off the couch and made your way down the hall towards the bedroom, your eyes pinned to Randall's sexy body, still in disbelief that you were actually going to have sex with it. If it hadn't been for your throbbing, twitching penis reminding you that this was all was really happening, you might have thought this was all just a dream and that you were in fact still fast asleep on the couch where Randall had left you.
It wasn't a dream though, and heading into the bedroom in silence, you watched as Randall climbed on top of the bed and knocked the plastic dildo that was still laying there off onto the floor, letting out a nervous little laugh as he did, before indicating for you to come join him. Doing just that, sitting down near to where he was now knelt, so that you were both facing one another, you both just sat there for about thirty seconds or so, waiting for the other one to make the first move..
Letting out an awkward chuckle at the absurdity of all this, the fact that you'd both consented not making it any less strange, Randall attempted to lighten the mood an little as he told you, "Shit, I can't believe you're gonna be my first fuck. If you told me that a week ago I would have probably would have kicked you square in the balls and called you a faggot. But now it's me that's actually wanting to get fucked by a dick!"
"Maybe it's just like genetics or something," you said, trying to, in some way, explain, "You know, cause you've got a woman's body now, maybe you think like one."
"I dunno, dude. I was having a whale of a time putting on this sexy lingerie and playing with myself before you woke up," he replied, not entirely convinced, "I totally still dig chicks, this one especially (indicating to his own body and grabbing at his chest). It's just I guess I'm, I dunno...curious is all. That dildo felt so good inside me. I wanna see what the real thing is like."
"Well the real thing is uh, is primed and ready," you joked, indicating towards the tent in your pants, being somewhat eager now to get started (all this idle chat being almost like **** for your throbbing penis). Deciding then to take the initiative make the first move yourself, though not being sure exactly how to go about it, you asked Randall, "Uhm so...uh, how...how do we, y'know...get started?" hoping he might have a better idea than you.
"Uhm, well, I guess if you want to you can maybe suck on my tits," Randall said after a moment, indicating to his chest, "You know, to get things started."
Liking the sound of this, those two incredibly ripe and swollen nipples that were pointing straight at you looking very suckable indeed, you replied, "Okay, sure. Let's do this thing," as you both nervously and excitedly shuffled closer towards him and reached out with one hand to cup the underside of his large, soft breast. Squeezing at it a little while you worked up the courage, you eventually, after a few deep breaths, bit the bullet and slowly brought your head down towards Randall's chest, all too aware that he was just as nervous as you, his hefty bosom heaving in and out as you parted your lips and took his right nipple into your mouth. You felt a small shiver coming from his body as you engulfed the thick, rubbery protuberance, followed by a gasp, the sensation of another persons lips on his skin presumably being a very strange one, as you engulfed as much of his breast with your mouth as you could possibly manage. The feeling of having Miss. Card's big swollen nipple inside your mouth was absolutely wondrous, and trying not to dwell too much on the strangeness of this whole situation and simply enjoy what was happening, you began gently sucking on it and exploring it's entire length with your tongue.
"Wow...that feels...that feels...kinda nice," you heard Randall say as your other hand then reached up for his free nipple and began pulling and tweaking at that.
Encouraged by this, you began suckling harder at his breasts, rolling the hard nub around in your mouth and occasionally even biting down on it a little with your teeth, which also drew a few pleasurable little moans from your friend. This was absolute heaven for you, and for the next five or so minutes Randall just sat there, letting you go to town on his tits, alternating from one big fleshy mass to the other, burying your face into their cushiony softness and lapping at his rather sweet tasting, feminine skin. Not that he wasn't participating in his own way though, aware that his hand had made its way between his legs and was now busy moving back and forth as the soft little mewing noises he was making began to increase.
"Alright, dude, that's enough," you eventually heard Randall say, panting slightly as he did, "That's enough tit sucking for now. I've got a pussy here that needs filled too you know."
Releasing his breast from your grasp, the soft flesh and your lips making a loud smacking sound as they parted, you enthusiastically told him, "Sorry, man. You've just got the best fucking boobs ever! I could gladly suck on those things forever!"
"I know. I could too. But this hungry little cunt needs fucked badly," he replied, laying back on the bed and spreading his long, well toned legs, "I'm so freaking wet right now, I feel like I've pissed myself or something. So come on, get your pants off!"
This you didn't need to be told twice, and quickly complying as you stared at the glistening wetness between his legs, your hands then went straight for your jeans and began stripping them off.
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