An Unprepared Sitter

Mandy looks at my wife questionly before casting a nervous glance in my direction.

"I, I'm not sure I know own what you are talking about, Mrs. Morr . . . I mean Carol. . ."

My wife smiles reassuringly, although I myself have no idea where she's going with this. My boner is starting to hurt now as it's longing to spring free of its trap. I try my hardest to ignore it, but try as I might it's damn near impossible with such a pretty little nearly naked thing sitting next to me. Her nipples seem to be calling out to me, and I can't be sure as I am trying not to stare but I'm pretty sure they have gotten harder over time as well. Carol slowly strokes Mandy's shoulder, only adding to my below-the-belt unease.

"Like I said we are adults here Mandy. I'm talking about boys and sex- college boys can be quite pushy so I just want to make sure you are prepared for it."

My jaw had yet to be clamped shut from when our babysitter strutted out in just a t-shirt yet it seems to unhinge even further with that comment. What the hell is my wife doing?

I look up at Mandy's face, only then realizing I had become lost in her perky tits until that moment.

"Mrs. Morrison!"

"Honey, we went over this, it's Carol. And it's important to me that I know you are ready for what's out there. So tell me, have you ever been with a man before?"

The same startled gurgle seems to leave both mine and Mandy's mouth at the same time. The nubile girl looks shyly in my direction first, her face turning bright red before she turns back to the other side.

"Uh, well, I've. . .messed around with boys before, but I've, I've never gone. . . all the way."

Carol presses on as if this was somehow a normal conversation, continuing to rub the young woman's shoulder soothingly.

"Are you saving yourself then?"

The more she talks the more Mandy eases up, although I myself am still stiff with shock at what's unfolding before me.

"Uhhh no, it just hasn't been something that's happened yet, that's all."

I watch with mesmerized eyes as my beautiful wife shifts on the bed, one arm now wrapped around our babysitter so that she's gripping her far shoulder with her other hand resting on the girl's thigh.

"I see. Well I think it's important that you know what you're doing before you get thrown into some frat party and are unsure of yourself and your surroundings. You need a clear head in those situations, and if you're worried about it being your first time then that will be your only focus, which could end badly for you, and nobody wants that."

Mandy turns to face my wife more, fully engaged in the conversation now. The motion causes her shirt to lift, giving me just the smallest glimpse of her butt cheek while pushing her breasts out even more. I inhale sharply but nobody is paying me any mind at this point.

"I guess that makes sense, but what do you suggest? I'm not seeing anyone and I'm not going to just go sleep with some random guy for my first time."

"Oh Mandy, no, I'm not suggesting anything like that. I, well Todd and I actually, would like to help you out."

I choke on the swallow I caught in my throat, but before Mandy can turn to see my reaction Carol slips her arms down to the hem of the girl's shirt and starts to lift it up.

"To start this off let's see what you've gone going on under here. . ."

The motion takes Mandy by surprise and the bottom of her pussy lips pops into view before she can grab her shirt and hastily push it back down.

"Mrs. Morrison! What are you doing?"

My wife's hands stay on the bottom hem of the shirt as she laughs gaily. A moan escapes my lips as that image will hopefully be forever burned into my memory.

"Relax Mandy, we just need to make sure you are prepared . . .physically. I want to make sure you are all good to go. So do you want our help or not? Nothing that happens will leave this room, I promise."

My eyes must have been bulging out of my head because Carol smiles at me seductively over the struggling teen's head, her gaze lustily lowering to my crotch. Mandy looks back and forth between Carol and I, clearly torn on what to do next. My breath is stuck in my throat as I try to look nonchalant, but my mind is going a million miles a minute trying to figure out what exactly my wife is attempting here. With a heavy sigh Mandy releases her hold on her shirt.

"Okay, Mrs. Morrison, I'd like to listen to your advice."

Before our babysitter could renege on her decision Carol whips the t-shirt up with her hands, forcing the young girl's arms up as the older woman slips the flimsy shirt over her head.

My eyes are first treated to a full view of a trimmed pussy, and as they follow the shirt up they are treated to those perfect perky breasts as they plop out of the shirt to jiggle slightly against the teen's smooth chest. A loud moan escapes my mouth and I don't even try to hide this one as Mandy lifts her arms up all the way so that Carol can take the shirt completely off her.

"Well clearly Todd approves of what you've got," my wife chuckles while my eyes remained glued to the nude beauty in front of me, unable to process any meaningful thought at the moment as I am enraptured by the scene before me.

Before the naked girl could become self conscious my wife reaches a hand out and caresses one of her breasts right before my eyes.

"Oh wow, these are nice and firm; Todd can you help me confirm that Mandy's breasts here are nice? I'm sure she'd like your input as well"

Mandy's eyes grow huge at the totally inappropriate request but before she can object my hand darts out with a mind of its own and grabs a handful of supple boob.

"Oh my god," I whisper as I slowly knead the perfect breast, my fingers instinctively rolling the bright pink nipple calling out to me.

"I think that means he approves," Carol coos as the two of us continue to rub our babysitters tits, causing both her and Mandy to giggle like little girls.

My hand stays glued to that breast and nobody is telling me to remove it; at the moment I want nothing more than to use my other hand to relieve my super wound-up cock, but Carol clearly has other plans.

"We'll Mandy you look absolutely stunning, so you won't have to worry about what you look like naked when you're at that frat party, but I'd like to continue my inspection, and while Todd is pretty good at knowing good boobs, I'm much more knowledgeable about this next part."

Both Mandy's and mine eyes follow my wife's hand as it leaves the young woman's breasts and trails down her stomach tantalizingly until it's resting atop our babysitter's snatch. At this point Mandy is too committed so she merely inhales sharply as my amazing wife slowly traces a finger against the outside of her folds before slipping it inside her slit, causing the beautiful girl to moan.

"That's it that's a good girl; now I'm just checking to make sure you can . . . handle various things," Carol nearly whispers in her ear as her finger explores our babysitter's most intimate region. I release a breath I wasn't aware I was holding, too dumbstruck at what was going on in my bedroom to even process fundamental things like breathing. My dick is throbbing uncontrollably hard inside my boxers as I watch my wife finger-fuck Mandy.

The young woman's legs subconsciously spread as the "inspection" continues, allowing my wife easier access while the babysitter continues to moan and squirm on our bed. Another finger slips inside as the probing continues, eliciting more guttural sounds from the naked female.

"Now why I'm doing this, Todd why don't you help Mandy out in a way only you can - I can see the struggle your pants are having keeping your penis contained so why don't you just let that out so Mandy here can see what a real dick is supposed to look like."

I shoot a stunned look at Carol but she pretends to be too engrossed in what she's doing to the young woman's pussy, and Mandy looks at my crotch curiously with half-open eyes of pleasure so I tell myself 'what the hell' as I reach down and pull my member out through my fly in one fluid motion. A sigh of relief escapes my lips as my cock springs into unrestrained full mast, causing Mandy to gasp at the size of it.

"See? That's not something you want to be surprised with, and while Todd is fairly well endowed, he's not the biggest dick by far."

Mandy's hazy eyes look into mine for a moment and she bites her lower lip in embarrassment at the situation she's found herself in, but I can tell that she's actually enjoying this quite a bit as my wife continues to slide in and out of her. As for me, holy shit I was in 7th Heaven with my cock being admired inches away from a sexy young naked teen so I couldn't have been any happier. I thought it couldn't get any better than this, but my wife's next words proved me wrong.

"We'll don't just sit there silly, go ahead and grab it, see what if feels like."

Even in her lustful haze our babysitter hesitates, once more looking up at me before staring back down at my dick, yet her hands remain on the bed. Not accepting that response Carol reaches over with her free hand and grabs a dainty hand of Mandy's to place it on my shaft.

"Give it a few strokes, it'll feel nice in your hands, and Todd can tell you if he likes what you're doing or not, although I'd recommend using both hands."

Now that she was already touching my member her other hand quickly shot out to wrap around it, both hands slowly stroking it back and forth. It was all I could do not to cum all over her tight body right there as her smooth hands stroked my cock back and forth.

"That's it, good job - is she doing good, honey?"

All I can do is grunt in acknowledgement, nodding my head slightly up and down as my full concentration is on.not blowing my load.

"Oh my you seem to be doing a great job there Mandy, my husband is having a hard time not finishing right this instant it seems."

Mandy's eyes light up at the idea that she could please an experienced man so.

"Really? Is that true Mr. Morrison?"

Another grunt is all she gets before my wife cuts in.

"Oh for Pete's sake Mandy you have your hands on his cock, I think you can call him Todd at this point."

A loud moan escapes the naked girl's mouth and I look down to see a third finger has gone inside of her slit. Carol pays the noise no mind as she coaxes the girl further, the nude young woman suddenly shuddering with what appears to be an orgasm ripping through her lithe body.

"Now why don't you really try and get him to finish by sticking that lovely mouth of yours on it."

Still squirming in her finish all reservations clearly went out the window when without question Mandy leans over and with a lick of her lips I watch my dick slowly disappear into her opened rosebud mouth. Taking in a few inches she backs out to take a pause, licking her lips before opening up and going even further down my shaft, her lips closing in around my swollen member.

"There you go, now make sure and use that tongue of yours as well, and try and get as much of that big dick in your mouth as you can -guys love that, right Todd?" My wife purrs as she watches the nimble youth go to town on my cock while continuing to thrust her fingers into the girl's soaked pussy.

I am past anything but grunts and moans at this point, my entire focus on keeping my warm seed inside my balls. I watch as the entire length of my dick disappears inside Mandy's luscious mouth, causing the girl to gag slightly as my cock reaches the back of her throat. Pausing only a moment to compose herself the energetic teen goes right back to sucking me off, her tongue wrapping itself around my shaft as she bobs her head back and forth. Just when I feel like I can't hold it in any more Carol retracts her digits out of Mandy's sopping slit, using both hands to softly pull our babysitter off my cock to lay her down on the bed. Looking up at me with those sparkling eyes and that sexual energy I hadn't seen in years my wife cradles Mandy in her arms as the naked beauty is stretched out across our bed, her dripping pussy now facing my throbbing dick.

"Todd, why don't you go ahead and give this girl the fucking she obviously needs . . ."

Mandy only opens her eyes to stare hungrily at my dick, and although in the morning I'll be sure to question just what the hell happened at this moment I want nothing more than to plunge my cock into that sweet virgin pussy so I eagerly comply. Straddling the teen's legs I guide my member to her slit, gently rubbing it up and down her outer folds. Squirming uncontrollably our babysitter lets out a loud moan as she thrashes about in pleasure while Carol attempts to hold her in place. Taking a deep breath I ease my bulbous tip into Mandy's pink slit, causing the teen to thrust her body upwards as I slowly enter her, making her breasts jiggle deliciously up and down as she thrashes on the bed. I continue to slide further in, feeling her tight vagina wrap itself around my cock as it struggles to take my girth, and the deeper I go the louder Mandy moans until my entire shaft has entered her virgin pussy. I pause before slowly pulling it nearly all the way out only to ease back into her again- even though she is a wet mess from my wife's handy work my dick is still pressing tightly against her already stretched walls. Feeling the resistance loosen with every thrust I begin to up my tempo, and even Carol is mesmerized into silence as the only sound becomes our tight little teen babysitter's passionate moans coupled with the sound of my balls slapping against her smooth ass cheeks as I zealously ram myself inside of her over and over again.

"Oh my god, oh my god Mr. Morrison I . . . I think I'm going to climax!" Mandy screams out moments later as I continue to mercilessly pound her pussy, her tight body riding my member like a champ now as her slender arms reach out to grab my own in order to steady herself.

" Ahhhh, ahhhh, ohhhh GOD I'm cumming! FUUUUUUUUCCCCCKKK!" she moans a second later, her whole body convulsing as her pussy wraps itself around my dick in the throes of her finish.

Feeling her recently virgin vagina clench around my cock is too much for me and I join in the moaning as my warm seed spurts out of my cock to fill her tightened pussy, the throbbing of my ejaculating dick causing the young teen to climax a second time as she screams with ecstasy. Riding out our wave of passion I finally slide my spent cock out our babysitter's ravished pussy, a trail of warm semen following it out to slide down her thigh. The poor spent girl merely lays on our bed, her body still slightly convulsing as she adjusts to what just happened to her once-virgin self. Carol's eyes are afire as she looks back and forth between the young beauty I seemingly just fucked senseless and my still slightly hard dick covered in the teen's juices.

"Wow," is all she manages to breathe out before shaking her head and coming to her senses. Reaching out she pulls back the covers to our bed as I continue to try to wind down to no avail as it's all just too much for me.

"Here, help me get her under the sheets - she's got all night with us and I think she needs to stay right here in this bed with us so we don't miss this golden opportunity are presented with. Do you disagree?"

My only response is to help my wife move the naked and practically unconscious teen under our sheets before saddling in right next to her youthful naked form, Carol slipping in on the other side of the still shaking teen.

"Happy anniversary babe," my wife purrs to me as I can already feel my cock begin to harden again while slowly caressing the nude teen's amazing body under our sheets.

My god was she right about that - this was going to be a long, wonderful anniversary night indeed.