Chapter 7: Fucking the Teacher

After Vanessa left, Danny was stoked. He could not wait till Friday! Spending the rest of his week in a daze, it is any wonder how he got anything done. It took all he could to keep from imagining the two of them in bed together, him making her moan as he caressed her hot and curvy body. Squeezing those round, succulent tits while she called his name over and over caressing him with her long and curvy leg.

When Friday night came he took a shower early and made sure he was more then ready. Donning his best shirt and slacks, Danny chose white and tan. Looking at himself in the mirror he cannot decide whether to tie a sweater around his neck and plop a pair shades on top of his head even though it would be dark, or wear a sweater vest. deciding to go with the Miami Vice look, he stands in front of his mirror and throws a few finger pistols at it while smirking at his reflection. Twisting left and twisting right, he stuffed his hands in his pocket and tilted his head. When he looks down he notices something lacking in the front of his pants. Dejected he looks to his computer and at the box of tissues sitting beside it.

To stuff, or not to stuff? That is the question.

Deciding it would be better for him to show something for his hot older date, he goes to his dresser and pulls it open. Rummaging through his old gear he finds his jockstrap and after taking off his pants and, embarrassingly remembers that he should not be wearing panties, takes them off too then walks across the room. Grabbing a few he enhances his crotch, but then before he knows it he's making himself out to be quite a stud. Almost about to take it all out he then has an epiphany.

"If it even goes that far, she's going to find out. If we never make it to the couch then at least I will feel good for once." He says then walks over to his bed and puts on his pants. Slipping on his shoes he grabs his wallet on his way out of the room and whistles all the way to the front door.

Arriving at the restaurant 10 minutes early, he checks in and is seated. Waiting at the booth by himself, he plays with the silverware and pushes the glass of water around while constantly checking his watch. At quarter past 6, Danny sighs and blows a loose Jerry curl out of his face. Feeling that he has been stood up, he is moving to stand up when the front door opens and in walks his date. Wearing red like she did the day before, Vanessa is a stunning figure of beauty. Wearing a white coat over her shoulders, her body is wrapped in a tight red dress. Wearing dark brown hose like she did before, she is wearing a pair of red pumps, but this time no hat. Without it her long and luxuriously thick chestnut brown hair is eloquently curled and coiffed, running down her back loosely.

Sitting back down, he watches in stunned silence as she checks in, admiring the curve of her legs, butt and breasts.

Those breasts...

Plump and full, they are the perkiest pair in town. So perky that they stand up from her chest like baseballs.

Still enchanted, Danny is staring dreamily when she turns and starts walking towards him clutching her purse in front of her with both hands. Watching her take carefully guided steps, she looks elegant as she walks with perfect posture, each motion deliberate, she takes her time, as she infamously always does. When she arrives at the edge of the table, she looks down at him with a soft smile. "Good evening Danny. Would you care to help a lady with her coat?"

Looking up as she is looking down, Danny notices the slight curling of her aging skin behind her chin. Looking up and into her grey gaze, he feels sucked in by their smokey seduction. Sliding out from behind the table, he is going to stand up when he notices her eyes drop, if only for a second. However her smile become a little bit broader and much more pleased.

For Vanessa, the moment she walked into the restaurant and saw Danny she was pleased. He looked every bit the Harvard graduate that he was. Seeing him in that fine shirt, that dashing smile and that head of perfectly styled and gelled hair, she cannot help but feel a little turned on. College-aged men were her favorite. They were young, naive and gullible. They were all so easy to manipulate and easy to turn on.

Most older women enjoy the chase, she enjoyed ripping them to pieces.

Arriving at the table, she can tell that he is all too eager and that is just the way she likes it. Looking down at him, she is surprised that he is not jumping up to help her with her coat or lick her pumps for that matter, but a simple reminder snaps him out of his stasis. When he finally goes to stand up, she cannot help but notice the extra equipment filling out the crotch of his pants. It has been a long time since Vanessa had a real cock and she is surprised to see it on none other than Danny Locke. Remembering him from four years ago, when he was in her senior English class, she did not remember seeing any bulge even though he was obviously always excited whenever she would walk by his desk or stop and check his notebook.

"I guess more than just his brain developed in College..." Vanessa thinks to herself as she allows himself to really smile. Remembering that he has a fascination for boobs, she arches her back to draw his eye back down to them. Better that he is staring at her tits instead of that bimbo slut Vicki. Whatever male attention Vanessa got was instantly stolen the moment that little thing walked into the room with her big chest jiggling and shaking firmly under her too tight tops!

"Skinny as a rail with tits ready to pop, I wonder how much stuffing is in Victoria's top?" Vanessa used to joke to her colleagues in the Teachers Lounge, eliciting quite a few laughs.

But tonight was not about her jealousy for a woman half her age, tonight is about getting her aching sex filled d with an apparently healthy cock! Turning till her back is facing him, Vanessa peers over her shoulder and purrs as Danny reaches for her jacket.

Sliding it off with a delicate touch, Danny watches as those perky tits are revealed. Just like he remember them, those exceptionally round boobs stick out proudly from Vanessa's arched chest, her tight dress rippling between her torso and the swell of her tit. Wearing a straight cut dress, the thin spaghetti straps leave no room for actual bra straps. As her arms drift back, he happens to notice something red peeking out by her armpit. There it is, Mrs. English's bra strap! Looking back at those round tits again, Danny feels himself start to drip. No matter, the tissue stuffed in his jockstrap will absorb it before any embarrassing wet spots appears! Plus there's always a bathroom in case he needs to change out the stuffing. Feeling good he pulls her jacket off and watches her turn to face him. "My apologies for my impolite behavior. A woman such as yourself should never have to ask for her coat to be removed, or be seated for that matter." He says sliding around her to offer her a seat in the booth opposite of his own. Watching her smile expectantly, he enjoys the view as she pivots and then goes to sit, carefully taking her time as she lowers her round and delicious looking ass into the cushion below.

Dinner goes by in a blur. Mostly making small talk, Danny is too captivated by the protrusions in the top of her dress. Looking up he notices that she does not seem to mind and in fact particularly enjoys the attention! Returning his attention to her chest with a renewed vigour, he cannot stop staring as they eat. Eagerly awaiting until he can get her home and out of her clothes, he watches when she grabs the linen from her lap and reaches up to dab her perfectly painted, red lips. When she does her forearm pushes against her her breast, which have slowly settled and spread apart slightly throughout the course of their meal together. When she pushes against it, Danny watches the spherical boob slide up and in under her dress. When she is done and proceeds to put the napkin back in her lap, Danny is confused.

Vanessa's tit is still sitting right where her arm has pushed it!

Staring at her now lopsided chest, Vanessa catches him then looks down and chuckles. "Oh my! My bra is making a mockery of my lovely endowments!" Looking up she sees his confused look and grins. "Not that you will mind, but I must do a very unladylike thing and that is adjust." She informs him and then looks around. Noting that nobody is paying attention, she grabs her boobs right on the outside of her dress adjusts them until they look like they did when she first arrived. Satisfied with their position, she looks at her date who is still staring at her in a daze. "Oh my! Is that too much? I do hope you did not find that to be improper. Or... Are you not used to a woman who touches herself when need be? Trust me I do not make a habit of it, but unless you are a woman, you would not understand."

Having seen many girls in his time reach down their shirts and tug on their tits, he knows that what Vanessa just did is not entirely natural. However he is in no place to object, he has been desperately desiring a chance feel like a man again. Not wearing a diaper having pity sex, but a man. Looking up he smiles at her and proceeds to pay for their dinner. After doing that, he stands up and offers to help Vanessa with her coat. Helping her into it he cannot help but feel her hand drift toward his crotch. Feeling her hands against him, he helps himself to her plump and round firm bottom. Giving it a squeeze he totally forgets about what he just saw a moment ago. Back in a dreamy daze, the ride to her place is another blur. All he remembers is driving with his hand on her leg wanting to so badly touch her pussy.

Vanessa's pussy, a dream for any man. Imagining it to be as well groomed as she is, he cannot wait to run his hands down her hairless sex. Even though she is older she most certainly must keep it nice and clean for a woman like her cannot possibly tolerate anything out of place or be less than stellar.

Back in her place, they are quickly on the couch and kissing. Never in a million years did Danny dream that he would be making out with his high school English teacher! Kissing with about as much experience as a adolescent boy, she isn't complaining as he goes after her like a boy in heat. Squeezing her round boob very hard and pushing it firmly into her chest, his tongue is a whirlwind in her mouth while hers is a soft delicacy, gently stroking his with the tip. Groaning as she squeezes his crotch through his pants again, he is unaware of the impending disaster happening between his legs.

If Vanessa is delicate with the kiss, her grip on Danny's dick is anything but. Grabbing at it roughly, she is over eager to get him hard and feel his big shaft grow in her hand! Squeezing and playing with it roughly, she is surprised that instead of a hard sausage, she feels the bulge disintegrate!

Breaking the kiss, she looks down past her lopsided tits, right at his crotch. Gone is the impressive bulge and instead she finds herself gawking at what appears to be a puffy patty between his legs. "Danny honey, stand up please." She commands as if talking to him like he is her student again.

Hearing the change in the tone of her voice, he knows he is busted. Standing up he turns to face her as she fixes her boobs yet again.

Those hot, 34C cup round tits...

"Take off your pants please." She says gesturing with her finger pointing.

Taking a deep breath, Danny knows this is the moment of truth. Undoing his belt he then pulls down the zipper to his pants. Cursing himself for not wearing a pair of boxers, his open fly reveals his jockstrap! What's even worse is that there is toilet paper sticking out all over the place! Feeling tears well up in his eyes, Danny's sniffles them back, wiping them away with the sleeve of his shirt.

Seeing him go from cocky and confident to a ready to cry little boy, Vanessa cannot help but chuckle. "Well, to be honest I am not surprised. You are not the first nor will you be the last to try stuffing. Take off your pants and that silly little thing and let me see what I have to work with."

Unable to stop himself, Danny's cheeks flush as tears instantly roll down the sides of his face. Grabbing his jockstrap he pushes it down to reveal his little manhood. Unfortunately a wad of toilet paper is stuck to the tip of his dick, a rather embarrassing revelation that he has ejaculated more than a couple of times already! Pulling it away, he reveals all 3 inches of his little prick, complete with little white dots of toilet paper stuck to the tip of his itty bitty mushroom head. To make matters worse he is still dripping like a leaky faucet.

Seeing how horny he is, Vanessa cannot help but stare at the thick and stringy precum oozing from his little cock. Smiling, she slides from the couch to her knees. Pinching the little pee pee between her thumb and index finger, she gently starts to stroke his little brick. "Now this is what I was told to expect."

Already in despair, Danny cannot help but feel violated and confused at the same time. "Excuse me?" He says when he finds his voice and it comes out rather powerful which surprises him most of all.

Taking it all in stride, she is still jacking him off as she looks up at him with a straight face. "It is no secret that you have a baby dick Danny. When your mother called concerned about your sexual well-being, I was all too happy to help."

"My MOTHER!?!" He exclaims, now embarrassed and wanting to run away! But he doesn't because a woman is playing with him and he is not about to leave that no matter what. Still aroused, he looks down at the busty brunette with a perfect face, the perfect body, and then the maybe not so perfect tits. Earlier when he was squeezing them, they felt like squishy balls. Definitely not tits! He had experience with those on multiple occasions back when he used to con girls at Harvard. "My mother asked you to take me out and then have sex with me? And you agreed?!?!"

"Of course I did silly! The only reason I didn't approach you sooner was because your mother is a co-worker of mine. I wanted to taste your pee wee for a very long time and now you get to have sex with the most eligible and willing woman in town. Not only am I hot and horny for you, but you get to brag that you got to have sex with your sexy English teacher..." Vanessa says and then wraps her lips around Danny's little member.

Pouting and crossing his arms, Danny thinks it through and realizes that the horny cougar is right. Oh how many guys used to daydream at the lunch table of taking it to the hot Mrs. English! Wanting to open her blouse and play with her big titties. Or was that see them? "So how many guys did you fuck after graduation?"

"You don't want to know..." Vanessa says clear as day despite the fact that there is something in her mouth. "Now shut up and enjoy your blowjob and if you're a good boy I'll let you have sex with me. I have always wondered what it is like to have my pussy tickled instead of getting slammed." Vanessa says then goes silent as she mouth fucks her dessert for the night.

Upon hearing her words, Danny feels his jaw drop just as the first of many orgasms erupt from his pinky dick. After that, he is instructed to take off his clothes. Now in her bedroom, they are making out at the foot of her bed and she is helping him help her out of her dress. When it falls he is surprised by her underwear. Expecting her to be wearing sexy lingerie, he is not expecting an ill fitted padded bra stuffed with two foam balls and beige looking underwear armor! Stretching from beneath her fake bust to just above her knees, Vanessa is wearing none other than a boned corset and a heavy duty girdle.

"Count yourself lucky, not too many men get this far with me." Vanessa says as she takes off her bra to reveal a pair of saggy and deflated tits which have seemingly lost air a long time ago. Not even embarrassed, she continues to take off her burdensome underwear. Popping open her corset, that hourglass middle expands to reveal a tightly-controlled belly bulge and love handles! After that she reaches behind her back and unzips the longer garment. When she does her body expands another inch or two and when she rolls it down she exposes her soft and loose skin. Sagging and stretching with age, the elasticity has been gone for a long time. When the garment passes her hips, her shapely buns transform into a bumpy and crooked cracked display of an overweight ass along with jiggly, pitted thighs. Most shocking of all is her bush. Thick and buschy, the long and curly hairs are mostly gray with a spatter of brown dotted like pepper. "Alright Hotshot, time to show me what you got." Vanessa says crawling across the bed and then rolling onto her back and opening her legs nice and wide. When she does she reveals that her pussy looks more like a poorly made salami sandwich then a neatly packed taco. Even with no real experience between a woman's legs, Danny can tell that she has been fucked more than her fair share of times. Thinking back to his classmates, he wonders how they all did it. Maybe it's because they were so intoxicated with lust that by the time they got to this moment they couldn't back out, hence why none of his buddies ever talked about Mrs. English after graduation!

Might explain why her husband's not home either...

Anyways, having come this far Danny does as he is told. Crawling between her legs he places his dick inside her and starts to have sex. Getting into a rhythm after struggling to find a cozy place to feel her, it is when he is (comically) pile driving her that he learns her fabulous locks are nothing more than wig. Rocking her on top of the mattress, he is staring at her fave, unable to watch her soggy and saggy body for fear of losing interest that he watches her head of hair slide down her forehead!

So Vanessa wears a wig...

Yep, a wig, hair piece, fake furls... Whatever.

Either way the more he sees, the less he likes!

Doing it for well over an hour Danny is told it is okay to cum inside of her because she had her tubes tied years ago. When Vanessa finally cums, he knows that it was due to her playing with herself more than anything he actually did. Declining an invitation to spend the night, he leaves as quickly as he can.

To say that he is disappointed is an understatement. When all of this started he thought he was going to get to bang one of the hottest women in town and it turns out that all of the rumors he heard about her over the years were true. Vanessa was a run down fat ass who stuffed her bra. The legions of whispered rumors and laughs at all those parties from the older guys who bought the beer were not stories, but their personal experience!s Remembering their faces, he wants to laugh but can't. He is now one of them, one of the many imbeciles tricked into giving Vanessa English a night of fun.

When he pulls into his driveway later that night, Danny gets out of his car dejected. Feeling like a complete fool, he trudges to the front door when he sees the light on at Victoria's house and she is pacing back and forth looking rather upset. Looking down at his watch, he pushes the button to illuminate the face. It is 1 a.m..

Walking across the invisible line that separates his parents property from hers, he hears her bitching and complaining. Getting closer he can see that she is stomping her feet like any girl does who is upset and trying to regain control. Another step later and he suddenly finds her in his face yelling!

"That goddamn mother fucking asshole! I hope he rots in hell! Stupid jerk!" Victoria yells, her voice rising as she leans right into Danny's face and her enormous tits inches from pressing into his chest!

Holding up his hands and leaning away, Danny tries to show that he is no threat. "Whoa, whoa, whoa! What is going on here, what are you talking about?"

"That stupid bullshit ex boyfriend of mine!" Victoria screams, spittle erupting from her mouth and pelting Danny's face.

Not finding the fact that she just spat all over him to be disgusting, he is too concerned with what she just said.

Ex-boyfriend!

Feeling his heart skip a beat, it takes everything he has to keep from getting physically excited. Putting on his best face, Danny acts all suave and debonair. "Don't tell me he cheated on you!?" He exclaims, questioning why anyone would cheat on a woman like her, with assets like hers.

Of course when he said this, he is staring at her tits like usual.

"No, he decided to get back with his wife..." Victoria howls, crossing her arms under her behemoth breasts and then lifting them higher while pressing them together under her tight top.

Staring at Victoria's largesse in awe, Danny cannot believe his luck.

Victoria is single!