tagAnalFucking the History Teacher

Fucking the History Teacher

byRafterdog©

Ms. Shay had been my World History teacher in my Junior year of high school. She wasn’t your typical teacher, she had decided to start her career right out of college, so she was still very young. Although she never vocally expressed her age, it was quite obvious she was under twenty-five years old.

She was definitely one of the types that did not act her age, either. This made her class very interesting at times. There were days where she just didn’t feel like doing anything and insisted we all watched movies. She made gallant attempts at education, but in the end, she ended up teaching us more about life in general than anything about teaching.

I kept loose associations with Shey during my senior year. We talked about this and that occasionally after school. We sent each other funny e-mails, and we were at constant war over who could do what to out-prank each other. Eventually, I graduated, and what happened during the summer after graduated that will keep Ms. Kat Wolver in my memory forever.

I remember her beauty, mostly, and her youthful spirit. She was not at all what you would expect out of a high school social studies teacher. She had blonde hair, blue eyes, and a complextion that was near perfect. She stood shorter than me, about 5’8’’, and weighed proportionally to her height.

Through e-mail, we had arranged to meet for lunch one afternoon. We met at a casual dining place, I wore loose fitting jeans and a plain white T-shirt. My hair was under a cap and I had grown a post-high school, summer beard. I figured, the social and administrative demands of high school no longer applied, so I kind-of let myself go.

Apparently the same went for Kat. She showed up in denim cut-off shorts, and a white spaghetti strap top. Now she definitely did not look like a teacher of any means, she looked like one of the numerous girls at the MTV beach house.

“Hey, Brian” she said as she greeted me with a hug. I had never noticed how well endowed she was until I she embraced me. Her breasts mashed up against me, and I could have sworn I felt a firm nipple.

“Good afternoon, Ms. Shey” I responded as our hug ended.

“No, my name is Kat. You no longer need to mess with the formalities. We aren’t in school anymore, and you’re an adult now. So just call me Kat.”

We were seated a few moments later at a corner booth. “So”, she started “What have you been up to?”

“Well, I quit my job so I didn’t have to mess with that over the summer. I went to a few graduation parties . . .”

“Ohh, did you meet up with anybody?” It had been a running joke between Kat and I about our committed relationships. She knew that I had an uncanny ability of only picking the bitchiest of girls to go out with. I knew that she was just too youthful for any of her boyfriends to hang around long. She may have had seven years on me, but at this point, it was like I was talking to someone my own age.

“Uh, no. I didn’t”

“So you didn’t get laid” This comment was a total shock to me “don’t worry, it will happen eventually.” Well, so much for the student-teacher relationship.

“Hey, I’ve gotten laid before.”

“Ha, I doubt that. I think you’re still a virgin” she said.

“No, I’m not”

“Prove it to me, then.” This comment was an even bigger shock to me.

“How do I do that?”

“Oh, you can just show me how experienced you are”

“Are you suggesting?”

“No, I’m demanding”

With that we both got up and ran to our designate cars. “Follow me to my place” she said. And we were off.

We wasted no time at all. She unlocked her door, kicked off her sandals and grabbed me by the shirt. I pulled her into a long, deep kiss, and held it. Our hands started to explore each other. Hers went down my back and she grabbed onto my ass. One of my hands went up and pulled her head close, the others went to the inside of her shorts, and I began to caress her butt. I could feel that she was wearing a thong made of something particularly good feeling.

We both fell onto her couch, her on top of me. She straddled me, my cock hard as hell against her pussy. She broke the kiss and sat up straight. Her hands went to either side of her top and she pulled it over her head, showing me her bra-clad breasts. Each mountain was encased it its own white lace cup, which powerfully contrasted against her perfectly tan skin

I’m no expert, but I would have had to say that she had at least a C, maybe a D cup. I kissed her lips again, and then started my journey south. Kissing her neck, her upper chest, between her breasts. I took one bra-covered nipple and began sucking and biting feverishly. My hand took the other breast and began squeezing.

During this whole time, Kat was moaning in pure ecstasy. “Oh, God, Brian. That’s feels soooo great. Ah, harder.” Now one of her hands was on the back of my head, smashing it even further into her chest, the other had slid under her shorts and she began to furiously thumb her clit.

Then, suddenly, she shoved me back onto the couch and she stood up. I took this opportunity to remove my shirt. I didn’t have the perfect body, but I wasn’t overweight. All my years of playing ultimate sculpted me powerful legs and pecs. I had just a slight six-pack starting to show through. Kat looked at my chest, giving me an “oh, wow” look with her eyes.

She reached behind her and unclasped her bra, causing her breasts to fall out. I almost expected them to bounce a little, but they didn’t, they were that firm. Her nipples jutted out from the ends of her breasts, they looked painfully hard to me. They were a pink color, which looked a little odd against her tan breast. That’s when it hit me, no tan lines. This gorgeous woman sunbathed nude!

Kat now stood before me in nothing but those cute cut-off shorts. She reached down into them and grabbed the sides of her thong, she pulled up to reveal the strapps. The thong matched the bra in both whiteness and lacyness. I have only known women to match their underwear when the plan on showing it off. This only meant one thing, Kat had to have been planning this.

She turned around and showed me her butt. It wasn’t as thin as the rest of her, but it wasn’t ‘bubble’ either. It was somewher in between the two, which wasn’t a bad thing at all. She undid the button and zipper on her shorts and slowly began to work them downwards. Centimeter by centimeter, she exposed to me her sweet ass. Slowly tortuing me as I saw the triangle off cotton come into view at the top of her ass. I loved this view, on any woman. It practically screams to me “Hey, look here”, and I do. It looks sexy on any woman, but it looked especially sexy on her.

Finally, all of her ass was exposed to me, covered on sparingly by her thong underwear. She bent over all the way to slide her shorts to her ankles. She stepped out of them and kicked them off to the side. She looked at me with that devilishly sexy look in her eyes. I had a full hard on at this point, it almost hurt.

“Lets take this into the bedroom” she said.

“Great idea” She took off running down the hall, I got up and ran after her, undoing my pants as I went. I fell while trying to get out of them, almost fatally landing on my erection.

I entered her bedroom in nothing but my boxer shorts. She was lying on her four-poster bed, propped up on her elbows, looking very invitingly.

“Lie down on your back, spread eagle. If you have as much experience as you say you do, you’ll know exactly was coming next.” I did as I was told, she produced several leather straps out of her bed stand drawer. She used the straps to tie my hands and feet, completely staked out on her wonderfully soft bed. She stood over me and instructed, “just relax, you are going to enjoy this so much.”

She took hold of my boxers, and in one powerfully swift move, she removed them with a loud ripping noise. My erection was about as hard as it was going to get. She knelt over me, with knees on either side of me. She placed her asscheeks right underneath my chin. Kat then leaned forward and breathed onto my dick, causing it to stir and get even harder, which I didn’t think was possible. She opened her mouth and took in almost all of my 7 and a half inch cock. It felt incredible. Her throat muscles tightened around the head of my dick as I went deeper and deeper into her mouth. She pulled back and started to slowly stroke my dick. She wrapped her whole fist around my cock and glided it up and down, lubricated well by her own saliva.

She started to build up a rhythm, a pattern, so to speak. Ten slow strokes followed by ten rapid strokes, then she took a moment to relubricate my cock. She kept this up for almost ten minutes. It felt so incredible, her doing all of this while I lay there completely vulnerable to whatever she had to give me.

“Oh my god, Kat. I think I’m going to come . . .”

Unexpectedly, she sat up straight and turned around to face me. I was heart fallen she didn’t bring me all the way off. “Well, in that case, I guess I’ll torture you more.” She reached back into the drawer and pulled out a vibrating dildo.

She pulled her thong to this side to reveal a clean-shaven pussy. Her lips had the deepest hue of pink and glistened with the sexy woman juice that she produced. The smell was completely intoxicating, I wasn’t sure what the hell I should do, on the other hand, being all tied up, there wasn’t much I could do.

She took the dildo and placed it at my lips. I opened my mouth and she slid a good five inches into my mouth before I started to gag. Then she pulled it out and turned it on. She smiled as son as she heard the light humming noise being produced from the 10 inch member. She slid the dildo all over her breasts, causing her nipples to get even harder. The dildo then went around her pussy lips, pausing a moment over her clit. She moaned slightly and leaned back. She then slid the dildo down and buzzed her asshole ever so delicately, causing moans of pleasure again.

I could barely stand it, a woman was sitting on my chest, masturbating herself not inches from my face. This was phenomenal. Then she slid the fake penis all the way inside her, all ten inches, and held it there for what seemed like an eternity.

“Ahhhh, Ahhhh, OHHHHHHH! GOOOOODDDD!” she exclaimed as the member hummed along inside of her pussy. She started to pull it out, once it was about halfway, she rammed it back inside of her with another loud groan. “OH God, OH God OH MY GOD, Brian I’M CUMMMMMIIINNNNNG”

she wailed as her entire body started to convulse. Her pussy started to gush, literally, gush, as she came all over herself, the dildo, and my chest.

As soon as she finally settled back down, she completely pulled the device from her pussy and held it up to my lips again. I stuck out my tongue as she ran it along. It tasted so sweet, so awesomely sweet.

“How does it taste Brian?”

“Fabulous my dear”

“Good, then you wont mind doing me another favor.” She scooted herself up on my chest more until her pussy was covering my mouth. I could feel the heat up against my face emanating from her smooth cunt and thighs. I did the only thing that I could think of doing, and started licking the hell out of her pussy. I started slow, her lips, her clit, even a little bit of her ass. As time passed, I started to pick up the pace. I could tell Kat was enjoying every second of this. She was writhing in a naked sweat as I teased her pussy with my crafty tongue. She started to grind her pussy into my face as she got hotter and hotter. I could tell she was about to come as she started to excreet more and more juice onto my face.

“Jesus Christ Brian, oh yes, oh yes, AHHHHHHH!” wailing again, convulsing again, until finally she came all over my face. Kat fell backwards and lay upside down, her head near my still hard cock. “Holy hell, Brian. I guess you are experienced, because that was the best anyone has eaten me out before.”

“Thanks, now how about helping me out some?” I asked. She untied my bounds and I rubbed my sore wrists. The leather had left rub marks on my wrists and ankles, a small price to pay for what I was about to receive.

We both stood up, she kissed me and gave my cock a few strokes. I then turned her around and bent her over the bed. Her ass and pussy were in perfect view, and height, of my aching cock. I wasted no time, I entered her smoothly and completely. She gasped at my width, which was nearly double the dildo. I began to pump my dick in and out of her. She moaned about how great it felt and started to push back on me. I began to pick up the pace and the force. Eventually, I was making rapid slapping sounds with my thighs and her ass. I reached around underneath her and began to furiously rub her clit.

She began to scream, literally scream. I worried about other people in their apartments wondering what was going on. So I shoved her face into a pillow, and she kept wailing into it.

I was getting close to coming, real close. I could tell she was starting to cum as well as the walls of her pussy started to contract around my dick. “Oh god Brian, so good, so good. Harder, OH, Faster OH!” With that I gave one final lunge as my cock spit several pools of cum deep into her vagina.

I collapsed on top of her, panting, trying to catch my breath. Our bodies lay together in that bed for some time before either one of us decided to move. Our sweat clinging each other to each other.

“Jesus, Brian, you really know how to make a woman scream” Kat finally said. “ I guess I’m going to sleep good tonight.”

“Ohhh, but I’m not done with you yet, Kat. By my count, you’ve orgasmed three times, and I’ve only gone once. Besides, there are parts of you I haven’t explored yet.”

“Like what?” she asked. I answered her question by running my hands along her asscheeks and sliding a finger in and pressing on her asshole. “Oh, you dirty boy. I haven’t been done there since college. Remind me of what I’m missing.”

This opportunity got me hard again almost immeadiately. I got up, went into her bathroom and looked all through her medicine cabinet. I found a nearly new tube of KY gel. I went back to her bedroom where I found her on all fours, anticipating my arrival.

“Oh no,” I said “ I want to look right at you when you come this time.” I flipped her over onto her back and put a few pillows underneath her. I spread some gel all over her asshole, she jumped slightly at the tempature of the jelly. I started to work one finger in until it was almost entirely inside. I then did a second all the way, I thought about a third, but then decided to stop wasting time. I wasn’t sure I could wait anylonger.

I covered my dick in the substance and lined up right with her ass. As I started to push, she gave me an exasperated look. The kind that was hard to tell if she was enjoying it, or wishing I would stop.

“How is it?” I asked.

“It hurts”, I started to pull back, “NO, but in a good way, keep going.”

I managed to get the head of my cock all the way in, I watched as her sphicter tightened around my cock. I continued pushing until the remainder of my cock was all the way in her. “That’s it, how does it feel now?”

She was writhing with her eyes closed, “Oh god, Brian. It’s so great, I feel so damn full. But if you are going to fuck my ass, the FUCK MY ASS” her appearance went from orgasmic to almost intimidating. I took her command and gave it too her. I pulled out of her almost completely, and then rammed myself back it. She grunted at the force I was using, but I didn’t care, this felt good. I love the thought of fucking an older woman. She was willing to let me experiment.

I continued to fuck her, in and out. I wasn’t sure how long I could go for, I wanted to see her cum, I wanted to look right into her eyes as she came.

And my wish was granted. She grabbed my ears and held my head in place as I started to come in her ass. The sight was amazing. Her mouth gaping open, her eyes wide with astonishment. I pulled out of her completely, and watched some of my sperm come out and run down her asscheeks.

“God, now I feel empty, but energized.” Kat said “Brian, do you remember what I said about the assasination of Julius Ceasar?”

“What goes around comes around. So what?”

“You had better believe it.” With this, she scrambled out of bed and waddled over to her closet. I watched as my cum ran down her legs. It was such a sexy sight. She looked at me over her shoulder as she reached up onto the top shelf of the closet. She pulled down a box and from it she withdrew a rubber penis; with three straps.

She stood at the foot of the bed as she applied the pens firmly in place over her pussy. Kat tightened the straps to her waist. Once that was done, she kneeled on the bed and smiled over her new appendage.

I couldn’t believe what was happened. Here was my former History teacher, in front of me, with a strap on around her waist and a sinster look in her eyes. It truly did come around.

“Just get on your hands and knees and shut up, Brian” She looked almost evil now, so I complied. I took to my fours and she picked up the jelly. She leaned in and kissed my asshole, she ran her tongue up and down it, getting it extra wet. The jelly felt cold as she appllied it to my hole. It felt mildly uncomfortable as she began fucking my ass with her fingers. I moaned for the sheer fact that I didn’t believe it felt so good.

“Here it comes, are you ready?” She didn’t even wait for an answer. She didn’t even go slow, next thing I knew, I had a good six inches of rubber cock up my ass. For the first instant, it hurt like hell, I thought my hole was going to rip. But after a moment, it started to feel real good. As she began fucking me, I felt my dick get hard for the third time.

She was nice enough to give me the reach around. I grunted every time she thrusted. I couldn’t help myself. It felt so good, after she started to jerk me off, I began to push back on the invader at my asshole. It went like this for well over 15 minutes.

Finally, I came. Both in my ass and out my cock. I left a massive pool of cum on her bedsheets. She ran a hand up my chest and pinched my nipple. She whispered into my ear “What am I going to do with myself when you go to college in the fall?”

“Come up to my dorm for a threeway”

“Sounds like a plan” We both chuckled.

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