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Teaching Kaci

By: Baxter72



I

I am—or was until very recently—a professor of English at a small but very expensive New England college. I had worked there for about 30 years—from the age of thirty—and while retirement was mandatory at the age of 65, I decided to take mine at 60 and devote what remained of my life to writing.

One of the first things I decided to write about was Kaci, a young lady who had enchanted my final year at the college.

One of my major courses was Freshman Composition, which all freshmen were required to take since most first-year students performed abysmally in their writing. 

The class was large, about 40 students, and nearly evenly divided between men and women. Each semester I was allowed to appoint an intern from the class who would assist me in the routine tasks of handing out and collecting papers, filing books, helping with research, etc. The job paid $7.50 an hour, and the hours were 2-5 five days a week, with some of the work to be done after class in my office.

The internship was open to anyone, but it was understood that I would appoint someone I expected to be an "A" student based on their high school record. Since the intern appointment was made early in the semester, I asked that each candidate submit a photo of themselves with their application, since I was not yet able to associate a name with a face.

Six persons applied for the position, five of them women and one man. Most of the applications were routine, and all of the candidates were acceptable. But I got a shock when I got to the last one. Kaci Anderson. She had included a photo of herself all right. Dark-haired, pretty and slender, she was sitting on the stump of a tree in some forest. And she was completely naked.

She was positioned sideways so that while the photo was revealing, it was not obscene in any way. But her head and enchanting smile was turned to the camera. I was trying to think of whom she looked like when I realized it was the movie actress Katie Holmes. 

At the end of the next day's class, I approached her. "Kaci? Will you stop in my office today when your classes are over?"

"All right," she responded. 

When she appeared in my office around 2:30, she was wearing the traditional student garb of jeans and in this case a gray sweatshirt with the name of the school on it. She was about five foot six with long and curly dark hair. 

"Sit down," I suggested.

She sat opposite my desk. I took out her application and her photo.

"This is one of the most unusual applications I have had for this job," I said, looking at her photo. "I have never had someone submit a naked picture of themselves before"

"It was the only one I had," she said shyly.

"Really? That's a little hard to believe. And who took it?"

"I have a digital camera, and it has a self-timer, so I took it," she replied.

"And you could not have taken a headshot instead?" I asked.

She did not reply.

I laughed. "I'll tell you what. I admire your ingenuity and nerve. All of the six applicants for the job are acceptable, but none of them had your courage. So if you would like to have the job, I will appoint you to it."

"I would like to have the job," she said with a smile.

II

I did not find out until a week later when she was in my office filing books that there had been a method in the madness of Kaci's nude photo.

"Professor Baxter, can I ask you something?" she asked, sitting opposite my desk.

"Of course."

"I have a problem." 

"Which is?"

"Going to college is supposed to be a learning experience, right?"

"Right."

"Well, I'm learning a lot academically, thanks to classes like yours, but I'm still in kindergarten when it comes to social relationships...and physical relationships."

"What do you mean?"

"My father is a Methodist minister, and I was raised in a very strict household. The only interaction I was allowed to have with boys was at the church. As a result, I know NOTHING about dating or how men and women are supposed to relate to each other."

"I imagine you may learn that at college."

"I can't."

"Why?"

She looked embarrassed. "Because I'm eighteen years old, and I'm still a virgin. I don't know anything! And I'm not going to admit to someone I date that I'm a virgin. It would make me look ridiculous—like a hick. Some boys have already asked me out, but I've turned every one down because of that."

"I don't know what to tell you."

She hesitated." Would you teach me?"

"Teach you what?"

"About sex."

I laughed. "This is my last year at the college before retirement. I've been here thirty years, and in all that time I have never had a physical relationship with a student or ever exchanged grades for sex—although that offer has been made to me a half dozen times."

She leaned forward. "Let me finish before you say no. I've done some research, so I know you're a widower who lives alone in a nice old house near the river. So it would not be adultery on your part. And for obvious reasons, I know that you would not tell anyone—and neither would I. I think you're a really nice person, and I trust you."

I thought about it. This was my last year. She was very beautiful—and a virgin to boot. The temptation was hard to resist. So I did not.

"Okay, I'll tell you what. As I said, this is my last year, so I'm going to do something that I've never done in the past. Since you're obviously going to be an 'A' student, grades are not involved here. And since you're very pretty, and I'm very flattered that you have asked me, I'm going to agree to it—and hope for the best."

She smiled. "Great!"

"Exactly what is it you want me to teach you?"

"Everything! Petting, foreplay, oral sex, real sex—whatever."

I laughed. "Sounds like this could be a full semester course." 

"If you want it to, that would be all right me. I want to learn everything, but I want to learn it from someone who would be gentle, considerate and kind—and I think that's you."

"I'm very flattered. So I take it, you would also want me to take your virginity?"

"Of course."

Now I knew I could not resist her. "I've never had a virgin."

"Really? Then this will be your first time too in a sense." She smiled.

"Okay, this is what we'll do," I began. "Since you apparently already know where I live, you can come down to my house around seven p.m. this Friday. Probably no one will see you, but carry a couple of books just in case." 

"Okay." She smiled. "I can't thank you enough."

"I think it's I who should thank you. I'm very honored to be the one."

III

I never had any doubt that I was doing the right thing. Kaci was of legal age, 18, I was not married, and after all, I was her teacher. Why should I not teach her things other than Freshman Composition? Especially since she asked? Despite the difference in our ages—42 years—I felt fully qualified to handle the job. Plus, I was looking forward to taking my first virgin.

My house was about 150 years old, very charming and comfortable, and I had it set for the occasional: a crackling fire was in the fireplace, the comfortable couch was before it, and a bottle of French Chardonnay and two glasses were on the table beside the couch.

Kaci arrived at the appointed time, 7 p.m. on Friday, and carrying books as I had suggested. She was wearing a blue denim dress, with brass buttons down the front, low-heeled white shoes, and a magenta-colored scarf around her neck. She looked beautiful. 

"I didn't wear any stockings or pantyhose," she said, obviously nervous, "Is that all right?"

"It's very all right. Like most men, I don't like pantyhose....Come and sit by the fire." I motioned her over. "And let me pour you some fine French white wine."

She smiled. "I don't think you're supposed to be offering your students alcohol."

"I'm not supposed to be taking their virginity either, so I guess a little wine is okay." I poured a glass for her and for myself, sat down beside her and handed her the glass. "This is how I think it should go," I said. "I think we should do this in stages so that you're not hit with everything all in one night. So if it's okay with you, we'll leave your virginity intact for tonight and instead indulge in the kind of foreplay which might lead up to that. How does that sound?"

"It sounds wonderful to me," she said, obviously relieved. "I was nervous about doing everything in the same night as well."

I took a sip of the wine and moved closer to her. "Okay, this is what we'll do. We'll pretend that I'm the guy you're out on a date with. You like this guy and are willing to fool around with him—but not go all the way. Does that sound okay?"

"Yes."

I put the glass down on the table beside the couch. She drained hers before putting it down. I could see she was still nervous. "Okay, the first thing is that he will kiss you." I leaned over, put my hand behind her head, pulled her to me and kissed her. It was a long and lingering kiss, and after a little prodding on my part, her tongue was moving around inside my mouth. I had not realized ahead of time that just kissing her would be one of the most erotic experiences I have ever had, and I could actually feel myself beginning to get an erection. Amazing.

"The next thing the guy is going to do is to try and caress you," I said, as I reached my right hand over and fondled the area of her breast.

"I have to tell you in advance that they're pretty small," she said apologetically.

"I'm sure they're the right size for your height and weight. What do you weigh—a hundred and ten?"

"A hundred and five," she said...as I unbuttoned the top button of her dress.

"The next thing the guy is going to do is to try and undress you. How far you let him go is up to you. In this case, I would suggest you let him go pretty far."

And she did. I unbuttoned all seven of the brass buttons, then unfastened the belt at her waist. I pushed the dress apart. She was wearing a matching and frilly white bra and panties, which were obviously new. I pulled her close and reached behind her back to unfasten her bra. "One trick you might want to remember is to get a bra which fastens in the front," I said. "That way, whoever unfastens it will find it easier."

"Should I be taking notes on this?" she asked softly.

I smiled. "I don't think that will be necessary. I think you'll remember" I pulled the bra from her body. While her breasts were small, they also were quite beautiful, with penny-size maroon nipples. I bent over and kissed each one of them. She was beginning to breathe a little more rapidly.

"Stand up," I said. "Stand in front of me."

She did so. Now I could see that she was blushing. I reached over and taking the waistband of her panties on either side slowly pulled them down over her thighs and knees until finally they were draped around her ankles. Her little brunette bush was glistening like a new present. "You have the most beautiful little muffin I have ever seen," I said.

She smiled. "What did you call it?"

"Your muffin."

"I like that. It sounds a lot nicer than some of the other words I've heard." 

"And from here, it looks like it could even be a cream-filled muffin."

She laughed. "Not yet, but maybe later."

"Let me taste it." I leaned over and kissed it, taking a moment to caress her slit, visible at the bottom, with my tongue. I could feel her trembling.

"I think my legs are getting weak," she said softly. "Can I sit down?"

"You can sit across my lap," I suggested, and she did so. "Put your arms around me and spread your legs a little." She did so. "One of the guy tricks is to kiss a girl just before you're going to do something, so she can't object verbally." I kissed her hard and deep, then slipped my middle finger into her tight slit. She drew in her breath sharply. To my surprise, I felt that she was already wet.

"You're nice and slick," I said.

"Aroused I think is what you call it," she said softly.

That gave me my chance. "Speaking of aroused," I said, "You are making my pants tighter all the time. Would you mind if I took it out?"

"No," she whispered.

I unzipped my fly and pulled it out. My size is probably average or normal, but having a naked virgin in my lap was making it quite a bit larger than normal.

She looked down at it, and a little apprehension grew in her eyes. "That's not going to fit," she said.

"Oh yes it will. Especially if we can get you this wet next time."

"I think that should be easy."

"I think so too. I'm looking forward to it. But I think we will bring Lesson One to an end with mutual demonstrations of oral sex."

"Okay."

"Get on your knees in front of me."

She did so.

"Now kiss the end of my penis and take it in your mouth," I said.

She did so. She choked a little at first and smiled up at me apologetically. But gradually she got use to how much she could take in. And she slowly began to take in more.

"Use your tongue." I suggested.

She did so, swirling it around.

"What's another name for penis beginning with a C?" I asked her.

"....Cock?" she asked softly.

"Yes. Do you like sucking my cock?"

She nodded her head.

"Say it?"

"I love sucking your cock."

"Guys love it when nice pretty girls like you talk dirty to them, so remember that too. The more dirty words you can use, the better a guy will like it."

"Then does that mean you're going to...fuck me next time?" she asked. 

She was learning fast. "That mean's I'm going to fuck you next time. But this time I can't hold back much longer. If you suck it one more time, I'm going to come in your mouth. But don't worry. It's only about an ounce of semen, which I have been told tastes a little peppery, a little salty. Just keep swallowing, okay?"

She nodded. Then she took my cock in her mouth again, went about halfway down it and began to suck and use her tongue in earnest.

There was no way I could have held back even if I had wanted to. I exploded into her mouth—and watched her swallow every drop.

Finally she looked up and smiled, cum dribbling from the corner of her mouth. Her nose and eyes were running like she had a cold. "Was that all right?" she asked.

I smiled back. "That was very all right. Are you sure you haven't done this before?"

"Never!" She smiled.

"Then I would have to say that you're a natural, young lady. And now it's my turn. Lie on the floor in front of the fire."

She sat on the floor in front of me. Suddenly she realized she was facing a large bay window. "What if someone sees us?" she asked. 

"What if they do? What we're doing might be unethical, but it's perfectly legal. If they happen to see a beautiful naked virgin, it will be their lucky day."

She smiled. "Okay." She laid down on the rug in front of the fire. I sat there for a moment to marvel at the beauty of her naked body—and to realize how lucky I was. "I'm going to put my tongue inside you and try to get you aroused," I said. "Then I want you to try and come in my mouth. Do you think you could do that?"

She smiled. "I think so."

I got down on the rug beside her and spread her legs. Then I got down between her legs and began to lick her slit. And she began to softly moan.

It did not take her long to come, and she taste as good as peaches.

"Was that all right?" she asked sitting up.

"That was very all right. Lesson Two next Friday."

"Great!"

IV

Kaci arrived promptly at seven p.m. the next Friday. This time she was wearing a white cotton eyelet sort of dress with buttons from the waist to a little collar at the neck, above which was a blood-red silk scarf around her neck. She also had on low-heeled white shoes. And she was carrying a red rose.

"This is for you," she said, handing it to me with a smile.

"Thank you. I'm honored," I said, letting her in. "You looking very virginal." 

"That was the intention."

"And does the red silk have any symbolic meaning?"

"What do you think?" she asked.

"I bought a bottle of expensive champagne and have it chilling in the bedroom, so would you like to get right to it?"

"Sure."

I took her hand and led her into the bedroom. I had already opened the champagne, so I poured her a glass. "To you," I said.

"To you." She drank it.

The coverlet of the bed had already been turned down. She turned to look at it and saw the large window at the end of the room—and a house about 50 feet away. 

"Shouldn't we close the drapes?" she asked.

"I don't think so. The only person living there is a retired professor, Max Cohen, who is about eighty. I doubt he can see this far." In fact, I had told Max earlier in the day that if he wanted to watch something better than television, he ought to train his eyes on this window about seven o'clock. With professorial loyalty, I thought it would be a treat for him.

"All right."

I poured her another glass of champagne. She drained that one too and put the glass down.

"I want to undress you," I said.

"All right."

I unbuttoned her to the waist and unfastened her belt. Then I pulled the dress from her shoulders and let it slide down to the floor. She was wearing white lace panties and a bra—and guess what? The bra fastened in the front. I unhooked it and let it fall to the floor. I bent over and kissed both of her nipples, which were already beginning to get hard. Then I got down on my knees, put my fingers in the waistband of her panties and slowly pulled them down to her ankles. She stepped out of them. I kissed and licked her muffin again.

"Put your hands on your head and turn around—just in case Mr. Cohen is watching," I suggested. "I'm sure he would love to take a look at your beautiful muffin." 

She did so. She seemed to be getting less and less embarrassed at being naked all the time. I kissed both sides of her naked bottom. "You have the firmest and most beautiful bottom I've ever kissed," I said.

She turned back again. "I was a gymnast in high school."

"I see....And your bottom is virgin as well, right?" 

At first she didn't understand what I meant, then she got it. "Yes."

"Well, we may have to take care of that at a later time." I stood, picked her up in my arms and carried her to the bed, where I deposited her carefully. I pulled the covers off the bed. "We don't want anything to be covered up," I said.

She smiled. "Just in case Mr. Cohen is watching."

"Right."

"Are we going to ruin your sheet?" she asked with concern. "Are you going to be able to wash it?"

"Who cares?" I undressed fully. I wanted both of us to be naked. "Sorry I don't look as good as you," I said.

"Actually, you look pretty good for someone your age," she responded. "You must work out."

"I do. Especially recently."

She looked down "And your thing is just as big as before."

"Thanks to you."

"Are you sure it's going to fit?"

"Once I lubricate you, it will." I climbed on the bed and knelt between her thighs. I have seen many beautiful sights in my life, but I don't think I have ever seen anything as beautiful as what lay before me: the lovely and naked Kaci.

"One thing you didn't bring up, but you should have was the matter of a condom," I said. "You should always make sure your boyfriend has and uses a condom. You don't want to get pregnant in the first year of college." 

"Sorry, I didn't think of it," she said.

"We'll forgive you this time since you're new at it, but don't forget it again. In my case, that's not necessary since I had a vasectomy ten years ago, so I'm only shooting blanks. I don't have to use a condom with you."

"Good. Because I want to feel you."

"And I want to feel you." I bent down and began lubricating her with my tongue, and as if on cue, she began to softly moan, as she slipped her fingers into her pubic hair. 


Teaching Kaci



Most of the lubrication was provided by her, so it was obvious that she was ready. And it was quite apparent that I did not need any further stimulation. "Raise you legs and put your feet on my shoulders," I said. She did so, offering me the perfect target. I gently eased my member into her slit, normally tight but now wet with her juice. Halfway in, I felt the obstruction. I bent over, smothered her mouth with mine—then drove forward, plunging through her delicate hymen. She gave a sudden gasp then dug her fingers into my shoulders. I waited a few moments, then gradually pulled it halfway out and gently pushed it back into her again.

"Fuck me," she whispered.

And I did, for at least the next fifteen minutes, enjoying the sound of her whimpering and moaning. Finally, I came inside her—and felt that she came as well.

When I finally pulled out, my cock was stained with red, as was her slit. "You're a real mess," I said with a laugh. "Would you like to take a shower?"

"Yes." She got out of the bed and looked at it. "And the bed is a real mess." Then she turned back to me. "Can we take a shower together?" 

"Good idea. Wave to Mr. Cohen before we go."

"Hi Mr. Cohen!" she said waving. "I hoped you enjoyed the show!"

Amazing. What a delightful little tart she had turned into. I led her by the hand into the bathroom.

In the shower, she apparently wanted desert as well as the main course. She got on her knees and sucked me off until I came again in her mouth.

"Yum, yum," she said, licking her lips as she stood. 

I had thought that Lesson Two would be the end of it, but she came back for a "refresher" the next Friday. The Friday after that, she asked if she could get "rear-ended" even though she didn't have a car. It went on like that, about once a week, for the rest of the school year, and her "oral exams" at the end of the year were really something to see.

Mr. Cohen would have paid good money for them.

The End



Teaching Kate



Quickly walking down the hallway toward her classroom and lost in her own thoughts, she suddenly realized that the school day was over. Fridays are the worst for both teachers and their students—of course the students want to be out of class, and the teachers definitely look forward to the weekends too. Two days away from complaints, paperwork, and tests are almost like a mini-vacation for some teachers. 

Being a new teacher had its ups and downs. She was also stuck with more to deal with than many of the older teachers at school. Obviously they use the same lesson plans and worksheets that had been copied for the previous years’ lessons. Unfortunately, most of her planning had to take place over the weekend. Too lost in her thoughts, she accidentally bumped into Mr. McCall his way back to his own classroom.

“I am so sorry,” she exclaimed. Slowing bending over to help him pick up his scattered stack of papers, she noticed Jarrod McCall taking a quick peek down the front of her v-neck, baby blue sweater. 

“Kate,” Jarrod began slowly, “I was wondering…well, if you don’t have plans this weekend….”

Jarrod had to be one of the shyest men that Kate had ever met in her whole twenty-five years of existence. From the first day they had met during orientation at the new high school, Kate knew that there was something special about this man. Noticing the odd, almost painful expression on his face, she immediately answered his unfinished question.

“Jarrod, I would absolutely love to get out of the house this weekend. What do you have in mind?” Kate had always been good at reading people. It almost seemed like a gift at times. She was also quite sure that this gift was one reason she could relate to many of her teenage students so well. 

“Well, I was hoping you might like to have dinner tomorrow night. I have a stack of Algebra tests that I have to grade tonight, so that should leave tomorrow open,” Jarrod said with a nervous, almost giddy, laugh.

“I think that would be absolutely wonderful. I need to finish this stack of essays before Monday morning, but I’ll get to them sooner or later. Just give me a call later tonight, and we’ll work out the details,” she replied.

Turning to back toward her classroom, she smiled slightly as she realized her secret little fantasy might just come true.

~~~~~~~~~~

Having dozed off, she nearly jumped out of her own skin when the telephone rang. Fighting the sleep that had taken hold of her body, she reached toward the night stand for the phone. 

“Hello?” she asked groggily into the receiver. 

“Kate, it’s Jarrod. Were you sleeping? I could call back later when it’s a more convenient time.”

Jarrod’s words were spoken so quickly that Kate barely realized what he was saying. 

“No, I’m totally awake,” she said, laughing slightly. Please, please, please, she thought, just tell me that you want to come over and fuck me right now. Why can’t you just bring your shy ass on over and let me teach you something new? Although she knew these thoughts stemmed from the numerous sexual dreams she had about Jarrod, she also knew that it was very unlikely that these thoughts would ever develop into something tangible.

“I’m sorry it’s so late, but I was just calling to make sure you were still up for my invitation for dinner tomorrow.” Jarrod’s voice, unmistakingly, contained a slight tremor as he said these words.

“Oh, I’m definitely looking forward to it.” Kate grinned as she managed to slip her free hand under the canary yellow sheets to find her already hardening nipples. Honestly, she thought, I’m up for anything with you. 

“Let me ask you a quick question,” she said with some reservation in her voice. “Why haven’t you asked me out before now? We’ve been working together for almost six months now, but you’ve managed to wait this long. You should’ve been able to figure out that I do find you extremely attractive, but you seem so shy most of the time,”

“Frankly,” Jarrod began, “I think maybe I should tell you a little bit about me. To be honest, I am a very shy person, and that has been a downfall for me throughout the years. And if you don’t mind my saying so, it has really affected my relationships in a sexual way. I mean,” he said, trying to control the nervousness in his voice, “

“Well,” Kate began, “You have nothing to worry about with me. I think you’re a wonderfully sweet man, and your past is just that – your past. Let’s just concentrate on having a wonderful time tomorrow night, and we’ll see what the future holds for us both.” Hanging up the phone, she smiled as she felt the warmth of increasing dampness between her legs.

Jarrod arrived just in time, and Kate was waiting for him at the door. 

“I thought we could just stay in tonight, if that’s okay with you,” she said slyly. “Besides, I’ve already fixed supper.”

Staring at the see-through lingerie that Kate was wearing, Jarrod was speechless. 

“I guess you like what you see?” she asked.

Taking him by the hand, Kate led Jarrod to the cream colored sofa in the living room. Having lit some candles before he arrived, the room was just bright enough for her to see the rather large bulge that was beginning to develop in the front of his pants. Nice, she thought, and actually bigger than I had imagined it seems. Now, let’s see what he really has to offer. 

Pulling Jarrod down to the couch, Kate moved in for the kiss that she had waited so long to feel. Softly at first, she began to kiss his lips and move her tongue over his. Then she felt his hand move up to the side of her neck and into her hair. Slowly he intertwined his fingers into her thick brown hair. 

Quickly she unbuttoned his baby blue shirt while never breaking the kiss that was becoming extremely intense. Reaching the last button, she moved her hand down to rub against the ever-hardening cock inside Jarrod’s pants. 

“What do you want?” Jarrod asked, breaking the silence that had enveloped them.

“What does it feel like,” Kate said as she placed his free hand between her warm thighs.

“I thought maybe this is what you wanted,” he whispered quietly as he moved the material of her lingerie aside and let the wetness of her pussy drowned his fingers. 

Kate gasped as she felt one finger push its way inside of her. She never thought that Jarrod would make a move. Honestly, she thought that she would initiate every move.

Pulling her hair with a force she wasn’t prepared for, Kate’s head moved back as Jarrod kissed forcefully down the side of her neck. Her nipples already being exposed, he quickly took one into his mouth and bit down. 

Kate cried out as she felt the force of his teeth bare down on her hardened nipple. Moving quickly, Jarrod took the other nipple in his mouth and bit down, pulling her nipple outward. 

“And you thought you were going to teach me something tonight, right?” Jarrod laughed mockingly. “You happened to be wrong because tonight,” he paused briefly as he shoved a second finger inside her wet pussy, “I’m going to teach you something new.”

Laughing, Jarrod started finger fucking Kate faster and harder, making her cry out with a mixture of pain and ecstasy. 

With one nipple in his mouth and two fingers moving in and out of her, Kate realized that sometime Jarrod had managed to lower his own khaki pants and she felt something much larger than his finger begin to press against her. What the hell? Raising her head up from the cushion on the couch, Kate saw the biggest cock that she had ever seen protruding in front of Jarrod. Judging from the quick peak of what she would be feeling, she guessed that he was ever bit of nine or ten inches in length. Bracing herself, she felt the head slip into her quivering body.

Jarrod pulled back briefly to yank off the black panties hindering his path, then pushed hard as he slipped his thick cock back into her once again. He heard her gasp and saw her eyes were shut tight against the length of his hard cock entering her body.

Her large breasts bounced each time he pushed into her, and she cried out as he pushed her legs up so that her ankles were near her head. Fucking deep into her pussy, Jarrod pushed down on her legs as he balanced himself atop of her.

Suddenly, she felt him move away from her and felt him roughly turn her small frame over so he could fuck her from behind. Standing now, she braced herself against the back of the couch and could feel her breasts hanging down. She felt his hands rub against her sensitive clit for a moment and pinch her tinder nipples between his forefinger and thumb. Then, unable to take a breath, she felt his finger push into her tight, virgin ass.

“Please don’t!” she cried as Jarrod used his own hard dick to slide the wetness of her pussy upward to wet the little pucker of her ass.

“I told you I would teach you something new tonight,” he laughed softly.

Suddenly she felt him attempt to slide the head of his dick into her. Roughly he pushed at least half the length of his rigid cock into her virgin ass. Then, quickly, he shoved the length of himself into her, rocking her body back and forth and causing her to drop against the cushions of the couch. Faster and faster his body moved against her, and the feeling begin to improve as she felt her own pussy begin to spasm with the beginnings of a powerful orgasm. As his thighs slapped hard against her, she felt his already stiff dick grow even harder as he began to cum inside of her. Moving her fingers quickly to her own sensitive clit, she began to cum hard only seconds after she felt his hot cum inside her own trembling body.

Falling to her knees, she turned to look up at the seemingly shy man still standing behind her.

“You do enough teaching during the week, I thought maybe you could use some teaching of your own,” Jarrod snickered slyly. “Same time next weekend?”



Teaching Kate A Lesson



I'm a good teacher. Kids leave my care knowing what they ought to know. Some people find this unusual as I am still a Junior in college. I just find it fun. My latest work has been with a tutoring center for college Freshmen. I've had to deal with groups of first years who weren't up to par on their entrance exams. I knew it would be a challenge, but I never imagined it would lead to me losing my virginity. 

First of all, my name is Kate and I'm 21. The kids I was working with were around 18. This is the story of Steven. In every classroom, there is an overeager kid. Someone who really wants the teacher to like them. In one of my groups, Steven was that boy. Skinny, pale, bespeckled, and stuttering, he didn't stand out in a crowd. But he participated and was more responsive than anyone else, sometimes annoyingly so. 

A couple months into the semester, the kids (even though they were only a couple years younger than me, I still tended to call the freshman "my kids" as so many of the other tutors did) were having a big test and everyone was worried. We didn't have enough time to cover everything in group and I suggested that we have a study party the night before the test. All six of my students nodded, consenting to the thought, but the night before the test only Steven showed up.

So there we were, alone to study. I'd made dinner for seven, but since it was just the two of us and my roommates had company, I suggested a picnic so that we could concentrate. It was either that or my bedroom and I didn't want to give Steve any ideas.


It was a warm night, as we walked toward the campus' lakes. I quickly shot review at him and tried to trip him up with trick questions, but the kid had it. I looked over at him.

"Maybe I underestimated you guys," I smiled, "I hope that everyone else has as good a handle on the material as you and that's why they didn't show." 

"Yeah me too," Steven said, "But it's kind of nice to have some time to talk to you."

My little teacher alarm went off, but I didn't want to be rude. Under no circumstances was a tutor supposed to date on of her students. But this wasn't a date, I told myself, It was a study group. It wasn't my fault the kid had it down. 

We settled down in the grasses between the lakes. While we ate, I tried to advise him on different parts of his academic life. Eventually though, it came back to the personal. 

"Do you have a boyfriend, Katie?" He asked, looking at me in a way that made my body tingle against my will. I told him I didn't. My bit pink nipples had tightened and I was sure he could see them through my shirt. 

He left to got to the bathroom, and I sat there thinking about what kind of a kisser he might be, before I caught myself, "Skinny stuttering Steven Kate. Be reasonable." But he'd seemed different all night. 

When he came back, I was surprised to see him sit beside me. He didn't say anything, as I felt his hand on my jaw line. I looked up at him with lust in my eyes, knowing that it was wrong. I tilted my head up and let him kiss me. 

WOW. I hadn't imagined that Steve would have had very much practice in this department, but it was the most intense kiss I'd ever had. Every inch of my body responded. I turned to embrace him with my body. His hand caressed my ample breasts and I felt myself moan into his mouth. He unbuttoned my shirt and I closed my eyes. This wasn't happening, as he lay me down on the grass kissing my neck, my collarbone. I could only produce little groans of pleasure, nothing like the obstinate objections my head told me I should be making, as he unlatched my bra. His hands were warm against my back, over my nipples, along my stomach. I felt him lower his lips to my nipple and let out a proper moan of "God yes", arching my back. I felt him smile against my skin. 

But when I felt his hands on my thighs and something clicked, I pulled away.

"Steve I can't."

"It's okay. I wont tell anyone," he whispered and I felt the moistness between my thighs growing wetter. But I was resolute.

"It's not just because I'm your tutor, Steven." I panted. "I'm saving myself, for marriage."

He looked at me silently, as though sizing me up. Then he kissed my mouth tenderly and stroked my naked upper body.

"C'mon Kate, you want me. I can feel it dripping down your thighs. Let me pleasure you." 

I heard him unzip his pants before I could answer. Then I felt the tip of a rather large cock pressed up against my slit. He traced my slit with his head and I moaned. 

"See," he said, "You need this as much as I do, maybe more." He kissed me again and my resolve melted away... His head was rubbing my clit and I wanted it inside me. 

"Yes," I said.

"You're sure?" he asked tenderly.

"Yes I'm sure," I panted excitedly. "Fuck me Steve."

Without another word, he kissed me harder than before. I was lost. I felt him enter me and gasped. Partially, it was with pain, but mostly with surprise. He was big...bigger than it felt like my pussy was built for. It stretched as he entered me. I grabbed his ass to feel him move. He entered me in one hard thrust. I let out a cry of pleasure and pain as my maidenhood shattered and I was filled with Steve's pulsing cock. He started riding me and the feeling made me cum. I thought I'd had orgasms before, but this was another monster all together. My body pulsed with pleasure and I quaked against the ground. I arched my body rising up against him and some primal instinct told me to fuck him back so I did. I moaned and groaned into his shoulder, "Oohhh. Oohhhhh. OOOoohhhhhhhhh YES!"

He rode me for a long time. I'd lost any sense of hours and minutes. Thrusting deep inside my tight pink pussy, he came. I gasped, having forgotten about protection. But the feeling was so good that I wasn't sure I would have wanted it. I knew he was done, but I wasn't finished being pleasured. I got on top of him and kept fucking. Surely, soon enough, he was hard again and with a few grindings of my pelvic bone against his balls, I was able to feel that shoot of pleasure again. 

"Ohhhhhh Steve," I gasped, shaking on his cock and collapsing against his pale chest. I couldn't believe I'd gone so long without this feeling. 

We kissed and talked for another hour before he walked me back to my dorm. After that, weekend study groups became common. But Steve and I were the only ones who ever came. 



Teaching Kate a Lesson



Ramsay Noble had been unemployed for some months until recent times when he found a job at a high school as a gardener. He had no experience, but surprised that any employer would be interested in his land scaping ideas, he immediately began spending time researching the library and the internet as well as wandering around landscaping supplies to generate ideas to justify his job description. 

He enjoyed his own company and preferred to work alone with his tasks and his thoughts as reliable company. He began his work by tidying up around the gardens alongside the entry paths leading up to the admin building, pulling weeds and planting flowers, honeysuckle, lavender and roses, chosen for their colours and scents.

Pulling weeds around the building, while he was preparing fertiliser and removing worn and broken barriers outside the staff room, he overheard one of the new teachers boasting about her results she attained during her course and the reports she received from her tutors and the supervising teachers during her practicums. Her own assessment of herself seemed to be that of a brilliant student and outstanding teacher. Ramsay thought self-praise was always suspicious.

The new teacher dominating conversation in her loud voice told her colleagues she had never dated anyone without a university degree as they were all far too dumb to be wasting her time. Ramsay didn't like her from that moment. He filed that morsel of evidence away in his memory with a resolve that he would find a way to have her begging for him on his terms. 

He looked in the staff room window and saw the woman with the loudest voice with the authoritative tone and found her to be a red head with a very healthy looking 167 centimetre (5 feet 6 inch) body. As she walked toward the door, he noticed she had a walk that emphasised her firm buttocks. Ramsay thought spanking them would be the culmination of a good day in the garden. 

For the next few weeks he watched her in the schoolyard and at the bus stop doing out-of-class duty and as he was always maintaining the grounds until five pm, he was able to watch her ride home on her pushbike. A very nasty yappy little fox terrier would snap at her, trying to squeeze through the wrought iron of the decorative gate at the front of a house a few houses past the school. After a few days it was clear the dog would escape at some time, and the little bundle of fury would take a piece of her leg, if not her clothes. 

One morning, Ramsay had brought his camera to work and after working in the grounds unobtrusively all day, he disappeared from his garden and had locked the shed and found a vantage point across the street from the gate and waited for Kate to appear. He filmed her as she approached the house, and sure enough, the angry little terrier squeezed himself through the gate and chased Kate along the road. She out sprinted him, but was clearly shaken by the fight or flight situation she found herself in. 

Next day, in the staff room, one of her fellow teachers suggested she walk past the house next night and carry a weapon with her to protect herself. Still with his camera, Ramsay hid and began filming as Kate approached. Wearing jeans and a men's shirt, but with her long red hair flowing, Kate was holding the bike with one hand and the stick Ramsay had left near her bike in the other hand. 

As the dog squeezed through the bars of the gate, Kate dropped her bike and began swinging the stick at the dog. He was caught a stinging blow on his back leg and he yelped, but was not ready to abandon the attack. Swinging wildly, she missed a few times before she caught him full across the face. This time he yelped again and Kate sensing victory was determined to teach the dog it would hurt him to threaten her again. She chased the limping dog back to the gate and caught it a few sharp blows on his back legs as it frantically squeezed itself back through the decorative wrought iron upright bars of the gate. To reinforce her message to the dog, she rattled the stick along the gate and the terrier went scurrying around to the back of the house to lick its wounds. Ramsay kept the video running and filmed kate, catching her face and flowing red hair clearly as she rode past him. 

When Ramsay returned home, he played the footage of the film he had recorded and spent the next hour enhancing the sound. Using an editing software package he had downloaded from the internet, he freeze framed some pictures as Kate swung the stick at the terrier, editing out pictures from still images. He printed three of the pictures and composed a note for her consideration. 

He waited two weeks, so some of the detail would slip from her memory. After school one night, left an incriminating envelope where she would find it. 

Next morning, she found a blank envelope unsealed in her pigeon hole, and he watched her reaction. She opened it and read it. In shock, she hid the envelope with its contents in her large purse and red-faced, rushed to her class room. She read the note again, 'There are more pictures and a very clear DVD where these came from, but don't worry. Some of your secrets are safe for the moment. Do as you're told and they might stay that way.' 

She began to drive her car to school after that note appeared, as she did not want anyone following her home from school. She also kept a watch on her pigeonhole to see who might be leaving notes there, but after a week, she gradually became less and less vigilant as there were no more notes or anonymous messages. 

He left her in suspense for a few days, then when she thought whoever had left the note and incriminating pictures must have forgotten his threat, she received another note, this time, left attached under the windscreen wiper of her car. 

The first instruction she received was purely to test her obedience. It read, 'Donna Edwards will hand in her homework and you will mark her work with glowing praise and give her a top score for her work, regardless of it's quality. You will give it to her at the beginning of class on Friday morning at 10.45. I am everywhere, so don't think you can evade your obligations.' He signed off the note referring to himself as 'The Wounded Terrier,' an unsubtle reminder, warning her that the evidence was ready to be put to use if she did not comply. 

She thought, 'This demand was very clever and creative and although unaware of what else the fiendishly cunning adversary would demand, at least she was safe for a few days. And who knows? Giving Donna Edwards some encouragement might just bring out the best in the disruptive little bitch.' 

She was ever alert to try and find out who was blackmailing her, but had no clue. She examined the photographs that were taken the day she had the altercation with the dog to try and identify where the video was filmed, but she couldn't figure out who it might be or even what their purpose might be. She was alert to who was present when Donna reacted with a high-pitched squeal to her surprisingly high grade on having her work returned. Once again, Ramsay was working nearby but out of Kate's line of vision, and she remained totally unaware.

Two days later, She received another note, left in her letterbox at home. It read 'So far, So good. What pleases me more than anything, is obedience. Next, you will wear a short skirt to school on Friday and when you go to your car to go home, you will not be wearing nickers. You will drop your keys on the ground and bend over to pick them up with your back to the rear of the car. Remain bent over for three seconds. I want to see everything. You will REVERSE your car into its usual space This will be your chance to see who I am, but you will NOT LOOK BACK. Remember how attached I am to obedience.'

This time he signed 'T. W. Terrier', which would remind her of the pictures he held that she thought would go viral if he decided to post his video on You Tube.

She read the instructions over twice more and began wondering if the perpetrator was someone who would be at school on Friday but no other days. Then she thought it might be a ruse to deceive her. She eventually thought better of spending time on these confusing puzzles she was creating for herself that were getting her nowhere. So far she had not been asked to do very much, but she had to find a way to stop it progressing before it got out of hand, First she would have to find out was blackmailing her. 

Friday morning she had to try and teach the little monsters while she had this threat hanging over her and she wondered how she might get through the day. 

That morning Kate dressed in a loose pullover with a skirt that went just below her knees. She knew it would be too long for 'Terrier's purposes, but she would make suitable adjustments to her clothes after school. She would remain until her car was the last one in the staff car park, so nobody else would see her and she might even identify her tormentor if she was lucky. 

Throughout the day when the demands of her students had lessened, she would find her thoughts pre-occupied with dread, anticipating the task she had after school in the car park. She found her self flushing and even swooning slightly at the thought of displaying herself to some unseen stranger. She wondered if she could follow his or her instructions at all, but she always knew she had no choice. 

After school she went to the bathroom to check her appearance and to remove her nickers and shorten her skirt, hitching it up 20 centimetres above her knees. As hard it was to follow the demands made to her, she would not want to give 'Terrier' the chance to say she had not complied with his or her instructions and be made to do it again. Finally she went out to undertake the task that was demanded of her.

Ramsay had set his camera up with the lens revealing the rear of Kate's car including the registration plate and had it ready to start recording her approach to her car. The timing was set to go for two minutes although Ramsay figured one minute would be sufficient to record her approach, accidentally drop her keys and reveal everything usually concealed by her nickers, and get into her car and drive away. Working around behind the 'Staff Parking' sign, he waited ready to press the 'record' button on the remote control he had for the camera.

Kate looked around as she approached the car to see if anyone could see her and though there was another car parked in the car-park, no-one appeared to be in it and as far as she could see, there was nobody in sight behind the car, apart from two guys in the distance talking to one another and apparently taking no interest in her. She wondered if one of them was her tormentor but dismissed the notion as they were too far away. 

She found herself becoming excited at the idea of exhibiting herself, particularly if she could convincingly make it look 'accidental'. That turned out to be no problem. She was so excited she dropped her keys twice and the cell phone once, displaying herself twice more than her instructions demanded before she clumsily unlocked her old car. The third time, she remained bent over for an interminably long time, looking back between her legs for anyone in her line of sight who might be able to see her. She even ran her hands slowly from her ankles to the top of her buttocks to try and tempt her watcher out into the open, but also because she began to become turned on by her exhibition. 

She eventually opened the door, got in and started the car and prepared to leave, but was too excited to drive. She moved the car to another space in the car park and the excitement of this semi-public exhibition had aroused her to the point where she had to relieve herself. She inserted two fingers of her left hand into her vagina and made circular motions with the tip of her right index finger over her drenched clitoris for thirty seconds before her climax hit her. 

She rested for another minute breathing heavily, regaining control of her-self, then drove away. She was far too pre-occupied with masturbating, and she did not notice Ramsay watching her. 

As she disappeared into the traffic, Ramsay retrieved the camera and reviewed the two-minute video. He went home and transferred the two minutes video time to his computer and burnt the video to a printable CD. Then he filed and printed some still shots of Kate revealing her vagina, including one of her looking backwards between her legs together with her car registration ending with the car driving out of it's parking space, which further indicated her ownership of the car and revealed her identity at the same time. 

Her weekend was spent wondering what she would be asked to do next. She was not sure she had been seen, but hoped that whatever happened, it would soon all be over. But she also knew she could never rest until she could meet her tormentor, or live with the consequences of the video, of her conflict with the terrier, was made public. In any event, she could not imagine this would continue too long without his identity being revealed.

She went to school on the following Monday morning and found no messages left for her, but she knew very well that she could not get her hopes up. 

Printed on the back of his next message was a picture of Kate bending over with her hands on her buttocks, looking back between her legs with the car door open and the registration plate clearly visible. 

Ramsay wrote her another message.

'Well done Kate. You really are a genuine red head. You have such a nice pair of legs too. Next job will be to sit ON your desk and read a book with your KNEES APART. The cleaner will arrive at about 3.45 and spend a few minutes cleaning the classroom. Remember, knees apart, and don't move until the cleaner leaves. Oh! I almost forgot. NICKERS OFF please. You are NOT to look at the cleaner at any time. Just keep reading your book and play with yourself while the cleaner is in a position to see between your legs. The cleaner must be able to see EVERYTHING. There's a good girl. This will take place after school on Friday. I know you will be a good girl and do as you're told. I hope you like the picture. It was taken from a video I have. Terrier x 

On Wednesday afternoon as she was getting ready to go home, she found the note in her purse. Ramsay had put it there while she was supervising a Phys Ed class. He attached it to her cell phone with clear glue that would peel off easily when detached. At the end of the school day, she would retrieve her purse and remove her car keys and cell phone and discover the message. 

She pulled it off her phone and saw the picture and immediately went into mild shock. When she was half way through she burst into tears. Her despair soon turned into a rage and she gradually built a steely determination to get even with this malevolent bastard whoever it was. 

By Friday her humiliation was complete and she felt helpless to get out of her predicament. At 3.40, she watched the last student leave her room and head for the bike rack, the bus stop or the car park where one of the parents were waiting to collect some of the students. At 3.45, Kate was sitting on her desk, writing in a folder she held on her knee. Her nickers were in her purse. She sat with her knees together on the desk and her feet hanging down, her indecision hovering between believable modesty and brazen exhibitionism. 

The cleaner arrived at 3.48 and began cleaning the classroom picking up the papers left by the students. Kate looked at her as she arrived and noticed she was very pretty but looked like she was fighting to shed a couple of pounds of weight, mostly in her legs. But she thought she knew plenty of men would like to see HER undressed. She was sure of that. 

Kate knew that 'Terrier' would know everything that went on in the classroom while the cleaner was present. She knew she had no choice but to comply with his directive. She lifted her feet to the desk and tried to absent-mindedly run her finger up and down the length of her nether lips. 

To her surprise she found them to be wet and realised she was becoming extremely turned on by this situation. The cleaner switched on the vacuum cleaner and spent more time than necessary cleaning in the position where she could see Kate playing with herself. She didn't seem to be watching, at least not when Kate looked up 

Kate wanted this to end, but the more she played with herself, the more aroused she became. Eventually she could feel her climax approach. She inadvertently squeezed her legs together and let out a loud cry as her twitching cunt betrayed her orgasm to the astonished cleaner.

She swivelled off the desk, let her skirt fall and cover her vagina and left the room without a word. 

Ramsay watched Kate drive away and went in search of the cleaner. He found her in the next room to where Kate had been. 

He asked the cleaner, 'Excuse me, but did you see a red haired teacher around here this afternoon?'

'Yes. She was in that room when I was cleaning it.'

'What was she doing. I was supposed to meet her.' he asked

'Two things, she was writing in a folder and something else. You won't believe this but she was masturbating right in front of me,' the cleaner answered almost not believing the things she was saying.

'Stop lying. She would never do that.' 

'If you don't believe me, I didn't wipe down her desk. Smell it and ask yourself what it reminds you of.'

'What did you do?' he asked the cleaner.

'I kept looking while I was cleaning. I couldn't take my eyes off her,' she answered.

'I suggest you keep this to yourself. It might not look good for you to be seen watching another woman in her private time. I'll see you around.'

Ramsay was satisfied Kate had kept her side of the bargain. 

When Kate was driving home, she was embarrassed and ashamed, but she had to admit to herself that she was completely turned on by being made to exhibit herself in degrading ways. She knew she was being watched, but she was thankful that she had no choice, and the situation was bringing something in her to life that she knew very well, she would ever do of her own free will. She thought she would never be shy about her appearance ever again, now that she had played with herself in front of a stranger. 

The weekend was a busy time for Kate. In her quieter moments, she dreaded, but also anticipated her next instruction from her blackmailer. Was she actually getting a taste for all of this outrageous behaviour?

She didn't have to wait long. When she was clearing the advertising mail from her letterbox, there was another note. He praised her for her compliance. 

'Well done Kate. The cleaner was shocked but there won't be any complaints from her. For your next task somehow get the gardener to SPANK you. Your lack of response to our skilled tradesmen is common knowledge. That's not very nice. He's still working on the school grounds when the rest of the staff have gone home. No need to rush this one. I'll give you until next Friday. Do it soon. The quicker you do it, the better for you. Don't forget Kate. I'm the Terrier. You are my little Bitch.' 

He signed it 'T.W.T' for The Wounded Terrier, another nasty little reminder that she was in danger of exposure if she did not comply. 

As usual, she read it over twice more and sat down to think. She was immediately angry that she was being coerced into giving her body to someone not of her choice, and was determined to seek vengeance on this monster who had assumed control over her life. But she also had to admit she had never felt this alive in her entire life. Perhaps this bastard was making her life far more interesting than it could ever be.

She began to wonder who it might be. Could it actually be the gardener? What was his name? Was it a man or could it be a woman? If it was the gardener, it was a devilishly clever plan, but to Kate it was very unlikely. A common gardener wouldn't have the brains to pull off such a caper like this. Still, it might be fun to mess with the gardener's head while she's having a bit of fun, and in any event, what choice did she have?




Teaching Kate a Lesson



He was right about one thing. The sooner she got this out of the way, the quicker she could relax and not stress about it. She felt herself beginning to look forward to it. 

On Monday after school, Kate spent a few minutes in the bathroom renewing her makeup, shortening her skirt and applying a touch of perfume, and went looking for the school gardener and found him as he was collecting his gardening tools and getting ready to put them away. 

As she approached him, she said, 'Excuse me, I'm one of the teachers here and I know nothing about plants and things like that. Would you be able to advise me about pot plants? I'm trying to add some life to my new apartment.'

'Sure. I'd be glad to help. I can show you some in a book I have in the car. Can you wait?'

'Why don't we have a cup of coffee somewhere and I'll take some notes?' she suggested a little suggestively. 

Ramsay ignored the hint in her voice and replied, 'OK. My name's Ramsay, What's your's?'

'Kate. Nice to meet you Ramsay.' 

She held out her hand to shake his but he looked at his hand and said, 'My hands are a bit filthy. I'll just clean up and I'll be with you shortly.'

They agreed to meet in the school car park and he could follow her in his car to a café. 

Over coffee in the café, she found opportunities to touch his arm when she saw a plant she liked expressing its appeal and suitability in her kitchen and again when he suggested a large leaf shrub outside her front door. 

She was surprised that she was trying to get a person she had no real interest in to SMACK her ARSE. This all happened because someone thought she was being cruel to a dog that needed to be taught a lesson. Although the demands were getting out of hand, they seemed to be giving her a series of goals and keeping her focused. As she had no choice, she knew she had to do as directed, so she proceeded with a mixture of fear and excitement. 

She put her hand on his leg and suggested, 'Maybe if you could see the apartment, you could make a few suggestions. Do you have time to come over and have a look Ramsay?'

He said, 'Maybe. How far away do you live?' 'About five minutes drive from here,' she answered. 

'OK, Let's go.'

They drove separately to her place. She found a way to remove her nickers while driving and put them in her purse. She had displayed her self twice in the last two weeks and was getting used to it by now. 

She opened the front door, took him through the entertainment area where there was a divan, a coffee table and a large flat screen TV to the kitchen where she asked him if he wanted a drink. She poured herself one. If she was going to go through with this demand, she was going to need some courage and something to relax her. She had an opened bottle of vodka and peach in her fridge and she poured her self a strong drink, which would have little if any effect on her breath. 

She poured him one and offered it to him and he sipped it twice to taste it. 

He followed her around the house into all the rooms and he made suggestions about which plants would be most suitable in which positions and what care they would need. She bent down unnecessarily a few times to indicate where she wanted to place pot plants. He watched her displaying herself, but did not react. He looked but could not quite see whether she was wearing her nickers or not, but he admired her legs again as she displayed herself to him.

While he almost felt sorry for her desperate attempt to get him interested, he was in fact getting very interested, particularly in the spanking she was going to need to beg for and one that he would give her reluctantly but energetically. 

They sat at the coffee table in the lounge. She said 'You've been very helpful with your suggestions, Ramsay. Now I've got something I'd like to suggest.'

'What do you mean?' he asked innocently. 

'There's something I've been curious about for a long time, but I've been too shy to ask anyone.' Then she hesitated for a moment, not believing what she was about to say. . . 'Would you mind spanking me?' she asked, her voice shaking as though she was about to cry.

'I-I-I-, I might hurt you if I do that,' he spluttered.

'That's OK. Please Ramsay?'

'To be honest Kate, I'd much prefer to do something else to you. You have such a great body, I'd much rather fuck you,' he said uncertainly.

This was something completely outside what she was required to do. But it was beginning to look like she would have to beg this GARDENER, one step lower than a tradesman, to fuck her as well as going through with the humiliating spanking she was required to do.

'How about this then? Spank me, THEN fuck me, PLEASE Ramsay?' she implored him, thoroughly debasing herself in front of this non-academic oaf. 

'If you really want me to, . . I'll do it,' he said feeling the intoxicating pleasure of a swelling cock growing between his legs. Then he said, 'Here's the deal. I'll spank you, and you'll fuck me. How do you feel about that?'

'OK.'

They looked at one another uncertainly for a moment, then Kate said, 'Do you want me to bend over and touch my toes, or lie across your knee, or what?'

'Let's build up to it slowly. Show me how you like kissing to get me in the mood,' he said surprising himself at how much his presence of mind he could find in this arousing situation. 

She stepped close to him and put her arms lightly around his waist, and licked her lips and kissed him softly on his mouth while he stood still, using all his will power not to react to her very promising osculatory skill. 

'Mmmm, nice,' he said.

'I haven't finished yet,' she said.

She kissed him again, this time licking his lips with the tip of her tongue and she held his hands and moved them to her buttocks, then raised her skirt from under his hands and he could feel her bare skin. She moved her hands to his buttocks and then around to the front of his overalls and easily found his hardened cock, made to feel thicker and longer by the material covering it. 

'I think we're both ready,' she breathed becoming completely aroused and into what was about to happen. 

'What do you want me to do?' she asked uncertainly.

'Bend over and put your hands on the coffee table. Feet wide apart.'

She lifted her skirt and bent down with her hands on the coffee table that had been pushed against the divan, and he examined his target. 

'I think that's about right,' he said, kneeling behind her. I don't want to hear a word from you until I tell you I've finished,' he said with some authority. 

He felt her right foot with both his hands and ran his hands slowly up over her ankles lightly muscled calves, her knees, then up the front and back of her right thigh, then slowly repeated this on her left foot. He continued, lightly running his fingertips up the inside of her thighs, circling her now familiar cunt with her light fuzz of light red hair. He felt her firm buttocks and ran his finger down the cleavage, over her anus and felt the build up of love juice drenching the opening of her fully aroused cunt. 

Then he stood to her left facing her and hesitated for a moment and gave her a resounding slap on her left buttock. She caught her breath and sobered up instantly, somehow remembering to keep quiet. She winced against the pain feeling as if her head was ready to burst with her effort to remain silent. He slowly walked around the other side and positioned himself to slap her right cheek with his right hand. He noticed her left cheek reddening, and knew she must have been feeling some pain. He waited another moment as she anticipated the impact and pain of the next slap, squinting her eyes and hunching her shoulders. 

He slapped her again, and she caught her breath again. The pain was at least as intense as the first, made more acute by her knowing how sharp it was going to be.

He said 'You have such a beautiful arse Kate, and I appreciate your silence. Good girl.'

'Thank you,' she said.

'Quiet please Kate. No talking until I tell you I'm finished. Try and remember,' he said with quiet menace in his voice.

He slapped her arse twice more increasing her pain and shock even more than the first time. Then he stood behind her and rubbed her back and said soothingly, 'You must be feeling a bit of a sting. It's nearly finished.'

She felt his hands lightly rubbing her arse cheeks and somehow she felt her cunt lips opening wide and tried to figure out if it was happening naturally or if this gardener was playing with her. 

He said, 'You're have a very wet cunt Kate. You must be aroused.' 

This mindless beast was playing with her. She could feel him fingering her deeply for a few seconds then he removed his hand. She waited for him to continue spanking her. She resolved in that moment that wet vagina or not, when he had finished, there was no way she would let him fuck her after this treatment.

She waited another moment, bracing herself for another slap and several seconds passed, then the humiliation continued as she felt him spreading her open with his fingers again. 

She implored him, 'Finish spanking me please Ramsay?' 

'Sure Kate. I became a bit distracted by your beautiful body,' he explained.

She felt her self being penetrated by something very formidable in size and realised the filthy gardener had pulled out his hardened, swollen cock and was forcing it through the opening of her exposed, drenched cunt. She couldn't stop him and she couldn't object because she had agreed to let him fuck her. Her humiliation was complete and she still had more spanking to endure. 

But being fucked was the best feeling she could have at this moment. She could feel a buzz in her buttocks, and it heightened the sensation building inside her vagina. 

She said, 'That feels so good. You're such a beast. If you keep fucking me like that, I. . .I. . 

She could feel her knees begin to collapse. Ramsay caught her and held her tight around the waist to stop her falling down. 

'I'M COMING,' she cried out loud.

She had never had such a quick orgasm in her life. She regained her balance, and Ramsay held her by the hips and continued fucking her with long slow strokes as his extremely thick eight inch cock reamed in and out of her sensitive cunt. She could feel herself building to another climax. 

By now Ramsay had built up to a feverish pace and began whimpering as his cock could not delay the pleasure explosion coursing around his body. He looked down and watched as he felt his climactic ejaculation squirt semen into Kate's twitching cunt. Her next climax approached and Ramsay watched her anus and cunt twitching as his after shocks calmed down. 

Ramsay removed his cock from her, put his hands on his hips and caught his breath. 

He repeated another sharp slap on her left, deepening the pain even more. Taking his time, he proceeded again on her right, then her left, then her right. The pain Kate felt was excruciating and she was filled with hate for the gardener, but mostly for the bastard who was blackmailing her. 

He said, 'You can stand up now Kate. Walk around a bit and let the stinging go down a little. You might not be able to sit down for a while. Your beautiful body is such a turn-on. I couldn't wait to fuck you.'

She stood up and turned around and was shocked and dismayed at the size of the cock that had just penetrated her. She remained still and with her hands on her hips and her eyes closed she breathed heavily for more than a minute, then with one deep breath she let out a long sigh, and seemed to have gathered her composure again. 

She lifted her skirt, twisted around to look at her stinging buttocks and said, 'You really slapped me hard, you beast. How red have you made my poor arse?' turning her back to him.

'Yeah. It's bright red. You're blushing, Kate,' he answered with a grin. 

'I won't be able to sit down for a week,' she said dreading her discomfort for the coming days. 

'I must go. If you need any more help with your plants, you can ask me at school. See you later Kate,' he said as he left.

After that, Ramsay began to get bored with writing the notes and making demands on Kate. He thought he could fuck her any time he liked, just by sending her another note. 

He was totally surprised when she called him again and asked him to come around to her place for a candle lit dinner and to show him how her plants had grown and brightened the atmosphere in her apartment. He wondered how she would be when she had no demands made of her. She was free to tease him. Would she keep her distance or to flirt with him with full intent of seducing him? Had she gotten over her attitude that non-academics were not good enough for her?

He had never made any demands on her previously as the gardener, only as 'Terrier'. 

He thought that one day, he might 'fess up and admit it was he who had left her instructions demanding her to expose herself, to get a spanking and the rest under the threat of exposure for and of her bad behaviour. 

But at present he was mostly interested in any ideas she had beyond dinner. His mind was in overdrive with ideas of variations he would like to try playing around with Kate's beautiful body.



Teaching Kathy



I didn't know what sex was until Daddy came to my room late one night when I turned eighteen. It was the most painful night of my life but the only thing I'd learned on that night was what rape was. Nine months later I gave birth to a baby but Momma and Daddy gave him away. I didn't get to name him, but if I was allowed I'd have named him Daniel. Momma never protected me from Daddy, when he raped me she just watched. The next morning Momma took me to get my first wax. It hurt so much. When we got home I lay on my bed with a mirror between my legs as I stared at my now bald pussy. Every few weeks Momma would take me back in to get my pussy waxed. My breasts were always swollen with milk. I never got a moment of rest unless I satisfied Momma and Daddy, and when they got thirsty they would suck my breasts dry. They'd slap me, call me names like, 'Slut', 'Bitch,' and 'Fat Whore.' One time Daddy told me I had to be on the bottom at all times because if I was on top I would snap his cock in half. 

One morning Momma and Daddy announced to me they'd be leaving for a week for Hawaii and I felt happy because it meant I'd be safe from their abuse for a short while. My Uncle Nickie would be staying with me. I liked Uncle Nickie, he was always nice to me. He was tall, with a gray eyes, neatly combed brown hair, and big muscles, and he always smiled. 

That night Uncle Nickie rented a movie, 'The Hills Have Eyes,' and we sat on the couch together and watched it. Usually I'm not that crazy about horror films, but if Uncle Nickie was with me I didn't mind. The most harrowing scene in the film is the invasion of the trailer. I wanted to cover my eyes but Uncle Nickie covered my ears and held me close but then he took his hands away from me and asked me if everything was okay. I asked him what was wrong and he pointed to my shirt. It was wet. I was leaking again, and in front of Uncle Nickie. 

"I'm sorry," I said, trying to cover the wet spots on my shirt. 

Uncle Nickie told me not to be sorry, and stopped the movie where it was and kissed me. His hands went to my waist and he lifted my shirt up over my head and gently caressed my breasts. The gentle touches felt a lot better than all the slaps and bites Momma and Daddy had given my breasts which they referred to as 'saggy aging watermelons.' Uncle Nickie unsnapped my bra and my breasts tumbled free, and he pulled my bra down, slipping it off my wrists and dropping it to the floor. Uncle Nickie kissed my cheek and neck, kissing my shoulder as he soothingly squeezed my breasts, rolling my nipples between his fingers. 

"Has no one been taking care of you?" Uncle Nickie asked me softly. 

I shook my head. Uncle Nickie smiled and gently kissed my lips, then he leaned forward and kissed my nipples, hugging me close to him. My breasts pressed against his chest, my nipples exposed and protruding like little fleshy beads. I crossed my hands in my lap, my fingers gripped my skirt tightly and I moaned softly as Uncle Nickie's tongue danced on my nipples, his lips softly kissing my nipples every few licks. 

"Daddies are supposed to take care of their little girls, not hurt them or make them cry," Uncle Nickie said sweetly. 

He took my nipple between his lips and sucked gently at it, nursing from me. His fingertips trailed down my back and lightly stroked my ass through my skirt. My pussy was getting wet. After he had sucked one breast dry, he switched his attention to my other nipple. Behind me he lifted my skirt and slipped one hand into my panties, teasing my anus with a single fingertip while his other hand moved around to my front. He gently pushed away my hands and his hand snaked beneath my skirt, stroking my pussy through my panties. My nipples slipped from Uncle Nickie's lips as he leaned back from me. He laid me back on the couch and slipped off my panties. As Uncle Nickie made to pull off my skirt I pushed his hands away. 

"What's wrong sweetie?" Uncle Nickie asked. 

"Daddy says I have to keep my skirt on," I said. 

"Why?" Uncle Nickie asked. 

"Daddy says I'm fat, I have to keep my skirt on so my fat won't dance," I said. 

"What nonsense has your Daddy been telling you, you look just fine," Uncle Nickie told me. 

"Daddy says I'm not, he said I'd break his cock in two," I said. 

"He doesn't know what he's talking about," Uncle Nickie said, and then he pulled my skirt off and parted my legs. 

He ran his fingertips over my smooth pussy. Uncle Nickie smiled down at me. 

"You're so wet," Uncle Nickie said, rubbing my clit with his fingertip. 

He ran his hands up and down my thighs, brushing his thumbs over my wet pussy lips. I tilted my head back and moaned, Uncle Nickie kissed my belly and gently patted my pussy. He slipped two fingers in my pussy, gently fingering my as his thumb massaged my clit. His free hand reached up and squeezed my breasts, gently pinching my nipples and tracing his fingers over my trembling lips. I arched my back and Uncle Nickie pushed his fingers a little deeper, thrusting a little faster. 

"Uncle Nickie..." I moaned softly, gripping the cushions. 

Uncle Nickie gently shushed me, telling me to relax. As I came, Uncle Nickie pulled his fingers from my pussy and presented them to my lips, and as I sucked his fingers dry Uncle Nickie planted soft kisses on my lips, kissing my forehead and cheek. His hardness pressed against my thigh and Uncle Nickie pulled away from me briefly to unbuckle his belt. He rubbed the head of his cock against my clit, stroking my thigh. Little electric jolts traveled through my body from my pussy to my breasts. Uncle Nickie pushed the head of his cock in my pussy and held my waist, and spat a glob of spit on my clit. The cool liquid settled on my clit and Uncle Nickie spat another glob on my clit and pushed his cock in a little further. Holding my hips in his large hands, Uncle Nickie thrust his cock in and out of me, his hips lightly slapping against mine. He grasped my ass, lifting my bottom a little off the cushions and pushed his cock deeper. 

"Uncle Nickie... Uncle Nickie..." I moaned. 

His hands were on my breasts, fondling, massaging them. He thrust a little harder into me, one hand on my hips and the other stroking my hair. Uncle Nickie's hips slapped harder against mine, his fingers dug into my skin. As he came Uncle Nickie pulled his cock from me and sprayed his cum over my belly, tapping my clit with his cock. He sat for a while, panting, and then knelt over my face and presented the head of his cock to my lips. 

I kissed his cock and allowed him to enter, mostly the head because he was so big. I sucked gently on his cock and Uncle Nickie ran his fingers through my hair.

"Watch your teeth baby," Uncle Nickie winced, twisting his fingers in my hair. 

I released his cock briefly. 

"I'm sorry Uncle Nickie," I said, and took his cock back into my mouth. 

He gently bucked his hips, I flicked out my tongue to brush his balls. His cock twitched on my tongue and a bitter salty taste filled my mouth. I gagged a bit and some of his cum spilled out the corners of my mouth and down my cheek. 

"Kathy you're making a mess," Uncle Nickie chuckled. 

He licked his cum from my face and asked me politely to get on all fours. I got on my knees, pressing my cheek to the arm of the couch, my nipples digging into the cushions. Uncle Nickie ran his hands over my ass, rubbing my pussy lips with his thumbs. He flicked my clit with his tongue and teased my ass hole for a bit. 

He slid a finger into my ass, slowly thrusting it in and out, then a second finger, and after a little while a third finger. He took his time opening me up. I think he wanted me to enjoy it, not like Daddy who just pushed his whole cock in at once. Uncle Nickie spit into my ass and kissed each cheek. 

"Look behind you Kathy," Uncle Nickie said. 

I peeked over my shoulder and glimpsed Uncle Nickie's hard cock. 

"I'm coming in Kathy," Uncle Nickie said. 

The head of his cock pushed into my gaping hole, but the rest of him was still very thick. I cried out softly as Uncle Nickie pushed his cock into me. He moved slowly, stopping halfway so that I could adjust to his thickness. 

"Breathe Kathy," Uncle Nickie told me. 

I took a deep breath and Uncle Nickie pushed the rest of his cock in, stopping to allow his balls to rest against my wet pussy lips. 

"Do you want me to continue?" Uncle Nickie asked. 

I nodded quickly, and Uncle Nickie pulled his cock out, halfway, and then pushed hit back in. His balls slapped my pussy lips, his hands stroked my back. 

"Does it feel good?" Uncle Nickie asked. 

"It hurts," I said. 

"I know, Uncle Nickie is being very gentle. It will hurt at first, but after a while it will start to feel good," Uncle Nickie told me. 

He gently pumped my ass, every few thrusts or more he'd lengthen his cock a bit and push it into me. 

"Breathe Kathy, breathe deeply but slowly," Uncle Nickie said. 

Then he pulled his cock out to the tip and shoved it all in at once. I cried out and Uncle Nickie put his arms around my waist and kissed my shoulder. 

"It's ok, don't cry. Uncle Nicke is sorry," Uncle Nickie said softly. 

Has he held me close to him, his hips continued to thrust into my ass, his hips slapping my ass with a clapping sound. As he came, he seemed more comfortable filling my ass than my pussy. I think it's because he didn't want me to get pregnant. My breasts bounced heavily, they were beginning to leak again and little droplets of milk spattered the cushions and my breasts and Uncle Nickie's hands. Uncle pressed his fingers to my lips again and I licked them clean, his other hand moved to rub my clit vigorously before he repositioned me again on all fours and slid his cock back into my pussy again. He pumped my pussy a little harder than he had before, his balls slapped my clit. My breasts swung heavily beneath me. 

Uncle Nickie pulled his wet cock from my pussy and pushed it into my ass, gently pumping me but then he pulled his cock from my ass and pushed it into my pussy again. Every few thrusts he would alternate between pumping my ass and pussy with his cock but then he switched his attention back to my pussy and pumped me firmly but gently. I moaned into a cushion, his balls slapped and stroked my clit. Uncle Nickie grunted loudly and I cried out into my cushion as we came together. My legs quivered as Uncle Nickie's cum, mixed with mine, dribbled down my thighs. 

Uncle Nickie let me up and we sat together. 

"Did you enjoy that?" Uncle Nickie asked. 

"Yes Uncle Nickie, thank you Uncle Nickie," I said. 

"Good, that makes me very happy. 

We pulled on our clothes and Uncle Nickie restarted the movie. 

"What would you like for breakfast tomorrow?" Uncle Nickie asked. 

"Can we make waffles and eggs?" I asked. 

"Of course, I'll make them just for you," Uncle Nickie said.



Teaching Kaylea



"My mom's convinced I won't graduate without getting pregnant," Kaylea told me, tucking in her shirt before tying her apron around her waist. 

"There are ways to make sure that doesn't happen," I joked. She rolled her eyes at me. "I'm serious, Kaylea."

"I know," she said. "I'm careful. I won't get pregnant, Tim, I promise."

As her boss instead of a teacher or parent, I knew I could say things to her other adults couldn't. "Famous last words of eighteen year olds everywhere," I teased right before adding the words I never should have said. "Tell you what, graduate without getting pregnant and then I'll give you the education high school boys can't give."

"I don't know, some of those high school boys are very educational." Kaylea Nolan flashed me a big smile.

"Uh-huh," I agreed, unable to hold my tongue. "I thought the same thing when I was your age until I met Claire."

"That old woman who comes in here every Wednesday? How old is she? One hundred?"

"She's pushing seventy, but twenty-five years ago, she was thirty-eight and I was eighteen." I didn't explain anything more. Kaylea clocked-in and made it halfway around the sales counter before she stopped, turned and looked at me with wide eyes.

"Wait, you're saying you did her?"

I laughed at how long it took Kaylea to realize what I had said. "More like she did me."

"Wasn't it gross?"

"Not then. Twenty-five years ago, she was hot as hell." In my mind, I flashed back to when I was a cocksure and nervous eighteen year old being seduced by a woman more than twice my age. She taught me things about how to please a woman I will never forget.

"How old are you again?" Kaylea asked. 

"Thirty-eight," I joked. Actually, I'm forty-three, but Kaylea wouldn't know the difference and I'm still stinging about turning forty anything. 

"You're almost as old as my dad!" she said. "And he's like forty-three or something." 

"Get to work," I told her, ending the conversation for three months.

After a wetter than normal spring, the end of May brought hot, sunny days that foretold a scorching summer. Kaylea needed lots of time off, first for prom, then a senior trip to Europe and finally for graduation. "Feels weird thinking I'm done with high school," she said on her first day back since the beginning of May. She looked rested and still sported prom's fake-bake tan. "So, when are we going to do it?"

"Do what?" I asked, busy counting down a cash drawer.

"Don't you remember? If I graduated without getting pregnant, you were going to give me a real education."

I laughed and kept counting down the cash register, trying to figure out why I had five dollars too much. 

Kaylea slid up close to me. "I'm serious," she said, running a finger across my bicep. "I want my lesson."

Figuring out the bothersome miscount felt like a victory. I slapped the drawer shut, victorious once again and smiled down at Kaylea. She was so short compared to me. I nearly made a joke about how she wouldn't be able to handle a real man like me but she wore such a sincere and hopeful look that I paused as I gazed into her green eyes. She smiled. Since her braces had come off, she smiled a lot. 

"Please?" she asked and I couldn't doubt her sincerity. 

"Three o'clock on Thursday," I said. She gave me a puzzled look. "That's when I'll wait exactly five minutes in the parking lot behind the store. If you're serious, get in my car and we'll do something."

"I don't want to do something, I want to do everything," she smiled.

"Three o'clock. Thursday," I repeated before heading to my desk. That gave her four days to think about it.

I didn't expect her to show. Either way, I had made a reservation at nice hotel near the airport. I checked into the hotel before heading to the shopping center. Employees are expected to park behind the building and it wasn't uncommon to see a car parked there overnight. I pulled into the parking lot precisely at three o'clock. Kaylea sat in her car waiting. She wore a big smile as I pulled into the space next to her. She moved from the driver's seat of her car into the passenger seat of my car. She carried an overstuffed backpack and put it between her feet. "I wasn't sure you would show," she grinned.

"A deal's a deal," I smiled, backing out of my space and heading to the hotel. "Nervous?"

"A little," she admitted. I was quiet for a moment as I negotiated afternoon traffic and she filled the space. "Just so you know, I'm not a virgin. I've done stuff. Lots of stuff."

"Okay," I said, willing to let her talk.

"And I'm on birth control, so you can't get me pregnant. Mom made me get on birth control so I wouldn't. . . well, you know."

"Get pregnant before you graduated," I said. 

She smiled, nodded and put her tiny hand on my thigh. "I'm glad I didn't so we could do this."

It was a short drive to the three star hotel. We crossed the lobby to the elevator. The staff ignored us. It wasn't until the doors closed to the glass enclosure that I realized we were really going to do this. Until that moment, it had felt like a fantasy, a tease between a teenager with overactive hormones and her much older mentor. For the first time, I worried I could live up to my hype. 

At forty-three, I didn't feel old, but I couldn't feel young anymore, either. I had been an athlete in high school, but high school had been a very long time ago. Longer than Kaylea had been alive. I pushed that thought away and reminded myself she was eighteen and completely legal. She was only a couple years younger than the girls at the strip club I sometimes visited. I wasn't in great shape. Middled aged spread was beginning to show around my midsection. I pushed away my concerns. If it didn't matter to the strippers, why should it matter to her? I led the way to our room, pushed it open and allowed her to enter first. She was impressed.

"Wow, nice!" she said, immediately inspecting every corner of a room that included a small sitting area, a square coffee table, and a very big flat screen TV. The big kingsized bed sat around a corner. The bathroom included a separate shower and a deep tub lined with jets. She inspected the wet bar. I shook my head when she asked about the tiny bottles of liquor but allowed her to have a Coke. 

She turned on the TV and scrolled through the pay-per-view offerings. "Can we buy some porn?" I travel often enough to know how the adult pay-per-view channels worked. We bought the unlimited block of 24 hours that would allow us to watch any of the adult movies. The dollars were adding up and I didn't care. She picked a random movie and I turned off the sound. Is there anything worse than the soundtrack of porn? 

"Should we get naked?" she asked, filled with more energy and excitement than I expected. She fluttered around like a caged hummingbird. I realized she was nervous and I needed her to calm down.

"Let's slowdown," I smiled, taking her hand and leading her to the window. We were on the tenth floor facing the city. The bright afternoon sun glimmered off windshields of tiny cars below. Fluffy white clouds dotted an otherwise blue sky with gravity defying ease. I stood behind Kaylea and put my hands on her shoulders, keeping her in place with a light touch. I waited a long moment. She looked up and over her shoulder at me. I gave her a smile. She stared out the window and quieted. I caressed her deep ruby red hair, the color she had wanted for prom and decided to keep for now. "Is it okay if I touch your breasts?"

"Yes," she said and I could see the faintest ghost image of her reflected in the glass. She was smiling. I could guess the question felt funny to her and that was okay. I slipped a hand over her shoulder and across her breasts, gently caressing her chest without grabbing or clutching at her while I memorized the feel of her young tits. She was wearing a thin bra. Her nipples weren't hard, not yet. Her tits had the resilience of youth. I caressed her shoulders and neck, too, careful to pay attention to more than just her tits. "That feels good," she softly said.

"Everything I do will feel good," I promised, kissing the top of her head and inhaling the sweet, flowery scent of her hair conditioner. I took a deep, calming breath. I needed that to calm my beating, pounding heart. Touching Kaylea's tits had made what we were going to do very real for me. I ran both hands in front of her, cupping her breasts and gently massaging them. "Do you masturbate?"

Kaylea giggled. "Do you?"

"Yes," I said and waited for her answer.

"Sometimes," she said, her voice small and quiet. I could tell it embarrassed her admit something so private.

"Do you ever use toys when you do it?"

"Just my fingers," she sighed. I found her nipples and gently rolled them between my fingers and thumbs.

"When was the last time you did it."

Kaylea was quiet for a long moment. I moved my hands away from her hard nipples and breasts, once more caressing her pretty hair. "Last night," she finally revealed. 

"Did you have an orgasm?" I asked, moving my hands back to her tits.

"I think so."

"You don't know?"

"I mean, I guess I did. It feels good when I do it and then it feels really good before I sort of stop."

"You're stopping too soon," I said, kissing the top of her head. "Have you ever had an orgasm?"

"Maybe. Once."

"I'll change that today if you'll let me."

"Promise?" she asked, looking up at me again.

"It's up to you," I said. "Can I take off your shirt?"

"Yes," she said, turning back to stare out the window. When I pulled her t-shirt up and over her head, she moved her arms automatically, allowing it to happen without helping. The cups of her thin bra were lined with twin rows of lace and I could guess her panties would match. I asked for permission before undoing her bra. Her tan never stopped.

"You're beautiful," I whispered, careful not to press against her back as my cock began growing firm inside my pants. Pulling her hair to one side, I kissed her neck. She inhaled sharply. I kissed her neck again. 

"This is a nice room," she said though she was still facing the window and the view of a day that unfolded in miniature beneath us. I kissed along her shoulder a few times while caressing her chest and feeling my cock swelling until I was completely hard. 

"Will you get naked for me?"

"All the way?" she asked, as if there was another way to be naked. 

"Yes," I whispered in her ear before kissing just behind and beneath it. She undid her shorts and wiggled her hips as she peeled them off her body and revealed her matching panties. She glanced over her shoulder at me before hooking her thumbs inside the elastic band circling her lower torso. 

"Why am I getting naked first?" she asked, hesitating.

"Because I asked for it," I said. I lowered my head and kissed her lips. "Either you trust me or you don't."

"I do," she said right before peeling off her panties. She stepped out of them and tried to turn around. I pulled her against me, preventing her from doing it. My hands were on her bare breasts. "Will you get naked, too?"

"In time," I said.

"Do you think anyone can see us?" 

"Only if they have a helicopter," I said, caressing her flat stomach. She reached between us. Her hand cupped my crotch and she felt my hard-on.

"You feel good."

"You feel better," I said. Our height difference limited my reach. I hunched over, running my hand farther down her flat stomach until I brushed across her pussy. I didn't try to finger her, I only caressed her. "You're shaved."

"Waxed," she corrected. "Brazilian. For you." I wasn't sure I believed she had done it for me but didn't challenge her on it. I ran my hand around her hip and caressed her firm, pert ass. 

"Brazilian means they waxed back here, too, doesn't it?" I asked, checking what I believed to be true. She nodded. "Have you ever done anything back here?" 

"I tried it. Once. It hurt, a lot."

"Is that something you want to do?"

"Do you?" she asked, looking at me again. I kissed her again. Her full lips felt good against my lips. I could tell she wanted a deeper kiss. That would happen, but not yet. I pulled away, still raking my hands across her naked body with one hand on her front and the other along her back. I didn't focus on her tits and ass but I didn't ignore either place, either.

"We can do that if you want and I will make sure it doesn't hurt."

"Do other girls do that?"

"Some do," I said, enjoying how eagerly she rubbed and caressed the swollen bulge inside my pants. When was the last time I had felt a woman rubbing me with such eager zeal? I couldn't remember. Was it a function of age? When I was eighteen, was I all about grabbing the most important body parts first? As best as I could remember, that's precisely how I had been. I accepted her clutching grab as a sign of desire. She wanted my dick and, in time, I would give it to her, just not quite yet.

"I want to do everything," she said. I reward her with another kiss.

"I'm going to give you an orgasm," I said without considering how difficult or practical of a statement I had made. "I'm going to do it right, right now, with you facing this window. All you have to do it let it happen."

"H-how will I know when it does?"

"Trust me, we both will," I told her, caressing her breasts again. Her nipples were two tight pebbles between my fingers and I rocked them to side. "But you have to help, too. You have to tell me what feels good and what doesn't feel good. Promise?"

"Yes," she agreed, squeezing the lump inside my pants. "Is it okay if I keep doing this?" I told her it was as I hunched over and slipping my hand farther down her front. I had brushed over her smooth, waxed pubic area several times. My hand shouldn't feel like stranger there.

"Are you wet yet?"

"I think so."

"Let's find out," I said, slipping my middle between the puffy, swollen lips of her pussy. I instantly felt her warmth and how slick she felt. "Mm, you're really wet," I whispered against her ear. 

"That's a good thing, right?"

"A very good thing," I assured her, playing with her smooth outer lips. 

More years ago than I cared to remember, Claire had taught me how to play with a woman's pussy. "Don't just go shoving your fingers up inside of her all willy-nilly," Claire had instructed. "No woman will like that. Treat it like an inside out dick. Caress her. Play with her. Make her want more." I had used her advice for years with great results. 

I lightly caressed between Kaylea's pussy lips, gently exploring the territory. She made a soft gasping sound when I brushed over her clitoris. "That's your clit," I told her. I circled around the sensitive spot, analyzing her reaction. I knew some women enjoyed more direct contact that others and I needed to figure out how Kaylea was wired. "Is that where you touch when you're doing it yourself?" Her answer surprised.

"Usually I, um, touch lower. Inside. Like when someone is fucking me."

"You mean like this?" I asked, pressing my one finger part way inside her pussy. I stopped at my second knuckle, far enough inside that I was finger fucking her without pressing too deep or hard.

"Yeah, like that," she sighed. 

"What about here?" I asked, caressing her clitorial area again. "You touch here, too, don't you?"

"Not so much," she said over her shoulder, as if checking to see that she was giving good answers. I gave her a reassuring smile, kissed her once and touched the outside of her lips with my tongue. I felt her lips parting, wanting my tongue. I didn't give that to her. Not yet. 

Kissing is a tease, too, Claire had taught. She told me I shouldn't try to tongue-fuck a woman's mouth the moment our lips met any more than I should try finger-fucking her the first time I touched her pussy. 

"Next time, spend more time touching here," I said, circling her clit. "This is the important spot, not deep inside yourself."

"That feels really good."

"It's going to start feeling even better. Just go with it."

"Okay," she murmured, leaning backwards against me and I knew she trusted me. I played with her tits, enjoying the feel of her stiff nipples with one hand while caressing her sex with my other. I experimented with up-and-down motions on her clit and side-to-side motions. When I went up-and-down, she subtly moved her hips side-to-side. When I went side-to-side across her clit, she wiggled back and forth a bit. I figured out what that meant and went back to doing circles and that locked her hips in place. "Fuck, that feels so good."

I moved my finger a little faster, zeroing in on her clit and pressing harder against it when I felt her pressing harder against my finger. "Do it," I whispered. "Come for me."

"Uh-huh," she groaned.

"Don't force it, just do it," I coached.

"Finger me," she gasped and I knew she was asking me to finger fuck her again.

"No, like this," I insisted, unable to resist a smirk that she caught. "This is all you get until you cum."

"I want it inside," she begged. 

"Good," I replied and gave her something more. It wasn't what she requested or expected, but it was what she needed. I added my ring finger to my caresses of her clit. Holding both fingers tightly together, I squished against her clit and dug in as I rubbed. Some girls like it firmer, some didn't. I knew which one Kaylea was. 

"Ooo . . ." she groaned from deep inside her body as her orgasm neared. "Ooo!" her cry grew and I knew she only seconds away. "OOO!" she called out as her first real orgasm clutched her body. She bucked backwards against me, pressing her entire back against my front for support as she fought against trembling knees she couldn't trust. She doubled over and would have bounced her head off the window had I not been holding her chest, too. She came, thrashing and bouncing with each pleasurable surge coursing through her body until she shuddered and was done. "Oh fuck," she said as a finishing statement and shivered once more before I felt her standing firmly of her own free will. 

I don't know why I did what I did next. I'm going to claim it was because I was drunk with the lust of the moment. Hell, I don't know why, only what i did. I shoved my two wet fingers inside her mouth. "Suck my fingers clean," I hissed in her ear. She didn't argue, she just did, sucking and licking my fingers with glee until I pulled them out.

"Does that make me lesbian?" she asked.

"Not yet," I laughed. "Did it taste good?"

"Am I lesbian if I say yes?"

"No, you're you, that's all," I assured her, already knowing the answer. She lightly leaned against me, still facing the window.

"That felt really good."

"I bet."

"That's never happened to me before, not even when I do it myself."

"It's going to happen to you a lot today."

"Promise?" she asked, looking over her shoulder at me.

"Promise," I said and this time when we kissed, I allowed her to feel my tongue against hers. She turned to face me and we kissed in front of that window for a long time. I finally pulled away and smiled down at her. "Ready for lesson number two?"

"Are you going to get naked for this one?" she asked.

"Yep. Now it's time for you to give me an orgasm."

"Do I get to blow you? I'm really good at that!" she said with excited eagerness of youth.

"Do you swallow?" I asked.

"Always," she grinned as her tiny fingers began working the front of my pants.

"Whoa," I said, stopping her. "Let's get comfortable first." I took her by the hand and moved to the small seating area in front of the big TV playing porn. I don't remember what was playing on the TV, only that some guy and some hot chick were naked and having sex. Compared to the naked nymph in front of me, it didn't matter what the paid performers on screen were doing. I sat on the couch and considered slowing her down as she pulled open my pants. I considered the value of a lesson about blowjobs and gave up on it. She was too eager and I was too excited. I allowed her to pull off my jeans and underwear, baring my long, hard, excited cock to her.




Teaching Kaylea



"Damn," she cooed as it sprang into view. "If I knew you had one like this, I would have been blowing you at work months ago!"

"Okay Miss-Know-It-All. Impress me."

"Easy-peasy," she giggled, settling on her knees between my legs. "I have sort of an oral fixation." She licked up the length of my cock, maintain eye contact the entire time. "And I've watched a lot of porn girls doing this." She opened her mouth and wrapped her lips around my aching cock. As soon as I felt her tongue flickering against the underside of my cock, I knew I had stumbled upon a woman who didn't tell lies about her cocksucking abilities.

I marvelled at Kaylea's oral abilities as she kept her pretty green eyes on me and worked over my hard cock with her mouth, lips, and tongue. Her skill was unmatched as she used her tongue, never once snagged me with a wayward molar, and came damn close to deep-throating me. She used her tiny hands around my knob and to fondle my balls as she coaxed me brought me closer to an orgasm that rose too quickly inside of me. 

There was no way for me to slow her down or slow my rapid ascent to my orgasm. I didn't try holding back. Instead, I stroked the side of her face, cooed sweet nothings at her about how good it felt and enjoyed her skill until I reached my peak. My heart raced with excitement. Gasping, I came, trusting she wasn't lying about swallowing. The moment my orgasm began splashing against the back of her mouth, she moaned, swallowed and pumped me hard for the rest of my creamy delight. I embraced my orgasm, allowing it to flow from me and into her with unbridled passion as I moaned her praises. 

"Told you," she giggled, squeezing out one last droplet and licking it up.

"Amen," I agreed, smiling so hard it hurt it my cheeks. "Guess that's one lesson you won't need."

"Can you do that thing to me again and make me cum?"

"Trade places with me," I said, pulling her up on the couch. "It's time for you feel how a real man eats pussy."

"My boyfriend does this all the time," she giggled, slouching on the couch with her legs parted and ready for me.

"Except he doesn't make you cum when he does it," I reminded her.

"I come close," she insisted.

"Close doesn't cut it," I said, leaning over and kissing her tits for the first time. I spent a couple long moments on her chest, appreciating her youth and the firmness of her nipples. I captured one between my teeth and flicked my tongue across its tip. 

"Oh wow," she purred. "That's different."

"That's why we're here," I reminded her before doing the same thing to her other tit. I kissed down her flat, tanned stomach and right before pressing my mouth against her pussy, I put her thighs on my shoulders. She giggled again. I guess she liked that idea. Finally, I held her pussy lips apart and licked her for the first time. 

She tasted as sweet and innocent as she looked and I was instantly hooked on eating her pussy. I buried my face against her pussy, rapid firing my tongue over and around the lovely little bump of her clit. "Oh fuck!" Kaylea squealed, surprised and I knew her boyfriend had no idea what he was doing whenever he went down on her. 

I pressed my tongue against her clit and did circles that delighted her. I teased her by pulling away and listening to her groan when my tongue left its target. Claire's instructions again echoed in my mind through the years as they had so many times in the past. Claire had made it clear that eating pussy meant teasing it first. I sucked on Kaylea's labia, first one half and then the other side. I pressed my tongue inside her vagina as deep as it would go before licking her clit again. She squirmed and I knew all I needed to know before I surprised her.

"Were you serious about that other thing?" I asked, looking up at her with my cheeks and chin wet from licking her.

"Which thing?" she asked. I cupped her ass with both hands and lightly brushed against her tight, puckered asshole. 

"This," I reminded her. "Do you trust me?"

"Yes," she quickly said though she looked nervous. 

I pushed her knees closer to her chest, rolling her into a ball and exposing that cute, puckered butthole to me. I spat on her asshole, rubbed my thumb against it and, watched her eyes go wide, at first with shock and then with surprise as she realized how good it could feel. I didn't overplay my visit to her backside. I only did it enough to tease before moving my mouth back to her clit. 

Back to licking her clit, I never forgot that I had two hands or fingers. I played with her tits with one hand while rubbing her pussy with my other hand. I teased the opening of her vagina with a finger, pressing my finger inside of her as far as a single knuckle and caressing the sides, bottom and top. Then I put two fingers part way inside her pussy, splayed and rotated them. Fuck, she was tight. Would she ever be able to handle my big cock? I teased her pussy some more as I ate her, waiting and watching as her orgasm grew closer. 

Her breathing went shallow. She tried wiggling her hips and felt the pressure of her thighs against my shoulders. I pressed harder against her clit with my tongue, lashing at the tiny nub and I didn't stop until she went tense for a moment before thrashing with her second, real orgasm. She bucked up and down and my tongue rode her clit through-out until she relaxed.

"Guess that doesn't happen with your boyfriend," I said, looking up at her.

"No," she gasped, still breathing hard.

"Or this," I said, lowering my mouth back to her clit. 

"Oh fuck!" she cried out, squirming as if she was trying to pull away before giving up and giving herself over to me. That's what I wanted and a few moments later, she was having another orgasm. "I didn't know I could do that!" she gasped when it had passed.

"That's why we're here," I said and lowered my head to her pussy a third time. It took only moments and fewer than before. She came again. "Should I keep going?"

Kaylea shook her head. "I can't breathe," she said, sucking in lungfuls of oxygen. "You're killing me."

"It's what I do," I said, brushing against her sensitive clit with my thumb and laughing at how she squirmed before I pulled away. I sat next to her on the couch. She rolled her head towards me, wearing a very contented smile. I kissed her and we kept kissing for a long time. She played with my cock as we kissed, tugging, squeezing, and pulling it back to life. 

"I want to fuck this," she said. 

"Go for it," I told her without moving. She looked down at my hard cock for a moment, flashed me a big smile, and straddled my hips. "Do you know what you're doing?" 

"Yes," she whined, rolling her eyes. "I'm not a virgin." She held my cock in her dainty hand before lowering herself on top of me. It took three or four tries before she worked herself down on top of me far enough for it to matter.

"You're so big," she gasped, experimenting with moving up and down.

"I'm man-sized," I joked, grabbing two handfuls of teenage tit. Damn, she felt good. She lowered herself the rest of the way down on top of me and stayed pressed against me as we kissed again. Eventually, Kaylea began moving up and down. I moved my hands to her waist, helping her. We fucked for several minutes before she slowed. "Everything okay?" I asked.

Kaylea nodded, smiling as she said, "I was just going to ask you the same thing. Am I doing this right?"

"There's not much you can get wrong," I said, confused. 

"You didn't come yet, did you?"

"No, not yet. Is that okay?"

"I guess. It's just that, usually, the guys I date? They, um, they usually don't last this long."

I nodded, reminded of what it was like to be a young man without any staying power. I had been like that with Claire, too. She had taught me self control, the kind I didn't have available to me during Kaylea's blowjob. "When it starts to feel really good for you, stop doing it that way," Claire had taught me. "Trust me, if you change how you're stroking, it will still feel good for her. Remember, she's on a different pace than you."

Without realizing it, that's what I had done to Kaylea, too. It's why my hands were on her hips, guiding her. I was making sure she didn't push me over into orgasm-land too soon. As good as her pussy felt, and it felt absolutely heavenly, I was pre-programmed to last as long as my date once I started fucking. 

"Let's turn you around," I said, smiling as she displayed her youthful nimbleness and turned around without ever moving off my hard cock. She crossed a leg in front of me and spun, giving new meaning to the idea of being "spinner." I sat up, pulling her with me before I pulled her backwards against me. I raked a hand across her front, enjoying the feel of her pert, supple breasts before running my hand down her arm. I picked up her hand and put it between her legs. "Touch yourself," I instructed.

"How?" she asked.

"The way I did it to you," I said, pressing her finger against her clit. "Play with yourself the way I did it."

"You mean, like this?" she asked and I felt her finger starting to make a small, tentative circle around her clit.

"Yeah, like that. Now make yourself cum."

She wiggled against me a few times before stopping. "It's okay if I do this, too, right?"

"It's exactly right," I told her, kissing her neck and moving my hands back to her perfect tits. "You can always do this," I coached. "This way, maybe you'll get off, too."

She moaned, bounced up and down a few times, and then moaned again. "So good."

"Keep going," I told her, moving with her, rocking so my cock slid in and out as she played with herself. "I want to feel your orgasm with my big, hard cock so deep inside of you."

"Yes," she purred. "Say that again."

"You like it when I talked dirty?" I asked. She nodded. "You like hearing about big dicks fucking tight pussies?"

"Yeah," she groaned.

"Big, hard man-sized cocks deep inside your pussy."

"Oh," she said, shuddering a bit and pulling her away from her clit.

"No, don't stop," I said, pushing her hand back into place. "That's not a real orgasm." I waited until I felt her doing it again. "That's it, Kaylea, finger that hot pussy of yours. Make yourself cum. Cum on my cock. Cum all over my hard cock and then you can suck me again." She gasped. I kept going. "You can suck your pussy off my cock and then I'll fuck your ass. Do you want that? Do you want my big dick up your ass?"

"Yes!" she shrieked as her real orgasm began. I wasn't sure if she was answering my question or announcing its arrival. For the moment, it didn't matter. I felt her pussy rhythmically squeezing around my hard cock, trying to milk an orgasm from the rock hard stone of my manhood but I had more control than she could understand with her eighteen years. I held on to my orgasm, twitching and throbbing as she came. As she had done earlier, she shivered at the end and then jumped off my cock so quickly I looked around the room as if something had happened that I missed.

Kaylea slipped between my legs, pushing my knees apart and grabbing my hard cock with her tiny hand. She immediately wrapped her lips around it and began sucking me. "Sooo good," she murmured between long licks and deep sucks. "So fucking good." That's when I realized nothing had been wrong, she was only following my instructions.

"Okay girlfriend," I said, caressing her cheek before taking her hands in mine and pulling her away. She rose with my gesture and I kissed her. I could taste her pussy faintly clinging to her lips. Damn that was hot.

"Are you sure that doesn't make me a lesbian if I like how I taste?"

"I'm sure," I laughed. I couldn't help it. It was too cute how worried she was about that. 

She gave me a shy grin as I laughed. She kept stroking my cock until I stopped laughing. Looking up at me with those innocent looking green eyes so crystal clear and bright, she asked, "When can we try to do it up my butt?" I felt my cock throb inside her hand and wondered if she could understand what that meant.

"I guess we can try it now if you want," I said, trying to sound as calm and casual as I could though I felt my heart racing again at her eagerness to learn. "You need to be really clean back there."

"I can take a shower if you want."

"Let's take one together," I suggested. When I stood, her eyes tracked my hard cock before she stood, too. 

"I like how hard you get," she said.

"And I like everything about you," I admitted. She lit up when I said that. 

"I'm not being too, I don't know, too inexperienced for you, am I?" she asked as we walked to the big bathroom.

"You're perfect," I said, stopping and pulling her into my arms. I held her against my chest and kissed the top of her head. "Too perfect."

"What's that supposed to mean?"

"One day, you'll understand," I said, smiling as I again thought how Claire would say little nothings like that to me that I never understood. 

We showered together, laughing and playing with the soap. At one point, I held her close to me and ran a soapy finger between her buttcheeks. I poked at her ass and she squealed before giggling. "Two can do that!" she said, returning the gesture. 

"Careful," I laughed. "Guys can like that, too."

"Gay guys," she said and I didn't argue with her. 

The towels at the hotel were fluffy and felt soft enough to lose a full grown person inside of them. She raced me to the big bed, climbing on top of it on all fours before poking her ass up in the air while putting her chest on the soft comforter. 

"See anything you like?" she asked, waving her upturned ass at me.

"Everything I see, I like," I smiled, climbing on the bed with her. I gave her upturned ass a playful swat. We rolled around on the big bed, laughing and giggling before we started kissing and groping more than wrestling. I started teasing her, playing with her pussy and exciting her without pushing her past the point of being super excited.

"You're making me want to fuck you again," she complained.

"Good," I said, slipping my finger inside her pussy. "Little sluts like to fuck, don't they?"

"And suck," she said, sucking my bottom lip into her mouth and gently biting it.

"And what about this?" I asked, moving my slick finger from her pussy to her asshole. I gently pressed against it and watched her expression. "Do little sluts like this too?"

"I want to like it," she said.

"Kiss me," I told her, holding my face just out of her reach. She wrapped her arms around my shoulder, pulled herself and pressed her lips against me. As she held herself against me, I pressed my finger inside her ass. Her grip tightened but her kiss never stopped. I wiggled my finger around a bit, allowing her to grow accustomed to the sensation of something being inside her ass before I broke her kiss. "Feel good?"

"More," she said, kissing me again. 

I picked up the bottle of lotion I had snagged from the bathroom as I moved between her legs. I knelt between her legs, keeping her pushed on her back as I squirted some lotion on my fingertips. I smeared that lotion against her asshole before poking the first knuckle of my finger back inside her ass. With my other hand, I thumbed her clit. She shivered with delight. "Not yet," I told her.

"I can't help it," she said, squirming a bit. Was she trying to work my finger deeper inside or wanting more of my thumb against her clit. 

"Tell me what you want," I insisted.

"I want it up the ass," she said, flashing a bright, eager grin as she said it. I pressed my finger a bit deeper inside her butt. She moaned and wiggled again. 

"You like that?"

"Yes," she giggled.

"Have you ever put anything up your butt?"

"Just my boyfriend's dick, that one time."

I thought that was a curious answer. If that was the extent of her anal play, why did she want more? I asked her as much.

"Because that's what girls do," she said. "It's in all the porn and all the guys want it."

"No shit?" I asked, startled.

"Ew!" she said, slapping me for my exceptionally poor choice of words.

"Sorry," I said, laughing at myself. "But seriously, guys want this?"

"Don't you?"

I nodded without explaining. How could I explain without sounding old? Back in my day, we wanted pussy and blowjobs and that was that. Hell, I had never even thought of using a woman's backdoor for fun until I started renting adult videos on VHS tape from the local video store. Since then, I had been with women who were willing to do it up the butt. For a short time, right after my divorce, I dated a girl who really enjoyed it up the ass and that had been fun. Ass play was something Claire had never taught me.

"You've done this before, right?" she asked, apparently reading some of my thoughts.

"More times than you'll ever guess," I assured her. "Now roll over." With that youthful enthusiasm, she bounced her way to her stomach. 

"Should I get on all fours?" she asked, doing it anyway.

"Sure," I said, going back to rubbing her asshole. This time I did it with my thumb. I teased her bright pink asshole, adding a bit more lotion before easing my thumb inside. She moaned and pushed back against me. With an unexpected wiggle of her hips, my thumb popped inside of her. 

"Oh yeah," she groaned and I was surprised with how much of a different her eagerness to learn was making. With my other hand, I reached around and played her clit a few times. "You're going to make me cum," she said. 

"Not yet," I said, determined to keep her on the very edge of her desire until after I was inside. "Grab your ass." 

Kaylea rested her face and chest on the bed, kept her ass upturned to me and grabbed her asscheeks. She instinctively knew what I wanted. She pulled apart her buttcheeks and I knew there was no reason to delay. I coated my hard cock with lotion and took my position behind her. I pressed my cockhead against that tight, puckered opened and remained absolutely still. 

"If you want this, take it," I said. I could see her face turned to the side as she looked backwards at me. I saw a small smile on her lips and felt her pressing against me.

"So big," she groaned, easing away before trying again. 

"Take it slow," I said with a hand on her back. "Just work the head inside until it feels good."

"Okay," she said, pressing backwards again. It took three tries before it happened. Slowly, her butthole eased open as she taught herself to relax enough for entry. I knew that would be the key. She had to relax and take it on her own. I felt myself slipping inside of her and she groaned. Was that a good groan or a bad groan? I wasn't sure, but I knew how to turn it into a good groan. 

I leaned over her back and reached around her trim, tight body. I worked my fingers between her legs and rubbed her clit, following her body as she eased back and forth.

"Sooo good," she groaned. She pressed backwards against me, taking me deeper in her ass and I remained still, allowing her to work at her pace. "Oh God, don't stop," she said, putting her hands in front of her and moving back to all fours. With better positioning, she was able to thrust with greater ease. Not wanting to risk hurting her, I remained still, except for the fingers I had pressed against her clit. With those fingers, I rubbed and clutched at her lovebud. 

"Yes!" she cried out. "Fuck that ass! Fuck it! Fuck my ass!" 

In truth, she was fucking her own ass, which was good and bad. It was good, because I knew she was in control and wouldn't hurt herself. It was bad, because I didn't feel as if I could make those little adjustments to moderate my excitement. I felt my passion rising and began panting with her. "Give it to me," I groaned. "Give me that tight ass!"

"Yes!" she cried. "Yes! Yes!" And that's when I felt her orgasm beginning. It's different when you're inside a woman's ass. You can feel the contractions of her butt trying to close around the intrusion of your hard cock and when it can't, it sends her to new heights. At least that's the way it was described to me by that chick I dated who loved anal and that's how it feels being on the receiving end. 




Teaching Kaylea



I came inside her ass. She was too hot, too passionate and the squeezing of her asshole as she came was too much for me. I came, throbbing in counterpoint to her orgasm and revelling in every moment of it until we collapsed on the bed. I slid out of her ass, knowing it wasn't the same as a pussy. 

"Okay, that was intense," she sighed. "Um, but I think I need to visit the bathroom."

I understood. I used bar towels and the sink near the bar to clean the lotion off of me. I celebrated with one of the small bottles of booze from the bar and washed it down with another five dollar Coke before kicking back on the sofa and staring at silent porn on the TV. Dusk was beginning and I glanced at clock. It was after seven. Kaylea came out of the bathroom wearing a happy smile as she curled up next to me. 

"Thank you," she said, playing with my cock. I wasn't hard, though I felt confident I could get that way again in a few more minutes. "That felt amazing."

"I'm glad," I said, unsure how else to respond to her thanks. Should I be thanking her? Claire flashed to mind and the way she always smiled wistfully whenever she came into my store. I realized we had a deeper connection that just a friendship following a single summer of fooling around. Would Kaylea and I have that? Only time would tell.

"What's been your favorite part so far?" she asked, still caressing my dick.

"Easy, making you orgasm," I said. "What about you?"

"Everything," she said, making my answer feel too specific. "If I suck it, will you get harder faster?" I laughed and said I would right before she leaned over and performed her oral magic on me. It got very hard, very fast before she sat back up again. "What's the next lesson?" 

"I think I'm out of lessons," I admitted. 

"Can we still fuck again?"

"Definitely," I said, leading her to the bed where we fucked for a long, long time. I guess Kaylea was trying to impress me with all the positions she knew because as soon as we found a good position, she wanted to change. We ran through the gamut from missionary and doggie style to cowgirl and reverse cowgirl. I'm not even sure of the names for some of the other ways we did it. 

I had Kaylea finger herself and made sure she had another orgasms. After half an hour of gymnastics, Kaylea made me promise I would come inside her pussy again. I made her promise to have one more orgasm before I did and I made sure we came together, mostly because I have that kind of control. 

It was almost nine before we left the room. I drove her back to her car. We kissed before she got out and drove off. 

The next morning, I stopped by the hotel before work and settled the bill. After I left, I realized we had left the TV on. Oh well, maybe the maid would have some fun watching a bit of free porn. Kaylea had the next week off from work. This time, it was a family vacation and I guess that was for the best. Just the same, I smiled all day long.

Kaylea worked for me the rest of the summer. We got together twice more, but neither of those times felt as right as the first time. Still, we shared a secret that I think remains special for both of us.

Author's Note: Well, I hope there weren't too many typos in there. I do my best to proofread my work, but that's always a challenge. Comments are always appreciated!