The High School Principal Ch. 05
May 30, 2021 // By:analsex // No Comment
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A New Year Begins ©
The summer break was over, and a new school year was beginning. Over the summer break, I had gone on a cruise with several of the staff members. It turned out to be a sex cruise where everyone tossed away their inhibitions and had wild sex with each other. I was a little apprehensive about walking into school knowing I had fucked several of my staff members, but as it turned out, I didn’t have anything to worry about. As I walked through the door of the school office, I was greeted by Julie, the receptionist, with a big smile and a cheery, “Good morning!”
I returned her smile and the greeting and continued toward my office. My assistant, Mary, was at her desk outside my office, and she, too, welcomed me with a big smile, and “Good morning!” I returned her smile and greeting and went into my office. I sat at my desk and booted up my computer. When it came to life, I noticed I had a message from Susan Maxwell, the school librarian, who I had fucked several times on the cruise. She said, “Good morning, and welcome back. Just wanted to tell you I hope you have a great school year. Please let me know if I can ever help you with anything.”
Now, just to let you know, I had fucked Julie, the receptionist, Mary, my assistant, and Susan, the Librarian, on my recent cruise. Before that, we had exchanged greetings, but nothing more, with the exception of Mary who I had been fucking on a routine basis. Anyway, the point is, this was not the norm. I was worried about how everyone would act after the cruise, but I was beginning to think, rather than being uptight, everyone actually seemed more relaxed around each other. Hopefully, this was a good omen, and this was going to be a great school year.
Just to bring you up to speed, if you have read my previous stories, or to explain to you if you haven’t read them, I had been fucking a 19-year-old student named Lexi, and another 19-year-old student named Miranda, but they had graduated and were now attending college out of state. While on the cruise, I had met another 19-year-old graduate named Kiera, who was now attending the University of Arizona. I had been fucking the cheerleader coach, Becky, and while on the cruise, she had introduced me to two other 19-year-old graduates named Sissie and Meghan, whom I had fucked several times. Anyway, I was now addicted to eighteen and nineteen-year-old pussy, but I didn’t currently have any available. While I never actively pursued a student, if one of them fell into my lap, so to speak, I certainly wouldn’t turn it down. I was just hoping one would come along sometime during the school year. As it turned out, I didn’t have long to wait.
About three weeks after school had started, Becky stopped by my office. Becky had actually approached me about a rumor she had heard about my big dick. I had shown it to her, and she had sucked it. We had fucked several times after that. While on the cruise, she had revealed that she was bi-sexual, and she always had her eye out for one or more of her cheerleaders who might like to have their pussy licked. Anyway, Becky sat on my couch and I asked, “What can I do for you?”
“Well, you can eat my pussy and then fuck me to death, but you already knew that. No, seriously, do you remember when I said I could spot a girl who would be willing to have a relationship with me? Well, I had cheerleader try-outs a couple of weeks ago, and I have two new prospects. One of them is a senior who transferred from a school in Florida. She was a cheerleader there, so she was able to qualify for my squad with no trouble. She’s fucking gorgeous! When my eyes locked onto hers the first time, I got wet, and I just knew she would be willing to let me lick her pussy. Anyway, I’m going to find out tonight. She’s coming to my house, and if I’m right, I’ll be licking her sweet pussy before the night is over.
The other one, Tanya, was on the squad last year and she’s a senior this year. I always hold interviews with the girls just to make sure they understand how much time they need to devote to cheerleading. When I was talking to her, she told me she knew I was having sex with Meghan last year. She got this look in her eyes and I just knew. Before she could say anything else, I asked her if she wanted to take Meghan’s place, and she said she did. So, she’s a sure bet. I’ll have her over later this week.”
She sat there looking at me, and since she wasn’t saying anything, I said, “Well, Becky, I’m happy you have two new girl toys to keep you happy this year. Is that all you wanted to tell me?”
“Oh, no. I’m sorry. I just wanted to let you know, both of them have boyfriends, so I know they’re bi. Ronnie, I love that name, is the girl from Florida. She is so hot she had a boyfriend her second day here. He’s one of the football players. Tanya, the other girl, was one of the girls from last year that was discussing the size of your dick with Sissie and Meghan. So, anyway, I was just thinking, knowing how much you love teenage pussy, would you be interested if I arranged a little get-together güvenilir canlı bahis siteleri the way we did with Meghan and Sissie on the cruise? I’m pretty sure you had fun. I know I did.”
“Wow, Becky! Am I gonna have to start paying you for being my pimp?”
“The only way I want you to pay me is by fucking me and letting me suck your cock again.”
I laughed before saying, “You don’t have to worry about that. You know we can fuck anytime you want to. As far as your new girls, why don’t you feel them out first to make sure they would even be interested. You already know I would be interested. I did enjoy my time with you and your girls on the cruise. Too bad they went to college out of state.”
“O.K. I’m meeting with Ronnie tonight. We’re going to drink a little wine to get loosened up and then I’m going to tell her I want to lick her pussy. I’m positive she will be interested. I could see it in her eyes. After we have eaten each other for a while, I’m going to tell her about your amazing cock, and I’ll talk her into having a threesome. I’m not going to mention Tanya right away. I think three women and one man may be a little too much at first. Then I’ll do the same thing with Tanya. I know she has already heard about your cock, so it won’t take much to convince her. After that, we’ll all get together one night and fuck our brains out.”
“O.K. Becky. Go do your thing. Good luck. And when you’re ready for me to join in, just let me know. And remember, anytime you want to fuck, call me. I do like teenage pussy, but it can’t compare to yours.”
“You’re too sweet, you lieing bastard. If I had more time, I’d let you lick my pussy right now. But I’m late. I’ve gotta go. I’ll call you later. Bye.”
* * * * *
I was sitting in my office one afternoon when I got a call from Sandra Bradford, the president of the school board. She asked me if I could come see her. I knew who she was, of course, but we had never actually talked except when she interviewed me for my current job. I wasn’t sure what that was about, but I had a feeling it couldn’t be good. I was apprehensive. Now I knew how students felt when they were sent to the office. I told her I would be there as soon as I could. Luckily, it was only about a twenty-five minute drive to her office.
When I got to the School Board office, the receptionist told me to have a seat. I had been waiting for at least fifteen minutes when it dawned on me that Sandra had called me, and now she was keeping me waiting. I knew this was a psychological technique to make someone feel stressed. The longer I waited, the more I thought this meeting wasn’t going to be good for me. Finally, after about twenty minutes, I was shown into her office.
Sandra stood up and came around her desk to shake my hand. She then told me to have a seat in one of the leather chairs in front of her desk. Instead of going back around her desk to sit down, she sat in the other leather chair and turned it so she was facing me. She crossed her legs, showing a good deal of thigh, and began by apologizing for making me wait. She said she had been on the phone with the state education secretary and couldn’t get away from him.
Sandra was about forty with short brown hair and hazel eyes. She was dressed in what I guessed were designer clothes and red high heels. For a forty something year old woman, she was very attractive.
“Well, I guess you are wondering why I wanted to see you. And, before I start, I’m sorry for the short notice. Doctor Masters, are you happy in your current position?”
“Yes, mam, quite happy. And, please, call me Bob.”
“Thank you, Bob. And you may call me Sandra. Now, as I understand it, this is your third year, is that right?”
“Please, Bob. Let’s drop the formality. You don’t have to keep calling me mam. It makes me feel old. You seem nervous Bob. Let me put your mind at ease. You’re not in any trouble. You haven’t done anything that would get you in trouble, have you Bob?”
I was thinking, “You mean besides fucking several students, a student’s mother, and half the staff?” But, of course, I didn’t say that. Instead, I answered, “No Mam, I mean, no. Nothing that I can think of.”
She then asked, “Do you know Susan Maxwell?”
“Yes, of course. She’s the school librarian.”
“And, have you ever met her daughter, Nicole?”
I had a big lump in my throat as I answered, “Yes, I have had the pleasure of meeting her.” In fact, I had fucked the shit out of her and she had sucked my dick…several times.
“Bob, Susan is one of my oldest friends. I would go so far as to say she is my best friend. And Nicole calls me ‘Aunt Sandra’. We talk all the time and have dinner together about once a week. As you can imagine, being best friends, we tell each other everything.”
She let that revelation hang there for several uncomfortable minutes before she continued, “Do you know where this conversation is going, Bob?”
“No mam, I really don’t. But I would like to say in my defense, güvenilir illegal bahis siteleri anything that might have happened between Susan, Nicole, and me, happened off of school property, while school was not in session, and between consenting adults.”
“So, you do know what I’m talking about. Bob, as I said, you are not in any trouble. And you are correct that anything that might have happened would in no way have any impact on your job, nor would it be any business of anyone on the school board. So, as the president of the school board, I guess you are wondering why I called you here.”
Before I could answer, she continued, “I told you that Susan is my best friend, and Nicole is like my Niece. We are all in similar situations and we sometimes get together to get drunk and talk. You know what we talk about, Bob? We talk about our no-good asshole ex-husbands. Susan invited me to come with her and Nicole on their little island adventure, but when she told me several members of the school staff would be there, I didn’t think it would be prudent for me to show my face there. When they got back, we got together, and they told me all about it. Everything that happened. Just in case there is any doubt in your mind why I called you here, let me make it perfectly clear. I was extremely jealous when they told me what they had done. Especially when they told me about you. They were very complimentary and especially descriptive when they talked about you. Bob, I’m not speaking as Doctor Bradford, the President of the School Board. I’m speaking to you as Sandra, an extremely horny woman. Bob, excuse my bluntness, but would you consider fucking me?”
I was flabbergasted! This was the last thing that I was thinking when I came here. I was sure she had heard rumors about me fucking some students and was going to tell me to clear out my desk. It took me a minute to regain my composure and think of what to say. I finally said, “Sandra, I’m not sure how to describe the range of emotions I’m feeling right now. First, I’m embarrassed that Susan and Nicole told you about what we did. But at the same time, I’m also flattered that they would tell you about it. And, as for you, I think you are an extremely attractive woman. I’m sure it wasn’t easy for you to come out and ask me something like that. I’m flattered. To answer your question, I would be happy to take you to bed.”
“Bob, just to be clear, I don’t want you to ‘take me to bed’ or ‘sleep with me’, I want you to fuck the shit out of me. I can’t tell you how long its been since I’ve had a hard cock in me, and from what I’ve heard, you not only have a hard cock, you have a big hard cock and you’re able to fuck all night. I want that. Are you willing to give me what I want?”
“Of course, Sandra. When would you like to get together?”
“As soon as possible. Are you busy tonight?”
“No, I have no plans for tonight. Would you like to go to dinner?”
“Why don’t we skip dinner. If you want to grab something before you come over, go ahead, but I’m only interested in getting fucked. You O.K. with that?”
I laughed and said, “I have no problem with that. What time do you want me to come over?”
She took one of her business cards and wrote her address on the back along with her home phone number. She asked if 8:00 would be O.K., and I assured her I would be there. Before I left, she said, “Bob, I think you have a good future with our school district. You are a rising star, but it never hurts to have the president of the school board on your side. I know some very powerful people and I can be a big help with your career.”
“Sandra, as much as I appreciate that, you don’t need to bribe me. As I said, you are a very attractive woman, and I would have been very happy to fuck you if I had known you were interested. Of course, I never would have thought about approaching the president of the school board. But if I had known you were interested, I would have been on you like white on rice. I’ll see you at eight, and I hope I can live up to your expectations.”
I showed up at her house wearing shorts and T-shirt and Docker loafers with no socks. I also hadn’t bothered with underwear. Sandra answered the door wearing cut-off shorts and a see-through white camisole. She was barefoot. There were no pleasantries, small talk, or offer of a drink. We both knew why we were there. Sandra told me to follow her down the hall, and as I did, I noticed she had a very nice ass that I hadn’t noticed before. As soon as we were in her bedroom, she lifted the camisole over her head, revealing a very nice pair of breasts that were surprisingly firm. Her nipples were already hard and stood out from her breasts. She then dropped her shorts to reveal a neatly trimmed brown bush. Her legs were tanned and toned, her stomach was mostly smooth with just a hint of wrinkles, but it did not take away from her sex appeal. Forty or not, she was still a very sexy woman.
I took my T-shirt off followed quickly by my shorts. I was already semi-hard, and when my dick güvenilir bahis şirketleri sprang up, she took in a sharp breath. She said, “Damn, they were right. No, actually, their description didn’t do it justice. That is one beautiful cock.”
She reached out to wrap her fingers around my cock, and as she licked her lips, she asked, “May I?”
I wasn’t sure what she meant by that since she already had it in her hand, but she soon made it clear when she dropped to her knees and took it in her mouth. It only took a few strokes back and forth before I was fully erect and hard as a rock. She was bobbing her head back and forth while slurping and sucking, while at the same time, making sounds like “Mmm, Mmm, Mmm.” The vibrations that was causing was driving me nuts. I told Sandra, “I am really enjoying what you are doing, but I’m not going to last long if you keep it up. Why don’t you get on the bed and let me take care of you.”
She took my dick out of her mouth and looked up at me with her bright hazel eyes and asked, “Did you like it? I haven’t done that in so long, I know I’m out of practice and probably not at my best.”
“Shit, Sandra, if that wasn’t the best you can do, I’m not sure I could take it when you are at your best. That was quite possibly the best blowjob I have ever had. Now, lay down and let me return the favor.”
When she sat on the edge of the bed, I pushed her back and started licking the insides of her thighs, up one side and down the other. I then put my face over her muff and started licking her outer lips. There was a very pleasant smell coming from her crotch. I assumed she had taken a bath before I arrived. I’m not sure what type of bath oil she used, but it smelled great. Anyway, after I had licked up and down her outer lips, I spread them open and started working on the inner lips. By now, she was moving her ass back and forth and up and down as she moaned softly, “Yes. Oh yes. Just like that. So good.”
I started tongue fucking her, which she seemed to like, and then I started licking her clit. It only took a few laps across her hard nub before she started screaming, “OH FUCK! YESSS! I’M CUMMINNNGGG!”
She was wet as hell, so I decided she was ready for my cock. I moved us both up to the center of the bed where I got between her legs and rubbed my cock up and down her opening. She was still panting from her recent orgasm, and when I plunged my cock in about halfway, she screamed, “FUCK! OH SHIT!… You feel so good. Give me your cock. Oh fuck. Fuck me.”
I started pumping in and out, slowly at first, but after about ten repetitions, she said, “Fuck me. Fuck me hard. Faster. Fuck me faster.”
I started going faster and deeper while she continued moaning and indicating she was enjoying our fuck. She had two orgasms while I kept pumping hard. I finally felt my balls tighten and I told her, “I’m gonna cum.”
She screamed, “YES! Cum for me baby. Let me feel it.”
After I filled her with a massive load of cum, she put her hand behind my head to pull me down for a very long, deep, passionate kiss. We then lay next to each other while we caught our breath. After a long period of silence, she finally said, “Thank you. It’s been a long time since I’ve felt a hard cock in me. I had almost forgotten how good it could feel. But one thing I know for sure is, that was the best fuck I have ever had. I’m sorry I came on so strong this morning. I practically forced you to have sex with me. You must think I’m a horrible person, but after Susan and Nicole told me about how you had fucked them, I had to see for myself. You were right when you said I was trying to bribe you. I didn’t think you would want to have sex with an old hag like me. But I was serious when I said I’m a good person to have on your side.”
“Sandra, I don’t know where you get that “Old hag” description, but you’re anything but. You are a very attractive, sexy, and desirable woman. If you want my opinion, I think you scare most men away. You run the school board with an iron fist. I think most men are intimidated by you. And, I have never met an old hag who could make me cum the way you just did. You may not have had sex in a while, but you certainly haven’t forgotten how. And that blowjob? I wasn’t kidding. That was probably the best blowjob I have ever had. In fact, if you wouldn’t mind doing it again, at least until I can get hard again, I would love to fuck you again. I mean, if you want me to.”
“Lay back young man and let this old hag show you what she can do. And, did you seriously just ask me if I wanted you to fuck me again? Let me put it this way. If you don’t fuck me again, I will fire you!”
She had a big smile on her face when she said that, so I knew she wasn’t serious about firing me. She sucked my dick like a champ until it was hard enough to cut glass, and then we had a nice slow fuck. She wasn’t as needy after she had been satisfied the first time, but she still managed to have a couple of orgasms as I slowly fucked her. After a brief rest, she gave me another blowjob, this time letting me cum in her mouth. We fucked one more time after that, and while we were recovering, she said, “Wow. Susan was right about you. You really can fuck all night. Despite my initial brashness, you made me a very happy, and satisfied, woman. Do you think we could do this again sometime?”
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