While I’m pretty sure she hated me when she first had me, we eventually got very close. She was always having after school things, like SAT preps or just helping with homework, and I got into the habit of attending most of these things (it didn’t hurt that I was missing football and basketball practice). I can’t explain it, but we just became good friends. I was a popular kid but she became one of the few people I could ever confide in.
During my senior year we went on a field trip to a college a few hours away. On the way back it was dark and she was the chaperone. Another teacher sat in the front and Tina sat in the back. I sat in the seat across from her. The bus wasn’t close to being full but there was quite a few kids and eventually some of the kids started to play never have I ever. Tina and I were just talking as they did, but eventually we started to play along quietly so the kids didn’t know she was doing it. Most of the things were harmless little things to start.
It took a jump though when someone said never have I ever kissed a member of the same sex and she put a finger up. I laughed and said I would’ve liked to see that and she made a joke about teen boys being obsessed with lesbian porn. It took an ever bigger jump into weird territory when someone did anal sex next. the chaperone from the front ended the game after that, but Mrs. Smith held up another finger to me while that happened.
I jumped into the seat with her and said, “what’s that like.” We started to talk about how your sex life changes once you’re out of high school and she admitted that she really liked anal, but her husband didn’t.
It was now clear our relationship was going to a different place and I said it was pretty hot that she liked anal. I admitted I had never done it before and she laughed and said wait for college. There was then this moment where our eyes caught one another and I put my hand on her leg and I swear we almost kissed, but the moment passed.
She asked me about my own sex life. I had a girlfriend at the time and told her about how bad our sex life was. I admitted to her I was secretly banging another girl on the side and it was better.
Suddenly she asked me how big my cock was. The way she said it was just so hot too me. Now that I’m older I know how common it is for woman to just be sexual and comfortable about it, but the highschool girls I knew then we’re not like this. I told her I’d never measured it and assumed I was about average.
“Pull it out, let me see,” she said. Being a horny teenage boy I was happy to oblige. I unzipped my jeans and pulled out my semi-hard dick.
“Oh, that’s bigger than average,” she said, and wrapped her hand around it. She stroked it a little until it was all the way hard. We were getting into town now though and she told me to put it away.
As we pulled into school, she whispered in my ear that she’d be thinking of me while she masturbated tonight and I told her I’d be thinking of her.
The next day I was worried would be weird, and my fears got even worse when I got to her class and she announced her after school help was cancelled today. We had a quiz that day, that I’m sure I did absolutely terrible on. The class felt so long but finally the bell rang and I got up to go but she called for me to stay for a second. I walked over to her and she handed me a piece of paper with a local hotel and room number and 4pm scribbled underneath it.
“Don’t be late,” she said.
I was so excited that the day dragged on forever. I used the hour after school to workout and shower before I headed over to the hotel. I even jacked off so that I wouldn’t cum too quick with her.
I knocked on the door and she answered in one of those white hotel robes and I entered.
“So I assume you invited me hear for some extra algebra practice,” I joked, and she laughed before she pushed me down on the bed. She fell on top of me and kissed me. Letting her robe open as she did. We rolled around kissing as she slowly undressed me and I explored her body. She had sexy tiny petite tits with hard dark nipples and a tiny landing strip above her pussy.
She went down and took my whole dick into her throat. I realized later that this was the first blowjob I’d gotten by a woman who was excited to do it. She eventually crawled her body on top of me so we could 69 and I dove in. Sucking on her big clit and pushing my tongue as deep as I could.
“Lick my ass,” she commanded and I listened. An hour earlier and I would’ve said I’d never do that, but she had a freshly cleaned and shaved hole and I dug into it which sent her moaning. I used fingers on her pussy as I tongue fucked her as and soon she stopped sucking my cock as she quivered with pleasure.
After she came she turned around and came up to kiss me.
“I thought teen boys were supposed to be bad in bed,” she chuckled. We kissed there for a moment before I rolled on top of her and slid my cock in her. I fucked her very hard so she could feel the strength I had. I moved to the side of the bed and through her legs over my shoulders and pounded her hard until she came again.
I fell to my side after exhausted and she said, “I couldn’t be done yet.”
“The whole reason I came here was so you could fuck my ass,” she said as she stood and went for her purse to find a jar of lube. she crawled between my legs and sucked my cock before covering it in lube.
She then squatted over it and slowly worked down onto it.
“This might take a second, I’m very tight,” she said and I could’ve came right then. Once she got it in she took a few deep breaths as she worked the rest of the shaft into her tight asshole. Finally she worked up and down squatting on it and rubbing her clit as she did. She began to moan and I began to trust up into her ass as she came down. She leaned in and asked me to cum in her ass over and over which finally made me cum so hard and deep in her ass.
Source: reddit.com/r/eroticliterature/comments/k6284a/hot_for_teacher_18m_and_older_woman
Oooh my gawd….
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Nice!!
Asf