[FM] The Time I Fucked My High School English Teacher At A Swingers Party

Hey everyone. I was told this might be a good place to tell my story. Probably don’t need to, but I’m using fake names to help protect identities. Sorry if this gets kind of long. There’s a lot to unpack!

I graduated high school about 15 years ago. While I was in school I had a teacher, Mrs Simmons, several times for a couple of different English classes including my AP English course. Over the years we became pretty familiar with each other. I had always thought she was a pretty woman. Early thirties, blonde hair, and what I suspected was a pretty nice body, but she always wore conservative and sort of baggy clothes that never showed it off. We never got too personal with each other, but I always figured she was a pretty straight laced person.

After I graduated high school I moved out of town, and met a wonderful woman who I later made my wife. After a couple of years things in the bedroom started getting a bit stale, and we decided to really spice things up and attend a local swingers party to check it out. We didn’t hook up with anybody that night, but fell in love with the lifestyle, and how close all of the couples there were. We ended up diving in head first, and before too long we were doing full swaps and having an absolute blast.

About a year before all this COVID stuff happened I accepted a really good job close to home. Once my wife and I were settled in, we decided to explore the local swinger community. We hopped online, and found a get together happening at a hotel not too far from us. My wife cracked a joke about me running into someone I knew, but I brushed it off. I grew up in a pretty small town, and I didn’t expect anybody from there to be into the swinging scene. Little did I know what I was in for that night.

We got to the hotel, got a room for the night, and made our way to the conference room where the party was being held at. It was a pretty good sized room, and there was a good amount of people there. One of the members of the group was a part time DJ and had his setup going playing music, and the room had a small bar attached. My wife and I both got drinks and started scanning the room for anybody we wanted to introduce ourselves to. We spotted a group of people who were chatting and laughing on the other side of the room. One of the women instantly caught my eye, and my wife was really into the guy with her, so we decided to go say hello. As we got closer, details about their looks started getting clearer. I felt a pit in my stomach as I came to the realization that the woman I had been eyeing earlier, was in fact my old English teacher Mrs Simmons. Except instead of her usual conservative clothing style, she was wearing a tiny black dress that left very little to the imagination. She soon figured out who I was too, and we shared a look of horror and confusion.

The guy who was with Mrs Simmons broke the silence as we approached, bellowing out “I thought I saw a pair of lovely new faces walk in! My name is Jake, and this here’s my wife Debra! Glad to meet you both!”

We introduced ourselves, myself ignoring the fact that I already had a bit of a history with this man’s better half. Mrs Simmons followed my lead, acting as if she was meeting me for the first time. We made some small talk with the group for a while before my wife stated that she was ready for another drink, and asked me to accompany her. As we were waiting for our drinks at the bar, she asked me if I was okay, saying that I seemed a little tense back there.

“You know the blonde? She was my high school English teacher.” I replied.

My wife looked at me for a second, then burst out laughing.

“So much for not knowing anybody. Well I tell you what, I really like her husband and if it’s not too strange for you, I want to talk to him more. I won’t make you come with me if you’d like to sit this one out.” she offered, which was fine by me. I needed to sit down and have another drink after all of that anyway. After a little while of sipping my Jack and Coke at a lone table by myself, I felt someones hand on my shoulders.

“Hey stranger” Mrs Simmons said.

My heart jumped, and I didn’t know what to do. I simply stammered out “uh, hey Mrs Sim-”

She cut me off.

“Matthew, high school was a long time ago for you now. Please just call me Deb. May I sit down? I think we need to talk.”

I agreed and pushed the chair out next to mine. We must have talked for at least the next hour. After going over the fact that we had just run into each other after fifteen years at a swingers party, we cought up. We talked about how the last 15 years had treated the both of us. I told her about my career. She told me about her kids. Just all sorts of things you’d expect an old teacher and their former student to talk about after a long time of not seeing each other while sharing drinks. This time though I was trying not to let my eyes wander. She looked absolutely fantastic in that dress. She eventually looked across the room where my wife was getting rather friendly with her husband. They had made their way away from the group and had found a table off to the side where they had engaged in an intense make out session.

“We’ll it looks like your wife is certainly enjoying my husband. I wouldn’t be surprised if he ended up taking her back to our room.” Mrs Simmons said.

I’m not sure if it was the whiskey talking, or if I had gone crazy in that moment, but something inside me decided that would be the perfect time to make a move and hope for the best.

“You know…we also got a room. Why should they get to have all the fun?” I blurted out.

Mrs Simmons instantly turned and looked at me. I’m not exactly sure what was going through her head at that moment, but it looked like she was a bit taken aback, while at the same time deeply contemplating something. Eventually she downed the rest of her wine, grabbed her purse, stood up, and said “let’s go”.

Mrs Simmons and I started making our way back to the room my wife and I had booked for the night. As soon as the elevator doors closed, a side came out from Mrs Simmons that I’d never seen before. A side I had never expected to see. She grabbed me, leaned in, and gave me a deep, passionate kiss that sent shivers down my spine. The elevator dinged and the doors open. She pulled away and says “Now, that should certainly break the ice.” and gave me a wink.

“Yes…yes it does.” I stammered, still in a bit of shock about what was going on. What I thought might be about to happen.

“We should head to your room now.” Mrs Simmons says to me, breaking me from my daze. I grabbed her hand and led her to the room. I fumbled with the key but eventually got the door open. As soon as the door closed behind us, we were like two teenagers who just got away from their parents for the first time. She pulled me back into her and laid a wild kiss onto me. Her tounge danced around my mouth while my hands explored the body I had spent countless hours daydreaming about in class. I grabbed the zipper to her dress and pulled it down, then slipped the rest of it off of her revealing an incredibly sexy pair of black lacy bra and panties. She took my shirt off and then told me to lay on the bed. I didn’t need telling twice.

Once I laid down Mrs Simmons unbuttoned the jeans I had on and slid them down, along with the boxers I was wearing. She let out a tiny gasp once my she saw my cock. I think the reality of everything was setting in for her, and she didn’t care. She immediately grabbed my dick and went to work. She teased me a bit, licking the shaft and kissing my thighs. She played with my balls then slowly put my cock in her mouth. She sucked slow and methodically, and it felt absolutely incredible. She got me about halfway in her mouth, then started going around the head of my cock with her tounge. This was always something that drove me over the edge, and I told her that if she keeps that up I was going to cum. She got a devilish look in her eyes and started sucking harder. I tried to keep myself from cumming, but Mrs Simmons was too good. I unleashed wave after wave of cum right into her mouth. She smiled at me, and swallowed.

I was in an absolute state of shock and ecstasy. I started stammering something about being sorry I came so soon when she shhhed me, took her bra off revealing her absolutely perfect c cup breasts, and said something that nearly got me rock hard again right then and there.

“It’s okay. You’re just going to have to show your teacher what you’ve learned.”

I had no idea where this side of Mrs Simmons came from but I was loving it. She slipped her panties off, tossed them to the side, and climbed up on the bed to ride my face. I did my best to be a good student and started dancing around her pussy with my tounge. I switched up going fast, slow, sliding my tounge inside her pussy, and sucking on her clit. Whatever I was doing seemed to be working, because Mrs Simmons was moaning so loud I was sure we were going to get a complaint. After a while of exploring her pussy with my mouth, I felt her tense up, and a stream of cum flow into my mouth and down the side of my face. She tasted incredible, and I was absolutely rock hard again.

Once she came, an almost animalistic side of her awoke. She slid down my body and before I had a chance to tell her I had some condoms in the drawer, she slid myself inside of her. I was a bit torn, since one rule my wife and I had was “always use protection”, but on the other hand I didn’t care. Mrs Simmons pussy was incredible. It was warm, super wet, and surprisingly tight. I allowed myself to get lost in the pleasure and the thought that my high school English teacher was now riding me like a horse. She rode me like that until I felt her pussy tighten around my cock and she came again, screaming my name while she did. Once her orgasm was over she slumped over on top of me and tried to catch her breath. She had a request though.

“I want you to bend me over the end of the bed and fuck me from behind.”

I’m a gentleman so I gladly fulfilled this request. However, as I was fucking her while she buried her face in a pillow moaning, I heard something that was very much not was was going on in front of me. I heard a key card slide into the lock and the door to the room swing open. I froze, cock fully filling my former teacher, and looked over to see my wife and Mrs Simmons’ husband walk in the room. Once my wife saw what was going on, her eyes got big and a huge smile appeared on her face. She turned around to face Mrs Simmons’ husband and said “perhaps we should go to your room. I think these two could use some privacy.” and pushed him out of the room while he gave me a thumbs up.

We eventually christened just about every piece of furniture in the room. She must have cum another half dozen times, while I managed to last much longer this time. I had her prone on the bed when I felt my balls tighten up ready with another load of cum. I gave her warning when she screamed into her pillow “Cum inside me! Cum inside your teacher!”

I couldn’t hold it anymore. I shot rope after rope of cum in her in one of the best orgasms of my life before collapsing on the bed next to her.

“Well, that was certainly one of the wilder experiences I’ve had at one of these parties.” she says to me.

“So, do we tell anybody about how we know each other?” I asked.

“Why don’t we just keep it between us. Most of the people here don’t even know I teach. I think it’s best if they don’t think they’re shagging their kids English teacher.”

“Makes sense.” I reply. “I have to say though I’m definitely hot for teacher.”

She laughed and slapped me on the arm. We cleaned up and rejoined the party downstairs for a few more drinks before each heading off to our separate rooms for the night. I couldn’t wait for the next party.

Source: reddit.com/r/gonewildstories/comments/hzqwkp/fm_the_time_i_fucked_my_high_school_english