A small group of us had traveled to North Carolina for an advanced martial arts seminar. It was only going to be a two day trip, arrive — stay the night — train the next day — return home. Normally when our group traveled it was a lot more of us and we stayed for a long three or four day weekend. I was lucky to be able to go, it was almost all instructors and just three students. Me (23) a purple belt at the time, a close friend of mine and a brown belt — lets call him James (24) — and a red belt woman — lets call her Michelle (39).
I had been training with them for a little more than year and was having a blast. Michelle was one of my favorite people to partner with because she was a complete badass and had a super fun personality on and off the dojo floor. She was a bit of a flirt, but I knew she was married with kids and I think she just liked to play around; I was sure it wasn’t serious flirting.
I was wrong. When we arrived at the hotel we split into groups and a few of us stayed up playing poker for a while to wind down from the hours of travel. Michelle had been flirty all night with all of the guys but especially with me. When she felt like no one was looking she would grab my ass, make a kissing face, or wink at me. Once she even made the blow job gesture as she came back from the bathroom and no one could see her. I smiled and nodded in the affirmative, but I still thought it was mostly innocent. Regardless, I was glad I had the room to myself this time so I could take care of myself given how horny she was making me.
The more we played, the more she flirted, and the more I wanted her. We were playing in my room and I was trying to think of a way to kick everyone out politely. I told the group I was starting to feel like I might have a head cold and that I was getting pretty tired. Michelle and James left, then the other two instructors, and it was down to me and the Senior Instructor who just wasn’t getting the hint. Five or ten minutes passed and there was a knock at my door. The instructor opened it and Michelle was standing there. “I think I forgot my jacket.”
“Come on in.” Said the instructor.
Michelle walked in, looked at me with wide eyes as if to say ‘Why they hell are they still here?’ She looked around the room, couldn’t find anything — obviously — and said “I must be wrong. Probably in my room.” Then she left.
The instructor was still talking to me while I started to scheme about how to get them gone. Apparently Michelle was down to fuck and I wanted her bad. Eventually, I pretended to fall asleep as the instructor prattled on and they finally said “Well, I guess I should let you rest.”
“Thanks. Have a great night!” I waved at them apathetically. “See you in the AM.”
When I heard the door close I jumped up and ran to the peephole to make sure they were gone. When I was satisfied they had left I opened the door and looked down the hall — which room was Michelle in? Damn it; I had no idea. I huffed and I puffed and I resigned myself to jacking off. Shut the door, hit the head, then flicked off the lights just as I heard the door knock again.
I don’t know if I smiled first, if my heartbeat picked up first, or if my cock became swollen and hard first, but all of those things happened and I was excited. ‘Please be Michelle… please be Michelle…’ I said to myself as I opened the door. It was Michelle; thank god.
She smiled wide at me. She was a really pretty woman. Fantastic body — obviously very fit — mousy brown hair, pretty blue eyes, and a beautifully tanned body. I checked the hallway after she came in to make sure no one saw us, then closed the door and went back into the room. She was already on the bed and looking at me with a come hither grin. I was honestly in shock. Was I really this lucky?
As I walked toward the bed she sat up and moved herself to sit on the edge and she immediately reached for my belt, button, and zipper. She unleashed my erection a moment later and took it into her hand as she looked up at me. “I knew we were going to have fun together.” She said before she took almost all of me into her mouth. She gagged a little, pulled back and spit on it, then went down a second and third time until she finally got all of me into her throat. She sucked me and let me fuck her throat while her eyes watered and she gagged in pleasure. No one had ever deep throated me before and I was beyond impressed. Admittedly, I didn’t love the feeling of the deep throat. It involved a bit more teeth than I thought it would; still, it was fucking incredible.
She took off her top and I kicked off my pants. She took off her jeans while I discarded my T-shirt. In an instant we were both nude, smiling, and ready to fuck. I cant remember if her pussy was pierced this time, or if it was pierced one of the other times we fucked, but the piercings she did have in her belly button and in both of her nipples were fantastic. She had a few sexy tattoos which I hadn’t known about before and I loved them. She moved back onto the bed and I followed her like I was pursuing prey. She was my first MILF and, at the time, I was surprised at how sexy I found her stretch marks and the other remaining signs of having carried life. I had assumed — because I was a dumb kid — that I wouldn’t find it appealing or that it would seem lesser or some other bullshit thing. Not at all, it was equally as sexy as any of the younger women I had been with — probably more so because she carried herself with such sex appeal and confidence.
I took one of her barbell-pierced nipples in my mouth and began to play with it. I had recently taken out my own nipple piercings at the urging of my martial arts instructors who were confident that they would be ripped off of me during training at some point if I didn’t. I was immensely jealous that she still had hers; I guess I was just the first person in the dojo to see them. That I knew of. I kissed her neck while I played with her pussy — I think she must have had the piercing at that time, because I had never seen one of those before and it was throwing me a little off my game. It was not just a barbell, but something far more elaborate that I couldn’t hope to describe. I started to wonder if it would interfere with my oral game and decided I needed to find out. I kissed and licked my way down her body until I arrived at my destination. I could tell she was not the kind of woman who wanted to be romanced and teased, she wanted action, so I went right to work. The piercing did get in my way, but I learn quickly and was paying careful attention to anything that made her gasp, moan, or gyrate her hips. I slid two fingers insider her and she grabbed my hair and held on tight.
“Do you want me to lick your asshole?” I asked. “Yes I do.” She said with glee as she moved a bit so she could flip over and get onto her knees. I slipped a finger into her pussy and started to finger her G-spot as I tongued her ass. She kept pushing her body back toward me like she wanted me to full tongue-fuck her so I went for it.
“You naughty fucker.” She cried out. “Eat my fucking ass.”
I continued for a while until she begged me to fuck her. As soon as she said the words I knew I wanted in and jumped at the chance. I pulled her hips and butt back toward me. She was incredibly flexible and let her legs slide out a little too far. She was much lower than I wanted her to be for me to work my magic. I grabbed her again, put her ass and pussy exactly where I wanted them, and went as deep as I could with my initial thrust. Her pussy was amazing. It was warm and wet, tight but easy to enter, and she knew exactly what she wanted. I wrapped my hands around her waist and began long-deep thrusts. She buried her head in the mattress and moaned and moaned.
I wanted her to watch me fuck her. I had slowly been developing a very specific kink, where I wanted people to watch my big thick cock slide into them tip to base. I wanted to watch myself do it first. Then I wanted to watch their face as they watched. Something about the look on a womans face when you slowly press every inch into them is excruciatingly sexy for me. She started to talk dirty to me, honestly she was probably the person who got me into that as well. So many of my girlfriends had been good moaners, but this woman was telling me things that made me want to explode inside her.
“How is that head cold?” She asked me playfully, “Still feeling tired? Need to go to bed.”
“The head cold is fucking me. I mean fucking killing me.” I was trying to be clever. “I think it’s going to make me cum soon. That’ll probably make me want to sleep.” It was corny, but fun in the moment.
“Good, you should cum on my face and get some rest.”
That was all she wrote. I wanted that bad. I pumped into her a few more times and then pulled out, stood up on the bed, and started the process. She quickly got on her knees in front of me and stuck out her tongue. I came all over her mouth and face and hair and she deep throated me again as I did.
“Whoa!” I yelled as the pain and pleasure of the whole thing hit me in brand new way. “Fuck yes!”
She gagged on my cock and cum for a second then let me free and smiled at me. I got down on my knees, she gave me a big, nasty, cummy kiss and said “That was fun.”
She went to the bathroom and wiped my semen off her face. Got dressed. Said goodnight. Left me alone with my thoughts and memories. I took a shower — completely mind fucked at what had just happened — and then fell fast asleep. The next day we trained and acted like nothing had happened. Headed home that evening and neither of us said anything. At around midnight we reached the dojo to pick up our cars or get picked up by loved ones. Her husband was there to meet her, grabbed her things, kissed her hello. She made a thing of it to introduce me to him and I felt a little bad. He seemed like a nice guy. I think that was part of their kink though. She liked to play; he liked to let her. I bet they fucked like crazy that night when she told him all about it.
Source: reddit.com/r/gonewildstories/comments/mh9b56/my_first_hotwife_encounter_mf
I love this story! Can’t wait to hear more