Straight Male / 26
It Worked
I started to date an old teacher of mine. We never did anything when she was my teacher all we did was talk and many guys had the thought me to but she was married with a kid and we had no game. Il call her Mrs N she was a small petite women small frame short only 5 foot 3 but had gorgeous eyes and an ass that just stuck out. She had some boobs but her ass was what attracted me. In her early years she dressed conservative never to revealing except her ass. Jeans shorts leggings there was no hiding that ass. My senior year I let her know how beautiful and smarty she was. It was a long story but I was her TA I did this on purpose to be close and try and get into her panties. She became touchy feely as did I but nothing came of it. I went off to school thinking I was shot down and kicking myself for never doing anything. Maybe a kiss or something I was young and dumb. Fast forward a few years I’m back from college transferred out my senior year to finish close to home. I’m out with friends we live in a college town out in the west. I see a group of teachers from my old high school and bam there is Mrs N. I’m 23 now and of drinking age so I make an line towards her and compliment and give her my complete attention. One by one they leave and close to 6:30 she’s the last one of her group there chatting and catching up we both felt the booze and there was tension between us by now w head left the bar and where at a small booth both sitting on the same sides. I leaned in and gave her a kiss to which she kissed back. We had no tab so I took her hand and headed out. She kept looking at her phone and then started to say she needed to go but by the time she finished her sentence we had gone back to kissing and I found that she liked having her neck kissed and licked. Before she knew it her skirt was up over her ass and she was straddling me and the moment of truth was when I felt the head push past her lips. So tight it was wet and she still struggled so i grabbed her hips and pushed her down on it. Amazing how it felt I actually set my phone up and recorded the best I could which surprisingly was a good video. We got a good rhythm going and I slipped a finger in and out other ass a few times making her laugh and moan. I was so close and the moment she had her orgasm I blasted inside her coating her walls. It was a mess no protection she kind of freaked out but let it go as she rested her head on my chest. Her favorite thing to do was to rub my abs and chest afterwards. We stared to see each other more and more. At first it was we can’t do this again. Then we should talk up come over. No talking just raw rough sex she’s a squirter makes a mess that I gladly lick up she enjoys it. She experimented letting me pop her anal cherry that was fun. Taking her to an adult store guys watching her pick out a butt plug choosing a trio with different sizes making her tell the guy behind the counter that she was ready to check out. Perv just stood staring at her ass as she walked out. Even making the comment to me that she couldn’t wait to try it out. She got into the situation and it was getting her hot. We fucked in the parking lot and that afternoon she learned how to use the plug. She said sex with it on felt amazing so much good pressure she squirted faster then before. 2 years went by fast her marriage was non existent shit hit the fan when one afternoon she came over and had this look on her face. She said he had found text messages pictures and videos of her in compromising positions with me. She had no clue how. They argued she agreed to leave came here to me. She seemed relieved and we ended up in bed first time she spent the night last time to leave. Months went by separating at first and divorce was final and she was 3 months pregnant by the time she signed papers. She got a good deal he didn’t make much neither did she. Best decision I ever made to send that anonymous letter to check their iCloud
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