Is It Cheating…? (Part 1)

It was late 2020, with COVID scares and lockdowns, we were all bored and cooped up in the house, plus the wife and I were in one of our dry-spells. To break the mundaneness of things I started to post things about food. There was one girl who I knew back from high school that would “like” and comment on every post. She then started posting things about food and in return I did the same. After exchanging a few comments, I decided to drop in her DM just to say hi and talk about food and whatever else would come up; come to find out we had plenty in common and that she moved away from our town years ago.

She and I had never spoken in high school but knew of each other. The guys certainly were attracted to her, but I was too intimidated to approach her back then [the pretty and popular girl effect]. But now with my years of aging, healthy dieting and being in a different place in life, I’ve built plenty of confidence.

And now here we are. Me and the girl who was popular in high school are now texting for long periods of time. We then started to talk on the phone, especially about our past high school experiences and future plans. The conversations were harmless at first, but I still kept this woman hidden from my wife.

We continued our late night conversations for days and would even have drinks over the phone. She was in a rocky relationship, I was in a dry-spell. So our conversations would edge towards sexual topics but in a light and humorous way.

Then one Friday night, after a few drinks she admitted it; she told me she was attracted to me. Emotionally, mentally and albeit only through pictures - physically. I knew I should have steered the conversation in a different direction and ultimately stop everything out of respect for my marriage.

But I didn’t.

[This is where it gets hot…]

While we were talking on the phone, she sends me a link and tells me to open it. Told me it was her fantasy and her kink. It was a video of a woman being restrained and her male counterpart having his way with her, all consensual. The woman’s legs were held apart with ankle restraints tied to a rod, there were whips and some light choking. Calling it intense would be an understatement. Vulgar sex language, mascara running down her face from being face fucked and this is what my female friend wanted.

We watched her video together, critiquing and analyzing. I then hear her moans escaping over the phone so I asked her, “are you touching yourself?” And in her seductive voice she said “yes” and told me she was really turned on. I admitted to her that I was hard, so she instructed me to take it out and start stroking - so I did. Here we were on the phone playing with ourselves watching her kink. Repeatedly she would ask, “would you do that to me?” And each time I replied, “yes!“ I was in a euphoric state being under the influence of alcohol and this sexy woman wanting me.

We were deep into mentally fucking each other. She then says, “I’m going to FaceTime you.” My heart raced, I knew what was going to happen. I was going to see her play with herself and I’m sure she wanted to watch me stroke. I answered her FaceTime and there she was…in her bed, wearing a tank top with her tits out. She smiled and winked, bit her bottom lip then moved the phone farther out so I could see her play with her tits. It was extremely sexy! She moved the phone down to her lower half, wearing just a pair of purple panties, I watched her pulled them to the side, exposing her pussy. She was shaved, I could see her folds and she starts pleasuring herself.

With our AirPods on, we placed the phone away from our bodies so we could get a good look at each other. She laid in bed playing with her tits and pussy and yelled out my name as she was pleasuring herself; telling me how much she wanted me to fuck her. It was all surreal and I wanted more of it.

She would stare right into the phone watching me stroke up and down my shaft telling me to go faster or slower. We exchanged, I-want-to-fuck-you’s. She wanted to be restrained by me, hair pulled by me, spanked by me, tied up by me and choked by me. I had never been with a woman who wanted to be fucked so aggressively and it made me want her more.

Moments later, she stops and reaches into her nightstand. Out came a suction cup dildo and anal beads. She came closer to the camera and simulated how she would suck me off with her dildo and then retreated back. Her anal beads first went into her mouth for lubrication, it came back out and she started to slide them into her pussy. Once the beads were settled she then proceeded to slowly insert her dildo into the same opening. I watched her fuck herself with both her anal beads and dildo inside her pussy. I wanted it to last and did whatever I could not to explode right then and there.

She claimed she had never done this with anyone but, I doubted it. She seemed to know exactly what she was doing, it felt like I fell into her trap but at that moment I didn’t care. I got the opportunity to mutually masturbate with one of the popular girls. I knew a couple of my friends from back in the days would kill for this opportunity.

We played with ourselves for quite some time. I even got closeups of her pumping her dildo. We both eventually came. She left a puddle on her bedsheets, that was when she told me she squirts, however I had missed seeing that part. My stomach was covered in cum and again she used her dildo to simulate how she would clean me up. Now sexually satisfied we wished each other good night.

Saturday came and went without us communicating. On Sunday I texted her to ask how she was doing. She said she felt some guilt but still really wanted me. During the course of the day we sexted each other, her doing most of the heavy lifting. That night I went into my basement to talk to her and she had already been drinking. I think the alcohol was just an excuse for the promiscuity we were indulging ourselves in.

Almost immediately she wanted to get back on FaceTime and said she had a surprise for me. I answered and there she was in what she said was a new lingerie set she had gotten just for me. It was a see-through material with lace at the edges, there were cutouts for her tits so they were just spilling out. She had on a crotchless thong. My mind was blown, I wanted her bad.

I took out my cock, showed her how hard she had gotten me and started to pump. She had her suction cup dildo out already and sat on a chair with her legs spread pumping it in and out of her. Again our dirty talking consisted of how bad we wanted to fuck each other. She then gets up from her chair, places the suction dildo onto the chair, erect and waiting for her. With her back facing the camera, she lowers herself onto the dildo. I asked her if I could screen record for my own personal spank bank, she agreed.

She rode that dildo up and down, moaning and yelling out my name. It was all so much that I came fairly quickly. She wanted me to keep watching and to tell her how I would eat her out. She re-positioned herself facing forward spread eagle and began to pump herself with the dildo. I told her I really wanted to see her squirt. Vigorously she pumped faster and harder and right as she cumming, she did this motion that made the dildo pop out of her and squirts of liquid cake out. She pushed the dildo back in and did the same motion a few more times and each time pools of her juices came out. It was amazing.

At the sight of her squirting, I became hard and ready to go again. She was also ready for another round as she climbed into bed. This time taking out her anal beads. With her legs in the air, she told me she’s actually never used anal beads inside her ass before and only liked the feeling of the balls as she pulls it out of her pussy. She then proceeds to push each ball slowly into her asshole, one larger than the previous. Three went in and she gasp in pain almost crying and stopped. She then reached for her dildo while the beads were still in her and pumped her pussy again.

Another night, two rounds this time, and we were both sexually satisfied again. Said our good nights.

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