This happened years ago. It’s been long enough that I can talk about it.
I was in my 20s. I had recently immigrated to the US, and I was very lonely and horny. I had no friends and no prospects for dates. So, I started writing erotica, and I made a website to host my stories
One day, I got an email from Tiana. She said she wrote erotica too. We shared stories. Then we decided started having phone sex. I would tell her what I would do to her, and she would jerk off. She said she had a long term boyfriend, named John. She knew him since college. She said she had a history of cheating and being cheated upon, but she had sworn off cheating. However, she wanted to collaborate with me in person.
Now, one thing about me. I’m a good boy, since I was a boy. Straight to school and back. I had been a virgin until that point. Back then, I looked all innocent and harmless. I’m also a snake. I used to steal food from my friends when I went to their house. I didn’t need to. They would have gladly fed me. But, I would grab sweets from their fridge and stuff them in my mouth. I would bump into girls on purpose. Just to get some thrills. One girl used to like me a lot in college, and I would brush pass her squeezing her ass, instead of talking to her. It was completely dumb. No one knew what a dirty little creep I was. No one would believe what a dirty little creep I was. And somehow, that made being a creep more exciting. I know lot of people find this disgusting. But it’s just the way I am. I can’t help it. I have grown up, and I have learnt not to hurt people. Please don’t flame me.
So, here was Tiana, who had a history of cheating, was vehemently swearing that she would never cheat on her boyfriend. Almost to the point where I thought the lady doth protest too much. She wanted to meet me to “collaborate” on a sex story. And the thought of fucking another man’s girl put me on fire.
I met her at a TGIF. She was much cuter than I was hoping for. Chocolate brown skin, big beautiful bright eyes, round soft body. And most important of all, I’m a sucker for any girl who shows interest in me, and she was definitely flirting. Seriously, at that point in my life, a girl just had to bat her eyelids to get me hard, and this girls’ eyelashes (and the butterflies in my stomach) were fluttering.
She invited me back to her home. We started talking about her story, sitting on her sofa. She had her feet nestled against me. I gently took her feet and started giving her a footrub. She didn’t bristle at the contact, which I took as an invitation for me to get bolder. I started touching her slightly in different places on her legs. A slight caress of her calf, letting my hand rest for a bit on her thigh, a brush against her inner thighs. She didn’t stop me or move away. So, I made a bold move and placed my hand between her tits. (To be honest, I was a virgin, and I had no idea what I was doing, but she didn’t know that. I was too intimidated to grab her breasts, but I had to make some contact with them, which is why I landed between her tits. Turns out, she thought it was a classy move.) Her breath got all shaky, and she said “I can’t believe your hand in on my chest” I said “I can’t help it”. She leaned in for a kiss, and our lips met, and I was instantly in heaven. Her scent, her softness was amazing. I still can’t forget the warmth of her embrace pressed against mine. I slipped my hand around her breast, down her waist, gave her ass a good squeeze, and she was on fire. She clenched her thighs around mine, and I could feel her warm wetness through her jeans.
A little segway to what I learnt about Tiana while we were talking about erotic stories. Tiana really loved oral sex. I mean, everyone loves oral sex, but she loved oral sex. Once I had asked her what flavor condoms she liked. Her answer was dick flavored condoms. Her characters had an almost religious like relationship with oral sex, and in her stories providing oral sex was almost an act of worship.
Back to her sofa, I broke our kiss, and gently pushed her back and asked her if I can worship her. She started shaking visibly. I slid down to my knees between her legs, undid her jeans, and signaled her to raise her hips. I pulled her jeans and panties down in one motion and helped her get off her legs. There she was with her sex.. her temple exposed to me. I placed my cheek on her left inner thigh, and gave it a kiss and pleaded to let me worship her. She answered by sliding her legs on my back and drawing me in.
I kissed her labia, and drew in her scent. First time smelling pussy, and i knew I was addicted. I let my nose enter her slit, and I could feel her wetness and engorged clit. I let my tongue lap at her vagina, and it was fucking wet. I lapped some of her juices from her vagina to her clit, and started circling my tongue on her clit. She started humping my face. I figured she liked it, so I should do more of it. Round and round, my tongue went on her clit, and her pussy started dripping on my chin. My tongue started cramping a bit. So I took her clit between my lips, and she went wild. I’m thinking that works too! I’m getting better at this pussy eating thing. I started alternating between kissing her clit and licking it. At one point, I hummed a bit while I had her clit between my lips, and she grabbed my head and pushed it into her pussy. I thought she’s getting close. So, I started licking her clit furiously, while groping her tit. I was getting tired, and I was thinking how long I have to keep it up, when I felt warm liquid hit the back of my throat. I started gagging and then I realized she had squirted in my mouth. Geeze, girls, give a guy a warning if you squirt, will ya?
I was pretty happy with my performance, and I stood up to sit on the sofa, but she stopped me from sitting. Her eyes told me that she fully intended to perform an act of worship herself, and I was like “Why not?” She undid my belt, pulled my pants down. I had a half decent chub. She took my cock in her hands and was looking at her curiously. She said “oh yes, you did tell me you were uncut”. I asked “Does that make things weird for you?” She said “I think I can work around it” while rubbing her face against it. I said “Why don’t you start by pulling the foreskin over the head”. She traced her tongue on a vein, and I started getting hard. She wrapped her lips around the foreskin, and started moving it back and forth over the head. I became fully erect. Her head bobbing back and forth and the warmth of her throat felt wonderful. If her mouth was heaven, I wondered what her pussy would be like.
Eventually, I put my hand on her head, and started guiding her at a pace that I liked. She let go of me after a few strokes. I asked “Anything wrong?” “Uh uh, I want you to fuck my face” She lied down on the sofa, her head against a pillow ” Fuck my face, please”. She didn’t need to ask me thrice. I stepped out of my pants. While I was taking my pants off, I though I ought to see her breasts. I unbuttoned her top. I was struggling with front clasp on her bra, and she helped me by undoing the clasp in one motion. Now, I had lost some of my erection during this process, but the sight of her breasts gave me a raging hard-on. Heavy, saggy breasts, and since she was lying down, they sat neatly on her chest. I gave both of them a firm squeeze, but she asked me to cut it short by grabbing my dick and guiding it towards her mouth.
I mounted her upper body, with my thighs on both sides of her chest. It felt like I was sitting on her tits, although Imade sure I supported my own weight on my legs. She drew me nearer and I sunk halfway into her mouth. Her eyes pleaded for me to fuck her face. I started stroking in and out, going in slightly deeper everytime. Eventually, she started making Gluck Gluck sounds on every stroke. I stopped and asked her if she was ok. She nodded yes. I went back to using her face. A few Gluck glucks later, I stopped again, and said “it sounds like I’m choking you” she nodded no . I went back to fucking her face like a pussy. I had my hands in front of me, and my ass was going up and down, driving my dick down the hilt every time, getting a Gluck from her every time I penetrated that pretty face of hers.
I was getting close. I took my dick out, and smashed my balls on her face. I said “Don’t forget my balls!”. She couldn’t answer because she had a mouthful of my balls. I started stroking myself. I had a bit of a death grip back then, and I started going at it furiously. Once in a while, I would dip my dick in her mouth to get lubed. Saliva makes the 3rd best lube. (Part 2 for the best lube). When I was about to cum, I pressed my cock against her lips, but she took it and held it against her cheek. Ropes of cum started shooting against her cheek. She started rubbing my cock on her face as it kept shooting cum. I had my eyes closed in pleasure, but I could feel my cock . sliding on cum against her face.
Later, we were cuddled on the sofa, as we cooled down. I could see she had a guilty look on her face. I asked her how’s she feeling. She just nodded. I asked her “Do you want to do this again?” “You know I didn’t want to get back into this pattern of cheating on my boyfriend, when I found someone new” I told her “I didn’t plan on this”, even though I knew I was completely lying. She said “I know it happened”. I told her she doesn’t have to break up with John and whatever she had with me is what it is. I wasn’t asking for her to break up with her sweetheart, and I liked her, and I was attracted to her, and whatever happened between us is simply a natural reaction of that attraction.
From then on, I would leave work early on Fridays to see her. My work is flexible, and I can always catch up on the weekend. As long I was catching up, my boss didn’t mind me leaving early on Friday. I would drive to T’s house on Friday. We would spend some time cuddling, watching tv or just talking. Somehow, my cock would land in her mouth. We would fall asleep. I always wake up with a raging hard-on at 3am when I’m next to a woman. She had made it clear that PIV sex was off the table while she was with John. It was hard (literally) not to pull her panties to the side and take her on the middle of the night. Espescially because, I knew she wanted it, and it was her stupid morals that stopped her. I’m a creep but not a big enough creep to cross a woman’s boundaries. So, we would do something else. Usually, we would masturbate each other. Occasionally, I dry humped her butt and shot a sticky trail on her back.
The hardest part was leaving. She would wake me up at god awful part of the morning on Saturday, and kick me out. John would drop by unannounced, and she had to make sure I left, and she tidied the house before Mr Boyfriend showed up. I told her I need a proper wakeup before I left, and there’s nothing better than pussy. I love the smell of pussy in the morning. I still do. Espescially, married pussy. I would drive back home with her smell on me. Thinking about her boyfriend fucking her after I ate her out was espescially exhilarating. As soon as I reached home, I would usually jerk off while thinking about John fucking her after I left. Yes, I’m a creep.
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I hope y’all enjoyed it. It was long. If anyone wants it, I’ll post Part 2. Tiana eventually comes clean to John. Part 2 gets into some sexy aftermath of that confession.
Source: reddit.com/r/eroticliterature/comments/ogpms9/the_one_where_i_went_from_being_a_cheater_to_a