A Late Night Confession That Changed Everything
Hello everyone, this is my first story on ISS. I’ve been reading stories here for almost 6 years now. Had a few encounters myself, but never really felt like posting anything. Maybe hesitation or just laziness. Anyway, I finally decided to share this one experience. If people like it, I might post more later. Names are changed, obviously. So, I’m Sam, 26. I’m about 5’11. Athletic build, but yeah, I’ve put on a little belly over time, which I’m trying to get rid of now by working out again. Not gonna lie, I’m decently gifted too, around 7 inches. The girl in this story is Shweta (name changed). She was 30 at the time. Very slim, hot in a subtle way, someone who doesn’t get too noticed, a shy personality, one can say. Her stats were 32-25-34. I used to work as a customer care representative a few years back. That’s where I met Shweta. We weren’t close friends, but we spoke often at work. I always felt she was interested in me, like small hints here and there. But I never made a move because I was already dating someone seriously at that time. Eventually, I left that company and slowly lost contact with almost everyone from there, including her. About one and a half years later, I had just gone through a breakup. One of those messy ones. Anyway, one night I was scrolling through Snapchat randomly. I saw Shweta’s story. First snap said “Back on Snap,” and the next one said “Deleting again.” I laughed and thought, what’s wrong with her. Without thinking much, I replied: Me: Have you lost your mind? She replied almost instantly. Her: Hey! I actually wanted to ask you something. Me: Yeah? What is it? Her: Are you single? Me: Yeah. Just broke up recently. Why? Her: I liked you since we worked together. I tried giving hints, but you never noticed. Me: I noticed. I was just in a relationship back then. Her: So, what now? Me: Are you sure you like me? I roast you all the time, and I’m not exactly some handsome guy. Her: Do you want to date or not? I was like, whoa, someone’s on defence today. I called her. We spoke for a bit, and there was no awkwardness at all. I was with my friends at that moment, but my mind was already somewhere else. I thought for a while and told her, “I’ll come over. Let’s talk properly.” She agreed. So, I left my friends and headed to her place. So I headed over to her place, honestly, to do an intent check to see if she was serious or just bluffing. I booked a cab and reached her place around 2 at night. She opened the door, and I won’t lie, she looked really cute in a purple shirt. It was a small 1BHK apartment. We went inside, and I sat on her bed. For a while, we just talked casually. I asked her what was going on and why she suddenly brought up dating. She opened up and told me she had recently gone through a breakup and was trying to move on from it. I was honest with her. I told her I wasn’t in a place where I could be serious and that if anything were to happen, it would have to be casual. I also said that it seemed like she wasn’t looking for anything serious, either. She just wanted to get over her ex. She went quiet for a bit, thought about it, and then said yeah that is true. While we were talking, I held her hand. At one point, I pulled her in for a kiss, but she got startled and pulled away. I immediately apologised and asked if she was okay. She said yes, but that she just needed a little more time to feel comfortable. I respected that. She suggested we lie down instead. We lay down next to each other, talking softly. I could tell she was still a little tense, so I just held her, rubbed her back, and tried to calm her down. I stayed close, reassuring her, letting her feel safe. Slowly, she relaxed. At one point, she leaned in and kissed me this time, completely on her own terms. The kiss was intense and full of pent-up emotion, which felt natural and mutual. So, I moved my left hand behind her ear and started rubbing there (trust me, it makes them go crazy), right hand in her hair and massaging the scalp slowly but hard, like taking control of her. Oh my god, she lost control. She climbed on top of me, kissing me. I could see something open up in her. I held her by her throat and said that’s more like it. I kissed her really hard, biting her lips, exchanging saliva, and fighting with our tongues. All the while kissing like there was no tomorrow. Then we took a second to catch our breath. I got down from the bed, grabbed her hand, pulled her close and lifted her chin. I looked right into her eyes and said you want this princess, she bit her lip and said, after letting out a slight moan, “Yes, Daddy. You want me to do whatever I want, however I want. Should I make you my slut for the day?” Surprisingly, she replied, “Yes, Sir, please use me as you want.” I pulled her close and kissed her again and whispered now that’s a good girl. I held her shirt and ripped it open; she gasped for some air. I didn’t wait for another second and grabbed her hair, and started going wild on her neck, leaving a trail of marks over her shoulders. She begged me to continue more. She said, “Yes, make me your slut, mark me all over, make an example out of me. Show my ex what he lost.” I kept on going wild and started mauling her tits and started sucking on these nipples one by one. Then I stopped and asked her to bring in two rubber bands. She was so confused, I said, ” Trust me.” She has long hair (you will know later). She brought that, and I kept it in my pocket. She removed my t-shirt and started kissing my face all over. She started to go down, kissing my chest, sucking my nipples. She knew exactly what she wanted. I calmly watched her movements. While sucking, she started unbuckling my belt. I helped her out a bit, and she got down on her knees. Sliding my pants down, my dick popped up in her face. She was awestruck after seeing my size.