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Chapter 5 by Rotstiftskkrobat Rotstiftskkrobat

Will our conversation continue?

Yes

I‘m still a little bit excited by the guys asking me to strip for them and the men who pulled out his penis in front of me, even if I would never admit it. I take my time before answering Mister Anonymous: „So what do you want to talk about with me? How are we going to start this?“.

I can feel him looking at me closely. „We’ll start this of slowly, Sophie. Tell me about your sexual experiences.“, he states sounding unemotional and not excited at all.

„Should I really answer?“, I think to myself. I‘m considering my options and could just end the connection here and now and continue with another stranger or I could even close the whole website, but I can’t. This mysterious man is killing my mind. I feel attracted to the prospect of an adventure and so I start telling Mister Anonymous about my previous sexual experiences: „Alright, I don’t know why I’m going to tell you all this, but I will. I think compared to my friends I’m quite inexperienced sexually. I‘m not a virgin, but you know, I just had sex with my ex-boyfriend. We were a couple for one year and he wanted to have sex with me since day one, but I kept him waiting, because I wanted to trust him and keep the reputation of me and my family upright. So when I was seventeen for two months I offered my virginity to him. It wasn’t really painful and we were petting eachother for some time and I was really wet before we started in missionary position. My hymen ripped during sports acrobatics practice a few years prior, so there was no blood or strong pain and after some time I started to enjoy it. I didn’t have an orgasm though and I still haven’t had an orgasm during sex, just while masturbating. Sex with him was mostly missionary with a lot of kissing or me on top riding him and a few times doggy style.“.

Mister Anonymous nods his head and thinks about my words before continuing: „Thank you for sharing this with me, Sophie. Now tell me: How often do you masturbate? What are your sexual fantasies or dreams? What excites you sexually?“.

I think about his questions and can feel a tingling in my stomach and between my legs: „Well to be honest I masturbate probably once every two or three weeks, so way less than my friends. I don’t know why, but touching myself isn’t my favorite even though it brings me to orgasm. I don’t know if I have sexual fantasies. If I masturbate I think about a tall, muscular, good looking man who seduces me and that’s it. And what excites me are kisses and to be massaged.“.

„Well Spohie, that can’t be everything. But I’m sure we will find out what turns you on and what you’re kinks are. So tell me about your feelings when the man pulled out his cock. Tell me in detail what it looked like and what you were thinking about it.“, was Mister Anonymous reaction.

My mind started racing: „Should I really tell him? Isn’t this conversation uncomfortable? Why trust a man I don’t know? Is this getting him off?“. The answer is: „What should happen? He’s from California and I’m from Northern Germany and far, far away.“. His last questions still make me nervous and my voice is a little bit quieter now: „He was wearing short grey loose sweatpants and pulled them down in one fast motion. His penis was already erect and it was really long. Far longer than my ex-bfs penis, but it was narrower. He immediately started stroking it and I was shocked. My mouth fell open and I was transfixed by the penis for a few seconds. It was not that veiny and he was moving his hand up and down really fast and grunting in a deep voice. I don’t know why, but it felt humiliating to be reduced to a kind of sex object by the man, but on the same time there was this heat in my cheeks that turned them red. He also called me slut and bitch and wanted me to tell him that I want his cum. I was scared and couldn’t think straight and it took me some time to quit the connection. I didn’t even notice it quitting and reconnecting with you until I heard your voice.“. Talking about the situation I can feel the heat returning to my cheeks and coloring them in a rosy color and the tingling in my stomach.

Mister Anonymous is meanwhile studying me and my facial expressions: „Very good, Sophie. I’m proud of you opening up and your descriptions are really interesting. Now I want you to think back to this situation. What scared you? The man and his dick or your reaction to it?“.

„Wow, I would have never thought about this stupid question. But I’m just shocked by this crazy exhibitionist, am I not?“, is my first thought. Then my thoughts start to twist and the question isn’t even that stupid. I can feel the heat in my head now and the tingling in my stomach and between my legs: „Is this turning me on?“, I ask myself even more shocked. The stutter is back: „I-I-I don’t know. I guess both scared me. The heat in my head was strange and that I couldn’t just quit, because I was frozen in place and mind. And there was a tingling in my stomach when he called me these names. A slut or bitch. I‘m not a slut or a bitch, but there is this strange feeling in my stomach. I had the strange feeling before when two other guys asked me to strip for them. I don’t know what’s happening.“, I answer clearly unsure and nervous.

„You see how you get to know yourself better? Did it excite you to be called a slut and to be asked to strip for two guys?“, he asks.

I hesitate for a moment: „I guess so, yes.“.

I can feel a smile under the mask covering Mister Anonymous face: „Good, we are exploring your first sexual interests. Do you want to continue?“. I nod my head after thinking about his question for a short moment. „Well, Sophie. There are different ways to continue. The first way is to proceed like we started here. I will ask you questions and you will think about these and tell me about your feelings and thoughts. The second way quickens things up. There I will not be your consultant or coach, I will be more like a teacher. I will give you homework’s and the next day we will meet up online and we will proceed with me asking you questions about your homework and you telling me how you felt fulfilling these tasks. Either way I think we should exchange data, to be able to reconnect tomorrow. What do you think?“.

I need to think about the options for a moment before telling Mister Anonymous: „I think the quicker way is probably better, even though I don’t know how you want to be my teacher and what you mean by homework. I’m a little bit confused by my feelings and thoughts. Everything is strange and scares me, but at the same time strangely exciting.“.

Mister Anonymous nods: „It’s alright to be confused, but the fact that this excites you means, that you have a sexual desire that we are going to explore and awaken. I think this is enough for today. If you like to you could give me your phone number, so that we can stay in contact and schedule our next meetings more easily. If you don’t want to give me your phone number just yet, your e-mail address would be good too.“.

I just give Mister Anonymous my phone number without further thinking about it. „Thank you, Sophie. Now we can stay in contact during the day. If you have any sexual thoughts I want you to write them to me. You first homework is to watch porn tonight and to masturbate to it. I want you to tell me tomorrow what kind of porn attracted and excited you, what your feelings were and to what you came.“. At the end of this he just quits the connection.

Will he write me?

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