Chatroulette part II

I‘m waking up early and in a mess. I remember my vivid dreams and turn beat red. I‘m ashamed of myself and my dreams and can feel my damp bed linen and blanket underneath and around me. I need zu change them later. I‘m also ashamed by yesterdays actions and masturbating in front of Mister Anonymous and getting off by this.

To clear my head I decide to go on a quick jog. It’s 7am so I still have enough time until my schedules meetup with Mister Anonymous on Chatroulette at 10am. „Do I really want to meet him again?“, is my thought, that’s answered by a tingling in my loins. The answer is yes, but right now my mind doesn’t want to admit it. I just slip on another black thong and short Nike spandex shorts. On top I wear an olive green sportsbra. I leave my apartment and start a 10k run listening to my favorite songs on my AirPods. I can finally clear my head of all thoughts.

A good hour later I return to my small apartment sweaty and exhausted and immediately head to the shower. I rip my clothes off my body and look at it closely in the large mirror. I like what I see there. „Sophie, you are beautiful and you know it!“, I tell myself. Then I head under the cold shower too cool off, before slowly raiding the temperature. Under it my head run over my body, soaking in the water and foam. My hands lingering a little bit longer on my breasts, nipples and pussy; messaging them. I get my razor and shave my legs, armpits and pussy. I dry myself of and think about my clothing options for the meeting with Mister Anonymous. I walk to my bedroom and slip into a lacy red lounge string and a fitting bra. Next I get into a pair of beige cloth pants and a black crop top. I don’t use makeup so I don’t have to apply it. I put my dark blonde hair into a ponytail and use the rest of my time for a small breakfast.

At 9:50am I open my MacBook and login to my Chatroulette account nervously, but also strangely looking forward to meeting Mr. Anonymous again. „Do you really want to do this, Sophie?“, I ask myself, reconsidering my decision. I‘m just changing my mind, when the page connects me to Mr. Anonymous. „Hello, little one. How are you doing today? Are you ready for your second lesson?“, his deep manly voice greets and asks me. I still think of quitting the connection, but answer him truthfully: „I’m really nervous about where this is going and will take me and I was ashamed of my actions yesterday when I woke up today. So in general I’m good, but my mind is killing me today. Meeting you again might be a bad idea and the unknown scares me. Yesterday I’ve gone further than I ever thought I would.“. Mr. Anonymous just nods his head listening to me, before he starts to answer: „That’s normal, Sophie. I’m glad that you still decided to meet up. Sexuality is a topic that is uncomfortable for most of us, because we are not talking about it and keeping it private and a secret, especially innocent good girls like you, but if we keep it a secret we can’t embrace it to the fullest and find out what we like and desire. So tell me about your homework yesterday.“ I’m taking my IPad of the table and look at the notes I took yesterday and start to describe the videos I’ve seen: „It was a hard decision for me to really open my laptop and open PornHub. I‘m not a regular porn watcher. I opened the teen section and at first started to watch a video of a girl with a flexible pink dildo. The video got me excited and I was amazed by her ability to stuff the dildo so deep into her mouth. You could even see it bulging her throat and I was wandering how she does it. Later I noticed that she seemed to be swallowing every time she presses the dildo in deep. It’s still amazing at a little bit scary. I would for sure suffocate and couldn’t do it.“. Mr. Anonymous nods again, motivating me to keep going and takes some notes.

„The next video was the first video you send me with a teen girl with a bodysize that could be compared to mine and the girl in the first video. This time there was a colored man in the video and he had by far the biggest penis I have ever seen. At first it was a shock, because it was the size of the girls forearm and I was sure, that it’s to big for her, but she was able to take it in her mouth and even in her pussy. It was kind of amazing, but I think it must hurt like hell. The difference in skin color was a beautiful contrast somehow though. What excited me were the girls loud moans and screams. She really seemed zu love it.“ Mr. Anonymous answers in a slow, but demanding tone: „Keep on going, Sophie. So far you are doing great.“.

I just nod strangely proud and keep on going: „The next video was again of a girl in similar size like me and there was another colored guy, but this time after some time they had anal sex. It was crazy. He had a crazily huge penis, like the guy in the video before and it really fit in her butthole. It looked crazy and that must hurt even more. It was sooooo wrong.“. Mr. Anonymous interrupts me: „What were your feelings looking at this? Did you like something about it?“. I think about my answer for a short moment: „The strange thing is that seeing her have anal sex didn’t disgust me, even though I think it should‘ve. I think I even got a little bit excited. Noticing this I really thought about anal sex and why I liked what. I think the answer is that anal sex is something that everyone keeps a secret, that everyone says is disgusting and not clean and socially ostracized. Even though I think it would be really painful it would be something like a "fuck you" to the image I've been pressed into and goes against the expectations and perceptions others have of me in my home-village. That makes it interesting for me.“ Mr. Anonymous answers: „Sophie, you are way ahead of the schedule I made for you. You are answering every question truthfully and putting great detail and effort in your answers, even though I notice that you are not fully comfortable talking about these topics and admitting that you like some of the things you’ve seen. You are an amazing student. Please continue.“

„The more Videos I watched, the extremer the sex acts and the sluttier the girls got. There was a lot of humiliating things in these videos and I don’t think that I liked them, but a strange thing is that I liked looking at the girls. They were dressed like sluts or even hookers and wore piercings and tattoos in private places, that seemed degrading, but I liked them and even the girls with obvious and way too big breast implants. I even imagined myself in their place and asked myself if I could be a slut like them.“, I admit turning red being ashamed by myself and my thoughts. „That’s interesting and I’m proud of you for telling me this. Continue!“, Mr. Anonymous commands me. I look at him puzzled: „Well, I think that’s it.“.

Mr. Anonymous just laughs and starts to speak again: „I think you forgot about something, but I’ll help you. How did it feel being naked in front of me, a stranger and masturbating until you orgasmed?“. I blush in a deep crimson red. „It felt kind of humiliating and degrading at first, but to be honest I was really excited at that moment and I didn’t think about it too much, because my head was filled by lust. This morning I was scared, ashamed and felt crazy though. I don’t know what was going on in my head that I did this in front of you. I still feel ashamed and I’m scared.“. Another nod by Mr. Anonymous and a few more notes, before he comments: „Hmmm, I see. What about being called a slut. What were your feelings?“. If it would have been possible to blush more I would have turned into a tomato by now. I think about the question feeling humiliated: „How can I like being called a slut? It felt degrading and humiliating.“. I can hear Mr. Anonymous chuckling slightly: „So you’re telling me that it just felt bad? Why didn’t you stop masturbating immediately then? I think it was humiliating, but it also felt exciting, didn’t it? The sluttier the girls, the louder your moans and the harder you masturbated. And you already confessed imagining being one of those sluts yourself.“. „Can I really admit liking it?“, I ask myself. The silence is killing me slowly.

Then there is a loud command by Mr. Anonymous: „I want you to strip off your clothes now, slut!“. I can feel that tingling in my stomach and between my legs again and without thinking I slowly pull my black croptop over my head, revealing my red lacy Lounge bra and my small, but beautiful breasts inside it’s cups. I get up and turn around, butt towards the camera, bending over slightly to emphasize it even more and slowly pull down my beige cloth pants. The beautiful matching red Lounge string comes into view. I wiggle out of my pants and slowly turn around. Mr. Anonymous can appraise my body closely. Turning around again, I unfasten my bra and let it slip to the floor. Next I bend over again and slowly pull down my string panties. You can see my swollen pussylips between my legs. I slowly turn around showing off my naked body and freshly shaved pussy. „That’s it, slut! Show me your little slutty body!“, I hear through my speakers, growing wet immediately, my nipples hardening. My hands are wandering over my body, caressing my breasts, stroking my stomach, but before they reach my needy pussy, Mr. Anonymous strong voice arises: „Stop it, slut! Did I allow you to play with yourself?“. My hands stop immediately and I shake my head, slowly sitting down on the couch. „Yesterday you told me that you got excited by the two guys asking you to strip for them and I think the reason has two dimensions. The first one is that you like being watched. You have an exhibitionistic behavior. The second dimension is that you like being told what to do. You are submissive.“, states Mr. Anonymous. I think about these sentences for a longer time while Mr. Anonymous studies my facial expressions. I‘m staring at the screen and slowly it dawns on me that he might be right with his words. „His explanations somehow male sense. Does that make me a slut?“, are my thoughts. There’s a long silence before Mr. Anonymous speaks again: „I think you agree with me.“. I insecurely nod my head. „Alright, don’t be nervous. It’s a good thing and another step. We now know two things that you like and excite you. These will be our starting points to explore more things you may like. Now it’s time for a new homework.“

My answer is short: „What do you have in mind?“. Mr. Anonymous seems to think about this for sometime before finally speaking up: „We should create a few daily tasks. I think today was a good start in the right direction, so from now on I want you to watch porn for at least two hours per day and to write down everything you notice, everything you like and everything that is out of the ordinary. Furthermore we should start implementing some rules. So rule number 1 is to watch porn for at least two hours per day. Rule number 2 is to send me a picture of your outfits. So in the morning you are going to send me a picture of your outfit for the day and before you are going to the gym or for a run you are going to do the same. We will add more rules in time. Furthermore I want you to study girls on Stripchat today. Just look at the different girls and what they are doing.“. With this Mr. Anonymous suddenly ends the call, leaving me naked in front of my MacBook.