Meeting 'Katie'
by tonysez
3 Apr 2017 2507 readers Score 7.7 (24 votes) PDF Mobi ePub Txt
It was summer time in Amsterdam, and horny as usual I decided to browse the 'casual encounters' section of craigslist, to see what I could do to ... remedy.. this situation. Almost immediately an advert jumped out at me:
Subject: 'Teen sissy faggot 4 sugardaddy'
Body: 18 year old submissive sissy looking for a sugardaddy to teach me & take care of me. I am Dutch, 180cm, slim and already have some girly clothes (but would love more!)
Now, although I'm technically straight, I've always had a thing for the young boyish twink with a penchant for cross dressing. And here I had found an interesting lead that ticked a lot of the boxes for me.
So I sent a mail. Now, reader, if you are not familiar with craigslist, or online hookups of this nature generally, you may not appreciate quite how many timewasters there are who post & reply to ads such as these. It's quite staggering. Thus, understand, I had no high hopes of even a response, let alone it leading to something more. But it's a numbers game!
My mail:
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Hello cunt,
Very slutty ad. 36 year old very dominant british expat here, very experienced in dealing with cunts like you.
Send me a pic, including face, wearing something sexy and lets see if you are sufficient for me. If so we will plan an introductory 'meet' (read: you'll be violently face fucked) and we will take things more
long-term from there.
Master Tony
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I browsed some more, before heading to bed, thinking nothing more of the off-the-cuff (but of course, as you can tell, incredibly charismatic) communication I had made.
The next morning, however:
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Hi Master Tony! (Should i call you that?)
Sorry for the late reply.
Here's the pic you wanted!
Kisses, Katie
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Viewing the pictures, I was stunned. This was the definition of a twink - that looked even younger than his years, positively feminine, not a hint of stubble or body hair, and looking adorable in a short black dress.
I wanted to leave it longer but could not help replying almost immediately. I wanted this object, of that I was very sure. And in my experience of managing such things, I have become quite adept at communicating with, and manipulating, naive horny sluts like this one I had just made contact with.E-mail back and forth went on. Several things became clear:
1. I was dealing with an extremely horny slut, with the complications of regret on it's part whenever it came, at the behavior it had exhibited. It became clear that this object was most compliant when horny, and the restriction of the ability to achieve orgasm was paramount.
2. This slut was very secretive. With a slight middle-eastern slant on his appearance, I deducted that probably it's biggest fear was being found out by family, for this highly shameful yet irresistible double life it was just setting out on.
3. This slut was addicted to 'sissy hypno'. This was a completely new concept for me, but I familiarised myself quickly. Essentially this object was convinced it should be a female whore, and was constantly listening to especially constructed audio that was designed to subconsciously enact change, in both desires and behaviour, to make the subject into a cock whore. This was a very pleasant surprise.
4. This slut was very liable to 'bottle out', and make rash promises about meeting up, before losing the courage and simply disappearing. As mentioned earlier, this is very very common, and I have become quite adept at the psychological manipulation necessary to maximise the possibility of a result when interacting with these sorts.
The entire e-mail history is unnecessary, but here are some choice cuts from this object's correspondence to me:
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Also, some of my fantasies include:
Being gangbanged by strangers who use me as their toy (maybe blindfolded?)
Being pissed on my face and body.
Being blackmailed (like, with pictures and videos ad stuff)
Being fed drunk or high and taken advantage of.
Cuddling with/kissing/licking an older man's body. Like chest and lips and cock and stuff. (Surprising huh?)
Spending an entire day blindfolded and with headset (high volume!!) with sissy hypno while doing all sorts of stuff like fucking or being strapped on the bed and being left there or anything on this list,
really.
Ooooh i'd love a bukakke!
As you can tell, i'd like to be a bit of a slut.
Actually i'm already a bit of a slut, with a craigslist ad and all
Plus i'd love to not get hard,
which brings me to another one of my kinks, sissy hypno.
Where they basically brainwash you with subliminal messages about (well, the files i listen to in this case) having to stay limp or having to love cock and men and becoming a slut, faggot etc.
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The object agreed to meet. The first encounter would be for me to inspect it, and then see what it's cock sucking skills were like. I was fortunate in that this would be Katie's first experience in sucking cock (or anything sexual of that kind). It was clear to me that such meets had been setup in the past with this object, but the object had never gone through with it. Thus I was prepared to be patient. The first meet occurred with Katie losing it's courage (as I expected).
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Me: What happened cunt? Want one last opportunity to prove yourself Katie?
Katie: I chickened out :((( i'm soooooo sorry
Me: Want a chance to try again bitch?
Katie: Well yes sir, if you'll forgive me. What about tonight?
Me: Tonight works. Can you be in central this evening cunt?
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And so we had setup a second attempt at the meet. This time at central station in Amsterdam. Promises were made, guarantees given, mobile phone numbers exchanged. And yet I waited at Central Station with no sign of this object at all. This time, I decided to call this slut, as I had it's mobile number.
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Katie: Hello?
Me: Hello Katie, where are you?
Katie: Sorry, I was there but I left now.
Me: Right. So where are you?
Katie: I am on the tram, going home.
Me: This is the second time, Katie...
Katie: Yes, sorry.
Me: Where is your tram now?
Katie: Near Dam Square
Me: Get off the tram at Dam Square, and wait for me by the plinth statue there.
Katie: ... ok.
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I hurriedly made my way towards Dam square. If my calculations were correct, then the following was true:
1) This object was horny enough to leave the house & come to central station, but lacked the courage to go through with meeting.
2) This object had most likely not masturbated, so was still in a possibly compliant frame of mind.
3) This object was most likely listening to sissy hypno & getting increasingly horny
4) From the call it seemed that this object had already begun to regret the whole 'failing yet again to go through with something i know i need to do'
15 minutes walk later, I arrive at Dam Square. I make my way to a shop entrance on one of the sides of the square, that provided a little cover whilst I surveyed the space. I sent a text message to the object.
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Me: 'Stand by the main plinth on the square, hands behind your back, looking straight ahead. Listen out for your phone'
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I waited for a few seconds before it became clear where this object was. I could see it clearly as it walked to the position stated, and adopted the required position. The object looked perfect, exactly as expected. I took my phone and dialed his number.
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Katie: Hello?
Me: Hello bitch, I will come and walk past you shortly. I will say ' hello Katie ' and you will immediately follow me & walk alongside me. You will not talk to me, or look at me. You will keep your sissy hypno playing in your headphones at all time.
Katie: Right... so, can you see me? (sounds a little skeptical)
Me: Yes, I see you perfectly. I will be with you in a minute or so.
Katie: OK sir.
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I walked briskly across the square, directly behind the object. Approaching rapidly, I leaned inwards to mutter 'hello Katie'. A little jump and a quickening of pace, and the object was walking alongside me as I paced away from the square.
I had intended to make use of the object in the public toilets at central station, however given the changes in plan, I was now a fair distance away. I needed a new plan, and decidedly rather rapidly that I would be bringing this fresh piece of meat to the Vondelpark, a mere 10 minute tram journey from Dam Square. Thinking again, I decided that even though it was a 30 minute walk, it may be fun to walk with it for such a distance, to better judge his behaviour, attitude & obedience.
It started to rain lightly, as we walked together across Amsterdam, towards the Vondelpark. I admonished the object verbally a few times for failing to keep exact pace with me, which was duly rectified, demonstrating the submissive demeneaour I am so familiar with in those of his kind. I listened briefly to his sissy hypno, to be sure it was playing whilst it walked. It was playing indeed, and even with a short listen, I could see how it could be effective at shaping a mindset. The rain intensified on the walk. The object had a hood on it's coat, but I clarified almost immediately that it was not to be used.
Periodically on the walk I stopped to roll a cigarette, making use of various shop/bar shelters. At all times this object was required to wait in the rain.
Eventually we reached vondelpark. The rain had not abated. This was a positive thing as it made the park significantly emptier. I already knew of a situation of 4 portable outdoor toilets that were located in a specific location in the park. We bore a course straight for them. As we approached, I remembered the arrangement we had made. For the public meeting, it had been agreed that this object could dress in a male fashion, wearing his female undergarments underneath. Thus I would give it some time to change his clothes in the toilet before joining it & making use of it's throat. Thus I told the object to enter the toilet cubicle, get changed, and leave the door open for me to join a few minutes later. With this in mind, the object entered the toilet and began the process of making itself presentable to be throat fucked.
Unfortunately, in fact, very unfortunately, at this precise time, another user of the park decided that they wanted to make use of the facilities. As they walked to the toilet, they noticed the door was open, entered & very rapidly exited in a very embarrassed fashion! I couldn't help but laugh observing from a distance. The gentleman went to another bathroom & exited the immediate vicinity to my relief, as
I made my way to the toilet this slut was waiting in, to take my rewards for all the hard work creating this scenario.
I entered the toilet, and there this bitch was. In a short dress, a visible bra and some stockings. Looking uncertain and apprehensive. In this situation, a clear leader needs to emerge. "On your knees bitch" i stated, loudly and clearly. The object looked at me like a rabbit in the headlights. So I simply repeated, a little louder: "On your knees bitch". The object complied immediately. 'OK, get my dick out Katie'
This object didn't need telling twice as it started manipulating my belt and jeans-fly anxious to extract my cock (I imagine the sissy hypno was really kicking in now!) . In a very cute, alluring way, this object was so inexperienced it was unable to open my jeans fly. Eventually, with a small smile, I stepped in & easily opened my jean fly, exposing my cock, which sprang up directly in front of this objects face. The shame, etched in its features, was glorious. I think it was a disappointment that it could not get my cock out itself (a good slut has no problem with this), and also apprehension about what it was about to do. But it was far too late for anything else, so I issued a hard slap across its right cheek and stated 'get to work'.
It was a good blowjob. Clearly someones first time, but someone who has thought long and hard about what they'd do if they had a hard dick in their mouth. But it was too much of a girlfriend experience, so with a quick slap across the face, I pulled it out of its mouth and commanded 'open your mouth as wide as you can, cunt' . Immediate compliance.
I began inserting my cock as deep into this objects throat as i could before triggering the gag reflex. Over and over again. Each time it gagged, I would either slap its face or spit on it.
Reader, i'd like to state I lasted for an eternity. Unfortunately, all things considered, it was less than 10 minutes of such fun and games. I came, all over the objects face, with one hand tilting it's head towards my cock and the other jerking every inch of semen onto this objects young, naive, scared & overwhelmed face.
I went to clean up my cock. I had some tissues in my pocket, so dabbed my cock down to remove all traces of saliva, mucus and semen. The object looked at me and asked, meekly 'could i have some tissue also please sir?'. I almost melted. It's face covered in a heavy load of semen, which had already dribbled onto it's dress, on it's knees still in a public toilet. My sadistic side kicked in 'No. None of this is for you'. His eyes instinctively looked around the toilet. No, no toilet paper at all. I found this highly amusing. Opening the door to leave the toilet cubicle, my sadistic side nudged me once more. Spying this objects rucksack that it had placed his 'boy' clothes in, i grabbed it and exited the cubicle in one fluid movement. I then calmly walked approximately 30 meters away from the cubicle, placing the bag on the ground. I then proceeded to walk away, and take a position some distance from the cubicle, to watch this objects inevitable walk of shame to fetch it's boy clothes so it could get changed and return home.
After around 5 minutes wait, during which the object tried to phone me (which was ignored), to my great hilarity and satisfaction it made a sprint to the bag, and back to the toilet. Unfortunately it seems it was only myself who saw it.
Still, was great fun.