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Views: 681 Created: 6 months ago Updated: 5 months ago

My diary as a trainee sub

Chapter 1 F

We had arranged a day trip to London. The morning would consist of a walk through St James Park, than a bite to eat and at 1.30pm we would be boarding a party boat where we would be dancing and partying till 7pm before making our way back to Waterloo Station for the train back.

My instructions were to wear a skirt and blouse and also a matching underwear set ideally faux leather or similar.

I got on the train and messaged you which compartment I was in, a bit further down the line you joined me.

After an initial greeting you gave me 5 small envelopes with numbers 1 till 5 on.

You instructed me to open envelope 1 and I would be opening them throughout the day.

The first envelope contained a small note that said. “ Give me your knickers Slut”

I made to stand up to go to the loo to take them up but with a wicked grin you pointed out that it did not say anything about going to the loo to take them off.

With a jolt of realisation of how the day would go, I wriggled a little in my seat as I took off my knickers, hoping no one would noticed and handed them to you.

The rest of the train journey we just chatted. Although every now and than you used an innuendo or lowered your voice to call me a bitch or slut etc. You knew this caused me to squirm a little as my pussy was getting wetter each time.

As we left Waterloo Station as the majority of crowds had dispersed you steered me towards a wall and told me to open envelope 2.

To my horror it said, open your blouse. I tried to calm my nerves as I took a deep breath and opened the buttons of my blouse. The bra that was now visible was a PVC one and was able to be worn as a top in a club or so but it still felt very humiliating walking with my blouse undone and no knickers.

You took the bottom of my blouse and knotted it, this made it look as though this was how I wanted to wear the garment and not just a blouse that was left open.

We proceeded towards the park where we have a coffee in the cafe, than walk around the park.

After an hour or so you inform me it is time to open envelope 3. With trepidation I open the envelope and my eyes open wide when it says, “ I will kiss you, as I do you will feel my hand under your skirt as I’ll insert benwa balls”

I look at you with some shock, you smile and quietly say “ yes! Let’s hope you did your kegel exercises properly or they might drop out later as we dance.

With that you take a step closer to me and kiss me, as you do I feel your hand up my skirt, I automatically open my legs slightly to allow you access to insert the 2 connected balls deep in my vagina. Once in place you give the string a gentle tug before breaking off our kiss.

Each step I set I am aware of the benwa balls and start getting nervous as I have no panties to catch them should they slip out.

We make our way towards the pier and stop in a cafe along the way for a bite to eat before making our way to the boat.

As we board the boat, you tell me to open envelope 4.

It says that every drink I consume whilst on the boat must contain ice. I find that an odd message but as soon as I order my first vodka with diet coke, with ice you smile, take 1 cube out of my drink and without anyone else noticing you place the melting cube inside one of my bra cup. I am silently grateful I am wearing PVC as it does not show from the outside but the ice bites I to my skin before quickly melting . I feel the dampness inside my bra, causing my nipple to be almost painfully erect. Each drink you place a piece of ice somewhere on my body: inside my bra cup or top of my sternum and let it melt there, or you hold it under me skirt, against my clit

You warn me not to make any sound.

By the time we disembark at 7pm I am extremely horny as a result of the constant humiliation and the benwa balls and ice.

We make our way back to Waterloo Station and as we sit on the train back to the south, just before we reach your station, you tell me to open the final envelope. It says I may do up my blouse, and that tonight I need to write a report on how I felt about each challenge you gave me today. However I am not permitted to cum for 48 hours.

Comments

Queens Sissy 6 months ago 1
biman2 6 months ago 2
Hookajoe 6 months ago 2