Tickleberry Challenge Entry

Name: Caged Jim

Challenge Notes:

Tickleberry Challenge User Image My Humiliation by Slave Bitch James
4th July 2008

Mistress demanded that I take the Tickleberry challenge, given that I am in chastity and have been for a while now, there is nothing that I would not do for my divine woman.

Horrified did not even begin to describe my apprehension of taking this challenge. To put this in perspective, I’m not at home and can’t pop down to ‘a’ local supermarket and pickup a basketful of humiliation, run away never to be seen again. No, I’m at work in a town that is rather small. In a foreign country where you live, work and SHOP in the same supermarket. Which happens to be the only supermarket that is open late on a Thursday night when every man, woman and their dog goes shopping because most people work 12 hour shifts and don’t get time during the day!

I turned up to a completely packed car park. There was mistress, smiling delightfully to herself back home in the UK, while I was stuck in a mining type town in Australia about to become the laughing stock of the industry! I walked into the store praying that they would not have all 3 items! So much for that thought, they had everything including the whole cucumber (which I suppose was better than substituting it for a marrow!). So what do I put in the basket first? Cucumber, condoms or KY? The condoms were closest to the tills and I therefore calculated that I had better odds of not bumping into any fellow workers if I got those last.

With a sweaty brow and clammy hands I picked up the cucumber, strolled casually to the toiletry section grabbed the remaining items, and then made a beeline straight for the tills. You would not believe the length of the queue for every till. My heart was racing! If anyone I knew saw me now I would not be able to explain why I only had these 3 items in my basket! Oh God I just wanted to be swallowed up!

There were people in front and behind. How do you cover up your basket without making it so obvious? I counted every second until I finally got to the till. There was one queue for 2 tills. 1 guy and 1 girl, who would it be? I couldn’t decide which one would be worse! Finally after a lifetime of nervous sweating I ended up in front of the girl. I placed the items on the belt, grabbed my wallet from my pocket. The girl asked how my day was going, to which I mumbled that I had much better. I couldn’t even look at her. I grabbed the items, stuffed them in a carrier bag, practically threw the cash at her and almost ran for my life out the door. I was surprised that a security guard didn’t come running after me with such suspicious behaviour!

I so hope Tickleberry don’t come up with anymore challenges, because if they do I’m seriously screwed!

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Tickleberry Challenge Entry

Name: Caged Jim

Challenge Notes:

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