Tickleberry Challenge Entry

Name: luckyjim

Challenge Notes:

Tickleberry Challenge User Image My girlfriend informed me that I was going to carry out some instructions, and that I would find them on this website. She has given me exciting and embarrassing tasks in the past - I have had only my bum waxed, bought girls' knickers and worn them to work, requested an erotic novel in Borders and surreptitiously masturbated in the cafe while reading it, and spent an evening at a party instructed to chat up girls, with my balls bound tightly underneath frilly girls' pants.

By even these standards, this was horrible. Buy *only* a cucumber, KY jelly and condoms? The idea made my insides turn upside down. I told my girlfriend that I didn't really like this idea. She told me that it didn't really matter what I thought. She added that I was to wear my knickers while doing it. I had until she arrived on a plane in a week's time (I should note that we are currently living in different countries, and I am forbidden from coming by myself - it's been two months and counting).

Yesterday I planned to stop off at the supermarket on the way home, so I packed my pretty blue knickers into my bag. We had football and beers after work and the testosterone hit made me want to do this even less. In the gents I changed gingerly into the girls' underwear. The sense of embarrassment and reluctance was building quickly.

It was late when I got to the supermarket and there weren't many shoppers, a temporary relief until I saw with horror that they'd closed all tills but one, and the remaining workers were chatting to the last cashier and clearly weren't going to budge until closing. My stomach clenched up like a fist and I could hardly bring myself even to pick the items off the shelf. Finding them was easy, but walking to the cashier was a nightmare. I entertained thoughts of bailing out before I was discovered, but realized I'd need to plan the whole thing again. I paced around trying to look nonchalant, but a tannoy announcement that the store was closing gave me some urgency.

The cashier was a large black guy, chatting to several others who'd clocked off. He made the usual cashier greeting but was monosyllabic after noticing what I'd bought. The chat died down. The worst part was that there was a large monitor at head height that displayed in easy terms what was being bought: CUCUMBER; LUBRICANT; CONDOMS. I couldn't bring myself to meet anyone's eye, but I could feel the looks I was getting. I'd envisioned striding confidently up to the cashier with an unflappable gaze and maybe a cheeky raised eyebrow. Didn't quite happen. I had to get out of there as fast as I could, and I practically ran out of the shop.

The relief is wonderful, and it feels good to have obeyed her instructions. I can't wait until she arrives.

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Tickleberry Challenge Entry

Name: luckyjim

Challenge Notes:

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