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Embarrassing Sex Stories

She found Barbie socks down my pants

She found Barbie socks down my pants

18/10/09

Simon Milton from Finchley

Well this one won’t take very long. I have been catching up with these stories on a weekly basis so I think it’s only right that I contribute with my own. I went on a date with an older woman I had met the week before, on the tube of all places. She’s gorgeous. Leggy blonde, busty- just my type. However, our date was no ordinary one. She was a painter and wanted to draw me – semi naked.

I had never done any life modeling before and to be honest she was soo hot that I was prepared to do anything. Besides, it was different and I didn’t mind that! We met at her place. It was just down the road so wasn’t much trouble. We had a glass of wine or 2 before I eventually plucked up the courage to lay there in my boxers. She realised I was a little embarrassed and she giggled whilst reassuring me its fine and that I should be proud of my body.

After about ten minutes I actually started to enjoy it and as she began to pour us more and more wine, the look in her eyes began to change from slightly sympathetic to this look of what I can only describe as lust. She would eye me up and down in between brush strokes, gesturing in various ways. I have to say she was really getting me going and after around half an hour she put her brush down and walked over to me.

We began to kiss. And before long she reached for my crotch. I couldn’t believe my luck at first until it dawned on me that she was about to discover something extremely embarrassing – I had shoved a shoved 2 pairs of socks down my pants! I hadn’t considered that I’d make it all the way on the first date so as I have been inclined to ‘shrivel up’ a little let’s say, under pressure or in the cold, I decided to compensate with the first thing that came to hand, which unfortunately, had been a pair of my younger sister’s Barbie socks.

On pulling them out of my pants, she gave me a look of bemusement. I was lost for words. Why on God’s green earth did I choose Barbie ones if I was going to do it at all?? I asked myself.

“I’m just going to pop to the loo” she said, clearly wanting to laugh. Not even 10 seconds later I heard the faint cackle of laughter. She had gone to ring her friend to tell her about me. How embarrassing. Needless to say I got out of there as quick as I could.

She didn’t call me back.

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