I saw her first from behind. Wide grabbable hips and a chunky peachy arse which stretched the skirt she wore. I walked between stalls trying to catch a glimpse of her face. She was attractive in a non conventional sense, probably late 20's/early 30's. Then I noticed those huge pendulous breasts trying to burst out of her tight top! She was plump in all the right places...She caught me staring several times so I thought I should disappear into the crowd a bit. I grabbed some food at one of the vendor stalls and took a seat, conveniently so I could watch her from afar. I couldn't stop thinking about her curvaceous body and what it'd be like unclothed! My cock started to twitch in my boxers as I watched her bend over to pick up a box of stock.I took my eyes off her for a sec, to take a bite of food. In the blink of an eye she was now walking my way! I decided to act like I was unaware of her presence. "Designer handbag. €30? For wife or girlfriend?", she asked in a heavy Portuguese. He was very open to the idea and said he would reach out to a few of his contacts if I did the same. Over the next few weeks we were able to set a day aside to meet at his place. Between the both of us we had invited 5 or 6 other guys and crosdressers. Needless to say I was both nervous and excited about the prospect of an orgy-like event with me dressed as Kellie. I had never been fucked before and wasn’t sure how far we would take this. In the meantime, Michael and I had chatted and further planned the event to try and make it as exciting as possible for both of us. I decided to take on the role of an owned slut since he was hosting and I hoped he would fill the role of my pimp or owner. I was eagerly anticipating being involved in this scenario!The day finally arrived and I could not wait for my wife to leave for work!! I jumped in the shower, shaved myself smooth in all the appropriate places. Prepared myself for the ‘best case scenario’ by using a dildo on myself to help relax.
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