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Caught by a mate - leading to fun

"How a long time mate became a lover"

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I’ve been Tina for a few years now. I started dressing when I was a teenager as one of my other stories will tell you. This is about an unexpected encounter with a long standing mate…. I was being my usual girly self at home. Mid thigh length summer dress, B cup bra, with some padding to enhance my A cup tits, holdups, panties of course, and simple heels, just an inch or two. I love to dress like this and my wife (and mistress), wouldn’t have it any other way. I wasn’t doing anything naughty or sexy, just sitting on the settee watching some rubbish on tv. Front door rings, I ignore it, so it rings again. I go and have a discreet peek – its our long standing mate Doug. I knew him 5 years or more before wife and I married and he was our best man, so you see, a long term mate. He will go away when I dont answer like everyone else does I thought, and went back to the settee. A couple of mins later there is knock on the back door and in walks Doug, he had hopped over the back fence. There was an initial look of shock on his face, and a panic for me. I jumped up and sort of ran for the bedroom. He called after me – “hey, don’t hide, its OK, sorry if I disturbed you”. I reappeared having thrown joggers and a sweat shirt over my girly clothes. Again he apologised, “look I’m really sorry for barging in, but I though you were in so I came round the back”. Then he surprised me by saying “from the quick look I got, you are quite a girl”, I looked at my mate – “ your not shocked or horrified then?”. He looked at me and said “god no, I love dressed guys”. Well I was amazed, known each other for many years without a hint that he was bi (nor me to him either). “Come on then, let me see, show me the girly you” he says, “ do you have a girly name too?” I told him I was Tina and asked if he was serious.” Yes of course, I mean it”, please show me. I told him to put the kettle on and make me a coffee and I’ll be back in minute. I went into the bedroom and thought about what has just happened. So rather nervously I took off the cover bits I had thrown on, applied a bit of makeup, changed my knickers for a clean pair (you never know), and walked back into my lounge. Doug had made the coffee and was sitting on the settee. I walked over to where he was sitting – he gave me a wolf whistle. “OMG you look great, Tina” he said, him calling me Tina sent a shiver (of pleasure) down my spine. I was in girlie mode, and automatically gave a twirl. Wow great legs he says, then patted the seat and asked me to come and sit down, and tell him about me and Tina. It was great to share with someone I knew, rather than just the wife, and he listened and nodded and commented as I told him what I did and what my wife did with me. He reached for his coffee and in so doing brushed the hand closest to me along my stockinged leg, I shivered with delight and he knew it. He sipped his coffee and replaced it, and as his hand came away for the table he stroked it up my leg from knee to the top of my holdups. I must have been on autopilot – I just opened my legs. It was the signal he wanted and was suddenly hands all over me – up my dress, all over my tits, kissing my neck, I couldn’t help but respond. After a short groping session he encouraged me to stand up, and unzipped my summer dress, letting it fall to the floor. I was so please I had matched my clean panties to my bra. Not that the bra lasted log, it was soon undone and he almost squealed with delight at my small but formed tits as his mouth found them. I sank back into the settee pulling him with me and grabbing for his belt as we did, making sure it was undone. Now it was my turn, bare breasted, panties holdups, shoes, I knelt in front of him and released his cock from his trousers. I started to play with it, stroking slowly up and down. I teased with my eyes and my mouth around his groin. “pleease” he groaned, I knew exactly what he wanted, and lowered my head. I used all my skills, to tease and lick and finally suck that cock, his head thrown back as he enjoyed the blow job. He pushed my head away… “no more or I’ll cum”, mmmmmmm I replied, I want it. He reached out and stroked me “can I fuck Tina?” he asked. I didn’t reply, just rolled onto the floor on my back, legs apart, then said “on my back, like a girl”. He climbed over me, and went to take my panties off me. I said “just slide them to one side”, and I felt his fingers probing me his cock was still a bit wet form my mouth, and as he pushed against me, I felt him slide in. He was obviously used to having a male ass, the angle was just right. He managed to keep going at me for nearly 5 minutes before pleasure overtook him, and he pulled out and shot his load all over my tummy and splashes up onto my tits. He flopped down onto me, laying on top, just panting, as I stroked his back, and after a minute or two I wriggled enough that he rolled off me, so I leant over and kissed him. I got up and managed to rub some of his cum into my tits. Despite my best efforts, it wasn’t going to happen a second time this day – he was spent. So we sat around a bit more drinking the coffee that was nearly cold, and him just asking more and more about me as Tina, and me prising out of him how and when he started his Bi fun. We parted that day with a deep kiss, both knowing that we had started something that would keep on going now. Hes quite a regular these days and has seen and been part of many of our scenarios and games.
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Written by naughtytina

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