I guess the relationship had always been there. In the playground Jack would stop me getting bullied while I'd help with homework. As we got older, Jack would be the one to drive us everywhere and do practical things like fix my car. In return, I'd help him choose clothes and make sure he had his hair cut properly.
Then we drifted our separate ways a bit; mainly through work but the friendship remained and we'd talk regularly on the phone.
It was when Jack wanted to learn to ballroom dance that the relationship developed further. I has learned to do most of the steps so when Jack phoned to tell me he was going to his firms dinner dance, I offered to help.
Although, like me he was 27, Jack was successful in IT and had a big house. It had a basement that he intended to turn into a games room. The deal was that he would clear the basement and I would come and show him how to dance.
The first session was straight forward. I stood beside him and we paced out the steps together. Jack soon picked it up and so I stood facing him and played the woman's role. There was no contact, we just walked round the floor with me going backwards!
But then it came to putting the music on and our set up just didn't work.
"It's no good," I said. "We'll have to do it properly."
So I put one hand on Jack's shoulder and he put one round my waist while the fingers on our other hands entwined. Things went well and we found our selves dancing like ideal partners.
"When you whirl me round, I don't quite rise up properly," I said one day. "If I was a woman I'd have high heels on and that would help."
"Why don't you wear some? Jack asked tentatively.
"I suppose I could," I replied hesitantly.
In spite of our close friendship, what Jack didn't know was that I had been cross-dressing for years. When I got my own flat I had built up quite a wardrobe. Living on my own made it easy to dress when I liked and I would often spend entire weekends as a woman.
I decided to take the plunge but slowly at first. The next time Jack and I danced I took along some high heels and knee-highs. It worked a treat! Jack was delighted.
"What are you doing with your hand when you twirl around? He asked.
"Oh," I said without thinking. "I'm holding my dress."
"But you aren't wearing one," said Jack pointedly. "But we dance so well together, it's as if we are man and woman, why don't you wear a dress and do it properly."
This was too much for me and although I tried not to sound eager, I readily agreed. The next time I went to Jack's, I arrived early with a complete outfit in an overnight bag. I showered and shaved before I left. I adored the feeling of my hairless body. I decided to risk travelling partly dressed so I put on my favourite black bra and matching panties. I pulled rolled some sheer black tights up my legs. Then I put on some moisturiser and foundation. I selected my favourite auburn wig and put it in my bag along with the rest of my make-up and the clingy black dress I had chosen to dance in. I popped my heels in and ,with just some jeans and a T-shirt over my underwear, I set of for Jack's
He was not home but had left me a key. I went to the spare bedroom and took off my outer layer of male clothes. I finished off my make-up and put on my wig. I felt really feminine as the hair cascaded over my shoulders. I stepped into my dress and zipped it u p at the back. I slipped into my shoes before turning to the. I had to admit I looked great. Jack would be impresses - I hoped.
Just then I heard the front door go. I took a deep breath and went downstairs. Jack just stared.
"Wow!" he exclaimed. "You look gorgeous. Let me take a quick shower and we'll star."
Jack was soon n the basement and I turned the music on and we danced. It felt wonderful! He whirled and twirled me round the floor, I felt so feminine and relaxed in the arms of my partner. When the music stopped, instead of as before letting go, we clung on to each other. And when we went to sit down for a rest we held hands as we left the floor.
We danced for what seemed like hours and then Jack said. "Why don't we finish with a good old fashioned smooch?"
He put on a slow record and I melted into his arms. I slipped my arms round his neck and felt his hands slide down to my firm arse. We danced close and he pulled me in so our cocks rubbed together. I was getting hard and I could feel Jack was too.
"Let's go upstairs," he said. We turned of the music, put off the lights and headed for the lounge. I felt really girly as I picked my way up the stairs and my heels clicked across the hall floor to the lounge.
I sat on the sofa and Jack sat beside me. He slipped his arm round me and I snuggled up. As I looked up at him he brought his face close to mine then kissed me on the lips. I felt his tongue push into my mouth and I responded as only a girl could. I sucked on his tongue and allowed my hand to move between his legs and stroke his bulging cock. He moaned with pleasure and, in turn, ran his hand up my nylon leg.
"Let's go to the bedroom," he breathed. With that he scooped me up in his arms and took me to his room. He undid the zip of my dress and it fell to the floor, I stepped out and he laid me on the bed and slowly pulled down my tights. He lay n to p pf me kissing my lips and licking all round my neck. He lifted my bra and sucked on my nipples. His tongue worked its way down my body and I felt him pull my panties to one side and release my throbbing cock. He licked all round it and took me in his mouth.
I had to stop him before I came. Beside, I wanted to give my man some pleasure too. I pushed him away and he undressed in a trice. I knelt before him and gently held his gorgeous cock. I licked the pre-cum off the end then swirled my tongue all round the silky head. I worked my tongue al round the shaft before taking him full yin my mouth. He was groaning with pleasure and I started to work harder on his eager member. Without warning he tensed and unloaded what seemed like pints of come into my mouth. I gulped down what I could and the rest started to run down my chin. With a finger I scooped it into my mouth. I wasn't going to waste any of this love juice.
He lay there panting. I was still hot and played with my cock. My wonderful lover could see that his girl needed seeing to so he took me in his arms and began to make love to me all over again. I fondled and played with his cock and it wasn't long before he became aroused again.
Jack was more experienced than I realised and he reached into his bedside drawer fro some lube. He put some on his fingers, turned me over and gently inserted first on, then two into my eager hole. It felt fantastic. I was really being treated like a girl. He splashed some on his now once again hard cock. And rubbed it gently all round the entrance to my rosebud. Slowly he eased it in. I pushed back on to him and he gradually pushed it in all the way.
I felt like a real woman having her virginity taken. Feeling penetrated and full was such a lovely experience. Jack began to pump away and I could feel him breathing heavier. I was so hot, I was moaning with girlie pleasure. He reached round me and began wanking my desperate cock. His balls were slapping against my arse as he went at me like a piston engine.
"Fuck me Jack!" I screamed. "Make me your woman! Make me your whore!"
Suddenly, as one, we cried out with pleasure and shot out respective loads. He let go his lot inside me while I sprayed the bed with stream after stream of cum.
When we had regained our composure, we slid under the sheets and I lay in his arms, cuddling up to my man and gently playing with his cock. I knew from then on I wanted to be his girl and satisfy him any way he wanted me to. Go to bed with him at night and wake up in his arms in the morning.
If you enjoyed this, please e-mail me at jen2fem@yahoo.co.uk