Well my first time ever with another CD was a few years back when I was at a conference in Bournemouth and it was pretty boring.
I decided to go on a train to Southampton - not to bad a journey, but far enough away for Marcie to do some window shopping without arousing suspicion.
I don't know if the shop is still there but it was just down from the Bargate, a small shop selling fem undies and there was a satin nightie in the window that might have fitted me.
Anyway, I summoned up the courage and went in to the shop and, lucky for me, there was a female assistant.
I explained that the nightie in the window was the perfect size for someone who was about my size.
She laughed when I said it and said: "It will suit you perfectly!"
To say I was embarrassed would be an understatement. Nonetheless I tried to bluff my way out of it, but it was obvious that she was not going to give me any trouble.
"Look," she said. "There's no-one else in the shop right now, why not nip out back and try it on? I'll warn you if anyone comes in - OK?"
What could I say? I went into the back and was undressed and in the nightie in seconds. Oh god, it felt good and I knew I was going to buy it.
When I had changed back and went into the shop, I thanked her for being so understanding. But she was dismissive.
"It's ok. My brother dresses up too. He's always coming in here and trying stuff on."
She paused a moment.
"In fact, he's due here in about half-an-hour, why not come back then and say 'hi'? I know he would love to meet another trannie!"
I agreed and walked aimlessly around the shops to kill time until the 30 minutes was up and went back.
There, inside the shop, was a guy, about 30 (I was 22 at the time) and he looked nervous as I entered.
"It's ok, Michelle," said the assistant. "This is Marcie, I was telling you about."
For some reason, the use of our fem names relaxed me and Michelle looked relieved too.
Well we chatted for a bit and then, off the cuff, I invited her for a drink. Twenty minutes later we were in the corner of a pub and chatting.
It was wonderful. Here I was, coming out to a total stranger and feeling great about it!
We hit it off really well, Michelle was about 150lbs, 5'10" and had deep green eyes with auburn hair. She was stunning, even when she was Michael.
(At that time, I was still thin, about 160lbs and roughly the same build as Michelle. Nowadays, I am much heavier :) ).
After a while, having hit it off so well, Michelle invited me back to her flat to try some of her things on from her large wardrobe (I had complained that I did not have a large wardrobe and missed being about to try various clothes on to see how they matched).
It had gone so well, I jumped at the chance.
She lived in Bitterne Park on the top floor of a house that backed onto the park that ran by the River Itchen. No-one could see us as we walked upstairs to her room to see her closet of treasures.
This was just perfect. I spent ages trying on Michelle's clothes with various make-up combinations. Some fitted, some didn't, but it was a great time finding out which did!
The time was passing so quickly, I did not realise that it was close to midnight and was getting late enough to worry about missing the last train.
That's when Michelle decided to ask if I fancied spending the night with her.
Now until then I had thought about being with, but never actually been, with anyone else as Marcie, but I was so enjoying myself, I said 'yes' before I realised what I had done.
This was the perfect time to try my nightie and I happily changed into that while Michelle made her first appearance in her baby doll.
She was gorgeous!
My clitty got hard in an instant and I could tell that she was excited too.
I slipped into bed with her and almost immediately we kissed and caressed with Michelle taking the dominant role and I found that Marcie was very sub.
She started with gentle kisses down my body, taking care to suck my tits and lick slowly round my nipples, bringing me to even greater arousal.
It was ecstasy! Slowly she worked her way down to my clit and began to tease and kiss it, taking it ever deeper down her throat while at the same time slowly pushing a finger into my pussy.
I screamed with passion as she took all of me inside her mouth at the same time she added a second finger.
I could hold back no more, I warned her I was cuming and she nodded her head to let me know it was ok.
With that, I came buckets! I could not stop pumping inside her willing mouth.
My clitty seemed to be attached to a sperm hose because the cum was huge!
Now it was my turn.
As Michelle sucked the last drops from my now spent clitty, I exchanged cum kisses with her.
A big wad of my cum passed between us as I tongued her mouth and accepted my cum from her into mine.
I started to kiss her neck and licked down her body, slowly, until, eventually, I reached her hard clitty.
Gingerly, I took it into my mouth and began to lick and suck on it, but Michelle put her hands on the back of my head and started to pump in and out of my mouth.
I thought I would gag, her clitty must have been at least 7 inches and it was slipping into my throat as I tried to take it all.
Suddenly, she stopped and pulled out of my mouth. I knew what she wanted, but I warned her: "You will be my first, please be gentle."
She nodded and reached round for the tube of K-Y.
"Smear it all over," she said huskily. "I'll do the same for your pussy. I promise I will be gentle."
I lubed her up and she motioned me to get on all fours. As I did so, I felt the cold on my pussy and suddenly she was pushing her finger inside me.
I was nervous but ready as I felt the finger pulled out.
Michelle got behind me, and I could feel her hard clitty at my pussy's entrance.
Suddenly there was a gentle pressure and I felt her slowly enter.
She was very gentle, easing it in a little at a time, stopping to allow me to get used to it and then pushing in some more.
I felt so full and I wondered how much more she had when she stopped and whispered "that's it, my lover. I'm all the way in'."
She began slow movements but soon picked up the tempo to the point where she was soon slamming into me and my face was pushed into the pillow with the force.
It was great! I was no longer a virgin and when she exploded into my willing pussy, I was fulfilled for the first time.
She collapsed beside me and, within minutes, we were both cuddling each other as we slept.
The next morning, she was already in the kitchen making me breakfast as I emerged. "Morning sleepyhead!" she chirped as I entered the room.
"How do you feel?"
"Just great."
I got up to go to the bathroom and freshen up a little. But Michelle had other ideas.
As I bent down to splash some water on my face, I felt her behind me and suddenly her hard clitty was inside my pussy again!
This was no finesses fuck this time. I had to hold onto the taps as she rammed her clitty into me, slamming her body into mine as she fucked me hard and with great gusto.
I was whimpering with pleasure at the feeling of her clitty inside me and prayed it would never end.
But eventually, I could feel her clitty expand and suddenly, I was full again, so full, in fact, that when she pulled out, I leaked!
After that, I needed some food and we sat at her small table, ate and chatted about how wonderful it had been for my first time.
But I knew I had to go and went back in the bedroom to change out of Marcie's new nightie.
Michelle was still not finished, however.
As I turned, naked, from the bed, she came into the room, pushed me back on the bed and within seconds, I was being fucked hard and fast on my back.
It was a great first time and still today, my clitty gets hard thinking about it and I'd still love to repeat the experience!
Hope you liked it!