First Time

Every gurl remembers her first taste of ****. I would guess most CD gurls especially – after all, we’re women too, but we have a **** sitting between our legs – just out of reach of the lips but for the most flexible. Oh, how I wished I could wrap my tongue around myself and pleasure myself for hours.

At least I can, with some effort, come all over my own face. I love the feeling of hot ***** splattering my cheeks, lips, tongue, even if it was own. I’d lie in bed and let it melt whilst I’d finger my ***. Even as a teen, it too was hungry for gurl-****. I’m no ****, at least until you gain my trust. When you do, I want it all, every night and three times on the weekend.

Anyway, I remember my first night with a Crossdresser like it was last night. Debbie, We were close to the same age, mature, she was smooth from the chin down. And her gurl-****, Perfect. Better than average, thick like a mountain fog and curved so it drives you crazy when it’s deep down under. Debbie always gave me an ****** when she let me suck her clitty and move in between her soft cheeks. We’d laugh as the come sprayed wildly all over us. Great nights, those were.

But there was a first time, there always is.
I still remember vividly pulling down those black panties of Debbie’s slowly down past her garter straps, then down her socking covered legs to her high heels while on my knees, seeing her bulging in expectation. And then, there it was – her **** for me to play with. I’d just refreshed my lips with flavored Chapstick for this, after all, is it not good etiquette to ensure your lips are freshly colored just prior to their sliding down your lover’s shaft? I thought and still do.

Anyway, it was shaven clean of hair, soft, freshly lotioned and scented with perfume. I picked it up with my lips and tongue. Still soft, it slipped onto my tongue as it passed my lips. I was a bit surprised at it being kind of cold. I guess a naked and shorn shaft doesn’t retain heat well, but inside my warm mouth, it was warming up nicely. It was a nice flavor, like skin but muskier. My tongue began looking around.
It was so soft, at first, until my tongue found the ridge of the spongy head. Mmmm, a drop of sticky sugar leaked onto my tongue. I could feel her clitty starting to stiffen too.
Down slowly I went, making sure to put pressure and friction on the thick spot below the head. This might have been my first time with a **** in my mouth, but I was pretty sure that they all had the same sweet sports. I was right. It grew quickly now, and was hard. My mouth was open as wide as I could to hold it all in, and my tongue was the bed on which it lay.
I pushed down all the way. Bad move, I started gagging. One step at a time.

After a minute, I calmed down and started swirling my tongue on the top tasting the sweet pre-***. One hand lightly massaging her balls, which had grown tight and wrinkly. The other had reached around her waist and one finger was down the crack of her tight round ***.

For her part, she was moaning and her **** strained upwards in my mouth. I had to be careful and ride with it; her hips were pushing it deeper into my throat. I wanted it there, all the way. I just needed to learn how. Anyway, I did what I could. Spittle was running down my chin in a stream, dripping on my own balls. For it’s part, my own **** was fully hard and swinging about, looking for a place to go. Actually a place to come. But first things first.

With a sopping wet tip, I pushed my little finger inside her ***. Her warm ***** gobbled it down, and munched my finger to my hand. I could feel the ring squeeze, then pull, squeeze, then pull. My mouth pulled to the top of her ****, and in went my ring finger. Down went the finger, down went my mouth. Her **** was dribbling now and starting to twitch. I could feel it thickening, especially on the bottom as it swelled with ***.

Give it to me sweetheart, I thought, and closed my eyes. I tightened my tongue’s pressure on the back of my throat and moved my head faster.

Finally after a moment, a volcano. She stood on her toe-tips and I pulled her towards me with the three fingers that were deep in her. I reached up as best I could to reach her prostate. Didn’t matter. I felt a powerful pulse quivering this thick ****, and at the same time, my mouth was flooded with sticky white ***. I knew what to do and swallowed it, really wanting to. I wanted to savor the taste.

Good thing. I felt a powerful spurt and more juice was everywhere inside my mouth. Swallow, then more. Mm mm, hurry. Twitch, spurt, mmmmm. Seven or eight and it started to slow. I did too but didn’t swallow the *** that was left in my mouth. I had a plan for it

Things subsided and I pulled away as her **** went to sleep. She lay down, and I rolled her onto her belly. Not wasting any time, I French-kissed her gurl-***** and let her *** wet it. My **** was achingly hard, and her *** was ready for it. I wanted her own *** to slick my shaft, though, I could feel her pleasure easing mine. It was tight and hot in there, and I wouldn’t last too long.

Especially with her *** on my breath. I’d waited decades for this feeling and it was wonderful. So I closed my eyes and just ******.


jamiesissycd jamiesissycd
61-65, M
4 Responses May 9, 2012

Great first time story loved it!

Thanks hon, I certainly enjoyed it and now I'm hooked.

Thanks hon. *blushing*

You are a great writer. This piece is terrific in how it conveys your excitement and enjoyment. Well done.

Thank you sweetie for your kind comment. And I was extreamly excited and a little nervous that first time. But after our first kiss I knew everything was right and we were ment to be together. With her that first time I experienced the most erotic sexual plesure I have ever had. We were together 5 more times, then because of the distance we stopped. But we still E-mail each other. I still think of her and the wonderfull intimate times we shared together, and wet dreams.

my god, sooo hot :)