A Cross Dressers First Time

Exquisite story telling

It's cool, it's neat and it ain't so dumb!
Girlie clothes and a cock in the bum!

Dreammer

A Great story !
We woolly wooft CDers dream of having the decision taken from ourselves by a lovely hunk of manhood.
Ta

Fantastic!

I do not look like a woman when I am dressed, but still get a thrill. I would love to have a man take me like that! I have done it willingly, but would love to be taken! More stories!

can't wait for the next chapter

This story is very similar to what happened to me, except it wasn't an alarm guy but a neighbour who saw me dressed in my sexy clothes. He was divorced and hadn't had sex in a while. He pulled his pants down, told me that I was sexy & turned him on, then I gave him my first blow job. The next night was when he fucked me for the first time and since then we've become regular lovers. I can't wait to read about Debi's visit. That's the next thing for me too -- to get fucked by a woman with a big strap-on. Please tell more stories - this was great.

I dress at home, I am 56, short dress, pantyhose, no panties, look at some crossdresser sights, my cock hard in the pantyhose.I heard the guy who read the meter turn up, I glanced out, short, curly black hair,my guess, 40s, I played a little game, standing saying out loud, oh yes, give it to me, that's it , I saw him look up and walk away. I went back, then I heard a knock on the door, I looked out, it was him, I waited, another knock, I wrapped a robe around me, I went to the door, opened it slightly, yes, I need to look at one of your appliances, the meter is not turning,oh, all right, he walked in, looked at me. nice nylons, what, I looked down, of course, halfway down my legs where the robe stopped, saw your wifes car go earlier, whats going on, does she know,um, know what,didn't think so, whos upstairs, no one, thought so, teasing, lose the robe,what, lose it or she will know. I dropped the robe, not bad, turn around, whoa, nice butt, I felt his hand trace my crease. I love nylons, he walked over to the computer, clicked the mouse, screen lit up with a crossdresser sight. Yep, computer works o.k as he undid his trousers, look at her, getting him ready, come on, you want to play games, so I like what I see, I think I can give you what you want, but first get me hard. I looked at him, don't worry, I wont tell her,no matter what, want to give it a go. I moved over, on my knees, and slowly took his cock in my mouth. The feeling wasn't too bad, he didn't force me, his cock grew as did mine. He pulled back, I think we will need some of this, the tube next to the computer, I watched as he blobbed some onto his cock then handed it to me, I began pulling the pantyhose down, he said leave them on, so I pulled them down just below my buttocks, applied some lube, where, I said over the lounge and I grabbed a towel and bent over the lounge. I felt him position the head and for the first time in my life I felt my hole open and a cock slide slowly into me. He was only part way in, when I felt him pulse and my insides were coated in a warm feeling and he started fucking, pushing all the way in, the pain giving way to a feeling of being uncomfortably full, however my cock hard, he started to slow down, I reached back pulling him to me, no don't stop, please and he kept going, I touched my cock stroking it twice as my cumm shot strongly out,clamping around his cock, until I was done, releasing him. when my meter man comes I am ready for him.