Master's Degree in Crossdressing Ch. 01

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wifetoy
wifetoy
323 Followers

I replied that I just wanted to take a few things with me.

"That was not part of the deal," he said. "You are not taking anything with you."

"Please," I begged. "Just a few things."

"Nope, but I have been thinking. I am stuck here alone for the rest of the week, so I will make you a deal. You can walk out of here now, go home, empty handed of course, and beat your sissy meat to your heart's content. I will never mention what happened tonight to anyone. However, you can come back in the morning, live like one of the girls in the house, and be my bitch for the rest of the week. If you do come back, you cannot touch your cock before you return, you must bring only the clothes on your back, and you must prepare yourself by shaving your body completely smooth like a good girl. If you do come back, you can do anything your sissy ass wants to do upstairs, but you will be mine to use for the rest of the week. "

With that surprising proposition, he reached in the bag and grabbed a pair of sating string bikini panties. "Wear these if you come back so I will know you are fully my sissy bitch."

"Now get the fuck out of here."

I was flustered with doubt when I scrambled out the door and began my walk home, my cock shifting in the lace panties under my thin running shorts. I was troubled by how much I enjoyed sucking his cock and how womanly it made me feel along with Leslie's black unitard.

I kept walking torn between retaining the last shreds of my manhood and the girly delights waiting on the upper floors of the Kappa House.

wifetoy
wifetoy
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AnonymousAnonymousalmost 6 years ago
hmmmm... me too

Reminds me of being dressed while having a severe crash in Sydney after cumming while drunk and driving

cdCindy1cdCindy1almost 6 years ago
I confess too

To my beautiful wife, I confess the following:

I have been cross-dressing for more than 3 years and I love feeling like a woman when I dress and when I'm pleasing a hot hunky man. I love sucking the cocks of my well-hung male lovers and then feeling their big cocks inside my man-pussy, fucking me like the sissy faggot bitch that I've become.

I know that you might already suspect that I've been fooling around with someone else but it isn't another woman. I only want to be with men and if that makes me "gay" then so be it. I've been having hot gay sex with other men (sometimes dressed up, sometimes not) for the last few years. I love a man holding me, carressing me, deep french-kissing me, feeding me their cocks to suck, shooting their 1st load of cum into my mouth (yes, I swallow), and then fucking me and shooting their big 2nd load of cum into my man-pussy, breeding me like the sissy faggot that I've become.

It's been hard keeping this secret from you for this long and I've often fantasized about you finding out by catching me with one of my male lovers. I truly want to tell you my secret and come out of the closet to you. I hope that I can find the courage one day to tell you because that is the least you deserve from your husband, who still loves you but can't give up his secret gay life.

I hope that one day we can go shopping together and buy sexy lingerie for both of us, giggling with the salesgirls who know that I'm buying women's clothes for myself. Perhaps you can also help me with my make-up (I'm not very good at it) and become my best female friend. One day I will find the courage to tell you.

Your loving gay husband, cdCindy1

AnonymousAnonymousabout 9 years ago
wonderful story

This story was terrific and made me very hard. I can't wait to read the next chapter. I hope Ben fucks your man-pussy -- that's what I would want from him.

AnonymousAnonymousalmost 10 years ago
I enjoyed the story!

Nice and arousing.

My only comment is that the transition was a bit sudden and far-fetched. "I will suck your cock if you will let me play around in one of the girls' rooms upstairs."

If I were you I'd have perhaps threaded something in earlier about the security guard visiting Thailand or something... and being oddly impressed by ladyboys. Something jokey, but enough to give a hint that he might be open to something more.

AnonymousAnonymousalmost 10 years ago
I agree

Another horrible story

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