I am bisexual but never considered myself really ultra-submissive. That all changed when I answered an ad from this man who said he was an "aggressive top" and wanted to meet a "bottom" which I was.

When we talked on the phone, he made it clear I was to call him "Master" or "Sir". He explained what we would be doing the first time we were together. He was going to interview me, evaluate me, and I was to do whatever he asked. This turned me on, incredibly so. I loved the way he talked to me with power and authority.

Then he dropped the bombshell: I was to wear a woman's bra and panties when we met. I had never been the least bit interested in cross-dressing, so I was kind of torn here. Do I give him what he wants or risk disobeying and not experiencing this??

I decided to do as he asked. Fortunately I am quite slim and in good shape, thinking maybe I could pull it off. I looked online about how to measure yourself. It was time to go to Victoria's Secret and make a purchase (36B and panty size 6) and tell them it was for my girlfriend, of course.

I tried them on that night and they fit well. It was erotic for me to put them on and I actually enjoyed it. All for Master, I just wanted to please him.

The first time was great. I loved being Master's sub. He gave me a long interview with me facing the wall. I answered all his questions honestly, being careful to call him Sir. We had a hot afternoon of him spanking me but he would not fuck me yet. I had to prove myself worthy. He did allow me to suck him off and I did so with my lingerie on. It excited me to make him cum and I swallowed it after showing it to him in my mouth, as he commanded.

The next time we talked on the phone, he told me for the next meeting I was to wear my bra and panties again, but also to buy and wear a wig.

I could see where this was going. We were not scheduled to meet for another week so I had time to think about this. If I was going to become a cross-dresser for him then I was not going to do this one bit at a time. For me it had to be all or nothing. Master wants a submissive TV, he is going to get one.

I took out a bunch of cash and hit the mall. I got a medium length, auburn blond wig in a nice sexy style, shoes (pumps), quality, tasteful makeup and lipstick, jewelry including clip-on earrings, white gloves, a small clutch purse, a couple pairs of thigh-high stockings, and some more bras and panties.

I got some disposable razors to get the closest shave I could. I bought some expensive fragrance too. I went to a well-known department store to buy a couple of very feminine dresses, one floral print and one sexy black cocktail dress.

The final step was to get clippers and cut off the little bit of body hair I have. I took an afternoon off, got a room and dressed myself up to make sure I could pull it all off. It would have been nice to have a woman help me but I didn't have that luxury. I looked online about how to do makeup and it came out okay, but I still had a couple days left to practice.

Well I never expected this but I loved the way it felt to dress up, all silky and sexy. It felt amazing and I loved the way I looked, and it turned me on to know that Master was going to see this the next time we got together. So much for being uninterested in cross-dressing; I was so turned on putting all this together.

So on the day we were to meet I spent an hour getting ready. When I opened the door of the motel room to let him in, he took one look at me and went crazy. He grabbed me and practically shoved his tongue down my throat. I moaned like a good little slut glad to see her Master. He wasted no time lifting up my dress, stroking my stockinged thighs and pulling down my black panties. I knelt in front of him and got my lipstick all over his cock. He moaned in appreciation then laid me back on the bed.

I did all I could to get a little KY on me and him, let alone find a condom, before he pushed against my "pussy" and I moaned when he slipped inside. I was so turned on, I talked to him like a bitch in heat, telling him how good his cock felt in my pussy, saying fuck me hard Master, oh god you are hitting the right spot Master, and he just went crazy on me, wailing away until he came hard inside me. I felt like the sexiest woman alive when I felt his love inside me back there. I moaned while I cleaned his cock with my lipsticked lips. I had to "freshen up" a couple times that night.

We had an incredible night and I loved taking off my dress so that he could see everything I had on. I modeled the other clothes for him and he was not shy about telling me what he wanted to see me wear next time. I can see I am going to spend some more money but I don't care, this is so worth it.

Comments

Anonymous

by Anonymous on Feb 17, 2013 at 9:36 AM

OMG! Gay sex or even Bi=Sex has never crossed my mind but this really excited me. For a late Sunday morning and church awaiting me I am definitely in no shape to be seen in the pews.

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Anonymous

by Anonymous on Feb 18, 2013 at 6:39 AM

HILARIOUS ! I find it so funny when faggots say about a guy fucking their "pussy" .. LOL .. you haven't got one hence why you were born a male , nor as much as you pretend to be a woman .. will never be one lol !

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