A Friend in Need

Jerry and I were drinking beers at his place one afternoon, watching a football game. After the game we started talking about a lot of things, including sex. After a while he asked me if I had ever tried on panties. I told him no. He then replied, "Want to?"

I was flabbergasted. He then tossed me a pair and said, "Go ahead." I stood there stunned, and buzzed from all the beer, but I decided to go for it. I headed for the bathroom.

When I came out I had my jeans still on, but red satin bikini panties on underneath. They felt very sexy, and I was getting hard.

Jerry asked to see them, so I unzipped the fly and gave him a peek. "No, I want to see how they fit." With that he walked over, undid the snap, and pulled down my jeans.

There I was...polo shirt, red panties and a raging hard-on. Jerry said they looked real nice and for me to see. He turned me around and faced me towards the mirror.

I must admit, they looked good on me. They covered my ass very well. I was standing there admiring myself when Jerry began rubbing my ass.

"Maybe you should try on something else," Jerry said. "I'll be right back."

When he came back he had in his arms an entire outfit...hose, slip, bra, dress and a wig.

"What are you doing?" I said.

"You'll see," Jerry said.

After 15 minutes I was in full regalia...I was amazed how I looked. The blue dress was a low v-cut. Ziploc bags of water filled the bra. After applying makeup, I was a woman.

I had never done anything like this before, but I was enjoying it so far. The best was yet to come.

Jerry came up behind me and started caressing my sides. That felt great. When he reached around and began rubbing my cock, I almost melted.

It didn't even feel like it was me in that dress. I saw someone else looking back at me in the mirror.

"You look hot," Jerry said. "We need to go out and show you off. I know the perfect place."