Caught My Best Friend (part 1)
What do you do when your best friend since high school turns out to be a cross-dresser? Is your friendship strong enough to survive this? I hope you enjoy this work of fiction.
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I'm Bill, and my best friend since high school is Jim. He lives down the street from me and we often do things together. It was Thursday and I had some ideas for the weekend I wanted to run by Jim. I walked over to his house but found that he wasn't home, so I sat on his front porch for a bit, in case he returned soon.
After about fifteen minutes I decided that Jim wouldn't return soon, so I got up to leave. As I did, I saw Jim's car approaching, so I stepped off the porch and walked toward the driveway.
The garage door began to open as Jim's car entered the driveway. I was surprised to see a women driving, and the car pulled right into the garage and the door started down immediately.
"Hey Jim," I yelled as the door came down, soon closing before me.
I wasn't sure what was going on, so I dialed Jim's cell phone.
"Hello Jim," I said.
"I'm kind of busy right now," said Jim.
"Jim, we've been best friends forever," I said, "don't shut me out now!"
"Can you come back in half an hour?" Jim asked.
"Jim, I really want to see you as you are," I said, "don't put me off."
"Ok, give me five minutes to pull myself together," said Jim.
"I'll be on the porch," I said, "let me know when you are ready."
I returned to Jim's porch and sat down. I had no idea that Jim was a cross-dresser, and knew he was very embarrassed about being caught. He was still my best friend, and I wasn't going to make it difficult for him.
In a few minutes Jim opened the front door and invited me in. He had long brown hair and was beautifully dressed – he looked fantastic! I couldn't resist staring, and soon Jim blushed and said, "ok now you know, so now what?"
"How about a beer?" I asked.
"Sounds good – I can sure use one," replied Jim, bringing us each a beer.
"You look really good," I said.
"Bill, I'm so ashamed and just don't know what to say," said Jim.
"I still am your best friend," I said, "unless you don't want that. Do you have a girl name?"
"Ginnie, said Jim, "You must think I'm really sick."
"No, but I want to hear your story, Ginnie" I said, "please tell me how you got into cross-dressing, and how it makes you feel when you do."
Jim was silent for a while, but then began. He described the desire to wear women's clothing as a child, and how that continued throughout his life. He had never married, knowing he could not keep this hidden from a wife. He mostly dressed privately, at home, except for Thursday nights, when he attended a local support group – that was how he got caught by me. Ginnie finally admitted that when she dressed she felt like a different person – like who she was really meant to be.
"Have you been with men?" I asked.
"I'm not gay," assured Jim, "but when I am Ginnie it is like I am a woman, and yes, I have been with a few men."
"How did that work out?" I asked.
Ginnie blushed, and continued, "not very well – they were only interested in cumming, and once they did they just wanted to escape, often calling me nasty names."
"Bill, you have the means to blackmail me, and I know it," said Ginnie, "so what do you want – a blowjob, or a fuck?"
"Would you do that for me?" I asked, very surprised.
"I would have to." Ginnie replied.
"That's not what I want," I said, "I just want you to still be my best friend – and perhaps go out with me."
"Are you serious?" Ginnie said.
"I know your secret and how important it is to keep it safe. You feel I have something to hold over you, so I will make things equal by telling you my secret."
"Unless you are an ax murderer," said Ginnie, "it can't be worse than mine!"
"You can judge for yourself, Ginnie dear," I said, "I like to date girls like you."
Ginnie froze and just stared at me. I'm not sure if believed me or not, so I took her hands in mine, and brought one of her hands to my mouth, kissing it.
"Your hands are pretty and wonderfully femme, as is the rest of you," I said.
"Bill, I would never have thought," Ginnie said.
"At first I was completely surprised by your secret," I said, "but now our friendship can blossom in new ways. I want to take you out on a date, Ginnie."
"You want to take me out?" she said, "when?"
"How about tomorrow night?" I replied, "We'll go out to a dinner and to a movie."
"What if someone recognizes me?" she asked.
"I doubt that will happen, but if it worries you, we'll go out to the next city," I replied.
Ginnie smiled and agreed.
I got up to leave and Ginnie walked me to the door. I looked into her eyes and then kissed her. She was a bit stiff, but did not resist. I hoped that the next time I kissed her she would be more engaged.
I returned home, excited to realize that my best friend was going to be my girlfriend as well!
–––––––––––––––––––– To be continued ...
Feel free to contact me with your comments or requests. –Bill (oral_guy_2000@yahoo.com)
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