Best Friend CD (part 2)
A man discovers that his life-long best friend is a cross-dresser, and their friendship takes on a whole new meaning! I hope you enjoy this work of fiction.
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The next evening Ray stopped by and asked if we could talk. I agreed and invited him in and offered him a beer. He declined, stating that he wanted our talk tonight to be completely clear headed.
"We have been friends forever," Ray began.
"The best of friends," I said.
"It seems like we can talk about anything," he said.
"That's what best friends are for," I assured him.
"Well, last night we started talking about something I wasn't ready for," Ray continued.
"Look Ray," I said, "I'm really sorry about that – our friendship is too important to ruin over some stupid thing I said over beers."
"I hope that our friendship is strong enough to endure the truth." he said.
"I don't follow," I said.
"Marty there is a dark secret I have hidden all my life – even from you – I like to dress in women's clothing."
"You do it really well," I said, "and I was convinced Rachael was really Rachael."
"Thank you," said Ray, "but I suppose this changes things"
"Well, perhaps," I said, "but maybe in a good way."
Ray looked at me in surprise and said, "How could my exposure be in any way a good thing?"
"I LIKE Rachael," I said, "and would like to see her again."
Rays jaw dropped and said, "but you are straight! – aren't you?"
"Yes, and so are you," I responded, "aren't you?"
"I don't really know for sure," said Ray, "but I don't think most people would think so. When I am like this, I feel like a straight man, but when I am dressed, I feel like a straight woman., but I'm not really a woman, so how can that be straight?"
"I hear you," I said, "and I don't really understand myself. I'm interested in Rachael as a woman, not as a guy in a dress."
"But you will know it is really me," protested Ray.
"Ray, I still consider you to be my very best friend," I said, "so tell me this: if you can imagine yourself to be a woman and act accordingly, couldn't I imagine you to be a woman?"
"And act accordingly?" asked Ray.
"Maybe – we would have to see how it goes." I said.
"Wow!" said Ray, "I never thought it would go like this. Marty, I'm a little scared about this."
"Ray, this is new territory for me as well, and maybe it won't work out with Rachael," I said, "but if it doesn't we will still be friends and your secret will be safe with me."
Ray thanked me and asked for a beer.
"We could probably both use one, after this conversation," I said.
"It's a conversation few friends would ever have." Ray added.
"There may not be many friendships as strong as ours," I assured him.
"Marty, I was worried sick about this conversation," Ray said, "thank you for being such a wonderful friend. Would you like to come over to see Rachael tomorrow?"
That was better than I could have imagined, so I jumped at the opportunity and said, "Definitely! What time?"
"Come for dinner at 6pm," Ray said.
"Ok, I'll bring some wine." I agreed. Beer was ok for the guys, but when wooing a lady, wine was the drink of preference.
The next day my thoughts drifted between Racheal and Ray. I wanted to be with her and kiss her, but what would that be like? I would really be kissing Ray – but no – it would be Rachael – what a confused mess my mind was becoming.
I realized that I was messing myself up by over-thinking the situation. When the time was right, I would know what to do.
I arrived at Rachael's a few minutes early and she greeted me at the door, smiling and looking as lovely as ever. I took one of her hands in mine and studied it. The long narrow fingers and red nails were those of a woman – I imagined that Ray had left me alone with his sister.
I kissed her hand and Racheal said, "Ray never told me you were such a gentleman."
"There are a lot of things that Ray doesn't know about me," I said.
"Then I hope we shall discover them together," said Rachael.
I marveled at how wonderfully femme her voice was. Ray's voice wasn't deep like some men, but Rachael's voice seemed a full octave higher – I wondered how she did it.
We walked into the kitchen, my eyes glued on her pretty behind. I put the wine in the refrigerator and asked if I could help with anything.
Rachael asked me to cut up some items for a salad, which I gladly did. Then I slicded the loaf of Italian bread and put the slice on a serving tray. It felt nice to be doing everyday household things with this lady. For the entire evening I saw Rachael entirely as a woman – it never occurred to me that she could be anything else.
Rachael had made a nice veal parmesan. Lucky I brought a bottle of Lambrusco, a nice sweet red Italian wine. I didn't know all that much about wine, but it had been one of my college favorites. As I thought back to my college days, I remember the words, "wine and weed, is all we need!" Those were wild and crazy days – perhaps tonight would be just as crazy!
I poured us each a glass of wine and we went to the living room. Rachael sat on the couch and I wondered if I should sit next to her or not – would that be too forward? Hell, I threw caution to the wind and sat right next to her, our hips touching. Maybe this would work, or maybe I'd get slapped, but I was sure going to give it a try!
Rachael seemed fine with my seating choice – in fact she almost seemed relieved that I wasn't keeping my distance. I took one of her hands in mine and said, "You have very pretty hands."
That was probably a lame thing to say, but it was already out. I handed her a wine glad and we both sipped the wine – she also liked the Lambrusco.
As I held her hand I looked into her eyes. She was so pretty, and as we gazed into each other's eye's it was like we were examining each other's resolve. I was sure that I would do whatever it took to win this lovely lady over. I took the risk and leaned over to kiss her pretty lips. Rachael kissed back, though without opening her mouth – perhaps she wasn't sure a french kiss would be right for the moment. We kissed tenderly for a few more times – "testing the waters" as we went.
We were interrupted by the kitchen timer, signaling that dinner was ready, so we brought the food to the table. Afterward I helped Rachael with her chair and she smiled from ear to ear.
We had a wonderful boy-girl conversation as we enjoyed our shared experience. Afterward we came back to the couch and I took Rachael into my arms and kissed her. This time her lips parted very tentatively, but we definitely shared our tongues. I knew I wanted more, but with this delicate lady I didn't dare move too quickly.
I noticed that her toes were painted and I commented on how pretty they were. She smiled and thanked me. I wasn't all that experienced with women, especially elegant ladies like Rachael, and tried to figure out what to do next.
"Would you like a nice foot massage?" I asked, immediately realizing how stupid that must have sounded.
"Why yes," Rachael said, "I'd like that very much"
I slipped off her heels and took a foot into my hand. This was the narrow, dainty foot of a lovely woman, and I gently massaged the bottom of her foot and between the toes. I did the same for the other foot, and then massaged her calves, but stopped at the knee. I was prepared to go as far as she would permit, but I didn't know where that would be.
"I like you touching me," Rachael said.
"Would you like me touching you in other places?" I asked.
"If you would like," she replied.
I sat next to her again and took her into my arms. We kissed and this time her mouth opened wide, and we enjoyed a wonderfully full kiss. I put my hand on her leg and she offered no resistance. I move to the inside of her leg, approaching the bottom of her skirt – surely this is as far as I dare go for now.
To my surprise, Rachael's legs parted, as if inviting me to explore further. I liked how warm and soft her inner thighs felt, and moved up under her skirt while continuing to kiss this wonderful woman.
Finally I reached the edge of her panties and stopped. I knew I was in unfamiliar territory and dared not move too fast. I removed my hand from under her skirt and pulled her close to me for another kiss, now with more passion.
"Rachael dear," I said, "I really like you and want to go further, but I think I should stop now, out of respect for you – with your permission I'd really like to see you again."
"I'd like that too, Marty," she replied, "thank you for being such a perfect gentleman and not rushing me – I was afraid going into this evening but you've made it wonderful.
I got up and we kissed again at the door. "I know you have limited availability," I said, "so would you please call me when we can meet again?"
"I'll be sure to do that," she replied, "thank you for the lovely evening – you are a wonderful friend to Ray."
I went home and went to bed. I replayed this amazing evening back in my head. Ray may have a secret, but my desire for women like Rachael was not something I could tell the world either.
Was I still straight? I wasn't entirely sure if I even cared, so long as I could have Rachael.
–––––––––––––––––––– To be continued ...
Feel free to contact me with your comments or requests. –Bill (oral_guy_2000@yahoo.com)
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