Caught My Best Friend

By Beaumonte Bill / Oral Guy 2000

Published on Jan 27, 2016

Transgender

Caught My Best Friend (part 3)

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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"Now Ginnie dear, I need you to be brutally honest with me," I said, "are you a woman or a man right now?"

"It's complicated," said Ginnie.

"I know," I returned, "but please tell me what you feel in your heart."

"I feel like I'm a woman," admitted Ginnie.

"Then I shall see you and treat you entirely as a woman," I replied, "and when I had my hand up your dress I was holding your clitty."

"You are such a dear, she said, "I'm still nervous, but I'm feeling really good about being with you."

We arrived back at Ginnies house, drove into the garage and closed the door behind us. I got out and opened the door for Ginnie, helping her out of the car.

"You are such a gentleman, and make me feel so special," she said.

"Your are special, and hope that you will feel more and more special as our time together continues," I responded.

We went inside I slipped Ginnie's heels off and massaged her feet. She sighed and told me it really felt wonderful. After a time she invited me to sit next to her, and we resumed kissing.

By now the kissing was very serious and our tongues danced together.

I reached under Ginnie's dress, but before I got far, she stopped me and said, "Why not take your trousers off and get more comfortable?"

I needed no further encouragement and soon I was sitting next to Ginnie in my shorts. She reached into my shorts and fondled me to full arousal. Ginnie kissed me and whispered, "would you like me to suck you off?"

"Only if it is what YOU want to do!" I said.

"You mean if I preferred not to," Ginnie asked, "you would be ok with that?"

"Yes," I said, "the decision is yours."

"In that case," she responded, "I'm going to do this the very best I know how!"

She took me into her mouth and it felt amazing. She looked up at me and made eye contact as she sucked me. I kept telling myself that it was Ginnie sucking me, not Jim, an important difference to me!

Soon I was cumming, and Ginnie took my entire load, and swallowed it all.

She was looking down, as if avoiding eye contact, perhaps out of shame.

I helped her back to the couch, sitting next to me. I took her head in my hands and made her make eye contact with me. I smiled and said, "thank you Ginnie – that was wonderful!"

I leaned to her and she turned away, but I insisted on kissing her. She resisted at first, but then wrapped her arms around my neck and kissed me passionately.

"You ARE different from all the other men I've been with!" she declared.

"The biggest part of the difference is that I CARE about you, dear – honestly."

As I held her, I reached under her dress and took her clitty into my hand and gently squeezed. She was already partly aroused, and soon she was fully aroused.

I lifted her dress and Ginnie assisted, pulling the dress to her waist, fully exposing herself to me.

As I fondled her I knew she badly needed to climax, so I got to my knees on the floor in front of her.

"No! You don't have to do that," she said.

"Are you saying that I can't go down on my lady?" I asked, holding her clitty firmly as she purred.

I leaned over and took her into my mouth. As I began to suck, I moved her legs onto my shoulders, and enjoyed the feeling of her warm inner thighs on my cheeks.

Ginnie ran her fingers through my hair encouraging me. With her extreme arousal she didn't last long and soon gave me the nectar of her orgasm.

I swallowed and returned to the couch.

"That was wonderful!" she declared, "Nobody has ever done that for me before!"

"I suggest that you get used to it!" I replied.

Ginnied snuggled close to me and we continued kissing, and said, "I can't believe you did that – why?"

"You are beginning to see that I'm not like the other guys," I said, "but the reason I did it was because you were in need and I wanted to take care of my lady!"

"Well dear," said Ginnie, "your lady has been well taken care of!"

"How are you feeling about things now?" I asked.

"Much better," Ginnie said, "I am almost glad that you caught me, but I am glad that you are the one who did! I like being your lady."

"I'm glad that you are warming up to this," I said.

"I never expected that it would be so wonderful to be with a man," she continued, "but you have shown me tenderness that nobody else has."

"I look forward to our relationship blossoming," I said.

"Bill," she said, "would you spend the night with me?"

"I would be delighted, dear." was my reply.

–––––––––––––––––––– To be continued ...

Feel free to contact me with your comments or requests. –Bill (oral_guy_2000@yahoo.com)

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Next: Chapter 4


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