Road Trip

By Anna Hedge

Published on May 29, 2003

Transgender

Road Trip- Part Two by avhedge@yahoo.com

As I was checking myself out in the mirror, I heard someone enter the room. As I started to walk out of my room, I found myself staring at my long time girlfriend, Whitney.

"Hello Anna," she said.

After I failed to respond, Whitney continued:

"Kat invited me to come over. As a matter of fact, Kat has told me what you have been up to since you were 10."

"When did she tell you?" I asked while looking at Kat who had a wide smile on her face.

"She called me about a month ago after you two organized this event. But don't worry I am not mad. I actually figured that you were up to something when you continued to keep your legs shaved and your eyebrows plucked."

"I...I...I don't know what to say," I said.

"Hey! Don't worry. I have had time to think this through, and I think that even when you were a guy I looked at you more like a girl. Plus, I still love you, and to tell you the truth, I think you are hot as a girl."

To that comment, not even the blush on my face could conceal the redness, and my panties started to strain yet one more time under the pressure of my penis. More than anything, though, I was thrilled that she was happy about the conversion.

"Actually," she continued, "I called your psychiatrist a couple of weeks ago and she suggested that we try some hormones on you."

"Really? She said that?" I asked.

"Yes, as a matter of fact, you haven't been taking vitamins the past two weeks. And to tell you the truth I must say that you have coped rather well with the introduction of female hormones to your diet."

"I can't believe that you two have been giving me hormones without me knowing. That is so evil. At the same time, I am thrilled that you have been receptive about Anna. Also, this explains why my nipples have been extra sensitive this past couple of days."

Kat and Whitney laughed out loud.

"I think you should tell her about work Whitney," Kat said while looking at Whitney.

"What is this about work?" I asked Whitney and Kat.

"Well, after I talked to your psychiatrist, I called your boss and told her that you would be taking a month off so that you could work some issues, and that you would be coming back to work as Anna," said Whitney.

"You did what?" I asked.

"Relax! She was very receptive to the idea. Plus, she said that now she will be able to have the shopping talks with you without feeling weird that you are a guy. She also told me that you should know what the proper attire for you would be considering you are always hanging around with all the other secretaries."

"So, young lady," Whitney continued, "I think we are going to be quite busy over the next month or so getting you ready to go back to work."

"We only have the hotel for today," interjected Kat, "so we are going to be moving back your place tomorrow morning so that you can start your transition."

"I don't know what to say?" I asked.

"Well, it is going to be a tough month ahead getting you ready to joining the world as a girl fulltime," Whitney replied. "But, to start, I think we should all change into something more appropriate for dinner."

"Where are we going?" Kat asked.

"I made reservations at a nice restaurant in town," replied Whitney. "So, you two ladies better change into something more appropriate."

With that, the next two hours consisted on Kat, Whitney, and me getting ready for dinner. I ended up wearing a beautiful spaghetti-strapped, v-neck dress that, with my breast forms, looked exceptional. The dress itself went down to a couple inches above my knees. My legs were clad in sheer-black pantyhose, and my feet were decorated with a pair of beautiful black sandals. As for the makeup, Whitney applauded when she saw my makeup-covered face. I also put on a pair of pearl earrings that belong to Whitney, as well as her pearl necklace. Before we headed out, Whitney stopped me and handed me a small gift box.

"What is this?" I asked.

"That, my dear," she replied, "is Anna's first gift from me."

With that, I opened the silver box by undoing the white ribbon to reveal a beautiful black purse.

"I thought it would be rather appropriate for the evening considering what you are wearing," stated Whitney. With that said, I gave Whitney a long hug, and a quick kiss on the lips. I was about ready to start crying when Whitney said:

"Now, now, young lady. Don't start crying or it will mess up your makeup. Now, I have added a couple of important items to your purse, but I suggest that you go ahead and add the makeup items that you might be needing this evening."

After I got all my items in the purse, the three of us headed out to the car. Whitney drove to the restaurant. Once out of the car, I had a sudden rush of nervousness as we approached the restaurant's entrance. I was the first to enter as Whitney held the door open for both Kat and me. Panic stroke when a gentleman asked me for the name under which the reservation was made. Before I could answer, Whitney's voice responded:

"Hanes, Whitney Hanes."

With that out of the way, the three of us were seated at a somewhat secluded table. While we waited for the waiter to make an appearance, Whitney looked at the both of us and suggested that we relax and not to worry too much over our voices when the waiter walked over. With that said, Kat and I looked at each other, laughed, and decided to enjoy the evening. When the waitress made an appearance, we all ordered drinks. Kat and I tried to use our most feminine voice, with my voice being greatly muffled and sounding as if I had a sore throat.

The rest of the evening went by without a hitch, and we found ourselves greatly enjoying the food and the evening. At the end of the meal, when the waitress brought our check back to the table, she looked at me and said:

"I think the both of you look absolutely gorgeous. If it hadn't been for part of your conversation that I overheard, I would have never guessed that the two of you are guys."

Kat and I looked at each other, smiled and I said to the waitress:

"Thank you for your honesty. It means a lot to hear that."

"No problem. You have a nice evening."

With that exchange, my confidence went through the roof. I even added an extra swing to my hips as we walked out of the restaurant. When we got to the car, Kat and Whitney made fun of my newly acquired hip swaying. With that, we decided to head back to the hotel room as we were all exhausted from driving and from a busy evening.

As we entered the hotel room, I gave a long kiss and a hug to both Kat and Whitney. After the kisses, Kat said:

"I will be going to bed immediately, I am exhausted. You two have a wonderful night."

"Kat," Whitney said, "I left a little something for you in your room as a token of our appreciation."

"Hmm...I can't wait to see what this is all about. Good night," Kat said with a smile.

"Well honey, I suggest we retire to our room," Whitney said.

With that, Whitney and I headed to our room. Before I had a chance to take any of my clothing off, Whitney and I were kissing each other passionately. She then proceeded to move towards my panties where she unleashed my very erect penis. She put her mouth around it and started to massage my balls with her hands. It didn't take long before I had the best orgasm I had ever had. As she finished cleaning me off, I allowed her to lie in bed as I proceeded to take off her panties and started to lick her pussy. My head was tightly held between her legs. Not too long after my tongue had been penetrating her inner depths, she had a pair of orgasms that resulted in a couple of muffled screams. As our act of passion ended, we looked at each other and kissed deeply. I then proceeded to remove my makeup and take a quick shower. After I came out of the shower, I placed my hair in a ponytail, put on a pair of satin-red panties, and my favorite red camisole. As I got into the bed, where Whitney was lying reading a book, I said:

"Thank you so much for the evening and for being so understanding about this."

"It is my pleasure honey. I lost a boyfriend, but I gained a sexy girlfriend," Whitney said.

With that, I have her a quick kiss on the lips and said my good nights. Whitney replied:

"Good night to you too. It is going to be a wonderful day tomorrow. I can't wait to see your face when we get home."

To be continued...


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