Things got a lot better.
After a strange but great week in my life, I returned to work Monday and met my co-worker. Robert was 31 and was in pretty good shape. He told me his wife was getting ready for their move here as he accepted a permanent job at the new office here.
The week went really well and I learned a lot more about drafting and construction. I was so happy when the weekend finally arrived. I had worked on using makeup and continued learning how women behave and move. I think I am getting it all down and now, it's time to test my new attributes and abilities.
Saturday morning, I dressed up, put on makeup, and went shopping for a few items I needed. A purse to match my shoes, a new dress and some more makeup. I wanted a darker wig also and spent more money than sense getting one I really liked. I also wanted two full length mirrors so I could see how I looked all over.
Nobody seemed to notice I was not a lady. I was excited and horny so when I got back to my room, I jacked off. I cleaned up and met dad for lunch and told him I was going out for the evening. He wished me luck and actually gave me a hug.
That was a first in a very long time. I thought I even felt his cock grow.
I spent a few hours getting my makeup on correctly and put on a red pair of silk panties, a light red pair of leggings, a red bra, and my new red dress. I had to adjust my makeup some to match my wear.
I put on my new wig, had it fixed like I wanted, a sleek pony tail with bangs. I loved how soft it felt. Lipstick was a problem for me getting it just right. But finally, perseverance paid off and I got it like I wanted. I thanked God for the slightly puffy lips. I am sure he cringed.
When I looked in the mirror, I was astounded, I was a different person. I was a good-looking sexy lady with a pronounced riding ass. Damn, I would want me.
But I then noticed the obvious, I had no figure. "Shit," I thought.
I went back to laptop and luckily found a famous Lingerie shop actually had a form fitting corset and in different colors. I knew my measurements so I order three different colored ones for pickup.
I picked them up, got back to my room, undressed, put on the red one and loved the way it felt on my body. It took me a while to get it adjusted correctly. I redressed and looked in the mirrors. "Oh, Hell Yeah," I said out loud.
I needed one more test.
"Hey dad," I said over the phone, "can you walk outside for a minute? I need an opinion."
"Sure Dakota, be right out."
I was standing near his door when he walked out and I saw him just stop and stare.
"Is that you Dakota?" he fumbled words.
"What do you think? Do I look good?"
"You are fucking beautiful, Uh, sorry, yeah you look damn, ah darn good." He said convincingly.
"Thanks dad," I said and gave him a quick kiss.
"I hope your evening with Brian is great. I hope mine is also."
"Dakota, if you decide on a man and he turns you down, he is straight or blind."
"Love you dad, got to go."
I felt wonderful, I made sure my posture and the walk was good extra practice, I made sure the voice I had been practicing was good, quiet, and seductive, and I made sure my new low-heeled shoes would not trip me up.
I had an Uber driver pick me up and just smiled at the look he was giving me. He checked me out from head to toe while opening the door for me.
Even though it was a close drive I paid him $20 for being so polite.
I took a deep breath and walked in and headed for the bar. I could see heads turning to look at me and it emboldened me.
I ordered my first drink and chatted with Bill the bartender, we had become friends and he knew I was a male crossdresser. He told me I was the prettiest lady in the room.
He would shake or nod his head at me when suitors approached me. I was friends with a few of them so I knew they had my back.
After an hour past, Bill came over and interrupted my chatting with a promising young man and handed me a note.
He nodded at me and winked. I knew he was taking care of me.
I excused myself, went to the Ladies bathroom, I learned to make sure I went in the proper one, and read the note.
"There is an older man, mid 50's, nice looking would like to meet you. He is a client that comes in here whenever he is in town and usually walks out with the hottest guy in here. He is at the other end of the bar where you were standing and has a blue jacket on. I think you will like him."
I walked back in the bar, got my drink, and looked over at the guy Bill wrote me about. He looked good for his age and when he looked up at me, his smile won me over.
I gave him a smiling nod and he came over to me. "Good evening, my name is Raymond, you are?"
"I am Dakota," I said moving my hand out toward him.
He reached, took my hand, and kissed the back of it. I was now fully interested.
"I come here when I am in town and look for special people, I think I just met the most special person I ever met. Would you like to find a table and get to know each other?"
"I think you have captured my attention sir, yes, I am interested." I said smiling back.
"I already know I like you more, you are polite, there is a table I had held for me in the corner."
We sat in the same corner I met James in and it made me smile, "So far, good things have happened meeting someone at this table," I thought.
We chatted for a while and had a few drinks and Raymond asked, "Can I invite you to my room?"
"Yes, you may, and I might even follow you. You do know I am a male crossdresser?" I teasingly replied back.
"One of the hottest I ever met," he responded back and held out his hand for me to hold.
We took a taxi to a very nice hotel and I was impressed.
"What a nice place," I said.
"Wait until you see the cottage," he laughed. "The privacy and creek side views are astounding.
We got to the cottage and the view took my breath away, I turned, looked at Raymond and fell into his arms.
We kissed for a while and I could feel my blood rising. This man was no rookie, he knew how to kiss with a passion to light up a person.
He took off his jacket and as we embraced again, his lips met mine and we kissed again. During the kiss he had unhooked my dress and it was falling to the floor.
He removed his shirt and pants during our kiss and the size of his cock through his silk briefs, lit my passion to another level. He was every bit as large as my dad.
He stepped back, looked me over and said, "You are absolutely beautiful in your lingerie and corset, you did a great job matching your wear."
He took me to bed and made love to every inch of my body. I had no clue how good this could feel. I never had my toes sucked or areas of my legs sucked on lightly and I was in sexual heaven when he got to my anus and started teasing it with his tongue.
