This was not going to be easy, but if I really wanted to pull off the costume at the company Halloween party, I was going to need help. While I was thin enough to pull off looking slutty, I just didn't have the experience in makeup and hair that I needed, and I would certainly need practice in heels again, as my wife had passed away three years ago, leaving me without access to her clothes and heels to practice in.
I had raised our daughter, who still lived with me at 23 years old as she finished up college, but for some reason, sneaking into her room to wear her things didn't seem quite right. However, we had raised her to be open minded, and I felt she would at least consider helping dad with a costume, and maybe some tips on what to buy. With that thought in mind, I tentatively knocked on her bedroom door.
"Donna, do you have a minute?" I asked through the door.
"Come on in dad," she replied, and I opened the door to see her room immaculately kept, as usual, with just a few things out of place, like the outfit she wore to the bar last night near the closet.
"Donna, I am not quite sure how to ask you this, so I am just going to come out and ask it," I started. "I decided to go to the office Halloween party dressed as a woman this year, but I have no idea how to do makeup, and hair..."
I couldn't even get my long-winded question out before I saw her eyes light up, and she interrupted, as she headed for her closet. "Mom told he you liked to wear her things, daddy, I was hoping you would ask me someday..."
My jaw about hit the floor as she flung open her walk-in closet doors, and started filtering through her clothes. I was actually surprised at how many clothes she had, but then again, she had been a size 8 since she was 14, and kept everything, so I guess I shouldn't be surprised.
"What kind of woman do you wanna be daddy?" she asked. "If you want prim and proper, we could go with some of the stuff I wore when I worked at the library., But...umm, I think it would be more fun to go with something like this," she said as she pulled out a pink skirt that was so short, it couldn't possibly cover anyone's ass.
I must of turned ten shades of red, but since I didn't say no, she tossed the skirt my way, and started looking through her tops. It took just seconds to find a black halter top, but she looked upset when she turned back towards me.
"Aren't you going to try it on daddy?" she pouted.
"Honey, I don't think your clothes will fit me, and anyways, I shouldn't change in front of you," I stammered out.
"Mom said you used to get into her size sixes, so my stuff should fit," she replied. "And if I am going to help you pull off being a slut, you are going to have to be comfortable around me."
I still hesitated, not sure if I had wanted things to go this way or not. After all, all I asked for was help in coming up with a costume. Or, had I secretly wanted more all along? I had to shake those thoughts from my head. I didn't want my daughter that way, and she didn't want me. All she was doing was helping me with a costume. That was all, wasn't it?
I barely shook myself out of my stupor before she took matters into her own hands. Before I knew it, my shirt was being lifted up over my chest, and off my head. I only started to stammer out in protest before her hands were at my buckle, and the zipper of my pants was coming down.
"Donna? What are you doing?" I said as my pants hit the floor, with the bulge in my tighty whities practically staring her in the face.
"Helping you change daddy, although, if we are going to slut you up, we had better come up with a girl name for you," she said smiling. "Plus, this bulge needs to go, or you will stretch out all my silk panties."
For the second time in minutes, my jaw hit the floor. Although I thought she might help with the outfit and makeup, I was in complete shock at just how open she was. And how comfortable she was around her nearly naked dad.
While I stood there dumbfounded, she got up, and went to her dresser, returning with a black bra and panty set. "Should I put these on you daddy? Or do you want to do it yourself?" she asked.
It was a question she had no intention of letting me ask, as she quickly slid my arms into the bra, and reached around behind me to clasp it. For the first time, I felt her breasts pressed up against me, but it was the fact that her groin pressed into mine that caused me to get even harder.
"Hmmm, feels like someone likes the attention of his little girl," she purred into my ear, before dropping to her knees, and pulling my briefs down to my ankles. Her eyes were glued to my cock as she had me step out of the briefs, and into the silk panties. Her face got closer and closer to it, as she slid the panties up my legs, and a look of disappointment crossed her face as she pulled them over my rock hard cock.
"Daddy, I am glad you asked me about this now," she said as she reached for the skirt. "We have two months before the party to make sure we have absolutely everything perfect for that night. This is gonna be fun to have another woman around the house again."
"Another woman?" I asked. "I think you are misunderstanding me honey, this is just for the party."
"Sure it is dad," she said mockingly, "but you need to practice so you can pull off looking like a woman for the party. And that's where dressing as a woman at home the next two months will help. I can teach you how to walk, and do everything like a woman."
She reached behind me to zip the skirt after pulling it up, and it was clear that if my ass weren't showing now, it would be if I so much as thought about leaning forward.
As she started putting the top on, she mussed to herself that I needed real breasts, or at least something that looked like breasts, to fill out the top better. I could see she was making mental notes for later, and I wondered how far she would take this.
She took a step back, and a smile came to her face. "Daddy, remember how Uncle Tim used to say that you and I looked more like twins than father and daughter? You have to look in the mirror. With the right makeup, I think you could really pass for me."
As she turned me towards the full-length mirror, I was taken aback. Dressed in the slutty outfit, I could see the resemblance even more clearly, although the lines on my face clearly showed I was the older of the two sisters whose reflection stared back at me.