This is part two of the story "A Diamond in the Rough". If you like it, rate it, or comment on it and let me know. I will gladly write another part to this story if you readers so desire. So really, it's up to you at this point.
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Part Two
God, that was incredible I thought. I had just watched my brother give head to a large dildo and finger his tight little ass, and it was all for my enjoyment. I no longer worried about what to do. I knew what to do now. I wanted to take this from a little playing to something very real. The only problem was figuring out how.
I sat for a moment, with the screen captured image of my brother in his girly clothes showing on the screen. I slowly slid my mouse over the "send message" button and tried to think of something to say. I finally figured typed out, "Thanks Jill. You're the hottest girl I've seen in months. Hope we can get together some time soon." I ended it with a wink and wondered what that night would bring.
I had to find a way to get out of the house before he got home. I wanted him to see the message first. I wanted him to know I'd seen the movie and loved it. I wanted him to know that I wanted to slide my cock in that plump little ass of his. I had some time though before he got home. What could I do to make sure we had some fun?
I decided I would leave him a note in the house. Something on the counter maybe, or maybe the little table by the door. Yeah, that's what I would do. A note on the table saying I'd gone out for a bit but would be back soon. Maybe hint to him having a message on his profile. No, no, way too obvious. Maybe he would just check it on his own. I couldn't really count on that though. Then I figured it out. He must have those clothes somewhere in his room. I decided I would go through his girly clothes and lay out an outfit for him. If all went well, he would see them on his bed and get the hint to put them on and let me see 'Jill' again.
Off to his room I went. As I walked through the door I looked around a bit, scanning his room trying to figure out where he would keep his clothes. He said he didn't want mom to find out, so I didn't think he would have much of a selection, plus, they would probably be hidden. So, where would he hide them?
First I checked his dresser. That's where I hid condoms in my younger days maybe that's where he would put his girl clothes. I sifted through the drawers looking for anything that might be a hint. Unfortunately I came up empty handed. I thought about checking under the bed. He had a plastic tub of some sort under there, with the corner poking out a bit. Maybe they were in there. If he was in any kind of a rush when he made the video, he may have left it out a bit. As I stepped toward his bed and got ready to rummage around for his clothes I caught a whiff of perfume.
It was quite good actually. Not too floral, more fruity in scent. I looked around a bit trying to figure out where it was coming from. Then it hit me, I was so stupid, of course it had to be the closet. I opened the closet and peered in. Before me hung a few t-shirts, a jacket, and a few shoes sitting below them. I slid the shirts to the sides trying to see if there was anything hidden behind them. There were a couple boxes sitting behind the shoes hidden by the clothes hanging in front of them. This had to the spot. I pulled one of the boxes out and opened it. In it were more panties than I had ever seen at one time. There were dozens of pairs of panties. I was shocked at how many he had collected. He must've been collecting these for a while because there were far too many for a casual trip to the lingerie store.
I picked up the first pair. They were boy shorts; white with pink bands on the waist and at the legs. They were very cute. I held them for a moment, holding them up in front of me as though I was studying some fantastic discovery. I looked down to see what else was there and saw a pair of what looked like silky black panties. I dropped the boys shorts and my hand shot for them. I pulled them up and realized they were a pair of black, slightly see through, Brazilian cut panties. These were definitely hot. Now, what about the rest of the clothes? I threw panties on his bed and got up to get the other box.
In it were tops and bottoms, a few bras. I quickly rooted through looking for a black bra to match the panties and found one that could've easily been part of a set with the panties, they were definitely in. As I through that to the bed I considered the rest of the clothing. There wasn't much a selection in truth. There were far more panties than anything else, so I had to think of what I wanted to see him take off later. Skirts were a must, so again, I scrounged around seeing what he had. There was one that stood out. A simple dark red skirt, but very short. I was so shock by the length, or lack thereof that I actually held them up to myself trying to figure out how the hell he could wear them. The thought of how he did it left my mind as soon as I realized that it would provide little to no coverage, but it would be such a hot cock tease to see him wear it. I of course, threw this on the bed.
Now for the top! There wasn't much to choose from. There was a simple button up, white shirt. It wasn't bad, but didn't fit the red of the skirt that well. Then, I saw a simple, small, black wife beater. That would definitely be the top. It was a thin and tiny; perfect for sexy little 'Jill'.
I had the outfit, so I took the boxes back into his closet and straightened up his clothes, laying them out, sort of presenting him with my top choices. Now that that was done, I had to figure out what else I was going to do to prepare. I still had to think of a note and get myself out of the house so he could discover the clothes I'd chosen. So I went downstairs to root around for some paper. I grabbed a pen out of the junk drawer, but I was drawing a blank. What the hell was I going to say? I finally decided I would just say that I was running to the store to get a few things for dinner and would be back soon. If he checked his profile, he would get the drift. Even if he didn't the clothes would make things pretty obvious. This was going to work. How could it not? He clearly knew I was fantasizing about him, and he was clearly fantasizing about me, it was a sure thing.
After sorting all that out, I took a shower, ate a bit of lunch and watched some TV for a bit. I just had to kill some time at this point. That afternoon seemed like the longest of my life. I wasn't this anxious since I met 'Jill' for the first time. Something was on TV but I had no clue what it was. All I could do was watch the clock and wait for my time. Finally three rolled around and I knew I wouldn't have much time to get out of the house before he got home. I grabbed my scribbled note and left it on the table by the door as I left the house.
I walked to my car with fantasies about what would happen that night racing through my head. I was on autopilot the entire drive to the store. I pulled into a spot, parked and got out without realizing I had arrived. As I walked the aisles the only thing competing with the vision of my brother's head bobbing up and down his big dildo was the thought of what the hell I was going to get for dinner. It couldn't be anything I would have to cook soon. I intended to have a very kinky time as soon as I got home, so it had to be something that could just sit for a while. I ended up getting burger meat, buns, and some chips. Not exactly a sexy dinner after some wild sex, but it served its purpose. As I checked out, the thought hit me that I may not have given my brother enough time to get home. That would fuck up everything. The anxiety was hitting again. I ended up taking a long route home. It was a rather ass backwards way to go actually. I had to go in the opposite direction and essentially make a big ass circle. While that was annoying considering it was a busy time to drive on the weekend, I couldn't have cared less. I wanted to be certain my brother had plenty of time to get in his sexy little outfit I picked for him.
As I rode down my street I saw his car in the driveway. My heart started racing as I pulled in behind him. I was so close. I felt like a teenager about to feel up a girl for the first time. I took a deep breath and stepped out of the car grabbing my few bags of groceries. I closed the door and started for the front door. My hands actually shook a bit as I turned the key. Would he be waiting for me? Would he be in the clothes I picked for him? I had no clue what to expect, but I loved it.
I walked through the door and looked around to see if he was nearby. The hallway was deserted, so I walked into the kitchen and threw the chips and buns on the table as I stepped for the fridge. I looked around, peeking into the living room as I put the hamburger in the fridge. Where the hell was h? I called out his name to see if he would answer. I got nothing of course. I walked into the living room saying his name hoping he would say something. No one was there. God damn, he is a good tease.
I walked over to the steps; he must be in his room. I started up the steps, but stopped when I heard a door opening. I huge grinned streaked across my face when I realized he was coming down stairs. I called out his name one more time, but was greeted by a feminine voice. 'Jill', I thought, must be coming to see me. "He's not here right now, but I am" the voice said. I closed my eyes and took a deep breath. I was ready. I know I said I was ready for anything, but now, I was really ready to make this happen.
