Author: The Naughty Gaffer brndtag at mcn.net
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Title: Tiffany And Brian - A Midnight Ride 
Keywords: mf, petting, inc, nosex
Summary: Tiffany has trouble sleeping and her big brother offers some treatment.
The Naughty Gaffer  brndtag at mcn.net
This story is one of several about my sister Tiffany and me. We are technically step-kids since our parents married when we were both very small. I remember a time before Tiffany and that she came to be my sister as a toddler. Tiffany thinks of me as her big brother because I am part of her earliest memories. The sequence of stories means little except that the first one helps to understand our hobby? Our game? Our perversion?
I was asleep on a cold December night as Christmas vacation started. We would be out of school for a week and a half. We could get up when we felt like it; Mom and Dad would be off to work most of the time and we would get our own breakfast. Each of us had a project to work on over the break but we would also have a lot of free time. I figured we’d go sledding and do some other winter stuff, watch movies, and generally do as little work as possible.
I was sound asleep when a small hand started pushing my shoulder. “What’s up, Mom?” I said.
“It’s me, you silly,” my sister’s light voice answered. “I want you to wake up.”
“I figured that out,” I said, sitting up sleepily. “Why do you want me to get up at …” I checked my clock. “Two in the morning? This had better be good.”
“I’ve been rolling around all night awake,” Tiffany answered. “I’ve been kind of … what’s the word? The word is horny. Yes.”
“I went to bed horny too,” I said. It was hard to believe I was having this conversation. “When did you being horny become my problem?”
“When I realized I needed a spanking so then I can get myself off,” Tiff answered. Tiffany enjoyed an occasional spanking even more than I enjoyed giving it to her, but she had kept her requests to reasonable hours before this. I sat up and Tiffany acted as if she was going to come across my knees. She was wearing a flannel nightgown and I assumed she had panties under it, but it was too thick for me to tell without feeling her up. I did and she was. She giggled and said, “Can I get over your lap now?”
I decided to try a different tack this occasion. “Let’s go back to your room,” I said.
“Are you going to spank me on my bed?”
“I have a plan,” I mumbled, and I did. It had formed in my sleepy head and I hoped it would be effective. My sister is a darling and I wanted to make her happy and comfortable. Part of me said that responding in the middle of the night like this might be a bad precedent, but the situation was really out of my hands.
I picked Tiffany up like a baby. She put her arms around my neck and I carried her, a little awkwardly, through our connecting bathroom to her own room. The layout, the spanking feng shui of the room, happened to work for my plan. Her Christmas nightlight was on and her covers were pulled down. Because Tiff is small, I was able to kneel while still holding her and gently lay her on her bed. Part of me wanted to dump her on the mattress but devotion won over irritation.
Tiffany was about to hop off her bed but I put a gentle hand on her. “Turn on your tummy,” I said. She lay on her tummy and I went to the bathroom for a moment. I came back and I sat on the bed beside her. I lifted her gown way up her back. “What are you doing?” Tiffany asked.
I took a minute to enjoy the view. Tiffany is delicate and cute. Her back flowed to her round bubble bottom and her slender thighs, down to dainty calves and feet. The flow of soft, smooth skin was decorated by her pink cotton panties. There was even a Hello Kitty logo on the middle of her butt. Her panties were small and tight and well-filled with thirteen-year-old bottom. The cloth was pursed a little between the cheeks of her bottom.
I began by stroking gently down Tiff’s back with my fingertips. I worked them a little to tease and tickle her muscles. I continued spider-walking both hands down her back, across her little bottom and down her lovely legs. Tiffany giggled and wiggled as I stroked her. I did this for three minutes, according to her bedroom clock. Then I sprinkled baby powder along her back and on her legs. Again I stroked softly for three minutes or more by her clock. Tiffany’s skin broke out in goose bumps from her enjoyment. She smiled at me. “Maybe this is better than a spanking,” she said.
Next I pulled Tiffany’s panties down just below her bottom. I just like that view: Tiffany’s bare bottom (later, my girlfriends’ bottoms and now my sweetheart’s bottom) with her panties pulled just off of them. I think it’s the cutest sight available to a straight male. I suppose it may be the cutest sight available to a gay female.
I viewed this lovely sight in the soft light for a while in silence. Then I sprinkled baby powder across Tiff’s bottom cheeks. I rubbed the powder ever so softly on her skin. “Do you like that, Tiff?” I said.
“That’s lovely, Brian.”
“I want to tell you something. Now I know your bottom is exactly the right size.”
“What do you mean?” my elfin sister giggled. 
I placed my right hand completely over her left bottom cheek. “My hand fits perfectly across one side of your bottom,” I said. Then I put my hand over her right bottom. “See? It fits perfectly on both sides. I hope your bottom stays this way forever.” It would remain that way for several years, at least, until I got engaged and had to stop spanking my darling sister. By then Tiff had a boyfriend and she had taught him to do the job well.
“That’s a nice thing to say,” Tiff answered. She stopped trying to talk for a while because I was gently cupping and rubbing each side of her bottom in turn. Her end of the conversation had fallen into whimpers and giggles. I spoke softly to her as I continued this for ten minutes or more. Finally my hands were beginning to get tired and I pulled Tiff’s panties back up.
I was about to stand up when Tiffany put her hand on my leg. “Stay a minute,” she said very softly and sleepily. I saw her ease her panties back down and her hands disappeared below her tummy. She wiggled her behind in the air for two or three minutes. I knew her hands were busy, busy, busy under her, her tiny fingers playing with her sensitive pussy. When she finally pulled her hands out, I pulled her panties back up, pulled her nightie down, and covered her with her quilt. I kissed her cheek as she slid into sleep. “Thank you so much,” she mumbled.
Back in my own room, you know who was having trouble sleeping now! But I resorted to the obvious measures, stroked myself to a vigorous orgasm, and was asleep before I knew it.