My Sister My Tutor

Hi, I'm Daniel, this is my sister Danielle and this is my other sister D ... hey wait, I only have one sister. I guess back then matching names were kind of cute to some parents and we had some friends with matching names. It got kind of confusing when we were together and someone called out to us because we didn't always know if they were calling for Danny or Dani. Despite the fact that she was almost three years older, there was enough of a resemblance that some people thought we were twins. She got the looks and I got the ... well ... not really much.

We lost Mom and Dad sort of early in life and got to spend time being shuffled around between relatives. When Dani got the chance to go off to school, she did it in a shot. By the time it was my turn to go, she was headed back home and got her own place. I did OK in college, but not great and couldn't get a decent job right away. Dani's house wasn't huge or fancy, but she had a couple of spare bedrooms and let me move in. I even had my own bathroom for the first time ever. I picked up a few jobs here and there to help her with expenses.

Dani was dynamite. My big sister had the body of a swimsuit model and every guy in town wanted a chance with her. A lot of them got their chance too, but after a couple of years she started getting pissed off at them and pretty much shut down dating. She was running a business from home and really didn't need to go out much.

We got along a great and we'd get pretty frank with each other sometimes. One night she got into it all with me telling me all the guys wanted to do was get her naked and play games. None of them showed any real interest in her either as a person or a successful business owner. All slam-bam-thank-you-ma'am and they didn't even all do the thank you part. She wasn't happy and had begun to get cold turning into a real Bitch with a capital B. I even bought her a necklace that year for her birthday that had a pendant engraved " I'm not A Bitch, I am THE Bitch! " She loved it and laughed her ass off, but she wore that damned thing all the time.

I kept trying to date, but I'd get shut down after a few times and never really got involved with anyone.

One night while we were trying to watch something on TV that wasn't really getting our attention, we started talking about all kinds of things. She poured some wine for us and asked if I wanted her help with something. Dani was a hell of a big sister in that way and if she thought she could help, she'd go out of her way for me. I just didn't realize how far.

"Listen, I ran into Vicki the other day and we had a long talk."

Now, Vicki was the last really cute girl I'd gone out with, but she called it off a few weeks earlier.

"Somehow we just clicked like old college room mates and from what she told me, you were doing some of the same things guys were doing with me. She told me she felt you were into her for your own reasons and not really paying attention to her wants and needs."

Now this kind of sucked, because I thought I'd gone all out for her.

"What the hell Sis, I did everything for her. I bought her stuff, I paid her bills, I took her places she wanted to go."

"Yeah, that's just it. You opened your wallet to her, but not your heart and mind. You paid for her stuff, but you didn't pay attention to her."

I guess I looked at her with a puzzled face.

"If you want my help, you've got it, but you have to do as I tell you. You have to listen to me and do what I say, no matter how much it might shock you."

"What are you talking about?"

"Dan, if you want my help, take a sip of your wine at the same time I do. Keep in mind this is almost like a blood promise and there won't be any going back. If it doesn't work, or you're uncomfortable with the next few minutes, you'll probably have to move out and find a new place."

This seemed quite serious for her and we locked eyes. I thought for what seemed like an hour before I saw her raising her glass to me as a toast.

"Dan, if you don't want to, that's fine too. We'll go on as we have been and you can stay here. But you'll probably continue having the same troubles with women and get shut down the same way guys did with me."

I had no idea what the hell she had in mind, but I really did trust her and I valued her judgment and advice. I raised my glass, clinked hers and we both drank the glasses empty.

"OK," was all she said with a deep sigh as she stood up.

Dani pulled her sweatshirt off over her head and dropped her sweatpants and stepped out of them. She was in a light cotton bra and panty set and some fuzzy socks. Another deep breath and those were all gone. My sister is standing in front of me nude and I'm flabbergasted. Was it the wine? Am I drunk and hallucinating? I was almost looking around the room trying to avoid looking at her, but holy crap was she ever a doll with a terrific body.

"Dani, what the hell are you doing? You're my sister"

"Yes Danny, I am and I love you as a brother. Now stand up and look at me. I want you to look at me, all of me. I want you to study me in close detail."

She turned around slowly and let me look at her from all angles for close to a half an hour without saying anything else.

"OK, that's enough for now. Go to bed and we'll continue in the morning."

She gathered her clothes a headed to her room.

Sleep? Is she nuts? How the hell was I going to sleep? Some how I did though and the next thing I knew was the smell of coffee brewing and cinnamon rolls baking. It had to be a dream. A very weird dream. It didn't happen. My older sister did not strip and tell me to study her naked body.

Sis was fumbling around in the kitchen wearing a full length bath robe as she bitched about me getting up late and a few other things. Then out of the blue she asked me a question I wasn't prepared for.

"Where are my three moles?"

"Excuse me?"

Here voice was almost commanding, "Where are my three moles?"

"I don't understand."

"Dan, you stared at me naked last night for a half hour. I told you too look close and study my body. You should have been able to tell me where my moles are without thinking. Now run it back through your mind and try to recall where they are."

I was drawing a blank but mentioned her shoulder.

She almost sounded mad. "Dan, this is the shit you have to get passed if this is going to work. You have to pay more attention. Now one last time, which shoulder and where are the other two?"

I just couldn't answer.

"Fuck, you're like all the rest of the assholes out there. You were probably staring at my tits all the time and not paying attention to what I asked you to do."

Well, she wasn't exactly wrong, but not just her tits as fantastic as they were.

In a huff she untied the sash of her robe and took it off.

"Left shoulder, on the bottom of my right breast and here," her finger directed my eye to a small brown spot at the very top of her inner thigh, just immediately below her crotch. My sister was telling me to look at a place that's not normally for brothers to see.

"Now get out of here and go to work, we'll talk more later." She grabbed her robe and coffee cup and left the room. I heard her bedroom door slam shut.

Well, OK it was a long day at work for sure and I didn't get home until after dark, which was coming later this time of year. I went to my room and got undressed and grabbed a robe then headed to the kitchen to look for something to eat.

"Hey good you're home. Hey look, I'm sorry I got mad at your this morning."

"It's OK Sis." I turned around to see her standing there naked again.

"Sorry to surprise you, but I'm going to be naked most of the time from now on and I need you to get comfortable with it. And this too."

She reached for the belt on my robe and pulled it off me, leaving almost me as naked as she was except for my shorts which she yanked down to the floor.

She grabbed a salad and sat down at the table to eat. "So, how was your day at work?

I sat down and we had a fairly normal chat.

"You're still looking at my tits aren't you? Describe them to me. Tell me in your own words what they look like."

I tried but I'm not sure I did well enough.

"Dan, they're breasts, not grapefruits or any other fruit. They're a very special part of understanding a woman and she needs to know that you take them as seriously as she does. C'mon let's go to the living room and catch some tube. "

I followed her down the hall and we sat on the couch facing each other, her leg hooked underneath her. She grabbed the remote and flicked the TV on, not really paying attention to the programming.

"Tell me how I looked walking down the hall. How did my ass move?"

I really couldn't say as I just wasn't paying attention. Some of these incidents and questions were making me uncomfortable. Why was she always asking me watch her naked body and describe it?

"Danny, you have to know these things. A woman has to feel she is the center of your world. She has to think she's your everything. But she can't feel you're obsessed with her either. What I'm doing here are trust building exercises and if you want to learn you'll pay more attention to my instructions."

I was starting to pick up on the fact that she really was thing to help, but in a very unusual way.

"Now place your hand on my breast."

I did as she instructed and tentatively placed one hand on her not really sure I should be.

"That's fine, now feel it. Don't grab at it and feel me up like a back seat date. Caress it gently. Knead it and describe how it feels. Is it soft? Is it supple? Is it firm? How about the weight as you heft it from below a bit? How does my skin feel? Are there any flaws or hairs? When you run your finger over my nipple, how does it react?"

I was beginning to get the idea and did much better than before.

"That's very good Dan. Now get your mucky little mauler off your big sister's tit and watch some TV with her. There's a lot more to a woman than that and I expect you to learn it all."

Before we went to bed, she repeated the body inspection process reminding me to be thorough. Were there any other moles to be found?

Morning broke and she appeared in my bedroom doorway naked.

"When I was a kid, I got bit by a spider. It took a long time to heal and I still have a scar. Think about it and tell me where it is when you get ready to eat breakfast. You've seen me nude enough now, you should know where it is if you've been paying attention."

She walked away and I could her getting coffee ready.

As I entered the kitchen I approached and put my finger on a spot behind her right knee.

"That's very good Dan and that feels wonderful."

I had a feeling I was supposed to remember that spot as it also seemed to make her nipples react.

Work was OK, but I was distracted for some reason. I rushed home to see what she had in store only to find her busy at her desk She muttered something about a big project that got changed at the last minute that she needed to finish. She told me to whip up some dinner and she'd be there when she could. Took her almost an hour to finish and we scarfed dinner down. Then she told me she had to go back to her room for a minute and to meet her by her door. When she came out she was wearing some very high heels, the kind I hadn't seen her wear in a long time. She told me to follow her to the living room again when she handed me a glass of wine as we sat down. Somehow, she managed to place one of her feet in my lap and since we were always naked now, that meant it was essentially resting on my cock which did not fail to take notice.

"Now, tell me how my body moved as I walked with these on and compare it to last night without them."

I did my best describing what difference I could she in her stride and the changes in the shape and tone of her calves and buttocks. That wasn't enough though, she wanted more, but said we'd wait for the next time. Then I mentioned how her long hair seemed to sway differently and she smiled.

"That's very good. You're learning."

All this time her foot in that shiny black spike heeled had been moving in my lap and she'd been watching my reaction.

"These have an amazing power not only on the woman wearing them, but on those around her. They not only change the way she looks, but the way she feels. They can be uncomfortable, but the pay off can be worth it. She feels more in control and she knows she commands attention."

She was looking at my cock grow and begin to leak at the tip. She grinned almost a devious way. Then she told me to get down on the floor and face the couch. She turned and put both heels on the floor as she slid forward on the couch as far as she could. She opened her legs quite wide and motioned for me to come closer. She ran both hands to her inner thighs.

"This is Kitty. I need you to study her very carefully. Watch her and see how she moves as I breath. Describe her to me as if I was blind and unable to see her in a way that I could visualize her. Tell me her every detail. Get as close and you need to without touching her. Describe her aroma."

As I did so, and talked about the color of her pubic hair and other details, I could see her beginning to glisten and there was some visible swelling. She ran her fingers over herself and rubbed her slit. My sister was masturbating within a foot of my face as I studied her motions. Suddenly she stopped and stood up abruptly taking note of my equal arousal. She kicked her heels off and started for her room.

Pointing at my cock, she said, "You go take care of that. I'm going to take care of this" and she was gone.

The next morning she sheepishly admitted she had gone a bit farther than she had planned and asked me if I was OK with it. I assured her I was and thanked her for what she was trying to do.

"Good, because I have more plans for today and I wanted to make sure you'd be ready for them."

It was the weekend and neither of us were working, so we did some housework and a little yard work. Front yard of course meant wearing much more than our smiles.

By afternoon we were ready for a break and the bright sun offered her a chance to do some tanning. She invited me into her room and laid out several swimsuits she was trying to choose from. The back yard was private so I was a bit confused.

"Little brother, your big sister used to have some of the most amazing tan lines people had ever seen. I let all that go and got this pasty pale skin tone you've been staring at recently. I've decided to try and get them back, but I'll need your help. Go ahead and pick one out. Which one do you like?"

They were all pretty skimpy, but I had to remember that she used to try to attract attention in the past. I avoided the skimpier ones and picked a basic bikini style.

"That? Really? You want me all covered up like we were at a public beach? How about this one?"

She held up what was little more than a couple of pieces of shocking pink cloth held together with a string. I didn't object at all as she put it on. It was a simple string bikini with adjustable cups and panty that she arranged so they covered almost nothing. She took a look in the mirror, smiled coyly and we went outside. She laid face down on a patio bed and and handed me a bottle of tanning oil.

"Do a good job and don't miss a spot."

I froze. Looking was one thing, but touching her? All of her?

"What are you waiting for? You don't want me to burn do you? Come one, get to it. You have to get used to doing what I say. Start at my feet and work up to my neck."

I did as she told me and went to work. Her legs and ass were beyond description. I took my time and got to her neck eventually. She laid like that for a while, then turned over on her back.

Parting her legs just a bit she told me, "OK, now again, start at my feet and work up to my neck without missing anything."

I did and I didn't. Since the bra top covered so little, about 80% of her glorious breasts were exposed an had to be oiled down with tanning lotion.

"You have great hands for a brother. Your girlfriends are going to appreciate them too someday. Hmm, I guess I probably should do you too. Here lay down beside me."

She was indeed very thorough and spent quite a bit of time oiling up my cock. When it let out its own oil she asked feigning surprise "Oh, did I do that? I'm sorry!" My gorgeous bitch of a sister had just jacked me off in her hand and pretended she didn't expect it to happen.

Sun was dropping and we went back in to our own rooms and showered the oil and sweat off agreeing to meet back in the living room shortly. She had a couple of salads ready and a protein drink. I asked her if she thought I looked like a rabbit. She laughed and told me we both looked a bit flabby and needed to eat better. The she asked me if I'd noticed anything about her. I sort of had, but hadn't really said anything.

"Yeah, now that you mention it. You look more trim in some areas. Your ribs are more defined, but it looks like muscle, not just skinny. Your back feels taut too."

"Good boy. I've been doing a few workouts trying to get my old figure back. All of this is making me feel better again and I want to look better again too for you and what's to come."

I don't know how she could look better, but I wasn't arguing. It was her body and her health.

"Now, let's talk about your kissing. Viki told me she was a bit disappointed there."

She stood up, pulled me up to her and put her arms around me holding our naked bodies together. She kissed me on the lips first then went in for the kill with a full open mouth kiss making my cock harden between us.

"Hmm, that wasn't terrible, but it needs work. We'll practice more later, but you have to get that thing down there under control. It gets too excited too easily. We'll just take a quick break and let it settle down before we continue."

She left to go and do something and returned a few minutes later, now in even higher heels than the night before. We were almost the same height any ways and with the heels she was just a bit taller than me.

"Let's see if these help."

Oh yeah they did. They helped me get as hard as a rock again.

"Hmm, I have an idea."

With the higher heels, her crotch was a just a bit higher than mine which allowed her to tuck my cock between her thighs as she hugged me close again and kissed me.

"Here, let me show you how to use your tongue a bit more."

"Feel how I move mine in your mouth? Now do that to me."

Yeah, OK Sis, whatever you say.

"OK, that was better, but I'm pretty sure you made a mess on my legs didn't you?"

I had indeed and she handed me a tissue to clean her off with a scolding look.

"You need to get that under control. If you don't, I may have to take more drastic steps. Duration is as important to a woman as technique and spilling all over the place at a mere kiss or massage isn't going to cut it. I'm trying to teach you some things and you're not paying attention. This stuff is for her pleasure as well as yours and it's the kind of thing that made me stop dating. Guys would cum too quick and not care if I did or not. We can only fake it with a guy so many times. I was in a guy's office one day bent over his desk with my skirt pulled up as he fucked me from behind. The phone rang between strokes into me. The asshole took the fucking call!!!"

Wow, my sister was telling me stuff I never suspected about her.

"I pushed back with my hips making him pull out of me and fall back in his chair. I dropped my skirt and left the office without even looking at him and I never spoke to him again. When you have your cock buried in a woman's cunt, nothing else should matter. NOTHING."

Why did she seem mad at me? Then I remembered she was mad at all guys and was trying to teach me not to be them.