Ava
Teaching him what he needs to know
I prefer to leave out the blow by blow details in my tales. If you want that type of story there are many on this site that will satisfy those needs.
Part 1
Friday night and we were cleaning the kitchen after dinner. "Can I fuck you?"
"What...No...Why would you ask me that?"
Sunday night and we were cleaning the kitchen after dinner. "Could I fuck you tonight?"
"Are you nuts? Stop asking me that."
Tuesday morning and heading out the door to school, "After school I'd like to fuck you."
"Damn it Charley. Stop asking me. We're not doing that."
Thursday evening while watching the news, "This is boring let's go and fuck."
"For the last time I'm not doing that with you. You're my brother it isn't right. So just stop asking. Forget it, understand?"
Saturday afternoon while cleaning the basement, "Please Ava, let me fuck you."
"OK...What is wrong with you? We can't do that. Do it with your girlfriend, for pity's sake." Long pause. "Wait a minute is that the problem? Fancy won't? You're horny and she's not willing. Why not just do what boys do when they need relief?"
"I think girls do that to. I can hear you sometimes...At night...When it's real still in the house."
"Enough. I'm not having sex with you. The subject is closed. Period...Understand?"
Part 2
Friday night a week later "Can I ask you something?"
"You're the smart one. I'm the pretty one. It'd be better to ask you of your professors."
"No, that's not a good idea. You'd be better at helping me with this."
I relented and said I would help if I could but he really should ask someone with more knowledge than me. Well it turns out I did have the information on the subject that my brother needed. You would think that being the same age and all we'd both have the same amount of experience in the subject. Not true it seems.
It appears that his girlfriend was suggesting that they take their romance to the next level and poor Charley was afraid that he might not be able to satisfy her. Questions and answers flowed for the next hour or so. Thankfully our parents were gone for the weekend. It seems Fancy had been taking his hand and placing it on a breast as they were kissing, over her clothes. Then she would put her hand on his crotch and squeeze him a little.
"So let me get this straight...You've never touched her bare boob? Is it possible that is all she wants? How about you slip your hand up under her shirt and just do it? Touch her there. You'll find it's kind of neat. "
The problem with the bra came up. I told him he could just push it up and out of the way or better yet reach around and unhook it. I tried to explain how it worked and finally went to my room and brought out one to show him. I pulled it tight and let him try. He fumbled around and after a little struggle managed to get it undone.
"Could I maybe see if I can do it for real?"
"What on me? I don't think so. That would be weird."
He begged, I agreed. This was so wrong. "No kissing, understand? Just hug me and reach around and get under my t-shirt and do it."
The operation was a success and the patient survived. Actually it felt kind of good, especially when his hand came around and touched my side boob a little. Afraid of where this was headed I called a halt and headed off to bed. Unable to sleep I ended up using my vibrator.
Part 3
It was a week later and I had to ask, "Well, how was it going with Fancy? Is she happy now? You're doing things with her boobs?"
"Well kind of, I did what you taught me and she seemed pleased. But then she tried to take her blouse off and I got nervous and told her I had an early class and we should probably call it a night. What was I going to do if she really did that? Showed her bare breasts? To be honest it scared me. I knew I would be expected to maybe kiss them or something."
I had a real problem. My brother was a hopeless case. How could he grow up with the internet and everything and not know what every other guy knew. "Oh crap. Here I'll let you do this one time. You're a complete moron ya know that right?"
I started to pull up my shirt. "No wait...You do it. Take my shirt off me. Good, now the bra. Reach around like I told you and do it. All right now pull it off and toss it out of the way. Not too hard was it? Now look at my tits for a moment, nothing special right? That brown circle is called areola and then the nipples of course. Just liked a man has except we've got a bit more body to ours. Most have bigger ones than mine but I like what I've got. I can go braless if I want. I'm a b size. Looking at Fancy I would guess she's a large c. They run all the way up to humongous, like gg even."
"I can't believe I'm doing this. Touch me. No, touch my tit stupid. Gently, ya like that. Kind of squeeze it, not too hard. It's not a melon. Ok...now kiss the nipple. Good...now give it a little suck. Umm...Perfect. Now the other one, you gotta pay equal attention to both of them. While kissing and sucking one hold and caress the other. Don't let it get lonely. Some girls like their nipples squeezed and pulled on. Not me, ya have to try it and see how she reacts. Try licking around the areola. I love it when it's done. Makes me feel all tingly and stuff. Ok...Enough...Stop now. You got it." Another night with the vibrator, this was getting serious.
Part 4
"Thank you Ava. I did everything you showed me. I thought Fancy was going to never let me stop last night. We're even going out again tonight. She said if I played my cards right she'd no something special for me. What do you think she means?"
"Well...I expect maybe she might return the favor. You said she's squeezed you pecker before. Over your pants, maybe she's going to do more?"