My name is Joshua. I was born and raised in a medium sized mid-western city. My parents, both ordained ministers, are co-pastors of a large suburban parish. To complete our family, there is my sister Rebecca, who is five years older than me.
It was a couple of weeks before graduation. My parents were out at a church meeting and I was sitting in bed reading when Becca came in and sat down on the bed. She had just graduated from college and was home for a holiday before taking up a position as a junior associate with a prestigious law firm in Chicago.
"What's up bro?"
"Nothing much" I replied.
"Are you going to the prom?" she continued "Who are you taking?"
"Yeah, I'm going with Rachel."
Rachel and her family were members of my parent's parish. We both attended the local Christian school, as might be expected. We hadn't had sex yet; there weren't a lot of opportunities. We had petted a lot and I had felt her breasts through her bra and she had rubbed my cock through my jeans but that was all we had accomplished. I was hoping to fulfill my fantasy of losing our virginities together the night of the prom.
Becca continued "She's a nice girl. Are you planning to get into her pants following the prom?"
I almost gagged as I muttered "Whaaa".
"Don't tell me you haven't thought about it?" She thought a moment and continued "I'll bet you're both still virgins. Aren't you?"
I hemmed and stammered and confirmed that we were still virgins.
Angrily, she went on. "Oh shit. Two fumbling idiots when it should be the best time of girl's life. My first time was a slam, bam, thank you ma'am event and I won't have my brother do that to someone like Rachel."
With that she got up and walked to the door, saying over her shoulder "Get your clothes off." She closed the door and, turning back to the bed, started to unbutton her blouse. "Well, what are you waiting for?"
By the time she reached the bed, her blouse and bra were on the floor and she was bent over removing her shorts and panties. There she stood, stark naked, hands on hips and staring at me.
I was staring as well. My sister has a fantastic body; fabulous tits (I guess about a 38C), a narrow waist and flaring hips. I couldn't take my eyes off her.
"What's the matter, bro? Never seen a naked woman before?"
"Only in magazines and porno movies" I said in a barely audible voice.
She came and sat beside me.
"Look. A woman's first time should be glorious and filled with love. You've never touched a woman let alone made love to one. You'll only fuck it up, pun intended, and neither you nor Rachel will be able to look back on it with any happiness. That's no way for a girl to lose her cherry. I know. So, I am willing to teach you how to make love to a woman. If you don't want me to, just say so, and I'll get dressed and walk out here."
"Okaaay. Teach me" I stammered.
"We'll start with the basics, but first get those shorts off. You don't make love half-dressed."
I slipped my shorts off, and she looked at my cock which was getting harder by the minute. "Pretty good equipment" she said "nothing wrong with you." Then she reached down and hefted my balls and gave my cock a rub. "Yeah, they'll do."
It was a bit surreal sitting there naked with my sister while she lectured me on sex. I wanted to get right to it, but she insisted I listen first.
"Rule 1: no means no and that applies right up to the time you are about to cum."
"Rule 2: the woman comes first. By that I mean your pleasure is secondary; you make sure she is the most important person in the world to you right then. Make sure she has an orgasm before you do. If you do this, you'll never want for sex partners."