Chapter 4

Last summer turned out to be serendipitous (that's a word my teacher says means that good things just sorta go your way). First, I turned fourteen which meant high school awaited. No more being looked down on and made fun of because I wasn't even in high school.

I thought, when vacation began, that it might be fall before I could gain more experience at the fine art of seduction. Boy was I wrong.

Brad Williams, one of my best buddies, came through big time. His older sister Vanessa, a college freshman, was home for the summer from college. I had always thought Vanessa was hot, but before, I considered her simply out of my league. Color had never made any difference to me, so the fact that Vanessa and Brad were from a black family didn't deter me at all. In fact I, like everyone else, had heard the stories about black guys being hung like horses and black girls being too hot for white guys to handle, so, if anything, the fact that she was beautiful and black just increased my interest.

I had confided in Brad that there was an older woman I wanted to lay (I wasn't going to tell anyone it was Mom) and that now that I had experienced several of the girls at school I wanted to move on to older women to gain some experience.

"How much older?" he asked.

"Well, I eventually want to lay a woman in her thirties," (Mom was just twenty-nine but I didn't want to be too exact because Brad was no fool).

"Hmmm," he mused as we sat sipping cokes at the mall food court. "I might be able to hook you up with someone. She'll be twenty in a couple of months."

"Good looking?" I asked.

"A lot of guys think so."

"Well, don't keep me in suspense. Who is she?"

"My sister."

"Vanessa?" I asked, incredulous. "what makes you think I could make it with her?"

He smiled. "I overheard her talking to her girlfriend on the phone last night. Vanessa's only done it once and that was in the back seat of a car all cramped up and everything. She said she hated it. The girlfriend said she just needed the right guy in the right place to make it great. Now Vanessa's pretty shy, in fact I'm surprised she even did it that once, but I sort of feel like her girlfriend, she needs a really good screw to bring her out of her shell. What better choice than my best friend? Of course, you hurt her and I'll come looking for you," he said, punching me lightly in the arm.

"Hey, I'd never hurt a girl. You know me better than that."

"So, then what say I set you up? Look, Mom and Dad are out of town this weekend. Anniversary. The two of you can have the house to yourself. I'll make myself scarce."

"You really think she'll go for it?"

"Hey, she might be my older sister but she trusts me. I can convince her to meet you. You take it from there. Why don't you come over tomorrow night, say about eight?"

"Well ... sure. But, are you sure you're all right with this. I mean me nailing your sister?"

"Hey, like I said, she needs it. As shy as she is, she's never gonna find a boyfriend. You give her as good a lay as you did Wendy and Ginny and she'll be fine."

"Okay, I've got to admit, from what you tell me, she must be hot."

"Then be at the house tomorrow night at eight."

At eight the next night I was ringing Brad's doorbell.

"Hey, Darin, come on in," he smiled opening the door and motioning me in.

We walked into the living room and I thought my knees would buckle. There stood (aside from Mom) the most beautiful girl I've ever seen. Vanessa's face was a vision of loveliness. Sharp high cheek bones and large glistening brown eyes you could get lost in. Her lips were moist, pouty and inviting and her timid smile could melt the ice caps. This was on top of a body that made the other girls I had been with look like boys. Full breasts, slim waist and hips to die for. Add to that the most curvaceous of legs and it all added up to a girl, no, woman, who would blow anyone away. For an instant I was sure I was in over my head. This girl could have any guy she wanted so why would she fool around with someone almost five years younger? Then I remembered what Brad had said about her shyness. She wore a pretty mid thigh pleated dress, stockings and heels, a touch I was sure was Brad's idea. She was a knockout, but even so her eyes held mine only an instant before casting away, a sure sign of her lack of self confidence. I might not yet rate as a Romeo, but I had been with enough girls to know I had a pretty good chance if I played my cards right.

"Vanessa, this is Darin, my best friend. Darin, my sister Vanessa."

I had heard Brad talk about his sister on several occasions but I had never met her until now.

"Hi, Vanessa."

"Hi," she answered in the quietest of voices.

Brad decided to make his exit. "I wanted the two of you to get to know each other. Darin is popular with the ladies and Vanessa has a little trouble meeting guys."

"Brad!" she chided.

"Not because you aren't beautiful, Sis. You just need to get over that shyness and realize what a real catch you are. Darin here is just the guy to..."

"Uh, yeah, thanks a lot," I laughed and I noticed a shy smile on Vanessa's face as well.

"Anyway," continued Brad, "I told Larry I'd met him at the arcade. I did tell you I was staying over at his house tonight, didn't I?"

"You told me," she said.

"Okay, you two knock yourselves out. See you in the morning, Sis."

"Uh ... Brad..." she started and for a moment I was afraid she was going to ask Brad to stay.

"Yeah, Sis?"

She looked to Brad, then to me and back to Brad.

"Uh, nothing, I guess. Have a good time at Larry's."

"Right!" He smiled, turned and was out the door.

"Would you like a Coke or something?"

"Sure, if you'll have one with me."

She returned with the soft drinks and we sat down, she on the couch and me in a chair. For the next several minutes we chit chatted about insignificant stuff, her first year at college, my being on the soccer team and such. I could tell that, at first, she was pretty uncomfortable, but as we talked she seemed to relax and even laughed at a funny little story I told her about something that had happened the last week of school.

There was a momentary lull in the conversation so I decided to ease into something a bit more personal.

"Brad told me he had a pretty sister, but I don't mine telling you I was floored when I walked in. You're gorgeous, Vanessa."

" ... Thank ... thank you. Brad says I'm too shy, especially around boys."

"Don't know why you should be."

"I ... I've always been that way. Boys scare me."

"Why?"

"I'm not sure. I guess I'm just afraid I'll say or do something that will embarrass me -- that will make them think I'm dumb -- not in their league."

"Mind if I make an observation?" I asked.

"Not at all."

"You've got the looks to be a model. No guy is going to be disappointed in that regard and from talking with you these last few minutes I can tell you're intelligent and very sweet. What guy wouldn't want to be with a girl like that?"

"You ... you really think I'm... ?"

I walked over to her, pulled her from the sofa an held her in my arms.

"I think you're great, Vanessa."

I could feel her melt into my arms. I was guessing but I bet that was the first time a guy had ever told her that. I was sure there had been lots of compliments on her looks but no one had ever taken the time to see beyond those looks. She needed reassurance that there was something else she had to offer besides good looks.

I had hit my growth spurt last summer so I was already a little taller than Vanessa. She looked up into my eyes and we shared a long moment.

"Look," I said softly, "If you want we can just..."

"No, it's all right. I know that Brad had the same talk with you that he had with me. I know I need to come out of my shell. It's just that ... I'm scared."

"Scared?"

"Yes, scared that I'll disappoint you."

"Vanessa, I don't think there's any way in the world you could disappoint me. Uh, you don't have horns growing somewhere I can't see, do you?" I asked, smiling.

She laughed.

"No horns, I promise."

"Then what say we dance."

"Oh, I'm a horrible dancer."

"I doubt that," I smiled as I nudged her to put on some slow, romantic music.

She was a bit awkward at first but I held her tightly and we swayed to the music as much as danced. I could feel her breasts against me and even through the dress and bra her nipples harden as I drew even closer. That got a reaction from me and for a moment I thought she might break away but she didn't and we continued to enjoy the feel of each other.

"I can't imagine why guys aren't all over you," I whispered.

"I ... I know I'm shy. Brad says I need to open up, let myself go."

"Sounds like good advice to me. but you want to be sure its with someone you really like. Don't do it if it doesn't feel right."

"You mean like us?"

"Exactly. Look, Vanessa, I'm going to level with you. I truly think you are a beautiful and intelligent girl and yes, I'd love to make love to you. We both know it's the reason Brad got us together, but I'm not looking for any kind of relationship and I don't think you're looking to get involved with someone in high school either."

She nodded. "I ... I don't know much about making love. The only other boy I've ever done it with was just after one thing and when he got it that was the last I saw of him."

"Not very enjoyable?" I asked, not wanting her to know Brad had told me the details.

"Not at all. I guess that's been a major reason why I haven't been all that thrilled about doing it again. And too, I once overheard my neighbor tell her daughter that women aren't supposed to enjoy it. They just do it for the guy."

"That's crazy! Women can enjoy it just as much as men." I kissed her lightly on the neck and felt her respond. "Let me prove it to you. I promise you won't be disappointed."

"But ... but ... I don't know how ... I mean I know HOW, but I don't know anything about ... well, foreplay and what a man wants from me and you say I'm supposed to enjoy it too, but how do I do that?"

"Vanessa, I don't pretend to be a Don Juan, but I am a bit more experienced that you. I can teach you all those things ... if you say yes."

My hands went first to her waist and then embraced her, one hand going to her back and the other to her hip, both drawing her even closer. I knew she could feel my erection even through both sets of clothes.

"Darin, I'm just not sure..." she started but my lips covered hers and I must admit that, other than Mom's, those were the softest, wettest, sweetest lips I've ever tasted. For one small moment she made as if to push me away, but there was no strength in her arms and as our lips melded, her body melted into mine.

"Darin, I can't. We shouldn't," she breathed but any initial resistance had faded to nothingness. When my tongue met her lips wanting entry, her hesitation was even less and those gorgeous lips parted, my tongue was suddenly inside her, she moaned, and we both began drinking heavily of each other.

One thing I had learned in my earlier conquests was that seduction was multi-fold and needed coordination. So as our lips and tongues feverishly played over each other my hand that had been on her back crept steadily to caress her breast while the hand on her rear squeezed a tender yet firm buttock.

Vanessa was getting hot, her breathing coming in gasps and I could feel her heart pounding. She squirmed in my grasp but made no attempt to back away. Those eyes, those wondrous orbs of brown looked into mine. "Darin ... are you sure?"

"I've never been more sure of anything in my life," I answered.

My hands went to the clasps at the back of her dress. There was a slight pull as each clasp came undone.

"Dar--in," she whined as the last clasp gave way and the dress began slipping from her. She caught and held it in front of her, those eyes again searching mine for a sign.

"It's all right, Vanessa. I promise we won't do anything you don't want to."

"Oh my God, Darin," she whispered as I found her bra hook.

A little help from me and the dress fell in folds at her feet. I slipped the straps from her shoulders and she made as if to catch the bra as she had done the dress, but another kiss and her arms came around my neck. The bra caught between us briefly then joined the dress at her feet. I could sense she was already highly aroused but even so, as I stepped back to admire her, her hands came up to cover those lovely globes, symmetrically perfect with extremely dark areolas surrounding the most luscious of nipples which now stood absolutely erect. This time it was i who caught her eyes and a silent nod was all it took for her hands to drop and reveal those sensuous breasts. Another moment and we were again in each others arms.