Once they'd gotten comfortable about being topless around me, I finally let them talk me into joining them for a swim again. It wasn't difficult to get them into a dunking contest again, and even though I was careful not to actually put my hands on their tits, I still got enough of a feel of them on my arms and chest and back to appreciate how firm they were. Neither girl seemed to have any problems or concerns about the contact while we were playing, or afterwards.
Andrea got the promised promotion, and the pay raise that went with it.
She also discovered that she'd also acquired some additional duties — duties that made it necessary for her to work later than she liked, and more often than she wanted to. But the additional income was too good to pass up, so she accepted the necessity of the added hours.
Those additional later hours meant that she wasn't home as much, too. Rather than leave the girls on their own all the time, she asked if it would be okay for them to come over to my place sometimes, while they did their homework, or studied. With Emma and Gail both understanding that when I was working, I couldn't give them much of my attention, I didn't have any problem with that. Still, Andrea and I both made sure that the girls knew that it wasn't to be an every day kind of thing, and that the business of not bothering me while I was working still applied.
After a few weeks, it became clear that the two of them were coming over maybe a bit over half the times Andrea had to work late. I wasn't obliged to be working all that time, so there were chances for me to sit around with them — helping with their homework if they needed it, just generally keeping them company, or whatever.
I used those occasions to begin getting them comfortable talking to me about things; more than just the day-to-day kinds of stuff that usually occupied our conversations. Rather, I was interested in moving things to the point that either of them would be willing to talk to me about more and more personal and intimate topics. I started out by just making small comments about minor things in passing; then I began to include more and more subjects, again keeping my remarks short and casual. Once they were comfortable with that, I gradually drew them into the subjects; by the time I was done, neither of them was the slightest bit reluctant to talk to me about virtually anything — even to letting me know when one of them wasn't going to swim because she was having her period.
While that was going on, I was also getting them used to physical contact with me. Before, I'd always been pretty meticulous about touching either of them — ironically, for the very reasons that I was then trying to get it to happen. I'd always accepted a kiss on the cheek from one of them, or was willing to hold hands, but I carefully and patiently went about increasing the frequency and intimacy of my touches. From simply sitting a trifle closer to them when I helped with their homework, I eventually got them to casually accept a playful pat on the butt from me
— and then even more carefully proceeded to even more personal contact with them.
I really knew my efforts were paying off one afternoon when it was just me and Emma one afternoon. Gail had stayed late for some school event, so rather than sit home by herself, Emma had come over to my place to talk. It seemed that she'd been in the girls locker room after her Gym class, and had heard some of the older girls talking — about being with their boyfriends.
While she knew, at least in general terms, what they'd been saying, there was still some of it that she didn't understand. Rather than bother her mom after she got home from work, Emma had decided that I might be able to help with her questions. We were sitting at opposite ends of the couch when she began to tell me what prompted her to come over.
"When I heard the older girls, they were talking about whether or not their boyfriends made them cum. I had to hear them talk about it for a little bit before I understood that they were talking about having orgasms. I told you that Mom already talked to me and Gail about that stuff, so I kinda knew what they were talking about, but not really, you know? I mean, I've touched myself between my legs and everything, and it feels good — sometimes real good — but I don't think I've ever had one of those. Anyway, then they started talking about what their boyfriends did to them, and what they did to themselves. I understood the stuff they were saying about themselves okay, but I didn't know what they meant when they were talking about other stuff."
I nodded, and she went on "Anyway, after they were done, they finished getting dressed and went to their other classes. I don't think any of them really noticed I was there, because none of them said anything to me; usually, they tease me about having small tits or not having enough hair, you know, between my legs; and that made me start wondering if having bigger boobs or more hair had something to do with what they were talking about. I kept thinking about all of it the whole time I was at school — one of my teachers even kinda yelled at me for not paying attention. I know I should maybe wait for Mom to get home from work, but she always has to work late on Thursdays, and she's usually pretty tired when she gets home. I don't want to bother her if I don't have to, so I was hoping that maybe you could explain what those girls at school were talking about to me, so I understand. We don't usually talk about stuff like this, but I figure if I can talk to you about touching myself and all that, then it should be okay to talk about this stuff, too. So would you?"
"Well, I can, if you want. But from what you said, there was some of it that you kinda understood, but not really, because even though you've talked with your Mom and everything, you've never really done some of it. I don't know how much us just talking about it is going to help with stuff like that. Then there's the things that you said you aren't sure if they make any difference, or not. I don't think they would, but I'm not you, so I can't be sure. I'm perfectly willing to sit and talk with you like this about all of it, for as long as you want. I just don't know how much good it will do, just talking. I'm sure you would understand better if you had actually done some of the things they were talking about, but whether or not you want to… that's something you're going to have to decide. Why don't you think about it for a little bit, and I'll go get us some sodas?"
She nodded her agreement, and I got up and went into the kitchen. To give her a little more time, I didn't just grab a couple cans of soda; I actually put it into glasses, with ice cubes to help keep it cold. By the time I got back and settled myself at the other end of the couch from her again, a few minutes had gone by. I handed her a glass, and after she'd taken a sip from it, I asked "So what do you want me to help? Talking? Doing? Both?"
She hesitated only a moment before answering "I think both. As much as they tease me about my boobs and hair, I… I'd like you to look at me, and see if I'm okay. I know you think my boobs are big enough, but you've never seen my hair… you know, there. After you look at me, you can tell me if what I have makes any difference. From the way those girls were talking, and the stuff I've read, I think that an orgasm sound like it's pretty good — so if you can maybe help me have one, I'd like that. I kinda know what some of the other stuff they were talking about it, but if it's okay with you, I want to make sure I'm right. Then maybe I'll understand what else they were saying."
Even though I kept my face impassive, I was jumping for joy in my mind — I was finally going to not only see the cute little Emma completely naked, but it sure sounded like I was even going to be able to get my hands on her… and better still, for the express purpose of helping her have her first ever climax. Could life get and better?
Outwardly calm, I asked her "When did you want to start? And how?"
"I thought I'd just get naked first, so you could look at me. Then if there's something wrong, we won't have to bother with that other stuff…"
"That's fine, Em. I told you, you don't have to do anything with me. If you want to, that's fine with me; I'm not going to do anything to hurt you or scare you, because you're asking me to help you, and that's what I want to do. If anything starts to bother you, tell me, and we'll stop, okay?"
She smiled and nodded before answering "I know you wouldn't hurt me or scare me, Gary. But if I don't like something, I'll tell you."
With that, she turned and set her glass on the table at her end of the couch, then stood up. I could see that she was a trifle nervous, but she didn't hesitate for a moment while ridding herself of her blouse, then bra, then skirt, shoes and socks, and finally her panties. Naked as the day she was born, she turned to face me, not doing anything to cover herself. With the time and opportunity to really look at her, I could see that her bust had grown some since the time she and her sister had exposed themselves to me the first time. Her waist and hips were still developing more womanly curves, but formed a series of gentle arcs that was nice to look at. Her belly only had a little bit of the paunch that most women do from having their reproductive organs on the inside; at the base of her belly, she had a small narrow wedge of somewhat sparse hair that was only marginally darker than what her head sported. I didn't have any trouble making out her mons, or the cleft that divided it. When I raised my eyes to her face, she actually surprised me by turning around to show me how she looked from the back. The first thing I had to look at was the pair of small, tight globes that formed her ass. Smooth and visibly firm, it was all I could do to drag my eyes away from it to look at the rest of her. The expanse of her back was as smooth and blemish-free as it could be; her slender and graceful neck sat atop her delicate shoulders. After dropping my eyes to marvel at her ass again, I lowered them some more, and found myself enjoying the look of her long, slender legs. I cleared my throat, and she turned to face me again before asking
"Do you want to look between my legs, too? I hardly have any hair there, and I'm not sure how much difference that makes."
Careful not to reveal my delight at her offer, I answered "I suppose it couldn't hurt to look…"
She didn't blush in the slightest at the idea of me looking at her so intimately; she just took a seat on the couch, then rested on her tailbone before putting one foot on the floor, and raising the other leg to rest it on the back of the couch. I started to lean forward, then stopped and looked at her. She realized I wanted to know if I could look closer, and she told me "It's okay."
Careful not to get too close, I leaned forward so that I could see the area between her smooth thighs. Her pubic hair thinned quickly past about the midpoint of her mons; the lower third of her mound was completely bare. With her spread open that way, I could see her inner lips, which were small and thin — between them, I could faintly see the entrance to her vagina. To my surprise, the area between her labia looked like it was somewhat shiny — as though some of her young woman's oils had escaped her. I caught only the faintest whiff of her unique female scent, but it was enough to make my mouth water with how light and fresh it was.
I didn't spend as much time looking at her as I would have liked for the simple reason that I was ostensibly simply making sure she was suitably developed; when I'd sat up again, she demurely brought her legs back together, then just sat there, still naked. I looked into her eyes and told her
"You've got everything you're supposed to have, and I don't see that you're missing anything. For your age, I think you're about as developed as you should be. Maybe it doesn't seem like much, now, but I don't doubt that everything will be okay as you get older. You're very pretty now, and I know you're going to be beautiful when you're grown up. Okay?"
I could tell that my words gave her the comfort and reassurance she needed and wanted. We sat there in silence for a few seconds as I watched her deep in thought. When she turned her attention to me again, she wanted to know "Is that orgasm thing really as nice as it sounds like?
That it's even better than the best I've ever felt when I touched myself?"
I smiled before answering "I can't answer those questions, Em. First, I'm not a girl, so I don't know what an orgasm is like; when it happens for guys, it's usually called a climax. Second, I'm not you, so I can't know how good you feel. All I can tell you is that when I've been with a woman that has had one, she sure seemed to like it. And there's no point in asking me what it's like, even for guys — honestly, there really aren't the words to try and describe it. It's just one of those things that you have to experience; once you do, you'll know why you can't tell anyone else how it feels. I'm sorry."
She considered that in silence for a few moments before asking me "Could you maybe help ME
have one, then? So I know? Sometimes when I touch myself, I can kinda feel myself getting close to something, but it hasn't happened yet."
With a serious expression, I told her "I could try to help you, but there are a couple of things that I have to make sure you understand, first."
"What's that?"
"The most important one is that for me to do that, I'd have to touch you. Not just pat you on the butt like I do, but on your boobs, and even between your legs; the same way you touch yourself."
Giving me a mildly exasperated look, she said "Of course you'd have to touch me. That's what I want you to do!"
I gave her a smile before getting serious again so I could say "Okay, I just had to make sure you really understood that. Something else that you have to understand is that there are laws that say
I'm not supposed to touch you like that because it's sexual. I know, that's what you want to find out — what it's like to have an orgasm, which is automatically sexual, but that doesn't change the fact that there are laws against it. So what you have to understand is that if I did that, I could be sent to jail, or even prison, for a long time. I'd almost certainly lose everything I own so that I could try to pay for lawyers so I could try to stay out of jail or prison, or at least be there for as little time as possible. The last thing is that people would know that I did touch you that way, and everybody would think I was some kind of pervert or child molester. I probably wouldn't be able to get a job anyplace because of that, and nobody would want to be my friend. Almost nobody would want to have anything to do with me; I probably wouldn't even be able to have a girlfriend. The last thing is part of the against the law part — all of that would happen to me if anybody ever found out about it… the police, one of your teachers, the parents of one of your friends, anybody could tell on me, and get me into all that trouble. Now, I know that I'm not doing anything to hurt you, or trying to trick you into doing anything you don't want to, and I'm willing to help you like you want. But I have to be sure that I'm not going to have all those other problems because of it — I have to know that I can trust you not to say anything to anybody that would tell on me. Remember, almost every adult you know would think that I was doing something bad to you, and would tell on me because they didn't understand what we were doing, and why. You'd have to be careful about all the people you know that are your age, too, because I think you know that they don't always think about things the way they should before they say or do something — and it would only take just one of them to make a mistake like that to get me into all that trouble. So you have to decide if you can really keep it secret that I'm helping you with stuff like this."
By the time I was done, I could see that she was horrified by all that might (probably would!) happen if anyone found out what she wanted me to do. She was old enough to understand that as bad as things had been after her parents divorced, she and her sister and mother hadn't lost everything, or had to face the kinds of personal problems that I'd described. It was plain as it could be that she knew how serious what she'd asked was, and that she understood the consequences of failing to keep that particular secret.
I sat across from her, waiting patiently as she thought about everything I'd said. The longer she sat there thinking, the more sure I was that whatever answer I got from her was something I could count on — that it wouldn't be a quick, glib, off-the-cuff response.
So I was actually pleased when a good five minutes went by before she looked into my eyes as she seriously told me "I wouldn't tell anybody… not even Mom. Sometimes Gail tells me about stuff like this that she's having trouble with, so would it be okay if I told her some of what I learn with you? Not where I learned it, or anything, just what I know? And… and maybe tell her it's okay to talk to you about this stuff, too?"
That was what I'd wanted, and hoped, to hear — but I still let a few seconds go by as though I were thinking about her questions, before I answered "I think that might be okay, as long as you're as careful as you say."
Still serious, Emma nodded her head before informing me "I will be, I promise!"
After a few seconds, I took one of her hands between mine and gently squeezed it before telling her "Okay, Em, I'm going to trust you.", making her look relieved and pleased, both.
We both sat there for a bit, with me still holding her hand, before I told her "I'm sorry if I worried you, or ruined things for today, or maybe even sounded like I didn't want to do anything with you. I really wasn't trying to do any of that; like I said, I just had to make SURE I wasn't going to get in trouble because I was helping you. If you want me to help you have an orgasm, I'll be glad to do that; we can do it today, if you want… or some other time, if that's better."
She considered it for a moment before saying "No, today would be okay. Better, even, 'cause Gail's still at school, and Mom won't be home until later, so it's just you and me."
"Okay, if you want to do it today, we can. I think it'd be easier and more comfortable if you were laying down, and I sat next to you. How about if I spread a blanket on the floor? You can use one of the pillows, here, if you want, too."
She smiled at me before answering "Yeah, that sounds good…". When she turned to select one of the throw pillows on the couch, I got up and dug out the old, soft blanket I kept handy. After I'd spread it out on the floor so she'd have a comfortable place to lay down, she dropped the pillow she'd chosen at one edge before waling out onto it, then laying down. As I stood there looking at her, I couldn't help but be delighted that I was starting to reap the results of my efforts of the past several months — I was finally going to get my hands on her delectable little body. I wasn't going to get to do anything more than that (I didn't consider the kissing I figured we'd be doing to count for anything), but it was still well ahead of where I'd started from…
Still, I took a few moments to really look at her — the blond hair, cute face, developing curves, and all the rest. As I treasured the sight of her, she looked up at me in complete confidence and trust; she knew that I wasn't going to do anything to hurt her, and had every reason in the world to think that I was going to help her.