Almost staring at me, Doris asked "The fact that she's as pretty and shapely as she is didn't figure in?"
"Not even a little bit. In fact, whenever I did think about that, I'd try to imagine her as being homely and deformed – kind of like you."
It took a second before Doris really caught what I'd said; when she did, she immediately got indignant and declared that she'd kick my ass if I didn't take it back. I think she'd have tried, too, if I hadn't started laughing about how easy she'd been to get riled up, making her realize that I'd deliberately baited her. A bit peeved, she called me an asshole under her breath before snuggling into my side again. When I had my arm around her, I told her "Actually, I did do something kind of like that. Any time I wondered if how pretty she is was influencing me, I'd turn around and ask if my answer would be any different if she wasn't. But for the most part, I didn't think of her that way at all."
A couple of minutes must have gone by when Doris asked me "Don't you even care that she looks the way she does?"
I chuckled for a moment before answering "Of course I care – I'm damn glad and grateful she's so pretty, and has the shape she does. And when it's just me and her, I'm going to enjoy the hell out of being able to look at her. But even if she didn't look the way she does, it wouldn't make any difference to me; I'd still do the best I could to make her as happy and satisfied as possible about how things turned out when we were done. If anything, I'd even try to convince her that I thought she was the most beautiful fifteen-year-old on the planet. But that won't be necessary; Gail's pretty and sexy, and she already knows that without being vain about it – you've done a good job of raising her."
Mollified, Doris wriggled herself a little closer to me before pulling my hand down and holding it on her breast. Content just to have her next to me, I idly toyed with her nipple as the two of us sat there.
A little while later, Gail came back into the living room. I saw her glance to where my hand was on her mother's breast, but that was the only notice she seemed to take of it. Her attention was on me when she asked "Jim? Um… does it matter how long you're with me the first time?"
I pretended to consider it for a bit, then told her "Well, I've got to get back to work sooner or later, so I suppose 'forever' is out. Why?"
Blushing at the idea that I'd consider spending that much time with her, Gail replied "Would it be okay if… if we stayed together a while? Like all night?"
Quietly amused, I told her "I don't have any problem with it, if your mother doesn't."
Doris quickly reassured her daughter "If you want him to spend the night with you, that's fine, dear."
Pleased, Gail thanked both of us before disappearing again.
"All night, huh?", I observed to Doris. "She's her mother's daughter, all right…", earning myself a playful pinch on the side.
Later, when I was ready to go home, Gail came out to give me a fierce hug and kiss on the cheek before whispering "Thank you, Jim."
It was after I'd spent the night with Doris, and we were having breakfast the next morning that Gail let me know what she'd decided she wanted to happen: since I was to have Thanksgiving dinner with them (just over a couple weeks away), she thought it would be good if I spent that night with her so that if she had any problems, she'd have the weekend to recover from them. That was fine with Doris and me, which settled the matter. I didn't doubt that there would be other things Gail had in mind, but figured that Doris would be able to help her with most (if not all) of them.
As we got closer to the Fateful Day, I learned that Gail wasn't afraid to give me some idea of what was in store for me. When she asked, I said that it was okay for her to sit on my lap – and discovered that her cute little butt felt real nice. A bit later she put my hand over her breast, so that I could feel it through the material of the light shirt she had on; it filled my cupped hand rather nicely, and when she squeezed my hand to let me know it was okay to do more than just hold it, I learned how delightfully firm it was. The pebble of her nipple grew in response to my gentle and patient investigations, and I heard her breathing quicken as her body reacted to what I was doing. Doris saw what was going on, and simply gave me a smile to let me know she was okay with it.
Along the way, I was also "forward" enough to give Gail more than the usual brief little pat on the butt I had before… even going so far as to squeeze and caress it, pleasing her immensely.
Gail also contrived to let me see in her in just bra and panties a couple of times, which didn't hurt my feelings at all.
When I showed up at their place on Thanksgiving, I barely had time to get my finger off the bell before the door was opened – by Gail, unsurprisingly.
Once I was inside, Gail informed me that her mother was finishing up in the kitchen, so she'd be the one to keep me entertained; "I'll just bet you do, too", I thought to myself, amused.
We were sitting on the couch with Gail next to me when she took my hand in hers and told me "I… I'm really glad that you said you'd be the one to help me learn about sex. I know you think I'm still kinda young, and that you had a really hard time deciding. It means a lot to me that you love me and care enough about me to do this, and I want you to know that I'm really, really sure this is what I want. I'm nervous about later, but I'm not afraid."
Putting my hand under her chin, I gently tilted her head up so that I could give her a soft kiss right on the lips. Surprised, she locked eyes with me, and I told her "You don't have to be nervous, sweetheart – everything's going to be just fine. And I'm glad you're not afraid, because there's nothing for you to be afraid about; I'm going to do my very best to make this as special for you as I can."
When I was done, I could see from the expression on her face that I'd said the right things… as I'd tried to. She was a lot calmer when she gave me a radiant smile before leaning against me and resting her head on my shoulder.
Doris came in a couple of minutes later, and when she saw how happy Gail was, and how we were sitting, she changed course slightly to take another seat. When she looked at me, it was plain as could be that she was comfortable with seeing us that way, and was glad to see that Gail was so happy.
Doris and I talked a little bit as we watched the various parades that morning… though I doubt that Gail was actually paying much attention to them. When it was ready, all of us got up and went in to enjoy the delicious meal they'd prepared. I couldn't help noticing that Gail was as careful not to over-eat as I was; Doris apparently noticed it, too, and looked amused when I glanced at her.
After dessert (I limited myself to just one small slice of Doris' excellent pumpkin pie), it was back into the living room for us; Doris didn't even pretend that she was going to sit anywhere but by herself, leaving Gail to nestle herself next to me again.
Somehow, the three of us made it all the way through one of the football games before Gail quietly asked me "Jim? Could… could we go now?"
"Of course we can, honey."
With that, the two of us stood up. I know that Gail and I both looked at her mother, who only told her "It's okay, dear. Go ahead, and don't be nervous – everything will be just fine… you'll see."
Blushing faintly, Gail took my hand and we made our way back to her room. When we got inside, I saw that it was immaculate – a truly rare and memorable condition, since it usually looked like it had been decorated in Early Tornado.
Gail released my hand so she could close the door behind us, then moved to stand in front of me. Looking up at me, she told me "After you and Mom talked to me… you know, that night… she took me in to see the doctor – about getting me started using birth control. I'm on the Pill, so you don't have to, um, use anything or, uh, do anything special. I already knew a little bit, and Mom talked to me, too, and I'm glad that we don't have to, you know, do anything extra. I'd want us to do this anyway, but I think now it'll be nicer, 'cause it'll just be you and me without having to worry about the other stuff."