Things have changed since my last submission. I had to take some time off from writing to tend to life changing events, but hopefully, I'll be able to contribute more now that have settled down a bit.
This is a continuation, of sorts, of my series about Judy and her Uncle. It's not really necessary to begin with them unless you want to. Feedback is appreciated. Have changed jobs and moved back home and she has moved on with her life. Her daughter has grown into a beautiful 18-year-old young woman whom I've grown to love more as each day passes.
Chapter 1.
Judy and I still see each other quite often and have actually been able to get together once or twice in the intervening years, but nothing like it used to be. I miss our times together but understand that life must go on.
Our most recent get-together was interesting. As we lay together basking in the afterglow of our lovemaking we began to talk about family and reminisced about our relationship. She spoke about how things between us had gotten started so many years ago and went on to say how loving and gentle I had treated her and how much I had taught her about her sexuality. She said she hoped that her daughter would find someone as caring and adventurous as I had been with her. She went on to say that she was sure her daughter was still a virgin, having been pretty much home schooled and quarantined for the last couple of years of school due to the pandemic. She also said her daughter had been asking many questions about relationships and sex during that time. Judy surmised that her daughter Jamie's hormones were kicking in and although she hadn't been able to date very often she was probably feeling some sexual urges and was also feeling a bit frustrated.
I agreed and said she would have to make sure that when Jamie finally brought a boy home that he should be kind and caring, not just some hormone driven dick just trying to get into her pants. I said I thought Jamie was a sexy young woman whom I had watched grow up and develop into the beautiful woman she was now. She'll know the time is right when the right guy comes along, I said. She'll let you know too by always talking about the guy and pretty much gushing over him.
That's when Judy rocked my world. "You know, Don, Jamie talks about you all the time. She's eighteen now and she gets excited when you come over. When she talks about you, she often mentions that you are just so nice and she even slipped that she thought you were sexy one time. I think she's got the hots for you and truth be told, I can't think of a better person than you to be her first!" You could have knocked me over with a feather.
I just stared at my niece in wonderment. Sure, I had watched her daughter Jamie grow into a confident, strong young woman who was going to make some future husband a very happy man. Mentally, she was strong willed and independent. Physically, she was strong, having worked with horses and played sports during high school. She was strong, but not musclebound. She had curves in all the right places. Her breasts weren't large, but then again, neither was her mothers. I guessed about a b-cup. Her waist was neither skinny nor fat, just proportional with a small paunch of remaining baby fat. Her hips were not nearly as pronounced as her mothers. She had a nice, tight ass and her legs were muscular. I am just like most men, although many would never admit to it, I had watched her body develop over the years and just wondered what she would look like to her future husband all decked out in a negligee or lying naked on a bed. I never once attempted to even let myself think that I could be that lucky man or thought about acting on my thoughts. Yet, here was her mother telling me that I pretty much had her permission to seduce her daughter!
"You're joking, right?!" I said with wide eyed wonder.
"No, not really. I love her to death and don't want to ever see her get hurt. I remember what it was like to lose my virginity to my boyfriend whom I thought was in love with me only to find out a few months later that all he wanted was to get laid! It hurt that I gave something so precious to someone who really didn't care about me. I know you love her and wouldn't do anything to hurt her and I know that she loves you." She continued. "I've seen the way you look at her too! I've watched you check her out when you thought nobody was watching, especially in her bathing suits!" She laughed. "I know it's a guy thing, always checking out the young girls. I'm willing to bet you've already pictured her naked in your bed!
"O.K. I'll admit to checking her out. I am a man, an older one at that. Looking at these young girls brings back memories of my youth when I stood half a chance of being with someone here age and even the times when I did get lucky and was able to bed one. I remember the firm breasts, tight pussies and strong legs wrapped around my back and it makes me feel good to remember. It also makes me sad in that I will probably never again enjoy all those things. So, I look at Jamie and it triggers those memories, but I swear to you that I never once thought of acting out on those thoughts!"
Judy twirled her fingers through the hair on my chest, leaned over and gave a quick little kiss there and then looked into my eyes. "I know you didn't. That's one of the main reasons I think you would be perfect for her first lover. I know, and so does she, that you love her and would do nothing to hurt her. You would put her on a pedestal and worship her body and soul. We've talked some and I've tried to explain to her that she shouldn't just give her virginity to some boy who is thinking only with his dick and will say anything to get in her pants. She agrees that that isn't how she wants to become a woman. She told me that when she thinks about it, she dreams about an older man who loves her and wants to make it a beautiful experience for her. That's when I thought of you."
"I'm honored you would think of me, but what about her? She's the important one in this scenario. What does she think?"
"Well, I asked her if she had any ideas of who that special man could be. She talked about her fantasy a bit and I pressed her on it. She said there were no specific faces of those men for the most part but that one person kept popping into her head quite often. She didn't want to name him, but I kept pushing her on it. Finally, with her face turning beet red from embarrassment, she admitted that face she kept fantasizing about was yours! So, that's why I am mentioning all this to you."
"Does she know you are telling me this?"
"Not fully. I got her to tell me about her fantasy of how she would make love for the first time. It was pretty basic. She described a lot of kissing, rubbing and fingering. She did say she could picture herself playing with a cock and even sucking on it a bit. She just figured that once her lover felt she was ready he would gently spread her legs and slowly enter her. She knew it would kind of hurt the first time because she was a virgin, but afterwards she thought of the kissing and rubbing and having an orgasm. Afterwards, she figured there would be a bunch of hugging and kissing and petting. That was how she pictured her mature lover, you, making her a woman. She has no idea what making love with you would be like!"
"Yea, that is pretty basic. I would do so much more with her. Dinner would be first so we could get to know more about each other and progress from there. Maybe start rubbing her shoulders and then progressing to a massage, you know how much I like giving them." I chuckled. It would take hours before the main event and she would be totally prepared. I'd do everything I could to make it as perfect as I could for her." I looked down at Judy and she was smiling up at me. "But, I would want it to be natural with no barriers. You know how much I hate condoms and she should feel what it's like to be filled with a mans come."
Judy nodded her head and said, "I know you hate condoms and I love the feeling of your come dripping from my well used pussy after we make love. It reminds me of the time we spent together. You don't have to worry about it though. Jamie has had some really bad cramping with her period for a long time now, so I took her to the doctors and had her put on the pill a few years ago. It's helped her a lot and I know she is protected."
"You said, "Not fully" when I asked if she knew you ere going to tell me all this. What does that mean?"
"Well, I didn't come right out and tell her I was going to tell you everything, but after the conversation was over a bit, I did tease her and say I was going to tell you she had the hots for you. She blushed. Then I asked her what she would think if you made a pass at her. How would she respond? She wasn't sure and she'd have to think about it was her response but, she did get a dreamy look on her face. So, I'm not saying it is a sure thing with Jamie, but I think you have a better than average chance of being her first lover. Knowing what I know about you and your love for her, and me, I can only hope that if you would decide to do this, you'd be successful. Would you be interested in bedding your grand-niece and being her first?"
"I still can't believe we are having this conversation! The horny old man in me is excited as hell over the prospect of bedding such a beautiful young girl and taking her virginity. The old man in me is worried that I wouldn't have the stamina to keep up with her if I did get so lucky and the logical man in me is telling me that she would probably reject me because I am so old and her relative. If I made the decision right this second, the answer would be 'HELL YES!', but I want to think about it a bit. I don't want to ruin things between us- and the rest of the family! But I am leaning towards a yes answer."