This story is a continuation of my first story 'How to be a Good Son'. I would recommend you read that first. Here, after some cleanup from the last chapter, Jason learns to be a good brother.
VERY quick synopsis. Jason and Tracy, mother and son, are on a quick business trip in Hawaii. They met another couple, daughter Susan and father Keith, and connected. Last night the women switched rooms for the first time.
Woke up with Susan in my arms. She was looking at me, smiling.
"Well, it's about time. I didn't want to wake you, but I really need to go."
Susan got up and walked to the bathroom. Naked, of course, after last night's antics. It struck me that it was like watching a statue from a museum come to life. I could see her dress from last night's dinner party draped over a chair. After a few minutes I heard the shower turned on.
"Jason, I need your help. I can't quite reach the middle of my back."
Now THAT is a good reason to get out of bed, I hurried to her side. After testing the water temp, Susan got in the shower and I followed. We started off washing each other. After all, there was 'some' residue of last night on both of us. I then got into the stream and shampooed, rinsed, then let Susan get in the water to do her longer hair. I took a couple minutes to rinse. Standing behind Susan, I wrapped my arms around her waist, then moved hands up to her breasts. Everything was slippery and warm. Susan leaned back into my chest. It didn't take long for me to be fully hard, fully excited. Susan could feel the attention on her behind. She reached around and positioned me lower, between her legs.
Susan, also being tall, was the perfect height for this. I started moving, back and forth along her pussy, with Susan getting into the motion. Eventually she reached between her legs and positioned me against her opening and pushed back. I slid in easily, Susan was already wet. I held her tighter. We were slow and easy, not frantic like the first time the night before. A steady connection, enjoying the moment. Over time the rhythm sped up, and eventually I could feel Susan shutter, and let out a satisfied moan. I kept the motion going and had my own orgasm a couple minutes later.
We got out and toweled off. My phone went off, a call from Tracy.
"Morning Jason. Hey, last night you said you wanted to meet for breakfast at 10:00. Well, it's 9:00, and I'm having a little issue getting ready. Seems you have all my clothes and makeup in your room. I didn't want to barge into you, but I think Susan and I need to swap, at least for this morning".
"OK, give us 10 minutes and come on up."
"Susan, I think you have to go. Tracy's coming up in 10."
"So, you screw my brains out all night then kick me out in the morning. I see how this goes."
"Well, you could stay and explain what evils you did to her favorite son all last night. That would be interesting, especially if we're still naked."
"OK, getting dressed, I see her point. I'll leave, and see you back at breakfast. I really don't want to wear my dress from last night, people might get the wrong idea. Can I borrow a t-shirt and some shorts?"
"You mean people will get the correct idea. Anyway sure, t-shirt and shorts coming up."
The shorts fit Susan OK, if a little loose. Just have to cinch up the belt. The t-shirt is one Jason just bought at the gift shop. Unfortunately, or fortunately as the case may be, Susan was not wearing a bra with her dress last night, and she currently fit VERY well in Jason's t-shirt. Something about seeing Susan in a too-tight t-shirt, braless, was more erotic than seeing her naked. Yet another mental image from this trip Jason wanted to keep. In fact he got his phone and took a couple quick pics of Susan, showing all her assets.
Susan gathered up her clothes from last night and headed for the door, barefoot. A quick kiss and she was gone. A couple minutes later Tracy knocked and Jason let her in.
*****
Susan and Keith had decided before the trip to extend the stay a couple days. They saw Jason and Tracy off at the airport shuttle stop at the hotel. The trip back had a quick stop in Honolulu, then an 8 hour flight back home. Plus a 5 hour time difference. The flight from Honolulu left at midnight, getting them home early Sunday afternoon. The intention was to sleep as much as possible on the flight. Jason had a window seat, with Tracy next to him, with a woman in the aisle. They put down the arm rest between them, with Jason backed up against the window and Tracy laying against him. This gave Jason more leg room. It was a little chilly on the plane so they draped a blanket over themselves.
At this point they were not talking much, other people were trying to sleep. The position was a little convoluted, but they managed to get relatively comfortable. Tracy closed her eyes, using Jason's shoulder as a pillow. After Tracy settled down, Jason was surprised to find his hand positioned over one of Tracy's breast. He gave a little squeeze. Tracy opened her eyes for a couple seconds, looking directly at Jason, then closed them again, a smile forming.
Jason thoughts were swirling, as they usually did.
It feels really nice being this close to Tracy, comfortable. I have a new relationship with Susan, excited to see where that will go. Am I cheating on Susan, holding mom like this? Or is the relationship with mom something different than with Susan, can exist along side? Just what is my relationship to mom? How does she feel about me, as something more than a son? Well, play it out, see where things go. But no lying, to anyone. Well, maybe to Karen. THAT truth would just make everything even more, complicated.
The plane landed and after retrieving luggage, and a good bye kiss, they went their separate ways. Normally at the end of a vacation you feel happy about the trip, but a little sad that it's over. This time, for both Tracy and Jason, there was that, plus the anticipation for the relationships just forming.
*****
Susan did make it back to work by that Thursday. They had lunch in the office cafeteria and decided to do dinner that night, where it would be easier to talk.
"Wonderful trip. I didn't want a bunch of people to overhear us at work, this works much better. By the way, I checked out the community college. In June they have a scuba certification class. I'm thinking about going, I would love to go diving more places, go deeper and stuff. Plus the exotic places you get to go. Beach life might just be for me."
"Agreed, I might just tag along. I really liked the scuba too. Jason, I know there's no ban on employees dating at work, but I really don't want 'us' to be common knowledge, at least for now. Not that I don't want to keep going. Everything happened so fast in Hawaii, I almost feel like I need to take a step back and get to know you. No matter what happens I want to keep you as a friend. That, in my dating experience, just about never happens. Eventually someone does something to the other, tempers flare, and the relationship ends. Very sad, actually. So, can we just date for a while? I'm not saying we will not 'get together', I'm just not ready for you to move in with me. I mean I've only known you, been with you, for what, 3 days?"
"Yep, I get that. Vacations can be like that, or so I'm told. People let loose a little more, things happen. If everyone knows we're a couple, it just gets more complicated. Especially if we don't make it. So, Susan, are you available, say Saturday night?"
"Let me check my social calendar. Yep, looks like I can squeeze you in. I'll let you figure out the details."
"So what do you think about my mom and Keith?"
"They seemed to have fun, a good connection. Biggest issue I see is dad lives a half hour from me, in the wrong direction for your mom. If they want to keep it going, it'll be long distance."
"After dating a younger woman for years, will your dad think mom is too old?"
"Actually we talked about that. I think dad is done with younger women. Course, your mom kind of looks like a younger woman anyway. I don't see that as an issue. That's not something we can fix or do anything about anyway. Up to them to figure out."
"What about the other elephant in the room. Are you OK dating a younger man?"
"4 years difference? I think I can handle that."
"Just to let you know, I've always had a thing for older woman. Just saying."
"We get to see each other every day at work, and date when we like. I'd also like to stay tight with mom. I've been going home for a weekend about every 3 ore 4 weeks. I'd like to keep to that schedule, depending on if your dad is visiting, of course."
"When I saw you two diving, it looked like two honeymooners. It was so obvious you were in-love. Then you let me know she was actually your mom, that surprised me. You intimated you are a little closer than a normal mother and son, that depending on the definition you are in-love. I also saw how you reacted to dad and your mom dancing. Happiness, not jealousy. You really do want the best for each other. I've been thinking about this, I don't want to get between you two. Whatever you have going on, I don't need to know about. Everybody has baggage in their past. What I DON'T want for us is to lie to each other, ever. What I'm saying is there are things you don't need to know about me, my past, and probably things in your past I don't need to know. Whatever relationship you had with your mother, have with your mother, is not a threat to me. And I don't need to know any details, if you choose not to tell me. We both ended up in Hawaii, sleeping with a parent, for god sake."
"Wow. Now that's the way to start a relationship. Get it all out there from the start. And I really agree about the no lying part. Course, I may not ALWAYS volunteer the full details. But if you ever ask me a direct question, expect the truth back. One more good thing about being with you. If you ever ask me how you look, in anything, I have no reason to not tell you the truth. Fabulous."
Three weeks later.
"'Mom, time for a visit. Are you free this weekend?"
"Actually I am. So Susan is not keeping you busy enough? Need some home cooking? And is she doing your laundry now?"
"Finally, no lectures about finding a woman. Susan is actually going to spend some family time with her dad this weekend. All good."
Next night, Jason got to Tracy's.
"Mom, where do you want me to put my bag?"
"Well now, that's a loaded question. I guess my room, don't see any reason to change, for now."
"I was hoping you would say that. Seems like every time we are together lately it's a new normal, new rules."
Over dinner.
"OK mom, time for the low-down on you and Susan's dad. I've been trying not to pester you too much, but I'm here now. Details? Have you been together much? Susan said he was out of town last weekend. Is your house out-of-town?"