Adventures with Gwen: Chapter 1 – Thursday night
Introduction:
I’d only known my half-sister a few months.
I lay in bed, head buzzing with the events from earlier, while my wife of 20 years slept beside me. She had sat beside me on the couch earlier while I was Skyping with my sister, but due to her obsession with baseball sheād had no idea that I was looking at my sisterās boobs and making plans for when we could have sex.
Actually, Gwen is my half-sister, and Iād only known her for two months. Sheād known about me for a few years, but had only recently gotten the nerve to introduce herself to me, and to explain that (as near as she could tell from the information sheād gotten) that we are siblings. Iād never had any doubt that my father had affairs while he and my mother were married, but you still donāt expect to be told a baby was born of one of those dalliances.
Even at 40, Gwen was great looking by any standards. She took after my father more than I did, but there was still enough of a family resemblance to leave little doubt that she was my sister. We had a DNA test performed anyway, just to be sure, and that was confirmed. Over the next two months, my wife and I grew closer to her and her husband, and I was absolutely thrilled about having a baby sister.
We spoke via email, Facebook chat, and occasionally phone as much as we could. We had 40 years to catch up on! We talked about how our lives had been, and compared notes of having grown up in the same smallish town but almost five years apart. Because she now lived some distance (about a 1.5 hour drive) away we didnāt get very many opportunities to get together, so she got a Skype account and we started chatting there, which was better than the Facebook chat app. And on one of the rare visits my wife and I took to see her and her family, I took a spare video camera I had lying around and installed it on their computer.
And so there we were chatting on Skype on a Thursday night. Her husband was going out of town with his father the next day and would be gone for the weekend, and Gwen and her 15-year old daughter Susan were going to come to town on Friday to move some things to her father-in-laws house. We were going to help them move things around and get settled, then hang out some. They were going to stay Friday night, then after a pool party at the house of a good friend of mine, they would head back sometime Saturday evening, or maybe stay with us. We were both looking forward to getting to talk directly.
At first we were just chatting, and Gwen told me sheād had a few beers already since she wasnāt working the next day. I did have to work, but I was having my normal two beers as well. Gwen started talking about the pool party, and how she was looking forward to seeing me in my trunks. I agreed that it would be good for a laugh, but it could put her off her dinner.
GWEN: Donāt be silly! Seriously, Rob, I think youāre hot and I canāt wait to see you.
ME: Well, thank you, but Iām about 30 lbs too heavy to be much to see.
G: Well, weāre in our 40s, so I donāt think any of us look like models. But I like what Iāve seen of you so far.
M: Youāre drop-dead gorgeous, so Iām definitely looking forward to seeing you in a bikini.
G: Too bad I donāt wear bikinis, though. I only wear one piece suits, lol.
M: Aw, thatās a shame. š Still, Iām looking forward to seeing you, no matter what you wear!
G: Even if I donāt wear anything?
M: ā¦ huh?
G: Oh, nothing, I was just kidding, haha.
M: Lol, okay. Iām getting another beer.
G: Me too.
I went and got a beer, thinking about how the conversation was going, and when I returned to the couch I sat so that my wife wouldnāt see the computer screen easily. I didnāt know how things would progress, and maybe it was all in my head, but I just had a feeling that I should casually make my own screen a little more private. Again, Ingrid (my wife) was too drawn into whatever baseball game was on TV, and several she was tracking on her computer, to pay much more than passing attention to anything I was doing.
M: Iām back.
G: Me too š
G: Brother, you donāt know what a strange sister youāve gotten, lol.
M: Well, donāt feel bad; Iām pretty weird myself. (If youāve read any of my other stories here, you know I wasnāt just saying that. I am a freak! But as it happens, so is Gwen.)
G: Oh, I donāt think you can come close to me in that regard, haha.
M: Oh, yea? Hit me with your best shot!
G: No, I better not say anything else.
G: But I wonder if I can make it two brothers!
Now one of the things Iād found out almost from the beginning with Gwen was that she had another, younger half-brother on her birth-motherās side, named Chuck. This was starting to sound more interesting by the minute!
M: Iām sure you could if you tried š Uhā¦ make what two brothers?
G: Heheā¦ Iāve probably said too much already.
M: Okay.
We talked a few minutes about some other things, but my mind kept going back to what sheād said, and I couldnāt let it go.
M: Hey, can I ask you a personal question?
G: Okay.
M: Have youā¦ done things with your other brother?
G: ma-aybe ; )
M: Did you have sex with him?
G: Yes
I was stunned. I mean, I figured that was what she was hinting at, but to have her admit it wasā¦ well, stunning!
M: And it was consensual, right? I mean, he didnāt force you or anything.
G: Oh, no, I wanted it. I started it, in fact.
M: When was this?
G: Last summer.
M: Wow. Was it good?
G: Yea, it was. We only did it a couple times, though.
M: And nothing since then?
G: No.
At this point I was getting very aroused! Iāve always had a thing for incest, and had fantasized about my two older sisters (Gwenās too, come to think of it) when I was younger. And, truth be told, Iād started fantasizing about Gwen, but in that āno way it would ever happenā way.
But now I started thinking the reason she was telling me all this, and from what sheād said earlier about wanting to see me in my trunks, that she was wanting to do something with me. I wanted to tread carefully, though, so I wouldnāt fuck it up. Iād need to be subtle, and delicate.
M: So, are you wanting to have sex with me?
God dammit!
G: I donāt know. Iāve thought about it, but Iād have to know you wouldnāt get weird about it.
M: Like it wouldnāt be weird enough as it is, right? Haha
G: Lol! Exactly!
G: What I mean is, could you do something like that and not tell anybody? Could you act normal to me around Ingrid and Barney?
Barney was her husband. Obviously these names have been changed for protection. Iām going to spare more of the conversation, as youād most likely find it boring. I personally obsessed over almost every word of it in the weeks to follow, but it was 2 years ago, and my memory of every detail has faded somewhat. Suffice it to say that though Gwen didnāt say for sure that we would have sex, we both knew if things lined up properly we might.
During the chat, I mentioned that Ingrid was working a half day Saturday morning, and that I would be able to help her at her father-in-laws house if she needed it. I made it clear what I meant by helping, but she reminded me that Susan was coming with her, and that my help would probably be limited to actual help. I was trying to think of some way I could get her separated from Susan for a few hours, and was starting to think it just wasnāt going to happen.
G: Oh, Susan just told me she doesnāt want to come with me.
M: Yay! Ohā¦ I mean, aw, thatās a shame. Weāll miss her not being here.
G: Oh, ha ha. Donāt go getting any ideas, though, buster. It still might not happen. It depends on if youāre good.
M: Iāve been told Iām excellent!
G: Mmm, I bet you have been. And I bet you are!
Things were starting to shape up!
M: Hey, do you have that webcam still setup?
G: Yea, why?
M: I donāt know, I just thought it would be fun to video chat.
G: uh huh, I bet. Lol. Hold on, let me see if I can get it started.
G: Okay, itās here and hooked up; how do you start a video chat?
M: Hold on, Iāll invite you.
I performed the incantations and gestures to get the magic of video chat going, and Gwen finally got the right combination of answers on her end, and we were looking at each other. My god, she was so hot, even in just a normal top and jeans.
I had the volume turned down, and told her that I didnāt want to disturb Ingrid, so we should just continue typing.
G: Okay. What now?
M: Iād love to see your boobs.
Fuck. I wasnāt doing well with the whole āsubtleā and āgentleā thing.
G: What? Why? I couldnāt do that! (I could see her on the camera, laughing and looking a little embarrassed.)
M: Just a little look.
G: Youāve seen them. I saw you looking down my shirt at your cookout two weeks ago!
M: Oh, you saw that huh? (It was true; every time she bent over I looked down her low-cut shirt. Nothing to see but cleavage and bra, but it was still hot.)
M: Still, thatās not the same.
G: Hold on. (She stood up, and went off camera, then returned.) I had to make sure Susan wonāt come in.
And with that, Gwen raised her shirt and bra, and I got a look at a pair of the most magnificent tits Iād seen in my life! They werenāt as big as Ingridās, but they were firm, the nipples were the perfect eraser size, and even the areolas were the perfect color to offset them. Wonderful, absolutely perfect. She shook back and forth then bounced up and down, making them jiggle. But they didnāt jiggle a lot.
M: OMG! Youāre tits are amazing!
G: I know, Iām proud of them. I love to show them off! (She lowered her shirt, taking that lovely vision from me.)
M: Theyāre real, too, arenāt they? (They looked too good to be a boob job, but for her age, I just couldnāt believe how great they were.)
G: Of course! 100% natural! š
M: I canāt wait to see them in real life!
G: Weāll see hehe.
M: Well, of course itās up to you, but I sure hope youāll give me the chance you gave Chuck.
M: Can I see them again?
G: Sure. (She got up and checked on Susan again, then returned and lifted her shirt. After a few seconds she lowered it again.)
M: Aw, that wasnāt very long, hehe.
G: Long enough, buster! Save some for later š
M: Okay, hehe.
G: Soā¦ are you āfixed.ā If not, youād have to use a condom; Iām not going to take a chance on getting pregnant!
M: Well, Iām fixed in the sense that Iām sterile. I havenāt had working sperm since the Army, for some reason.
G: Really? Or are you just saying that to keep from wearing a rubber?
M: Iām not fan of rubbers, but Iām no fan of getting anyone pregnant, especially my sister! I wouldnāt lie about that.
I wasnāt, either. Ingrid and I were childless after 19 years of not using birth control. Weād both gotten checked; she was fine, I was shooting blanks.
G: Okay, hehe. Just checking. Chuck isnāt fixed, and that asshole came in me! I was worried for three weeks until my period started!
M: That sucks! But no, I wouldnāt do that.
G: Ok.
We talked a little longer, but it was getting late and we agreed to meet on Skype again in the morning after she took Susan to school.
I didnāt sleep well at all. I kept tossing and turning, thinking about her wonderful tits, and the exhilarating conversation. I was so hard, but I wanted to hold off from masturbating, because I had a feeling the next morning on Skype would be interesting. And I was right!