I've got more of my brother's visit, but I felt I had to break off, mostly because there's things to talk about and stories can wait. I've been working, so I haven't been posting, and a few things built up.
First of all, James. Apparently he told his new friend about me in a foolish attempt to try to sort things out. I say foolish, but I don't say unfortunate, because while it was really very dumb, she seems okay with it. He wants the three of us to get together and chat. I'm not totally sure. She seems very eager to meet me. I don't know exactly how much he told her, maybe just that I'm a friend or something.
Her name isn't Sveta but I like that name and I've been looking for an excuse to use it. She's younger than him, two grades and probably at least two years. He's led me to believe that she's probably a virgin, certainly not the school slut. The good thing is that he seems like he's perfectly okay with having fun with both of us, in the sense of not getting attached, since he probably won't see either of us very much soon. Because he was accepted to the college he really wanted to go to, and I'm very proud of him. Extremely. It's a very good school and he wasn't sure, but he's in, and he's thrilled. So he'll probably go to college and be able to forget both of us. I hope he's made that clear to Sveta too.
Anyway, we're going to meet. I can't really say no. We've talked about it, and I'm hoping that it will help. Somehow. I don't know.
Okay, enough of James. Well, not enough, because when he called me up to tell me he was accepted, I promised him a celebratory treat. I know, I know, but he's college-bound now, and I'm not going to throw him a party. So Saturday he came over. I made him buy condoms for the visit, which he thought was pretty strange since I have condoms and we haven't been using them. But I told him he was old enough to do it for himself. Good training. He called me from the store, didn't know what to buy. We settled on the standard lubricated ones. When he's really flying solo, then he can get adventurous and waste his money on bells and whistles.
I had work in the evening, like I seem to always have on Saturdays, but I had him over at noon so we had a good four or five hours. I told my parents I was entertaining in the basement and they promised to stay out so as not to spook my guest. I snuck him in through the basement door. Because it was a special treat I wore a teddy my sister (I forget which one, sorry sis) gave me and a pair of lace panties that are practically non-existent. He was hard in his pants as I let him inside.
We kissed while he was taking off his coat, we kissed while he took of his shoes, we kissed while he pulled off his shirt. We just kissed a lot. I think I was missing my brother, which probably explained the forcefulness of my advances, but James was right there with me the whole way. I finally had to stop kissing him so I could tell him what his surprise was. I believe my exact words were, "I'm going to let you fuck my ass, James." Notable quotable there.
He's not so sheltered that he didn't know about anal, but I don't think he had the first idea of how to do it. He looked nervous and excited at the same time. I told him I wanted to give him something special, but if he wasn't comfortable with the idea, then we could just have business as usual. He looked almost like the first time we ever fucked, blushing and saying no, it wasn't a problem. I could tell he wasn't totally comfortable with the idea, so I started kissing him again, pulled down his pants and was stroking his hard cock, pressing my body into his. We wound up on the floor with him over top of me, kissing and stroking. He had both his hands up under the teddy and was massaging the twins, and they were enjoying it a lot too.
Finally I had to stop and talk with him. I told him I wanted this, that I was really into anal, that he wouldn't hurt me. I also mentioned that I had been cleaning up after myself and that the condoms would make it really easy. I told him I would give him pointers every step of the way, and that he would love it. I think more than anything just lying there naked next to me convinced him.
I stood up and did a little strip tease for him, then bent over the cushions (the same cushions my brother had bent me over, but I didn't mention that) and waggled my butt in the air and told him to come over. I think he was expecting that I wanted him to just start fucking, but I reached back and took his hand and started him feeling me up. Usually he's not afraid to go lower, but I think he was nervous about touching my asshole. So I helped him touch it, get used to it. When he pressed his finger against my rosebud, I gave him a little gasp and squirm. Maybe I should be a porn star after all. But I was just trying to accustom him to it.
Eventually he was comfortable enough to push his finger into my anus and see that I really wasn't going to shit all over him. I think he was worried about that, although he wasn't terribly communicative on the subject. Who can blame him? He liked the feel of it on his finger though, and that encouraged him. Pretty soon he was fingering my ass with the skill that I knew he had in him. And I didn't have to fake my arousal any more. When I suggested that he use his tongue too, he didn't even hesitate, started licking my cunt while fingering my ass. When I told him to lick my ass too, I sensed momentary hesitation, but his libido was too strong to resist, and he gave me a rimjob like a novice, spending most of his time on my pussy but definitely delving into asshole town every so often.
I had a mini O, just a warm-up, and then asked if he was ready. He didn't sound nervous any more. He grabbed the lube and massaged my butt up proper, worked it into the crack and up and down, then into the hole itself. I could have taken him with no lube at all, with a lubed condom on, but it was educational for him. I kept him lubing longer than perhaps was necessary, then told him to slip on his condom and start whenever he wanted. He works well with a little bit of control, even in circumstances where he's not experienced. I usually let him think he's driving.
The first time, even though I'm not a virgin by a long shot, his cock slipped and he splashed down in my cunt instead of the real target. I had to stop him because he didn't realized. He still was a little nervous. I told him to look at what he was doing, go nice and slow, and then I flexed my anus. And that turned him on incredibly. He wanted me to do it again. He's got himself a new fetish. I told him it was much better from the inside, and he took the hint. That time he was slower, more deliberate, and I could tell he was watching where he was going. And then he was inside. I felt the head of his cock pop through the ring.
I have to admit, I'd had a few anal virgins before, but it was still thrilling to think that he was having his first time in my ass. I don't know what else to say besides that; if you've never had it, it's hard to describe. He loved it, loved the tightness, loved when I flexed it on him, even though he was barely inside. I told him to keep going, and he slipped deeper in until I felt his legs against mine and felt him bottoming out in my colon.
Then we stayed like that for a few minutes. I wasn't in any danger, but again, education. If he ever has another girl in the ass who isn't experienced, he's got to know how to go slow. For James' part, he was loving just being there. I flexed on him, tried to force him out, and he loved that too. His hands finally went to my waist so he could start properly fucking, and although I told him to go slowly, I couldn't stop him.
It was great after that. He worked his way in and out and took me right back to Thanksgiving. I wasn't picturing my brother, but the sensation was as good, and the mental stuff was better because I had a newbie on my hands and he was doing so well. I'll say this for him too: he lasted a lot longer than most newbies do. It wasn't a marathon, but he gave me a good ride before he gasped that he was going to cum. It's funny, in the pussy he was never shy, just came right into me without pausing, but in the ass with a condom on he seemed like he was worried I wouldn't want him to cum inside me.
Truthfully, I wished he wasn't wearing the condom, because it had been a long time and I was sure he would cum buckets. But I just told him to go ahead, and he pressed into my ass and came. It must have been a strong one, because although I couldn't really feel it I could feel the pulses and his body shaking behind me. He had to sit down after that, plopped out of my well-used ass and sat with his deflating cock in his lap.
I went around and helped him get the condom off without spilling too much, and I was chagrined to note the amount of spunk in it. Ah well. The condom was nearly clean, a tribute to my hygiene I guess. But I don't tend to leave a mess on cocks from my ass. James was just speechless when I tipped the condom out into my mouth and swallowed the jizz. Not something I normally do, but it was special.
We lounged for a very short time, naked and sweaty and just wrapped in each other. He thanked me a lot, and I told him to stop thanking me like it was charity. He'll get eaten alive if he's thanking all his partners like that. I say very short because he was hard again almost as soon as he was soft, and I asked him if he wanted another go. He did, of course. I gave him a little head just to firm him up and then put on another condom and bent over again, and he was in my ass like a shot. When I asked him to diddle me as he fucked, he was happy to oblige, and I finally climaxed with him in my ass, which drove him insane. He said it was so hot. I know, James, I know.
He pulled out after I finished cumming and asked if he could switch to my pussy. I told him that it was bad practice to do that, that he shouldn't believe everything he sees in the pornos. Then I had him take off his condom and fuck my cunt hard. And hard it was. I came again quickly, then asked him if it was more exciting when I came and he was in my pussy. He couldn't decide; he liked my ass because it was new and fun, but the sensations while I came on his cock were stronger in my pussy. I can't argue with that. He had to stop explaining because he was about to cum, and he spewed into my cunt excitedly.
I cleaned him off and checked the time, and we still had an hour or so left. So the cleaning became more involved and pretty soon erection number three was brewing. And then he floored me. He asked me if I would let him fuck my ass without a condom. I was pretty blissed out by this point, so even though I probably should have been educational, I just told him to go for it. It was rougher the third time because I wasn't as lubed, but I was dilated then too. He lasted a good long while, longer than the other two, and then I actually felt his balls draw up against my pussy as he fired without warning and painted my colon white. I came at about the same time. It was a nice finish.
So yeah, I know I said I should break it off. And now I'm meeting his other friend. I hope it comes out well. But it was worth it, because now he's really had all of me.
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