I don't mean to imply that she's a tightass. But she does have a very tight rectum. You knew that, just as you knew what I meant. I thought I'd make a joke. I don't think it was very funny, especially now that I've killed it.
Enough bad comedy. Sveta came over yesterday with her backpack right out of school. She told her parents she was going to work on homework at a friend's house. I sometimes wonder if we fool our parents at all. But if they suspect something, I doubt they suspect the truth, which is that their daughter was coming over to my house to practice to have her anal cherry taken. I mean, I wouldn't suspect it. She's so sweet and innocent.
I think she was a little nervous, and after recalling some anal memories of my own I can both see why and confess that I was a little nervous too. I always am, working on a new ass. She's not my first anal virgin.
She came through the front door, which was a bit of a novelty. We kissed friendly, then we kissed again more sexily, and by the time we were making out in my living room, I think a certain amount of the nervousness was forgotten.
I led her upstairs to the bathroom. This is why I'm so glad my parents are out of town; first time anal fun, even with toys, can sometimes get a little messy, and I wanted to make sure we were in an environment where that wouldn't be a problem. I don't know what I'm going to do when they come back. We'll cross that bridge when we come to it.
Anyway, we left her backpack downstairs and our clothes in the hallway and went naked into the bathroom. In this situation, I've had some people back out, get so nervous that they wind up not wanting to do anything before we even start. But Sveta either wasn't that nervous or really wanted it (I'll flatter myself that I was the reason for that, but it's probably not true); she smiled when I told her the first thing we had to do was for her to clean out a little.
I mention this over and over again, but I'm not into scat. Sveta, on the other hand, might be a little. But suffice to say that even though I'm not into scat, she looked so sexy trying her hardest to shit. Yes, I watched her going to the bathroom. I didn't watch the business end, I watched her body and face. Well, I watched the business end a little when she was pissing. Maybe another time we might explore that too. But that wasn't for today.
Once she evacuated as best she could, then we did some enemas. I let her do one on me to see what it was like, and by the second one on her, she was really enjoying it. I think I could have just kept giving her enemas all day and she would have been happy. It wouldn't have prepped her too well, but she would have enjoyed it. Which is why I'm sure she'll like anal if she gives it a chance. Anyway, she said she wished my ass had been a little dirtier so she could have seen what her enemas must have looked like. Like I said, maybe a scat fetish. I won't be able to help her much with that, but it's useful to know. The funny thing is, her ass wasn't that dirty. But anyway, drawing a curtain over this part of the proceedings.
I had laid out a few toys: my smallest butt plug (which I hardly ever used except to walk around with), a small dildo with a base (just in case kids, you should remember that, because it's embarrassing to have to show up at the emergency room and tell them you have a dildo stuck in your ass), and a slightly larger butt plug just in case. And of course the industrial-sized bottle of lube.
I showed Sveta around the toys, then bent her over the bench like my dad bends me and took a look at what I was working with. Not that I hadn't seen her anus before, but it was the first time from this angle. We're talking tight. It's the same color as her pussy, just a faint rose of color, puckered and almost too small to believe. It's like the girl never even shat in her life. Slow going.
Of course I started with lube and fingers. It began as more of a massage, just working lube into every place I could reach on her. We both enjoyed that, especially when I would dip into her juicy little cunny, almost as if by accident. I foresee a day for Sveta when all she needs to do to get fucked in the ass is cum, and then the guy can use her juice as lube. But that's far in the future.
Finally I was concentrating entirely on her little rosebud. She had relaxed to the point where it was more visible, but it was still really tight, so I settled for just pressing it and rubbing it and letting her enjoy those sensations. She reached back to diddle her clit with one hand, and it wasn't soon, but before I even got around to trying to put a finger in her, she gasped that she was going to cum. Well, ordinarily I would have gotten down and sucked her cunt until she did, because I love a face-full of juice. But in this case it seemed like that might make it more difficult to work on her ass, so I just offered assurances until she tightened up and then squirted two or three blasts into the tub. What a waste.
Still, once she came down, she relaxed a lot, which is what I usually find. If you want to fuck your lady friend in the ass, lube and then give her a good O and right after she stops tensing up, she'll be as loose as she's ever going to get. It was still an effort to press a finger into her tight pucker, and she cried out when I was only in to the first knuckle. I stopped and she twitched and her ass clenched. So I talked her through it. I mean, she was baby-butt tight. Not that I've ever had a baby butt, but that's what I'd describe it as.
With some coaching and lube and perseverance, I got my finger all the way up her butt. Then she begged me to stop. I had to work hard to keep my finger there; every once in a while her ass would try to reject me completely. I was a little afraid she was going to shit herself, despite all the cleaning we'd done. But she didn't.
It sounds a little odd, but we just stayed like that and talked. Anything to take her mind off my finger in her ass. She wasn't particularly articulate at first, but eventually I guess she got used to it and she talked. I now know her favorite movie, and what she wants to major in when she goes to college. And she knows a movie which I picked to be my favorite, since I hate that question and just needed a pat answer for everyone who asks, and what I wanted to be when I grew up.
Finally I told her to relax and started working my finger in and out. She was trying her best, poor little trooper, but it made her uncomfortable. I went as slowly as I could. Then I pulled out completely, dribbled some more lube all over, and pushed back in, a little more forcefully. She gasped but didn't scream, which I guess is a good sign. After what seemed to me to be forever (and probably to her too) I was fingering her ass properly. It grabbed my finger on the way out like a tight ass should; James is going to love fucking Sveta's ass; it's so young and tight and sexy. Hell, I might pull out a strapon and fuck her ass once he's had it first. But he will definitely have to use a condom and a bucket of lube.
I asked her if she wanted to stop, and she gasped that she did, for right now. So I pulled my finger out of her butt, got up, washed it off, and went back and comforted her a little. We kissed, and kissing turned to holding, and holding to stroking, and eventually we were full-on making out in the tub. With no water it's a bit different, but Sveta didn't seem to care.
She said she wanted to try eating me out again, and I let her. She was distracted so it didn't go as well as it might, from my point of view, but I didn't let her get discouraged, overreacted a little, and gave her some pointers. Once I'd had enough of it, I asked her if she was ready to try some more. She looked a little unsure, so I said that if she wanted, I would just eat her out and we could leave it for another day.
But she's a trooper, now that she's started. She shook her head and got up and leaned over the bench again. I told her to play with herself a little to relax her, and started in with more lube. Her ass was just as tight as if I hadn't worked for so long on it before. But she didn't react as strongly when I got a finger in her, and I was able to slip it in to the knuckle more quickly.
When I tried two, she felt that. I shushed her gently, petted her backside with my free hand, told her it was going to be okay. She was whimpering. But I worked until both my fingers were in her to the hilt, and she was gasping about how tight it was. She wasn't crying, and she wasn't saying it hurt her, but I imagine it did a little.
I told her I was going to put in the buttplug next. It's wider than two fingers but only at the base. I lubed it up and started working it into her ass. She was gasping and groaning and I imagine her face looked a lot like when she was straining to take a shit earlier. When I finally got the plug past the widest point and it slipped into her ass like a suction cup, she did cry out then. I soothed her, told her it was over, it was in.
I left her there for a moment and washed my hands again (can't be too careful, at least not at first) then came back and helped her off the bench. When she unbent it put pressure on her ass and she moaned, but I helped her up and laid her back on the bench and told her to grab her knees if she felt too tight. She was lying there with her knees pulled up, just too sexy for words. But I did feel a little bad that she was feeling so full.
She didn't seem to be interested in anything at first, even when I started stroking and licking her cunt. I was worried we'd gone too far, that she was in a lot of pain. But when I looked up at her face she was smiling a little, and she said it wasn't too bad, she just was feeling it. I asked her if she enjoyed it at all, and she said it was about half and half. Which is a little remarkable; an ass as tight as hers must have been giving her a lot of trouble with even the smallest toy in her.
I went back to licking and sucking and eventually started to taste new arousal. She let her legs lower by accident and gasped and pulled them up again, and her cunt tightened and probably her ass too, because she groaned. I just kept trying to make her feel good. Nothing fancy, mostly on her clit without a lot of pressure to make her feel tighter. I did delve my tongue into her spaces once in a while, because she's just so nice on the tongue. Tight and young and sweet; I don't deserve it, really.
Finally, after I was about to give up (and that should tell you how long it took) she gasped that she was going to cum. She sounded a little worried, like she was afraid that if she came she would rip apart. And to tell the truth, cumming with something large in your ass can be tough. I mean, when you're new, cumming with something large in your pussy can be tough. You tend to get tighter.
She did cum, a weak orgasm probably because of the pain it was causing her and nervousness. She barely spurted, which is an indication. And she was much more vocal. But when she stopped, she let her knees down completely and didn't move to pull them back up.
I got up and kissed her (she doesn't shy away from her own pussy juices on my lips and tongue, good girl) and said she was incredibly sexy and brave. She smiled weakly and said that cumming had been tough, but now she felt much better. I told her to lie still and I would get her a drink and check the time.
The time was closer to curfew than I would have liked. I didn't want her to get in trouble. But there's no use rushing these things. So I helped her raise her head to drink, and then told her she probably should go home, that we could continue some other time.
Getting the plug out was easier than I expected, but it was amazing how quickly her anus closed after it was out. I mean, I expected a little gape, but nothing like that. I sent the plug with her, along with a bottle of lube and an enema, since she enjoyed that so much, and told her she could practice if she liked. She said she would. I hope her parents don't find out.
So that was yesterday, and today I was hoping she might come over again, but she couldn't. Maybe tomorrow, before my parents get home. Or maybe some other day; we can still do it in the basement. She called late in the evening to tell me that her ass still felt a little sore and asked if that was normal. I felt so bad. I told her that it was probably fine, but if it didn't go away by morning she should let me know.
Then she called me today after she got out of school and said that I was right, that the soreness went away, and that she was going to try putting the plug in her ass that evening. The thought was sexy, but I told her to take it slow, that she didn't have to rush it. She said that she was only rushing because she wanted to be ready for James when his birthday came, which isn't too far away. I told her she could promise him that once she was ready, he could have her ass her first time, and that would be present enough. She said she would be ready. I hope she doesn't hurt herself. I told her to call me when she was trying it. She hasn't called yet, so maybe she's decided not to. We'll see.
It's going to take some work before she's ready to be fucked in the ass, but I'm looking forward to working on it, and I think so is she.
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