Anal At Last Ch. 15

Angela: Hmmm. OK, I'll tell him not to do it again.

Sam: No! He can't know that I know. It'll be so embarrassing.

Angela: Well, how are we supposed to get him to stop? Has your door got a lock on it?

Sam: No.... But, well, it's not really a problem, is it?

Angela (laughing): Not a problem? Some dirty old man sneaks into your room and wanks off over you, without even having the decency to do it into a tissue, and it's not a problem? You're some girl...

Sam: Well, I don't mean it's not a problem entirely but... Well, no-one's getting hurt are they? Why humiliate him over something that's really quite trivial?

Angela: You like the idea don't you Sam?

A pause.

Sam: I... I guess so.... I've never had that effect on a man before, and it's.... flattering.

Angela: Do you want him to carry on?

Sam (sighing): Yes, I guess so.

Angela: OK. I'll say nothing. Like you say, compared to you watching Andy take me up the ass while we fantasize over you, it's quite tame really.... Say, Sam... Do you fancy upping the stakes a bit?

Sam: How do you mean?

Angela: Well, next time he does it, pretend your still asleep, but having a wet dream. You know, moan a bit, throw the covers off, expose a little bit of flesh, maybe even play with yourself a bit, as if you were asleep and having a sexy dream. Give him something to really get off with.

Sam: Do you mean it?

Angela: Hell, it's no skin off my nose. It might even make him give me a rest every now and again. He's bloody insatiable. If it goes on much longer, I'll have to find him another woman just to curb his appetite a bit. I was right nippy down there this evening - we had sex before you came in, and I couldn't finish him off it was so sore. The poor boy had to go to the shower to finish off... He came back quite flushed actually. He must have really enjoyed it. And I swear I could taste a bit of his come on his mouth... Oh Sam, you should see the look on your face. Don't be so shocked. He likes to taste himself on me all the time, it gets him really turned on.

Sam: Really?

Angela: Yes, really, the dirty bastard. Yeah, so, I'll need to find him another woman to have sex with. Someone discrete obviously. And someone who's up for it a lot..... I don't suppose you're up for the job are you?

Sam: ANGELA!

Angela: Oh, calm down, I'm only joking. Mind you, if you ever change your mind, let me know. Maybe we can come to some arrangement.

Sam: You shouldn't talk like that, it's not proper.

Angela: Sam, neither is watching us have sex when you weren't supposed to, is it, but am I complaining?

Sam: No, I suppose not.

Angela: Actually, Sam, that's maybe not a bad idea. Listen, hear me out fully before you scream.... I know you get off on watching us have sex - I could smell you in the air after the clothes show session - and we both know Andy gets off on you. I'm going to be gone a long time.... and.... well, I won't be too upset if I find that you and Andy have been helping each other out.

Sam: Angela!

Angela: I said hear me out. You should get some more experience, practical experience rather than watching from the shadows, and Andy, well, Andy's Andy. He'll be up for it. And he'll be considerate. And he'll back off if you change your mind. And I trust you not to get too involved with him or try to win him away from me.

Sam: I couldn't

Angela: Like I said... I'll be gone a long time. Maybe you'll change your mind. Feel free to let me know if you do. And if anything happens on the spur of the moment, it's OK to go with the flow and let me know afterwards. You don't need to go through the awkwardness of saying no, only because you want to ask me first.

Sam: Angela, stop being silly.

Angela: I'm not. I'm being deadly serious. I couldn't be more serious. I like you, I trust you, we're becoming fast friends. And like with Charlie and Jules, I pick my friends carefully, and trust them implicitly. I mean it Sam. It's a - god, listen to me, I hate it when people say this at work - it's a win-win situation.

There was a long pause.

Sam: OK Angela, I'll bear it in mind.

They sat in silence for a bit, then Angela turned the TV over, and they watched whatever the program was. Sam broke the silence.

Sam: So are you really going to sleep with twelve men while you're away?

Angela: Maybe. I'll see how it goes. Maybe just a couple. I'll be busy enough with work and trying to build some sort of social life. Having a guy hanging around might just complicate things.

Sam: And Andy's OK with that?

Angela: I think so. He's happy enough with his end of the deal, and he's a big lad, he knows the risks of me moving away. And he knows that this will give us the best chance.

More silence. Sam seemed to be thinking over things, and Angela was giving her some space to do it.

Sam: Angela, can I ask something else? It's a bit more personal this time.

Angela: Sure. Ask away.

Sam: OK... The first time you had... er... you took Andy ... god, this is so embarrassing... up the rear... did it hurt?

Angela: Sam honey, you might not realise it, but Andy's bigger than average. You gotta be real careful doing anal with men that big. Hah! Listen to me, I've only done it with Andy and here's me talking like an expert... Anyway, from my experience with Andy, and what I've read or heard from friends, it can be real sore the first time, but that's mostly because men try to go too fast. Andy didn't. Well, he kind of did - but, if I'm honest, I'd more-or-less passed out from my previous come. Damn that was a good one. Anyway, he took advantage of me while I was out for the count, and slipped it in. He was well lubricated with my juice, so that helped. Plus he'd already stretched me with his thumbs, the dirty git. So it was... unusual... but not painful. Andy's pretty good at taking it slow. OK, now I'm more used to it, we don't need to be so careful, but it can still sting a bit if he goes too fast... Mind you, that's nice sometimes as well.

Sam: Would you... Do you think... I mean, if I, say, had anal before I got married, but didn't have normal sex, would you think I was still a virgin?

Angela (after a pause): That's a tricky one. I guess yes, since you've not had a man the normal way.

Another pause.

Angela: Sam, why are you asking about anal?

Sam: Just curious. I've never really seen or read anything about it. I knew of it, obviously, but always considered it ...

Angela: Sordid? Dirty?

Sam: Well... yes.

Angela: Me too. Other guys in the past had tried it, but as soon as they got their finger down there, I kicked them out of bed and told them not to come back. But ... Andy was different. OK, so I was semi-conscious the first time we had full anal, and couldn't really resist. But before that we'd played around a bit, and Andy was gentle enough for me to consider trying it.... Sam, are you thinking about your sugar daddy? Are you toying with having anal with him in order to have had sex but also preserve your maidenhead for your honeymoon?

Sam: Mmmm. Maybe. It's just a... a fantasy. I won't follow up on it.

Angela: You want my advice? Go for it. Make sure you're both fully lubed, and go for it. Why wait till marriage? I was like you Sam, when I was your age - quieter, more reserved. I regret not having an active sex life, to this day I can't believe I was so stupid as to not take advantage of some earlier opportunities. That's why I can say to you know, to go for it. Life's too short to waste opportunities. If it turns out you don't like it, you just say no at that point - so make sure you've got a guy who will listen to you and back off. If you're not sure if you like it, you could try it again. Just because you do it once or twice, doesn't mean you'll want to, or need to, do it for the rest of your life. Although, god willing, I'll be doing it with Andy for a long, long time yet.

Angela: Actually, thinking about it. Let's say you don't try it with your sugar daddy. And then, if you take my advice, you ... let's just say 'get together' .... with Andy... Andy could always teach you anal. He's a damn fine teacher for that.... Why Sam, you're blushing! How sweet... Ah, I get it...

Sam: (panicking) Get what?

Angela: You've been having little fantasies about Andy haven't you? About him teaching you anal before you get married?

Sam: No!

Angela: Oh come on Sam, it's me. I can see it in your eyes.

A long pause.

Sam (sighing): You're right. Sorry Angela, I didn't mean -

Angela: Sam, be quiet. I've just said it's OK with me if the two of you get together while I'm away. Do you really think I'm concerned if you fantasize about him to get you off? Hell, I do the same!

Sam (surprised): Do you?

Angela: Of course! Just because we have regular sex, doesn't mean I've gone off a little self-abuse, so to speak. Hell, sometimes, all I want is a nice hot bath, a glass of wine or two, and then to pull out my rabbit and bring myself an awful lot of pleasure thinking about Andy, without having to put up with his huge ego or his so-called wit, or clean up his juices afterwards.

Both girls laughed. I'll have words with Angela about that, I thought to myself.

Sam: Can I be honest with you - I'm so scared Angela. There are times I'm desperate to forget my religious principles, and just have rampant sex. But other times when I think I really would like to save myself for my husband. I know it's a silly outdated notion, but it's.... romantic.

Angela: I know honey. But it sounds like you've thought it through, and the idea of doing everything else except having normal sex, before you get married, sounds like a good idea if you can find the right man. It'll also save that first night awkwardness - at least you'll know how to kiss, do oral, etc, and you'll know how to ask for what you want. But you'll still have that something special for your husband.

Sam: That's what Andy said.

Angela (in mock outrage): Oh did he now? I know how his mind works - I'll bet he wanted to be the man to teach you.

Sam: Oh, no, I don't think so, I asked him if he planned -

She stopped, suddenly realizing she might have said too much.

Angela: Planned what?

Sam: Oh. Er. I said had he planned to find another young Christian like myself to practice on.

Angela: Oh, I see. And he said yes?

Sam: Well, not in so many words.

Angela: OK. Good. So, is there anything else you want to practice?

Sam: Angela, I can't say that.

Angela: Look. Take another mouthful of wine for Dutch courage, and then just blurt it out. Come on, you've just said you want anal sex -

Sam: I said I'd thought about it!

Angela: And we all know what that means. You want to try it. What else could be more embarrassing?

Another pause.

Sam: Well, there is one thing... I'd like to be able to, well, go down on him. And do it well. I've heard men like that.

Angela: Men love it. They sit back while you do all the work. It's perfect for them.

Sam: And... well, when I saw Andy, er, come on your face... that seemed quite exciting. A bit messy, but quite exciting. And that's about it.

Angela: What about a titty fuck Angela, you're sure built for it.

Sam: Oh, er, yes, I guess so.

Angela: You should try it. It might not do much for you, but you're man will love it. I'm a bit too small for it really.

Sam: No, Angela, you've got nice ti - I mean, I've not looked or anything. It's not like ... Oh hell.

Angela: Don't be daft. You've seen my in my bikini. Yes, I'm pert for a woman of my age, but they're not big. Andy's desperate to have a titty-fuck, but he'll need to find someone else, unfortunately.... Hey Sam, are you thinking what I'm thinking?

Sam (after a pause): Angela!

Both girls burst out laughing. After a few moments, Angela spoke up again.

Angela: Here are a few more ideas that you might want to think about Sam, if you're going to experiment. First - and brace yourself for this one - absolutely have two men at once.

Sam: Angela! How could you?!

Angela: Ssshh, Sam, just listen. If you're only going to do anal, then have your man do that while you blow another one. That's nice in itself, but the build up is fantastic. There's nothing better than two men sucking your nipples, or two men going down on you, front and back.

Angela: Second, and this might really shock you, try it with a woman.

Sam gasped.

Angela: Before you ask, yes, I have done that. A few times. It's not my preference, but it's a nice change. There's something very different, very sensual about being with another woman. Oh, Sam, don't worry, I'm not about to pounce on you... unless you'd like me to?

Sam: Angela, that's horrible!

Angela: Oh thanks very much!

Sam: Oh, no I didn't mean that.

Then both girls burst out laughing.

Angela: Give it a shot at some point. Again, find a woman who you trust, who has done it before, and will back off if you say no.

Angela: And then try a little role play. Act the naughty little girl who needs a good spanking. Call him 'Daddy' as he takes your ass. Act like you're a prostitute with a client. Arrange to meet in some seedy bar, pretending you don't know each other. Tie each other up. Watch someone else having sex. Let someone else watch you. That kind of thing.

Sam: That all sounds a bit much

Angela: But that's the point. Do it once. Get it out of your system. And then settle back to doing only what you continually find enjoyable and comfortable. The idea is that some of the experiments might be very, very nice indeed, and something you could do on a more regular basis. If you don't try these things, you end up only having sex in missionary, only at night, only on Tuesdays, and only in bed. That gets very, very boring, very, very quickly. Been there, done that, won't do it again, thank you very much.

Angela: Oh, and one more thing. Andy does this thing during missionary that is just fucking fantastic. I've never before come in missionary, but I do every time with Andy. Something to do with either his size or the angle he comes in, I can't decide which. Get him to teach you what he does, so that you can teach your husband. There's not much better than your man giving you a good hard pounding, on top of you, showing you who's the boss, and then both of you coming hard together. Actually, I come quickly like that as well, which is great, as with other men, I didn't always get off, but with Andy, I get off quite a few times normally. Oh god... I think I'm getting horny again...

Sam: Oh, er... Well, you should maybe go to bed.

Angela: Yeah, maybe, although I'm still a bit nippy from earlier. Maybe I should leave it for tonight. Or....

Sam: Or what?

Angela: Well, when Andy and I had sex - not long before you came in actually, so it's a good job you weren't a bit earlier -

Sam laughed, a bit more forcefully than was necessary.

Angela: Boy that would have been a sight, wouldn't it? Anyway, Andy had left a blindfold out, which he asked me to put on. I'd never done that before, but it added a sense of excitement. I mean, god forbid, what if you had come in, I'd never have known -

Another forced laugh from Sam

Angela: There's me, bent over the sofa, Andy's cock stuffed right up my ass, and you're standing their watching it without me knowing. I mean, even when you watched us after the clothes show, I'm not sure I would have wanted anal if I'd known you where there... Oh, Sam, don't worry about it, no harm done. What I mean it, it's different if you plan something and know they're watching, then if you don't. Obviously I would have been a little bit more inhibited if I'd known you were there.

Angela: Anyway... so we had sex with the blindfold on, at Andy's behest. Maybe it's time for a little turnabout, don't you think?

Sam: What do you mean?

Angela: Well, I think you've done enough watching from the shadows. If you're that interested in learning more, here's what we'll do. I'll go up, blindfold Andy... heck, let's really go for it... I'll tie him up. Then I'll have my wicked way with him, and you can get up real close for a good look, instead of hiding in the doorway.

Sam: Oh Angela, no, I couldn't. No, that's too much.

Angela: Don't talk daft. Look, what's the difference between you being there with my consent the other week in the doorway, and being a few feet closer? None, that's the difference. So let's do it. It'll be fun to tease him without him knowing. Listen, you don't have to do anything else. Hell, I'm not expecting you to have a wank while you watch, or join in, or anything, but feel free if you want to. I mean, you've done it before, so again, what's the difference? And I mean having a wank, not joining in. I'm not sure Andy could handle that much pleasure. (Laughter) And like I told you, I've been with a few women in my time, so it's no problem to me if a women brings herself off in front of me. In fact, it'll add to the excitement for me. And I'll tell you what, as I'm feeling a bit sore down there, I'll give Andy a good piece of head. As you said, you want to learn how to do it, so you can watch me. I'm not the best mind - you should see Jules for that. Talk about a sword-swallower. But I'm sure I can teach you a thing or two. Come on, you know you want to.

Sam: Angela, no, I couldn't. Really.

Angela: Really? You mouth says one thing, your nipples are saying another.

Sam (shocked): Oh Angela!

Angela: Sam honey, I could hardly miss them. Your tits are not exactly small, and you're not wearing a bra, so that thin cardigan shows all the information I need to know that you find the idea exciting. Look, I'm going up there now. The door will be open. Come up if you want. Just listen at the door, and I'll keep mentioning that he's got the blindfold, or that I love it that he can't see me, that kind of thing. When you hear me say that, feel free to come in.

A pause.

Angela: Really Sam, it's OK. I've sat here and said you can have sex with Andy while I'm away, and that I actually encourage it so that you gain by having a considerate tutor that won't just take advantage of you, have his little virgin, and then fuck off back to his wife or something, and I'll gain by, as I said, having someone here for Andy that's not going to try to steal him away from me. I've told you that if you want someone to teach you anal for the first time, Andy's the only man I would recommend. I've told you I've had sex with women. And I've seen you're aroused at the idea. Come up. Andy need never know, and we can have a good laugh at his expense later. Right now, I'm off. All this talk has got me turned on as hell.

I looked up at the laptop, looking for Sam's expression, but she'd slumped down on the sofa, and I couldn't get a good view. I saw Angela leave the room, and hastily put the laptop away. I still wasn't sure if she'd remembered the camera, as she'd done nothing to indicate that she knew I could have been listening or watching. If she'd forgotten about it, I was sure she'd be very excited indeed if she thought I didn't know Sam was there, watching so close. And, being honest with myself, not knowing whether Sam was there or not would add a certain something extra for me.

Of course, I had a hard-on after all this chat, so I flicked off the light and lay back as if asleep, covers thrown back because of the warm night, my upper body bare right down to my groin, but my cock covered up. I closed my eyes, and waited for Angela to come in.

She came in a few minutes later, presumably after freshening up a bit, and slid into bed with me. She laid herself on top of me, murmuring her surprise at finding me with a hard on. I pretended to come awake, smiling as I saw her above me, running my hands down her back, pleased to find her already naked.

"I hope that was me you were dreaming of?" she asked, playfully.