CONVERSATION WITH ANNA

BY KATIE DALE

[ part 4 ]

Thursday, Dec. 22 2005

(14:39:36) anna: hi
(14:39:55) stephie: hey am i glad to see you! :) how're you feeling today?
(14:40:04) anna: better thanks
(14:40:05) anna: :)
(14:40:13) stephie: good :)
(14:40:39) stephie: these two strangers IM'ed me earlier, kinda freaked me out
(14:40:54) anna: weird
(14:41:22) stephie: yeah, a 19-year-old girl whose avatar kept changing, bunch of different porn shots of her. wanted to recommend a friend of hers to pop my cherry
(14:41:34) stephie: and her 17-year-old friend tyler who also wanted me
(14:41:52) stephie: i don't know where they got my nickname
(14:42:12) anna: strange
(14:42:20) stephie: yeah was freaky
(14:43:05) anna: yeah
(14:43:14) anna: odd people on the net
(14:43:25) stephie: yeah. so i blocked them both, hopefully they won't bug me again
(14:44:01) stephie: tyler asked me if i had a nice ass... like, who asks a total stranger a question like that?
(14:44:26) stephie: also, how am i supposed to know... i usually keep it behind me, don't see much of it lol
(14:44:47) anna: lol
(14:44:51) stephie: :)
(14:45:16) stephie: and the girl kept putting pictures of her genetalia as her avatar. talk about tasteless
(14:45:26) stephie: anyway, i'm glad they're gone and you're here
(14:45:27) stephie: :)
(14:45:49) anna: :)
(14:46:29) stephie: but can you hang on a sec, i gotta use the lavatory
(14:46:41) anna: lol
(14:46:45) anna: ok
(14:46:47) stephie: (trying to speak british for your sake lol)
(14:46:56) stephie: the loo
(14:46:58) stephie: :)
(14:47:01) anna: toilet?
(14:47:06) stephie: that works too lol
(14:47:11) anna: haha
(14:47:20) stephie: toilet's french though isn't it?
(14:47:21) stephie: :)
(14:47:28) anna: english too
(14:47:32) stephie: toilet water's a kind of perfume
(14:47:52) stephie: you heard the joke about the elevator
(14:48:24) stephie: arrogant american businessman is in UK for business, stays at some fancy hotel. goes to the guy at the desk and asks where the elevator is.
(14:48:34) stephie: the guy says, "Oh, you mean the LIFT. It's right over there."
(14:48:57) stephie: american guy snorts and says, "I think I should know what it's called. After all, it was the americans who invented the elevator."
(14:49:12) stephie: british guy retorts, "maybe so, but we invented the language." :))
(14:49:21) stephie: ok now i really gotta go to the bathroom, brb
(14:49:25) anna: lol
(14:49:26) anna: ok
(14:50:26) anna has closed the conversation window.
(15:05:21) stephie: hi i'm back
(15:05:38) stephie: for now, at least... my stomach's giving me a bit of trouble
(15:05:48) anna: poor you
(15:05:57) stephie: it'll pass, no big deal
(15:06:03) anna: cool
(15:06:32) stephie: what's going on in your life these days?
(15:06:48) anna: lol
(15:06:49) anna: not much
(15:07:12) stephie: ? what are you doing during your break?
(15:07:31) anna: errrr
(15:07:36) anna: holidaying
(15:07:38) anna: relaxing
(15:07:45) stephie: nice
(15:07:46) stephie: me too
(15:08:04) stephie: well, minus the holidaying. you couldn't tell there was a holiday coming up in two days in our house. :(
(15:08:06) anna: cool
(15:08:27) stephie: but relaxing.
(15:09:08) stephie: well i have a ton of stuff to tell you, but before i do, i was kinda hoping you could give me some pointers on how to masturbate better... like i told you before i find it really frustrating that i don't seem to get it right
(15:09:31) anna: lol
(15:09:37) anna: well how do you do it now?
(15:10:38) stephie: well i just lie on my back and rub the top of my slit with my fingers, sometimes rubbing a little further down. i'm afraid to put a finger inside me though because i'm still a virgin
(15:11:02) anna has closed the conversation window.
(15:11:57) stephie: so, what can you suggest?
(15:12:21) stephie: it gets me going a bit, but not as much as i think it should
(15:12:29) anna: how do you do it?
(15:12:40) stephie: i just told you
(15:12:45) stephie: or did you miss what i wrote
(15:12:49) anna: yeah
(15:12:53) stephie: ok
(15:12:57) anna: it didn't come up
(15:13:01) stephie: oh ok sorry
(15:14:06) stephie: well, i lie in bed and put a hand between my legs... i touch what i'm guessing is my clit with my fingers... right at the top of my slit, you know, and rub it and the stuff around it... also i rub further down sometimes. but i'm afraid to put a finger inside me because i'm still a virgin and don't want to hurt myself.
(15:14:43) anna: ah, ok, well if you do it gently it should be ok to put a finger or two in
(15:15:15) stephie: when i do what i do, it gets me a little excited, but nowhere near like when harry met sally
(15:15:30) anna: lol, well that's a bit over the top
(15:16:17) stephie: i worry that there's something wrong with my body... that i'll never get it right :(
(15:16:23) anna: hmm, well it sounds like you do it right, rubbing your clit, although you could put a finger in if you're careful
(15:16:56) anna: don't worry about it, you're 14, you just might not be ready yet for that, or some women don't get very excited masturbating, it is more of a man thing really
(15:17:57) anna has closed the conversation window.
(15:18:03) stephie: :(
(15:18:30) stephie: how often do you do it?
(15:18:45) anna: dunno, once a day or so
(15:19:01) stephie: and you orgasm each time?
(15:19:41) anna: no
(15:20:10) anna: the thing is, if you weren't a virgin, you could use a dildo or a vibrator, which would help you a lot
(15:20:33) stephie: lol do they sell them at regular grocery stores?
(15:20:59) anna: lol
(15:21:02) anna: doubt it
(15:21:11) stephie: where would i get one?
(15:21:16) stephie: do you have one?
(15:21:34) anna: yes, but in america I dunno where you'd get one
(15:21:42) stephie: where did you find it?
(15:21:55) anna: ann summers
(15:22:01) stephie: what's that?
(15:22:27) anna: a shop
(15:22:34) anna: an english one I think
(15:22:42) stephie: hmm never heard of it
(15:22:54) stephie: do they only sell sex stuff?
(15:23:25) anna: well, yes, mostly stuff like lingerie,
(15:23:56) stephie: cool
(15:24:03) stephie: well maybe Dave would buy me one lol
(15:24:12) anna: lol
(15:24:39) stephie: weird stuff's going on with him
(15:24:46) anna: like?
(15:24:59) stephie: i started to tell you yesterday but you weren't feeling well... it's a long story
(15:25:04) anna: lol
(15:25:06) anna: how long?
(15:25:23) stephie: i dunno, i've never seen it lol
(15:25:36) anna: ok
(15:25:38) stephie: :)
(15:26:48) stephie: seriously, though... so the other day... i think it was monday, i was walking around the house... our house is nicely heated, so i was wearing a short skirt and a camisole strappy top
(15:27:18) stephie: and dave kept looking at me, just looking with a weird look on his face
(15:27:40) stephie: like, he was trying to act casual i guess but he was following me around the house, not saying anything, just watching me
(15:27:57) stephie: finally i asked him what's up, what's going on
(15:28:18) stephie: and he looked down, looking embarrassed, and said he liked the way i looked, that i looked really hot
(15:28:43) stephie: and then he apologized and ran to his room and locked the door
(15:29:03) stephie: so i went and banged on his door until he opened it
(15:29:26) stephie: and he started saying 'i'm sorry i'm sorry i'm sorry'
(15:29:30) stephie: and i'm like, for what?
(15:30:03) stephie: and he mumbles that he feels bad because guys aren't supposed to get excited when they see their own sisters
(15:31:21) stephie: and i felt bad for him, so i sat down in his lap and put his arms around me, and told him that it doesn't bother me so he shouldn't feel bad about it
(15:32:56) stephie: which seemed to make him feel better... we sat like that for a while, with him hugging me or playing with my hair... he liked to sniff my hair too... and i think at some point i could feel his thingy poking at my butt a bit but i just ignored it
(15:33:48) stephie: that was that, really. after that we went to watch tv together and we talked and laughed about other, unrelated stuff, and then i went to bed, kinda confused.
(15:34:16) anna has closed the conversation window.
(15:34:47) stephie: like, i now knew for a fact that he got horny over me. it's weird, but what does it really matter? he's not going to hurt me or do anything bad, so if he's just looking and enjoying, and then thinking about it later and jacking off... what do i care, right?
(15:35:23) stephie: you still there or did you miss what i wrote again?
(15:35:27) anna: yeah
(15:35:30) anna: no, I saw it
(15:36:33) stephie: i guess all this crap going on at home's affecting him in a bad way. a shrink would probably have a field day with him. but i don't really give a damn. he's my brother and i love him, and he's being real nice to me, so i'm like glad if i can make his life a little more fun
(15:36:50) stephie: do you think that makes me sick too?
(15:36:54) anna: no
(15:37:07) anna: as long as you don't actually..do anything with him
(15:37:27) stephie: ok well i doubt that will ever happen lol
(15:37:32) anna: lol good
(15:37:59) stephie: anyway, the story continues
(15:39:43) stephie: last night, i got ready for bed. mom, of course, was out again. i found this nightie that i had at the back of my drawer that i'd never worn, i don't even remember how i got it. a cute, tiny pink nightie... straps on top, lots of the back is open, and on the bottom it's really short... just covers my panties and a little more. pale pink with little pink hearts all over it.
(15:39:56) stephie: it's also silky smooth, and kinda tight fitting.
(15:40:27) stephie: so i put it on to see how it would look on me, and it felt nice, soft and smooth, and also made me feel kinda sexy
(15:40:41) stephie: so, on a whim i figured i'd go see what Dave thought about it.
(15:41:37) stephie: Mike's door was open and i had to run past it quickly because i didn't want him to see me like that, and i knocked on Dave's door because it was locked. when he opened it, it looked like he'd been almost crying or something. but he let me in.
(15:42:12) stephie: so i told him i was wondering what he thought of that nightgown and came to show it to him, and turned around so he could see the back too... i was looking down at his crotch to see if i'd make an impression lol
(15:42:53) stephie: so he said i looked really really nice but still looked sad
(15:43:35) anna has closed the conversation window.
(15:43:38) stephie: so i sat down on his lap again, being careful to pull my nightie down so my panties wouldn't show, and asked him what was wrong, and he hugged me back, rubbing my back and feeling my tummy and legs a bit, but not talking
(15:43:41) stephie: you still there?
(15:43:46) anna: yeah
(15:44:19) stephie: so i told him i wanted to cheer him up. he said thanks, but he wasn't sure if i could.
(15:44:35) stephie: don't worry, i didn't give him a blowjob lol
(15:44:40) anna: lol
(15:45:41) stephie: no, i told him to open up the secret hiding place under his bed and pulled out a pair of handcuffs... and i told him that he could handcuff me and jack off while looking at me
(15:45:56) stephie: he was surprised, but pleased... well, he liked half of that idea
(15:46:05) stephie: he didn't want me to see him jacking off though
(15:46:13) stephie: so i said ok, blindfold me too then
(15:47:10) stephie: and i told him my rules - that he can't touch or see my private parts or my panties, and he can't get any of his cum on me or my clothes, and he has to let me go once he's cum
(15:47:30) stephie: he asked if i was serious or just trying to trick him
(15:47:54) stephie: but i told him i was serious, i wanted to cheer him up and it wouldn't hurt me or anything
(15:48:11) stephie: well, at this point he stopped looking sad, and started looking excited
(15:48:15) stephie: :)
(15:49:04) stephie: he started pulling stuff out of the hiding place, and i asked him where i should sit or stand...
(15:49:17) anna: and?
(15:49:36) stephie: at first he said i should sit on his computer chair
(15:50:20) stephie: he showed me what he was going to use... a set of leather wrist cuffs, and asked me to put my hands behind my back, behind the back of the chair.
(15:50:57) stephie: i did, and felt him buckling the cuffs to my wrists, and then heard two little clicks, the locks i guess.
(15:51:51) stephie: he told me i should try to get out. i tried, but couldn't. the way he'd buckled them, i couldn't even reach the buckles with my fingers, so i wouldn't have been able to unbuckle them even if they weren't locked.
(15:52:25) stephie: he was looking at me smiling, walking around to see me from all sides. i noticed that he was holding a blindfold as well.
(15:52:59) stephie: then he said, kind of hesitating, that since my skirt was so short maybe he should buckle my knees together so that i don't accidentally show him my panties
(15:53:07) stephie: i thought that was funny.
(15:53:11) stephie: how thoughtful, right?
(15:53:17) anna: yes
(15:53:30) stephie: so i said sure, go ahead
(15:53:41) stephie: then he asked me if i'm sure i'm okay with this, if it's not freaking me out
(15:54:04) stephie: but i was having a blast, could hardly stop giggling, and i asked him if i looked like i was freaking out
(15:55:06) stephie: so he took this leather belt thing and slipped it under my thighs, and buckled it securely over my thighs, a few inches above my bent knees. that stopped me from being able to open my legs
(15:55:40) stephie: that thing wasn't locked, but since my wrists were locked behind my back there was no way for me to open that -- well, maybe with my teeth, but i wasn't about to try
(15:56:28) stephie: then he fishes around inside the box under his bed some more, and takes out another pair of leather cuffs, and asks me if it's ok if he put them on my ankles
(15:56:53) stephie: i noticed that he wasn't in the least bit sad anymore, and something was definitely trying to poke out the front of his trousers
(15:57:17) stephie: so i said ok, i mean, i had gotten that far anyway, what could another thing hurt?
(15:57:32) stephie: so he buckled that one just above my ankles. now i couldn't bring my feet apart.
(15:57:44) anna: ok
(15:58:09) stephie: he was looking at me, slowly walking around me like a vulture, occasionally touching my shoulder, or cheek, or hair
(15:58:33) stephie: and then he said on second thought he thinks he'd rather i kneeled on the floor if i don't mind
(15:58:55) stephie: i said sure, whatever you want, you're the boss
(16:00:37) stephie: so he put his pillow on the floor so that my knees wouldn't get sore from kneeling -- his floor is carpetted anyway, but he wanted it to be extra soft. then he lifted me off of the chair -- since my wrists were cuffed behind the chair's back i couldn't get off of it by myself. plus, my legs were totally useless. so he slipped an arm under my thighs and another around my back, and lifted me up off the chair, slipping my arms over the chair back.
(16:01:01) stephie: then he stood me down behind the pillow, tugged my nightie straight for me, and then helped me kneel down on the pillow slowly
(16:01:34) stephie: i was having a great time. at no time at all did i feel threatened or in danger or anything. i knew that he'd do just what i allowed him to and no more. that's what made it so much fun
(16:02:05) stephie: am i boring you?
(16:02:21) stephie: seems like when we chat, i'm always doing the talking lol
(16:02:22) anna: no
(16:02:42) stephie: you should gag me too so you can get a few words in lol
(16:03:21) stephie: so i was kneeling on the floor now, and he was walking around me, looking at me. he asked if i was comfortable, i said yeah, are you gonna blindfold me now and do your thing? he said in a minute
(16:04:14) stephie: he told me to try sitting on my ankles. i did. he said it looked cute. and he got a short chain and locked one end to my ankle cuffs and the other end to my wrist cuffs.
(16:04:52) stephie: he kept asking if i was ok and comfortable the whole time. he was very nice and caring. patted my head and stroked my hair a lot too.
(16:05:35) stephie: then, like he was disappointed that he was running out of options he sighed and said he'd blindfold me now.
(16:06:10) stephie: i asked him if he liked how i looked like that. i knew that he did, but i wanted to hear it from his mouth.
(16:06:44) stephie: i'll never forget his answer.. he put his face really close to mine, cupped my chin in his hand, and whispered, more than you can even imagine
(16:07:04) stephie: and then kissed the tip of my nose
(16:07:19) stephie: then he put the blindfold on me.
(16:07:22) anna: lol
(16:07:47) stephie: i couldn't see anything but it wasn't pitch black - there was light coming in the sides. i told him that, told him maybe it doesn't fit properly. but he said that as long as i can't see anything it's ok
(16:08:27) stephie: you know what, i really liked the blindfold
(16:08:42) stephie: made for lots of suspense... i could never tell what was coming, it was all surprises
(16:09:26) stephie: i felt him touching and rubbing me all over... he was true to his promise about not touching my private parts. but my back got rubbed, and my legs, and my belly, and the top of my chest above the nightie
(16:09:34) anna: ok
(16:09:40) stephie: and he was kissing me too
(16:09:52) stephie: and... well, it felt really nice
(16:10:06) stephie: got me quite horny actually
(16:10:29) stephie: and then i said, hey didn't you forget the gag?
(16:10:47) stephie: he asked me if i really wanted a gag, and i said yeah definitely
(16:10:55) stephie: couldn't be complete without it
(16:11:11) stephie: so i felt him stop touching me for a moment, then he said ok open up
(16:11:37) stephie: i opened my mouth wide and felt the rubber ball thingy being popped in, and the straps being stretched behind my mouth
(16:12:16) stephie: i made some murmering noises through the gag, just for fun. he laughed, started touching me again, and made some comments about how sexy i was.
(16:12:33) stephie: and then i waited. i enjoyed the massage i was getting.
(16:12:53) stephie: probably got touched more then than all year long put together
(16:13:04) anna: haha
(16:13:48) stephie: and like i said it was making me horny, though there wasn't much i could do about it. i did manage to get one of my heals under my bottom though and was able to rub myself against it a bit, which felt nice
(16:14:29) stephie: eventually i only felt one hand on me, and i figured he was beginning to take care of himself, if you know what i mean
(16:14:35) anna: yes
(16:14:54) stephie: i could hear his breathing hard and fast
(16:15:22) stephie: and then i dunno how much long after that, a minute or two maybe, his hands left me completely. and then he started panting.
(16:15:37) stephie: and he was swearing a lot, saying oh fuck oh fuck
(16:15:53) stephie: but not like he was upset, on the contrary... like it was good
(16:16:29) stephie: then he started saying 'wow wow wow'
(16:16:46) stephie: and he said that was really good, and i heard his bed creaking
(16:17:11) stephie: he asked if it was ok if he rested for 30 seconds before he untied me, said he was so exhausted
(16:17:25) stephie: i tried to say ok through my gag, don't know if he understood
(16:17:42) stephie: there was silence for a while, then i murmered again through my gag and he said ok
(16:17:45) anna: llol
(16:17:56) stephie: bed creaked a bit more... i assumed he was standing up
(16:18:09) stephie: he said gimme a minute, and i heard his door open and close
(16:18:49) stephie: he came back in once or twice more, and then he said ok he'll let me go now... he started by taking my blindfold off... he looked at me and smiled and said thank you like a million times and kissed me on my forehead and cheeks
(16:19:14) stephie: then he took my gag out and asked if i was ok, and i said yeah i'm glad you enjoyed that so much
(16:19:23) anna: ok
(16:19:38) stephie: and he took the rest of the stuff off me and helped me stand up. i stretched a bit
(16:19:48) anna: ok
(16:19:57) stephie: i wonder where his cum went, i didn't see any of it lol
(16:20:32) anna: lol
(16:21:22) stephie: so then he said he'd carry me to my bed, and i let him, though i kinda regretted it -- i'm sure he didn't know this would happen, but when he lifted me up like a baby in front of him, my nightie wasn't covering my panties anymore and i'm sure he got a peak. oh well.
(16:21:41) stephie: he put me to bed like a little kid and tucked me in, and turned out the light, and left
(16:22:03) stephie: i was still excited and kinda horny, and tried touching myself to have an orgasm, but nothing really happened :(
(16:22:32) anna: you sure you're touching your clit or missing it?
(16:22:37) stephie: i felt a lot hornier when i was tied up on his floor than when i was fingering myself in bed... that's why i worry that i'm doing it wrong
(16:23:42) stephie: i dunno, i think it's my clit
(16:23:56) stephie: hold on a sec, sorry, tummy ache... gotta try to use the bathroom again...
(16:24:00) anna: ok
(16:24:32) stephie: i'm so glad i can tell you all this stuff, there's nobody else in the world that i could tell this too
(16:24:35) stephie: brb
(16:24:58) anna: ok
(16:25:02) anna: thanks
(16:26:02) anna has closed the conversation window.
(16:31:24) anna: sorry sweetie, I gotta go, talk soon xxx
(16:31:27) anna has closed the conversation window.
(16:31:27) anna logged out.
(16:44:01) stephie: bye
(16:44:03) Message could not be sent because the user is offline: