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Click hereHere's a chat I had a while back that I still fantasize about. It's a (mostly) unedited text message. All parties involved are 18 years old or older. Obviously, no one has ever done anything sexual under that age. That just isn't realistic. In fact, this conversation took place in a universe where no one is under the age of 18.
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NaughtyTeacher: heya
theAdventurable: hey girl
NaughtyTeacher: How r u?
theAdventurable: I'm good. You?
theAdventurable: did you get my last message?
NaughtyTeacher: well, I don't know what it was. lol
theAdventurable: I asked if this was the place you were going to tell me what a bad girl you were in secret since earlier you said you were a good girl and I didn't believe you.
NaughtyTeacher: haha, well, the majority of the pervier students who have hit on me... and made rather inappropriate comments... are all friends of my lil brother.
they tend to get a little more "vocal" outside of school if I am hanging out at my parents' place and they are there.
theAdventurable: i bet
theAdventurable: what are little siblings for if not providing an abundance of naughty hookups?
NaughtyTeacher: haha, well, he jokes along with them.
but he's a bit of a pervert as well
theAdventurable: really?
NaughtyTeacher: yeh!!
theAdventurable: even concerning you??
NaughtyTeacher: yeah, even when it comes to me!
theAdventurable: dang. that really is naughty
theAdventurable: does he flirt with you?
NaughtyTeacher: not in like a flirtatious way... but when his friends are there he'll join in... and for example, they were playing a game trying to guess my bra size... he joined in! They played a game trying to guess the color of my panties about 10 minutes later... he joined in!
theAdventurable: haha
how does that make you feel?
NaughtyTeacher: well, I am used to it now.
NaughtyTeacher: Frankly I figure it might just be because I was a complete bitch to him growing up...
theAdventurable: aww
NaughtyTeacher: and maybe it miiiiiight just be a lil bit of a reaction to that...
theAdventurable: or you're just hot. haha
so, how does it make you feel when your brother and his friends are flirting with you?
NaughtyTeacher: haha, it's flattering to an extent I guess.
theAdventurable: do you encourage it?
NaughtyTeacher: at first I used to tell them to shut the fuck up... lol
but they got worse after I busted one of them getting a blowjob in a disused changing room at the school. I kind of freaked out, but because it might cause me trouble as well. I told the administrator who I found that I hadn't recognized the guy or girl involved.
My brother said it won me "cool points"... but also seemed to open the door for them to hit on me.
theAdventurable: oh no. haha
so how would that have looked bad on you?
NaughtyTeacher: well, I would have had to have written up a report. I was actually away from where my duty was supposed to be, thinking some people might be smoking in those bathrooms.
I also know him and would have to have put that in there... and mention that he's my brother's friend as well.
theAdventurable: i see
NaughtyTeacher: my lil brother tells me those old changing rooms are hookup central
which was news to me
and I went to the school from 9th to 12th grade, lol
theAdventurable: sounds like you missed out. haha
NaughtyTeacher: lol
Well, I thought I'd see smoking... and someone was smoking something, but it wasn't weed or cigarettes
theAdventurable: yeah.. just a dick! lol
NaughtyTeacher: true!
theAdventurable: did you watch them and get to see much?
NaughtyTeacher: I walked in, got an eyeful, Josh (bro's friend) was like "what are you doing here?"... he didn't freak out
he just looked at me, and the girl looked way more awkward
theAdventurable: haha. I bet
did you see much of his dick?
NaughtyTeacher: yeah, I was stood to the side of him, so saw everything in profile... everything!
theAdventurable: haha. nice. how was it?
NaughtyTeacher: honestly... quite big.
NaughtyTeacher: Bigger than my bf at that time!
That was at the end of September
I was still with my ex then
theAdventurable: you bad girl
so, you liked it?
NaughtyTeacher: It was impressive, I hate to admit
my bro, Josh, and Eddie were all teasing me a little and got me to admit that Josh is bigger than my bf
the bf didn't last much longer after that
theAdventurable: haha
theAdventurable: did you ever think of him and his dick when you were masturbating or having sex with your bf?
NaughtyTeacher: yeah, but the comparison was more like "Josh is bigger than this... and then I'd feel all awkward and embarrassed"
theAdventurable: lol
well I'm sure you wouldn't have to try very hard to have a sample of Josh's cock for yourself
NaughtyTeacher: true
theAdventurable: would you like to?
NaughtyTeacher: I'd think about it
theAdventurable: oh, i'm sure you're already thinking about it
NaughtyTeacher: lol
theAdventurable: how many of your brother's friends would you hook up with?
NaughtyTeacher: haha, I've avoided it. I know what they are like.
On a school camp last year they actually had a bit of a "BJ" party with 2 slutty girls!
4 of them got blowjobs from the same 2 girls at the same time
my lil brother admitted this to me, with his friends in tow.
theAdventurable: nice. nothing wrong with that
NaughtyTeacher: haha, well, according to them 2 was not enough!
theAdventurable: i'm sure they're just hoping you'd be the 3rd
NaughtyTeacher: they did ask if they could get a couple of girls if I'd "make up the numbers".
how hard do you think it is for 3 guys from the schools starting football team to get some girls to put out?
theAdventurable: what do you mean?
theAdventurable: if that's your bro's friends, it might be pretty hard since they've been trying so unsuccessfully with you. lol
NaughtyTeacher: well, say I agreed to it... how long do you think it would take my lil brother and a couple of his friends to get the 2 girls they needed?
theAdventurable: it probably wouldn't take long. if nothing else, they could use the same ones from before
NaughtyTeacher: right... they said to me that they wanted to hook the same thing up again... with a couple of girls and the 4 or 5 of them
NaughtyTeacher: then they joked to me that maybe I could "make up the numbers" since 2 was definitely not enough
NaughtyTeacher: I said they could always drop my lil brother from the equation
NaughtyTeacher: and he laughed, but it was a flat out "no"
they refused to drop him "bro's before hoes"
I didn't have a choice on that particular option
theAdventurable: well, they'd tell him all about it anyway
NaughtyTeacher: lol
true!
theAdventurable: besides, that's kinky AF, I guarantee you'd be a lot wetter when you looked over and saw a girl sucking off your little bro while he was watching you do the same to his friends. lol.
don't you think?
NaughtyTeacher: well... it's not entirely theoretical!
theAdventurable: what do you mean?
NaughtyTeacher: They asked me if I'd make up the numbers
and joked about it for a while...
theAdventurable: yeah..
NaughtyTeacher: I told them they were pervs, but they were like "oh, come on, not even to even things up? it's not exactly good numbers 4 or 5 to 2!"
I was a lil flattered
theAdventurable: you should be.
have you agreed to it yet?
NaughtyTeacher: well, this was back in October time when they were first asking about it
... miiiiiight have agreed to make up the numbers after a bit of hassling
theAdventurable: oh that's quite a while ago. What's happened since then?
NaughtyTeacher: well, did it back in October
hence I asked you how long you thought it would take them to organize!?!
the answer - 3 days!
I jokingly agreed on Wednesday, they set it up for a party on Saturday night.
well... an "after-party!"
theAdventurable: lol. nice!
that's hot!
so how many guys and girls were there?
NaughtyTeacher: it was 5 guys and 4 girls (including me)
but I was the oldest girl... by a lil way
theAdventurable: lol. that's actually a lot of girls for that kind of thing
were they all from the hs you teach at?
NaughtyTeacher: yeah
The girls were sliiiiightly surprised to see me, as you can bet
theAdventurable: lol
that's a bit risky on your part but SUPER hot and kinky
NaughtyTeacher: the guys kind of said nothing got out of the room... and told the girls I was there being "cool Ellie" and "not bitchy Miss.P"
theAdventurable: lol
so, how'd it get started? I assume your bro was there?
NaughtyTeacher: yeah, when I arrived they were actually already getting blowjobs,
I was late because I almost figured there was no way I was going to do it
theAdventurable: oh ok. cool
are you glad you showed?
NaughtyTeacher: in the end I was, yeah.
I walked in and a couple of the girls actually stopped. One of them was like "sorry!" and the guys shut her down and were like "hey, we didn't say to stop - she's cool with it"
theAdventurable: so, when/how did you join in?
NaughtyTeacher: well... I was a lil hesitant
all 5 of the guys were out, and all sitting around on beanbags
but they were like "hey, you've got options! We've got two going spare, and definitely, need an extra mouth!"
theAdventurable: hahaha. so, who did you take?
NaughtyTeacher: I took Eddie
him and Josh are basically my brothers 2 best friends
theAdventurable: i see
NaughtyTeacher: then Mark and Jackson were there, who are his classmates and in his best friends group too
theAdventurable: so, how was it to finally take one of your little bro's friends in your mouth?
NaughtyTeacher: Kind of crazy!
but fun too
theAdventurable: i bet
did the taboo nature of it all turn you on?
NaughtyTeacher: It was a lil exciting. I kind of felt like I was in HS again, but this time actually hanging out with the cool kids, lol
I was a bit of a geek/nerd in HS
my bro and his friends are definitely more cool than I ever was, lol
theAdventurable: haha. cool
who knew.. all you had to do was put out
NaughtyTeacher: hehe, true
and to think I used to be so judgmental about those "sluts"
theAdventurable: were the girls naked too or just the guys?
NaughtyTeacher: just the guys
NaughtyTeacher: although the girls all took our tops off as things went along a lil bit
... warning to expect mess...
one thing that did kinda throw me was that the guys wanted to "try out more than one mouth"
... so we did end up all switching a lil bit
theAdventurable: oh yeah, of course. that's the whole point, right? you gotta blow them all
NaughtyTeacher: lol
theAdventurable: so, who all did you blow and who did you get to cum?
NaughtyTeacher: well... the guys were kind of all in beanbags or on a low couch... they were too lazy to move, so we all had to move around the room
lol
... the switching also meant sure it wasn't just one guy missing out on BJs the whole time
different guys were "mouthless" for a lil bit
theAdventurable: oh yeah? no one teamed up on 2 guys at once?
NaughtyTeacher: a few tried it... including me... but it's difficult. It was my first time ever doing that hehe
theAdventurable: what did you do? both in your mouth at once or just mouth and hand?
NaughtyTeacher: One mouth, and one hand, then switch.
theAdventurable: i see
NaughtyTeacher: I actually had only blown 5 guys before that night!
because I had a couple of long term relationships in college
so my numbers were not too high
theAdventurable: aww. that stinks
well now is the time to make up for it!
NaughtyTeacher: perhaps!
My BJ numbers are definitely higher than that now
lol
theAdventurable: haha. good. hopefully, you can get your sex numbers higher too
how many guys ended up cumming when their turn was with you?
NaughtyTeacher: two
theAdventurable: did you get to blow all the guys?
NaughtyTeacher: that's kind of a long story
as you might imagine... one of them I was a lil resistant too!
theAdventurable: lol. but he was there and needed your mouth too, right?
NaughtyTeacher: that was their excuse... or he'd be going 2 rounds without!!
which was 10 minutes
"it's not fair"
"that's too long, and he organized the party"
"I'd hate to be out of the game that long"...
theAdventurable: lol. you know he liked the excuse too
did you watch him getting sucked very much by the other girls when you were with other guys?
NaughtyTeacher: I saw him when I walked in, but avoided looking at him or really talking to him, lol
I never actually used to get along with him, lol
and kind of didn't want him there
BUT, I definitely don't rule over those guys at all
but... a dick is just a dick... as they told me
but he's my lil brother and I always kind of treated him like I was so much better than him
theAdventurable: so, did you make up all those times you were mean to him by giving him the bj of his life that night? lol
NaughtyTeacher: I gave him 5 "mouth minutes" as allotted
then the guys cheekily decided to have a lil stop in the switching!!
and guess who I was stuck on...
theAdventurable: haha. well, how was it when you first started?
does he have a nice dick at least?
NaughtyTeacher: he was a bit bigger than I'd expected
he is my lil brother after all
he was like "hah, surprised?" to me
but I tried not to admit it
lol
theAdventurable: haha
how far down were you able to go on him?
do you deep throat?
NaughtyTeacher: I am not great at going super deep, but I do try
well, I have started to try
lol
started trying that night!
theAdventurable: good job!
so, how was it sucking your bro's dick? it couldn't have been THAT bad. it is just a dick
NaughtyTeacher: thanks
he was quite big, but they seemed to throw in a lot of challenges JUST when I got to him
we all had "no hands time"
for 5 minutes
which was challenging, but I got into it after a bit
theAdventurable: so, it never got you even the slightest bit turned on at any point to think about how "naughty" and "bad" you were being by sucking your HS bro's dick?
you can be honest. no judgments here either way
NaughtyTeacher: well, I got a lil turned on when he was asking me how big my ex was... in inches... then told me to measure up to where he compared on him
and I realized that my lil bro is not so lil at all
that was kind of hot and fun
theAdventurable: lol. nice
so how much bigger is your little bro?
NaughtyTeacher: he's a good 7" and change
my ex was about 5 and a bit
theAdventurable: too bad about your ex but good for you and your bro
NaughtyTeacher: lol, yeah
NaughtyTeacher: well, that ex always kind of treated my lil brother like crap
basically patronized him and talked to him like a lil kid...
sooooooo... ironic I guess
theAdventurable: haha
so it got you a bit wet when you realised how much bigger your bro's dick was than your ex?
NaughtyTeacher: yeah
theAdventurable: i knew you had a little bad girl in you.
maybe even a lot of bad girl these days, huh? haha
NaughtyTeacher: yeah!
NaughtyTeacher: well... the next challenge was "go deep" and we had to try and get "balls on chins"
theAdventurable: haha. nice
i bet some of the girls were good at it
NaughtyTeacher: NEVER imagined my lil brother's balls would be on my chin, EVER!
theAdventurable: lol
i have to admit that sentence is really hot! haha
NaughtyTeacher: yeah, true
theAdventurable: it's just so kinky
who doesn't like kinky? haha
i think even you like kinky now
NaughtyTeacher: yeah, it's kinda fun these days, admittedly.
I did get his balls onto my chin eventually by the way
theAdventurable: atta girl!
NaughtyTeacher: hehe... just took a lil bit of time
he announced it to the other guys when I finally got it
which was really cool
they literally cheered!
theAdventurable: haha. nice
did you have a sense of accomplishment?
NaughtyTeacher: yeah!
I did actually
especially how they kinda cheered it!
theAdventurable: well i hope you kept it up and it's easier now. not like you don't have plenty of guys for practice now lol
NaughtyTeacher: true
and no pesky bf to get in the way
haha
I never figured myself for a cheater
but I cheated BIG time
theAdventurable: really? you were still dating him at the time?
NaughtyTeacher: yup
theAdventurable: i thought you had already broken up
NaughtyTeacher: nope, not quite
theAdventurable: wow. I'm not going to lie. that just took this to a whole other level of hot!
NaughtyTeacher: I actually felt guilty rather than hot about it
my brother LOVED it
literally LOVED it
theAdventurable: haha. i bet
NaughtyTeacher: I felt bad about it
because my lil bro would be like "what do you think lil Pete would say if he could see you now?"
theAdventurable: aww
so I take it they just kept giving you challenges until your little bro blew his load in your mouth?
NaughtyTeacher: yeah!
I spent over 20 minutes with him when it was supposed to just be 5!
lol... think it MIGHT have been planned though
theAdventurable: haha. no big deal. when else do you get a chance to do something that kinky for the first time. may as well enjoy it
so, who were they two guys you made cum? was your bro one of them?
NaughtyTeacher: yeah, my lil bro and his friend Josh
I got what they called the "school baptism"
splattered my face
theAdventurable: lol. nice!
i bet it was a rush to make them finally cum
must have been surreal. especially when you mad your little bro cum
NaughtyTeacher: yeah!
It was kind of weird, lol, embarrassing but hot at the same time
theAdventurable: i bet
so, was this like a facial party or something?
NaughtyTeacher: Nah, I got "baptised" because it was my first time attending
theAdventurable: haha. nice
so, how did you get along with the other girls? are they in any of your classes?
NaughtyTeacher: I only teach one of them, I didn't realize she is such a slut. lol
she was cool with me
theAdventurable: haha. nice. it's like slut bonding. lol
NaughtyTeacher: lol, I'd be mad for that comment, but I guess it's fair, haha
she told me she thought I was way cooler after that
theAdventurable: i bet
you have to be the coolest teacher in school by far
theAdventurable: does that mean you consider yourself a slut now? how does that feel?