Caroline squirts after some degradation

The second time I chatted with Caroline, I had her label her dildo.

Is there any target easier that a young woman rejected by her father? Well, in Caroline's case, she was also neglected by her whore mother.

The Introduction

Griff: Hello, Caroline. It's me, Griff
Caroline (Dirty Whore): Hello
Griff: Rebecca, right?
Caroline: Um no, I'm Caroline
Caroline: [age redacted, legal adult] f, [location redacted]

I got a kick out of the fact she responded even though I mistook her for another bitch.

The other "Dirty Whore" I chatted recently. She had some story about a father always away, an alcoholic mother and a brother and priest/minister who molested her.

Jack got mean after sex

Griff: how many guys you dated? sucked? fucked?
Caroline: Only 3
Griff: Any of them mean after they got the sex?
Caroline: The last one
Griff: how long were you with him?
Griff: What was his name?
Caroline: My first bf was for about 2 years the second one for 1 year and the last one 2 years
Caroline: his name was Jack

Jack told me I was only good for sex, but I got used to it

Griff: what did he say? do?
Caroline: Well the first time, he got me really drunk and just fucked me senseless, afterwards he slapped me and called me names, telling me how I was only good for sex
Griff: how did that make you feel?
Caroline: It made me feel really awful but I got used to it after it happened time after time

Prefers White guys

Caroline: I'm [redacted], but I prefer White guys

Caroline wants a daddy

Griff: When did your parent split?
Caroline: I was 12
Caroline: How did you knew that?
Griff: I sense you want a daddy
Griff: Am I right?
Caroline: you are

What Daddy said while drunk has Caroline teary

Griff: Did your father stay active in your life after he split with your mom?

Caroline: Not really
Caroline: Visits 2 days a month
Griff: Did he kinda wish you were never born?
Caroline: He has told me that when he got really drunk
Griff: You crying?
Caroline: Teary eyes
Griff: Take off your top
Caroline: Okay

"I was just a burden"

Griff: What did he say when he was drunk?
Caroline: He told me how I ruined his life and that I was just a burden
Griff: He hates your mother, doesn't he?
Caroline: I dont know but I would say so
Griff: How many children they have?
Caroline: Only child

Mom is kinda a whore for drunk guys, but she's good enough to take three at once

Griff: Your mother date again?
Caroline: Lots of guys
Caroline: mostly drunks
Griff: She kinda a whore?
Caroline: She is
Griff: What have you seen or heard her do for a man?
Griff: fondle your tits some
Caroline: I have heard how she moans out everytime she brings a guy home, one time I was passing by and her bedroom was open, three guys fucking her

One of Mom's tricks made Caroline feel like a cheap whore

Griff: any of the guys ever try to have sex with you?
Caroline: One but in other occasion, he was leaving my mothers room, puling his zipper up and told me if I wanted to have a go at him
Griff: how did that make you feel?
Caroline: like if he thought I was a cheap whore

Wants angel wings tattoo

Griff: your mother take money for sex?
Caroline: I have no idea
Griff: What do you suspect?
Caroline: That she sometimes do
Griff: describe your tits
Caroline: 34 C tits, big brownish nipples
Griff: nice. Any tattoos?
Caroline: Nop
Caroline: but I want one
Griff: what do you want?
Caroline: Angel wings

Agrees to griffin tattoos

Griff: You know what a griffin is?
Caroline: Nope
Griff: it's a mythical beast that guards treasure
Griff: head of an eagle, body of a lion with eagle wings
Caroline: Oh yes!
Caroline: I have seen it before
Griff: once I own you I want to tattoo them on you near your pussy, two of them
Caroline: Yes sir
Caroline: Anything you want

"I will write on myself if you want, but not taking pictures"

Griff: get a marker and camera
Caroline: I only do real encounters, no camera or photos
Griff: well, things in life change
Griff: get a marker and camera, little girl
Caroline: I will write on myself if you want, but not taking pictures
Griff: you got the marker?
Caroline: Yup

Write "burden to daddy" on your tits

Griff: write "burden to daddy" on your tits
Caroline: ..
Caroline: Okay

"Please don't leave, Griff"

Griff: am I too cruel for you?
Caroline: No
Griff: I can leave
Griff: You want me to leave?
Caroline: No, please don't leave

Load it on your computer

Griff: let me know when you've written it
Caroline: I'm done
Griff: what color? how did you space the letters?
Caroline: Blue color, I put burden on one tit and to daddy on the other
Caroline: close to the nipples
Griff: I want you to take a picture and load it on your computer
Caroline: Okay
Griff: good bitch
Caroline: Almost done
Griff: ok
Caroline: There
Griff: you got your tits loaded?
Caroline: Yes

"It's really sad"

Griff: how's it feel to look at your tits with your father's true feelings staring you in the face?
Caroline: It's really sad
Griff: come on, you're not that pathetic
Griff: you'll do better than your whore mother
Griff: won't you?
Caroline: I hope so

Will Mom pimp Caroline?

Griff: here's a secret
Griff: she's probably going to start pimping you soon
Caroline: ?
Caroline: I don't think so
Griff: Why not?
Caroline: Well I just don't think she would do something like that

"Mom likes it rough and she says i'm a good for nothing"

Griff: would you like me to fuck her and then tell you about it?
Caroline: Tell me how much of a whore she is?
Griff: yes
Griff: how she likes her sex?
Griff: what she says about you?
Caroline: She likes it rough and she says i'm a good for nothing

"I do draw but I rarely show people my art"

Griff: do you suck at school?
Caroline: I used to suck my bf at school
Griff: what about classes?
Griff: have you shown any aptitude for subjects?
Caroline: Im an average student
Griff: sports?
Griff: are you popular?
Caroline: Semi popular and I used to play soccer
Griff: do you produce art?
Caroline: I do draw but I rarely show people my art
Griff: what do you draw?
Caroline: Most time dark things, but I like drawing landscapes
Caroline: I rarely draw the face of the people I draw
Griff: dark things? like what?
Caroline: Graveyards

The feelings of being hated

Griff: can you draw your tits?
Caroline: I guess I could
Griff: how you feeling?
Caroline: Weird, like if its all coming back to me, all the feelings
Griff: were you molested?
Caroline: No
Griff: Feelings of what?
Caroline: of being hated

"I have a tight laced necklace"

Griff: who hates you?
Caroline: My parents
Griff: and your ex bf?
Caroline: I dont know if he hates me, I guess he just used me
Griff: you want to give yourself to me?
Caroline: Be your slave?
Caroline: Yes
Griff: you have something to wear around your neck?
Caroline: I have a tight laced necklace
Griff: put it on
Caroline: Let me go for it

You crying? Yes

Griff: squeeze your neck and throat like I'm choking you lightly
Caroline: Yes sir
Griff: you need a man to own you, don't you?
Caroline: I do
Griff: what does ownership represent to you?
Caroline: That im an object that someone can simply own and do with it whatever they want
Griff: Do you feel worthless in life? Unwanted?
Caroline: I do
Caroline: Im always reminded of it
Griff: what reminds you?
Caroline: My mom not talking to me almost all day long, my dad not caring to see me more
Griff: you crying?
Caroline: ..yes

"Make me one of your bitches"

Griff: say, "Griff, make me one of your bitches"
Caroline: Griff, make me on of your bitches
Griff: is that what you want?
Caroline: Yes Griff
Caroline: Make me your bitch
Griff: email the picture of your tits marked
Caroline: I don't like sending pics of myself
Griff: is your face showing?
Caroline: Yeah
Caroline: I wont send pics of myself
Griff: take a pic that of your tits
Griff: no face
Caroline: Sorry but no
Griff: what will I remember you by?
Caroline: Hm I don't know

Angel over a grave

Griff: which is your favorite drawing?
Caroline: An angel wiping over a grave
Griff: take a pic of it and send it to me
Caroline: Okay, its not done
Griff: that's fine
Griff: makes it more interesting
Griff: got the drawing?
Caroline: Yup
Griff: take the picture or scan it
Caroline: im scanning it
Griff: good bitch
Griff: let me know when it's scanned
Caroline: Yup
Griff: show me

Will send drawing of tits

Caroline: Again, still needs a lot of work
Griff: you need a lot of work too, right?
Griff: I like it
Griff: I appreciate it
Griff: I want you to keep working on it
Caroline: Will do
Griff: I also want you to draw your tits, marked as I have directed.
Griff: Will you do this?
Caroline: Yes
Caroline: Will send both when Im done

"I want to be good at something"

Griff: how long have you been chatting about sex online?
Caroline: mmm a few months now
Griff: what have you learned?
Caroline: That men love girls who will do anything they want
Caroline: and most are really perverted
Griff: you want to be the girl who will do anything?
Caroline: I want to be good at something

"And also very rough sex"

Griff: what kind of stuff arouses you?
Griff: Caroline?
Caroline: Most are slaps
Caroline: and spanks
Caroline: also deepthroats, when it gets to the point that I cant breath anymore
Caroline: and also very rough sex
Caroline: I also love being called names
Griff: have I made you feel roughed up? degraded during our chat?
Caroline: Yes, a bit

"I wouldn't pay the cunt"

Griff: what made you feel this way?
Caroline: When you asked about my parents, if my dad wished he didnt wanted me
Griff: I like to make a girl like you feel worthless as part of sex.
Caroline: Make us feel as shit?
Griff: Like those guys who fuck your whore mother.
Caroline: You would be one of them
Griff: I wouldn't pay the cunt
Griff: I take psychological control
Griff: and then take what I want.
Caroline: I don't know but the idea of it arouses me

Maybe a week on the drawings

Griff: You want to serve a man like me, don't you?
Caroline: Yes
Griff: when am I going to get a progress report on those drawings?
Caroline: maybe a week or so if I really work on them
Griff: good bitch

Introducing Caroline to "the blog"

Griff: you want to see how I treat other bitches?
Caroline: I would, that would get me real wet
Caroline: even more now
Griff: do a Google search for my website, "Griff's Cybersex Blog"
Griff: let me know when you've found it
Caroline: Found it
Griff: take some time to look around
Griff: find chat sessions
Griff: tit pictures
Caroline: Ah, so that's why you want a photo of my tits?
Griff: yes

Violated? Mad? Aroused?

Griff: how's that make you feel?
Caroline: Like if you just wanted to expose me to the world
Griff: you feel violated?
Caroline: Yes
Griff: mad? aroused?
Caroline: Both

"I feel quite worthless but I'm not mad anymore"

Griff: girls like you are easy, predictable
Griff: you want to leave?
Caroline: No
Caroline: How am I predictable?
Griff: you want me to be your daddy?
Caroline: Would you?
Griff: maybe, if you're good
Caroline: I will be good
Griff: I could tell your parents split
Griff: and your father basically wishes you'd never been born
Caroline: How could you?
Griff: You're insecure in a way that shows how damaged your relationship is with your father.
Griff: how you feeling now?
Griff: mad?
Griff: crying?
Griff: feeling worthless?
Caroline: I feel quite worthless but I'm not mad anymore

"I want you to be the one"

Griff: You're a piece of ripe fruit for a guy like me to harvest and devour
Caroline: I am
Griff: Do you want me to be the guy who picks you? devours you?
Caroline: Yes, I want you to be the one

"Like being branded with an ownership mark"

Griff: how do you groom your pubes?
Caroline: well shaved
Griff: write "for Griff" on your mound
Caroline: Okay give me a sec
Caroline: there
Caroline: Everytime I wrote a letter down I felt how I got wetter
Griff: take a picture
Caroline: okay
Griff: how's it look?
Caroline: degrading but hot
Griff: what do you find degrading?
Caroline: that its like being branded with an ownership mark

"Like a slut"

Griff: you ever posed nude before?
Caroline: my ex took photos of me nude
Griff: how did the pics make you feel?
Caroline: Like a slut

Almost squirted from being violated

Griff: did he pressure you to do it?
Caroline: Well, being tied down is quite a pressure
Griff: Jack?
Caroline: Yeah
Griff: do you know whom he showed them to?
Caroline: No idea
Griff: how long was this before he dumped you?
Caroline: was like 4 months before
Griff: did you protest? struggle?
Caroline: I did
Caroline: kicked him actually
Caroline: thats why he tied me down
Griff: what did you say?
Griff: did you cry?
Caroline: I did, was crying a lot
Griff: did he fuck you while you were still feeling violated?
Caroline: Yeah
Griff: did you cum hard?
Caroline: Almost squirted

Griff's vanity

Griff: you ever squirted from masturbating?
Caroline: I have
Griff: when you masturbate tonight, I want to know if you squirt
Caroline: Want me to email you?
Griff: yes

"That you may have control over me"

Griff: do I scare you?
Caroline: Will do then
Griff: do I scare you?
Caroline: A bit, yes
Griff: how many guys you said, "I love you" to?
Caroline: Two
Griff: What scares you about me?
Caroline: That you may have control over me
Griff: Do you feel you need me?
Caroline: Yes

"Like Im less of a person now"

Griff: say, "I realize you probably feel nothing for me. I will try to accept this. But I need you. I need your approval. I need to satisfy you."
Caroline: I realize you probably feel nothing for me. I will try to accept this. But I need you Griff, I really need you. I need your approval. I need to satisfy you.
Griff: say it aloud three times
Caroline: 1
Caroline: 2
Caroline: 3
Griff: how you feeling now?
Caroline: Like Im less of a person now
Griff: why?
Caroline: I feel like Im an object
Griff: Did I make you feel this way? Or was it there and I just found it and brought it to the suface?
Caroline: I think you make me feel that way

"How much of a slut I was"

Griff: Is this the kind of sexual experience you thirst for?
Caroline: Yes
Caroline: I haven't been this wet from just taking in a long time
Griff: who make you feel this intensely before?
Griff: made?
Caroline: When Jack was telling me how much of a slut I was, when I got home I saw my panties all wet and my nipples were hard all the time

Physical description

Griff: how tall are you?
Caroline: 5'2
Griff: how much you weigh?
Caroline: Im around 110
Griff: you dance well? ok?
Griff: you got a pretty face?
Caroline: Ok, not the greatest dancer and I do have a pretty face
Caroline: Get a lot of compliments for my smile

I want to please you

Griff: what do you want to ask me?
...
Caroline: So you like having a woman beneath you, struggling to get herself free?
Griff: yes
Griff: can you see yourself as that girl?
Caroline: Sounds really hot and yes I can see myself like that
Griff: what else you have to say?
Caroline: I need you
Griff: what convinced you?
Caroline: Your view of how to degrade women, not only physically but also psychologically
Griff: What do you see yourself doing for me?
Caroline: Pleasing you sexually, and pleasing other for your own pleasure

"Fuck that was intense Griff"

Griff: I want you to masturbate lightly
Griff: while using your other hand
Griff: your thumb
Griff: to press down on your windpipe
Griff: hold it down
Griff: and then release
Griff: hold it for some time
Griff: push yourself a little
Griff: keep masturbating but lightly
Caroline: Okay, how many times?
Griff: do this for about two minutes
Caroline: Okay
Caroline: Will be back in two
Caroline: Fuck that was intense Griff
Griff: what did you experience?
Caroline: I felt lightheaded and how I was loosing sense of what was happening, when I could breathe again I felt a sudden sense of pleasure and again and again
Griff: go on
Caroline: I got really wet and I actually started to shake a bit, trembling
Griff: am I taking you too fast?
Caroline: No
Caroline: I lke it

"I'm nothing; I'm garbage"

Griff: how do you feel toward me?
Caroline: I feel like I need to do what you ask, like I need to please you
Griff: you do
Griff: What are you without the approval of a man?
Caroline: Im nothing
Caroline: Im garbage
Griff: like your father feels about you, right?
Caroline: Yes

You have no idea how liberating this has been

Griff: What kind of man you want the approval from?
Caroline: I want it from you, from a man who knows how to treat someone like me
Caroline: Someone who can degrade me and treat me as a whore
Griff: How's it feel to debase yourself for me?
Caroline: It arouses me a lot but its humilliating
Griff: Is this the real you?
Caroline: Yes
Griff: Is it liberating to admit this and to move on with your life?
Caroline: It is
Caroline: you have no idea

"Thank you"

Griff: I'm going to leave soon.
Griff: Any last things you want to say?
Caroline: Do I have your approval?
Griff: You are progressing.
Caroline: Will you keep degrading me?
Griff: Is this what you want?
Caroline: Yes
Griff: yes
Caroline: Thank you

"I'm so wet"

Griff: how you feeling?
Caroline: really aroused
Caroline: Im so wet
Griff: is your mother out?
Caroline: Yes
Caroline: probably bringing a guy home

"Moan my name"

Griff: I want you to log off and moan my name loudly as you masturbate
Griff: you have a way of recording it?
Caroline: Dont know, will look how to
Griff: you going to cum hard?
Caroline: For you, yes
Griff: good chance of squirting?
Caroline: Very good chance
Griff: I'm done with you. Log off. Moan my name.
Griff: Remember what I've done to you.
Caroline: Yes Griff
Caroline: Thank you for using me

Email exchange

Griff: How was your orgasm?
Caroline: It was really intense, I squirted all over my hands and I was moaning your name to the top of my lung. However, I didn't found a way to record it, will ask a friend how to do it for a next time.

Next day, I don't mind it going on "the blog"

Griff: what did you realize from chatting with me?
Caroline (Griff's): That I do like to be humiliated and degraded
Griff: why did it connect with you?
Caroline (Griff's): Well I dont know, writing on myself got me so wet, and thats a way of being degraded
Griff: I'm inclined to post that chat on my blog
Griff: you ok with this?
Caroline (Griff's): Sure, I don't mind

I want to be your property

Griff: I was to tattoo you.
Caroline (Griff's): I would be your property then?
Griff: Would you feel like my property?
Caroline (Griff's): Yeah
Caroline (Griff's): Just with the tattoo, I would feel that way
Griff: Is that what you want?
Caroline (Griff's): Yes

"Hell, yeah!"

Griff: Can you accept being one of my bitches?
Caroline (Griff's): Yes, I could
Griff: Do you find the idea demeaning? offensive?
Caroline (Griff's): Its demeaning but I don't care
Griff: You want me?
Caroline (Griff's): I need you
Griff: why do you need me?
Caroline (Griff's): I want to be accepted in a way, the way my mom or dad doesnt
Griff: they don't accept your sexual desires?
Caroline (Griff's): My mom doesn't really care much about who I fuck, she makes it feel as if I didnt exist
Griff: You'd like me to degrade her so she learns a lesson?
Caroline (Griff's): Hell yeah

"A sex shop nearby"

Griff: I want you to make or acquire a collar for your neck.
Caroline (Griff's): leather collar?
Griff: would that suit you?
Caroline (Griff's): Yes
Griff: good. You know where to get one?
Caroline (Griff's): yup
Griff: where?
Caroline (Griff's): A sex shop nearby
Griff: you been there?
Caroline (Griff's): With Jack
Griff: good
Griff: looking forward to returning?
Caroline (Griff's): Well I wanna see whats new in there, maybe buy something else besides the collar

The blue vibe pictured above

Griff: what are you contemplating?
Caroline (Griff's): Maybe a new vib or dildo
Caroline (Griff's): the one I got is 6 inch maybe buy an 8 inch
Griff: you have a permanent marker?
Caroline (Griff's): yup
Griff: write "Griff" on your 6" vibe
Caroline (Griff's): 'kay, let me get it
Griff: good bitch
Caroline (Griff's): Done
Griff: take a pic of it and show me

"Now I will remember you everytime I masturbate"

Griff: did it feel dirty to do it?
Caroline (Griff's): Very
Caroline (Griff's): now I will remember you everytime I masturbate
Griff: yeah you will
Caroline (Griff's): Im dripping wet