Have you unknowingly chatted with a real life friend or family member?

Bad_Boy_2

Virgin
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Mar 4, 2024
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There have been times I have thought, what if I am actually chatting with Kathy from accounting? Wouldn't that be something to know for our next meeting at work. Have you ever happened to chat sexy with someone who turns out to be someone you know?
 
QuoteI have imagined it. I have played it our in role plays. I have enjoyed the fantasy. But, I have not spoken with a family member to my knowledge.
 
A lady I know got an account on kik ,what a dirty little mind she is , see her often and chat on messenger as its my mates sis in law , invoked one day as she was going to docs apt about a ladies thing and said hope your all trim down there and she sent me a pussy pic with face in shot all shaved pussy and wet lips As well , lovely stuff,have masturbated a few times about that lol
 
my oldest step daughter in her 40's was good an drunk. She called me for some reason she couldn't remember an I think she forgot she was talking to me. I started asking her things an she would tell me, sure she had forgotten me an I learned some things mmmmm about her. Dam so much fun but hasn't happened again in yrs bummer
 
Sounds interesting 🤔
It’s amazing what girls will tell someone posing as a complete stranger on Kik. Struck a conversation with a friend of the family, a few years ago, developed a bit of trust (ed: go slowwwwwwww, your first question can’t be “will you show me nudes?”) and let the conversation flow naturally to sex, etc.
 
My older sister and I have had phone sex many time through the years. Fuck she's been a verrry fucking naughty girl.
Same with my older brother. It's been a few years but he and I have gotten down right nasty in our calls.
Currently, there are times during my masturbation sessions when I'll send an emoji to either of them, and they know this emoji means I'm perving like crazy. Sometimes they respond, and we have some fun.
Sis' (adult) daughter is aware as well (about everything). We haven't played, but she has asked very candid questions and I always reply honestly. She's also aware of the emoji indicator and often times responds with a smiling selfie for me to enjoy. Such a sweet girl.
 
QuoteI have imagined it. I have played it our in role plays. I have enjoyed the fantasy. But, I have not spoken with a family member to my knowledge.
I do love that idea as a fantasy. Meeting someone online that I think is some anonymous stranger. Talking to her and sharing dark and twisted fantasies that we both enjoy. Due to some situation discovering they’re actually a family member, but haven’t identified me yet. Would be wild to see them in real life and the whole time knowing their kinky fetishes and keeping that secret.

Such as the fantasy of a young man chatting online with an older woman. Hearing her brag about her sexual past and her kinky fantasies. Perhaps after a few months of sexting, she sends him a half naked or nude not showing her face. However, he recognizes the background. Realizing he’s been sexting his mother all this time.

Knowing her wild sexual past. Keeping their online affair going with only him knowing the truth, but keeping it a secret when he sees her in life.
 
I do love that idea as a fantasy. Meeting someone online that I think is some anonymous stranger. Talking to her and sharing dark and twisted fantasies that we both enjoy. Due to some situation discovering they’re actually a family member, but haven’t identified me yet. Would be wild to see them in real life and the whole time knowing their kinky fetishes and keeping that secret.

Such as the fantasy of a young man chatting online with an older woman. Hearing her brag about her sexual past and her kinky fantasies. Perhaps after a few months of sexting, she sends him a half naked or nude not showing her face. However, he recognizes the background. Realizing he’s been sexting his mother all this time.

Knowing her wild sexual past. Keeping their online affair going with only him knowing the truth, but keeping it a secret when he sees her in life.
Wonderfully sexy fantasties!
 
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