What is the weirdest conversation you have had online?

[Underpants]

As it says, what weirdness have you had when talking to somebody online?

[Underpants]

I'll start, one memorable one was talking to a woman in her late 20's who had
never heard of a foreskin.
She had no idea what one was at all, and actually googled it while we were
talking.

[tcitycity]

I wouldnt call it weird.. but unusal even for me.

Ive had phonesex and simililar with gf's/wife and etc.. no biggie.

bUt unusual is usually when I would first talk to a girl...
Back then I belonged to a dating club where you could talk to a girl first long before you would meet up.

With one particular.. we barely got one call out of the way..before it got personal... on our 2nd call ever.. she started asking size/length and etc...so I asked the same kind of details..
Perher request.. I started jerking off, tellling that to answer that question i would need to get hard.. so while doing that i asked her how wet she would get if we ever had sex together.. . by the next call we exchanged pics... and after that we actually exchanged nude pics... of both of us masterbating.

Per our schedules then.. we met in 2 weeks after first call.

This girl is one of the few where we had sex almost immediately when we met. This is the one that I met at a secluded park and we had a all weekend date.

Btw, I had asked if she talked like the above with other guys.
She said only one other...

[gbdare]

The weirdest for me was a mid-20's guy I met doing the Kik strip on demand dare from here on getdare. After sending him my naked pic, he started calling me "daddy" and wanted me to call him "son". That's definitely not my thing, and I told him that. He then shifted into telling me how for a long time he'd wanted to have sex with both his mother and father. He was thinking about trying to seduce each of them and he wanted my advice on how to go about it. My advice was to not do it, to think about getting some counseling on the matter, and in the meantime to try to satisfy his incest fantasies with the vast amount of porn available on the subject, but he seemed pretty intent on trying to have sex with his mom and dad. I politely excused myself from the conversation at that point.

I'd run into a few people with incest fantasies before, and I'm not one to judge someone's fantasies, but I've never come across someone who seemed so determined to make it a reality with their own actual parents.

[gbdare]

Thought of another one from some years ago. Back when I still did live cams, I was on Chaturbate naked and jerking off and was getting a lot of good comments when a guy PM'd me. He said he was really enjoying my show and his son had just walked in and commented on what a nice cock I had. I thought it was a little weird that he was watching cams with his son around, but I was still thinking adult son at that point. But just to be sure, I asked how old his son was. The reply? Seven!!!! Which immediately got me scrambling to block him while shouting a stream of obscenities (I'm sure the rest of my audience wondered what happened). I wound up just cutting my camera altogether while I proceeded to freak out.

[Allykat]

Was talking to what was seemingly a normal guy about my depression and suicidal thoughts. I did not know him but he offered to let me vent so I wouldn't do something stupid. First 10 mins he was really cool and tried to help, then he asked for a normal picture, which I didn't think much off, so I sent one. Not sure what happened but after that he started begging for nudes and when I said 'no' for the billionth time he said he knows what I look like and that he was gonna find and rape me.

Think that one is up there.

[Underpants]

Originally Posted by gbdare

The weirdest for me was a mid-20's guy I met doing the Kik strip on demand dare from here on getdare. After sending him my naked pic, he started calling me "daddy" and wanted me to call him "son". That's definitely not my thing, and I told him that. He then shifted into telling me how for a long time he'd wanted to have sex with both his mother and father. He was thinking about trying to seduce each of them and he wanted my advice on how to go about it. My advice was to not do it, to think about getting some counseling on the matter, and in the meantime to try to satisfy his incest fantasies with the vast amount of porn available on the subject, but he seemed pretty intent on trying to have sex with his mom and dad. I politely excused myself from the conversation at that point.

I'd run into a few people with incest fantasies before, and I'm not one to judge someone's fantasies, but I've never come across someone who seemed so determined to make it a reality with their own actual parents.

Definitely some issues there!

[Underpants]

Originally Posted by gbdare

Thought of another one from some years ago. Back when I still did live cams, I was on Chaturbate naked and jerking off and was getting a lot of good comments when a guy PM'd me. He said he was really enjoying my show and his son had just walked in and commented on what a nice cock I had. I thought it was a little weird that he was watching cams with his son around, but I was still thinking adult son at that point. But just to be sure, I asked how old his son was. The reply? Seven!!!! Which immediately got me scrambling to block him while shouting a stream of obscenities (I'm sure the rest of my audience wondered what happened). I wound up just cutting my camera altogether while I proceeded to freak out.

I was on cam with a woman once, and just as I finished she turned the camera
and there was 3 children watching too.
She just laughed and said 4th today!
I never saw her again.
Put me off cams for quite a while.

[Underpants]

Originally Posted by Allykat

Was talking to what was seemingly a normal guy about my depression and suicidal thoughts. I did not know him but he offered to let me vent so I wouldn't do something stupid. First 10 mins he was really cool and tried to help, then he asked for a normal picture, which I didn't think much off, so I sent one. Not sure what happened but after that he started begging for nudes and when I said 'no' for the billionth time he said he knows what I look like and that he was gonna find and rape me.

Think that one is up there.

That is quite creepy.
He was just letting you talk then thought you owed him something for listening.
If a woman was talking to me about her problems I wouldn't think 'Great, I'll
get to see her naked now.'
I do hope he didn't ever find you.

[Allykat]

Originally Posted by Underpants

That is quite creepy.
He was just letting you talk then thought you owed him something for listening.
If a woman was talking to me about her problems I wouldn't think 'Great, I'll
get to see her naked now.'
I do hope he didn't ever find you.

Nah, but opened my eyes to how quickly people can change, and I mean, I have BPD so I thought I knew all about it lol

[Underpants]

Originally Posted by Allykat

Nah, but opened my eyes to how quickly people can change, and I mean, I have BPD so I thought I knew all about it lol

Some people are nice/nice, nice/nasty, nasty/nasty.
I am the first one and that's the sort of person I like.