My first cyber sex experience

My first was with a woman from here on lit back around 2005. It started out with a handful of messages back and forth and that led us to agreeing to chat. It ended up being a regular thing and she is still the best partner I did it with. My wife was more open at that time and after she read through one of our first chats, she supported me doing it. I would ask her if I could go play, and she would make sure the kids didnt barge in while I was doing it.

Since then, I've done it with other partners, but as was said in another post, most of what I've encountered is women replying with a couple words while I type out long scenarios. I don't find that very fulfilling.

One time, I did meet a woman on here through the personals late ar night. We exchanged a couple messages and then quickly jumped to phone sex. That was really hot. We both came and then said goodbye. I've also done phone sex with an old friend from high school that looked me up tears later. Ironically, I've never done it with my wife, even though I did travel quite a bit earlier in our marriage. Phone sex is really hot because I love listening to a woman cum. Unfortunately
 
My first cyber sex experience was on lit . I’m also a newbie but it was like they knew what to say to me and they had prior experience with others. They had me cum more than a couple times that night . The next one was like a group orgy of just masturbating all together .
 
Yes texting can be difficult when hands are needed. And its obviously purely one dimensional - adding in audio is very erotic when circumstances allow and the chemistry is right. Audio & visual and a strong connection with the right person is heavenly and avoids the sometimes awkwardness if physical sex
 
I haven't seen any threads that discuss people's cyber sex experiences.
Being a newbie, and not being intimate with my wife or anybody for 15 years, I was blown away by my first experience of cyber sex - the openness, the sexiness, the pleasure. So I wrote about it

My First PM experience

I had only been on the forum for about 10 days. I can’t remember how but we connected on private messaging. We were chatting about the workings of submitting stories - I had a lot to learn. You asked to be excused as you wanted to go away & find a good video to masturbate to.

This took me by surprise as it was my first time doing this but I found it hot.

You told me gay porn was your current turn-on switch - particularly anal penetration.

I had already posted some porn videos that I thought were very sexy to a thread. I sent you this link to an anal orgasm video which I found very hot - not gay, but rather a husband penetrating his wife’s anus in a caring gentle way & the build-up to both their orgasms.

You started to watch it keeping me updated on the video timestamp of where you are watching. Your wetness starts to increase hearing the moans of the guy in the video.

I get harder when you ask if I would like to know when you cum.
OMG, yes, yes I do!!

You admit that you rarely share your masturbation with a stranger, that it’s usually solo and that you find it very sexy. It drives me wild with excitement knowing this.

It’s almost like being there with you as you tell me about where you are in the video & how you are rubbing your pussy, clit, breasts & nipples. I stroke my cock thinking about what you are doing to yourself.

You tell me your pussy is dripping now just like the wife in the video. Telling me that you find the husband licking his wife’s anus & then gently inserting his cock reminds you of your own husband's gentleness with your anus. His moans are just like your husband’s, you tell me.

Jesus, I have to hold back my orgasm - my cock leaking precum into my boxers.

I ask you about your clit & you tell me your little bud is peeking out from between your lips now - oh, how I wish I could see that & suck it deep into my mouth, flicking it with my tongue. I bet it could become even more engorged. Wow, this is so exciting.

I tell you my fantasy - to have my tongue in your pussy moving it in synch with your husband's cock thrusting slowly in your anus - as he pushed into you, I would push my tongue deeper into your pussy. I sense you are wild with excitement.

I would put my finger in your husband's anus & control his thrusting - the deeper I pushed my finger into him, the deeper he impaled your anus with his cock, the deeper my tongue in your pussy. When I slowly withdraw my finger he slowly withdraws his cock & my tongue slowly withdraws. When I suddenly thrust my finger into him, he suddenly arches & drives his cock deeper into you. It’s like I have found his remote control up his anus

I control the rhythm & depth of his thrusts into you - the fast/slow, deep/shallow - I let my finger do the talking. I can enter him deep enough to feel his prostate gland which, like your gspot reacts to come hither movements of my finger. I can sense he is nearing orgasm but I want us all to cum together so I control this until I sense you too are ready to orgasm.

Sometimes, instead of my tongue, I insert the tip of my penis into your open vagina lips - just enough to stretch you a bit. I know you like a cock to orgasm without penetration so I don’t push in any deeper

We are all lost in our sexual reverie, focussed on the moment, on the sensations we are feeling. We are all on the verge of orgasm. Your body is being worshipped by two men at the same time. They both are fully engrossed in your sexiness & ready to explode. You arch your back driving his penis & my tongue deeper into you. You feel your husband's penis pulsing in your anus as your anus throbs & pulses tightly grabbing his cock with your orgasm - his cum shoots into your anus in a hot stream. again & again. You feel the warmth of my orgasm splashing across your pubic mound & up your belly, once, twice, three times. The deep guttural moans of him & me intermingle with your squeals of ecstasy as we all orgasm together

We three lie together unmoving & satiated.
IDK why but PMing and cyber on here usually ends just as we are cumming and then the other person disappears. Is it my breath? It’s frustrating building up and then I’m gonna cu…where’d u go?
 
I did it with a friend on the phone, and two weeks ago with a stranger via video chat. We both went all the way. I found it very hot to watch another man jerk off his cock while he watched me do it. 🫣 🫣
Do you always do your friend on the phone or do you meet somewhere for a session
 
I haven't seen any threads that discuss people's cyber sex experiences.
Being a newbie, and not being intimate with my wife or anybody for 15 years, I was blown away by my first experience of cyber sex - the openness, the sexiness, the pleasure. So I wrote about it

My First PM experience

I had only been on the forum for about 10 days. I can’t remember how but we connected on private messaging. We were chatting about the workings of submitting stories - I had a lot to learn. You asked to be excused as you wanted to go away & find a good video to masturbate to.

This took me by surprise as it was my first time doing this but I found it hot.

You told me gay porn was your current turn-on switch - particularly anal penetration.

I had already posted some porn videos that I thought were very sexy to a thread. I sent you this link to an anal orgasm video which I found very hot - not gay, but rather a husband penetrating his wife’s anus in a caring gentle way & the build-up to both their orgasms.

You started to watch it keeping me updated on the video timestamp of where you are watching. Your wetness starts to increase hearing the moans of the guy in the video.

I get harder when you ask if I would like to know when you cum.
OMG, yes, yes I do!!

You admit that you rarely share your masturbation with a stranger, that it’s usually solo and that you find it very sexy. It drives me wild with excitement knowing this.

It’s almost like being there with you as you tell me about where you are in the video & how you are rubbing your pussy, clit, breasts & nipples. I stroke my cock thinking about what you are doing to yourself.

You tell me your pussy is dripping now just like the wife in the video. Telling me that you find the husband licking his wife’s anus & then gently inserting his cock reminds you of your own husband's gentleness with your anus. His moans are just like your husband’s, you tell me.

Jesus, I have to hold back my orgasm - my cock leaking precum into my boxers.

I ask you about your clit & you tell me your little bud is peeking out from between your lips now - oh, how I wish I could see that & suck it deep into my mouth, flicking it with my tongue. I bet it could become even more engorged. Wow, this is so exciting.

I tell you my fantasy - to have my tongue in your pussy moving it in synch with your husband's cock thrusting slowly in your anus - as he pushed into you, I would push my tongue deeper into your pussy. I sense you are wild with excitement.

I would put my finger in your husband's anus & control his thrusting - the deeper I pushed my finger into him, the deeper he impaled your anus with his cock, the deeper my tongue in your pussy. When I slowly withdraw my finger he slowly withdraws his cock & my tongue slowly withdraws. When I suddenly thrust my finger into him, he suddenly arches & drives his cock deeper into you. It’s like I have found his remote control up his anus

I control the rhythm & depth of his thrusts into you - the fast/slow, deep/shallow - I let my finger do the talking. I can enter him deep enough to feel his prostate gland which, like your gspot reacts to come hither movements of my finger. I can sense he is nearing orgasm but I want us all to cum together so I control this until I sense you too are ready to orgasm.

Sometimes, instead of my tongue, I insert the tip of my penis into your open vagina lips - just enough to stretch you a bit. I know you like a cock to orgasm without penetration so I don’t push in any deeper

We are all lost in our sexual reverie, focussed on the moment, on the sensations we are feeling. We are all on the verge of orgasm. Your body is being worshipped by two men at the same time. They both are fully engrossed in your sexiness & ready to explode. You arch your back driving his penis & my tongue deeper into you. You feel your husband's penis pulsing in your anus as your anus throbs & pulses tightly grabbing his cock with your orgasm - his cum shoots into your anus in a hot stream. again & again. You feel the warmth of my orgasm splashing across your pubic mound & up your belly, once, twice, three times. The deep guttural moans of him & me intermingle with your squeals of ecstasy as we all orgasm together

We three lie together unmoving & satiated.
when you find that right vibe with that person, it can be so intensely honest and feral. Keep it erotic and sensual and it can be magical 🔥
 
About 25-30 years ago I used to find a lot of women on the Yahoo Chat boards who would be up for cybersex. It was just a different era then -- the whole thing was relatively new, boards weren't crushed by scammers and spammers, and the whole need for internet privacy wasn't perceived as that big an issue. It wasn't that big a deal to give out your phone number for a quick call once the chat got really hot and using your hands to type was getting in the way. Eventually Yahoo added voice and video capabilities, but to me it worked best over the phone. It wasn't really a performance, it was two people getting comfortable and having fun together in different locations. The best was when we would talk on the phone and they would say they never had expected to get that hot from a cyber chat, but decided they needed to hear my voice.

I don't know how many women I took from cyber chat to cyber on the phone, but it happened pretty regularly, maybe a little more often than monthly (back then having a pretty good cybersex chat was just about guaranteed every session). There were some especially memorable ones:

-- The woman who had been sitting next to her husband who was watching TV, she suddenly gave me her number and asked me to call her so she could claim it was her friend calling which would give her an excuse to head to the bedroom and finish herself off.

-- A nurse who was working on the night shift, we talked about all sorts of stuff (sexual and not) for a couple hours before I got her horny enough to sneak into the bathroom and finish herself.

-- Once when I was cybering someone while in a crowded computer lab in college she asked to call me and listen to her while I kept typing and telling her what to do (she knew I was in a public space).

The best, though, was the only woman I ever cybered over the phone with multiple times. We just had such a good vibe together. I can remember the first time we did it over the phone she was still going after I came so she was going to use a vibrator so I could listen to her .. and the batteries turned out to be dead. We would kind of seek each other out on chat, hoping the other was horny on any given day, and it was pretty exciting (and invigorating) to see her name on my friend list switch to "online."

It was almost like a real relationship. I remember one time where she just didn't seem to have all that great an orgasm. I really felt kinda bad.

Eventually we started emailing some and she gave me her number (to keep it casual, we had always asked each other for our numbers in chat when we were ready to go to voice) because she set up a VOIP burner number. I only called her out of the blue one time -- I kind of liked the distance that the whole thing about staying on chat kept -- but this one time I was really horny and wanted to see if I could get her interested. I caught her at a pretty bad time -- she was in the middle of moving into a new apartment, so wasn't really thinking about fucking right then and had no internet anyway. But I had called a few minutes after her parents had left from helping her, she had been just about to leave to meet them for dinner so had a few minute free. We started talking dirty, about where in her place she would like to be fucked while she walked around the rooms. After discussing a few locations, she started touching herself while leaning against her kitchen counter. Eventually she moved into the bedroom, laid on the floor where her bed would later go, and finger fucked herself until she left a wet spot on the floor.

Eventually we lost touch. I started dating someone seriously and that cyber side of my sex life faded away. I hope she's doing well now, she was really nice.
 
About 25-30 years ago I used to find a lot of women on the Yahoo Chat boards who would be up for cybersex. It was just a different era then -- the whole thing was relatively new, boards weren't crushed by scammers and spammers, and the whole need for internet privacy wasn't perceived as that big an issue. It wasn't that big a deal to give out your phone number for a quick call once the chat got really hot and using your hands to type was getting in the way. Eventually Yahoo added voice and video capabilities, but to me it worked best over the phone. It wasn't really a performance, it was two people getting comfortable and having fun together in different locations. The best was when we would talk on the phone and they would say they never had expected to get that hot from a cyber chat, but decided they needed to hear my voice.

I don't know how many women I took from cyber chat to cyber on the phone, but it happened pretty regularly, maybe a little more often than monthly (back then having a pretty good cybersex chat was just about guaranteed every session). There were some especially memorable ones:

-- The woman who had been sitting next to her husband who was watching TV, she suddenly gave me her number and asked me to call her so she could claim it was her friend calling which would give her an excuse to head to the bedroom and finish herself off.

-- A nurse who was working on the night shift, we talked about all sorts of stuff (sexual and not) for a couple hours before I got her horny enough to sneak into the bathroom and finish herself.

-- Once when I was cybering someone while in a crowded computer lab in college she asked to call me and listen to her while I kept typing and telling her what to do (she knew I was in a public space).

The best, though, was the only woman I ever cybered over the phone with multiple times. We just had such a good vibe together. I can remember the first time we did it over the phone she was still going after I came so she was going to use a vibrator so I could listen to her .. and the batteries turned out to be dead. We would kind of seek each other out on chat, hoping the other was horny on any given day, and it was pretty exciting (and invigorating) to see her name on my friend list switch to "online."

It was almost like a real relationship. I remember one time where she just didn't seem to have all that great an orgasm. I really felt kinda bad.

Eventually we started emailing some and she gave me her number (to keep it casual, we had always asked each other for our numbers in chat when we were ready to go to voice) because she set up a VOIP burner number. I only called her out of the blue one time -- I kind of liked the distance that the whole thing about staying on chat kept -- but this one time I was really horny and wanted to see if I could get her interested. I caught her at a pretty bad time -- she was in the middle of moving into a new apartment, so wasn't really thinking about fucking right then and had no internet anyway. But I had called a few minutes after her parents had left from helping her, she had been just about to leave to meet them for dinner so had a few minute free. We started talking dirty, about where in her place she would like to be fucked while she walked around the rooms. After discussing a few locations, she started touching herself while leaning against her kitchen counter. Eventually she moved into the bedroom, laid on the floor where her bed would later go, and finger fucked herself until she left a wet spot on the floor.

Eventually we lost touch. I started dating someone seriously and that cyber side of my sex life faded away. I hope she's doing well now, she was really nice.
Nice memories
Over the last 3 years, I have regular audio & video contact with my GF who is in a different country. She's not the woman from my original post. It's always exciting & sexy
 
Anyone else ever done 3 way cyber - I have MMF via text on a group chat - very sexy, very arousing
Next time we said we'd do it via audio but time & circumstances conspired against us
Used to have some sexy chats with a woman and another bi guy but time zones conspired against us
 
Back
Top