Turning a straight guy stories?

[Bisexguy70]

So I used to have a bit of a Skibble habit for sexy fun with random chattees, and I'd go on there doing I suppose a bit of catfishing using the attached pic as an avatar. I'd assign my gender as female and let guys' imaginations and dirty minds do the rest.

One time I got into a long conversation with a Dutch guy while having a long masturbating and edging session, dressed in bra, panties and stockings; we'd already established he was masturbating too and when it got to exchanging live pics I thought fuck it, I'll come clean and told him yes, that avatar pic is me but I'm a man and I'm currently dressed up and horny.

He was a bit put out at first (understandably, thinking he was about to get online-intimate with a hot chick) but the sex talk had got him to a point of no return and we carried on, swapping live pics, first of my stockinged legs then full body ones of me in my lingerie, and finally we got on live video cam and showed each other our by now fully erect and throbbing cocks. Neither of us lasted long then, and we came within a few seconds of each other with a lot of verbal encouragement from me and a lot of groaning and orgasmic sounds from him.

Unusually for a random chat, we carried on talking for a while afterwards, and it felt kind of good helping him unpack the fact that he, a self-described completely straight man, had just masturbated himself to completion with another man, albeit one dressed in fully feminine underwear. I tried to emphasise that he needn't feel shame, it was just getting off and feeling good.

I often wonder if he pursued that any further. Never did meet online again and I got kinda bored with the chat roulette thing not long after.

If I would have been hot chatting with you and I would have been very pleasantly surprised. Sure it be hot thinking you were some chic. But the icing on the cake for me is definitely finding out theres a big bulge in those panties. Id be like…I just won the jackpot!! Lucky guy!!!

 

[yowser]

I’m a gay guy who has a real fetish for jacking off straight men. I subscribe to a UK adult site and included in my Profile description I state that I’m seeking straight (particularly married) guys who would enjoy receiving an expert slow, edging handjob while watching porn.


So, perhaps I didn’t turn this straight young man, but I’m sure as a “curious”experiment, he found it enjoyable, if not habit-forming.

Great tale, thanks.

I've done an account of the opposite side of this sort of seduction, a young college guy's perspective, some of you may find it of interest.

 

[OlderBtm4U]

Wonderful story, yowser. Thanks

 

[wankerholic42]

Great tale, thanks.

I've done an account of the opposite side of this sort of seduction, a young college guy's perspective, some of you may find it of interest.

I remember reading that story and thought it highly erotic. Just checked and I gave it a glowing review! Great stuff.

 

[annabellebrito]

I do like straight to bi stories. They are hot. Rich in character development

 

[madlapper]

This one makes me cum so hard. Its one of my favorite fantasies. Gets really hot on page 2. I have cum to this so many times. https://www.literotica.com/s/straight-top-to-gay-bottom-toy

 

[Replicant2018]

Something like this?

That’s hot!

 

[stargame]

This one makes me cum so hard. Its one of my favorite fantasies. Gets really hot on page 2. I have cum to this so many times. https://www.literotica.com/s/straight-top-to-gay-bottom-toy

Good reading list

 

[nostuff]

I'm hoping to "turn" a straight married man in a bit more than a week. If it happens, I'll tell you all about it.

I keep getting hard just thinking about him.

 

[Tex60s]

So I used to have a bit of a Skibble habit for sexy fun with random chattees, and I'd go on there doing I suppose a bit of catfishing using the attached pic as an avatar. I'd assign my gender as female and let guys' imaginations and dirty minds do the rest.

One time I got into a long conversation with a Dutch guy while having a long masturbating and edging session, dressed in bra, panties and stockings; we'd already established he was masturbating too and when it got to exchanging live pics I thought fuck it, I'll come clean and told him yes, that avatar pic is me but I'm a man and I'm currently dressed up and horny.

He was a bit put out at first (understandably, thinking he was about to get online-intimate with a hot chick) but the sex talk had got him to a point of no return and we carried on, swapping live pics, first of my stockinged legs then full body ones of me in my lingerie, and finally we got on live video cam and showed each other our by now fully erect and throbbing cocks. Neither of us lasted long then, and we came within a few seconds of each other with a lot of verbal encouragement from me and a lot of groaning and orgasmic sounds from him.

Unusually for a random chat, we carried on talking for a while afterwards, and it felt kind of good helping him unpack the fact that he, a self-described completely straight man, had just masturbated himself to completion with another man, albeit one dressed in fully feminine underwear. I tried to emphasise that he needn't feel shame, it was just getting off and feeling good.

I often wonder if he pursued that any further. Never did meet online again and I got kinda bored with the chat roulette thing not long after.

That would be great to follow up to see if he's tried it again.

 

[Tex60s]

I know what you mean about changing trajectories, although mine took a long time to change. I've been sexually straight most of my life, married, kids etc, but started chatting online and exploring that way a few years ago and finally, this year got to the nitty-gritty of actually meeting a couple of guys.

Hadn't been completely sure of how I'd go, but it felt natural once we got out of our male clothes and I was confronted with another man's excited penis. I was like, sucking and riding cock is SO good, why didn't I do this sooner?

Been there done that. It was amazing how quickly I dropped to my knees the first time, just to explore and play w/ my first cock! And after he left, I had the same thoughts as you.

 

[EdgySubMic]

One does not turn a straight guy gay, IMHO.
Rather, one makes him discover that he is gay or bi.
Or one takes away certain inhibitions or fears that have previously been conditioned/drilled into him.

 

[nostuff]

One does not turn a straight guy gay, IMHO.
Rather, one makes him discover that he is gay or bi.
Or one takes away certain inhibitions or fears that have previously been conditioned/drilled into him.

You're not really wrong. I can't imagine I could have been "turned" had I not already been thinking about experiencing a man.

But it sure is fun thinking I have that kind of appeal, that I'm hot enough for another man to want me. Just part of the fantasy.

 

[EdgySubMic]

You're not really wrong. I can't imagine I could have been "turned" had I not already been thinking about experiencing a man.

But it sure is fun thinking I have that kind of appeal, that I'm hot enough for another man to want me. Just part of the fantasy.

Oh sure! There's a straight gay who I know very well who I'd love to see turned/discovered gay "for me". However, I'm not writing "by me", as I don't ever want to force myself and/or my preferences onto him. But yes, I've fantasized about it in the past.

 

[nostuff]

Oh sure! There's a straight gay who I know very well who I'd love to see turned/discovered gay "for me". However I'm not writing "by me", as I don't ever want to force myself and/or my preferences onto him. But yes, I've fantasized about it in the past.)

Perhaps I'm naive, but it never occurred to me that "turning" someone involved forcing myself on a man. I just want to make him so hot that he wants me to be his first. Really good for my ego.

Not that I've ever done it. Hoping to change that soon.

 

[EdgySubMic]

Perhaps I'm naive, but it never occurred to me that "turning" someone involved forcing myself on a man. I just want to make him so hot that he wants me to be his first. Really good for my ego.

Not that I've ever done it. Hoping to change that soon.

Maybe forcing is not the best word for what I wanted to say. In the case I'm referring to, I value him far too much as a dear friend in order to even risk troubling the waters. Should he himself initiate something by showing an interest, things would be different. But only then.

 

[nostuff]

Maybe forcing is not the best word for what I wanted to say. In the case I'm referring to, I value him far too much as a dear friend in order to even risk troubling the waters. Should he himself initiate something by showing an interest, things would be different. But only then.

I understand completely.

 

[load69]

So I used to have a bit of a Skibble habit for sexy fun with random chattees, and I'd go on there doing I suppose a bit of catfishing using the attached pic as an avatar. I'd assign my gender as female and let guys' imaginations and dirty minds do the rest.

One time I got into a long conversation with a Dutch guy while having a long masturbating and edging session, dressed in bra, panties and stockings; we'd already established he was masturbating too and when it got to exchanging live pics I thought fuck it, I'll come clean and told him yes, that avatar pic is me but I'm a man and I'm currently dressed up and horny.

He was a bit put out at first (understandably, thinking he was about to get online-intimate with a hot chick) but the sex talk had got him to a point of no return and we carried on, swapping live pics, first of my stockinged legs then full body ones of me in my lingerie, and finally we got on live video cam and showed each other our by now fully erect and throbbing cocks. Neither of us lasted long then, and we came within a few seconds of each other with a lot of verbal encouragement from me and a lot of groaning and orgasmic sounds from him.

Unusually for a random chat, we carried on talking for a while afterwards, and it felt kind of good helping him unpack the fact that he, a self-described completely straight man, had just masturbated himself to completion with another man, albeit one dressed in fully feminine underwear. I tried to emphasise that he needn't feel shame, it was just getting off and feeling good.

I often wonder if he pursued that any further. Never did meet online again and I got kinda bored with the chat roulette thing not long after.

Stefi, is that uou in the picture

 

[cdstefi]

Stefi, is that uou in the picture

Yeah, I don't pass other people's pics off as me

 

[SPARTAN047]

Yeah, I don't pass other people's pics off as me

Unlike so many others I've caught doing so.

 

[cdstefi]

Unlike so many others I've caught doing so.

I can't do it. I mean really, you put yourself out there, expressing yourself, your opinions and personality, and then you use a pic you lifted from somewhere else? Fuck that.

Any visual representation seen here that's advertised as me, it is me. It's more even than a point of honour; it's that I simply cannot be otherwise.

 

[SPARTAN047]

I can't do it. I mean really, you put yourself out there, expressing yourself, your opinions and personality, and then you use a pic you lifted from somewhere else? Fuck that.

Any visual representation seen here that's advertised as me, it is me. It's more even than a point of honour; it's that I simply cannot be otherwise.

It's so sad. And they're very easy to catch. They don't even use the same models pictures.

 

[Cardinal]

I was straight until I began fucking sissies. Soon, I was pantied and looking for gay cock.

Are sissies just bottoms who like to dress and act girly?

 

[SPARTAN047]

Are sissies just bottoms who like to dress and act girly?

Perhaps close to that.

They can be bottoms, or service oriented AMAB folks.

Dressing girly usually isn't a requirement. Acting girly is acceptable enough to be labelled a sissy. A sissy can be naked for life under their owner's leash, only be in a chastity cage and still be called a sissy.

I suppose it's porn and social media which made crossdressing part of being a sissy, so now a crossdressing male who is very effeminate and timid is also called a sissy. Earlier, even in our grandparents' time, a sissy boy could be in a suit and tie, but if he didn't stand up for himself much and was too emotional he automatically got that label slapped on him.

I've been called that several times as a child too.

 

[cdstefi]

Are sissies just bottoms who like to dress and act girly?

I don't believe so. I think true sissies genuinely want to adopt a feminine guise, do the makeup, hair, clothes and voice as well as the lingerie.

Although I wear lingerie for masturbating and sex I wouldn't ever call myself a sissy. I'm just a bi guy with a fetish for panties and stockings.