Turning a straight guy stories?

[cdstefi]

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.

 

[Phatfeet]

I kind of have had that situation, but from a different view of things.

For us there was no nefarious deception on gender as me and another guy were discussing wife-sharing, then as he was discussing me being inside his wife he suddenly added, 'but of course if it popped out of her and into me, that would be fine too".

Up to that point I had been pretty defiant and vocal about my views of homosexuality, but that jarring confession shocked me into thinking about myself engaged in it. "What if I did go into him?" It really was the catalyst that led me down a dual path, that there was another whole side of sex I had never experienced. With heterosex I have not done everything of course, but have lived a pretty kinky life, but there was this who other side, of real mans-man type of people interested in it too.

It really shocked me into acceptance. More so it made me look back in my past with shame and realize how close-minded I had been.

To answer your question @cdstefi ,your conversation most likely caused similar conversations with other men. It is wrong to think my experience is what others would do, that a singular moment changed sexual trajectory, but applying the logic where 'if something is gratifying, and especially with sex, they will mostly look for that gratification again', I can see him trying to replicate your interaction again.

 

[cdstefi]

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?

 

[drobert44]

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.

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

 

[ZacharyFagg]

I don't think that he necessarily "turned" it just opened his mind a bit.
Men who are willing to use crossdressers or sissies are still straight in my opinion. They're still attracted to femininity not masculinity. They usually don't want anything to do with dick.
I've been with alot of men like this. They just figured out that sissies are easy, and they're horny. They'd never hook up with a masculine man.

 

[cdstefi]

I don't think that he necessarily "turned" it just opened his mind a bit.
Men who are willing to use crossdressers or sissies are still straight in my opinion. They're still attracted to femininity not masculinity. They usually don't want anything to do with dick.
I've been with a lot of men like this. They just figured out that sissies are easy, and they're horny. They'd never hook up with a masculine man.

Oh for sure, and I've encountered that sort plenty of times (and usually get bored with them really quickly). What made the one I described different was that once I'd come clean and said what I was, he was game to keep going and roleplay what was essentially a totally gay experience.

 

[NewbieHere]

I don't think that he necessarily "turned" it just opened his mind a bit.
Men who are willing to use crossdressers or sissies are still straight in my opinion. They're still attracted to femininity not masculinity. They usually don't want anything to do with dick.
I've been with alot of men like this. They just figured out that sissies are easy, and they're horny. They'd never hook up with a masculine man.

I’ve done things. But, if I were to ever suck cock, it would have to be Henry Cavil’s cock. I want a man’s man’s cock in my mouth.

 

[BiDrew42]

I hooked up with a guy I met on Squirt.com several years ago. His profile specifically stated he was straight and just looking for blow jobs. I'd go to his house when his wife was out of town and just suck his cock until he came down my throat. He was a big, good looking, muscular man with a fat 6" cock. I liked him and enjoyed giving him oral pleasure. I often asked him if he wanted to fuck me but he always declined, claiming that would make him "feel gay." Once I asked him if he ever thought that having a man suck his cock made him at least bisexual. He laughed and said "It's just a blowjob. When you suck my cock I fantasize about beautiful women. With my eyes closed, I can pretend it's Charlize Theron giving me head!"

So I obviously failed to turn him, but I did love sucking his cock.

 

[OlderBtm4U]

speaking for all of us that want to be turned, please don’t stop trying.

 

[wankerholic42]

speaking for all of us that want to be turned, please don’t stop trying.

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.

Needless to say, I have enjoyed pleasuring a large number of gorgeous straight and very hard cocks over the years. I remember one particular chap, largely because he was the youngest respondent to date. He was a very cute 18 year old who told me he was straight and very nervous as he’d never done anything like this before.

I assured him that if at any point he felt uncomfortable I would halt the proceedings and he could leave without any hard feelings. He sat next to me on my sofa fully dressed (as I was) and I put some straight porn on. He was visibly shaking as the video started, which prompted me to ask him: “Would you rather I sat further away?” He insisted he was ok with the situation as it was. As the video got a bit hotter and some serious action on the screen developed, I glanced down at his crotch which I noticed was beginning to show promise. Ironically, the video depicted a sexy milf seducing a young man.

When my young man stretched his legs out in front of him and adjusted his enlarging bulge I took it at as my cue to take the initiative. I placed my hand on his thigh which made him start. “You ok?” I asked. “Yes,” he replied. I squeezed his thigh gently, then my wandering fingers made their way to their goal.

His whole body twitched when I cupped the clothed bulge in my hand.

“You ok?” I asked again. “Yes,” he croaked. I unbuckled his trouser belt and unzipped his fly. My hand fished inside and found his now fully erect cock sheathed inside his underpants. As I stroked the outside of his his briefs and felt his weapon twitch, I whispered: “Do you want me to carry on?” He nodded and muttered “Please.”

I asked him to raise his buttocks up so I could slide his trousers and underpants down. His young, lovely erection flipped into the open. I remember his cock not being over large, but, my God, was it rock hard.
As I gently grasped it in my full fist, my other hand fondling his spunk-filled balls, I was aware that mine were the first male hands other than his own to be touching his genitals and his reaction showed that he found it hugely gratifying.

When I give a guy a handjob I like to employ different hand techniques and speeds and I treated my young virgin to each one. I think he was equally turned on watching my hands working their magic on his prick and balls as the action on the screen. His pre-cum was oozing quite vociferously now and I sensed he wasn’t going to last much longer.

I lowered my head and took his uncut cock in my mouth, tasting his sweet pre-cum as I licked under his foreskin round his nob-end. This really did get him going and he couldn’t resist an: “Oh, fuck!”
“Are you getting close?”
“Yes” he replied.
“Would you like to cum on my face?”
“Yes” he replied again.
I laid my cheek on his navel and started sucking his cock again, this gorgeous organ merely a few inches from my face. My other hand, reached down to manipulate his balls as I brought him off. It didn’t take long.

His belly tightened and breathing became faster as I stroked and sucked faster. Rather than warning me with words, his grunts and gasps indicated his impending ejaculation. I felt the first jet hit the back of my throat, then as I withdrew my mouth, my wanking hand milked several more ropes of his thick cum over my face.

After wiping both of us down with a towel, he dressed quickly. I had the feeling he didn’t want to hang about for long.

“I hope you enjoyed that.” I said.
“Yeah, it was great, thanks.” he replied.
“You’ve got my number,” I said. “If you want to come back for some more, you’re very welcome.”

As I showed him out of my door, I had a feeling I wouldn’t see him again. Sadly, I was right.

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.

 

[nostuff]

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.

Needless to say, I have enjoyed pleasuring a large number of gorgeous straight and very hard cocks over the years. I remember one particular chap, largely because he was the youngest respondent to date. He was a very cute 18 year old who told me he was straight and very nervous as he’d never done anything like this before.

I assured him that if at any point he felt uncomfortable I would halt the proceedings and he could leave without any hard feelings. He sat next to me on my sofa fully dressed (as I was) and I put some straight porn on. He was visibly shaking as the video started, which prompted me to ask him: “Would you rather I sat further away?” He insisted he was ok with the situation as it was. As the video got a bit hotter and some serious action on the screen developed, I glanced down at his crotch which I noticed was beginning to show promise. Ironically, the video depicted a sexy milf seducing a young man.

When my young man stretched his legs out in front of him and adjusted his enlarging bulge I took it at as my cue to take the initiative. I placed my hand on his thigh which made him start. “You ok?” I asked. “Yes,” he replied. I squeezed his thigh gently, then my wandering fingers made their way to their goal.

His whole body twitched when I cupped the clothed bulge in my hand.

“You ok?” I asked again. “Yes,” he croaked. I unbuckled his trouser belt and unzipped his fly. My hand fished inside and found his now fully erect cock sheathed inside his underpants. As I stroked the outside of his his briefs and felt his weapon twitch, I whispered: “Do you want me to carry on?” He nodded and muttered “Please.”

I asked him to raise his buttocks up so I could slide his trousers and underpants down. His young, lovely erection flipped into the open. I remember his cock not being over large, but, my God, was it rock hard.
As I gently grasped it in my full fist, my other hand fondling his spunk-filled balls, I was aware that mine were the first male hands other than his own to be touching his genitals and his reaction showed that he found it hugely gratifying.

When I give a guy a handjob I like to employ different hand techniques and speeds and I treated my young virgin to each one. I think he was equally turned on watching my hands working their magic on his prick and balls as the action on the screen. His pre-cum was oozing quite vociferously now and I sensed he wasn’t going to last much longer.

I lowered my head and took his uncut cock in my mouth, tasting his sweet pre-cum as I licked under his foreskin round his nob-end. This really did get him going and he couldn’t resist an: “Oh, fuck!”
“Are you getting close?”
“Yes” he replied.
“Would you like to cum on my face?”
“Yes” he replied again.
I laid my cheek on his navel and started sucking his cock again, this gorgeous organ merely a few inches from my face. My other hand, reached down to manipulate his balls as I brought him off. It didn’t take long.

His belly tightened and breathing became faster as I stroked and sucked faster. Rather than warning me with words, his grunts and gasps indicated his impending ejaculation. I felt the first jet hit the back of my throat, then as I withdrew my mouth, my wanking hand milked several more ropes of his thick cum over my face.

After wiping both of us down with a towel, he dressed quickly. I had the feeling he didn’t want to hang about for long.

“I hope you enjoyed that.” I said.
“Yeah, it was great, thanks.” he replied.
“You’ve got my number,” I said. “If you want to come back for some more, you’re very welcome.”

As I showed him out of my door, I had a feeling I wouldn’t see him again. Sadly, I was right.

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.

Oh, where were you when I needed to be turned?

Such a pity your guy never called you back. He owes you.

 

[wankerholic42]

Oh, where were you when I needed to be turned?

Such a pity your guy never called you back. He owes you.

It’s such a shame so many of you horny guys live the other side of the pond, making encounters impossible. If you fancy receiving an explicit “virtual” handjob on here PM me in Conversations. The next best thing?

 

[wankerholic42]

It’s such a shame so many of you horny guys live the other side of the pond, making encounters impossible. If you fancy receiving an explicit “virtual” handjob on here PM me in Conversations. The next best thing?

I also invite you lovely guys who “Liked/Loved” my post to receive a virtual handjob if you so desire to PM me.

 

[ZacharyFagg]

Oh for sure, and I've encountered that sort plenty of times (and usually get bored with them really quickly). What made the one I described different was that once I'd come clean and said what I was, he was game to keep going and roleplay what was essentially a totally gay experience.

Mmmm I love those kind of guys. They fuck me like I'm a porn slut, cum and leave. Never have to worry about them begging to suck me or offering to "return the favor."

 

[Scottnelson]

I’m a straight man and sometimes wonder to unusual places on the internet. Is there a cd or someone that thinks they may be able to turn me?

 

[cdstefi]

I’m a straight man and sometimes wonder to unusual places on the internet. Is there a cd or someone that thinks they may be able to turn me?

Sounds like a challenge, but I bet if I caught you with your dick already hard ...

 

[Scottnelson]

Sounds like a challenge, but I bet if I caught you with your dick already hard ...

I don’t think you are giving yourself enough credit, that picture you attached turned me on enough to respond

 

[cdstefi]

I don’t think you are giving yourself enough credit, that picture you attached turned me on enough to respond

Ah! Well thanks, that's the desired effect.

 

[SPARTAN047]

I could swear I've read stories like that but IDK — I've been hit on by several straight guys though.

 

[JeanPanty]

I'm straight but there is something alluring about seeing a guy in a nice pair of panties, especially if he's a bit hard

 

[cdstefi]

Something like this?

 

[JeanPanty]

Something like this?

Yep..

 

[JeanPanty]

Something like this?

Looks like a good fit, no poking out. Very nice

 

[Xlshooter]

Something like this?

Very sexy..

 

[Wag_that_tail86]

White lace thigh highs look so nice...