Real Life Sex with Straight Boys

[tampa24]

I know it is time consuming to write out these lengthy posts. So thank you to all who contribute.

 

[kgmets]

Thanks KG. Great stories and insight. I have a saying. My definition of a straight boy is one who creams while they are bring fucked. Because every one of them does and insist they are straight.

Interesting theory! You certainly have the experience upon which to base that theory! I always tried to fuck the cum out of anyone I fucked, gay or straight!

 

[mikeyank]

I have no new stories to share, as I am both "semi retired" at work and at play, but I did share a couple of good ones from my past on this thread previously, as did other forumites. But I was wondering if we have any newer members or older ones who did not share in the past and might contribute something to this thread.

 

[mikeyank]

I had a Thanksgiving story from many years ago, that didn't work out the way I wanted, but I do think of it every Thanksgiving. I was thirty-five and having Thanksgiving dinner with relatives at around 5 PM. This was pre-internet days for me and I was using the telephone sex lines of the day. I live in Brooklyn and there was a line called the, "Brooklyn-Queens bisexual" line. I had the whole day open until dinner and the lines were quiet when I found a very sexy sounding guy with a heavy New York City accent who said he was a bisexual twenty years old living in Howard Beach, Queens, the neighborhood where John Gotti was famous for. I guess I spoke to the kid privately and he told me that his family was away for Thanksgiving and he had the house to himself and wanted to hook up with an older man.

There was no way to exchange pics in those days, but his description sounded perfect to me and I guess I sounded okay for him and so he gave me his address and I made my journey from Brooklyn Heights to Howard Beach, Queens. The neighborhood had big private houses and this kid's family house was no exception. I parked in the driveway and rang his doorbell. And I was greeted by an extremely handsome young man, dark hair, Italian kid with a slim toned body in t-shirt and jeans. We sat in his living room and he told me his story, parents were divorced, mom and sister went upstate for the day. He told me that he had recently been released from prison for being an accomplice helping the neighborhood "boys" on a job.

He told me his bedroom was down in the basement and we walked down the stairs. He had the shades pulled down as he had a girlfriend who knew he didn't go with his mom. It was all so exciting for me to be going into the bedroom of this straight cute twenty year old Italian mobster kid. I intended to give him the blowjob of his lifetime. He turned off the lights and started to get undressed and I reached for his cock but he pushed my hands away and began pulling at my pants and he said all he wanted to do was for me to fuck him. I know that KG and Rep and many others here would be ecstatic. But I am not a top and my intention was to suck his young straight cock but he wouldn't let me near his dick. Apparently he had gotten fucked in prison and wanted what his girlfriend could not do for him.

And so I got dressed and left his house leaving us both unsatisfied. But it was a thrilling and almost dangerous trip for me that just did not have the happy ending that either he or I had anticipated. In future telephone hook ups and later on line meetings, I learned to be very specific in what I was looking for and had many satisfying experiences over the years doing what I do best and satisfying many young men in New York City. But not that straight hot Italian kid on that Thanksgiving Day, back in the mid eighties.

 

[tampa24]

That's gotta be very disappointing to both be looking forward to sex, and then finding out that your preferred sexual positions are totally incompatible. haha Yeah. It's better to try to be specific upfront about what you're wanting and willing to do. It can save a lot of time and disappointment.

 

[kgmets]

I had a Thanksgiving story from many years ago, that didn't work out the way I wanted, but I do think of it every Thanksgiving. I was thirty-five and having Thanksgiving dinner with relatives at around 5 PM. This was pre-internet days for me and I was using the telephone sex lines of the day. I live in Brooklyn and there was a line called the, "Brooklyn-Queens bisexual" line. I had the whole day open until dinner and the lines were quiet when I found a very sexy sounding guy with a heavy New York City accent who said he was a bisexual twenty years old living in Howard Beach, Queens, the neighborhood where John Gotti was famous for. I guess I spoke to the kid privately and he told me that his family was away for Thanksgiving and he had the house to himself and wanted to hook up with an older man.

There was no way to exchange pics in those days, but his description sounded perfect to me and I guess I sounded okay for him and so he gave me his address and I made my journey from Brooklyn Heights to Howard Beach, Queens. The neighborhood had big private houses and this kid's family house was no exception. I parked in the driveway and rang his doorbell. And I was greeted by an extremely handsome young man, dark hair, Italian kid with a slim toned body in t-shirt and jeans. We sat in his living room and he told me his story, parents were divorced, mom and sister went upstate for the day. He told me that he had recently been released from prison for being an accomplice helping the neighborhood "boys" on a job.

He told me his bedroom was down in the basement and we walked down the stairs. He had the shades pulled down as he had a girlfriend who knew he didn't go with his mom. It was all so exciting for me to be going into the bedroom of this straight cute twenty year old Italian mobster kid. I intended to give him the blowjob of his lifetime. He turned off the lights and started to get undressed and I reached for his cock but he pushed my hands away and began pulling at my pants and he said all he wanted to do was for me to fuck him. I know that KG and Rep and many others here would be ecstatic. But I am not a top and my intention was to suck his young straight cock but he wouldn't let me near his dick. Apparently he had gotten fucked in prison and wanted what his girlfriend could not do for him.

And so I got dressed and left his house leaving us both unsatisfied. But it was a thrilling and almost dangerous trip for me that just did not have the happy ending that either he or I had anticipated. In future telephone hook ups and later on line meetings, I learned to be very specific in what I was looking for and had many satisfying experiences over the years doing what I do best and satisfying many young men in New York City. But not that straight hot Italian kid on that Thanksgiving Day, back in the mid eighties.

You can't win them all, and, from your past reported experiences, you scored more hot young cock than you missed. To this day, I can't listen to a MacDonald's ad without thinking about how you scored a college Spring Breaker's cock by buying the kid a Big Mac thereafter.

 

[mikeyank]

You can't win them all, and, from your past reported experiences, you scored more hot young cock than you missed. To this day, I can't listen to a MacDonald's ad without thinking about how you scored a college Spring Breaker's cock by buying the kid a Big Mac thereafter.

Thanks KG. Now you know what the “special sauce” was on the Big Mac. Lololol

But in all truth, in my adventures chasing straight young cock, the chase was the most exhilarating part. And that Thanksgiving Day chase of a young hot Mafia boy right in his family house in the middle of John Gotti’s neighborhood and even making into the kid’s bed in his basement was one of my all time favorite adventures, even if I did not get to taste his “special sauce”.

 

[Repareur]

On the subject of straight guys wanting to get fucked after having been raped I have a good one. In the 80s I had a high fashion men’s and women’s store on 6th street in Austin, which is Texas version of Bourbon Street and with 50,000 college streets the place was hopping. There were all sorts of bars restaurants and discos in the area including a gay bar a couple of blocks over. I lived in a high rise several blocks down from my store. It was impossible to park in the area so I usually just walked back and forth leaving my car in the apartment garage. The street was teaming with people and it was always an interesting walk home about midnight with music blasting out of the clubs. I remember Madonna singing Boarder Line that was playing on speakers outside one of the clubs as I passed by. The street could be cruisy but most of the action was down by the gay bar however the famous Driskill hotel was right across the street from my building and I had a few interesting encounters near my apartment. On this night I was just reaching my corner when a rather rough looking guy approached me. He really surprised me, He wasn’t someone I would have been after but he came right up to me and said, “will you fuck me?” I’m not sure how he knew it but he had come to the right place lol That was my thing I had met a business man staying at the hotel across the street that I think was just expecting a blow job because he did seem surprised when I fucked his ass. But back to the story.

I took him upstairs to my apartment. The entrance was on the corner where I met him. This guy was not big but pretty rough and tough looking. With medium length disheveled brown hair. He looked like he might be a mechanic or something. I was in my early 20s and he seemed older to me but he probably wasn’t more than a few years older. Anyway as we got to my apartment and got undressed and into bed, no fore play at all, I ask him why he wanted me to fuck him?

He explained to me that he had been in prison and some bigger guy tried to rape him. He fought the guy for some time and did not submit so the guy stabbed him in the ass with a shank. He was very injured and ended up in the hospital in very serious shape. It punctured his colon and he was in the hospital a long time. He was transferred out and never saw the guy again or knew what happened. What he told me was he was curious about what it was like to get fucked but he wanted to do it on his own terms. I found this fascinating and hot. I rolled him over on his stomach and there was about a one inch nasty scar right in his ass crack just above his hole. I fucked him from behind. He didn’t do a lot or say a lot. I wish I had talked to him more about it or even tried more positions to see if he was really into it or not. It wasn’t a romantic encounter. Back then I was all into wam bam thank you ma’am. I wish I had talked to him more and found out what he thought after the fact. He was very quite and I just did my job and banged him but it was one of my more interesting encounters and when Mikeyank talked about the young Italian boy that wanted to be fucked like he had in prison, it reminded me of this guy. I’ve known of another guy who was rapped that had fantasies about it. I am sure the subject is not politically correct but it’s out there and I find it fascinating.

 

[mikeyank]

On the subject of straight guys wanting to get fucked after having been raped I have a good one. In the 80s I had a high fashion men’s and women’s store on 6th street in Austin, which is Texas version of Bourbon Street and with 50,000 college streets the place was hopping. There were all sorts of bars restaurants and discos in the area including a gay bar a couple of blocks over. I lived in a high rise several blocks down from my store. It was impossible to park in the area so I usually just walked back and forth leaving my car in the apartment garage. The street was teaming with people and it was always an interesting walk home about midnight with music blasting out of the clubs. I remember Madonna singing Boarder Line that was playing on speakers outside one of the clubs as I passed by. The street could be cruisy but most of the action was down by the gay bar however the famous Driskill hotel was right across the street from my building and I had a few interesting encounters near my apartment. On this night I was just reaching my corner when a rather rough looking guy approached me. He really surprised me, He wasn’t someone I would have been after but he came right up to me and said, “will you fuck me?” I’m not sure how he knew it but he had come to the right place lol That was my thing I had met a business man staying at the hotel across the street that I think was just expecting a blow job because he did seem surprised when I fucked his ass. But back to the story.

I took him upstairs to my apartment. The entrance was on the corner where I met him. This guy was not big but pretty rough and tough looking. With medium length disheveled brown hair. He looked like he might be a mechanic or something. I was in my early 20s and he seemed older to me but he probably wasn’t more than a few years older. Anyway as we got to my apartment and got undressed and into bed, no fore play at all, I ask him why he wanted me to fuck him?

He explained to me that he had been in prison and some bigger guy tried to rape him. He fought the guy for some time and did not submit so the guy stabbed him in the ass with a shank. He was very injured and ended up in the hospital in very serious shape. It punctured his colon and he was in the hospital a long time. He was transferred out and never saw the guy again or knew what happened. What he told me was he was curious about what it was like to get fucked but he wanted to do it on his own terms. I found this fascinating and hot. I rolled him over on his stomach and there was about a one inch nasty scar right in his ass crack just above his hole. I fucked him from behind. He didn’t do a lot or say a lot. I wish I had talked to him more about it or even tried more positions to see if he was really into it or not. It wasn’t a romantic encounter. Back then I was all into wam bam thank you ma’am. I wish I had talked to him more and found out what he thought after the fact. He was very quite and I just did my job and banged him but it was one of my more interesting encounters and when Mikeyank talked about the young Italian boy that wanted to be fucked like he had in prison, it reminded me of this guy. I’ve known of another guy who was rapped that had fantasies about it. I am sure the subject is not politically correct but it’s out there and I find it fascinating.

Your former prison guy sure knew the right "queer" on the street to ask that question Rep. I'm sure you gave him a lesson on the "joy of gay sex" that he was looking for. You could be a professor on the subject.

 

[tampa24]

Thanks for sharing your story Rep!

 

[kgmets]

Thanks KG. Now you know what the “special sauce” was on the Big Mac. Lololol

But in all truth, in my adventures chasing straight young cock, the chase was the most exhilarating part. And that Thanksgiving Day chase of a young hot Mafia boy right in his family house in the middle of John Gotti’s neighborhood and even making into the kid’s bed in his basement was one of my all time favorite adventures, even if I did not get to taste his “special sauce”.

I'm just glad that you are still around to discuss your unsuccessful encounter with the Mafia!

 

[IggyPop]

Straight Boy encounters continued...

Another story from the files of a preverted sex addict...

As some of you know from previous posts in this thread I was in the Air Force many moons ago. I had several sexual encounters and some rather interesting incidents which came close to a sexual encounter but never went that far. Some of those memories are forever in my spank bank

There was one such encounter in the shower room with a very sexy married airman. He was the tall swimmers build type who would bump into me 'accidentally' while he was using the next shower head next to mine. There were a dozen other empty shower heads but he decided to use one right next to me. Of course we knew each other and spoke to each other so it wasn't that unusual. The bumps were as he had a semi erection going on.

I didn't quite know how to respond to it as it could have been an accident. (At the time being gay meant an end to one's military career so caution was the name of the game.) He had just worked out so having a semi erection wasn't unusual either as well as his being young (around 20).

The image of his naked beautiful body though is enough for me. I never did develop the courage to try anything further with him. He was married but that didn't mean anything. However, I just didn't take the chance.

Then there was a military policeman named Joe. He was also married and had a smooth body and perfect round ass. His cock was very nice (cut with plump balls). Again, he would shower next to me and would make it a point to dry off while I was sitting down. The image of his bending over and his beautiful ass and balls hanging was enough. It was probably not intentional but who knows. Many times I wanted to take a bite out of that perfect ass of his and bury my face in it.

Then there was perfect Mark. Beautiful blond boy who had a huge cock and knew it. He was a tease as well. He would parade in his room wearing nothing but a pair of white cotton briefs. The kind that were very snug in fit. He was also a lot of fun to hang out with as well.

I would ask him to come to the gym with me and he did. He seemed to know my ulterior motives after awhile but didn't seem to mind. He did tease me by walking around bare assed naked in the steam room/sauna area. Then again, it was in the men's locker room so many others were naked as well. As for Mark, he left before I had a chance to try to figure him out and see if he really was interested in a new experience. However, his beautiful naked body is still ingrained in my mind.

We all have had experiences like these which we use in our fantasies. We wanted them to go further but circumstances prevented them. Life is not a porno movie and we know it. (Porno movies from the 1980s made gay sex look so easy...) But life experiences can be had with memories for us oldsters lasting a lifetime.

Have a Happy New Year and stay safe my fellow gay porn addicts

 

[tampa24]

Iggy!

It's great to see you back again.

 

[IggyPop]

I hope to stick around but that depends on a lot of things money wise. I also wanted to bring a little cheer by sharing some rather hot moments from the past. I changed my avatar to my new favorite James. The boy reminds me of a few I knew from long ago...

 

[IggyPop]

Edited version of my latest post

Note: There is a time limit when it comes to editing posts so I decided to put my corrections in this newer post. The corrections were done as I notice errors in what I meant to say and also to eliminate repetition of the same words. Sorry, but I am a bit of a task master when it comes to what I write.

Another story from the files of a preverted sex addict...

As some of you know from previous posts in this thread I was in the Air Force many moons ago. I had several sexual encounters and some rather interesting incidents which came close to a sexual encounter but never went that far. Some of those memories are forever in my spank bank

There was one such encounter in the shower room with a very sexy married airman. He was the tall swimmers build type who would bump into me 'accidentally' while he was using the shower head next to mine. There were a dozen other empty shower heads but he would use the one right next to me. Of course we knew and spoke to each other and it wasn't unusual for friends to shower close to each other. The bumps were as he had a semi erection going on. Semis do happen to younger men (he was around 20 at the time) so it might have meant nothing. I didn't know if I should try to respond in a way so he knew what I meant.. (At the time being gay meant an end to one's military career so caution was the name of the game.)

The image of his naked beautiful body though is enough for me (He had some hair on his chest and legs as well as lovely blue eyes). I never did develop the courage to try anything further with him. He was married but that didn't mean anything. However, I just didn't take the chance.

Then there was a military policeman named Joe. He was also married and had a smooth body and perfect round ass. His cock was very nice (cut with plump balls). Again, he would shower next to me and would make it a point to dry off while I was sitting down. The image of his bending over and showing off that perfect ass with his balls dangling was enough. Oh, how I wanted to bury my face in that ass of his. The young man also had several tattoos including a few shamrocks as he was Irish. While not a redhead he did have dark blond hair which he cropped short.

Interestingly, I did hear about a sexual encounter between him and a friend of mine who lived off base. I wondered if it was the same one so I asked him to describe some of the tattoos one wouldn't see unless he was completely naked. He described what I needed to hear but it was too late as I was getting ready to move to another base...

Then there was perfect Mark. Beautiful blond boy who had a huge cock and knew it. He was a tease as well. He would parade in his room wearing nothing but a pair of white cotton briefs. The kind that were very snug in fit. He was also a lot of fun to hang out with as well.

I would ask him to come to the gym with me and he did. He seemed to know my ulterior motives after awhile but didn't seem to mind. He did tease me by walking around bare assed naked in the steam room/sauna area. Then again, it was in the men's locker room so many others were naked as well. As for Mark, he left before I had a chance to try to figure him out and see if he really was interested in a new experience. However, his beautiful naked body is still ingrained in my mind.

We all have had experiences like these which we use in our fantasies. We wanted them to go further but circumstances prevented them. Life is not a porno movie and we know it. (Porno movies from the 1980s made gay sex look so easy...) But life experiences can be had with memories for us oldsters lasting a lifetime...

 

[mikeyank]

Another story from the files of a preverted sex addict...

As some of you know from previous posts in this thread I was in the Air Force many moons ago. I had several sexual encounters and some rather interesting incidents which came close to a sexual encounter but never went that far. Some of those memories are forever in my spank bank

There was one such encounter in the shower room with a very sexy married airman. He was the tall swimmers build type who would bump into me 'accidentally' while he was using the next shower head next to mine. There were a dozen other empty shower heads but he decided to use one right next to me. Of course we knew each other and spoke to each other so it wasn't that unusual. The bumps were as he had a semi erection going on.

I didn't quite know how to respond to it as it could have been an accident. (At the time being gay meant an end to one's military career so caution was the name of the game.) He had just worked out so having a semi erection wasn't unusual either as well as his being young (around 20).

The image of his naked beautiful body though is enough for me. I never did develop the courage to try anything further with him. He was married but that didn't mean anything. However, I just didn't take the chance.

Then there was a military policeman named Joe. He was also married and had a smooth body and perfect round ass. His cock was very nice (cut with plump balls). Again, he would shower next to me and would make it a point to dry off while I was sitting down. The image of his bending over and his beautiful ass and balls hanging was enough. It was probably not intentional but who knows. Many times I wanted to take a bite out of that perfect ass of his and bury my face in it.

Then there was perfect Mark. Beautiful blond boy who had a huge cock and knew it. He was a tease as well. He would parade in his room wearing nothing but a pair of white cotton briefs. The kind that were very snug in fit. He was also a lot of fun to hang out with as well.

I would ask him to come to the gym with me and he did. He seemed to know my ulterior motives after awhile but didn't seem to mind. He did tease me by walking around bare assed naked in the steam room/sauna area. Then again, it was in the men's locker room so many others were naked as well. As for Mark, he left before I had a chance to try to figure him out and see if he really was interested in a new experience. However, his beautiful naked body is still ingrained in my mind.

We all have had experiences like these which we use in our fantasies. We wanted them to go further but circumstances prevented them. Life is not a porno movie and we know it. (Porno movies from the 1980s made gay sex look so easy...) But life experiences can be had with memories for us oldsters lasting a lifetime.

Have a Happy New Year and stay safe my fellow gay porn addicts

Thanks for that great post Iggy. I’m surprised that more folks don’t post on this thread. I agree that many of my hottest moments in my spank bank include guys and situations with straight guys that never materialized into sex but came close or at least in my fantasies. A friend of mine used to call these scenarios “near misses”.

Hopefully in the new year more folks will open up and share hot stories and hot near misses as well. Thanks for your contribution to Iggy and anyone who shared on this thread thus far.

 

[peterh6308]

A few of the older members remember my personal story. It was a dream come true to be hitched to a hot straight boy for 20 years....

 

[Repareur]

A few of the older members remember my personal story. It was a dream come true to be hitched to a hot straight boy for 20 years....

It sure was.

 

[mikeyank]

It sure was.

And you are currently also hitched to a straight boy with a former wife and kids and grandkids as well Rep. You and Peter have lived out the real life experiences with straight boys fantasy and made your dreams come true.

 

[tampa24]

A few of the older members remember my personal story. It was a dream come true to be hitched to a hot straight boy for 20 years....

Yes. I've never heard of another story quite like yours where you really were in a long-term committed relationship with a straight man.