I Am a Male And I Had Anal Sex With a Man
So my first post was about the two oral experiences I had. I guess this one is going to be more in tune with the subject title.
The first time I had anal sex with another man, I was 26 years old. We'd been best friends in junior high and though we went to different high schools, had always kept close.
One day, Chris called and asked if I'd like to come over for coffee. I was a little surprised as I hadn't heard from him for the better part of three months. I arrived at his place around 7 pm and we proceeded to relax and catch up.
About an hour into the conversation, he confessed that he had alterior motives for inviting me over, and that being his most trusted friend, he had to tell me something. As I waited, he took a few deep breaths and then revealed that he was gay.
I smiled and laughed a little.
He looked at me curiously and said I was taking the news much better than he thought I would. I simply told him that I'd known for years and asked him what took him so long in discovering his secret.
He mentioned that I might be put off because of all the nights I'd spent sleeping over at his house, all the time we'd spent, the times he asked me to pose nude for an art class he was taking...(the only reason I said no was because I was actually aroused by the idea and didn't know quite how to handle it as I was only 14)
Anyway, to make a long story short, I told him to relax and that it changed nothing between us. He then called down the hall to his bedroom, where Darren, his boyfriend was waiting in silence. We met, shook hands and the three of us enjoyed a rather nice visit.
A few years had passed since he'd given me the big news and we'd remained close. One evening, we went to dinner and a movie, sans Darren and ended up back at my new apartment. While there, I simply asked..."what's the big attraction? Why guys instead of girls?"
He said he couldn't explain the why thing, and asked if I'd like to test the waters for myself. Being young and curious and not willing to write anything off until I'd tried it at least once, I said "Sure, why not."
We made our way into the bedroom and as he called Darren to say he was at my place and going to be late, I reached over, unzipped his pants and started stroking his ****. (In for a penny, in for a pound, right?)
As he tried to maintain his cool on the phone, I leaned in and took a **** into my mouth for the very first time. I sucked and stroked and tongued him until his call ended, and then leaned back and smiled, asking how I did for my first time.
Apparently, I was a natural. He told me that I'd almost had him over the edge in a matter of minutes. Flattered, I just smiled and said "Who knew?"
From there, he undressed me, played with me a little, though never taking me in his mouth, and then put me on all fours so he could get behind me. He lubed both my virgin ******* and his rather thick ****, and then slowly and carefully proceeded to push himself inside me.
With my head and shoulders pressed to the matress, I tried my best to push back into him despite the sharp stretching pain and sudden feeling that I had to empty my bowels.
Once he was all the way in, deep inside. he told me to relax and began stroking in and out of me. With my tight fists gripping the sheets, I gave myself to him to use in whatever manner he saw fit. I trusted him and knew that I was in caring hands. As the thin sheen of sweat coated my entire flesh, he gently gripped my hips and picked up the pace.
I squeezed as best I could, thinking that I loved it when a girl did that while I was inside her, so it should be similarly pleasurable for him. Turns out it was, and with a few long, deep strokes, he emptied himself deep inside me.
Having spent himself, he pulled my back to his chest so we were both kneeling and attempted to stroke me to completion. However, after a few minutes, I **** went soft and I just told him to relax. I knew what the experience of ******* already felt like...it was the other, the one he gave me that I was curious about.
I had my answer...and though that was the one and only time I've had a man there, I have had girlfriends who've willingly slipped a finger or two inside me while sucking my ****, and one who, after confessing to her that I found transexuals girls to be highly arousing, purchased a strap on and begged me to let her have me that way.
Of course, always willing to keep my lover happy, I complied.
The first time I had anal sex with another man, I was 26 years old. We'd been best friends in junior high and though we went to different high schools, had always kept close.
One day, Chris called and asked if I'd like to come over for coffee. I was a little surprised as I hadn't heard from him for the better part of three months. I arrived at his place around 7 pm and we proceeded to relax and catch up.
About an hour into the conversation, he confessed that he had alterior motives for inviting me over, and that being his most trusted friend, he had to tell me something. As I waited, he took a few deep breaths and then revealed that he was gay.
I smiled and laughed a little.
He looked at me curiously and said I was taking the news much better than he thought I would. I simply told him that I'd known for years and asked him what took him so long in discovering his secret.
He mentioned that I might be put off because of all the nights I'd spent sleeping over at his house, all the time we'd spent, the times he asked me to pose nude for an art class he was taking...(the only reason I said no was because I was actually aroused by the idea and didn't know quite how to handle it as I was only 14)
Anyway, to make a long story short, I told him to relax and that it changed nothing between us. He then called down the hall to his bedroom, where Darren, his boyfriend was waiting in silence. We met, shook hands and the three of us enjoyed a rather nice visit.
A few years had passed since he'd given me the big news and we'd remained close. One evening, we went to dinner and a movie, sans Darren and ended up back at my new apartment. While there, I simply asked..."what's the big attraction? Why guys instead of girls?"
He said he couldn't explain the why thing, and asked if I'd like to test the waters for myself. Being young and curious and not willing to write anything off until I'd tried it at least once, I said "Sure, why not."
We made our way into the bedroom and as he called Darren to say he was at my place and going to be late, I reached over, unzipped his pants and started stroking his ****. (In for a penny, in for a pound, right?)
As he tried to maintain his cool on the phone, I leaned in and took a **** into my mouth for the very first time. I sucked and stroked and tongued him until his call ended, and then leaned back and smiled, asking how I did for my first time.
Apparently, I was a natural. He told me that I'd almost had him over the edge in a matter of minutes. Flattered, I just smiled and said "Who knew?"
From there, he undressed me, played with me a little, though never taking me in his mouth, and then put me on all fours so he could get behind me. He lubed both my virgin ******* and his rather thick ****, and then slowly and carefully proceeded to push himself inside me.
With my head and shoulders pressed to the matress, I tried my best to push back into him despite the sharp stretching pain and sudden feeling that I had to empty my bowels.
Once he was all the way in, deep inside. he told me to relax and began stroking in and out of me. With my tight fists gripping the sheets, I gave myself to him to use in whatever manner he saw fit. I trusted him and knew that I was in caring hands. As the thin sheen of sweat coated my entire flesh, he gently gripped my hips and picked up the pace.
I squeezed as best I could, thinking that I loved it when a girl did that while I was inside her, so it should be similarly pleasurable for him. Turns out it was, and with a few long, deep strokes, he emptied himself deep inside me.
Having spent himself, he pulled my back to his chest so we were both kneeling and attempted to stroke me to completion. However, after a few minutes, I **** went soft and I just told him to relax. I knew what the experience of ******* already felt like...it was the other, the one he gave me that I was curious about.
I had my answer...and though that was the one and only time I've had a man there, I have had girlfriends who've willingly slipped a finger or two inside me while sucking my ****, and one who, after confessing to her that I found transexuals girls to be highly arousing, purchased a strap on and begged me to let her have me that way.
Of course, always willing to keep my lover happy, I complied.
By:
JLBetts
Age:
41-45
,
Male
