In 2011, at the age of 56 and in the middle of my two years of sexual exploration, I had already experienced casual male to male contact during a threesome with a woman and her boyfriend. (I wrote about that afternoon in blog entry - My First Threesome.) As I continued meeting with a couple of regular female friends I was always on the lookout via AdultFriendFinder and SwingLifeStyle for new possibilities with women and couples.
One day I received a message on AFF from another man, a local guy. He expressed appreciation for my photos, which showed I was fit and hung, and explained that he was, like me, in his 50s, like me had always considered himself straight, and like me had experimented a bit with man-to-man oral contact and wondered if I would like to meet for some mutual fun. Chatting with him a bit via AFF I decided he seemed real (there are SO many fakes online) and that our common love for women and slight level of experience with men made him a very interesting and "safe" guy to play with. We arranged to meet in a local parking lot to figure out how to proceed. His name, whether real or a pseudonym, was Dave.
On the day we had arranged for our "date", I parked my Jeep at the designated lot, texted him, and he directed me to his dark blue Dodge Charger, a low-slung and apparently new vehicle. He rolled down the window as I approached the passenger side and I saw he was a good-looking guy with an impressive shock of graying hair. He suggested I get in so we could drive around and talk, thereby figuring out what we wanted to do and where to do it.
With introductions out of the way, Dave and I drove around for the next hour or so sharing stories about our experiences. He was divorced and living with his teenage son, so playing around at his house was out of the question. I was married and cheating on my wife so my home was also unavailable.
Dave had only one experience under his belt with another man, someone he had hooked up with via the internet. He gave the other guy a blowjob but didn't get one in return. He told me he was fascinated with the feel of a hard cock in his mouth and getting a hot load shot therein. He said the experience was awkward but he loved it and wanted more.
I told Dave about my very brief encounter with male to male contact as explained in my threesome story mentioned above. He was envious of my tale as he was, like me, absolutely crazy about women, and dreamed of having a threesome. He mentioned to me that he liked to visit the local strip club, which was a no-alcohol nude waitress sort of a place. He described one time when he got a lap dance from a gorgeous young black woman in a private room. He talked her into letting him suck her off, as he like me, was crazy about cunnilingus. She hesitated, but explaining that she loved it but her boyfriend didn't like to do that, she agreed and willingly enjoyed the free orgasm from a paying customer.
Dave told me he had bought a dildo (I think he called it Mr. Softy?) so he could practice his skills and learn to deep throat. He said he believed he could deep throat me as he had learned to get past gagging. I had only been deep throated once before, by one of my female FWBs, and she had actually only got me down about 80 percent. That time was also only foreplay and the thought of finding someone who could take me balls deep and let me come was a real turn on!
By now we had been driving around on the freeway, both of us getting hornier by the minute with the tales we were sharing. We were both wearing shorts, and given the relatively easy access, I asked him if I could reach over and play with his cock while he drove. He said yes, unbuttoned and unzipped his shorts, and loosened the front so I could touch him.
I reached over and for the first time in my life began fondling another man with my hand. I loved the way he felt - big wobbly balls, much larger than mine, in a hot loose sack with an average-sized but very stiff cock above. Like me he was circumsized, pretty standard for mid-20th century American males. The tip of his cock was SO soft, something I hadn't really appreciated when touching myself. There was no way I could go down on him while we were driving so we continued to discuss ideas about where we could park.
I unzipped my shorts for him to play also and when i popped free from the constraints he reached out and put his hand around my shaft, exclaiming, "Damn! That thing is huge!". He stroked me a bit, keeping his left hand on the wheel and trying to keep his eyes on the road. As I enjoyed the sensation of his warm hand playing with my now extremely hard cock, he explained he had never touched a man like this before. The one blow job he had given was very quick and matter-of-fact with no foreplay or hand job.
Whenever we got close to a tall vehicle we covered up with caps we had with us so the semi drivers wouldn't get an eyeful of the two "gay" guys in the next car. We kept trying to come up with someplace to go but I was unwilling to park and play in the car. Seemed too much like awkward high school memories.
Desperate now for a way to get naked and fully involved together, I suggested we go to my workplace, which was empty that day, and go to my office. We drove there quickly, went in, relieved to see no one else was working odd hours, entered my office and locked the door.
We both stepped out of our shoes, stripped off our shirts and shorts, and a little cautiously began to touch each other. I sat in my chair and asked him to stand in front of me, fondling his big, low-hanging balls and putting my lips around his cock. To lick it, take it in my mouth, slide back and forth on it, suck it gently, trying to learn a new skill - it was heaven!
He was impatient to do the same to me so I stood at his request and he knelt in front of me. He wrapped a hand around my shaft and began to kiss, lick, and suck on me. I was oozing precum and he clearly loved it licking up every drop he could squeeze out of me.
He started working on taking me down his throat. With my downward curve, the position we were in was very natural to do it. The feeling of going deep inside him, down his throat as he pressed his nose solidly into my pubic mound was amazing. I was worried about teeth but he never gave me any sense of them being there.
He played with me for what seemed like an eternity. At one point he commented it was getting harder to get me all the way down commenting that I was "so swollen". Finally I said I couldn't wait any longer and had to come, so taking his head between my hands, lacing my fingers through his thick, gray hair, I thrusted several times, finally giving up what felt like a huge load down his throat as I held his face tightly against me. The quivering, pulsing release lasted for several seconds as I gripped his head and he made satisfied moaning sounds. It was the only true deep throat I've ever had and the sensations and satisfaction were nearly indescribable.
I.
Loved.
It.
After pulling out so Dave could breathe again and recovering for a short time from the heart pounding exhilaration of the moment I returned to servicing him, standing in front of me as I knelt on the floor. It was easy taking him all the way into my mouth as he was perhaps 5" long erect. After a few minutes my clumsy efforts were rewarded with his hot squirt into my mouth. I savored the moment - first ever blow job on another man - and swallowed it down, milking the last drops from him. I honestly cannot say I enjoyed the taste, but it wasn't disgusting and I didn't mind swallowing it. I find precum absolutely delicious, salty and sweet and reminding me of pussy juices, but semen, just tolerable. I expect it is an acquired taste.
Afterwards we got dressed and he drove me back to my Jeep. We stayed in touch and hooked up one more time, which I will write about in the future. But this first experience, naked and playing with another man who discovered his bisexuality in his fifties, just like me, was memorable.
Oh my, was it memorable.
One day I received a message on AFF from another man, a local guy. He expressed appreciation for my photos, which showed I was fit and hung, and explained that he was, like me, in his 50s, like me had always considered himself straight, and like me had experimented a bit with man-to-man oral contact and wondered if I would like to meet for some mutual fun. Chatting with him a bit via AFF I decided he seemed real (there are SO many fakes online) and that our common love for women and slight level of experience with men made him a very interesting and "safe" guy to play with. We arranged to meet in a local parking lot to figure out how to proceed. His name, whether real or a pseudonym, was Dave.
On the day we had arranged for our "date", I parked my Jeep at the designated lot, texted him, and he directed me to his dark blue Dodge Charger, a low-slung and apparently new vehicle. He rolled down the window as I approached the passenger side and I saw he was a good-looking guy with an impressive shock of graying hair. He suggested I get in so we could drive around and talk, thereby figuring out what we wanted to do and where to do it.
With introductions out of the way, Dave and I drove around for the next hour or so sharing stories about our experiences. He was divorced and living with his teenage son, so playing around at his house was out of the question. I was married and cheating on my wife so my home was also unavailable.
Dave had only one experience under his belt with another man, someone he had hooked up with via the internet. He gave the other guy a blowjob but didn't get one in return. He told me he was fascinated with the feel of a hard cock in his mouth and getting a hot load shot therein. He said the experience was awkward but he loved it and wanted more.
I told Dave about my very brief encounter with male to male contact as explained in my threesome story mentioned above. He was envious of my tale as he was, like me, absolutely crazy about women, and dreamed of having a threesome. He mentioned to me that he liked to visit the local strip club, which was a no-alcohol nude waitress sort of a place. He described one time when he got a lap dance from a gorgeous young black woman in a private room. He talked her into letting him suck her off, as he like me, was crazy about cunnilingus. She hesitated, but explaining that she loved it but her boyfriend didn't like to do that, she agreed and willingly enjoyed the free orgasm from a paying customer.
Dave told me he had bought a dildo (I think he called it Mr. Softy?) so he could practice his skills and learn to deep throat. He said he believed he could deep throat me as he had learned to get past gagging. I had only been deep throated once before, by one of my female FWBs, and she had actually only got me down about 80 percent. That time was also only foreplay and the thought of finding someone who could take me balls deep and let me come was a real turn on!
By now we had been driving around on the freeway, both of us getting hornier by the minute with the tales we were sharing. We were both wearing shorts, and given the relatively easy access, I asked him if I could reach over and play with his cock while he drove. He said yes, unbuttoned and unzipped his shorts, and loosened the front so I could touch him.
I reached over and for the first time in my life began fondling another man with my hand. I loved the way he felt - big wobbly balls, much larger than mine, in a hot loose sack with an average-sized but very stiff cock above. Like me he was circumsized, pretty standard for mid-20th century American males. The tip of his cock was SO soft, something I hadn't really appreciated when touching myself. There was no way I could go down on him while we were driving so we continued to discuss ideas about where we could park.
I unzipped my shorts for him to play also and when i popped free from the constraints he reached out and put his hand around my shaft, exclaiming, "Damn! That thing is huge!". He stroked me a bit, keeping his left hand on the wheel and trying to keep his eyes on the road. As I enjoyed the sensation of his warm hand playing with my now extremely hard cock, he explained he had never touched a man like this before. The one blow job he had given was very quick and matter-of-fact with no foreplay or hand job.
Whenever we got close to a tall vehicle we covered up with caps we had with us so the semi drivers wouldn't get an eyeful of the two "gay" guys in the next car. We kept trying to come up with someplace to go but I was unwilling to park and play in the car. Seemed too much like awkward high school memories.
Desperate now for a way to get naked and fully involved together, I suggested we go to my workplace, which was empty that day, and go to my office. We drove there quickly, went in, relieved to see no one else was working odd hours, entered my office and locked the door.
We both stepped out of our shoes, stripped off our shirts and shorts, and a little cautiously began to touch each other. I sat in my chair and asked him to stand in front of me, fondling his big, low-hanging balls and putting my lips around his cock. To lick it, take it in my mouth, slide back and forth on it, suck it gently, trying to learn a new skill - it was heaven!
He was impatient to do the same to me so I stood at his request and he knelt in front of me. He wrapped a hand around my shaft and began to kiss, lick, and suck on me. I was oozing precum and he clearly loved it licking up every drop he could squeeze out of me.
He started working on taking me down his throat. With my downward curve, the position we were in was very natural to do it. The feeling of going deep inside him, down his throat as he pressed his nose solidly into my pubic mound was amazing. I was worried about teeth but he never gave me any sense of them being there.
He played with me for what seemed like an eternity. At one point he commented it was getting harder to get me all the way down commenting that I was "so swollen". Finally I said I couldn't wait any longer and had to come, so taking his head between my hands, lacing my fingers through his thick, gray hair, I thrusted several times, finally giving up what felt like a huge load down his throat as I held his face tightly against me. The quivering, pulsing release lasted for several seconds as I gripped his head and he made satisfied moaning sounds. It was the only true deep throat I've ever had and the sensations and satisfaction were nearly indescribable.
I.
Loved.
It.
After pulling out so Dave could breathe again and recovering for a short time from the heart pounding exhilaration of the moment I returned to servicing him, standing in front of me as I knelt on the floor. It was easy taking him all the way into my mouth as he was perhaps 5" long erect. After a few minutes my clumsy efforts were rewarded with his hot squirt into my mouth. I savored the moment - first ever blow job on another man - and swallowed it down, milking the last drops from him. I honestly cannot say I enjoyed the taste, but it wasn't disgusting and I didn't mind swallowing it. I find precum absolutely delicious, salty and sweet and reminding me of pussy juices, but semen, just tolerable. I expect it is an acquired taste.
Afterwards we got dressed and he drove me back to my Jeep. We stayed in touch and hooked up one more time, which I will write about in the future. But this first experience, naked and playing with another man who discovered his bisexuality in his fifties, just like me, was memorable.
Oh my, was it memorable.