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Gay Stories
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Straight Male / 33
My wife's dad and older brother operate a logging business about an hour north of town. My wife and her second brother operate a tree cutting and trimming business in town. My wife's 3rd brother is gay and he operate a restaurant a few blocks away. I work in upper management for and Advertising Agency and we had just landed a big account so my boss gave me and my team a bonus and 3 days off with pay. I was looking forward to relaxing at the house. During our 9 years of marriage my wife has volunteered me work with the tree trimming company to the point I am knowledgeable on many aspects of the business having done a lot of grunt work when they are in binds.
As a favor for opening doors for their business, my brother-in-law had promised tree services to a local, and very influential man. This time it was dead-wooding his hardwood trees at his lake house 110 miles south of the city. My wife volunteered me to drive Randy, their best tree trimmer, there and assist pulling and chipping the brush. It's 8am and Randy and I are on the interstate. Randy was 29 and had worked for the business 9 years and I have know him since I became involved with my wife. This was the first time we had been together alone like this. Randy is 6'2', 230#, dark brown hair, brown eyes, with a pin stripped mustache and goatee. Not a spectacularly handsome man but a nice looking man, who has lived with his girl friend and her son for 6 years.
Conversations began about the brother-in-law and it evolved around his running around on his wife. At that particular time he had 2 different girl friends and a wife. Then we talked about my wife and how all the crews loved her as she was so beautiful, nice and made them all feel very special. Randy surprised me by asking my "off-the-record" opinion of her gay brothers. I honestly told him I didn't care that he was gay and he and his partner were a very important part of our family. The conversation stopped and we talked about something else. Then, as we turned off the interstate for the last 50 miles Randy asked if I had ever been with my gay brother-in-law, or a man. Not sure where this was going, I told him I had not been with him and thought what people did sexually was personal, regardless of being gay, bi or straight and none of anyone's business.
We reached the lake house and he began climbing trees dead wooding as I was pulling the brush into a stack behind the chipper. Around noon he came down from one of the trees and we chipped the stacked brush. We walked into the trees beside the lake and took a piss before eating lunch. I noticed Randy trying to get a look at my dick as I pissed and was getting the vibes he might be interested. We ate lunch and he asked if I knew my other brother-in-law was bi or not? I told him I had no reason to have knowledge of his sexual preferences. I asked him did he know?. Randy said he was in a local book store one Saturday at the register buying a dildo and strap-on when he turned and my brother-in-law, his boss, was standing behind him. With that comment he stood up, strapped back on his climbing spurs and headed back to the trees.
We finished the job and stated back home before sex came up again. This time he said, my girlfriend has been fingering my ass for years and talked me into taking a vibrator. Then, a dildo and now she uses a strap-on to fuck my ass. I been wondering what a real dick might feel like and not sure how to approach your brother-in-law, my boss. I was in shock now...speechless as he continued and it became obvious to me that he had the hot's for his boss. Then he reached down his pants leg and pulled up to the top of his leg his hard cock. I could barely keep the truck in the road. Here I am on the interstate driving a truck load of wood chips, pulling a chipper and a worker is beside me playing picket pool with his hard cock fantasizing about his boss being the first real cock in his ass.
I finally told him to go ahead and beat off as he could not go back into the shop with his dick sticking out like that but he declined my suggestion by continued to rub his cock. We stopped at rest stop for us to piss. I called my wife as he went in and hung up after he came out. I pissed and returned to the truck and as I crawled into the drivers seat he was sitting on the passenger side (bench seat) with his pants around his ankles and stroking a big ole 9 incher. I set there and watched speechless and he masturbated. My cock was hard now and he noticed it. Then he told me to join him. I had reservation until he stuck his middle finger in his mouth and ten shoved it into his ass which was now out at the end of the seat. I was rubbing mine through my pants and he was all smiles. He reached into his metal lunch box and pulled out a 7 inch vibrator, put it in his mouth and shoved it up his ass. He was moaning, his head was moving from side to side and he was telling me how wonderful it felt. My 7 incher was in my hand and he turned his ass toward me and laid down on the seat of that old truck and told me to work the vibrator in his ass. I pushed that vibrator in and our of his ass and he moaned like a Cheshire cat.
Thank goodness we were parked on the upper end of the rest area so no one could look directly in the cab of the tree trimming truck with the company name on the side and two male workers in the cab fucking. He pushed my hand back causing the vibrator to come out of his ass. OMG I was so hot. He told me to take his ass and I had my cock in his ass before he could change his mind. It was hot, hairy, tight and he was hunching back to meet my thrust. this was not happening; I was not fucking macho, tree cutting, jock Randy's hairy, white ass at a rest stop at 6:30pm, I told him I was close and he pushed me out...and he flipped sucking my cock down this throat as I erupted a major white wash of his tonsils. when he come up his hand was full of cum as he shot into his hand as I shot in his mouth ...and he asked me if I wanted a taste. I licked his palm and pushed his hand to his mouth and he licked it clean.
We zipped up and drove back to the shop sharing some personal, intimate experiences we have had with other men and women. We see each other periodically but have not had the opportunity for a repeat. However, he told me Christmas, when we had about 5 minutes to ourselves, that he and he and his girlfriend had a 3 sum with a guy that lives near them and she had multiple orgasms while he got fucked...and he was coming back Christmas night.
As a favor for opening doors for their business, my brother-in-law had promised tree services to a local, and very influential man. This time it was dead-wooding his hardwood trees at his lake house 110 miles south of the city. My wife volunteered me to drive Randy, their best tree trimmer, there and assist pulling and chipping the brush. It's 8am and Randy and I are on the interstate. Randy was 29 and had worked for the business 9 years and I have know him since I became involved with my wife. This was the first time we had been together alone like this. Randy is 6'2', 230#, dark brown hair, brown eyes, with a pin stripped mustache and goatee. Not a spectacularly handsome man but a nice looking man, who has lived with his girl friend and her son for 6 years.
Conversations began about the brother-in-law and it evolved around his running around on his wife. At that particular time he had 2 different girl friends and a wife. Then we talked about my wife and how all the crews loved her as she was so beautiful, nice and made them all feel very special. Randy surprised me by asking my "off-the-record" opinion of her gay brothers. I honestly told him I didn't care that he was gay and he and his partner were a very important part of our family. The conversation stopped and we talked about something else. Then, as we turned off the interstate for the last 50 miles Randy asked if I had ever been with my gay brother-in-law, or a man. Not sure where this was going, I told him I had not been with him and thought what people did sexually was personal, regardless of being gay, bi or straight and none of anyone's business.
We reached the lake house and he began climbing trees dead wooding as I was pulling the brush into a stack behind the chipper. Around noon he came down from one of the trees and we chipped the stacked brush. We walked into the trees beside the lake and took a piss before eating lunch. I noticed Randy trying to get a look at my dick as I pissed and was getting the vibes he might be interested. We ate lunch and he asked if I knew my other brother-in-law was bi or not? I told him I had no reason to have knowledge of his sexual preferences. I asked him did he know?. Randy said he was in a local book store one Saturday at the register buying a dildo and strap-on when he turned and my brother-in-law, his boss, was standing behind him. With that comment he stood up, strapped back on his climbing spurs and headed back to the trees.
We finished the job and stated back home before sex came up again. This time he said, my girlfriend has been fingering my ass for years and talked me into taking a vibrator. Then, a dildo and now she uses a strap-on to fuck my ass. I been wondering what a real dick might feel like and not sure how to approach your brother-in-law, my boss. I was in shock now...speechless as he continued and it became obvious to me that he had the hot's for his boss. Then he reached down his pants leg and pulled up to the top of his leg his hard cock. I could barely keep the truck in the road. Here I am on the interstate driving a truck load of wood chips, pulling a chipper and a worker is beside me playing picket pool with his hard cock fantasizing about his boss being the first real cock in his ass.
I finally told him to go ahead and beat off as he could not go back into the shop with his dick sticking out like that but he declined my suggestion by continued to rub his cock. We stopped at rest stop for us to piss. I called my wife as he went in and hung up after he came out. I pissed and returned to the truck and as I crawled into the drivers seat he was sitting on the passenger side (bench seat) with his pants around his ankles and stroking a big ole 9 incher. I set there and watched speechless and he masturbated. My cock was hard now and he noticed it. Then he told me to join him. I had reservation until he stuck his middle finger in his mouth and ten shoved it into his ass which was now out at the end of the seat. I was rubbing mine through my pants and he was all smiles. He reached into his metal lunch box and pulled out a 7 inch vibrator, put it in his mouth and shoved it up his ass. He was moaning, his head was moving from side to side and he was telling me how wonderful it felt. My 7 incher was in my hand and he turned his ass toward me and laid down on the seat of that old truck and told me to work the vibrator in his ass. I pushed that vibrator in and our of his ass and he moaned like a Cheshire cat.
Thank goodness we were parked on the upper end of the rest area so no one could look directly in the cab of the tree trimming truck with the company name on the side and two male workers in the cab fucking. He pushed my hand back causing the vibrator to come out of his ass. OMG I was so hot. He told me to take his ass and I had my cock in his ass before he could change his mind. It was hot, hairy, tight and he was hunching back to meet my thrust. this was not happening; I was not fucking macho, tree cutting, jock Randy's hairy, white ass at a rest stop at 6:30pm, I told him I was close and he pushed me out...and he flipped sucking my cock down this throat as I erupted a major white wash of his tonsils. when he come up his hand was full of cum as he shot into his hand as I shot in his mouth ...and he asked me if I wanted a taste. I licked his palm and pushed his hand to his mouth and he licked it clean.
We zipped up and drove back to the shop sharing some personal, intimate experiences we have had with other men and women. We see each other periodically but have not had the opportunity for a repeat. However, he told me Christmas, when we had about 5 minutes to ourselves, that he and he and his girlfriend had a 3 sum with a guy that lives near them and she had multiple orgasms while he got fucked...and he was coming back Christmas night.
