Cross dressing
Hello is my story. This happened.
It was the mid 80’s and I just turned 17 so I thought I would go to the mall near my home town on Long Island and go shopping with my birthday money. I was looking for clothes with and I need to use the rest room. I walked into the bathroom, and the floors were wet so when I made a turn, I slipped. I put my hand against the door of a stall that was closed as not to fall, and the door it flung open because it was not locked properly. I looked inside and a man was sitting on the toilet jerking off. We looked at each other and we both froze, not knowing what to do, him with embarrassment and me shocked seeing a grown man jerking off. I looked down at his cock and stared at it because it was much bigger than mine. It was about 9 or 10 inches which is twice my length.
Finally the shook wore off for both of us and he smiled at me as he saw me staring at his cock. He was a handsome man about 28 or 30, blonde hair with a mustache. His cock was still in his hand and motioned for me to touch it. I don’t know what overcame me but I walked in and took it in my hand and started rubbing it. What happened next surprised me as I don’t know what overcame me. I took to one knee and started sucking on it. It wasn’t for long just a couple of times, but I knew I had to have more. The problem was the bathroom was not the place for this.
I stood back up and he started caressing between my legs, but I pushed his hands away and told him we needed to go somewhere else perhaps his car. My plan was to follow behind him, walk back to his car, and there I would have sex with him. Stepping out of the stall I let him go past and I got a whiff of his cologne which I can still smell today, Aramis.
He walked out of the bathroom and I followed behind him about 30 feet, he kept checking behind him to check to see if I ran off. We went out the door and to his car, getting in, It was obvious we had to drive to a more secluded section of the mall. We drove around the mall a couple of times and found a spot we thought would work. He parked the car and started to unzip his pants when a security car drove by and looked at us. The guard drove by several other times and it made us uncomfortable. Since he was older I asked him why not go back to his place and we could take our time. My plan was rejected because the last thing he wanted his neighbors to see was a slightly built young man going into his home. The truth be told, I was 17 but looked 15. I am 5’6” 120 pounds with a slight build.
My suggestion was for him to drive back to his house and drop me off on the block behind his house. I then would give him time to get back to his house and unlock the back door. Once I thought he made it back to his house I would cut through the property and walk into the door leading from his backyard. He was thinking about it and the thing that made him go ahead with my suggestion was my hand stroking his crotch outside his pants. It’s amazing what a guy will do with a hard on.
So he we put my plan in action and I gave him the time needed to get back to his house and ran through the house behind his and into his the door in the back. He was looking out the window to make sure no one saw and no one did. There is that moment when you look at each other and no words need be said and we both knew how this was going to play out. Looking at him, he was much bigger than me, over 6 ft’, muscular and very good looking
We embraced each other and started kissing. I thought I was going to cum right there and then. He was taking the lead and led me back to his bedroom where he laid me onto his bed. We started making out again and caressing each other’s bodies. The clothes started to come off and all that was left on were my jean cutoff shorts. I stood up to take them off and I noticed his wife’s dressing table and make up stand. Looking at it, I got an idea.
My sisters were always talking about their makeup and discussing between them how they applied it and had countless times seen them put on their makeup. My thought was to put on his wife’s clothes, and wear her makeup so I could pretend to be a woman. I asked him for a few minutes to get ready and told him I had a surprise for him.
His wife, who was working that day, had some very nice lingerie, and quality makeup. I took my time choosing an outfit and started applying her makeup. My outfit was all white, with stockings, garter belt, panties, gloves and a camisole. The high heels were the finishing touches to the outfit. Finished, I walked out to the bedroom, using my sexy walk. The look on his face said everything. His mouth drooped and his cock saluted me.
I strolled up to him, went to my knees and started stroking him and quickly put him in my mouth. I took my time and tried to swallow as much of his cock as I could, I got about 6’inchs down my throat. He put his hand on my head and leaned back and moaned in enjoyment. He started bucking before I knew it there was nothing left to swallow. The whole thing was down my throat. A couple of more deep throats and he blew his load. It was thick and creamy and I swallowed it all.
I started kissing him so he could taste himself. We explored each other’s bodies some more, and he started to rim me. A tongue slipped in, a finger, then two. He was hard again and he started rubbing his dick against my rosebud, spit on his dick then took the plunge into my ass and went deep. My god it hurt, I told him to stop but he said wait it out, I would stretch and it would not hurt so much. He was right. He spit some more onto his cock then start to ride me. I looked into his eyes and I was so turned on. He started calling me sweetie and telling me how sweet my ass was. I pushed back now onto his cock and he could only moan. He picked up the pace and you could hear the slapping sound as his cock plowed into my ass. I came all over my chest and he saw that and smiled. He wouldn’t last much longer and before I knew it he planted his seed into me. He collapsed on to me and I could feel his cock shrink. My ass eventually squeezed out his now soft cock.
We started making out and he got off me and we both knew it was time to clean up and have me leave. We got together many times after that. Eventually his wife came home early and caught us and divorced him. I never saw him after that.
It was the mid 80’s and I just turned 17 so I thought I would go to the mall near my home town on Long Island and go shopping with my birthday money. I was looking for clothes with and I need to use the rest room. I walked into the bathroom, and the floors were wet so when I made a turn, I slipped. I put my hand against the door of a stall that was closed as not to fall, and the door it flung open because it was not locked properly. I looked inside and a man was sitting on the toilet jerking off. We looked at each other and we both froze, not knowing what to do, him with embarrassment and me shocked seeing a grown man jerking off. I looked down at his cock and stared at it because it was much bigger than mine. It was about 9 or 10 inches which is twice my length.
Finally the shook wore off for both of us and he smiled at me as he saw me staring at his cock. He was a handsome man about 28 or 30, blonde hair with a mustache. His cock was still in his hand and motioned for me to touch it. I don’t know what overcame me but I walked in and took it in my hand and started rubbing it. What happened next surprised me as I don’t know what overcame me. I took to one knee and started sucking on it. It wasn’t for long just a couple of times, but I knew I had to have more. The problem was the bathroom was not the place for this.
I stood back up and he started caressing between my legs, but I pushed his hands away and told him we needed to go somewhere else perhaps his car. My plan was to follow behind him, walk back to his car, and there I would have sex with him. Stepping out of the stall I let him go past and I got a whiff of his cologne which I can still smell today, Aramis.
He walked out of the bathroom and I followed behind him about 30 feet, he kept checking behind him to check to see if I ran off. We went out the door and to his car, getting in, It was obvious we had to drive to a more secluded section of the mall. We drove around the mall a couple of times and found a spot we thought would work. He parked the car and started to unzip his pants when a security car drove by and looked at us. The guard drove by several other times and it made us uncomfortable. Since he was older I asked him why not go back to his place and we could take our time. My plan was rejected because the last thing he wanted his neighbors to see was a slightly built young man going into his home. The truth be told, I was 17 but looked 15. I am 5’6” 120 pounds with a slight build.
My suggestion was for him to drive back to his house and drop me off on the block behind his house. I then would give him time to get back to his house and unlock the back door. Once I thought he made it back to his house I would cut through the property and walk into the door leading from his backyard. He was thinking about it and the thing that made him go ahead with my suggestion was my hand stroking his crotch outside his pants. It’s amazing what a guy will do with a hard on.
So he we put my plan in action and I gave him the time needed to get back to his house and ran through the house behind his and into his the door in the back. He was looking out the window to make sure no one saw and no one did. There is that moment when you look at each other and no words need be said and we both knew how this was going to play out. Looking at him, he was much bigger than me, over 6 ft’, muscular and very good looking
We embraced each other and started kissing. I thought I was going to cum right there and then. He was taking the lead and led me back to his bedroom where he laid me onto his bed. We started making out again and caressing each other’s bodies. The clothes started to come off and all that was left on were my jean cutoff shorts. I stood up to take them off and I noticed his wife’s dressing table and make up stand. Looking at it, I got an idea.
My sisters were always talking about their makeup and discussing between them how they applied it and had countless times seen them put on their makeup. My thought was to put on his wife’s clothes, and wear her makeup so I could pretend to be a woman. I asked him for a few minutes to get ready and told him I had a surprise for him.
His wife, who was working that day, had some very nice lingerie, and quality makeup. I took my time choosing an outfit and started applying her makeup. My outfit was all white, with stockings, garter belt, panties, gloves and a camisole. The high heels were the finishing touches to the outfit. Finished, I walked out to the bedroom, using my sexy walk. The look on his face said everything. His mouth drooped and his cock saluted me.
I strolled up to him, went to my knees and started stroking him and quickly put him in my mouth. I took my time and tried to swallow as much of his cock as I could, I got about 6’inchs down my throat. He put his hand on my head and leaned back and moaned in enjoyment. He started bucking before I knew it there was nothing left to swallow. The whole thing was down my throat. A couple of more deep throats and he blew his load. It was thick and creamy and I swallowed it all.
I started kissing him so he could taste himself. We explored each other’s bodies some more, and he started to rim me. A tongue slipped in, a finger, then two. He was hard again and he started rubbing his dick against my rosebud, spit on his dick then took the plunge into my ass and went deep. My god it hurt, I told him to stop but he said wait it out, I would stretch and it would not hurt so much. He was right. He spit some more onto his cock then start to ride me. I looked into his eyes and I was so turned on. He started calling me sweetie and telling me how sweet my ass was. I pushed back now onto his cock and he could only moan. He picked up the pace and you could hear the slapping sound as his cock plowed into my ass. I came all over my chest and he saw that and smiled. He wouldn’t last much longer and before I knew it he planted his seed into me. He collapsed on to me and I could feel his cock shrink. My ass eventually squeezed out his now soft cock.
We started making out and he got off me and we both knew it was time to clean up and have me leave. We got together many times after that. Eventually his wife came home early and caught us and divorced him. I never saw him after that.
5年前
