My Aunt and Uncle Come to Town
Twice a year my aunt and uncle would come to town and visit. They'd stay in a big expensive hi-rise hotel downtown. My aunt and my mother would shop for two straight days and my uncle would attend business meetings, for those two days I would be home alone with my mom’s clothes and my favorite, her high heels. God, I loved her high heel stilettos.
The day they'd arrived, mom and I would meet them for dinner at their hotel, it was a tradition. When I got to be 7 or 8 years old, after dinner, they would give me their key and I'd go up to their room, always on one of the highest floors and "watch TV" until mom called the room from the lobby and I'd come down in the elevator and we'd leave. Most times this could be as late as 11pm or later. Whether it was a school night or not didn’t seem to matter to them. They'd sit, drink, talk and smoke for hours.
Me on the other hand would be in sissy bliss. I'd go through whatever my aunt had brought with her and dress up in her clothes to my heart's content. I love her torpedo padded bras; she was a D cup they were pointed and rigid. Just like my mom she had a high heel collection and always brought at least 4 pairs and just like my mom her favorite were the pointed toe pump with very high thin heels. These were my favorite too, those two women never wore anything lower 4 inches, but I don’t remember any heels higher than 5 inches. I had measured my index finger down to my knuckle and knew where 4 inches were and 5 inches, so I knew how high the heels were that I was wearing were.
I had been dressing since I was maybe 5 or 6, but it wasn’t until I was around 12 that my shoe size grew to a woman’s 8. This was fantastic because my mom and my aunt both worn a size 8 shoe, so everything fit perfect. I loved that and even if I didn’t have time to completely dress up, I could still wear a pair of heels for 20 minutes, I was a real pro at walking in such high stilettos.
When I was about 15, this was my favorite era of women's fashion. Everything was ultra-femme. the sexiest high heels, girdles, garters, stockings, padded torpedo bras, padded bathing suits with little skirts, tight sweater skirt sets, hats, gloves, and most of all wigs. They loved wigs. I loved all of it! Everything and anything feminine. High heel shoes were a particular favorite though, since I was a young boy, putting on a pair of my mom's high heeled stilettos were my every waking thought. Long before I went into puberty I would get as hard as a rock. I had no idea why but I loved standing in front of a mirror naked with 5-inch stiletto high heels on with my cock sticking straight out in front or sometimes all dressed up with my hard cock making a tent in the dress and it was especially exciting if it was something that my mom had just worn herself. Dressing up exactly as my mom was a thing. I would try to get everything right, even the accessories; ear rings, bracelets, necklace, gloves, a purse, hats all it... Oh the accessories were very important, and they were fun too. The finishing touches of femininity.
This particular evening, I went to their room, all my clothes were off in a flash and to be safe in case of an interruption stored in the bathroom, I always kept my clothes in the bathroom so I could lock myself in there if someone came to the door, it was my escape plan. I was just finishing up dressing in one of her cocktail dresses and of course matching heels. I had it all on, girdle, stockings, bra, slip, powder blue sequin dress, jewelry, and of course her high heels, I put on her blue leather stilettos and was standing in front of the mirror, poising when I heard someone in the room, a female voice yelling, “you guys done already”? Before I can react, my cousin Cathey was in the room with me. It escaped either of my aunt’s or uncle’s minds to mention she came with them and had a joining room. She was supposed to be meeting a friend elsewhere for dinner. Apparently, that fell through at the last minute, so here she was standing next to me in front of the full-length mirror. She said, wow, I never would have guessed you were a little sissy crossdresser, but here you are in my mom’s best dress and high heels so seeing is believing. She noticed my smooth legs and asked, do you shave your legs? She had me walk all around the suite and said that I walked way to good in 5-inch-high heels for this to be my first time wearing such shoes. She was 18 at the time and just started college, we always got along, but I could tell things were about to become very different than our normal cousin fun.
She didn’t expect me to be in the room. When her dinner plans fell through, she called some boy from school to come over to her hotel room and hang out. She had me change into one of her dresses, a blue mini, but had me keep on her mom's underwear and shoes. She liked the look, her dress with big pointed breasts and sky-high heels. She said I looked like a classy and cheap girl at the same time, but either way definitely a slut.
She was so into having me try on everything and prance around wearing her mom's high heels she forgot about her boyfriend, but he didn't and was standing in the hallway knocking on the door. She remembered what was happening, looked at me and said don't move and do as I say or I'll tell everyone all about my sissy cousin. She said "girls" like me loved get on their knees and suck cock. She opened the door and introduced me as her fag cousin, He didn't know what to say or how to react, so he just sort of laughed. She reminded him of their conversation about the blowjob he wanted. He said yeah what about it, she said so now you can have it. My cousin is as you can see a fag and would love to suck you off. He looked at me and said, for real, because I most defiantly do want one. She said take off your pants and underpants and stand in front of him or should I say her. He did what she said, He was standing right on front of me, no shoes no pants or underpants and I could see he was getting hard. I’d suck cocks before, my cousin didn’t know that, but I had and I liked doing it a lot and this guy had a rather beautiful penis. It was cut and getting harder and harder. It was already at least 7 inches and kind of thick. Cathy came up next to me and said, get on your knees princess and get that in your mouth.
I kneeled and started to lick his shaft up and down. I think Cathy was surprised that her demands didn’t require my coxing, but it didn’t, I wanted this cock and wasn’t bashful about that at all. If she thought I walked too well in high heels for this to be my first time, what will she think when she sees my give this guy more of a cock worship session than just a quick blowjob? She'll know immediately that I've had other hard cock in my mouth. I didn't care, I wanted him bad! I liked to tease a cock a little first. After some licking, I rubbed my face against his package. I could feel him even getting harder. Cathy, pulled up a chair sat down and just watched, every now and then I’d hear her make a sound like a little moan she was trying to suppress. I took his cock into my mouth while I licked under the head for a while, like a fag, like a little sissy bitch wanting daddy’s hard penis. I slid my mouth up and down. This was always my favorite moment, when I realized I had made the complete commitment and let another man's hard cock into my mouth, that's something that doesn't happen by accident. It's the total fag commitment when a hard penis slides between your lips into your mouth. Nothing else can be said, once you have a big hard dick in your mouth, you are a fag, you are a cocksucker, so start sucking and licking and don't forget the balls or to rim his asshole, cause you're the fairy pansy sissy fag and you love it!
I could see myself in the full length mirror, all dressed up on my stockinged knees, with big pointed tits wearing a dress way to tight for such a big rack with my feet behind me wearing my aunts power blue high heels. I opened my mouth and he rubbed the tip on his big cock across my lips. I licked all around the tip and up and down the shaft and took it in again and again, up and down, up and down, in and out, in and out. Cathy was speechless for the first time, she got off her chair and knelt close right next to me to watch, I got the impression she might have been a bit jealous. I think she wanted to try and suck this monster herself; I went for his balls so that his cock was free and pointed right at her mouth, but she did nothing, she just didn't have the guts. What a coward, oh well more for me! I was loving it and didn't care who knew it. I was licking the shaft; from the head to his balls, I was tee bagging him, I had both of his big balls in my mouth. He was moaning and loving it. I was so turned on, I really lost myself and I turned him around and ate out his ass. He was a clean guy; I really love burying my face in ass and eating it out. I did this for a while, I had my tongue an inch in him and his cock was dripping so I returned to sucking his dick. By the look on Cathy's face, she was shocked, she didn't expect this at all. Me, her 15-year-old male cousin dressed up like a slutty woman on my knees with my tongue up some guy’s asshole licking it for all I'm worth. When I got back to sucking his amazing cock, he tensed up and I knew it was near, he came, it was a spectacular load. I tried to contain it, but it came out the side of my mouth and ran down my chin. When he was done, he pulled out, I opened my mouth to show Cathy the load she didn't get, once she saw it, I swallowed it down. This seemed to shock her, although I don't know why. I stood up and composed myself as if I was the one in charge. I said to him if she won't suck you off, call me. I'll blow you whenever wherever you want. He couldn’t believe it, he said really? How about tomorrow? I said, I'd love to daddy, I'm your sissy slut, what would you like me to wear? He said, he didn't care but whatever it is make sure I have high heels on. I got down on my knees and put he's cock back in my mouth to clean him up and make sure there was no jizz I missed. When I stood up, I said high heels it is, told him my address and said 3pm would be the best time. Cathy was so shocked all she could say was, can I come too, I like to watch?
He said, sure, you can come and watch or maybe even participate, just make sure you have on high heels too, slutty ones, just like he’s wearing and he pointed at me. In a weak little voice she said, okay… daddy.
I told him not to worry, we’ll be at my house and my mom has some real slutty high heels and lingerie, I’ll make sure we both look hot for you daddy.
He smiled, kissed me on the lips tongue and all for a couple of minutes, walked to the door turned and said see you tomorrow sluts and left.
The day they'd arrived, mom and I would meet them for dinner at their hotel, it was a tradition. When I got to be 7 or 8 years old, after dinner, they would give me their key and I'd go up to their room, always on one of the highest floors and "watch TV" until mom called the room from the lobby and I'd come down in the elevator and we'd leave. Most times this could be as late as 11pm or later. Whether it was a school night or not didn’t seem to matter to them. They'd sit, drink, talk and smoke for hours.
Me on the other hand would be in sissy bliss. I'd go through whatever my aunt had brought with her and dress up in her clothes to my heart's content. I love her torpedo padded bras; she was a D cup they were pointed and rigid. Just like my mom she had a high heel collection and always brought at least 4 pairs and just like my mom her favorite were the pointed toe pump with very high thin heels. These were my favorite too, those two women never wore anything lower 4 inches, but I don’t remember any heels higher than 5 inches. I had measured my index finger down to my knuckle and knew where 4 inches were and 5 inches, so I knew how high the heels were that I was wearing were.
I had been dressing since I was maybe 5 or 6, but it wasn’t until I was around 12 that my shoe size grew to a woman’s 8. This was fantastic because my mom and my aunt both worn a size 8 shoe, so everything fit perfect. I loved that and even if I didn’t have time to completely dress up, I could still wear a pair of heels for 20 minutes, I was a real pro at walking in such high stilettos.
When I was about 15, this was my favorite era of women's fashion. Everything was ultra-femme. the sexiest high heels, girdles, garters, stockings, padded torpedo bras, padded bathing suits with little skirts, tight sweater skirt sets, hats, gloves, and most of all wigs. They loved wigs. I loved all of it! Everything and anything feminine. High heel shoes were a particular favorite though, since I was a young boy, putting on a pair of my mom's high heeled stilettos were my every waking thought. Long before I went into puberty I would get as hard as a rock. I had no idea why but I loved standing in front of a mirror naked with 5-inch stiletto high heels on with my cock sticking straight out in front or sometimes all dressed up with my hard cock making a tent in the dress and it was especially exciting if it was something that my mom had just worn herself. Dressing up exactly as my mom was a thing. I would try to get everything right, even the accessories; ear rings, bracelets, necklace, gloves, a purse, hats all it... Oh the accessories were very important, and they were fun too. The finishing touches of femininity.
This particular evening, I went to their room, all my clothes were off in a flash and to be safe in case of an interruption stored in the bathroom, I always kept my clothes in the bathroom so I could lock myself in there if someone came to the door, it was my escape plan. I was just finishing up dressing in one of her cocktail dresses and of course matching heels. I had it all on, girdle, stockings, bra, slip, powder blue sequin dress, jewelry, and of course her high heels, I put on her blue leather stilettos and was standing in front of the mirror, poising when I heard someone in the room, a female voice yelling, “you guys done already”? Before I can react, my cousin Cathey was in the room with me. It escaped either of my aunt’s or uncle’s minds to mention she came with them and had a joining room. She was supposed to be meeting a friend elsewhere for dinner. Apparently, that fell through at the last minute, so here she was standing next to me in front of the full-length mirror. She said, wow, I never would have guessed you were a little sissy crossdresser, but here you are in my mom’s best dress and high heels so seeing is believing. She noticed my smooth legs and asked, do you shave your legs? She had me walk all around the suite and said that I walked way to good in 5-inch-high heels for this to be my first time wearing such shoes. She was 18 at the time and just started college, we always got along, but I could tell things were about to become very different than our normal cousin fun.
She didn’t expect me to be in the room. When her dinner plans fell through, she called some boy from school to come over to her hotel room and hang out. She had me change into one of her dresses, a blue mini, but had me keep on her mom's underwear and shoes. She liked the look, her dress with big pointed breasts and sky-high heels. She said I looked like a classy and cheap girl at the same time, but either way definitely a slut.
She was so into having me try on everything and prance around wearing her mom's high heels she forgot about her boyfriend, but he didn't and was standing in the hallway knocking on the door. She remembered what was happening, looked at me and said don't move and do as I say or I'll tell everyone all about my sissy cousin. She said "girls" like me loved get on their knees and suck cock. She opened the door and introduced me as her fag cousin, He didn't know what to say or how to react, so he just sort of laughed. She reminded him of their conversation about the blowjob he wanted. He said yeah what about it, she said so now you can have it. My cousin is as you can see a fag and would love to suck you off. He looked at me and said, for real, because I most defiantly do want one. She said take off your pants and underpants and stand in front of him or should I say her. He did what she said, He was standing right on front of me, no shoes no pants or underpants and I could see he was getting hard. I’d suck cocks before, my cousin didn’t know that, but I had and I liked doing it a lot and this guy had a rather beautiful penis. It was cut and getting harder and harder. It was already at least 7 inches and kind of thick. Cathy came up next to me and said, get on your knees princess and get that in your mouth.
I kneeled and started to lick his shaft up and down. I think Cathy was surprised that her demands didn’t require my coxing, but it didn’t, I wanted this cock and wasn’t bashful about that at all. If she thought I walked too well in high heels for this to be my first time, what will she think when she sees my give this guy more of a cock worship session than just a quick blowjob? She'll know immediately that I've had other hard cock in my mouth. I didn't care, I wanted him bad! I liked to tease a cock a little first. After some licking, I rubbed my face against his package. I could feel him even getting harder. Cathy, pulled up a chair sat down and just watched, every now and then I’d hear her make a sound like a little moan she was trying to suppress. I took his cock into my mouth while I licked under the head for a while, like a fag, like a little sissy bitch wanting daddy’s hard penis. I slid my mouth up and down. This was always my favorite moment, when I realized I had made the complete commitment and let another man's hard cock into my mouth, that's something that doesn't happen by accident. It's the total fag commitment when a hard penis slides between your lips into your mouth. Nothing else can be said, once you have a big hard dick in your mouth, you are a fag, you are a cocksucker, so start sucking and licking and don't forget the balls or to rim his asshole, cause you're the fairy pansy sissy fag and you love it!
I could see myself in the full length mirror, all dressed up on my stockinged knees, with big pointed tits wearing a dress way to tight for such a big rack with my feet behind me wearing my aunts power blue high heels. I opened my mouth and he rubbed the tip on his big cock across my lips. I licked all around the tip and up and down the shaft and took it in again and again, up and down, up and down, in and out, in and out. Cathy was speechless for the first time, she got off her chair and knelt close right next to me to watch, I got the impression she might have been a bit jealous. I think she wanted to try and suck this monster herself; I went for his balls so that his cock was free and pointed right at her mouth, but she did nothing, she just didn't have the guts. What a coward, oh well more for me! I was loving it and didn't care who knew it. I was licking the shaft; from the head to his balls, I was tee bagging him, I had both of his big balls in my mouth. He was moaning and loving it. I was so turned on, I really lost myself and I turned him around and ate out his ass. He was a clean guy; I really love burying my face in ass and eating it out. I did this for a while, I had my tongue an inch in him and his cock was dripping so I returned to sucking his dick. By the look on Cathy's face, she was shocked, she didn't expect this at all. Me, her 15-year-old male cousin dressed up like a slutty woman on my knees with my tongue up some guy’s asshole licking it for all I'm worth. When I got back to sucking his amazing cock, he tensed up and I knew it was near, he came, it was a spectacular load. I tried to contain it, but it came out the side of my mouth and ran down my chin. When he was done, he pulled out, I opened my mouth to show Cathy the load she didn't get, once she saw it, I swallowed it down. This seemed to shock her, although I don't know why. I stood up and composed myself as if I was the one in charge. I said to him if she won't suck you off, call me. I'll blow you whenever wherever you want. He couldn’t believe it, he said really? How about tomorrow? I said, I'd love to daddy, I'm your sissy slut, what would you like me to wear? He said, he didn't care but whatever it is make sure I have high heels on. I got down on my knees and put he's cock back in my mouth to clean him up and make sure there was no jizz I missed. When I stood up, I said high heels it is, told him my address and said 3pm would be the best time. Cathy was so shocked all she could say was, can I come too, I like to watch?
He said, sure, you can come and watch or maybe even participate, just make sure you have on high heels too, slutty ones, just like he’s wearing and he pointed at me. In a weak little voice she said, okay… daddy.
I told him not to worry, we’ll be at my house and my mom has some real slutty high heels and lingerie, I’ll make sure we both look hot for you daddy.
He smiled, kissed me on the lips tongue and all for a couple of minutes, walked to the door turned and said see you tomorrow sluts and left.
2 年 前
