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As a divorced man of 55 who had always been very active sexually, I felt I had experienced it all — been there, done that, got the T-shirt.

As I got older I found that my waning sexual desire needed some new form of stimulation, but considering all I had done, I wasn’t sure what it would take to get my hormones running on high again.

Browsing in an adult bookstore one day, I came upon a bunch of fetish magazines — the kind with features such as, “How I Discovered Feet,” or “Six Ways to Whip Your Lover and Make Her Love It!” As I looked through the magazines I came across one devoted to crossdressing. It had a lot of pictures of men dressed up like women, and some of them looked pretty damn good. I bought the magazine and headed for home.

Later that night I read the thing from cover to cover, and found myself getting excited by the stories of guys who transformed themselves from straight men to gorgeous-looking females, high heels and all. I went to sleep thinking about this, and in the morning I knew I was going to give it a try — even though the thought of a 55-year-old, 190-pound guy dressed up in drag seemed pretty damn silly.

I used the Internet to see what I could find out about this particular fetish, and much to my surprise I found it full of information, including where to purchase specialty items for cross-dressers — not only clothing, but makeup, wigs, false tits, all kinds of stuff. Armed with my new knowledge and a pocket full of money, off I went to get myself “dressed up.”

Before the week was out I had purchased stockings, garter belts, high-heeled shoes and a fancy camisole top, among other things. Naturally, due to my inexperience, I made some poor choices, and some things had to be returned, but finally I was able to settle on an outfit that was very pretty and fit well. I was finally ready to try out my new look.

Although I am basically attracted to women, I knew that in this outfit I would be most likely to attract men — men looking to get blown by, or to fuck, a crossdresser. And I decided I was okay with that. I figured I would start by hitting the local adult bookshop, which seemed the most likely place to pick up such men.

That Friday night, when I got home from work, I got my stuff together and began my transformation. An hour later it was complete, and there I was, a not-bad-looking, if somewhat large, older lady in a flashy top, sexy stockings and heels. The only discrepancy was my cock, which was hard as a rock — a major giveaway, for sure! I put my overcoat on over my outfit, got in my car and off I went.

As I was driving to the place, it crossed my mind that if I was stopped by a cop and made to get out of the car, it would be all over. My ass would be in the station house, with the local papers having a blast reporting on the old guy all dolled up in panties and stockings! I drove very carefully until I got to my destination.

The store was your typical sex joint, with the usual books and magazines, endless rows of videotapes and a section in the back with two rows of video booths, for which there was a separate admission fee. Obviously that was where the action was, if any. The place was not very crowded when I got there, which was a mixed blessing — I wanted to be seen, and at the same not to be seen. But I was there to explore, and I was going to go through with it. I went up to the counter and paid my five bucks to gain entrance to the rear section. The girl behind the counter looked me over and smiled. She knew what I was there for all right. I just shrugged and smiled back at her.

Only one or two of the video booths seemed to be occupied, probably by guys jerking off. I wasn’t really interested in watching porn just then, so I placed myself near one of the empty booths and leaned against the wall, with my coat open and my cock hard as nails. What a sight I must have been — high heels, white stockings on my legs, a silky top showing under my coat, and my dick sticking out, waiting for action.

My waiting soon came to an end. After a few minutes the door opened and in came a furtive-looking guy of 50 or so, all dressed up in a suit and tie. A married man, I thought, looking to get his dick sucked or maybe suck some himself.

Since l was the only person standing in the long narrow hallway, he walked over and leaned against the wall next to me. We were shoulder to shoulder, but neither of us said anything. Then after a minute my new friend unzipped his fly and took his cock out. It was an average cock, uncut and starting to get hard.

When I didn’t move, the man reached over, took hold of my hand and placed it on his dick. Okay, I thought, I started this, so I might as well play the game. I began to stroke him a little, and his cock was soon wet with precome.

My own dick was throbbing, but he didn’t offer to reciprocate, and I figured my pleasure would have to wait. But that was all right; I was getting into this now. “Lick your fingers, honey,” the guy whispered, and without thinking I did as I was told. I wondered briefly if this crossdressing thing maybe made a guy a little submissive as well. I didn’t know, but I enjoyed feeling that way.

After I stroked him some more, the guy said we needed a bit more privacy, so I moved into the booth, and he followed. Inside, with the door closed, he put both hands on my shoulders and pushed me down. I knew what he wanted, and in my new and exciting submissiveness I went down on my knees, my 10-dollar stockings getting fucked up on the come-covered floor. Before I was all the way down, my mouth was open like some sort of automatic machine. The guy then stuck his stiff cock in my mouth and began to fuck my face. I could feel his hands on my head as he guided his dick into my throat. It was not unpleasant; in fact, it was damned arousing, and I closed my lips around him and did the best I could to make it good. “Yeah, take my come, baby!” he growled. Not a very elegant way to talk to a lady, but it made me suck him harder.

Although it seemed longer, it was really only seconds before the guy shot his load down my throat. I swallowed as much as I could, but swallowing come was new to me, and some of it ran out and down my chin. As soon as the guy finished coming he pulled away, then quickly stuffed his cock back in his pants and left.

Slowly I got up, got myself together as best I could and went out. The girl at the counter obviously knew what had gone on — probably the guy leaving had given her a clue. As I went past her she trilled out, “Did you have fun, sweetie? Come again sometime.”

Well, I thought, I just might. Even though I hadn’t gotten off, my dick was still hard, and had been for quite a while — not bad for a 55-year-old pervert. I figured I had discovered something just as good as Viagra, and a lot more fun!

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Experienced It All

Storyline

As a divorced man of 55 who had always been very active sexually, I felt I had experienced it all — been there, done that, got the T-shirt.

As I got older I found that my waning sexual desire needed some new form of stimulation, but considering all I had done, I wasn’t sure what it would take to get my hormones running on high again.

Browsing in an adult bookstore one day, I came upon a bunch of fetish magazines — the kind with features such as, “How I Discovered Feet,” or “Six Ways to Whip Your Lover and Make Her Love It!” As I looked through the magazines I came across one devoted to crossdressing. It had a lot of pictures of men dressed up like women, and some of them looked pretty damn good. I bought the magazine and headed for home.

Later that night I read the thing from cover to cover, and found myself getting excited by the stories of guys who transformed themselves from straight men to gorgeous-looking females, high heels and all. I went to sleep thinking about this, and in the morning I knew I was going to give it a try — even though the thought of a 55-year-old, 190-pound guy dressed up in drag seemed pretty damn silly.

I used the Internet to see what I could find out about this particular fetish, and much to my surprise I found it full of information, including where to purchase specialty items for cross-dressers — not only clothing, but makeup, wigs, false tits, all kinds of stuff. Armed with my new knowledge and a pocket full of money, off I went to get myself “dressed up.”

Before the week was out I had purchased stockings, garter belts, high-heeled shoes and a fancy camisole top, among other things. Naturally, due to my inexperience, I made some poor choices, and some things had to be returned, but finally I was able to settle on an outfit that was very pretty and fit well. I was finally ready to try out my new look.

Although I am basically attracted to women, I knew that in this outfit I would be most likely to attract men — men looking to get blown by, or to fuck, a crossdresser. And I decided I was okay with that. I figured I would start by hitting the local adult bookshop, which seemed the most likely place to pick up such men.

That Friday night, when I got home from work, I got my stuff together and began my transformation. An hour later it was complete, and there I was, a not-bad-looking, if somewhat large, older lady in a flashy top, sexy stockings and heels. The only discrepancy was my cock, which was hard as a rock — a major giveaway, for sure! I put my overcoat on over my outfit, got in my car and off I went.

As I was driving to the place, it crossed my mind that if I was stopped by a cop and made to get out of the car, it would be all over. My ass would be in the station house, with the local papers having a blast reporting on the old guy all dolled up in panties and stockings! I drove very carefully until I got to my destination.

The store was your typical sex joint, with the usual books and magazines, endless rows of videotapes and a section in the back with two rows of video booths, for which there was a separate admission fee. Obviously that was where the action was, if any. The place was not very crowded when I got there, which was a mixed blessing — I wanted to be seen, and at the same not to be seen. But I was there to explore, and I was going to go through with it. I went up to the counter and paid my five bucks to gain entrance to the rear section. The girl behind the counter looked me over and smiled. She knew what I was there for all right. I just shrugged and smiled back at her.

Only one or two of the video booths seemed to be occupied, probably by guys jerking off. I wasn’t really interested in watching porn just then, so I placed myself near one of the empty booths and leaned against the wall, with my coat open and my cock hard as nails. What a sight I must have been — high heels, white stockings on my legs, a silky top showing under my coat, and my dick sticking out, waiting for action.

My waiting soon came to an end. After a few minutes the door opened and in came a furtive-looking guy of 50 or so, all dressed up in a suit and tie. A married man, I thought, looking to get his dick sucked or maybe suck some himself.

Since l was the only person standing in the long narrow hallway, he walked over and leaned against the wall next to me. We were shoulder to shoulder, but neither of us said anything. Then after a minute my new friend unzipped his fly and took his cock out. It was an average cock, uncut and starting to get hard.

When I didn’t move, the man reached over, took hold of my hand and placed it on his dick. Okay, I thought, I started this, so I might as well play the game. I began to stroke him a little, and his cock was soon wet with precome.

My own dick was throbbing, but he didn’t offer to reciprocate, and I figured my pleasure would have to wait. But that was all right; I was getting into this now. “Lick your fingers, honey,” the guy whispered, and without thinking I did as I was told. I wondered briefly if this crossdressing thing maybe made a guy a little submissive as well. I didn’t know, but I enjoyed feeling that way.

After I stroked him some more, the guy said we needed a bit more privacy, so I moved into the booth, and he followed. Inside, with the door closed, he put both hands on my shoulders and pushed me down. I knew what he wanted, and in my new and exciting submissiveness I went down on my knees, my 10-dollar stockings getting fucked up on the come-covered floor. Before I was all the way down, my mouth was open like some sort of automatic machine. The guy then stuck his stiff cock in my mouth and began to fuck my face. I could feel his hands on my head as he guided his dick into my throat. It was not unpleasant; in fact, it was damned arousing, and I closed my lips around him and did the best I could to make it good. “Yeah, take my come, baby!” he growled. Not a very elegant way to talk to a lady, but it made me suck him harder.

Although it seemed longer, it was really only seconds before the guy shot his load down my throat. I swallowed as much as I could, but swallowing come was new to me, and some of it ran out and down my chin. As soon as the guy finished coming he pulled away, then quickly stuffed his cock back in his pants and left.

Slowly I got up, got myself together as best I could and went out. The girl at the counter obviously knew what had gone on — probably the guy leaving had given her a clue. As I went past her she trilled out, “Did you have fun, sweetie? Come again sometime.”

Well, I thought, I just might. Even though I hadn’t gotten off, my dick was still hard, and had been for quite a while — not bad for a 55-year-old pervert. I figured I had discovered something just as good as Viagra, and a lot more fun!

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