Golf Trip
Every couple of years a few friends and me get together to have 3 days of playing golf. This year we had at the beach. So I worked my schedule to see a few customers on the way and to get there a couple of days earlier than the rest of the guys. One of the guys has a condo there that we were going to be staying. I checked with him and nobody had rented so I was going to stay there. I wanted to have the extra day to dress. Something about being away from home and dressing is more relaxing. I guess at home I'm always worried about running into someone I know and getting recognized. Chances of that happening that far from home aren't very high.
Well I rolled in around 4 one afternoon. The complex was not crowded because we were going before school was out so family's weren't vacationing yet. I got all of my stuff in. I packed all of my girl clothes in a separate bags that took up twice as much as my guy clothes. I decided to take a walk on the beach. There was hardly anybody on the beach. I decided I would go up and take a nice shower and shave real good. If I don't dress regular I tend to not shave as much and then its a lot of work getting everything smooth again. Well after a good 30 minutes of showering and shaving I only had a few nicks. Something about taking a shower and shaving really good starts the process of getting into that state of illusion of being a women. Seems like when I get out I feel more feminine and my mannerisms change. I really had not planned on dressing that night but the mood was really feeling right. So I said what the heck.
I have a routine I go through when I dress. I start by putting lotion on for two reasons. One it helps sooth the skin after all that shaving and it just makes my skin feel so good. Then I put on my panties and bra. Its like my mind goes into a different gear when that happens. I just get into the role of a women more. I proceeded to paint my nails. I had let my finger nails grow out not as far a women would but more than a man so I had to do a little filing to clean them up. Then of course the make up and wig. Then the big question of what to wear. I to decided where I was going first. Decided to keep it low key and just go to the store for groceries and stuff. I had bought a little casual skirt with hooded top I thought I would try. It was sort like a sweatshirt material but not as thick. I also had bought some wedge sandals. After nearly two hours of primping I was ready.
I look out at the ocean from the balcony and there where only a few people on the beach so I decided I would take another quick walk. Figured this would be a good way just to get into the mood more. So I had a good little walk and then headed to the car. Decided I would head up to WalMart for my shopping. As I'm walking in the parking lot the sun has just gone down and there is a nip in the air. I am now fully in my gurl mode. I get a shopping cart and head out. I go strolling through the grocery section blending in with the other shoppers who were mostly locals. After grocery's I decide to go look at the clothes to see if there is anything. Not that I shop WalMart a lot but I always like to shop. I found a few things and went to try them on. I didn't realize they had an employee that had to count the items you had before going in. I showed her what I had and she said all the booths were full and I would have to wait a minute. While waiting this good looking guy comes up with some shorts to try on and also waits. We exchange hellos and he ask me if I'm a local or vacationing. He says he's is a local. We talk a minute then a booth comes open. I tell him to go ahead because I have several things to try on and he just has one. He goes in and then comes back out with the shorts on and ask how do they look. I told him they were a little tight but I was really thinking your ass and package where showing nicely. Another booth came open next to his so I got it. Which was good because I was getting hard. He says thanks he will get a bigger pair. I go in and take a deep breath. I start trying on a few skirts some of which were real short. I come back and ask me if was still in there. He wanted me to check out the new pair of shorts. I said wait a minute. I look out and told him those were a lot better. I shut the door back and he just kept talking. I start to get hard again the combination of trying on these short skirts and visualizing him in the tight shorts. I slip my cock out of my panties and start to stroke it. I start to ask him random questions just so I can hear him talk. It didn't take long for me to get real worked up and have a hard time talking to him. I finally shot a big load. I gathered myself up and came out of the dressing room. He said thanks for the help but he needed to be running on. I told him thanks back.
Well I rolled in around 4 one afternoon. The complex was not crowded because we were going before school was out so family's weren't vacationing yet. I got all of my stuff in. I packed all of my girl clothes in a separate bags that took up twice as much as my guy clothes. I decided to take a walk on the beach. There was hardly anybody on the beach. I decided I would go up and take a nice shower and shave real good. If I don't dress regular I tend to not shave as much and then its a lot of work getting everything smooth again. Well after a good 30 minutes of showering and shaving I only had a few nicks. Something about taking a shower and shaving really good starts the process of getting into that state of illusion of being a women. Seems like when I get out I feel more feminine and my mannerisms change. I really had not planned on dressing that night but the mood was really feeling right. So I said what the heck.
I have a routine I go through when I dress. I start by putting lotion on for two reasons. One it helps sooth the skin after all that shaving and it just makes my skin feel so good. Then I put on my panties and bra. Its like my mind goes into a different gear when that happens. I just get into the role of a women more. I proceeded to paint my nails. I had let my finger nails grow out not as far a women would but more than a man so I had to do a little filing to clean them up. Then of course the make up and wig. Then the big question of what to wear. I to decided where I was going first. Decided to keep it low key and just go to the store for groceries and stuff. I had bought a little casual skirt with hooded top I thought I would try. It was sort like a sweatshirt material but not as thick. I also had bought some wedge sandals. After nearly two hours of primping I was ready.
I look out at the ocean from the balcony and there where only a few people on the beach so I decided I would take another quick walk. Figured this would be a good way just to get into the mood more. So I had a good little walk and then headed to the car. Decided I would head up to WalMart for my shopping. As I'm walking in the parking lot the sun has just gone down and there is a nip in the air. I am now fully in my gurl mode. I get a shopping cart and head out. I go strolling through the grocery section blending in with the other shoppers who were mostly locals. After grocery's I decide to go look at the clothes to see if there is anything. Not that I shop WalMart a lot but I always like to shop. I found a few things and went to try them on. I didn't realize they had an employee that had to count the items you had before going in. I showed her what I had and she said all the booths were full and I would have to wait a minute. While waiting this good looking guy comes up with some shorts to try on and also waits. We exchange hellos and he ask me if I'm a local or vacationing. He says he's is a local. We talk a minute then a booth comes open. I tell him to go ahead because I have several things to try on and he just has one. He goes in and then comes back out with the shorts on and ask how do they look. I told him they were a little tight but I was really thinking your ass and package where showing nicely. Another booth came open next to his so I got it. Which was good because I was getting hard. He says thanks he will get a bigger pair. I go in and take a deep breath. I start trying on a few skirts some of which were real short. I come back and ask me if was still in there. He wanted me to check out the new pair of shorts. I said wait a minute. I look out and told him those were a lot better. I shut the door back and he just kept talking. I start to get hard again the combination of trying on these short skirts and visualizing him in the tight shorts. I slip my cock out of my panties and start to stroke it. I start to ask him random questions just so I can hear him talk. It didn't take long for me to get real worked up and have a hard time talking to him. I finally shot a big load. I gathered myself up and came out of the dressing room. He said thanks for the help but he needed to be running on. I told him thanks back.
9 years ago
