Sales Associate #1
My first job involved a lot of travel and staying in hotels. When I arrived at a new destination and had completed my business, I checked for dress stores that permitted crossdressers. I always called the company since I did not wish to cause them or myself any problems. I went to the store and made purchases. Many items did not fit properly back at the hotel, and I was leaving the next day.
I decided I needed to advance to the next level of crossdressing and try clothing while in the dress store. I asked to try my purchases on after I had purchased the items. Sometimes, I tended to get the same sales associate. She was several years older than me. I assumed that she may have dealt with crossdressers.
After visiting and purchasing items, I asked her if I could try them. She escorted me to a changing room. She closed the door but told me she was available if I wanted her opinion. I was trying on items when there was a knock on the door. The sales associate asked if I needed help. She asked if she could offer her opinion. My heart pounding, I opened the door. I was wearing a skirt and bra that I had purchased. I had worn panties, a garter belt, and stockings under my male clothing.
She adjusted my bra straps and checked the bandwidth. I felt my clit reacting in my panties. As she studied the waistband of my skirt, the sales associate told me that I needed a smaller size. She told me to remove the dress and that she would try to find another one. She closed the door. I removed the skirt and returned it to her.
It seemed like a long time before she returned with more skirts. I had been standing in the changing room in a bra, panty, garter belt, and stockings. Although she knocked, the sales associate entered the changing room immediately. I was embarrassed to wear lingerie, but she did not mind. She complimented me on my panty and garter belt selection. We found skirts I liked that were much shorter than my original skirt.
The sales associate inquired if I would like different panties. I was wearing Vanity Fair full-coverage briefs, which were so silky. She left and returned with a bikini, hip huggers, and a panty with tie sides. I was in love with the tie-sides panty. I asked if they had more tye side panties in stock. The Associate left and returned with more panties. A lady can never have too many panties. I selected more panties.
I **** for my additional purchases. The sales associate suggested I wear some new lingerie from the store. I did wear the bra and a different pair of panties out of the store. I thanked her for being so helpful. I told her that I hoped I had not offended her. She told me that she had dealt with crossdressers before, and they never offended her.
I continued to shop at the store, hoping the same sales associate was on duty. I learned that the sales associate told other associates about me, my preferences, and my feminine name. The associates referred to me by a feminine name. It made me feel exceptional.
I asked the sales associate if I could take her for dinner on one trip. She agreed, but on the condition that she picked me up at my hotel and I was dressed enfem. Arrangements were made, and we had a special meal together. We talked about our lives and desires. After the meal, I was driven back to my hotel. While headed back to the hotel, I inquired if we could have dinner again. The sales associate agreed but asked if I stayed more than one or two days in a location. Since I was unmarried, I told her I could pay my expenses.
Eventually, I was able to make an extended stay in the city. The sales associate agreed to pick me up, wanting me to spend the entire time with her. She told me the only rule was I had to be enfem the whole time. I could not believe how excited I was to spend several days dressed as a woman.
On the appointed day, we went to an excellent Italian restaurant. The Associate wore a lace lace top with a beautiful white half-cup bra beneath it. Her skirt had a lovely flare. I wore a silk blouse and a black leather miniskirt. After the meal, we drove around the city before heading to her condo. I assumed that we would each have a bedroom. I learned that we would share a bed at her condo. The sales associate asked what I planned to wear while sleeping. I planned to wear a full slip, which was silky to wear with a lace bodice and hemline. The sales associate told me that she had a gift for me. Opening the gift, I discovered a sissy pink sheer babydoll nightgown with a G-string. The gift includes a pink garter belt and stocking. The Associate told me to put the items in immediately. I asked to go to a room, but she told me to sit before her. I complied with my clit being semi-hard. As I slipped the babydoll on and added the garter belt and stockings, I had a rock-hard erection.
She dressed separately for bed. When I was invited into her bedroom, she wore a beautiful silky bridal-type nightgown. As I got into bed, I started performing cunnilingus. I love performing cunnilingus, and she climaxed several times. As she had conventional sex, she told me that she had not felt as much enthusiasm and deep thrust in many years. We had sex several times that night.
The following day, I performed cunnilingus on her. She played with my clit, but did not permit me to cum. She removed her nightgown and, in the nude, walked around her condo. I had to remain in the sissy pink babydoll nightgown with garter belt ad stockings. When she walked past me, she touched my clit, but did not manipulate it to an erection. She told me she had another gift for me. As I opened the box, I discovered a stainless steel butt plug with a pink rose on the end. She asked if I had used one before. I had not. She asked if she could insert it. I replied, yes. I bent over and lifted the hem of my baby doll. It was a new experience to have a butt plug inserted, but it was exciting. I enjoyed it. The Associate asked me to show her my pink rose butt plug. After wearing it for a time, the Associate asked if I thought I could handle a bigger butt plug. She removed the first plug and inserted a bigger second plug. I knew the plug was more significant, but it was enjoyable. I felt the extra size and weight of the plug. My clit showed more enjoyment.
The Associate noticed my clit and brushed it as she walked by me.
She kept me on edge the entire day.
The Associated bathed, shaved, and helped me with my makeup. We dressed in front of each other for the evening. At the restaurant, the Associate told me to remove my panties. I started to get up to go to the ladies' room. The Associate told me to remove my panties from the table and hand them to her. I did a lot of discrete wiggling, but I pulled my panties and handed them to her. The Associate permitted the panty to dangle from her hand in the exchange. The Associate handed back to me a crotchless pair of panties and told me to put them on. Again, she dangled the panties for a customer to see what she was handing me. I wiggled into the panties.
As we left the restaurant, my clit felt the cool evening breeze. It was refreshing, but I know my clit got smaller.
The Associated took us to an Adult Video store and theater. We went into the theater and were watching the movie. The movie involved the feminization of a man by a woman. I was very aroused. I inserted a finger in the Associate's pussy and worked on her. I was sure she climaxed. The Associated started to handle my clit. The more she held my clit, the more I wanted to cum, but she always prevented it. She worked my skirt up, and I was exposed to anyone who walked by. The Associate tied a long pink "Sissy: ribbon around my clit and testicles. What joy. The ribbon extended well past the hem of my miniskirt. When we left, my clit was pushing against the skirt material as I was led by the Associate leading me with the ribbon.
I loved performing cunnilingus on her. I wanted her juices over my entire face and down my throat. The Sales Associate played with my clit, but I was not permitted to cum.
I decided I needed to advance to the next level of crossdressing and try clothing while in the dress store. I asked to try my purchases on after I had purchased the items. Sometimes, I tended to get the same sales associate. She was several years older than me. I assumed that she may have dealt with crossdressers.
After visiting and purchasing items, I asked her if I could try them. She escorted me to a changing room. She closed the door but told me she was available if I wanted her opinion. I was trying on items when there was a knock on the door. The sales associate asked if I needed help. She asked if she could offer her opinion. My heart pounding, I opened the door. I was wearing a skirt and bra that I had purchased. I had worn panties, a garter belt, and stockings under my male clothing.
She adjusted my bra straps and checked the bandwidth. I felt my clit reacting in my panties. As she studied the waistband of my skirt, the sales associate told me that I needed a smaller size. She told me to remove the dress and that she would try to find another one. She closed the door. I removed the skirt and returned it to her.
It seemed like a long time before she returned with more skirts. I had been standing in the changing room in a bra, panty, garter belt, and stockings. Although she knocked, the sales associate entered the changing room immediately. I was embarrassed to wear lingerie, but she did not mind. She complimented me on my panty and garter belt selection. We found skirts I liked that were much shorter than my original skirt.
The sales associate inquired if I would like different panties. I was wearing Vanity Fair full-coverage briefs, which were so silky. She left and returned with a bikini, hip huggers, and a panty with tie sides. I was in love with the tie-sides panty. I asked if they had more tye side panties in stock. The Associate left and returned with more panties. A lady can never have too many panties. I selected more panties.
I **** for my additional purchases. The sales associate suggested I wear some new lingerie from the store. I did wear the bra and a different pair of panties out of the store. I thanked her for being so helpful. I told her that I hoped I had not offended her. She told me that she had dealt with crossdressers before, and they never offended her.
I continued to shop at the store, hoping the same sales associate was on duty. I learned that the sales associate told other associates about me, my preferences, and my feminine name. The associates referred to me by a feminine name. It made me feel exceptional.
I asked the sales associate if I could take her for dinner on one trip. She agreed, but on the condition that she picked me up at my hotel and I was dressed enfem. Arrangements were made, and we had a special meal together. We talked about our lives and desires. After the meal, I was driven back to my hotel. While headed back to the hotel, I inquired if we could have dinner again. The sales associate agreed but asked if I stayed more than one or two days in a location. Since I was unmarried, I told her I could pay my expenses.
Eventually, I was able to make an extended stay in the city. The sales associate agreed to pick me up, wanting me to spend the entire time with her. She told me the only rule was I had to be enfem the whole time. I could not believe how excited I was to spend several days dressed as a woman.
On the appointed day, we went to an excellent Italian restaurant. The Associate wore a lace lace top with a beautiful white half-cup bra beneath it. Her skirt had a lovely flare. I wore a silk blouse and a black leather miniskirt. After the meal, we drove around the city before heading to her condo. I assumed that we would each have a bedroom. I learned that we would share a bed at her condo. The sales associate asked what I planned to wear while sleeping. I planned to wear a full slip, which was silky to wear with a lace bodice and hemline. The sales associate told me that she had a gift for me. Opening the gift, I discovered a sissy pink sheer babydoll nightgown with a G-string. The gift includes a pink garter belt and stocking. The Associate told me to put the items in immediately. I asked to go to a room, but she told me to sit before her. I complied with my clit being semi-hard. As I slipped the babydoll on and added the garter belt and stockings, I had a rock-hard erection.
She dressed separately for bed. When I was invited into her bedroom, she wore a beautiful silky bridal-type nightgown. As I got into bed, I started performing cunnilingus. I love performing cunnilingus, and she climaxed several times. As she had conventional sex, she told me that she had not felt as much enthusiasm and deep thrust in many years. We had sex several times that night.
The following day, I performed cunnilingus on her. She played with my clit, but did not permit me to cum. She removed her nightgown and, in the nude, walked around her condo. I had to remain in the sissy pink babydoll nightgown with garter belt ad stockings. When she walked past me, she touched my clit, but did not manipulate it to an erection. She told me she had another gift for me. As I opened the box, I discovered a stainless steel butt plug with a pink rose on the end. She asked if I had used one before. I had not. She asked if she could insert it. I replied, yes. I bent over and lifted the hem of my baby doll. It was a new experience to have a butt plug inserted, but it was exciting. I enjoyed it. The Associate asked me to show her my pink rose butt plug. After wearing it for a time, the Associate asked if I thought I could handle a bigger butt plug. She removed the first plug and inserted a bigger second plug. I knew the plug was more significant, but it was enjoyable. I felt the extra size and weight of the plug. My clit showed more enjoyment.
The Associate noticed my clit and brushed it as she walked by me.
She kept me on edge the entire day.
The Associated bathed, shaved, and helped me with my makeup. We dressed in front of each other for the evening. At the restaurant, the Associate told me to remove my panties. I started to get up to go to the ladies' room. The Associate told me to remove my panties from the table and hand them to her. I did a lot of discrete wiggling, but I pulled my panties and handed them to her. The Associate permitted the panty to dangle from her hand in the exchange. The Associate handed back to me a crotchless pair of panties and told me to put them on. Again, she dangled the panties for a customer to see what she was handing me. I wiggled into the panties.
As we left the restaurant, my clit felt the cool evening breeze. It was refreshing, but I know my clit got smaller.
The Associated took us to an Adult Video store and theater. We went into the theater and were watching the movie. The movie involved the feminization of a man by a woman. I was very aroused. I inserted a finger in the Associate's pussy and worked on her. I was sure she climaxed. The Associated started to handle my clit. The more she held my clit, the more I wanted to cum, but she always prevented it. She worked my skirt up, and I was exposed to anyone who walked by. The Associate tied a long pink "Sissy: ribbon around my clit and testicles. What joy. The ribbon extended well past the hem of my miniskirt. When we left, my clit was pushing against the skirt material as I was led by the Associate leading me with the ribbon.
I loved performing cunnilingus on her. I wanted her juices over my entire face and down my throat. The Sales Associate played with my clit, but I was not permitted to cum.
10ヶ月前
