Boss are bosses
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Feminised By My Boss Part 3 free porn video
She didn’t stay the night with Mr Albert but they had dinner at a nice Italian followed by some amazing sex in his bed. She had an important day on Monday as it was her medical with the company doctor. After her shower she sat in pink bra and panties to do her make-up. She then put on sheer black hold-ups with sexy lace tops. A back mini skirt reached just below her stocking tops and she wore a pink nylon blouse. She slipped her dainty feet into 4” heel black scrappy sandals.
The journey on the bus was uneventful but she was aware of an old man trying to look up her skirt. She spread her legs slightly so he could see her stocking tops and panties. She loved men looking at her and she would have been more than happy to drop her knickers for him. Miss Curtis was already at her desk. She looked up at Sindy. "Ah Miss Lewis. You are to go for your medical immediately. We then have a working lunch with our new client Mr Wainwright. You can fetch me a coffee first as I am very busy this morning." Sindy was happy to oblige and Miss Curtis looked at the sissy's ass as she walked away. "Nice."
Thirty minutes later Sindy stood outside the doctor's surgery. Doctor Phillips was employed by the company and was also know to be a lesbian and her girlfriend was an account manager. SIndy knocked and went in. "Good morning Miss Lewis," she said motioning Sindy to sit in the chair opposite. Sindy replied and sat down in the chair and crossed her legs giving the doctor a good view of her stocking tops. Just then the door opened and Miss Todd came in. "Ah Miss Lewis I thought I'd come and see your medical and ensure that everything is how we want it." She and Doctor Phillips kissed on the lips. Doctor Phillips then told Sindy to undress down to her lingerie. Miss Todd liked what she saw. The gurl was already very feminine and would not need much extra work to enhance her looks. In fact she did fancy her. Sindy felt a bit nervous but also excited knowing that two dominant lesbians fancied her. The doctor spoke first. "Miss Lewis, you are taking a major step in becoming a full-time sissy and you will require a Sissy Pass so that you legally recognised as a sissy in many countries of the world (see separate story). Miss Thompson has passed this application to me because as well as questions you must answer truthfully you will require a full medical examination." She leaned forward showing her generous cleavage but also her red bra. "I have your age and address here. I need to know your sexual orientation. Would you classify yourself as straight, bisexual or lesbian?" Sindy was going to say straight as she preferred men but, realising who she was with stated, "bisexual". The doctor ticked a box. "I think it is safe to assume that you are not a virgin so when did you last have sexual intercourse?" Sindy answered. "Next comes ownership. I understand that you are not in a permanent relationship so I need to put details of your owner." Miss Todd spoke. "You can put me down for that my darling as Miss Lewis answers ultimately to me although Miss Curtis is her direct manager." The doctor made a few more notes. She wanted to impress Miss Todd as it had been a while since she had shared her boss's bed. "Now Miss Lewis, remove your bra and panties and go to the examination table. Put your legs in the stirrups so I can inspect your cunt closely." Sindy did as she was told. The doctor applied some lube to Sindy's cunt and then started to finger her. "Yes your cunt is very open as you have had intercourse recently. I now need to measure how big a cock you are able to take. This test is repeated annually." She took what looked like a large dildo and pushed it into Sindy's cunt. "Mmm I'll just adjust the settings and we can get an accurate measure. Yes, you are a lucky gurl aren't you? You can take an 8" cock with ease and probably larger when you are having sexual intercourse at least once a day. You can take a thick one too. Now I assume you suck cock. This may seem a stupid question but it is on the form. Do you swallow?" Miss Todd laughed. Sindy blushed. "Of course Doctor Phillips." She ticked the box. "That's a relief. I know sometimes Sissy Passes have been refused because the sissy did not swallow. "I like cum, doctor," Sindy continued. The doctor turned the page. "Now as a sissy you are obliged to have monthly periods. On two set days every month you will wear a tampon and also a red circular pin badge to show that you are on your period. At this time you are now allowed to seek sex although if a man wishes to have intercourse with you he may remove the tampon as long as a fresh one replaces it afterwards. You are naturally able to provide oral sex to a man or woman at any time. During your period you can expect to be moody due to the lack of sexual intercourse but as a woman you will have to learn to handle that." Miss Todd spoke. "Doctor, can you put her down for the 14th and 15th so we know it is always the same two days?" The doctor made the notes. "Now Miss Lewis, you will be taking pills and creams that will make you more feminine. This means your voice will change and your body shape will change. You will start to grow breasts but this can be affected by your treatment. Miss Todd, do you have any particular shape of breasts in mind for Miss Lewis?" The boss thought for a moment. "Well doctor I do prefer large breasts and a nice rounded shape so 36D would be excellent and they will show off her lingerie nicely as well as being fun to play with." The doctor was pleased with this answer as she was 36D herself and was keen to be back in Miss Todd's bed. "OK, that is all we need for the form. I will just take a picture of your cunt to go with the application. Your pills and creams are being delivered today and you will know if your Sissy Pass application has been successful in the next week. Now while you are in the stirrups Miss Todd and I are both going to take the opportunty to fuck you with a strap-on. Do you have any questions?" Sindy did not have any questions but was concerned as gurlfriends of hers had told her that women tend to fuck much harder and rougher than most men. Miss Todd let her skirt drop to the floor. In her black stockings she looked amazing. Sindy had never fancied women before but, as a woman herself now, she felt different. Miss Todd pushed one end of the strap-on into her own cunt and then did up the straps so the 8" thick black phallus stuck out in front of her. "You look amazing Miss Todd," said the doctor as she put on her own strap-on. Doctor Phillips applied a large amount of lube to Sindy's sissy cunt and worked it in with her fingers. Miss Todd then positioned her cock against Sindy's pussy lips. "What do you want more than anything else in the world Miss Lewis?" Sindy looked her in the eye. "I want to give you and Doctor Phillips pleasure Miss Todd." Miss Todd smiled and eased her cock into the sissy. Doctor Phillips had done a good job with the lube and she pushed the whole length in before starting to fuck Sindy. The doctor pushed her cock into Sindy's mouth so she could suck on that large black phallus. As Miss Todd got into a rhythm she started to fuck Sindy harder. The end of the strap-on inside her was working its magic and she felt her orgasm coming. As she came she pushed her cock hard into Sindy making the sissy scream with pleasure and pain. The doctor then took Miss Todd's place and continued the hard fucking until she came too. When they had finished Sindy was told to get dressed and go back to work. Miss Todd remained with the doctor as Doctor Phillips was known to be an expert with her tongue.
Sindy knew she had been fucked hard. She returned to the office where Miss Curtis was just finishing a phone call. "Ah Sindy you look like you have just had a hard fucking." She had been briefed by Miss Todd. "Miss Todd says she is pleased with you and so you are allowed to cum. Lift up your skirt." Sindy did as she was told. Miss Curtis knelt in front of her and pulled down her panties. She had never sucked a sissy cock before but was keen to taste it. She took Sindy's cock into her mouth and started to run her tongue up and down the length and around the tip. At the same time she pushed a finger into Sindy's sissy cunt. "Oh Miss Curtis. That's amazing." Miss Curtis did like sucking cock but the gurl's cock tasted different and she smelt nice too. Sindy came fairy quickly releasing her cum into the girl's mouth. Miss Curtis swallowed and realised that a sissy's cum tasted sweeter than a man's. Sindy pulled up her panties and they got back to work.
Sindy was already enjoying being a gurl full-time and she knew there were many more adventures to come.
The client meeting with Mr Wainwright went very well. He asked that Sindy become the main account manager and he invited her to dinner that evening. Miss Curtis was quite relieved as she knew Mr Wainwright was a dirty old man who only liked anal sex and it had been painful for her when she had been in his bed. Sindy, on the other hand, fancied Mr Wainwright and was looking forward to doing whatever he wanted.
To be continued.
The journey on the bus was uneventful but she was aware of an old man trying to look up her skirt. She spread her legs slightly so he could see her stocking tops and panties. She loved men looking at her and she would have been more than happy to drop her knickers for him. Miss Curtis was already at her desk. She looked up at Sindy. "Ah Miss Lewis. You are to go for your medical immediately. We then have a working lunch with our new client Mr Wainwright. You can fetch me a coffee first as I am very busy this morning." Sindy was happy to oblige and Miss Curtis looked at the sissy's ass as she walked away. "Nice."
Thirty minutes later Sindy stood outside the doctor's surgery. Doctor Phillips was employed by the company and was also know to be a lesbian and her girlfriend was an account manager. SIndy knocked and went in. "Good morning Miss Lewis," she said motioning Sindy to sit in the chair opposite. Sindy replied and sat down in the chair and crossed her legs giving the doctor a good view of her stocking tops. Just then the door opened and Miss Todd came in. "Ah Miss Lewis I thought I'd come and see your medical and ensure that everything is how we want it." She and Doctor Phillips kissed on the lips. Doctor Phillips then told Sindy to undress down to her lingerie. Miss Todd liked what she saw. The gurl was already very feminine and would not need much extra work to enhance her looks. In fact she did fancy her. Sindy felt a bit nervous but also excited knowing that two dominant lesbians fancied her. The doctor spoke first. "Miss Lewis, you are taking a major step in becoming a full-time sissy and you will require a Sissy Pass so that you legally recognised as a sissy in many countries of the world (see separate story). Miss Thompson has passed this application to me because as well as questions you must answer truthfully you will require a full medical examination." She leaned forward showing her generous cleavage but also her red bra. "I have your age and address here. I need to know your sexual orientation. Would you classify yourself as straight, bisexual or lesbian?" Sindy was going to say straight as she preferred men but, realising who she was with stated, "bisexual". The doctor ticked a box. "I think it is safe to assume that you are not a virgin so when did you last have sexual intercourse?" Sindy answered. "Next comes ownership. I understand that you are not in a permanent relationship so I need to put details of your owner." Miss Todd spoke. "You can put me down for that my darling as Miss Lewis answers ultimately to me although Miss Curtis is her direct manager." The doctor made a few more notes. She wanted to impress Miss Todd as it had been a while since she had shared her boss's bed. "Now Miss Lewis, remove your bra and panties and go to the examination table. Put your legs in the stirrups so I can inspect your cunt closely." Sindy did as she was told. The doctor applied some lube to Sindy's cunt and then started to finger her. "Yes your cunt is very open as you have had intercourse recently. I now need to measure how big a cock you are able to take. This test is repeated annually." She took what looked like a large dildo and pushed it into Sindy's cunt. "Mmm I'll just adjust the settings and we can get an accurate measure. Yes, you are a lucky gurl aren't you? You can take an 8" cock with ease and probably larger when you are having sexual intercourse at least once a day. You can take a thick one too. Now I assume you suck cock. This may seem a stupid question but it is on the form. Do you swallow?" Miss Todd laughed. Sindy blushed. "Of course Doctor Phillips." She ticked the box. "That's a relief. I know sometimes Sissy Passes have been refused because the sissy did not swallow. "I like cum, doctor," Sindy continued. The doctor turned the page. "Now as a sissy you are obliged to have monthly periods. On two set days every month you will wear a tampon and also a red circular pin badge to show that you are on your period. At this time you are now allowed to seek sex although if a man wishes to have intercourse with you he may remove the tampon as long as a fresh one replaces it afterwards. You are naturally able to provide oral sex to a man or woman at any time. During your period you can expect to be moody due to the lack of sexual intercourse but as a woman you will have to learn to handle that." Miss Todd spoke. "Doctor, can you put her down for the 14th and 15th so we know it is always the same two days?" The doctor made the notes. "Now Miss Lewis, you will be taking pills and creams that will make you more feminine. This means your voice will change and your body shape will change. You will start to grow breasts but this can be affected by your treatment. Miss Todd, do you have any particular shape of breasts in mind for Miss Lewis?" The boss thought for a moment. "Well doctor I do prefer large breasts and a nice rounded shape so 36D would be excellent and they will show off her lingerie nicely as well as being fun to play with." The doctor was pleased with this answer as she was 36D herself and was keen to be back in Miss Todd's bed. "OK, that is all we need for the form. I will just take a picture of your cunt to go with the application. Your pills and creams are being delivered today and you will know if your Sissy Pass application has been successful in the next week. Now while you are in the stirrups Miss Todd and I are both going to take the opportunty to fuck you with a strap-on. Do you have any questions?" Sindy did not have any questions but was concerned as gurlfriends of hers had told her that women tend to fuck much harder and rougher than most men. Miss Todd let her skirt drop to the floor. In her black stockings she looked amazing. Sindy had never fancied women before but, as a woman herself now, she felt different. Miss Todd pushed one end of the strap-on into her own cunt and then did up the straps so the 8" thick black phallus stuck out in front of her. "You look amazing Miss Todd," said the doctor as she put on her own strap-on. Doctor Phillips applied a large amount of lube to Sindy's sissy cunt and worked it in with her fingers. Miss Todd then positioned her cock against Sindy's pussy lips. "What do you want more than anything else in the world Miss Lewis?" Sindy looked her in the eye. "I want to give you and Doctor Phillips pleasure Miss Todd." Miss Todd smiled and eased her cock into the sissy. Doctor Phillips had done a good job with the lube and she pushed the whole length in before starting to fuck Sindy. The doctor pushed her cock into Sindy's mouth so she could suck on that large black phallus. As Miss Todd got into a rhythm she started to fuck Sindy harder. The end of the strap-on inside her was working its magic and she felt her orgasm coming. As she came she pushed her cock hard into Sindy making the sissy scream with pleasure and pain. The doctor then took Miss Todd's place and continued the hard fucking until she came too. When they had finished Sindy was told to get dressed and go back to work. Miss Todd remained with the doctor as Doctor Phillips was known to be an expert with her tongue.
Sindy knew she had been fucked hard. She returned to the office where Miss Curtis was just finishing a phone call. "Ah Sindy you look like you have just had a hard fucking." She had been briefed by Miss Todd. "Miss Todd says she is pleased with you and so you are allowed to cum. Lift up your skirt." Sindy did as she was told. Miss Curtis knelt in front of her and pulled down her panties. She had never sucked a sissy cock before but was keen to taste it. She took Sindy's cock into her mouth and started to run her tongue up and down the length and around the tip. At the same time she pushed a finger into Sindy's sissy cunt. "Oh Miss Curtis. That's amazing." Miss Curtis did like sucking cock but the gurl's cock tasted different and she smelt nice too. Sindy came fairy quickly releasing her cum into the girl's mouth. Miss Curtis swallowed and realised that a sissy's cum tasted sweeter than a man's. Sindy pulled up her panties and they got back to work.
Sindy was already enjoying being a gurl full-time and she knew there were many more adventures to come.
The client meeting with Mr Wainwright went very well. He asked that Sindy become the main account manager and he invited her to dinner that evening. Miss Curtis was quite relieved as she knew Mr Wainwright was a dirty old man who only liked anal sex and it had been painful for her when she had been in his bed. Sindy, on the other hand, fancied Mr Wainwright and was looking forward to doing whatever he wanted.
To be continued.
Marisol
- 15.01.2023
- 8
- 0
