Boss Gets Feminized By Female Staff 💄(Crossdressing Stories)

hey there you're looking kind of cute please consider subscribing and check out our patreon for more let's have some fun I own a travel agency in South Florida with my wife business has been good so good that my wife Linda stopped working at her office job about a year ago I work with six beautiful women and I used to spend most of the day daydreaming about them my dreams weren't about having a relationship instead they were about being turned into their idea of a woman not only did I want to wear their clothes but I

also wanted to look as good in them as they did I couldn't help but look at my executive assistant Sally as she sat in front of me in my office wearing very pretty clothes I would make up stories about being her secretary sitting in her chair and wearing her clothes I've had dreams like this since I was in my early teens I sometimes stole my mother's clothes and wore them but I was never satisfied I wanted to have everything one day I worked up the courage to try on one of her dresses but it didn't

fit so I wasn't happy with what I saw in the mirror I never did it again because of that even so the dreams kept going on Linda my wife is a very pretty woman in fact one of the things that made me like her at first was that I could see myself in her female image I've never told her or anyone else about my dreams because I was afraid I would lose everything it's just something I've personally gone through it's been 10 years since we got married we chose not to have kids together and we're

happy with our lives a few weeks ago I couldn't take it anymore and gave in to an overwhelming urge to wear Linda's undergarments wow was I excited I put my shorts on top of them and wore them all day at work I was in heaven I couldn't concentrate my wishes to see myself in the female images of my employees grew stronger I sent the pants back and tried on another pair the next day I felt incredible waves of enjoyment right away and wore them to work again Linda's drawer was full of undies so I thought

she wouldn't notice if one pair went missing every day she didn't but I didn't notice that I had made them too long a few days later Linda showed up at the office and asked Sally and Marie if they wanted to have lunch this was not strange in any way even though Linda had worked with them they were still good friends I secretly liked how each of them looked as they left the office and I wished I could go with them and look as good as they did during lunch Linda told the other two women that

she thought I was taking her clothes and putting them on myself while they were laughing the women noticed how hard I was staring at them as if I were in a dream Marie asked in a teasing way and do you think he might be wearing them now at the office maybe I could accidentally spill a glass of water or something in his lap no no no Linda said I have a better idea it's subtle might prove our suspicions and will be a lot of fun at the same time I have naturally thick dark eyelashes in

fact they have always been looked up to by women Linda wanted Sally to call me out of my office and into the service area saying that the print machine was broken one of the other agents Brenda was supposed to be out of the office at the time while I was checking the printing machine Sally would start to look at my eyes from different angles to see if I was wearing mascara finally she asked me if I was I would say that I wasn't since I've always had long eyelashes Marie would then get out her mascara

and try to put it on me just for fun to see how it would look on my eyelashes she would add that it could be washed off right away if I said yes they should move on to the next step in the plan Brenda would say later that day that she missed the mascara show and wanted to see how my eyelashes looked with mascara on if I said Yes again Sally should offer to put lipstick on me right away just to see how it looks and for fun if I let them put lipstick on me

they should try to go further by putting on more makeup giving me compliments and telling me not to take it off but to keep it on in my office if I said yes they should keep making things worse over the next few days to see how far I'll go I was completely sucked in by this plan in fact Sally put lipstick on me the first time she tried the girls were so encouraging and they told me just what I wanted to hear to boost my ego before long I was sitting in a chair while my

whole face was made up and perfume was sprayed on me I was very happy Linda's doubts about me were confirmed When Sally called her to tell her about how well things were going but Linda didn't come down to the office to see me instead she told the staff to keep going and see how far they could take me on this journey no one knew how far I'd be willing to go but Linda thought the whole makeover would take a few days but because I was so excited about the makeup the girls in the office had

other ideas 10 30 a.m the next morning I was completely different I was wearing a skirt and high heels Sally called Linda while I was at my desk that's it he I mean she is here making coffee for us all while wearing a skirt high heels and a wig I can't believe it exclaimed Linda that quick yep after we painted his face yesterday I joked with him that I would bring a skirt for him to wear today but I didn't think I'd be able to get him in it so quickly he's all made up to

look like a woman for sure everything went as planned and I can tell you that she's loving every minute of it she even asked if we could switch jobs and she could be my secretary she is now known as Andrea or Mrs Johnson by everyone she loves it very much Linda you have to come see this she looks so cute prancing around the office in her skirt I've got a better plan Brenda should watch the parking lot when she sees me pull up have her yell as loud as she can that I'm here he won't

have enough time or I want her to change so the only other option is to sneak her out of the office just before I get there it's great Sally yelled out have Donna take her to the ladies room to hide thinking that I just stopped by to say hello and won't be there for long but instead I'll go straight to the ladies room Andrea will have to hide in one of the Stalls if she doesn't want me to see her this is great I'm so happy Sally yelled I'll meet Donna and she'll show me to

the stall next to Andrea she'll go crazy that's the main point this is so sneaky oh I'm not done yet my wife said with a giggle in about five minutes Brenda will come to Andrea's rescue in the ladies room and tell her that she and Andrea should leave the building if they don't they will be caught Brenda will have to convince Andrea that she can pass but given how my husband has acted so far that shouldn't be too hard are you going to make a scene in the restaurant no that's not a good idea it

could look bad on all of us I have a better plan I'll call Delmonico's and reserve two booths one for Brenda and Andrea and one right next to it for us Brenda should sit with her back to the door so she can see us walk in when we get there she'll freak out and tell Andrea that we just walked in then Brenda will hurry Andrea out of the restaurant and suggest they go straight to the office so she can change Sally where are his man clothes here in the office they're neatly folded on a chair

okay well we're going to put them in the car with us Brenda should tell Andrea that it's best to hide her new clothes up in the office instead of in her car just in case something else goes wrong and I decide to put my own packages from the mall in Andrea's car it will look like you had to hide the man clothes from me when they come but Brenda won't know where they are she should just keep telling Andrea that they have to be in the office somewhere I'll take care of everything else this will

be so awesome Sally exclaimed how impressed she was she told Linda a brief summary of the plan to make sure she understood it then she hung up the phone and called Brenda and Donna into the office as I had expected I felt terrible I don't think I've ever been so scared especially when the waiter LED my wife and her group to the booth right next to ours when Brenda took me into the stores I was scared too but no one seemed to notice I didn't know if I looked good enough to get by or if

everyone was just busy with their own lives and didn't notice me no matter what happened the whole day seemed like a comedy of errors and I was just praying that my luck would hold out long enough for me to get back to the office and change before my wife and the rest of the staff arrived when I heard my wife's voice I was pulling out the drawers of file cabinets quickly to look for my clothes are you looking for these I was so scared that I started gasping for air for a moment I thought I

was having a heart attack when I turned around my wife was holding a neatly folded stack of my clothes with my shoes on top my staff was standing behind her with faces that said we couldn't help it Linda dropped the clothes on the floor in a pile I guess I didn't notice that you had a new look also I see that you went shopping I stuttered I had been looking for my change of clothes so hard that I hadn't had time to put my new clothes away I I can explain Linda oh I don't think

you need to at this point everything looks pretty clear what do you mean I asked with apprehension that seems like a stupid question Andrea since you're wearing a skirt and have been shopping for um let's see Linda came over and started looking through my bags oh this is nice matching pants and bras she said as she took them out one by one and put them on the desk and this dress is beautiful I'm sure you'll look gorgeous in it but I can explain though was all I could say the obvious doesn't need to be explained

dear at this point it should be clear to you that your life as you've known it is over you're divorcing me I screamed in fear no you fool since it's clear that you want to be a woman I'll make it happen at home and at work you'll be a housewife she's really enjoyed being Sally's secretary for the past two days and I want to stress the word enjoyed oh that's nice can Andrea start her new job on Monday she needs to get ready for so much I'm sure she's happy about her new job and wants

to look good I just stood there without saying anything sure I know Sally said with a giggle but not half as happy as we all are about our raises and the fact that a new intern is coming to train with us as a secretary great then it's done a pretty new intern in the office I all of you happy yes chimed the whole staff and how about you Andrea my wife asked acting like she was worried are you happy Brenda cut in of course she is oh yeah she's been thrilled during her two-day trial period

Marie said with a chuckle she was very happy when we put that skirt on her said Sally she was so happy that I was afraid we wouldn't be able to drag her away when it was time to go home well that won't be a problem anymore Linda said with a smile in fact Andrea needs to come home with me right now so she can start learning how to be a loving devoted wife come on dear and bring your new clothes and dress with you what should we do with these Brenda asked as she gathered up

my old mail clothes give them to a homeless person or something because Andrea doesn't need them anymore Linda I asked she put her forefinger on my lips and said don't say a word you beautiful girl thanks for watching be sure to check out patreon and follow us on Twitter have a wonderful day