literature

The Getaway: Part 1

Literature Text

The Getaway
by RogerGirl

  Charles sat on one of his family's private jets wearing a suit.  He had his arm around Desiree, whom he had recently proposed to.  He looked around the jet at the other passengers.  Many of them were couples, some married, some engaged like Charles and Desiree, and some just dating.  Some of them were nervous, but most were chatting away casually.  For most of them, this would be the last time they would appear the way they were currently dressed until the end of the trip.  For on this trip, many of them would be becoming someone new and exploring another identity.  On this trip, for example, Charles and Desiree would be exploring relationships with others.  While they were both madly in love with each other and would never cheat on each other, they were giving each other the week to pursue romances with others.  For other couples, this trip was an opportunity to switch genders and enjoy getting to know each other from a different perspective.  

  Charles kissed Desiree and got up to meet the fellow passengers.  He first spoke with Ron and Kelly, a married couple who were celebrating their anniversary.  They had gone to high school with several others on the trip.  They had each crossdressed once in high school and Kelly had convinced Ron to try it again for their anniversary.  Also, on board were Reggie and his girlfriend Rachel.  Reggie had only dressed for drag, but was interested in spending the week exploring his femininity.  They were close friends with a few of the other couples on board.  Charles was about to meet another couple, but had to return to his seat as they were about to land.  

  After they landed, the pilot, Stan, joined the rest of the passengers on the runway as everyone looked around.  The Kaplan family had built everything they would need for a week long trip.  While each of the passengers' luggage had been sent ahead, their were shops on the island for those with limited wardrobes to expand their collection.  The shops sold men's and women's clothing, shoes, underwear, accessories, and prosthetics, as well as beauty supplies and other items they may need for their transformations.  They boarded a tram and were given a tour of the shops, cafes, beach, pools, gym, spa, restaurants, and several other features of the resort.  They soon arrived at the main hotel and were instructed to wait in the main lobby while Charles left to change.  Charles kissed Desiree goodbye since the next time he saw her he would be Charlene.  The rest of the guests began sampling the refreshments that had been provided for them and checking in at the front desk.  

  Charles went upstairs with Stan and began to transform himself into Charlene.  He went to the shower and removed his body hair, which he hadn't removed in a while since he had taken on the responsibilities of one of his family's companies.  Fortunately, his hair was still long and he still had his girlish figure.  He got out of the shower and dried off.  Once he was dry, he put on his realistic prosthetic breasts and vagina.  While Stan told him she didn't need the vagina, he felt more feminine with it on and wanted to feel as feminine as possible on this trip.  Now Charlene, she put on a bra and matching thong, then sat down to work on her nails.  When her nails were dry she went to work on her makeup.  Once she was satisfied she put on a minidress that came to mid-thigh and showed off an ample amount of cleavage.  While her father normally hosted these crossdresser's retreats, this was her first time hosting and she  wanted to look good.  She sprayed on some perfume, styled her long brown hair, and put on some jewelry.  Once she was satisfied, she stepped into a pair of 5" heels and went to the balcony where Stan was waiting.  

"Oh wow," Stan said turning around as he heard the click of her heels, "you look incredible.  As much as I enjoy being Charles and Desiree's personal pilot, I enjoy being Charlene's boyfriend a lot more."

  He pulled her close and tried to kiss her, but she stopped him since she didn't want to mess up her makeup before making her presentation.  Stan was disappointed, but knew they would have plenty of other opportunities on the rest of the trip.  He took her arm and escorted her downstairs.  As they came down the stairs, many of the guests were amazed at how gorgeous she looked.  She stepped to the center of the room and began her welcome speech.  

"Welcome to Crossdresser's Paradise," she stated, "I know some of you may be nervous about exploring your masculine or feminine sides or romances with members of the same gender, but this is an island without judgment.  Anything that happens here will not leave this island.  There is no internet or cell phone connection and each of the employees on this island are fellow crossdressers who would not want to lose their private sanctuary.  While most of those who come here are guests, there is also a small population of people who have made this island their home after attending events like this one.  So have fun and I look forward to getting the opportunity to meet a lot of new faces."

  When she had finished, the guests clapped and began to go to their rooms.  Charlene noticed Desiree speaking with a young married couple, Danny and Madison.  During this trip, Madison would be transforming herself into Maddox and spending time with both Desiree and Danielle, her husband's feminine side.  Over the course of the week, Charlene would often see Maddox lounging around with a sexy girl on either side.  Their friends Kristen and Eric, however, would only be getting to know each other better as Chris and Erica, as were another couple, Allen and Jamie, who were spending their honeymoon as James and Ally.  After all the guests had gone upstairs, Stan took Charlene's hand and took her back to their room.  It had been over a year since Charles had last become Charlene and they couldn't wait to get their hands on each other.  While Charles was engaged to Desiree, Stan only had casual girlfriends and one-night stands.  

  They reached their room and locked the door behind them.  Stan pulled her into his arms and they began making out passionately.  They began removing each other's shoes, clothes, and jewelry as they made their way to the bed.  Soon Charlene was wearing only her bra and thong and Stan was on top of her in just his boxers.  Charlene slipped out of her bra and thong and Stan removed his boxers.  

"Let's try out my new vagina," she whispered in his ear, "it's made for sex."

  While they had tried sex other ways, Charlene felt more feminine than ever as Stan's penis entered her vagina.  Charlene moaned in pleasure as Stan played with her breasts and nipples as they had sex.  While she loved having sex with Desiree as a man, she also loved being made love to as a woman by Stan.  When they had both climaxed, Stan rolled off of her and they lay in bed together with her head on his chest.  He kissed her forehead as he stroked her hair.  For Stan, he knew these moments with Charlene were rare and was planning to enjoy this week as much as he could.        
The Getaway: Part 1