Pretty in Pink Pt. 05

He had been nervous as they headed down to the spa and the couples massage that Thea had booked for them. What would they think of his denuded form? He was smooth as silk on his legs and the masseuse would surely notice?

Thea had calmed him in her own unique way. First she started to make out with him until he felt short of breath. A well proven distraction from his small panic attacks.

"Don't worry babe, a lot of guys shave their bodies now a'days. Maybe you are a swimmer? They shave and no one cares." It has a somewhat calming effect and distracted him enough. The elevator opened with a bright ping leaving him with no choice but to follow his girlfriend as she lead the way to the rather pleasant looking spa reception. He had always loved the smell of Herbs and ointments that seemed to always be present at places like these.

"Hi, my name is Theodora and I have booked a couples massage." The sweet looking woman behind the counter smiled at them and checked her computer.

He looked around as they settled the appointment. Behind the reception was a small bar and behind that a glass wall that separated the pool and spa from the reception area. He saw a lone woman enjoying the whirlpool. With her eyes closed he dared to let his eyes roam the parts of her body that was above the water. The deep red bathing suit clung to her rather generous bosom as the frothing water framed her upper body.

"Haven't your mother told you its impolite to stare?" Thea's hot whisper in his ear made him jump and immediately blush almost as deep crimson as the bathing suit that got him in the mess in the first place. He was about to stutter an apology when she started to laugh pulling him along toward the changing rooms.

"Don't worry babe, she has a really nice set. Almost as nice as mine." with that she pushed her breast toward him and he could only noddingly agree. With them being out of sight from the reception she leaned forward, motion for him to cup a feel. Feeling like a criminal he quickly looked around before letting his hand caress her breast feeling the nipple stiffen under his ministrations. As he withdrew she shook her head.

"You can do better than that sweetie. You are wearing your boy clothes now so grab them properly." He again reached out but this time her grabbed her breasts and even twisted her nipples a little making her stifle a moan.

"Thank you babe. That will leave a hand imprint that the masseuses will wonder about." She winked at him and quickly entered the women's locker room leaving him with a growing erection and a slightly confused look. He entered the other locker room and quickly changed into a rather luxurious fluffy robe.

They were both whisked into a treatment room by the friendly receptionist and they were left alone to undress and get into position. The two massage tables looked very comfortable and the atmosphere of the room was warm and inviting with soothing music playing softly in the background.

As they laid down the door opened and he could hear two pair of feet enter. He looked up and saw two women wearing white shirts and pants --They looked very professional.

"Good afternoon my name is Sarah and me and my colleague Anna will take care of you both. Just relax and we will handle the rest."

She sounded pleasant and he put his head back into the headrest just closing his eyes. At first he tensed as Sarah started working on his legs but her firm touch soon drained his worry away. The comments about his emasculated hairless legs never came. Instead he realised that without the hair her touch felt amazing. Normally the upward strokes would feel weird with the hairs being pulled but now the hands just glided across the legs and thighs delivering a deep tissue massage like he had never felt. At the same time he felt more naked without the protective hairs, like the masseuse reach inside his protective sphere. He couldn't put a finger on it but as the hands move firmly across his body he sighed and melted into the upholstered table. If he had known about this he would have shaved his legs ages ago. It wasn't the big deal he thought it would be.

Back in the room he felt like jello and Thea had to order him off the bed before he drifted off to sleep. She took command like she always did and got him ready to go out.

"I promised you dinner, and I'm always good on my promises, you know that babe." She held up an expensive looking dress shirt for him and nodded at the black pants hanging on the stool next to the bed.

"I have this little black dress I want to wear tonight so I can't have you dressed like a slouch." Her playful smile warmed him. He knew she didn't mean it and the smile in her voice in turn made him smile.

"I'll try not to embarrass you m'lady, but no one will look at me anyway with you by my side." It was a cheesy comment but they both smiled at it. Thea disappeared into the bathroom and he knew she would be a while. He undressed and sat on the bed again.

"No going back to bed Mr, that's an order." Came a muffled voice from inside the closed door and he flew up off the bed hearing it creak again. He stared at it almost accusingly and then noticed the ivory fabric stuck under one of the duvet pillows.

He reached over and pulled out the slip he had worn to breakfast. He let his fingers caress the material absentmindedly. His thoughts drifted back to his doubts and he raised the slip to his face letting the soft material caress his cheek. So much had happened since this morning. Less than ten hours ago he had been ready to throw up at the thought of leaving the room wearing it. Now it didn't feel so bad. He almost wondered why he had felt like that?

He stood for a few minutes lost thought. He understood that beneath the logical question 'What happens if someone would see his underwear' laid a much more deeper emotional question regarding his very nature. He obviously wasn't gay just because he liked the feeling of wearing female clothing. The amount of sex he had within the span of a day proved that. But what did it mean? Did Thea see him differently now? Would she still find him attractive as a man? She seemed very keen on transforming him.

But then he though back on the moment they had shared when she told him he had a choice and she would accept him either way. It didn't really prove anything or give any answers to all his questions but it quieted the voice inside him for the moment and he decided to trust her. It was just a game after all, nothing was at stake. He had a nagging feeling at the back of his head that he might brush it off a little to lightly but he really wanted to continue play --The last few days had been the best of his life.

He let the slip again float above his head and settle against his chest. He couldn't resist letting his fingers caress it before picking up the dress shirt Thea had given him. It was weird how tailor made clothing felt and hung off his scrawny body unlike the department clothing he usually wore. Not weird, but how it transformed him into a more confident man. Could wearing women's clothing transform him into a woman in the same way? Was he still a man if her wore lingerie? He scanned the room and decided to prove his doubts wrong.

Getting the garter belt in place was far trickier than he'd imagined. After a few tries he remembered that Thea had started with it backwards so she could hook it before twisting it around into place. He smiled as it worked perfectly. Getting the stocking up was another challenge. He sat down and had to try a few times before realising that gathering the stocking at the toes was far more important that you would think.

He smiled triumphantly as he stood up. With the garter tabs firmly in place they let him know, with a gentle but firm tug, that he was wearing lingerie for the second time today. Now that his focus was less on getting the items on his senses took over. He rubbed his legs together, both feeling and hearing the feminine rasps of the garments. Slowly but surely he started to swell and he went over to the cupboard to look for something to keep the erection at bay.

Until now he had never understood why hotel rooms would have a cupboard with drawers but staying with Thea made him realise that it really felt more at home unpacking the clothes rather than leaving them in the suitcases like he was used to. He opened the drawers to see if she had unpacked her underwear and his senses were assaulted with an explosion of pastels.

He picked up a pair of stretchy satin panties in the same ivory color as his slip. Was it really his slip now? Before he could change his mind he slid the garment up his legs stuffing his member into the front. The panties held it firmly against his body and he felt a seam run up his backside. With his fingers he explored it and it felt like there was a seam and creases that dug in, really letting the panty cling to the ass. It felt weird, but not in a bad way.

He closed the cupboard and picked up the slacks. Wearing slacks with stockings was a completely new experience. A good experience. He moved around the room letting the fabrics rub against each other. It did nothing to lessen the bloodflow to his nether regions though.

He ended up in front of the mirror like before and examined himself. He looked like a well dressed young man. Only his pink feet told another story and he smiled to himself unlike last time. He put on his shoes and quietly knocked in the bathroom door.

"I'll be out in a minute babe." Came a distracted voice from inside. "I know, take your time. I'll go down to the bar and wait for you." He wanted to say babe or sweetie but it had never felt right. Thea said all those endearing things all the time but when he said them as a man it never sounded right. It sounded more demeaning that cute.

He was almost at the front door when he felt the tugs of his garters and he stopped. He turned and went back inside the room.

"Love you sweetie."

With his mild mannered voice it didn't sound demeaning at all. He felt the words ring true and felt his heart swell before again heading out to the bar.

It had been a day full of firsts, would the night be the same, he wondered as the elevator arrived with its characteristic ding!