“Well, alright.” He agreed reluctantly, he wondered what it would feel like to wear such a lovely outfit. He caught himself thinking that and grimaced, the sooner Anne cured him the better.
“If you need any help, just yell.” She locked the suitcase and put it in the corner. She was glad she was able to shut it before he saw the two pairs of jeans in there.
When he was alone Jim pulled the panties up his long slim legs. They fitted perfectly. Next came the bra, he slipped his arms into the straps and positioned his breast in the cups. He managed with a little struggle to do up the bra, how did women do this day after day without breaking there arms? He adjusted it and was surprised how comfortable it was. The bra Anne had bought him yesterday was obviously just a little too small, but this fitted perfectly. He found himself exhilarating in the feeling of the bra cosseting his substantial breasts.
Then he turned to the dress, after a momentary indecision he put it on. feeling the folds of the cool, soft fabric falling around his body. It had a very feminine smell and Jim felt the faint stirrings of arousal. Julie had left some shoes out for him, they had a two-inch heel which he found slightly odd to walk in.
He practised walking in them and watched himself in the mirror. It was nearly impossible to believe that in the beautiful young woman in the mirror was the mind of a tall muscled man. The dress felt strange, every time he moved he felt it brushing against his shapely legs. It made him feel very vulnerable.
He headed downstairs and found Julie flicking through the channels on the television looking for something interesting. She looked up as Jim entered and smiled, “That looks good on you.”
“It feels weird.” Jim said and slumped into the chair.
“Yeah, I understand. If I became a man, I’d probably freak out.” She looked at him and grinned broadly. “There is one thing you must remember when wearing a dress, unless you want the world as your gynaecologist you keep your knees together.”
Jim snapped his legs shut and pulled the hem of his dress over his knees. Julie was amused to see him blushing. “Come on, Anne told me to wake her up in a couple of hours. I’m going to put dinner together for her, want to give a hand?”
His experience in the kitchen didn’t go beyond ready-to-cook meals and sandwiches, but he decided to keep himself occupied rather than just sit and worry about the future. For the next hour Jim was kept busy. He wasn’t much help, but it did keep him occupied.
About noon, a still tired looking Anne came down and devoured the meal. Her first proper meal since breakfast the day before. As she was about to leave for the institute, she turned and said to Jim. “I’m really sorry Jim, I promise I’ll get you back to normal soon.”
“It’s not your Anne, It was just bad luck I fell on the sample.”
Anne nodded and managed a weak smile. But she felt a knot of anguish, it was her fault. She had done this to him just because she was impatient. She noticed he was wearing a dress, Anne was worried what a prolonged stay in that body would do his mental outlook.
After she had gone Julie said “Poor auntie. She’s wearing herself out.”
“She feels responsible for what happened to me.” Jim said sadly.
——————————————————————————–
The day had turned warm and sunny and Julie decided to sunbathe. Jim declined an offer to join her and sat in the shade while Julie stripped to her bra and panties and laid out in the sun.
At some point Jim must have dozed off, because when he awoke he heard Julie answer the phone.
“No, she’s been and gone. You know what she’s like when she is really on to something… Well, I don’t know, I’m not sure it’s the right thing to do…” She laughed. “Well since you put it that way!… Alright, seven o’clock it is. Seeya bigboy.”
“Your boyfriend?” asked Jim as she returned.
“No.” She said with a mischievous glint in her eye. “Yours.”
Jim felt a stab of fear. “That was Paul wasn’t it!”
“Yeah, you really made an impression on him yesterday. What did you do? Grope him?”
“NO!” He replied blushing furiously. “I’m not going out on a date with him!”
“Why not, look it won’t go anywhere on a first date and he is a gentleman. He’ll take no as an answer.”
“Not too much of a gentleman to two-time his girlfriend.” Despite himself, Jim found himself warming to the idea.
“Look, in a day or so you’ll be back to your male self. Why not see what it’s like to be wined and dined. He’ll not expect too much on a first date I’ll phone him tomorrow, break it off with him and he’ll be too embarrassed to tell Anne. It might stop him from straying for real.”
Jim said “NO!!” as firmly as he could in his contralto voice and stalked upstairs. As he lay on the bed he mulled it over in his mind, what on earth was up with that girl? She must be mad, slowly however he saw it from her point of view. It would be fun to see what it was like from the other side. Paul was a gentleman and wouldn’t try anything if Jim objected. But what if you didn’t object a part of his mind said. He rejected that with a smirk, of course he would object, being in a woman’s body would not make him fancy men. He remembered ogling Julie as she sun- bathed, yep, he still preferred women. And maybe doing this would stop him from straying with other women so this might help Anne rather than hurt her.
As the hours passed he came round to Julie’s view, it would be an unique experience for a man (as if he hadn’t had enough of those). Julie was delighted when he told her, and immediately started to get him ready. She decided the dress was good enough for the date but she gave some pantyhose for him to wear and she did his hair and makeup.
The pantyhose felt very strange on his soft legs, almost like a second skin. He loved the quiet swishing noise they made as they rubbed against each other. Julie wouldn’t let him see himself as she slowly and methodically applied his makeup. When she finally let him see himself he gaped in amazement. I’m beautiful he thought.
Julie’s skilful work had made Jim’s face even more beautiful. He admired the glossy red lips and delicate blusher. He was entranced by the gorgeous woman in the mirror, when he felt something tugging at his ear. Julie had clipped a silver earring onto his ear, the strange tugging feeling felt odd, but seemed to fit somehow. She delicately added some perfume and she stood back to admire her work.
Finally she took off her silver crucifix necklace and put it on Jim. She looked at his face in the mirror, “Go knock him dead, sister.” He continued to admire the goddess in the mirror until the doorbell interrupted. “Right, that’s him, Jim. Go and enjoy yourself and don’t do anything I wouldn’t do.” Despite Jim’s shocked protestations she dropped a packet of condoms in his purse, “Just in case you really can’t control yourself.” she said.
Jim set off downstairs to answer the door, while Julie had to stay out of sight in the bedroom. Suddenly this seemed like an insane idea to Jim, what was he thinking of when he agreed to this. Taking a few deep breaths to steady his nerves, he opened the door.
Paul was on the doorstep, dressed casually. He smiled when he saw Jim, “Hi Julie, You’re looking lovely tonight.”
“Thank you, Paul.” Jim was very disconcerted by the complement. Paul escorted him to the car opened the door for him. Jim struggled into the seat belt, his tits were large and beautiful but they got in the way. Paul got in the driving seat, gunned the car and surged down the street.
Julie watched in apprehension as they drove off, it had all been one big joke up to now. But she was not sure Jim could handle his new body. The condoms had just been Julie’s way of having fun, but now she wasn’t sure he would not need it. The body seemed to be affecting him slightly, though he was still mostly male in his head, he did seem almost feminine at times. Also, she was not sure Paul was a perfect gentleman. Julie just hoped Anne didn’t hear about this.
Jim watched Paul as he drove the car into the fashionable part of town. If he remembered correctly Paul owned a small law firm which brought in a fair sum of money. Jim watched the muscles moving under Paul’s shirt as he drove, he was quite handsome.
Paul opened the door for him, Jim was expecting this and thanked him. Paul then pointed his elbow at him, Jim looked at it before he realised he was supposed to give Paul his arm to hold as he escorted him. The restaurant was on the river front and they enjoyed the walk to it.
As they walked Jim was aware of other men passing by giving his well endowed figure lustful glances. At first he was a bit perturbed by this, but when he saw he was getting envious glances from women he started to enjoy himself.
Despite himself, Jim was finding himself more and more wrapped up in his role. The restaurant itself was very exclusive and Paul had booked a good table. He’s pulling out the stops on this one, Jim realised. He also pulled the chair out for Jim to sit down.
As Jim was smoothing his dress, the waiter handed Paul the food and wine list. “What would you like, darling?” Paul asked.
Jim was overwhelmed with being out in public as a female for the first time, “Um… surprise me.” He finally managed. Paul was pleased and quickly made the suggestions, Jim realised Paul was a bit old fashioned and liked to make the decisions.
His order was some exotic Japanese dish which Jim didn’t recognise, but tasted nice. He noticed that Paul was refilling Jim’s wine glass after almost every sip. He’s trying to get me drunk, thought Jim with a small smile. Not much chance there, I can drink everyone under the table at my local bar.
They passed the time with small talk, both avoiding the subject of Anne. Paul told him about his fascination for sport cars and was surprised when Jim showed his extensive knowledge for the subject. The time passed quickly and Jim found himself enjoying himself.
Just before the dessert came round, Jim felt a sudden pressure in his bladder and excused himself. He felt slightly unsteady on his feet, he cursed the high heels and set off for the ladies. Paul watched Jim’s ass wiggle sexily as he made his way to the washroom, she really was a find. Demure, quiet and a beautiful young woman. She was young enough to be his daughter, but Paul really didn’t care. Perhaps he could get her back to his place with a promise of showing her his sport cars.
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