Tuesday Ellie called Tanya at work to tell her to bring Tyler for his hair makeover on Wednesday evening. She gave the address and said it was a lady she knew who had the whole evening to work on him. He would simply go back with the two women and by the time he was done all the other customers would be gone. It was a little disappointing, because the red lingerie set was going to arrive and Tanya was looking forward to seeing her husband try on the clothes, but that would wait until Thursday. She needed a plan for Friday. Saturday morning was a coffee date and Saturday night would be girls' night for drinks. She was excited and also worried about that. Tyler's voice work was going well, but taking him out in public, well, of course that was her sister's idea. Well, her sister and the other girl who quickly agreed, which surprised her.
Wednesday Tanya and Tyler both left work a little early and picked up some quick food on the way home. Tyler dressed as Diana, then Tanya drove to the address Ellie had given her. It was only on the trip now that she told Tyler that this was to fix his manly hair problem. He voiced concern that people would call him babyface if he had no stubble, but she told him everything would probably be fine. The rest didn't bother him that much. He just wouldn't wear shorts or else he could say he was training and shaved his body like a lot of athletes do.
Ellie was in front of the salon, making it easy to know where to go and she led them inside. An older woman, Tyler guessed about 50 though quite slim and attractive, walked up and Ellie introduced the others as Tanya and Diana. Tyler was wearing a mid-thigh, short sleeve dress with an elastic waist and his wig, so he passed pretty well as a girl. The older woman was introduced as Maggie and she smiled. With a quick, "Follow me," she was walking to the back of the salon and into a private room. Once all 4 were inside, Maggie closed the door and threw the "Occupied" bolt.
"All right, Ellie, let's review so everybody understands what's going to take the next few hours. You want this guy," she nodded toward Diana, "turned into a girl who can come out on short notice at any time. You want her pretty, but you want her to be able to be a guy in the everyday work world. Is that it?"
Ellie nodded, and Tanya found herself nodding as well. "She has a 9 to 5 and is known as a guy. We don't want to turn the world on its head, at least not for a while, so it's necessary to have something natural for both genders."
Maggie turned to Diana and said, "Strip. I can't do much with all that clothing on you. And don't worry, I've seen lots of people, male and female, naked back here. You might be surprised what some people want. Anyway, his hair can be worked on, the stubble is a bit of a problem, but I have an idea. I'll use a depilatory cream on most of his body, but the private zone isn't a good place for caustic creams. That's going to take wax. Do I need to gag him first?"
Tanya laughed and it took a lot of her tension away. "No, I think he can keep from screaming, but you might let him bite on something." She looked over and her husband was down to bra and panties now. She considered that he was about to be seen naked, and even handled, by a woman neither of them knew, but this was the best option and she put it out of her mind. Besides, he was caged, what could he do? And then Ellie pulled out the key and gave it to Maggie.
"You're going to need that to get a good trim, right?" Ellie looked at Tyler as if to tell him not to get his hopes up.
Maggie smiled. "You know this routine too well. Ever considered getting a job here?" She slipped the key into a pocket of her smock.
Now Ellie was smiling. "Come on, Maggie, you know me. If I had a job here, you'd hear plenty of happy screaming because I wouldn't be able to keep off the clients."
"Turn around," Maggie told Tyler. He complied and she nodded. "Not bad at all. I'll have him done in about 3 hours. The cream needs time to work. You two can go shopping if you want, or there's a coffee shop around the corner."
Ellie opened the door and Tanya followed her. As she closed the door behind her she thought she heard Maggie say, "I want a little payment up front." She thought of looking back but Ellie grabbed her arm and pulled her away, pushing the door closed as she did so.
Tyler was standing naked and uncomfortable in front of the older woman watching as his wife and her sister left the room. Before the door even closed, Maggie was saying, "I want a little payment up front." She slipped off her pants and panties in one movement and sat on the chair with her legs spread. Tyler stood dazed, for the second time in a week looking at a bare pussy, though this one was completely different. "Come on, you're wasting time. You do know what to do with this, don't you?"
He shook his head as if coming out of a sleep. "But, but I'm married."
She stared at him. "I'm not asking you to get me pregnant. Now get down here and start licking. I need to cum at least twice to get relaxed."
He moved in front of the chair and knelt down. "But, my wife."
"I'm not saying anything. Now are you going to start licking or do I call Ellie to come and claim you and charge her triple for wasting my time."
A half hour later he was using the damp cloth Maggie had handed him to clean his mouth. She had cum three times, telling him he was so good she needed a bonus orgasm. Tyler was starting to wish he knew nothing about how to use his mouth. She didn't dress, but had him get into the chair, then laid him back like it was a table. Her taste was rather sweet in his mouth, and he didn't really mind it that much. She did his chest and arms first, then the front of his legs. As she said, she was careful not to get too close to his cock or balls. She waited, moving around the room and giving him ample opportunity to watch her body, naked now except for her smock, and he decided she was quite good looking at her age. After some time, she wiped the cream off and had him turn over. The process was repeated on his back and once again the cream was wiped off. She spread his legs and for a while he felt nothing, then there was warmth in his ass crack, extending from his balls to almost the top of the divide. He felt a rubber bit pressed between his teeth. "Bite down on this." No sooner had he done so than he thought his ass had been ripped off, then again, and a third time. As he relaxed again, he felt the cage unlocked and removed, then a blade scraping at the hair on the back side of his ball sack.
She had him turn over again to finish up. He was in so much pain he barely thought about being completely naked in front of a strange woman. Once all the hair was done, by cream and by blade and by wax, it was time for his hair. First she put the cage back on, then began trimming. He had gone several weeks now, so his hair was a little longer. She trimmed up his sideburns, leaving them so he could comb them down, but if they were brushed back they swept toward his ears. The back was simply cut off straight and the cream used to clean up his neck. The front was almost as easy. She took a brush and pulled all his hair down, then swept it across his forehead so they formed bangs sweeping to his left. Using a comb she easily put the part back in. Satisfied, she returned his hair to its female shape and told him to dress.
While they waited for Ellie and Tanya to come back, Maggie touched up his makeup, adding a few items on her own. She still hadn't gotten dressed when Maggie's phone gave a chime. She slipped on her smock and told him to stand like a girl to wait while she went out to let the other women in. When they saw him they were amazed and began talking about how good he looked, how feminine like that and all with his own hair, and Tanya commented that she was jealous now because he looked so good. They had him look in a mirror and for the first time he saw himself. He had to admit, he did look pretty good like this. Tanya walked up behind him.
"I have a special gift for you since you won't be wearing your ring out except to work." He watched in near horror as she slipped a narrow black band around his neck and heard a 'snik' behind him. "Our own personal wedding band, special from me to you in honor of your change of life." As if more was needed, she reached around him and clipped a silver chain leash to the ring on the front. "Nothing to say? I thought really hard about this and tried to get one that would match any outfit you wore."
His heart wasn't in it, but his stomach was. He was absolutely humiliated. Ellie had a broad smile, Maggie had a slight grin, and Tanya was looking hurt. He managed to get out, "Thank you, dear," but it was the wrong voice and she wasn't happy. He shifted the pitch and said it again and she seemed happier.
"Ok, let's go home now. Ellie said she needs to stay and take care of payment." Tanya gave the leash a pull and Tyler had no choice but to follow or try to resist with just his neck. He chose to follow.
Maggie moved ahead, her well shaped ass bare with just the smock on. "I'll get the door. He was an excellent client, following every instruction." The key turned and the door opened, then Tanya led her husband out the door on a leash and he was in public. He didn't dare look around, not even when he heard the door lock again, though he would have enjoyed watching Maggie's ass one more time.
They drove home in silence and went into the house. Finally she spoke. "Diana, there's is a bag with new sleepwear for you on the chair in our bedroom. Put that on. I'm sure you were shown what to do with your hair. When you get home tomorrow do not put on a wig. You will use your own hair from now on. I will unlock the collar before you leave for work, and I will put it back on when you get home. Now off to bed. I have some things to do."
He did as told and in the bag he found a silky button-down top that left his midriff bare along with a silky pair of tap pants. The clothes were really just very sexy and feminine, but not as bad as he had feared.
Tanya opened her computer and watched a few videos using the search "husband caught crossdressing." There wasn't a lot of material there, mostly just the husband getting caged or dildoed. Pretty much where they had already been, but it reminded her that she needed her own strapon. She did a few more searches and then found a blog about women with cross dressing men. She glanced at the site, scanned some of the questions, and signed up. She went to the forum and typed in, "I caught my husband dressed in my clothes one day. He admitted to curiosity, so I did some research. Now I've found things I'm interested in, but my husband has said he doesn't want to explore with me. Any suggestions?" She logged off, closed her computer, and went to bed herself.
Thursday went as Tanya had planned it. She removed the collar from Tyler before he left for work and kissed him before he headed out the door. She went to work not long after, but had already put in to leave an hour early so she was home before her husband. When Tyler got home, he was immediately collared and Tanya now took his wedding ring saying women didn't wear that type of ring. He was told to get made up and changed and when he returned a half hour later, it was Diana who set the table for dinner. After the meal they worked on Diana's voice and walk again for an hour, then Diana was given free time. Tanya recommended exploring videos on how women should do makeup. Then he was sent to bed at 9 once again. He was grateful, though, because it kept his Tyler time at about 10 hours and his Diana time at less than 4 hours.
Tanya got her computer running again and logged into the blog site. Her entry had gotten quite a few responses and she scanned them first. Most of the responses were about forcing him to a glory hole or making him take part in a gangbang. She ignored those because they did not deal with her husband's growing reluctance to participate. There were about a dozen left worth reading more closely. Three of them said that if he was being forced to do something the relationship was in trouble and she should consider possible damage. It struck her as odd that women supporting this type of blog would care about relationship issues like that.
