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The Women's Job - Part 9

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By the time we sat down to dinner, I was completely relaxed among them.

The dinner conversation turned to other things and I had a break. Afterward, I was corralled by a number of the younger women. Their questions were more specific. They wanted to know precisely what fashions I preferred and what I thought about different fabrics. I could answer most of their questions honestly.

Christy stayed at my side most of the time. She listened intently to everything I had to say. There were a few occasions that she was drawn away into conversation with some of the guests. One time I felt really jealous as a trio of young men surrounded her and all I could hear was there laughing.

Late in the evening, Connie and Ms. Castle pulled me aside. Ms. Castle wanted to thank me. "Jeffrey, I really don't know how to thank you enough."

Just the look on her face was enough. "I enjoyed it," I told her. It was partially true. Connie looked very pleased as she gave me that look that I had come to cherish. Pleasing her was very important to me.

"I will find a way to repay you for what you did here tonight." Ms. Castle promised.

"You've done so much already, The clothes you've given me." That was certainly enough. More than enough, actually.

"There are more things on their way. You make a wonderful argument for freedom of choice." She stepped closer and whispered to me so the others couldn't hear. "I've added a few special things myself that I think you'll like." She kissed me on the cheek.

"That's really not necessary Ms. Castle."

"Jeffrey, you're just too sweet." Connie injected as Christy pulled close and squeezed my arm. "He's a doll." She said affectionately.

"You make sure you take good care of our Jeffrey Connie." Ms. Castle told her.

"I most definitely will."

"He's quite a catch." The woman told Christy.

"I know. He's really something special."

"Enough of this," I said, embarrassed. I could feel my cheeks were burning.

The limo dropped us at Christy's before taking Connie home.

"I promise not to keep him too late," Christy told Connie as we got out of the car.

"He has a busy day tomorrow and he needs his beauty rest." She replied grinning.

"That's enough you two," I said scowling at them in fun. "I fell like a schoolgirl on her first date and dad came along to chaperone." They thought it was hilarious.

"You were so adorable tonight." Christy poured us a glass of wine and sat next to me on the sofa.

"Adorable?"

"Yes! I just loved listening to you. You're not like any guy I've ever met.

"I'm not so special."

"You're sweet, and sensitive. Your boss and Ms. Castle simply adore you and I can see why."

"They're nice people."

"That's what I mean. You show people that you care." Christy moved closer to me. "You’re not pushy, you're adorably demure."

My timidness came from feeling self-conscious but I didn't dare tell Christy that. She believed everything I said tonight.

"You should have been born a woman."

I looked at her with surprise.

"I mean that as a compliment. I find you so easy to talk to it's like having a girlfriend. Besides, you look so adorable that you could easily pass as one."

"Doesn't that turn you off.?"

"Oh no! I find you exciting and sexy." She put her hand under my jacket and rubbed my chest through the silky material. When she caressed me, it sent waves of sensation through me. I could feel my already swollen nipples swell even more, under the gentle caress of her fingers. I couldn't help the low moan that escaped my lips.

"It turns you on." She said smiling. Her kiss was long and hard and passionate.

It felt good when she began stroking my stockinged leg. I began to get warm, expecting an erection that didn't come. It would, I told myself, it always did.

"Let's go in the bedroom," Christy said, taking hold of my blazer. "I want to rape you, you gorgeous thing you."

We playfully undressed each other. She took great delight in removing my pantyhose. I had completely forgotten about what I was wearing under them. She was surprised for a second when she saw them. Her reaction turned to delight. "Oh, Jeffrey!" She reached around and squeezed my ass through the thin material.

I was mortified. "I don't know what to say."

She laughed, "Don't say anything. I love it. They look so sweet on you."

I know my face was beet red.

She pulled hers down and I started to take mine off. She stopped me.

"No Jeffrey, leave them on for now. They really excite me."

I didn't object. In fact, I preferred it. Not only didn't I have an erection but I felt so inadequate. Over the past week, whenever I went to the bathroom, I told myself that I wasn't shrinking. I couldn't deny it anymore. When I put on my underwear, I barely created a bulge in the soft material.

Christy was as beautiful naked as she was in a tuxedo. I wanted so much to please her. We laid back on the bed with her in my arms.

I felt I had to explain away my inadequacy. "I had a lot to drink tonight at the party. I'm not sure I can do this."

She held my face in her hands and whispered. "Don't worry. I'll show you how to please me." She drew me to her. "It's alright Jeffrey."

And that's what she proceeded to do. With her gentle prompting, I brought her to orgasm, again and again, her passion building each time. I was thrilled that she was so responsive to just my touch.

When she was satisfied she traded places with me and stroked and kissed me all over, as I had done for her. My nipples were so sensitive to the moist warm caress of her lips. Waves of excitement washed through me and I couldn't help but moan as she had moments ago. The erection I prayed for never came and not once did she embarrass me by touching me there. She was so sensitive to my feelings.

It was very late when we got dressed so she could take me home. "Do you want me to call you?" I wouldn't blame her if she didn't. I wasn’t able to give her what I was sure she wanted and expected her to say no.

"If you don't, I'm going to call you, you silly boy."

The doctor's office called me at work on Monday. "They didn't find anything wrong. I have a slight chemical imbalance but nothing to worry about. He's giving me a prescription he wants me to take. He said to let him know if it got any worse, otherwise, I was fine." Connie was relieved at the news.

I was ashamed to tell her that they found my hormone levels way out of balance. I was producing an exceptionally high level of female hormones and almost no male. The prescription was for male hormones, to try to counter my reaction. They assured me it was fairly rare and in 90 percent of the cases, it reversed itself, in time. They told me not to worry but that wasn't so easy. When I checked myself that morning, my nipples were larger than ever and the pink ring around them looked like it was expanding. I was still as sensitive as ever. He confirmed my fears and told me that it was the hormone imbalance that was causing my manhood to shrink.

Connie insisted on stopping by the pharmacy that morning to pick my prescription for me. She said she wanted me to have the medication as soon as possible. That was fine with me.

On Wednesday I had a call from Ms. Castle. At her request, I put her on the speakerphone in Connie's office so we could both hear. "We have some advance orders for the line. I thought you'd like to know. It was you're doing on Saturday that convinced some of the buyers to place the orders."

"I'm very happy for you," I told her. I was rather proud of myself for the job I did, convincing her guests.

"I have a delivery coming over for you Jeffrey. I've included the extra things I told you I would. They're not part of the line. I hope you like them."

"She really likes you," Connie said when she hung up. "I wonder what she bought you?"

"I can't wait to see." I couldn't imagine.

I was nervous about calling Christy but she was true to her word. She called me that afternoon. "I wasn't sure if you really wanted to see me again or were just being nice."

"I wasn't kidding Jeffrey." She assured me. "I want you to meet me at my apartment after work on Friday. We're going to meet some of my friends and have some fun."

"I don't know Christy." I was a little nervous about going out with her and her friends. If they were the same people I met briefly at her house Sunday then it could be embarrassing.

"Don't be silly. We'll have fun."

Her friends hadn't harassed me then. Still . . . "All right."

"Dress casually, nothing too flashy. We'll grab something to eat and then probably go see a movie."

That sounded good to me. I really wanted to see her and I hadn't been to a movie in months. It all sounded innocent enough.

I looked down, as I said goodbye, at the navy skirt I was wearing with my blue stockings and my navy shoes. I was relieved that she didn't ask me to wear a skirt. Dressing this way for work was one thing.

We quit work at five and both raced home to see what Ms. Castle had delivered to Connie's that afternoon. The doorman had let them in with the packages. My bed was covered.

I could imagine what most of the plastic-wrapped bags contained. I was looking for her presents she had referred to. The four gift-wrapped boxes weren't hard to spot.

I grabbed the biggest one first. Connie waited impatiently for me to tear the paper off the first. I lifted the silk, fuchsia-colored tank dress from the box. I looked at Connie and she shook her head smiling.

"You said you would wear one if it was comfortable and flattering. She took you at your word. Personally, I think it would look great on you."

I put it aside and opened the next box. I was almost afraid to see what was in it. It wasn't so bad. It was a full spandex bodysuit. "Where would I wear something like this? I asked Connie.

"I suggest you only wear it around the house," Connie said smiling at me affectionately.

She was right, of course. I thought about how comfortable it was going to be to wear as I put it down. I really liked the feel of my other spandex things.

I tore into the next box, my anticipation peaked again. I held up one piece in each hand with a quizzical look on my face.

"They're PJs and they should be very comfortable." The short top had tiny sleeves and a vee neck. The little bottom looked like boxer shorts. They were made of the same material as my other pajamas. I decided to reserve my opinion of them till I tried them on.

Ms. Castle’s last gift I wasn't at all thrilled about. It was a red, two-piece dress. It had a long jacket that went over a short pleated skirt. The buttons on the front of the jacket were trimmed in black. "That one's a little shorter than your other skirts. I think it'll probably look really cute on you though."

"I can't wear this," I told Connie.

"Sure you can. A little make-up and some black heels, you'd look fantastic." She said grinning. She appeared to be on the verge of laughing. I was convinced at the time that she was just joking with me.

That broke my tension. We laughed and started putting everything away. Connie helped. "You know Jeffrey, Ms. Castle is going to expect to hear from you and she's going to ask what you thought of her gifts." She showed me the label inside the red dress. "This was expensive. I probably cost her two hundred dollars."

"That much?" I took a second look at it.

"She'll want to know if you're going to wear it."

After spending that much, she had a right to ask. "What am I going to tell her?"

"I don't know. That's up to you but you certainly don't want to hurt her feelings or lie to her." Connie left it at that, adding only, "She'll expect to hear from you, tonight."

I dreaded making the call. I put it off until we had looked over the other things she had sent. Each outfit came with its own shoes and accessories. My closet was more than half full. I was thankful to find only one new skirt. I had six now and I had worn three of them. The other three were brighter colors than the plaid, navy, and black ones. I was in no rush to wear them. My entire wardrobe was an endorsement for unisex clothing.

It was finally time to make the call. "I just wanted to thank you for everything," I told her.

"What did you think of my little extra gifts?" She sounded nervous.

I had made up my mind what I'd say. Connie was right about my not being able to hurt her feelings. "They're all wonderful. I'm wearing the pajamas right now." I really was and they were as nice to wear as I thought they'd be.

"I'm so pleased."

"I really love the bodysuit, it’s so comfortable."

"It's not too snug?"

"No, not at all. I like spandex, the way it feels like a second skin."

"And the other things?" Now she sounded really nervous. I hated this part. What must she think of me, I wondered?

"The dresses are lovely. The tank dress is so soft and comfortable." I hesitated for a second. "The red one is so pretty but you shouldn't have spent so much money?"

There was an audible sigh of relief on the other end of the phone. "I was so worried that you wouldn't like it."

"It's beautiful, I love it." There, I said it. I tried to sound excited.

"I looked at it in the store and thought of you instantly. I walked away and came back to it three times. I fell in love with it, I was so afraid you wouldn't like it."

"I can't wait to wear it but there are not many places I can go in it."

"I'm just dying to see you in it. Why don't you meet me for lunch downtown?"

She caught me off guard. "I'm not,"

"We could lunch at the Hyatt. They have a very elegant dining room and it would be perfect to wear there. Connie can join us for a 'business lunch'."

She had me trapped, "It's very sweet of you, "

"If you're at all uncomfortable you could just have Connie help you put a little color on your face and slip on a pair of heels. It would be perfectly alright with me. I just know you'll look lovely in it."

She wanted me to wear her dress and pretend to be a woman. I could hardly believe her. She was waiting for my reply. "May I call you tomorrow, after I check my schedule in the morning?"

"Of course dear. In the meantime, I'll speak to Connie. I'm sure she'll be delighted to have the three of us have lunch together. I'll call her in the morning. I'll and make our reservations for around noon. That won't be too early for you?"

She was leaving me no way out. "No, that would be fine." I couldn't muster much enthusiasm.

"I can't tell you how thrilled and relieved I am that you liked everything. I'm really looking forward to lunch tomorrow Jeffrey. You are the sweetest thing. Goodnight dear."

I just stood there for a moment in disbelief, holding the phone at my side.

"What did she say?" Connie asked, coming out of her bedroom.

I hung up the phone. "She wants to meet us for lunch tomorrow."

"Well that's alright, isn't it?"

"She wants me to wear the red dress."

"Oh."

"She said that if I'd be more comfortable, I could put a little color on my face and put on heels." I dropped on the couch.

"What are you going to do?"

"She wouldn't take no for an answer. Actually, she didn't give me a chance to say no."

"You're going to have to go."

The Women's Job - Part 9

Comments

The concern is just how much power do these women control to have such ald faced audacity to perpetrait this

Annah Rourke

Jennifer is about to make her debut. I am willing to bet this is the first but won't be last time in makeup and heels. I hope those pills aren't blockers or Jennifer will be his permenant Gender and ID. If it is Jeffrey has a great support network.

Brianna Demonet

The jennifer trap is set.

Brianna Demonet


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