The Crossdresser's Club

by Tammy Richards

 

CHAPTER 4 – JOHN'S BIRTHDAY PRESENT

 

"I need your help girls," said Natalie. It was the monthly meeting of the wives of the crossdresser's club. They were in the midst of their roundtable discussion time when the wives could share the joys and frustrations of living with crossdressers. Since joining the club, Natalie had been impressed by how helpful and supportive the wives were to each other. "John's birthday is Saturday and I'd like to do something really special for him. I know he'd like to do something as Jennifer, but I'm at my wits end. Do any of you have a suggestion?"

"How about letting him experience the pick-up fantasy," suggested Janice. There was a chorus of agreement from the other wives. "Great idea." "You'll both really have fun." "We did it last year for Claudia's birthday and it was the best present I ever gave her."

"It sounds wonderful," said Natalie. "Tell me more about how it works."

"Well, Bob and I are taller than John and you, even if you're wearing high heels. And I can do a very credible job of making myself up to look like a man. So you just need to get John to dress up in a sexy outfit. We'll set everything up at the Hideaway Restaurant. You get John to the restaurant and Bob and I will put the move on you. We'll invite you to join us for dinner. If everything goes OK, we can go dancing after dinner. At the end of the evening, we'll kiss and go our separate ways."

"That's a great idea, Janice. Are you sure that you and Bob wouldn't mind doing it for us?"

Janice giggled. "We'll enjoy it as much as you. The evening is a real turn on for both of us. Bob and I usually end the evening with a little 'hombre' sex." Everyone burst out laughing.

"I won't ask you to explain that," said Natalie. "It sounds like it would be a great birthday present. Let's do it."

They agreed on the details for the evening. "We'll get everything set up with the restaurant. You make sure that John wears a real sexy outfit. Then just go with the flow and we'll see what develops."

On the way home Natalie thought about how to get John to the restaurant in one of his sexier outfits. The few times he had been out in public dressed as Jennifer, he had always worn stylish but conservative clothes. She knew that he had no trouble passing as a woman in public. Maybe this would be a good way to give him more confidence in himself. Eventually she hit on the perfect solution. She would buy him a new dress and heels for his birthday. He would then have a hard time refusing to wear his new outfit out to his birthday dinner in the evening.

The next day Natalie went to the mall after work. She spent an hour searching through various women's stores looking for just the right dress. Finally she found it – a beautiful black velvet dress. It had short sleeves and a tight, straight skirt that ended 5" above the knees. She then went looking for shoes. In the first store she found a lovely pair of black open-toed sandals with 3" heels. She thought they would work well for dancing.

On Saturday morning Natalie came downstairs carrying John's presents. They were beautifully wrapped in very feminine pink paper. "Happy birthday sweetheart," she said, setting the packages in front of him and giving him a big kiss. "I hope you like them."

John smiled as he ripped the paper off. Based on the wrapping, he knew it was something for Jennifer. His smile widened as he took the dress out of the box. "Oh, it's beautiful darling," he exclaimed as he held it to his chest and twirled around. Opening the other package he admired his new shoes. "They look so light and dainty. I can't wait to wear them. Thank you very much."

"Well you won't have to wait long. I've made reservations for us to eat at the Hideaway tonight. This will be the perfect outfit for my best girlfriend to wear on her birthday."

John frowned. "I'm not sure I could wear this out in public. Don't get me wrong, it's a beautiful dress and I'd love to wear it out to dinner. I'm just afraid that it would draw too much attention to me."

"Nonsense. You should know by now that you make a very believable woman. Besides, we'll be there together. If anybody tries to hit on us, I can handle it."

"Well, let me think about it for a while."

Natalie smiled. Watching him carry the dress and shoes upstairs to put away, she knew he was hooked.

About 4 o'clock Natalie called him. "John, come on. It's time to start getting ready. I'd hate to be late for our dinner reservation. While John took his bubble bath and shaved, Natalie sat in the bathroom with him and painted her fingernails and toenails a bright red. "With your open-toed sandals, you'll need to paint your toenails tonight also," she said.

"How do you think the burgundy polish would look?" he asked.

"I think it will look smashing with your new outfit," she replied. When John was finished with his bath he headed for the bedroom to start getting ready as Natalie refilled the tub. He put on his pussy panties to give him a feminine-looking crotch and carefully attached his silicone breastforms to his chest. When he was done he put on a pair of black satin bikini panties and a black lace bra. He glued artificial nails to his fingers and painted them with the burgundy polish and added polish to his toenails as well. He attached a shoulder length brunette wig to his head using adhesive tabs. Looking at his reflection in the mirror, he decided it was time to show off a little. Clad only in his bra and panties, he pranced into the bathroom where Natalie was getting dried.

"Don't you look sexy. You're going to be one hot babe tonight." Examining her husband more carefully Natalie said, "You know, Jennifer, there are times when I'm just a little bit jealous of your feminine endowments."

John took his wife's face in his hands and kissed her tenderly. "Don't ever be jealous of me, Natalie. You're the most beautiful woman I've ever met. You have a gorgeous body and it's all real. Mine is nothing but silicone and latex."

Natalie laughed, "Well it's very well arranged silicone and latex." Giving her husband a playful pat on the rear, she said, "Let's finish getting ready. It's almost party time."

They returned to the bedroom where they spent the next hour getting made up and dressed. As they worked on themselves they chatted like two schoolgirls preparing for a night on the town. When they were ready they stood arm-in-arm looking at themselves in the large mirror. Jennifer's new velvet dress fit perfectly. It molded to her body and showed off her shapely, nylon-covered legs. Natalie was wearing a red silk sheath dress with black leather pumps. Her dress also showed a lot of leg.

Natalie smiled. "We're two beautiful women, Jennifer, if I do say so myself."

"I'm really scared Natalie. In these dresses, we're bound to attract a lot of male attention. What will we do if someone starts hitting on us?"

"Leave it to me. If anybody tries to pick us up, we'll smile and politely tell them that we're waiting for our boyfriends. That always slows them down. Now just relax. We're going to have a great time tonight."

They got their purses and headed for the car. When they got to the restaurant, they parked in the large lot. "It looks like there's a lot of people here tonight," said Jennifer. Natalie again reassured her girlfriend that everything would be OK.

When they entered the restaurant Carlo, the owner, immediately came forward to greet them. "Good evening, Jennifer. Natalie." Taking their hands, he gave them each a kiss on the cheek. "You both look beautiful tonight. Is it a special occasion?"

"It's Jennifer's birthday today," said Natalie.

"Well happy birthday Jennifer," he said, giving her another kiss on the cheek. He continued, "Unfortunately your table isn't quite ready. Let me seat you at the bar for a few minutes and buy you a birthday drink." Not waiting for their reply, he turned and led the way into the bar, giving the girls no choice but to follow him.

The bar was about three-quarters full with a mix of couples and single men. Jennifer could feel every eye in the room watching them as Carlo led the way to two empty barstools near the center of the bar. Holding the stools for the girls, he motioned for the bartender. "Mike, give these lovely ladies a drink on me." He watched as Natalie slid onto the barstool, hooked a heel over the lower rung and crossed her legs. Observing her movement, Jennifer did the same.

They both ordered strawberry daiquiris. As they waited for their drinks, Jennifer glanced around the room. It was clear that they were still the center of attention. Sitting on the high stools in their short dresses, there was no way to avoid giving the men around them a spectacular leg show.

Jennifer leaned forward and whispered to Natalie, "This isn't working out the way we planned. I'm really nervous."

Natalie whispered back, "Just relax and enjoy the attention. Everything is under control."

In the next ten minutes four different men approached and tried to strike up conversations with the girls. True to her word, Natalie quickly got rid of each one. Jennifer was impressed as she watched her girlfriend expertly handle each opening gambit. She began to relax.

Suddenly she felt a hand on her back. A male voice said, "It's our lucky night Jack. We've just found the two most beautiful women in a fifty-mile radius. Could we buy you ladies a drink?

Fear constricted Jennifer's throat and caused her pulse to race. She slowly turned and looked right into the smiling face of Bob, her friend from the crossdresser's club. Tonight he was dressed in a very macho outfit – gray slacks with a blue shirt that was unbuttoned to the middle of his chest. Around his neck was a heavy gold chain. Jennifer didn't recognize the man standing next to Bob. He was shorter and quite handsome with wavy brown hair and a neatly trimmed mustache. He was wearing tight black pants that clearly outlined his male bulge and a white silk shirt. Around his neck hung a silver pendant. Bob gave no indication that he recognized either Jennifer or Natalie.

Jennifer had to make an instant decision. She trusted her friends in the club completely. She wasn't sure what was going on, but it must have been set up with Natalie. She decided to go along and see what would happen.

Smiling she batted her eyelashes at Bob. "Thank you kind sir, that would be very nice." Turning to Natalie, she said, "I was beginning to wonder if any handsome men ever came into this bar. And here they are."

She could sense Natalie and the two men relax. Continuing the charade Bob said, "Allow me to introduce myself. My name is Bob and this is my buddy Jack."

"It's nice to meet you both. I'm Jennifer and this is my girlfriend Natalie."

Jack spoke up for the first time. "The pleasure is all ours. Bob's right. You're the cutest girls we've seen in here in a long time." He had a deep husky voice.

Pointing to their nearly empty glasses, Bob asked if they would like another round. "I'd prefer a glass of white wine," said Jennifer.

"Me too," echoed Natalie. Getting the bartender's attention, Bob ordered the wine for the ladies and cocktails for Jack and himself. As they waited for their drinks they chatted. It was clear that Bob and Jack were really trying hard to impress them. As they talked, Jennifer studied Jack. There was something vaguely familiar about his face. All of a sudden it hit her like a ton of bricks. It wasn't Jack. It was Janice, made up to look like a man. She had done an incredible job of transforming herself. If Jennifer hadn't known her from the club, she would have never guessed.

The drinks arrived. Clinking glasses, Jack said, "Cheers. Here's to the start of a wonderful evening."

Smiling demurely Jennifer replied: "You sound pretty sure of yourself, Bob. Or do we just look like easy women?" They all laughed.

They continued to talk as they sipped their drinks. "So what brings you out to the Hideaway tonight?" asked Jack.

"It's Jennifer's birthday. We're just waiting for our table for dinner."

"Happy birthday Jennifer," Bob said, leaning forward and giving her a brief kiss on the cheek. He continued, "We're planning to have dinner here tonight as well. It would be a shame for you two beautiful women to eat alone on such a special night. Would you like to join us?"

Natalie gave her girlfriend a questioning glance. "It sounds like fun," said Jennifer. "Thank you for asking us."

"Let me see what I can arrange," said Jack as he headed for the front desk. Within a minute he was back. "We're in luck. There's a very nice booth that just opened up." Taking Natalie by the hand he escorted her toward the dining room.

Bob stared in open admiration as Jennifer slid off the barstool. Casually he put his arm around her and guided her after their friends. Leaning close to her ear, he said, "Has anyone ever told you that you have incredibly sexy legs?"

Jennifer smiled. "Not recently, but thanks for saying it."

Carlo was waiting with their menus at a nice booth on a side wall of the dining room. He pulled the table out so that the two girls could slip behind it. The men slid in on either side of them. "Your waitress will be with you in a minute. Enjoy your dinner."

They continued to sip their drinks and chat as they studied their menus. "Why don't we order an appetizer sampler plate," suggested Jack. "That will give us something to nibble on while we make our dinner choices." Everyone agreed.

Jennifer found that she was really enjoying herself. Both Bob and Jack were going out of their way to make her feel like a beautiful, desirable woman. The banter back and forth was light and easy. Jennifer and Natalie were alternately flirtatious and coy. Suddenly Jennifer felt Bob's hand slide along her stocking-covered leg under the table. His touch was light and sensual. Jennifer smiled. Two could play at this game. Casually she dropped her hand below the table and let it come to rest squarely in the middle of his crotch. She gave his cock a gentle squeeze through his pants and felt it harden under her touch. She smiled brightly and said, "I think I'll have the veal marsala. What about you Bob?"

Dinner was wonderful. The food was delicious and the service outstanding. As they sat drinking coffee, their waitress, followed by the rest of the staff, approached their table carrying a small birthday cake with several lit candles on top. They surrounded the table and sang happy birthday to Jennifer. Diners from the neighboring tables joined in the singing. "Did you guys arrange this for me?" asked Jennifer as the waitress cut and served the cake.

"We plead guilty," said Bob.

Jennifer turned toward him. Putting her hand behind his neck, she pulled him forward and gave him a kiss on the lips. "That was very thoughtful of you. Thanks very much."

When they had finished their dessert and paid the bill Bob said, "It's way too early to call it a night. There's a nightspot near here with an excellent band. Are you girls up for a little dancing?"

Natalie again deferred to her girlfriend. "It sounds like fun," said Jennifer. "Lead the way."

They left the restaurant and headed for the parking lot. "It's only about a 10 minute drive to the nightclub," said Bob. "Why don't you ride with me Jennifer and Jack can go with Natalie." Taking her arm, he guided her to his car and opened the door.

As they headed for the nightclub, Bob again rested his hand on Jennifer's thigh. He smiled. "Have you been enjoying your birthday so far, Jennifer?"

"Oh yes," gushed Jennifer. "It's the best birthday I can ever remember. You've made me feel like a princess for the night. You're really a special friend."

"Well the night's not over yet. I think you'll enjoy the nightclub. It's a very lively place."

As they drove Bob said, "I really envy you, Jennifer. You can pass so easily as a woman. I'd give anything to be able to go out in my feminine finery. Unfortunately, the combination of my height and dark beard would make me just too obvious. So I have to content myself with helping you and some of the other girls in the club to have special evenings."

The nightclub was nearly full when they got there. They were shown to a small table near the dance floor. The floor was crowded with couples, while single men and women stood at the bar or wandered among the tables looking for action. Several men gave Natalie and Jennifer the once-over but, with Bob and Jack sitting there, no one approached. Jennifer leaned close to Bob so that he could hear her over the band. "I never realized how many horny men there are in the world." He nodded and laughed.

The band started playing a slow song. Motioning to the floor, Bob asked Jennifer if she would like to dance. She smiled and nodded. Taking her hand he led her to the floor. She glided into his arms and they began to move around the floor with the music. She rested her head on his shoulder and followed his lead. He was an excellent dancer and she felt like she was floating in his arms.

At their table, Natalie and Jack watched the dancers with a great deal of interest. "This is turning out to be a fabulous night," said Natalie. "I'm so glad you suggested it."

"We're enjoying it as much as you. Jennifer really does make a very attractive and desirable woman. You're going to have to keep an eye on her." They both laughed.

For the next two hours, the two couples danced and partied. Jennifer relaxed completely and really enjoyed herself. She wasn't at all self-conscious about being in the midst of all these people in a sexy dress and high heels. Although she continued to get stares from many of the men, she was sure that no one suspected that there was really a man's body inside the dress.

It was nearly midnight when they decided to call it an evening. Bob and Jack escorted them to their car. Jennifer hugged and kissed them both. "Thank you both for making this a wonderful evening. I'll always remember my first birthday as Jennifer."

"We've enjoyed it too," said Bob. "Anytime you girls would like another hot date with a couple of macho fellows, just let us know."

As they drove home, they talked about the evening. Jennifer was as bubbly as a young girl after her first date. Natalie felt it was appropriate to sound a note of caution. "I hope you realize now that you can go anywhere as Jennifer with very little risk of discovery. When you're dressed and made up, you're a very believable woman. But that also means we need to take some precautions to make sure that we don't get into a situation where we have to deal with men who won't take no for an answer."

"I agree. I'll have to admit that I was really scared sitting at the bar surrounded by men on the prowl. You did a good job of setting me up. Fortunately you did have everything under control." Natalie just smiled.

Both of them were in playful moods when they got home. They joked with each other as they undressed for bed. Jennifer removed her pussy panties to free her imprisoned cock. She then put on a frilly pink baby doll nightie, leaving the matching pink bikini panties off the time being. This allowed her cock to swing freely below the hem of the nightie. The site was too much for Natalie. She kissed her girlfriend passionately, forcing her tongue deep into Jennifer's mouth and began fondling her penis. Jennifer responded by slipping her finger into Natalie's vagina and manipulating her love button. Within minutes their passion overwhelmed them. Jennifer fell back onto the bed and Natalie climbed on top of her. Their lovemaking was wild and spirited. When they were both spent, they lay there catching their breath.

"Thank you for a wonderful birthday," said John. "You're the best wife a man could have."

"I enjoyed it as much as you did," responded Natalie. "We'll definitely have to try that again sometime."

  

  

  

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