Margaret and Jim had been married for ten years and their sex life was almost non-existent. It had never been very thrilling at the best of times. Despite this, they have a pretty good marriage. They love each other and they really care about each other.
There's something you need to know about Jim. He is a closet cross dresser. That is, He gets a great deal of pleasure from wearing women's clothes, especially sexy lingerie and stockings, silky skirts and dresses and of course high heels. He has quite an extensive feminine wardrobe, as well as a good selection of cosmetics. Margaret knows about this, but she doesn't approve of it, and will not let him dress en femme when she is at home. He knows that he could not pass as a woman in public, so as he is well known in the community he can only indulge in his hobby when he is home alone.
One day when Jim was away at a conference Margaret was working on her computer, preparing a newsletter for a service club to which she belongs. Suddenly the computer screen froze and she could not continue. She was devastated as she had a deadline to get the newsletter out. In desperation she called one of their friends, Bill, who knows a lot about computers. Bill agreed to come over and see what he could do for her. In less than fifteen minutes he had identified and corrected the problem.
"Oh thank you, Bill," she exclaimed. "You're wonderful! I'm so happy, I could kiss you!"
"So," grinned Bill, "What's stopping you?"
She threw her arms around his neck and planted a kiss directly on his lips . She had meant it to be a friendly peck, but he held her close to his body and prolonged the kiss into something a little more than she had intended. As he was about to leave, he asked her, "Did you say Jim is away?"
"Yes, he's away at a conference for a few days," she replied.
"Joan's away too this week," he said. Joan is his wife and they are both friends of Jim and Margaret. "So we're both going to be on our own for dinner tonight. Why don't we get together?"
"That's a great idea," agreed Margaret. "You come over here and I'll cook dinner."
"I thought it might be nice to go out to eat," he said. "By the way, do you dance?"
"Well, yes," she said a bit hesitantly. "At least I used to. Jim doesn't like dancing and we haven't been for years."
"I know a quiet place where the food is great and they have the kind of music that we could dance to between courses. How be I pick you up at 7:00 tonight?"
"OK, Bill. That sounds like fun," she said as she saw him out of the door.
When he had gone she went into the kitchen, poured herself a coffee, and sat at the table thinking. "Oh God, I don't think I should have agreed to that," she thought. "I don't think Jim would be happy if he knew. And what am I going to wear? I don't have any clothes to go dancing in these days."
After a while she thought about Jim's secret wardrobe. She knew that he had just bought some new things, and although she didn't approve of his hobby, she knew where he kept everything. She knew they were about the same size, because he often borrowed her clothes. He thought she didn't know that! She found a lovely short black silky skirt with a silver top with sequins attached to it. Just the thing! She'd turn the tables on him for a change! She checked his lingerie drawer and found a black slip, black panties and bra as well as a pair of sheer black stockings. Perfect!
Early that evening she showered and put on the things she had selected from Jim's secret store. She had to wear her own shoes as his were too big for her. Then she found his cosmetic supply and carefully made up her face - eyeliner, eye shadow and mascara - lip gloss and nail varnish. She even found a lovely pair of his clip-on earrings that matched her outfit. As she looked at herself in the full length mirror she realised that she hadn't looked so glamourous in years. And apart from the shoes she was totally dressed in her husbands clothes! She put the lipstick and powder in her purse in case she needed to freshen up during the evening, and was ready and waiting when Bill rang the bell.
"You look lovely," he said as he held the car door open for her.
He drove to a restaurant in the next city that she had never been to before. The lights were low and there was a romantic air to the place, enhanced by the soft music of a small live group.
They ordered cocktails and studied the menu. When they had ordered Bill suggested they dance. He was an excellent dancer and although it was years since she had been on a dance floor she picked up where she had left off. She was beginning to enjoy the evening already. He ordered a good white wine with their meal, and every time her glass was down to the half full level he topped it up again.
"Slow down on the wine, Bill," she said. "I'm not used to drinking. It doesn't take much to get me drunk." He just smiled at her and refilled her glass.
Each time they went out to the dance floor he held her closer and they danced as if they had been partners for years. As they danced the last slow dance of the evening, he said, "Margaret, you really do look beautiful tonight. And that's a stunning outfit you're wearing. I've never seen it before."
"It's not mine, Bill. I borrowed it for the occasion. In fact, the only thing I'm wearing that is mine are my shoes. I borrowed all the lingerie and hosiery, this skirt and top, even the ear rings and the make-up."
"Good God!" he exclaimed. You must have good friends to be able to borrow stuff like that at such short notice."
"Oh!" she laughed. "The person I borrowed everything from doesn't even know I borrowed it. He's out of town!"
His mouth fell open. "Did you say He?" he asked.
"Yes, everything I'm wearing is Jim's. He's a secret cross dresser." As she said these words she realised the mistake she had made. If only she hadn't drunk so much wine, she would have kept her mouth shut.
When they got back to the table Bill filled their glasses again. "No, no!", she said, "I've had more than enough to drink!"
"Just one more drink," he said. "We have to drink a toast, a very special toast to a very special man."
"Who?"
"To Jim," he said, raising his glass. "If it weren't for Jim we wouldn't be here tonight. You borrowed Jim's clothes and I borrowed Jim's wife! To Jim!" he said as he drank his wine.
"To Jim!" she said and laughed as she finished her wine.
"Now," said Bill, "we have a problem. I've drunk too much to drive home safely. And so have you. I think we're going to have to take a room for tonight in the hotel next door."
"I think you're right," said Margaret, thinking only of their state of intoxication.
* * * * * * * * * As the door of the hotel room closed behind them he took Margaret into his arms and kissed her hungrily, his tongue probing her mouth. Without realizing what she was doing she found herself responding in kind. She stroked his neck and moaned as her tongue played with his and she felt his erection pressing hard against her body. His hand reached under her skirt and began to slide up the silkiness of Jim's stockings until he felt the wetness beginning to seep from her pussy.
"Margaret," he whispered, "We have to be careful not to damage Jim's clothes. Let me help you out of them. With no protest from her he slowly and carefully undressed her. He picked her up and lay her on her back on the king size bed and then folded Jim's clothes carefully and laid them on a dresser. He then quickly stripped off his own clothes, letting everything fall to the floor. He lay next to her on the bed and began to caress her soft breasts.
She moaned softly. "That's nice," she whispered and moved closer to him. He began to suck on her breasts as his hand moved down to that wet spot between her legs. His finger reached in side her and her moaning increased. He had two fingers in her pussy now and had found her clit and began to rub it. His penis was hard and throbbing and she began to stroke it.
"I'm not very good at this," she said. "I've never been with a man other than Jim."
"That's OK," he whispered. "We'll take it slow and easy." He kissed her mouth again while one hand remained at work in her pussy and the other caressed her breasts.
When their lips parted she smiled at him. "You know something, Bill? Your cock is a lot bigger than Jim's." She was now stroking it with more energy. "Do you think it would go inside me without hurting me?"
He laughed. "The only way to answer that question is to try it," he said. "OK?"
"I know we shouldn't be doing this, but yes, I'd like to try, Bill."
He didn't need a second invitation, and without any further foreplay he mounted her and eased his big cock into her pussy. She let out a long sigh as he began, slowly at first, but then gradually gathering momentum began to pump his throbbing penis deep within her. She locked her ankles around his back and thrust herself against him in unison with his ever deeper thrusts.