NOTE: This is my entry in the Literotica Winter Holiday Contest. I hope you enjoy it and vote accordingly and post your opinion after reading it.
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The Purple Knight, by far the best gay bar in the world in Paul's opinion, was preparing to put on a big New Year's Eve bash for their regular patrons, and anybody else who wanted to join in the fun. He was really looking forward to it, and had already bought a new red micro-mini skirt and a pair of red crotchless panties and a matching padded bra. They would go well with his sheer pink blouse and red pumps with a matching purse, and he expected to be the belle of the ball. Paul is gay and, more than that, he is a drag queen who loves going to friendly venues, especially The Purple Knight, and picking up men for some hot and mutually enjoyable sex.
He realized his true nature by the time he was 18 years old and still in high school, cautiously eyeing the other nude boys in the shower after Physical Education classes and resisting the romantic attractions he sometimes felt toward them. Being fully aware of the unreasoning animosity toward people of his sexual orientation in the small town in the Bible Belt where he lived, Paul kept his wants and needs to himself until he finished high school. At the age of 19, he headed to San Francisco, where gay men like him are not only accepted but actually respected for their decisions to live life as they were meant to.
His life out of the closet didn't begin with wearing women's clothing, but Paul always liked the feel of panties on his ass and pubic area. His sex partners liked them also, especially when they peeled them off him, and he eventually went all out, with sexy skirts and blouses and sleazy lingerie from Frederick's of Hollywood. He works on the order desk of a high-tech company, and all his coworkers and almost everybody else he encounters are aware of his sexual orientation but hardly anybody gives it much of a thought, considering it to be none of their concern. At work, he wears his shoulder-length blonde hair in a ponytail and attires himself in khaki pants and sport shirts and deck shoes.
When he goes out cruising, however, his hair swings loose, and he likes to try, with carefully-applied makeup and high heels and mini-skirts, to be as alluring as the sexiest women in a city known for its hotsies. The men, gay and straight, who have enjoyed sex with Paul, generally agree he succeeds much better than would have been expected.
He strolled into his favorite gay bar at ten o'clock on the night of December 31, and was greeted by his friends as Pauletta, which is the name he always uses when in drag. After hanging up his faux fur coat, worn against the wind and fog and chill of the San Francisco winter night, he joined them. The place was crowded, mostly with men, but with a few women who enjoy the company of gay men. Some of the men were essentially straight, but preferred sex with gay men, especially drag queens, for a variety of reasons, and they looked with lust at the sexy young blonde who sauntered in. There were other men who were clad in erotic feminine attire in The Purple Knight that night but, if a vote had been taken, Pauletta would almost certainly have been named as the sexiest of the celebrants there.
It was rather early, and the place was crowded, but still quiet, compared to what it would be like by midnight. There was music, of course, and some men dancing, almost immediately including Paul, who was whirled away by his good friend, Alex, who frequently calls himself Alexis, and who is a versatile gay man, sometimes preferring to be a top and sometimes a bottom.
"How are you doing, tonight, Pauletta? Are you looking for some action?" his friend asked.
"Oh, aren't we all?" Paul was being somewhat noncommittal with Alex, because he had no way of knowing if his friend was in the mood to fuck with his cock or his ass or his mouth.
He found out soon enough when he felt a hand slipping under the skirt that barely reached his thighs and fondling his smooth ass cheeks. "Oh, you fresh thing," Pauletta giggled, but he made no move to chase away the questing hand, even when it slipped through where the crotch had been omitted from his panties and started stroking smooth bare skin.
When not in drag, Paul usually wears ordinary nylon lingerie but, on occasions such as that night, he favors crotchless panties from Frederick's of Hollywood. They were designed to make a woman's pussy readily available without the need for her to take them off, and he wore them backward so men would have the same kind of easy access to his ass. All his friends knew about them, and Alex was letting Pauletta know he was a top that night, and interested in some fucking.
Paul was too, and he reached down and fondled Alex's stiffening cock, which was long and thick, and just what he wanted. "Do you want to go to the men's room?" he asked.
His partner grinned and nodded his head, and the two of them left the dance floor in the middle of the song and started in the direction of the rest rooms. Pauletta stopped and picked up his purse where he had left it with a friend. Everybody in the room knew their destination and why they were going there, and a few people grinned, but nobody thought it was worth mentioning. They were all aware of what went on in the men's room besides the things that happen in rest rooms everywhere.
The Purple Knight has a great deal of ambience, but is not very large. However, the men's rest room has better appointments than would be found in most large night clubs. It has four stalls but only one urinal, and is kept at a warm temperature because of what goes on in those stalls. Even for San Francisco, the bar is permissive, and provides a comfortable place for the sexual trysts of its patrons. It keeps them safe because, even in that most tolerant of cities, there are still a few people with mindsets like those in Paul's home town, and it keeps patrons spending their money in the club rather than going elsewhere to indulge in those trysts.
That early, even on New Year's Eve, only one of the stalls was occupied. From the positions of the feet of the men inside and from the grunts and sighs and other sounds, anybody could tell they were doing the same kind of thing as Paul and Alex had in mind. Once they were inside another stall and the door was locked, Pauletta kicked off his shoes and set his purse on the water tank of the commode. He reached into it and took out a small plastic bottle of Aqualube, one of several he had brought with him, and a condom in its plastic wrapper and handed those items to his partner. Waiting for the preparations to be completed, he stood with one bare foot on either side of the seat.
For Alex, the first thing to do, after letting his pants and underwear drop to the floor, was to roll the condom onto his hard cock and toss the wrapper into the toilet. The next thing was to lift Paul's skirt out of the way and smooth it over his back. After that, he slipped his hands into the opening where Pauletta's panties had no crotch and fondled the soft, bare skin of his ass.
"MY god, Pauletta," he enthused. "Your butt is as smooth and soft as a young girl's."
"Thank you. I try to keep it that way."
He tries very hard to keep it that way. Every night, he applies lotion to his legs and both sides of both ass cheeks, and he uses a depilatory on the nights before he goes out cruising. On the more sensitive areas, such as the insides of his cheeks, he uses an electric razor. Pauletta wants to do more than look like a hot and sexy woman; he wants to feel like one to anybody who touches him intimately.
Both the men in the rest room stall were having fun with Alex stroking Paul's very effeminate ass, but they knew it would be a lot more fun for both of them after he started fucking his friend there. Using the fingers and thumb of one hand, he pried open the edges of Pauletta's ass, and his other hand pressed the narrow neck of the bottle of lubricant into the small hole being created. He gave a squeeze, making Paul giggle when he felt the oily liquid gush into his ass, and he enjoyed the finger that spread it around even more. He reached back to spread his cheeks to help with the penetration he was anticipating.
Alex used the rest of the Aqualube on himself, dropped the empty bottle on the floor, and pressed the tip of his cock against the oily hole he and Pauletta were holding open. A firm thrust wedged the head through the tight ring of muscles and into the channel beyond. Both men sighed at the delightful sensations they were already receiving, and Alex pushed forward again, driving more than an inch of his hard cock into the beautiful pink place that was so eager for it.
The next thrust drove another inch into the tight hole, and he had enough of his shaft imbedded that he no longer needed to guide it. Alex placed his hands on Pauletta's hips, enjoying the smooth feel of the silky fabric of his panties, and plunged his cock in deeper, eliciting a moan of bliss. His partner started squirming from the intense pleasure Alex was already giving him, making his ass an even better place to fuck.